ChemFOnt: Showing chemical card for Cholest-5-ene-3-beta,7-alpha-diol (CFc000040101)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:41:23 UTC

Chemfont ID

CFc000040101

Molecule Identification

Common Name

Cholest-5-ene-3-beta,7-alpha-diol

Definition

Cholest-5-ene-3-beta,7-alpha-diol is part of the Lipid metabolism, and Primary bile acid biosynthesis pathways. It is a substrate for: 3 beta-hydroxysteroid dehydrogenase type 7.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cholest-5-ene-3-b,7-a-diol	Generator
Cholest-5-ene-3-β,7-α-diol	Generator

Chemical Formula

C₂₇H₄₆O₂

Average Molecular Weight

402.6529

Monoisotopic Molecular Weight

402.349780716

IUPAC Name

(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

Traditional Name

(1S,2R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C(O)C=C2CC(O)CC[C@]12C

InChI Identifier

InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20?,21-,22+,23+,24?,25+,26+,27-/m1/s1

InChI Key

OYXZMSRRJOYLLO-LOKCBIGLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Cholesterol
7-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-5-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

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059592)

Source

Exogenous

Exogenous (HMDB: HMDB0059592)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00048 g/L	ALOGPS
logP	5.61	ALOGPS
logP	5.96	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.06 m³·mol⁻¹	ChemAxon
Polarizability	51.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0059592

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

18546385

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22826216

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Cholest-5-ene-3-beta,7-alpha-diol (CFc000040101)

MOL for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

3D MOL for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

3D SDF for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

3D-SDF for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

PDB for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

3D PDB for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

SMILES for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

INCHI for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

Structure for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)

3D Structure for CFc000040101 (Cholest-5-ene-3-beta,7-alpha-diol)