ChemFOnt: Showing chemical card for 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol (CFc000283707)

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

CFc000283707

Molecule Identification

Common Name

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

Definition

4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol can be found in a number of food items such as nutmeg, common persimmon, common salsify, and lemon thyme, which makes 4alpha-carboxy-4beta-methyl-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-4b-methyl-5a-cholesta-8,24-dien-3b-ol	Generator
4Α-carboxy-4β-methyl-5α-cholesta-8,24-dien-3β-ol	Generator

Chemical Formula

C₂₉H₄₅O₃

Average Molecular Weight

441.677

Monoisotopic Molecular Weight

441.337418889

IUPAC Name

5-hydroxy-2,6,15-trimethyl-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-2,6,15-trimethyl-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(C)(C1CC3)C([O-])=O

InChI Identifier

InChI=1S/C29H46O3/c1-18(2)8-7-9-19(3)21-11-12-22-20-10-13-24-28(5,23(20)14-16-27(21,22)4)17-15-25(30)29(24,6)26(31)32/h8,19,21-22,24-25,30H,7,9-17H2,1-6H3,(H,31,32)/p-1

InChI Key

MYWAIWDQTCHPTH-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a 3-β-hydroxysterol (CPD-4577 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	6.71	ALOGPS
logP	6.6	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.59	ChemAxon
pKa (Strongest Basic)	-3	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	142.62 m³·mol⁻¹	ChemAxon
Polarizability	53.89 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

HMDB0304191

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030520

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

74427964

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol (CFc000283707)

MOL for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

3D MOL for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

3D SDF for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

3D-SDF for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

PDB for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

3D PDB for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

SMILES for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

INCHI for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

Structure for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)

3D Structure for CFc000283707 (4alpha-carboxy-4beta-methyl-5alpha-cholesta-8,24-dien-3beta-ol)