ChemFOnt: Showing chemical card for 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol (CFc000283708)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:14 UTC

Chemfont ID

CFc000283708

Molecule Identification

Common Name

4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol

Definition

4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol can be found in a number of food items such as white lupine, chinese chives, radish, and pear, which makes 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4a-Carboxy-5a-cholesta-8,24-dien-3b-ol	Generator
4Α-carboxy-5α-cholesta-8,24-dien-3β-ol	Generator

Chemical Formula

C₂₈H₄₃O₃

Average Molecular Weight

427.65

Monoisotopic Molecular Weight

427.321768825

IUPAC Name

5-hydroxy-2,15-dimethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylate

Traditional Name

5-hydroxy-2,15-dimethyl-14-(6-methylhept-5-en-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-ene-6-carboxylate

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C1CC3)C([O-])=O

InChI Identifier

InChI=1S/C28H44O3/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(26(30)31)24(29)14-16-28(23,5)22(19)13-15-27(20,21)4/h7,18,20-21,23-25,29H,6,8-16H2,1-5H3,(H,30,31)/p-1

InChI Key

JHIWIFRQJXLNEU-UHFFFAOYSA-M

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
Steroid acid
4-carboxy steroid
3-hydroxysteroid
Hydroxysteroid
Beta-hydroxy acid
Hydroxy acid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic anion
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a 3-β-hydroxysterol (CPD-4702 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	6.18	ALOGPS
logP	6.04	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.6	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	138.12 m³·mol⁻¹	ChemAxon
Polarizability	52.24 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

HMDB0304192

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030522

KNApSAcK ID

Not Available

Chemspider ID

21232807

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74428071

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol (CFc000283708)

MOL for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

3D MOL for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

3D SDF for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

3D-SDF for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

PDB for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

3D PDB for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

SMILES for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

INCHI for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

Structure for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)

3D Structure for CFc000283708 (4alpha-carboxy-5alpha-cholesta-8,24-dien-3beta-ol)