ChemFOnt: Showing chemical card for 3-O-Methylrosmarinic acid (CFc000022528)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:14:53 UTC

Chemfont ID

CFc000022528

Molecule Identification

Common Name

3-O-Methylrosmarinic acid

Definition

3-O-Methylrosmarinic acid is a polyphenol metabolite detected in biological fluids (PMID: 20428313 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-Methylrosmarinate	Generator
2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoate	HMDB

Chemical Formula

C₁₉H₁₈O₈

Average Molecular Weight

374.3414

Monoisotopic Molecular Weight

374.100167552

IUPAC Name

2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

Traditional Name

2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3-(4-hydroxy-3-methoxyphenyl)propanoic acid

CAS Registry Number

None

SMILES

COC1=C(O)C=CC(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C(O)=O)=C1

InChI Identifier

InChI=1S/C19H18O8/c1-26-16-9-12(3-6-14(16)21)10-17(19(24)25)27-18(23)7-4-11-2-5-13(20)15(22)8-11/h2-9,17,20-22H,10H2,1H3,(H,24,25)/b7-4+

InChI Key

NFSDQICEPLDULQ-QPJJXVBHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Coumaric acids and derivatives

Alternative Parents

Substituents

Coumaric acid or derivatives
Cinnamic acid ester
3-phenylpropanoic-acid
Methoxyphenol
Phenoxy compound
Anisole
Catechol
Methoxybenzene
Phenol ether
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid ester
Phenol
Monocyclic benzene moiety
Fatty acyl
Dicarboxylic acid or derivatives
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 15309457)

Cellular substructure

Membrane (HMDB: HMDB0041667)
Cell membrane (HMDB: HMDB0041667)

Excreta

Biofluid or Excreta

Urine (PMID: 15309457)

Source

Exogenous

Exogenous (HMDB: HMDB0041667)

Food

Food (HMDB: HMDB0041667)

Endogenous

Plant

Plant (HMDB: HMDB0041667)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041667)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	-4.9	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	8	ChemAxon
Refractivity	95.43 m³·mol⁻¹	ChemAxon
Polarizability	36.45 Å³	ChemAxon
Number of Rings	2	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

HMDB0041667

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029825

KNApSAcK ID

Not Available

Chemspider ID

35015215

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131753181

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-Methylrosmarinic acid (CFc000022528)

MOL for CFc000022528 (3-O-Methylrosmarinic acid)

3D MOL for CFc000022528 (3-O-Methylrosmarinic acid)

3D SDF for CFc000022528 (3-O-Methylrosmarinic acid)

3D-SDF for CFc000022528 (3-O-Methylrosmarinic acid)

PDB for CFc000022528 (3-O-Methylrosmarinic acid)

3D PDB for CFc000022528 (3-O-Methylrosmarinic acid)

SMILES for CFc000022528 (3-O-Methylrosmarinic acid)

INCHI for CFc000022528 (3-O-Methylrosmarinic acid)

Structure for CFc000022528 (3-O-Methylrosmarinic acid)

3D Structure for CFc000022528 (3-O-Methylrosmarinic acid)