ChemFOnt: Showing chemical card for 3,5-Dihydroxy-6,7-megastigmadien-9-one (CFc000282959)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:47 UTC

Chemfont ID

CFc000282959

Molecule Identification

Common Name

3,5-Dihydroxy-6,7-megastigmadien-9-one

Definition

3,5-dihydroxy-6,7-megastigmadien-9-one is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 3,5-dihydroxy-6,7-megastigmadien-9-one is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 3,5-dihydroxy-6,7-megastigmadien-9-one can be found in common grape, which makes 3,5-dihydroxy-6,7-megastigmadien-9-one a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₃H₂₀O₃

Average Molecular Weight

224.2961

Monoisotopic Molecular Weight

224.141244506

IUPAC Name

4-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)but-3-en-2-one

Traditional Name

4-(2,4-dihydroxy-2,6,6-trimethylcyclohexylidene)but-3-en-2-one

CAS Registry Number

41703-38-2

SMILES

CC(=O)C=C=C1C(C)(C)CC(O)CC1(C)O

InChI Identifier

InChI=1S/C13H20O3/c1-9(14)5-6-11-12(2,3)7-10(15)8-13(11,4)16/h5,10,15-16H,7-8H2,1-4H3

InChI Key

QMXLZUOHZGYGDY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Megastigmane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Enone
Cyclic alcohol
Acryloyl-group
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

a 9-apo-carotenone (CPD-7201 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303443)

Food

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.13 g/L	ALOGPS
logP	1.55	ALOGPS
logP	0.78	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	63.88 m³·mol⁻¹	ChemAxon
Polarizability	24.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0303443

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013523

KNApSAcK ID

Not Available

Chemspider ID

8395638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10220146

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,5-Dihydroxy-6,7-megastigmadien-9-one (CFc000282959)

MOL for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

3D MOL for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

3D SDF for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

3D-SDF for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

PDB for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

3D PDB for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

SMILES for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

INCHI for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

Structure for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)

3D Structure for CFc000282959 (3,5-Dihydroxy-6,7-megastigmadien-9-one)