ChemFOnt: Showing chemical card for 6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid (CFc000018227)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:35 UTC

Chemfont ID

CFc000018227

Molecule Identification

Common Name

6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid

Definition

6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid is found in fruits. 6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid is a constituent of the fruit hulls of Garcinia mangostana (mangosteen).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylate	Generator
6,8-Dihydroxy-1,7-bis(3-methyl-2-butenyl)-9-oxo-9H-xanthene-2-carboxylic acid	HMDB
6,8-Dihydroxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₄O₆

Average Molecular Weight

408.4438

Monoisotopic Molecular Weight

408.1572885

IUPAC Name

6,8-dihydroxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthene-2-carboxylic acid

Traditional Name

6,8-dihydroxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxoxanthene-2-carboxylic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=C(O)C2=C(OC3=C(C2=O)C(CC=C(C)C)=C(C=C3)C(O)=O)C=C1O

InChI Identifier

InChI=1S/C24H24O6/c1-12(2)5-7-14-15(24(28)29)9-10-18-20(14)23(27)21-19(30-18)11-17(25)16(22(21)26)8-6-13(3)4/h5-6,9-11,25-26H,7-8H2,1-4H3,(H,28,29)

InChI Key

PMZNKPZOEBJGNV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 8-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 8-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

8-prenylated xanthones

Alternative Parents

Substituents

2-prenylated xanthone
8-prenylated xanthone
Chromone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Monocarboxylic acid or derivatives
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037299)
Cell membrane (HMDB: HMDB0037299)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037299)

Source

Exogenous

Exogenous (HMDB: HMDB0037299)

Food

Food (HMDB: HMDB0037299)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0037299)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037299)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	3.92	ALOGPS
logP	6.12	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.52 m³·mol⁻¹	ChemAxon
Polarizability	44.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037299

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016318

KNApSAcK ID

Not Available

Chemspider ID

30777182

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

67261975

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid (CFc000018227)

MOL for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

3D MOL for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

3D SDF for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

3D-SDF for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

PDB for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

3D PDB for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

SMILES for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

INCHI for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

Structure for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)

3D Structure for CFc000018227 (6,8-Dihydroxy-1,7-diprenylxanthone-2-carboxylic acid)