ChemFOnt: Showing chemical card for Isomelitric acid A (CFc000020416)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:47 UTC

Chemfont ID

CFc000020416

Molecule Identification

Common Name

Isomelitric acid A

Definition

Isomelitric acid A is found in herbs and spices. Isomelitric acid A is a constituent of the leaves of Thymus vulgaris (thyme).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isomelitrate a	Generator
3'-O-(8''-Z-Caffeoyl)rosmarinic acid	HMDB
Isoschizotenuin e	HMDB
(2Z)-2-{5-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)prop-2-enoate	Generator

Chemical Formula

C₂₇H₂₂O₁₂

Average Molecular Weight

538.4564

Monoisotopic Molecular Weight

538.111126168

IUPAC Name

(2Z)-2-{5-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

Traditional Name

(2Z)-2-{5-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

CAS Registry Number

None

SMILES

OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O\C(=C/C2=CC(O)=C(O)C=C2)C(O)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C27H22O12/c28-17-5-2-15(9-20(17)31)12-23(26(34)35)38-22-11-14(1-7-19(22)30)4-8-25(33)39-24(27(36)37)13-16-3-6-18(29)21(32)10-16/h1-12,24,28-32H,13H2,(H,34,35)(H,36,37)/b8-4+,23-12-

InChI Key

HFTLCJIFEZUOCR-JKXXRSRDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpyruvic acid derivatives. Phenylpyruvic acid derivatives are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpyruvic acid derivatives

Direct Parent

Phenylpyruvic acid derivatives

Alternative Parents

Substituents

Cinnamic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid
Hydroxycinnamic acid or derivatives
Enol-phenylpyruvate
Cinnamic acid ester
Phenoxyacetate
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Styrene
Catechol
Phenoxy compound
Phenol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0039523)
Cell membrane (HMDB: HMDB0039523)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039523)

Source

Exogenous

Exogenous (HMDB: HMDB0039523)

Food

Food (HMDB: HMDB0039523)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0039523)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039523)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0062 g/L	ALOGPS
logP	4	ALOGPS
logP	4.15	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.28 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	136.16 m³·mol⁻¹	ChemAxon
Polarizability	50.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0039523

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019134

KNApSAcK ID

Not Available

Chemspider ID

10197108

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21582559

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isomelitric acid A (CFc000020416)

MOL for CFc000020416 (Isomelitric acid A)

3D MOL for CFc000020416 (Isomelitric acid A)

3D SDF for CFc000020416 (Isomelitric acid A)

3D-SDF for CFc000020416 (Isomelitric acid A)

PDB for CFc000020416 (Isomelitric acid A)

3D PDB for CFc000020416 (Isomelitric acid A)

SMILES for CFc000020416 (Isomelitric acid A)

INCHI for CFc000020416 (Isomelitric acid A)

Structure for CFc000020416 (Isomelitric acid A)

3D Structure for CFc000020416 (Isomelitric acid A)