ChemFOnt: Showing chemical card for Stigmast-4,22-diene-3,6-dione (CFc000282376)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:40 UTC

Chemfont ID

CFc000282376

Molecule Identification

Common Name

Stigmast-4,22-diene-3,6-dione

Definition

Stigmast-4,22-diene-3,6-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Stigmast-4,22-diene-3,6-dione can be found in date, which makes stigmast-4,22-diene-3,6-dione a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₉H₄₄O₂

Average Molecular Weight

424.6585

Monoisotopic Molecular Weight

424.334130652

IUPAC Name

(2R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,8-dione

Traditional Name

(2R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,8-dione

CAS Registry Number

None

SMILES

CC[C@@H](C(C)C)\C=C\[C@@H](C)C1CCC2C3CC(=O)C4=CC(=O)CC[C@]4(C)C3CC[C@]12C

InChI Identifier

InChI=1S/C29H44O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h8-9,16,18-20,22-25H,7,10-15,17H2,1-6H3/b9-8+/t19-,20-,22?,23?,24?,25?,28-,29-/m1/s1

InChI Key

XWHBTBBUPBKDBB-JSVHFKQASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Stigmastane-skeleton
Triterpenoid
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
6-oxosteroid
Delta-4-steroid
Cyclohexenone
Ketone
Cyclic ketone
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302860)

Food

Fruit

Other fruit

Date (FooDB: FOOD00135)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.9e-05 g/L	ALOGPS
logP	5.71	ALOGPS
logP	7.38	ChemAxon
logS	-6.9	ALOGPS
pKa (Strongest Acidic)	19.65	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.52 m³·mol⁻¹	ChemAxon
Polarizability	52.2 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

HMDB0302860

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006563

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

157009981

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Stigmast-4,22-diene-3,6-dione (CFc000282376)

MOL for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

3D MOL for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

3D SDF for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

3D-SDF for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

PDB for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

3D PDB for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

SMILES for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

INCHI for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

Structure for CFc000282376 (Stigmast-4,22-diene-3,6-dione)

3D Structure for CFc000282376 (Stigmast-4,22-diene-3,6-dione)