CAS 89-82-7|(R)-5-methyl-2-(propan-2-ylidene)cyclohexanone|(+)-pulegone|Pulegone|p-Menth-4(8)-en-3-oneδ-4(8)-p-menthen-3-one(R)-2-Isopropylidene-5-methylcyclohexanone(R)-p</...

General Information

Structure

Molecular Formula

C₁₀H₁₆O

Molecular Mass

152.23344

Exact Mass

152.12011513

Charge

InChI

InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

InChIKey

NZGWDASTMWDZIW-MRVPVSSYSA-N

Canonic Smiles

C[C@@H]1CCC(=C(C)C)C(=O)C1

Isomeric Smiles

C1(=C(C)C)C(=O)C[C@@H](CC1)C

Calculated Properties

JChem

LogD (pH = 7.4)

2.86

LogD (pH = 5.5)

2.86

Log P

2.86

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

-4.43

Polar Surface Area

17.07

Polarizability

18.20

Molar Refractivity

47.13

LOG S

-2.40

Data Source

Names and Identifiers

Synonyms

(R)-5-methyl-2-(propan-2-ylidene)cyclohexanonePulegonep-Menth-4(8)-en-3-oneδ-4(8)-p-menthen-3-one(R)-2-Isopropylidene-5-methylcyclohexanone(R)-p-Menth-4(8)-en-3-one(R)-(+)-Pulegone(+)-Pulegone长叶薄荷酮p-Menth-4(8)-en-3-one(+)-蒲勒酮(R)-Pulegone(5R)-5-Methyl-2-(1-methylethylidene)cyclohexanoneNSC 15334Pulegon(R)-p-Menth-4(8)-en-3-one(R)-2-异亚丙基-5-甲基环己酮(+)-蒲勒酮(R)-(+)-PulegonePulegone(R)-(+)-p-Menth-4(8)-en-3-oned-Pulegone(+)-Pulegone(R)-(+)-长叶薄荷酮(R)-(+)-蒲勒酮(R)-2-Isopropylidene-5-methylcyclohexanone(R)-pulegone(+)-(R)-Pulegone(+)-pulegone(+)-Pulegone(5R)-2-isopropylidene-5-methylcyclohexanonePulegoned-Pulegone(1R)-(+)-p-Menth-4(8)-en-3-one

IUPAC Traditional name

(+)-pulegone

IUPAC name

(5R)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one

Names and Identifiers

Registration numbers

Beilstein Number

2040703

MDL Number

MFCD00063000

PubChem SID

2490142324863438248986701621028372488798511533235

FEMA ID

2963

Council of Europe Number

2050c

CAS Number

89-82-7

EC Number

201-943-2

CHEBI ID

35596CHEBI:8635CHEBI:35596CHEBI:18460

Wikipedia Title

Pulegone

Chemspider ID

390923

PubChem CID

442495

Unique Ingredient Identifier

4LF2673R3G

BRENDA Database

1.3.1.1021.14.14.1431.3.1.811.1.1.2231.1.1.541.14.13.105

BRENDA Ligand Database

870183701443148005

CHEMBL

CHEMBL2924219

UniProt Database

Q9SLN8Q6WAU1Q6WAU0Q947B7Q9FSF0Q6WKZ0

EnzymePortal Database

Q6WAU0Q947B7

Rhea Database

RHEA:25641RHEA:25645RHEA:25658

BKMS React Database

144314870183708005

IntEnz Database

EC 1.14.13.104EC 1.3.1.81EC 1.14.14.143

KNApSAcK Database

NMRShiftDB Database

LIPID MAPS Instance

CompTox Database

KEGG ID

Reaxys Registry

SureChEMBL Database

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Wikipedia

Pulegone

Sigma Aldrich

376388

Packaging
100 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 376388.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

W296309

Biochem/physiol Actions
Taste at 20 ppm
Other Notes
Natural occurrence: Buchu oil, native spearmint, pennyroyal, peppermint, scotch spearmint and thyme.
Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in poly drum

P55708

Packaging
100 mL in poly bottle
5 mL in glass bottle

82570

Other Notes
Chiral building block1,2 Synthesis of (-)-8-phenylmenthol 3,4

TRC

P840140

A monoterpene, commonly found in the essential oils of Nepeta cataria (Catnip).

ChEBI

CHEBI:35596

The (5R)-enantiomer of p-menth-4(8)-en-3-one.

Molecule Details

References