ChemFOnt: Showing chemical card for 3-Methylellagic acid 8-(2-acetylrhamnoside) (CFc000018016)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:16 UTC

Chemfont ID

CFc000018016

Molecule Identification

Common Name

3-Methylellagic acid 8-(2-acetylrhamnoside)

Definition

3-Methylellagic acid 8-(2-acetylrhamnoside) is a constituent of Eucalyptus globulus (Tasmanian blue gum).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetic acid	Generator
3-Methylellagate 8-(2-acetylrhamnoside)	Generator

Chemical Formula

C₂₃H₂₀O₁₃

Average Molecular Weight

504.3971

Monoisotopic Molecular Weight

504.090390726

IUPAC Name

2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

Traditional Name

2-({6,13-dihydroxy-14-methoxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-7-yl}oxy)-4,5-dihydroxy-6-methyloxan-3-yl acetate

CAS Registry Number

302-72-7

SMILES

COC1=C(O)C=C2C(=O)OC3=C4C(=CC(O)=C3OC3OC(C)C(O)C(O)C3OC(C)=O)C(=O)OC1=C24

InChI Identifier

InChI=1S/C23H20O13/c1-6-14(27)15(28)20(33-7(2)24)23(32-6)36-17-11(26)5-9-13-12-8(22(30)35-19(13)17)4-10(25)16(31-3)18(12)34-21(9)29/h4-6,14-15,20,23,25-28H,1-3H3

InChI Key

XOBMJVRDRZBSBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Dibenzylbutane lignan skeleton
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Pentose monosaccharide
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Polyol
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
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: HMDB0037080)
Cytoplasm (HMDB: HMDB0037080)

Source

Exogenous

Exogenous (HMDB: HMDB0037080)

Food

Food (HMDB: HMDB0037080)

Endogenous

Plant

Plant (HMDB: HMDB0037080)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037080)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.29 g/L	ALOGPS
logP	1.56	ALOGPS
logP	0.38	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	5.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	187.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.84 m³·mol⁻¹	ChemAxon
Polarizability	47.2 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037084

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016072

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

131752144

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Methylellagic acid 8-(2-acetylrhamnoside) (CFc000018016)

MOL for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D MOL for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D SDF for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D-SDF for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

PDB for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D PDB for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

SMILES for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

INCHI for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

Structure for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))

3D Structure for CFc000018016 (3-Methylellagic acid 8-(2-acetylrhamnoside))