ChemFOnt: Showing chemical card for 4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol (CFc000283710)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:15 UTC

Chemfont ID

CFc000283710

Molecule Identification

Common Name

4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol

Definition

4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol can be found in a number of food items such as sorrel, blackcurrant, nutmeg, and purslane, which makes 4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4a-Carboxy-stigmasta-7,24(241)-dien-3b-ol	Generator
4Α-carboxy-stigmasta-7,24(241)-dien-3β-ol	Generator

Chemical Formula

C₃₀H₄₇O₃

Average Molecular Weight

455.704

Monoisotopic Molecular Weight

455.353068953

IUPAC Name

(2S,5S,6S,15R)-5-hydroxy-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-ene-6-carboxylate

Traditional Name

(2S,5S,6S,15R)-5-hydroxy-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-ene-6-carboxylate

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(/CC[C@@]([H])(C)C1([H])CCC2([H])C3=CCC4([H])[C@]([H])(C([O-])=O)[C@@]([H])(O)CC[C@]4(C)C3([H])CC[C@]12C)C(C)C

InChI Identifier

InChI=1S/C30H48O3/c1-7-20(18(2)3)9-8-19(4)22-12-13-23-21-10-11-25-27(28(32)33)26(31)15-17-30(25,6)24(21)14-16-29(22,23)5/h7,10,18-19,22-27,31H,8-9,11-17H2,1-6H3,(H,32,33)/p-1/b20-7-/t19-,22?,23?,24?,25?,26+,27+,29-,30-/m1/s1

InChI Key

PLFNGFVQAIAQFS-GORJCXOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
4-carboxy steroid
Steroid acid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Beta-hydroxy acid
Hydroxy acid
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
Organic anion
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0013 g/L	ALOGPS
logP	7.54	ALOGPS
logP	6.82	ChemAxon
logS	-5.6	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	6	ChemAxon
Refractivity	147.54 m³·mol⁻¹	ChemAxon
Polarizability	54.85 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0304194

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030525

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

50986235

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol (CFc000283710)

MOL for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

3D MOL for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

3D SDF for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

3D-SDF for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

PDB for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

3D PDB for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

SMILES for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

INCHI for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

Structure for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)

3D Structure for CFc000283710 (4alpha-carboxy-stigmasta-7,24(241)-dien-3beta-ol)