ChemFOnt: Showing chemical card for 1-Epiprocurcumenol (CFc000336879)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:30:17 UTC

Chemfont ID

CFc000336879

Molecule Identification

Common Name

1-Epiprocurcumenol

Definition

Procurcumenol is a member of the class of compounds known as guaianes. Guaianes are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. Procurcumenol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Procurcumenol can be found in herbs and spices and turmeric, which makes procurcumenol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Epiprocurcumenol	MeSH

Chemical Formula

C₁₅H₂₂O₂

Average Molecular Weight

234.334

Monoisotopic Molecular Weight

234.161979948

IUPAC Name

3-hydroxy-3,8-dimethyl-5-(propan-2-ylidene)-1,2,3,3a,4,5,6,8a-octahydroazulen-6-one

Traditional Name

1-hydroxy-1,4-dimethyl-7-(propan-2-ylidene)-3,3a,8,8a-tetrahydro-2H-azulen-6-one

CAS Registry Number

127214-97-5

SMILES

CC(C)=C1CC2C(CCC2(C)O)C(C)=CC1=O

InChI Identifier

InChI=1S/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h7,11,13,17H,5-6,8H2,1-4H3

InChI Key

RHBOHEXDGUVIIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0036427)

Food

Herb and spice

Spice

Turmeric (FooDB: FOOD00068)

Process

Not Available

Role

Biological role

Anti-inflammatory (HMDB: HMDB0036427)
Anti TNF (HMDB: HMDB0036427)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.78	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	18.69	ChemAxon
pKa (Strongest Basic)	-0.67	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.68 m³·mol⁻¹	ChemAxon
Polarizability	27.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036427

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015314

KNApSAcK ID

C00020416

Chemspider ID

4478722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320710

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-Epiprocurcumenol (CFc000336879)

MOL for CFc000336879 (1-Epiprocurcumenol)

3D MOL for CFc000336879 (1-Epiprocurcumenol)

3D SDF for CFc000336879 (1-Epiprocurcumenol)

3D-SDF for CFc000336879 (1-Epiprocurcumenol)

PDB for CFc000336879 (1-Epiprocurcumenol)

3D PDB for CFc000336879 (1-Epiprocurcumenol)

SMILES for CFc000336879 (1-Epiprocurcumenol)

INCHI for CFc000336879 (1-Epiprocurcumenol)

Structure for CFc000336879 (1-Epiprocurcumenol)

3D Structure for CFc000336879 (1-Epiprocurcumenol)