ChemFOnt: Showing chemical card for Zaragozic acid A (CFc000239504)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:14:37 UTC

Chemfont ID

CFc000239504

Molecule Identification

Common Name

Zaragozic acid A

Definition

1-[4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-[(4,6-dimethyloct-2-enoyl)oxy]-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Based on a literature review very few articles have been published on 1-[4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-[(4,6-dimethyloct-2-enoyl)oxy]-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-[4-(Acetyloxy)-5-benzyl-3-methylidenehexyl]-6-[(4,6-dimethyloct-2-enoyl)oxy]-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate	Generator

Chemical Formula

C₃₅H₄₆O₁₄

Average Molecular Weight

690.739

Monoisotopic Molecular Weight

690.288756161

IUPAC Name

1-[4-(acetyloxy)-5-benzyl-3-methylidenehexyl]-6-[(4,6-dimethyloct-2-enoyl)oxy]-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Traditional Name

zaragozic acid

CAS Registry Number

142561-96-4

SMILES

CCC(C)CC(C)C=CC(=O)OC1C(O)C2(CCC(=C)C(OC(C)=O)C(C)CC3=CC=CC=C3)OC1(C(O)=O)C(O)(C(O2)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C35H46O14/c1-7-19(2)17-20(3)13-14-25(37)47-28-27(38)33(48-29(30(39)40)34(45,31(41)42)35(28,49-33)32(43)44)16-15-21(4)26(46-23(6)36)22(5)18-24-11-9-8-10-12-24/h8-14,19-20,22,26-29,38,45H,4,7,15-18H2,1-3,5-6H3,(H,39,40)(H,41,42)(H,43,44)

InChI Key

DFKDOZMCHOGOBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Phenylpropane
Fatty acid ester
Ketal
Oxepane
Meta-dioxane
Alpha-hydroxy acid
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Acetal
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	3.14	ALOGPS
logP	5.26	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	223.42 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	169.52 m³·mol⁻¹	ChemAxon
Polarizability	70.48 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

HMDB0259988

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

53757375

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Zaragozic acid A (CFc000239504)

MOL for CFc000239504 (Zaragozic acid A)

3D MOL for CFc000239504 (Zaragozic acid A)

3D SDF for CFc000239504 (Zaragozic acid A)

3D-SDF for CFc000239504 (Zaragozic acid A)

PDB for CFc000239504 (Zaragozic acid A)

3D PDB for CFc000239504 (Zaragozic acid A)

SMILES for CFc000239504 (Zaragozic acid A)

INCHI for CFc000239504 (Zaragozic acid A)

Structure for CFc000239504 (Zaragozic acid A)

3D Structure for CFc000239504 (Zaragozic acid A)