Showing Compound Ergosterol (FDB012612)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:16 UTC

Update date

2019-11-26 03:07:12 UTC

Primary ID

FDB012612

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ergosterol

Description

Ergosterol 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. Ergosterol is an extremely weak basic (essentially neutral) compound (based on its pKa).

CAS Number

57-87-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(22E)-Ergosta-5,7,22-trien-3-ol	biospider
(22E)-Ergosta-5,7,22-trien-3beta-ol	biospider
(24R)-Ergosta-5,7,22-trien-3b-ol	biospider
(3beta)-Ergosta-5,7,22-trien-3-ol	biospider
(3beta,22E)-Ergosta-5,7,22-trien-3-ol	biospider
(3beta,2e)-Ergosta-5,7,22-trien-3-ol	HMDB
(3β)-Ergosta-5,7,22- trien-3-ol	biospider
(3β,22E)-Ergosta-5,7,22-trien-3-ol	biospider
24-Methylcholesta-5,7,22-trien-3b-ol	biospider
24-Methylcholesta-5,7,22-trien-3beta-ol	biospider

Showing 1 to 10 of 22 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	7.39	ALOGPS
logP	6.63	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	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	127.13 m³·mol⁻¹	ChemAxon
Polarizability	49.5 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

Chemical Formula

C28H44O

IUPAC name

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

InChI Identifier

InChI=1S/C28H44O/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/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+

InChI Key

DNVPQKQSNYMLRS-BQYQJAHWSA-N

Isomeric SMILES

CC(C)C(C)\C=C\C(C)C1CCC2C3=CC=C4CC(O)CCC4(C)C3CCC12C

Average Molecular Weight

396.6484

Monoisotopic Molecular Weight

396.33921603

Classification

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 84.79%; H 11.18%; O 4.03%	DFC
Melting Point	Mp 168° (165°)	DFC
Optical Rotation	[a]D -133 (CHCl3)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-1019000000-9682b479cb367468e4f7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ss-6149000000-8fcdb7198ebd094e3658	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00li-9085000000-b5f06c3d8a32fea4fc08	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-36b82459f90e5096bbff	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0009000000-17e94d8c42f8b29d1d7a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3019000000-d968e794cb4f844efc59	2016-08-03	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

10477914

ChEMBL ID

Not Available

KEGG Compound ID

C01694

Pubchem Compound ID

21775588

Pubchem Substance ID

Not Available

ChEBI ID

16933

Phenol-Explorer ID

Not Available

DrugBank ID

DB04038

HMDB ID

HMDB00878

CRC / DFC (Dictionary of Food Compounds) ID

NXR27-J:HJJ37-Q

EAFUS ID

Not Available

Dr. Duke ID

ERGOSTEROL|7-ERGOSTEROL

BIGG ID

Not Available

KNApSAcK ID

C00003652

HET ID

1BXM

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Ergosterol

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

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Descriptor	ID	Definition	Reference
anti angiogenic	48422	An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.	DUKE
anti flu	22587	A substance that destroys or inhibits replication of viruses.	DUKE
anti viral	22587	A substance that destroys or inhibits replication of viruses.	DUKE
antitumor	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE