ChemFOnt: Showing chemical card for (-)-3-Hydroxy-9-methoxypterocarpan (CFc000335587)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:13 UTC

Chemfont ID

CFc000335587

Molecule Identification

Common Name

(-)-3-Hydroxy-9-methoxypterocarpan

Definition

Medicarpin is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Medicarpin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Medicarpin can be found in black-eyed pea, broad bean, and chickpea, which makes medicarpin a potential biomarker for the consumption of these food products. Medicarpin is a pterocarpan, a derivative of isoflavonoids .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₆H₁₄O₄

Average Molecular Weight

270.28

Monoisotopic Molecular Weight

270.089208936

IUPAC Name

14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol

Traditional Name

14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol

CAS Registry Number

32383-76-9

SMILES

COC1=CC2=C(C=C1)C1COC3=C(C=CC(O)=C3)C1O2

InChI Identifier

InChI=1S/C16H14O4/c1-18-10-3-5-11-13-8-19-14-6-9(17)2-4-12(14)16(13)20-15(11)7-10/h2-7,13,16-17H,8H2,1H3

InChI Key

NSRJSISNDPOJOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Pterocarpan
Isoflavanol
Isoflavan
Chromane
1-benzopyran
Benzopyran
Coumaran
Benzofuran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pterocarpans (CHEBI:16114 )
a small molecule (CPD-3402 )

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Herb and spice

Herb

Alfalfa (FooDB: FOOD00286)

Pulse

Pea

Cowpea (FooDB: FOOD00202)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.071 g/L	ALOGPS
logP	3.07	ALOGPS
logP	2.51	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	73.06 m³·mol⁻¹	ChemAxon
Polarizability	27.93 Å³	ChemAxon
Number of Rings	4	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

HMDB0146681

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012035

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

16114

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (-)-3-Hydroxy-9-methoxypterocarpan (CFc000335587)

MOL for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

3D MOL for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

3D SDF for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

3D-SDF for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

PDB for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

3D PDB for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

SMILES for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

INCHI for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

Structure for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)

3D Structure for CFc000335587 ((-)-3-Hydroxy-9-methoxypterocarpan)