ChemFOnt: Showing chemical card for Ichangic acid 17-beta-D-glucopyranoside (CFc000018516)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:01 UTC

Chemfont ID

CFc000018516

Molecule Identification

Common Name

Ichangic acid 17-beta-D-glucopyranoside

Definition

Ichangic acid 17-beta-D-glucopyranoside is found in citrus. Ichangic acid 17-beta-D-glucopyranoside is a constituent of Citrus aurantium (Seville orange).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ichangate 17-b-D-glucopyranoside	Generator
Ichangate 17-beta-D-glucopyranoside	Generator
Ichangate 17-β-D-glucopyranoside	Generator
Ichangic acid 17-b-D-glucopyranoside	Generator
Ichangic acid 17-β-D-glucopyranoside	Generator
6'-[(Furan-3-yl)({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-4-hydroxy-2'-(2-hydroxypropan-2-yl)-4'a,6'-dimethyl-4',6-dioxo-octahydrodispiro[oxane-3,1'-naphthalene-5',2''-oxirane]-3''-carboxylate	Generator

Chemical Formula

C₃₂H₄₄O₁₅

Average Molecular Weight

668.6828

Monoisotopic Molecular Weight

668.268020738

IUPAC Name

6'-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-4-hydroxy-2'-(2-hydroxypropan-2-yl)-4'a,6'-dimethyl-4',6-dioxo-octahydrodispiro[oxane-3,1'-naphthalene-5',2''-oxirane]-3''-carboxylic acid

Traditional Name

6'-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-4-hydroxy-2'-(2-hydroxypropan-2-yl)-4'a,6'-dimethyl-4',6-dioxo-tetrahydro-2'H-dispiro[oxane-3,1'-naphthalene-5',2''-oxirane]-3''-carboxylic acid

CAS Registry Number

617-45-8

SMILES

CC(C)(O)C1CC(=O)C2(C)C(CCC(C)(C(OC3OC(CO)C(O)C(O)C3O)C3=COC=C3)C22OC2C(O)=O)C11COC(=O)CC1O

InChI Identifier

InChI=1S/C32H44O15/c1-28(2,42)17-9-18(34)30(4)16(31(17)13-44-20(36)10-19(31)35)5-7-29(3,32(30)25(47-32)26(40)41)24(14-6-8-43-12-14)46-27-23(39)22(38)21(37)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,37-39,42H,5,7,9-11,13H2,1-4H3,(H,40,41)

InChI Key

ZOJPKDNYMBAQJP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Terpene glycoside
Terpene lactone
Sesquiterpenoid
Glycosyl compound
O-glycosyl compound
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Monosaccharide
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Tertiary alcohol
Heteroaromatic compound
Furan
Secondary alcohol
Carboxylic acid ester
Ketone
Lactone
Polyol
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Acetal
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Carbonyl group
Alcohol
Primary alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037590)

Source

Endogenous

Endogenous (HMDB: HMDB0037590)

Plant

Plant (HMDB: HMDB0037590)

Animal

Animal (HMDB: HMDB0037590)

Exogenous

Food

Food (HMDB: HMDB0037590)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0037590)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037590)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037590)

Lipid metabolism pathway (HMDB: HMDB0037590)

Cellular process

Cell signaling (HMDB: HMDB0037590)

Biochemical process

Lipid transport (HMDB: HMDB0037590)

Role

Biological role

Energy source (HMDB: HMDB0037590)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037590)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.5 g/L	ALOGPS
logP	0.3	ALOGPS
logP	-1.1	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	246.18 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	154.13 m³·mol⁻¹	ChemAxon
Polarizability	66.31 Å³	ChemAxon
Number of Rings	6	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

HMDB0037590

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016694

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

72995477

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ichangic acid 17-beta-D-glucopyranoside (CFc000018516)

MOL for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

3D MOL for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

3D SDF for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

3D-SDF for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

PDB for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

3D PDB for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

SMILES for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

INCHI for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

Structure for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)

3D Structure for CFc000018516 (Ichangic acid 17-beta-D-glucopyranoside)