ChemFOnt: Showing chemical card for [(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid (CFc000145426)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:24:15 UTC

Chemfont ID

CFc000145426

Molecule Identification

Common Name

[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid

Definition

[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. Based on a literature review very few articles have been published on [(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonate	Generator
[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulphonate	Generator
[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulphonic acid	Generator

Chemical Formula

C₂₂H₃₀O₁₂S

Average Molecular Weight

518.53

Monoisotopic Molecular Weight

518.14579758

IUPAC Name

[(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid

Traditional Name

(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxysulfonic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC1C=C2C(C(OC(=O)C(OS(O)(=O)=O)C(C)C)OC=C2COC(C)=O)C11CO1

InChI Identifier

InChI=1S/C22H30O12S/c1-11(2)6-17(24)32-16-7-15-14(8-29-13(5)23)9-30-21(18(15)22(16)10-31-22)33-20(25)19(12(3)4)34-35(26,27)28/h7,9,11-12,16,18-19,21H,6,8,10H2,1-5H3,(H,26,27,28)

InChI Key

KJUBHUXXWNEGGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

Iridoid-skeleton
Bicyclic monoterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.39 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.5	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	164.26 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	116.66 m³·mol⁻¹	ChemAxon
Polarizability	50.61 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

HMDB0165018

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 [(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid (CFc000145426)

MOL for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

3D MOL for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

3D SDF for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

3D-SDF for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

PDB for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

3D PDB for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

SMILES for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

INCHI for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

Structure for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)

3D Structure for CFc000145426 ([(1-{4-[(acetyloxy)methyl]-6-[(3-methylbutanoyl)oxy]-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxirane]-1-yloxy}-3-methyl-1-oxobutan-2-yl)oxy]sulfonic acid)