ChemFOnt: Showing chemical card for 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol (CFc000283723)

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

CFc000283723

Molecule Identification

Common Name

4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol

Definition

4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol, also known as 4a-methyl-4b-hydroxymethyl-5a-cholest-7-en-3b-ol, belongs to cholesterols and derivatives class of compounds. Those are compounds containing a 3-hydroxylated cholestane core. Thus, 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol is considered to be a sterol lipid molecule. 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol can be found in a number of food items such as broad bean, summer savory, hyssop, and alpine sweetvetch, which makes 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol a potential biomarker for the consumption of these food products. 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol may be a unique S.cerevisiae (yeast) metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4alpha-Methyl-4beta-hydroxymethyl-5alpha-cholest-7-en-3beta-ol	ChEBI
4beta-Hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol	ChEBI
4a-Methyl-4b-hydroxymethyl-5a-cholest-7-en-3b-ol	Generator
4Α-methyl-4β-hydroxymethyl-5α-cholest-7-en-3β-ol	Generator
4b-Hydroxymethyl-4a-methyl-5a-cholest-7-en-3b-ol	Generator
4Β-hydroxymethyl-4α-methyl-5α-cholest-7-en-3β-ol	Generator
4b-(Hydroxymethyl)-4a-methyl-5a-cholest-7-en-3b-ol	Generator
4Β-(hydroxymethyl)-4α-methyl-5α-cholest-7-en-3β-ol	Generator

Chemical Formula

C₂₉H₅₀O₂

Average Molecular Weight

430.7061

Monoisotopic Molecular Weight

430.381080844

IUPAC Name

(1R,2R,5S,6S,7R,11R,14R,15R)-6-(hydroxymethyl)-2,6,15-trimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

(1R,2R,5S,6S,7R,11R,14R,15R)-6-(hydroxymethyl)-2,6,15-trimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])[C@@](C)(CO)[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C29H50O2/c1-19(2)8-7-9-20(3)22-11-12-23-21-10-13-25-28(5,24(21)14-16-27(22,23)4)17-15-26(31)29(25,6)18-30/h10,19-20,22-26,30-31H,7-9,11-18H2,1-6H3/t20-,22-,23+,24+,25-,26+,27-,28-,29-/m1/s1

InChI Key

DWEXIFLNCXYYAA-QQHSWTODSA-N

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
Cholesterol-skeleton
Diterpenoid
Hydroxysteroid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
3-beta-hydroxysteroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-hydroxy steroid (CHEBI:15717 )
Cholesterol and derivatives (LMST01010203 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00019 g/L	ALOGPS
logP	6.95	ALOGPS
logP	6.58	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	14.49	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	131.26 m³·mol⁻¹	ChemAxon
Polarizability	55.32 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030549

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

5459806

PDB ID

Not Available

ChEBI ID

15717

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol (CFc000283723)

MOL for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

3D MOL for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

3D SDF for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

3D-SDF for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

PDB for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

3D PDB for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

SMILES for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

INCHI for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

Structure for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)

3D Structure for CFc000283723 (4beta-hydroxymethyl-4alpha-methyl-5alpha-cholest-7-en-3beta-ol)