ChemFOnt: Showing chemical card for 6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163357)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:54:08 UTC

Chemfont ID

CFc000163357

Molecule Identification

Common Name

6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic 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 6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2ah,4ah,5H,6H,7H,7ah,7BH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₉H₃₅ClO₁₃

Average Molecular Weight

627.04

Monoisotopic Molecular Weight

626.1766189

IUPAC Name

6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,4aH,5H,7H-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=C(C(=O)OC2CC3(C)C2(O)C(C=O)=CC2CC(C)(C)CC32O)C(O)=CC(OC2OC(C(O)C(O)C2O)C(O)=O)=C1Cl

InChI Identifier

InChI=1S/C29H35ClO13/c1-11-17(14(32)6-15(18(11)30)41-25-21(35)19(33)20(34)22(43-25)23(36)37)24(38)42-16-8-27(4)28(39)10-26(2,3)7-12(28)5-13(9-31)29(16,27)40/h5-6,9,12,16,19-22,25,32-35,39-40H,7-8,10H2,1-4H3,(H,36,37)

InChI Key

OHYKFRLVTYMDST-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
Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Halobenzoic acid or derivatives
3-halobenzoic acid or derivatives
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
4-chlorophenol
M-cresol
4-halophenol
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Halobenzene
Chlorobenzene
Beta-hydroxy acid
Benzenoid
Pyran
Oxane
Monosaccharide
Hydroxy acid
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Vinylogous acid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Cyclobutanol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Carbonyl group
Aldehyde
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	1.63	ALOGPS
logP	1.68	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	146.31 m³·mol⁻¹	ChemAxon
Polarizability	61.58 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

HMDB0182949

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 6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000163357)

MOL for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000163357 (6-{2-chloro-4-[({3-formyl-2a,7a-dihydroxy-6,6,7b-trimethyl-1H,2H,2aH,4aH,5H,6H,7H,7aH,7bH-cyclobuta[e]inden-2-yl}oxy)carbonyl]-5-hydroxy-3-methylphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)