ChemFOnt: Showing chemical card for 9,10,11-Trihydroxyumbelliprenin (CFc000283311)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:36:27 UTC

Chemfont ID

CFc000283311

Molecule Identification

Common Name

9,10,11-Trihydroxyumbelliprenin

Definition

9,10,11-trihydroxyumbelliprenin is a member of the class of compounds known as terpene lactones. Terpene lactones are prenol lipids containing a lactone ring. 9,10,11-trihydroxyumbelliprenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 9,10,11-trihydroxyumbelliprenin can be found in anise, which makes 9,10,11-trihydroxyumbelliprenin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₆

Average Molecular Weight

416.5073

Monoisotopic Molecular Weight

416.219888756

IUPAC Name

7-{[(2E,6Z)-9,10,11-trihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}-2H-chromen-2-one

Traditional Name

7-{[(2E,6Z)-9,10,11-trihydroxy-3,7,11-trimethyldodeca-2,6-dien-1-yl]oxy}chromen-2-one

CAS Registry Number

146099-78-7

SMILES

C\C(CC\C=C(\C)CC(O)C(O)C(C)(C)O)=C/COC1=CC=C2C=CC(=O)OC2=C1

InChI Identifier

InChI=1S/C24H32O6/c1-16(6-5-7-17(2)14-20(25)23(27)24(3,4)28)12-13-29-19-10-8-18-9-11-22(26)30-21(18)15-19/h7-12,15,20,23,25,27-28H,5-6,13-14H2,1-4H3/b16-12+,17-7-

InChI Key

PWGFIVDGCMQGCD-CCMQFXHASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Farsesane sesquiterpenoid
Coumarin
Benzopyran
1-benzopyran
Fatty alcohol
Pyranone
Alkyl aryl ether
Benzenoid
Fatty acyl
Pyran
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Lactone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303795)

Food

Herb and spice

Herb

Anise (FooDB: FOOD00137)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0076 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.09	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	13.01	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	118.44 m³·mol⁻¹	ChemAxon
Polarizability	46.12 Å³	ChemAxon
Number of Rings	2	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

HMDB0303795

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021693

KNApSAcK ID

Not Available

Chemspider ID

59696904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 9,10,11-Trihydroxyumbelliprenin (CFc000283311)

MOL for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

3D MOL for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

3D SDF for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

3D-SDF for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

PDB for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

3D PDB for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

SMILES for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

INCHI for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

Structure for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)

3D Structure for CFc000283311 (9,10,11-Trihydroxyumbelliprenin)