ChemFOnt: Showing chemical card for 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol (CFc000283678)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:11 UTC

Chemfont ID

CFc000283678

Molecule Identification

Common Name

4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol

Definition

4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol can be found in a number of food items such as acerola, winged bean, capers, and carrot, which makes 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,4-Dimethyl-5a-cholesta-8-en-3-b-ol	Generator
4,4-Dimethyl-5α-cholesta-8-en-3-β-ol	Generator

Chemical Formula

C₂₉H₅₀O

Average Molecular Weight

414.718

Monoisotopic Molecular Weight

414.38616623

IUPAC Name

2,6,6,15-tetramethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

Traditional Name

2,6,6,15-tetramethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-ol

CAS Registry Number

Not Available

SMILES

CC(C)CCCC(C)C1CCC2C3=C(CCC12C)C1(C)CCC(O)C(C)(C)C1CC3

InChI Identifier

InChI=1S/C29H50O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h19-20,22-23,25-26,30H,8-18H2,1-7H3

InChI Key

FYHRVINOXYETMN-UHFFFAOYSA-N

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

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a 3-β-hydroxysterol (CPD-8610 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00015 g/L	ALOGPS
logP	7.16	ALOGPS
logP	7.81	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	19.55	ChemAxon
pKa (Strongest Basic)	-0.81	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	129.22 m³·mol⁻¹	ChemAxon
Polarizability	53.99 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

HMDB0304162

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030475

KNApSAcK ID

Not Available

Chemspider ID

11672638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18770314

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol (CFc000283678)

MOL for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

3D MOL for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

3D SDF for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

3D-SDF for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

PDB for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

3D PDB for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

SMILES for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

INCHI for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

Structure for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)

3D Structure for CFc000283678 (4,4-dimethyl-5alpha-cholesta-8-en-3-beta-ol)