ChemFOnt: Showing chemical card for 6alpha-hydroxy-castasterone (CFc000283751)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:19 UTC

Chemfont ID

CFc000283751

Molecule Identification

Common Name

6alpha-hydroxy-castasterone

Definition

6alpha-hydroxy-castasterone belongs to pentahydroxy bile acids, alcohols and derivatives class of compounds. Those are bile acids, alcohols or derivatives bearing five hydroxyl groups. 6alpha-hydroxy-castasterone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6alpha-hydroxy-castasterone can be found in a number of food items such as common salsify, chicory roots, muscadine grape, and ginseng, which makes 6alpha-hydroxy-castasterone a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6a-Hydroxy-castasterone	Generator
6Α-hydroxy-castasterone	Generator

Chemical Formula

C₂₈H₅₀O₅

Average Molecular Weight

466.703

Monoisotopic Molecular Weight

466.36582471

IUPAC Name

14-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-4,5,8-triol

Traditional Name

14-(3,4-dihydroxy-5,6-dimethylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-4,5,8-triol

CAS Registry Number

Not Available

SMILES

CC(C)C(C)C(O)C(O)C(C)C1CCC2C3CC(O)C4CC(O)C(O)CC4(C)C3CCC12C

InChI Identifier

InChI=1S/C28H50O5/c1-14(2)15(3)25(32)26(33)16(4)18-7-8-19-17-11-22(29)21-12-23(30)24(31)13-28(21,6)20(17)9-10-27(18,19)5/h14-26,29-33H,7-13H2,1-6H3

InChI Key

CVXIEYXJQSRIAC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentahydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing five hydroxyl groups.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Pentahydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Pentahydroxy bile acid, alcohol, or derivatives
Ergostane-skeleton
23-hydroxysteroid
22-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
6-hydroxysteroid
2-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Polyol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a brassinosteroids (CPD-724 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	2.46	ALOGPS
logP	3.12	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.44	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.15 m³·mol⁻¹	ChemAxon
Polarizability	55.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304235

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030613

KNApSAcK ID

Not Available

Chemspider ID

21232287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73197911

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6alpha-hydroxy-castasterone (CFc000283751)

MOL for CFc000283751 (6alpha-hydroxy-castasterone)

3D MOL for CFc000283751 (6alpha-hydroxy-castasterone)

3D SDF for CFc000283751 (6alpha-hydroxy-castasterone)

3D-SDF for CFc000283751 (6alpha-hydroxy-castasterone)

PDB for CFc000283751 (6alpha-hydroxy-castasterone)

3D PDB for CFc000283751 (6alpha-hydroxy-castasterone)

SMILES for CFc000283751 (6alpha-hydroxy-castasterone)

INCHI for CFc000283751 (6alpha-hydroxy-castasterone)

Structure for CFc000283751 (6alpha-hydroxy-castasterone)

3D Structure for CFc000283751 (6alpha-hydroxy-castasterone)