ChemFOnt: Showing chemical card for {[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid (CFc000163340)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:54:06 UTC

Chemfont ID

CFc000163340

Molecule Identification

Common Name

{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid

Definition

{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety. Based on a literature review very few articles have been published on {[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-7b-yl]methoxy}sulfonate	Generator
{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-7b-yl]methoxy}sulphonate	Generator
{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-7b-yl]methoxy}sulphonic acid	Generator

Chemical Formula

C₂₃H₂₇ClO₁₀S

Average Molecular Weight

530.97

Monoisotopic Molecular Weight

530.1013459

IUPAC Name

{[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid

Traditional Name

[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,4aH,5H,7H,7aH-cyclobuta[e]inden-7b-yl]methoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C(=O)OC2CC3(COS(O)(=O)=O)C4CC(C)(C)CC4C=C(C=O)C23O)C(O)=CC(O)=C1Cl

InChI Identifier

InChI=1S/C23H27ClO10S/c1-11-18(15(26)5-16(27)19(11)24)20(28)34-17-8-22(10-33-35(30,31)32)14-7-21(2,3)6-12(14)4-13(9-25)23(17,22)29/h4-5,9,12,14,17,26-27,29H,6-8,10H2,1-3H3,(H,30,31,32)

InChI Key

PUALVRLRJQNROD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as melleolides and analogues. Melleolides and analogues are compounds with a structure characterized by the presence of a 2-hydroxy-4-methoxy-6-methylbenzoic acid derivative linked to a 3,6,6,7b-tetramethyl-cyclobuta[e]indene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Melleolides and analogues

Alternative Parents

Substituents

Melleolide-skeleton
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Resorcinol
4-chlorophenol
2-chlorophenol
M-cresol
2-halophenol
4-halophenol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Halobenzene
Chlorobenzene
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Vinylogous acid
Tertiary alcohol
Organic sulfuric acid or derivatives
Cyclobutanol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Aldehyde
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	0.68	ALOGPS
logP	3.49	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	167.66 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.62 m³·mol⁻¹	ChemAxon
Polarizability	51.48 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0182932

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for {[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid (CFc000163340)

MOL for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

3D MOL for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

3D SDF for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

3D-SDF for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

PDB for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

3D PDB for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

SMILES for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

INCHI for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

Structure for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)

3D Structure for CFc000163340 ({[2-(3-chloro-4,6-dihydroxy-2-methylbenzoyloxy)-3-formyl-2a-hydroxy-6,6-dimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-7b-yl]methoxy}sulfonic acid)