ChemFOnt: Showing chemical card for 5-Hydroxy-4-methoxybisabola-2,10-dien-9-one (CFc000282120)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:10 UTC

Chemfont ID

CFc000282120

Molecule Identification

Common Name

5-Hydroxy-4-methoxybisabola-2,10-dien-9-one

Definition

5-hydroxy-4-methoxybisabola-2,10-dien-9-one is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 5-hydroxy-4-methoxybisabola-2,10-dien-9-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 5-hydroxy-4-methoxybisabola-2,10-dien-9-one can be found in turmeric, which makes 5-hydroxy-4-methoxybisabola-2,10-dien-9-one a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆O₃

Average Molecular Weight

266.3758

Monoisotopic Molecular Weight

266.188194698

IUPAC Name

(6S)-6-[(1R,4S,5S)-5-hydroxy-4-methoxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one

Traditional Name

(6S)-6-[(1R,4S,5S)-5-hydroxy-4-methoxy-4-methylcyclohex-2-en-1-yl]-2-methylhept-2-en-4-one

CAS Registry Number

None

SMILES

[H][C@@]1(C[C@H](O)[C@@](C)(OC)C=C1)[C@@H](C)CC(=O)C=C(C)C

InChI Identifier

InChI=1S/C16H26O3/c1-11(2)8-14(17)9-12(3)13-6-7-16(4,19-5)15(18)10-13/h6-8,12-13,15,18H,9-10H2,1-5H3/t12-,13+,15-,16-/m0/s1

InChI Key

XQXANAYBQDKOBU-XRGAULLZSA-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

Bisabolane sesquiterpenoid
Sesquiterpenoid
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Dialkyl ether
Ether
Alcohol
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302604)

Food

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	2.32	ALOGPS
logP	2.78	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.93	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.11 m³·mol⁻¹	ChemAxon
Polarizability	31 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

HMDB0302604

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005323

KNApSAcK ID

Not Available

Chemspider ID

59696359

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14633008

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Hydroxy-4-methoxybisabola-2,10-dien-9-one (CFc000282120)

MOL for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

3D MOL for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

3D SDF for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

3D-SDF for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

PDB for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

3D PDB for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

SMILES for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

INCHI for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

Structure for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)

3D Structure for CFc000282120 (5-Hydroxy-4-methoxybisabola-2,10-dien-9-one)