ChemFOnt: Showing chemical card for 2-Prenyl-6alpha-hydroxyphaseollidin (CFc000281459)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:52 UTC

Chemfont ID

CFc000281459

Molecule Identification

Common Name

2-Prenyl-6alpha-hydroxyphaseollidin

Definition

2-prenyl-6alpha-hydroxyphaseollidin 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. Thus, 2-prenyl-6alpha-hydroxyphaseollidin is considered to be a flavonoid lipid molecule. 2-prenyl-6alpha-hydroxyphaseollidin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-prenyl-6alpha-hydroxyphaseollidin can be found in lima bean, which makes 2-prenyl-6alpha-hydroxyphaseollidin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Prenyl-6a-hydroxyphaseollidin	Generator
2-Prenyl-6α-hydroxyphaseollidin	Generator

Chemical Formula

C₂₅H₂₈O₅

Average Molecular Weight

408.4868

Monoisotopic Molecular Weight

408.193674006

IUPAC Name

4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaene-5,10,14-triol

Traditional Name

4,15-bis(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaene-5,10,14-triol

CAS Registry Number

104363-19-1

SMILES

CC(C)=CCC1=CC2=C(OCC3(O)C2OC2=C(CC=C(C)C)C(O)=CC=C32)C=C1O

InChI Identifier

InChI=1S/C25H28O5/c1-14(2)5-7-16-11-18-22(12-21(16)27)29-13-25(28)19-9-10-20(26)17(8-6-15(3)4)23(19)30-24(18)25/h5-6,9-12,24,26-28H,7-8,13H2,1-4H3

InChI Key

ZAAKSBRPXNODLV-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
Benzopyran
1-benzopyran
Coumaran
Benzofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Polyol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Pterocarpans (LMPK12070122 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301943)

Food

Pulse

Bean

Lima bean (FooDB: FOOD00133)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0071 g/L	ALOGPS
logP	4.4	ALOGPS
logP	5.17	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	8.91	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.15 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.15 m³·mol⁻¹	ChemAxon
Polarizability	44.33 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0301943

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001655

KNApSAcK ID

Not Available

Chemspider ID

24843048

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44257484

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Prenyl-6alpha-hydroxyphaseollidin (CFc000281459)

MOL for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

3D MOL for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

3D SDF for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

3D-SDF for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

PDB for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

3D PDB for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

SMILES for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

INCHI for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

Structure for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)

3D Structure for CFc000281459 (2-Prenyl-6alpha-hydroxyphaseollidin)