MiMeDB: Showing metabocard for Dehydroergosterol (MMDBc0034226)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:21:28 UTC

Update Date

2025-10-07 16:04:18 UTC

Metabolite ID

MMDBc0034226

Metabolite Identification

Common Name

Dehydroergosterol

Description

Dehydroergosterol is a sterol, a subclass of lipids characterized by a multi-ring structure that plays crucial roles in cellular membranes. Its chemical structure features a unique arrangement of carbon atoms and double bonds, specifically including a dehydrogenated configuration at the C-9 and C-11 positions, which distinguishes it from ergosterol. In biological pathways, dehydroergosterol is involved in various metabolic processes, including the synthesis of other sterols and potential interactions with proteins such as PBP2a, where molecular docking studies indicate its promising stability and compactness (PMID:39714366 ). This compound has also been implicated in the Diels-Alder cycloaddition reactions with chaetoglobosins, leading to the formation of novel compounds (PMID:40931146 ). Furthermore, it is noteworthy that dehydroergosterol and its derivatives have been identified as active components in non-polar extracts with potential anti-lung cancer properties (PMID:39488908 ) and have shown increased production in response to fungal predation (PMID:39276284 ). Despite its promising biological activities, dehydroergosterol's poor water solubility and lack of oral bioavailability suggest that structural optimization may enhance its druggability (PMID:39714366 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 06081214522D          

 29 32  0  0  1  0            999 V2000
   -3.0532   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2411   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7092   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7271   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1953   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195   -0.2441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5392   -1.0201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1906   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1505    0.3804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8396    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459    1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0350    2.5601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2178    2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414    3.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305    3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9677    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6168   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3365    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  1  0  0  0
 11 25  1  1  0  0  0
  8 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
M  END


  Mrv0541 06081214522D          

 29 32  0  0  1  0            999 V2000
   -3.0532   -1.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2411   -0.9702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7092   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3653   -2.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468   -1.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7271   -1.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1953   -0.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8195   -0.2441    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5392   -1.0201    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1906   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734   -1.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -0.2709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1505    0.3804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8396    1.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459    1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0350    2.5601    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2178    2.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5414    3.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2305    3.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586    3.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9677    0.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6168   -0.6798    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3365    0.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9608   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 24  1  1  0  0  0
 11 25  1  1  0  0  0
  8 26  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
  2 29  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0034226

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1

> <INCHI_KEY>
QSVJYFLQYMVBDR-CMNOFMQQSA-N

> <FORMULA>
C28H42O

> <MOLECULAR_WEIGHT>
394.6325

> <EXACT_MASS>
394.323565966

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
50.567393609690214

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol

> <ALOGPS_LOGP>
7.50

> <JCHEM_LOGP>
6.226827507666666

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.337249578391205

> <JCHEM_PKA_STRONGEST_BASIC>
-1.339087034411687

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
127.98169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.81e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-JUN-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUN-12         0                                  
HETATM    1  O   UNK     0      -5.699  -2.082   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.183  -1.811   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.191  -2.988   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.675  -2.717   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.682  -3.895   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.834  -3.624   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.357  -2.175   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.365  -0.998   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.888   0.451   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.404   0.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.396  -0.456   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.873  -1.904   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.089  -2.849   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.364  -1.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.936  -0.506   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.881   0.710   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.301   2.137   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.246   3.352   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.665   4.779   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.140   4.989   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.611   5.995   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.030   7.421   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.136   5.784   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.406   0.499   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.068   0.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.151  -1.269   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.628   0.179   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.144  -0.092   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.660  -0.363   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   26                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15   25                                             
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   16                                                            
CONECT   25   11                                                            
CONECT   26    8    4   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28    2                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

Synonyms

Value	Source
(3beta,22E)-Ergosta-5,7,9(11),22-tetraen-3-ol	ChEBI
delta(5,7,9(11)22)-Ergostatetraen-3-ol	ChEBI
Ergosta-5,7,9(11),22-tetraen-3beta-ol	ChEBI
(3b,22E)-Ergosta-5,7,9(11),22-tetraen-3-ol	Generator
(3Β,22E)-ergosta-5,7,9(11),22-tetraen-3-ol	Generator
Δ(5,7,9(11)22)-ergostatetraen-3-ol	Generator
Ergosta-5,7,9(11),22-tetraen-3b-ol	Generator
Ergosta-5,7,9(11),22-tetraen-3β-ol	Generator
Ergosta-5,7,9(11),22-tetraen-3 beta-ol	MeSH

Molecular Formula

C₂₈H₄₂O

Average Mass

394.6325

Monoisotopic Mass

394.323565966

IUPAC Name

(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol

Traditional Name

(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol

CAS Registry Number

516-85-8

SMILES

CC(C)[C@@H](C)\C=C\[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C

InChI Identifier

InChI=1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1

InChI Key

QSVJYFLQYMVBDR-CMNOFMQQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-beta-hydroxysteroid
Delta-7-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Alcohol
Organooxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:64762 )
ergostanoid (CHEBI:64762 )
phytosterols (CHEBI:64762 )
Ergosterols and C24-methyl derivatives (LMST01031023 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00068 g/L	ALOGPS
logP	7.5	ALOGPS
logP	6.23	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.34	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	127.98 m³·mol⁻¹	ChemAxon
Polarizability	50.57 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-1019000000-8abec1e1d107e4e2ba24	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0044-7149000000-dc05de1dd900d4d990f1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00o9-9186000000-fbf4084da793a4dfb8c1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0009000000-cb27eb83688968f06d68	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0009000000-e8985160f058131a9fe2	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0059-2019000000-5c4aed621c748e5ee3f9	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-24	354.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	36.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	773.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	1142.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	1236.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	884.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	3601.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-24	94.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	519.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1136.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	831.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	391.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	316.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	9.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	367.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	618.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	577.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	2095.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	2263.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Dehydroergosterol_TMS_1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@@]21C	standard non polar	2025-10-24	1849.19
Gas Chromatography	Dehydroergosterol_TMS_1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O[Si](C)(C)C)CC[C@]4(C)C3=CC[C@@]21C	standard polar	2025-10-24	2786.87

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436660

PDB ID

Not Available

ChEBI ID

64762

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Castrillo JI, Zeef LA, Hoyle DC, Zhang N, Hayes A, Gardner DC, Cornell MJ, Petty J, Hakes L, Wardleworth L, Rash B, Brown M, Dunn WB, Broadhurst D, O'Donoghue K, Hester SS, Dunkley TP, Hart SR, Swainston N, Li P, Gaskell SJ, Paton NW, Lilley KS, Kell DB, Oliver SG: Growth control of the eukaryote cell: a systems biology study in yeast. J Biol. 2007;6(2):4. doi: 10.1186/jbiol54. [PubMed:17439666 ]

Showing metabocard for Dehydroergosterol (MMDBc0034226)

MOL for #<Metabolite:0x00007f9a98f5d338>

3D MOL for #<Metabolite:0x00007f9a98f5d338>

3D SDF for #<Metabolite:0x00007f9a98f5d338>

3D-SDF for #<Metabolite:0x00007f9a98f5d338>

PDB for #<Metabolite:0x00007f9a98f5d338>

3D PDB for #<Metabolite:0x00007f9a98f5d338>

SMILES for #<Metabolite:0x00007f9a98f5d338>

INCHI for #<Metabolite:0x00007f9a98f5d338>

Structure for #<Metabolite:0x00007f9a98f5d338>

3D Structure for #<Metabolite:0x00007f9a98f5d338>