ChemFOnt: Showing chemical card for 3β,7α-Dihydroxy-5-cholesten-26-oic acid (CFc000042623)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:14 UTC

Chemfont ID

CFc000042623

Molecule Identification

Common Name

3β,7α-Dihydroxy-5-cholesten-26-oic acid

Definition

3beta,7alpha-dihydroxy-5-cholestenoate is also known as 3β,7α-dihydroxy-5-cholesten-26-Oic acid. 3beta,7alpha-dihydroxy-5-cholestenoate is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3beta,7alpha-Dihydroxy-5-cholesten-26-Oic acid	Kegg
3b,7a-Dihydroxy-5-cholesten-26-Oate	Generator
3b,7a-Dihydroxy-5-cholesten-26-Oic acid	Generator
3beta,7alpha-Dihydroxy-5-cholesten-26-Oate	Generator
3Β,7α-dihydroxy-5-cholesten-26-Oate	Generator
3Β,7α-dihydroxy-5-cholesten-26-Oic acid	Generator
3b,7a-Dihydroxy-5-cholestenoate	Generator
3b,7a-Dihydroxy-5-cholestenoic acid	Generator
3beta,7alpha-Dihydroxy-5-cholestenoic acid	Generator
3Β,7α-dihydroxy-5-cholestenoate	Generator
3Β,7α-dihydroxy-5-cholestenoic acid	Generator
3,7-Dihydroxy-5-cholestenoic acid	HMDB
3 beta,7 alpha-Dihydroxy-5-cholesten-26-Oic acid	HMDB

Chemical Formula

C₂₇H₄₄O₄

Average Molecular Weight

432.645

Monoisotopic Molecular Weight

432.323959897

IUPAC Name

(6R)-6-[(1S,2R,5S,9S,10S,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylheptanoic acid

Traditional Name

(6R)-6-[(1S,2R,5S,9S,10S,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]-2-methylheptanoic acid

CAS Registry Number

115538-84-6

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C(O)=O

InChI Identifier

InChI=1S/C27H44O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h15-17,19-24,28-29H,5-14H2,1-4H3,(H,30,31)/t16-,17?,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

InChI Key

GYJSAWZGYQXRBS-GRJZKGIBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Dihydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Dihydroxy bile acid, alcohol, or derivatives
Steroid acid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
7-hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Hydroxysteroid
Delta-5-steroid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholanoid (CHEBI:81015 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062211)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Bile Acid Biosynthesis (HMDB: HMDB0062211)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0069 g/L	ALOGPS
logP	3.92	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.83	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	123.75 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0012454

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

C17335

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081084

PDB ID

Not Available

ChEBI ID

81015

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3β,7α-Dihydroxy-5-cholesten-26-oic acid (CFc000042623)

MOL for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

3D MOL for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

3D SDF for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

3D-SDF for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

PDB for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

3D PDB for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

SMILES for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

INCHI for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

Structure for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)

3D Structure for CFc000042623 (3β,7α-Dihydroxy-5-cholesten-26-oic acid)