ChemFOnt: Showing chemical card for 25-Acetyl-6,7-didehydrofevicordin F 3-glucoside (CFc000017325)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:15 UTC

Chemfont ID

CFc000017325

Molecule Identification

Common Name

25-Acetyl-6,7-didehydrofevicordin F 3-glucoside

Definition

25-Acetyl-6,7-didehydrofevicordin F 3-glucoside is found in fruits. 25-Acetyl-6,7-didehydrofevicordin F 3-glucoside is a constituent of Cyclanthera pedata (achoccha)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3E)-6-(4,13-Dihydroxy-1,6,11,15-tetramethyl-17-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6,8-tetraen-14-yl)-5,6-dihydroxy-2-methylhept-3-en-2-yl acetic acid	Generator

Chemical Formula

C₃₇H₅₂O₁₃

Average Molecular Weight

704.801

Monoisotopic Molecular Weight

704.34079175

IUPAC Name

(3E)-6-(4,13-dihydroxy-1,6,11,15-tetramethyl-17-oxo-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6,8-tetraen-14-yl)-5,6-dihydroxy-2-methylhept-3-en-2-yl acetate

Traditional Name

CAS Registry Number

178062-92-5

SMILES

CC(=O)OC(C)(C)\C=C\C(O)C(C)(O)C1C(O)CC2(C)C3C=CC4=C(C)C(OC5OC(CO)C(O)C(O)C5O)=C(O)C=C4C3(C)C(=O)CC12C

InChI Identifier

InChI=1S/C37H52O13/c1-17-19-9-10-24-34(5)14-22(41)31(37(8,47)25(42)11-12-33(3,4)50-18(2)39)35(34,6)15-26(43)36(24,7)20(19)13-21(40)30(17)49-32-29(46)28(45)27(44)23(16-38)48-32/h9-13,22-25,27-29,31-32,38,40-42,44-47H,14-16H2,1-8H3/b12-11+

InChI Key

VQSXXDZNKZUVNA-VAWYXSNFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Cyclofarsesane sesquiterpenoid
Megastigmane sesquiterpenoid
Sesquiterpenoid
Ionone derivative
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Cyclohexenone
Oxane
Ketone
Cyclic ketone
Secondary alcohol
Organoheterocyclic compound
Acetal
Oxacycle
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0036338)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0036338)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036338)

Source

Endogenous

Endogenous (HMDB: HMDB0036338)

Plant

Plant (HMDB: HMDB0036338)

Animal

Animal (HMDB: HMDB0036338)

Exogenous

Food

Food (HMDB: HMDB0036338)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036338)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036338)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036338)

Lipid metabolism pathway (HMDB: HMDB0036338)

Cellular process

Cell signaling (HMDB: HMDB0036338)

Biochemical process

Lipid transport (HMDB: HMDB0036338)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036338)

Molecular messenger

Signaling molecule (HMDB: HMDB0036338)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036338)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	2.03	ALOGPS
logP	0.84	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.9	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	181.38 m³·mol⁻¹	ChemAxon
Polarizability	74.13 Å³	ChemAxon
Number of Rings	5	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

HMDB0038028

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017238

KNApSAcK ID

Not Available

Chemspider ID

22913647

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13877687

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 25-Acetyl-6,7-didehydrofevicordin F 3-glucoside (CFc000017325)

MOL for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

3D MOL for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

3D SDF for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

3D-SDF for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

PDB for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

3D PDB for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

SMILES for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

INCHI for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

Structure for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)

3D Structure for CFc000017325 (25-Acetyl-6,7-didehydrofevicordin F 3-glucoside)