Showing chemical card for cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside] (CFc000018024)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:17 UTC

Chemfont ID

CFc000018024

Molecule Identification

Common Name

cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside]

Definition

cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside] is found in herbs and spices. cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside] is a constituent of Salvia officinalis (sage).

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

OCC1OC(OC2=CC=C(\C=C\C(O)=O)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

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INCHI for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

InChI=1S/C20H26O12/c21-7-12-14(25)15(26)16(32-19-17(27)20(28,8-22)9-29-19)18(31-12)30-11-4-1-10(2-5-11)3-6-13(23)24/h1-6,12,14-19,21-22,25-28H,7-9H2,(H,23,24)/b6-3+

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Structure for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

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3D Structure for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

Synonyms

Value	Source
cis-p-Coumarate 4-[apiosyl-(1->2)-glucoside]	Generator
(2E)-3-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}prop-2-enoate	Generator

Chemical Formula

C₂₀H₂₆O₁₂

Average Molecular Weight

458.4132

Monoisotopic Molecular Weight

458.142426296

IUPAC Name

(2E)-3-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}prop-2-enoic acid

Traditional Name

(2E)-3-{4-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]phenyl}prop-2-enoic acid

CAS Registry Number

95-01-2

SMILES

OCC1OC(OC2=CC=C(\C=C\C(O)=O)C=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

InChI Identifier

InChI=1S/C20H26O12/c21-7-12-14(25)15(26)16(32-19-17(27)20(28,8-22)9-29-19)18(31-12)30-11-4-1-10(2-5-11)3-6-13(23)24/h1-6,12,14-19,21-22,25-28H,7-9H2,(H,23,24)/b6-3+

InChI Key

DAVWDWCHQLSZAZ-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Cinnamic acids
Disaccharides
O-glycosyl compounds
Styrenes
Phenoxy compounds
Phenol ethers
Oxanes
Tetrahydrofurans
Tertiary alcohols
Secondary alcohols
Acetals
Carboxylic acids
Oxacyclic compounds
Monocarboxylic acids and derivatives
Carbonyl compounds
Hydrocarbon derivatives
Primary alcohols
Organic oxides

Substituents

Phenolic glycoside
Cinnamic acid
Cinnamic acid or derivatives
Disaccharide
O-glycosyl compound
Phenoxy compound
Phenol ether
Styrene
Monocyclic benzene moiety
Oxane
Benzenoid
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Acetal
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037088)
Cytoplasm (HMDB: HMDB0037088)

Source

Exogenous

Exogenous (HMDB: HMDB0037088)

Food

Tea

Tea (FooDB: FOOD00038)
Black tea (FooDB: FOOD00907)
Green tea (FooDB: FOOD00908)
Herbal tea (FooDB: FOOD00989)
Red tea (FooDB: FOOD00925)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.95 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.7	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.72	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	195.6 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	103.86 m³·mol⁻¹	ChemAxon
Polarizability	44.95 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

HMDB0037088

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016078

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

131752145

PDB ID

Not Available

ChEBI ID

167954

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside] (CFc000018024)

MOL for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

3D MOL for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

3D SDF for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

3D-SDF for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

PDB for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

3D PDB for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

SMILES for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

INCHI for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

Structure for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])

3D Structure for CFc000018024 (cis-p-Coumaric acid 4-[apiosyl-(1->2)-glucoside])