ChemFOnt: Showing chemical card for delta-5,7,22-Cholestatrienol (CFc000282128)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:11 UTC

Chemfont ID

CFc000282128

Molecule Identification

Common Name

delta-5,7,22-Cholestatrienol

Definition

Delta-5,7,22-cholestatrienol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-5,7,22-cholestatrienol can be found in cardamom, which makes delta-5,7,22-cholestatrienol a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Δ-5,7,22-cholestatrienol	Generator

Chemical Formula

C₂₇H₄₂O

Average Molecular Weight

382.6218

Monoisotopic Molecular Weight

382.323565966

IUPAC Name

(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

Traditional Name

(2R,5S,15R)-2,15-dimethyl-14-[(2R,3E)-6-methylhept-3-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-7,9-dien-5-ol

CAS Registry Number

None

SMILES

C(C)(C)C\C=C\[C@@H](C)C1CCC2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C27H42O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h6,8-10,18-19,21,23-25,28H,7,11-17H2,1-5H3/b8-6+/t19-,21+,23?,24?,25?,26+,27-/m1/s1

InChI Key

RQOCXCFLRBRBCS-YWGHNDMRSA-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-skeleton
3-hydroxy-delta-5-steroid
3-hydroxy-delta-7-steroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302612)

Food

Herb and spice

Spice

Cardamom (FooDB: FOOD00074)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00024 g/L	ALOGPS
logP	7.34	ALOGPS
logP	6.35	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	18.27	ChemAxon
pKa (Strongest Basic)	-1.4	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	4	ChemAxon
Refractivity	122.58 m³·mol⁻¹	ChemAxon
Polarizability	48.5 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

HMDB0302612

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005371

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

157009921

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for delta-5,7,22-Cholestatrienol (CFc000282128)

MOL for CFc000282128 (delta-5,7,22-Cholestatrienol)

3D MOL for CFc000282128 (delta-5,7,22-Cholestatrienol)

3D SDF for CFc000282128 (delta-5,7,22-Cholestatrienol)

3D-SDF for CFc000282128 (delta-5,7,22-Cholestatrienol)

PDB for CFc000282128 (delta-5,7,22-Cholestatrienol)

3D PDB for CFc000282128 (delta-5,7,22-Cholestatrienol)

SMILES for CFc000282128 (delta-5,7,22-Cholestatrienol)

INCHI for CFc000282128 (delta-5,7,22-Cholestatrienol)

Structure for CFc000282128 (delta-5,7,22-Cholestatrienol)

3D Structure for CFc000282128 (delta-5,7,22-Cholestatrienol)