ChemFOnt: Showing chemical card for 1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid (CFc000159959)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:48:14 UTC

Chemfont ID

CFc000159959

Molecule Identification

Common Name

1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid

Definition

1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid. Based on a literature review very few articles have been published on 1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,7-Dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4ah,7H,7ah-cyclopenta[c]pyran-4-carboxylate	Generator

Chemical Formula

C₁₉H₁₈O₈

Average Molecular Weight

374.345

Monoisotopic Molecular Weight

374.10016754

IUPAC Name

1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid

Traditional Name

1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7aH-cyclopenta[c]pyran-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC=C(O)C=C1)C(=O)OCC1(O)C=CC2C1C(O)OC=C2C(O)=O

InChI Identifier

InChI=1S/C19H18O8/c20-12-4-1-11(2-5-12)3-6-15(21)27-10-19(25)8-7-13-14(17(22)23)9-26-18(24)16(13)19/h1-9,13,16,18,20,24-25H,10H2,(H,22,23)/b6-3+

InChI Key

DVSIPDBDAZWDGL-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acid esters. These are aromatic compounds containing an ester derivative of coumaric acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acid esters

Alternative Parents

Substituents

Coumaric acid ester
Cinnamic acid ester
Coumaric acid or derivatives
Iridoid-skeleton
Monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Hemiacetal
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.26 g/L	ALOGPS
logP	1.32	ALOGPS
logP	1.21	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.25	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	94.15 m³·mol⁻¹	ChemAxon
Polarizability	36.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0179551

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid (CFc000159959)

MOL for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D MOL for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D SDF for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D-SDF for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

PDB for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D PDB for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

SMILES for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

INCHI for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

Structure for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)

3D Structure for CFc000159959 (1,7-dihydroxy-7-({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}methyl)-1H,4aH,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid)