ChemFOnt: Showing chemical card for 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol (CFc000283720)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:16 UTC

Chemfont ID

CFc000283720

Molecule Identification

Common Name

4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol

Definition

4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol belongs to ergosterols and derivatives class of compounds. Those are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol can be found in a number of food items such as loganberry, cardamom, pineapple, and sweet cherry, which makes 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3b,4a,5a)-4-Methylergosta-8,14,24(28)-trien-3-ol	Generator
(3Β,4α,5α)-4-methylergosta-8,14,24(28)-trien-3-ol	Generator

Chemical Formula

C₂₉H₄₆O

Average Molecular Weight

410.6749

Monoisotopic Molecular Weight

410.354866094

IUPAC Name

2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

Traditional Name

2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol

CAS Registry Number

74635-33-9

SMILES

CC(C)C(=C)CCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3

InChI Identifier

InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3

InChI Key

HLAWVOWADPNAGN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a steroid (ALPHA-METHYL-5-ALPHA-ERGOSTA )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0016 g/L	ALOGPS
logP	7	ALOGPS
logP	6.97	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	18.96	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130 m³·mol⁻¹	ChemAxon
Polarizability	52.92 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304204

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030545

KNApSAcK ID

Not Available

Chemspider ID

3687048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4489455

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol (CFc000283720)

MOL for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

3D MOL for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

3D SDF for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

3D-SDF for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

PDB for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

3D PDB for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

SMILES for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

INCHI for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

Structure for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)

3D Structure for CFc000283720 (4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol)