Molecular & Flavor Profile
Common name:	(+)-Pulegone
IUPAC name:	(5R)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
SMILES:	CC1CCC(=C(C)C)C(=O)C1
CAS:	89-82-7
Flavor Profile:	Not Available
FEMA Flavor Profile:	Mint , Cool
FEMA Number:	2963
Taste:	Not Available
Odor:	pleasant odor, midway between peppermint and camphor
Functional Groups:	carbonyl compound, ketone, alkene

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Molecular weight: 152.237 g/mol
HBD count: 0
HBA count: 1
Number of rotatable bonds: 0
Complexity: 197.0
Topological Polor Surface Area: 17.1 A^2
Monoisotopic Mass: 152.12 g/mol
Exact Mass: 152.12 g/mol
XlogP: 2.8
Charge: 0 C(coulomb)
Heavy Atom Count: 11
Atom Stereocenter Count: 1
Defined Atom Stereocenter Count: 1
Undefined Atom Stereocenter Count: 0
Bond Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently Bonded Unit Count: 1
InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
Volume 3D: 131.3

Common name: (+)-Pulegone
IUPAC name: (5R)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
CAS numbers: 89-82-7
SMILES: CC1CCC(=C(C)C)C(=O)C1
InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
FlavorDB/FEMA name: PULEGONE
Synonyms: p-Menth-4(8)-en-3-one; 1-Methyl-4-isopropylidenecyclohexan-3-one; Cyclohexanone, 5-methyl-2-(1-methylethyli-dene)-, (R)-; 1-Isopropylidene-4-methyl-2-cyclohexanone; p-Menth-4(8)-en-3-one; p-Menth-4(8)-en-3-one, (R)-(+)-; d-p-Menth-4(8)-en-3-one; 4(8)-p-Menthen-3-one; 1-Methyl-4-isopropylidene-3-cyclohexanone; 3-Methyl-6-isopropylidenecyclohexanone; Pulegon; Pulegone; Pulegone, (D); d-Pulegone; (+)-Pulegone; (+)-(R)-Pulegone; (R)-(+)-Pulegone
NAS number: 2963
EINECS number: 201-943-2
JECFA number: 753

FEMA flavor profile: Mint, Cool
Odor: pleasant odor, midway between peppermint and camphor
Functional groups: carbonyl compound, ketone, alkene
Bitter compound: No
Source description: Pulegone has a pleasant odor, somewhat similar to peppermint and camphor

FDA status: 21 CFR 172.515
JECFA status: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2000)

Aroma threshold values: 130 ppb. Aroma characteristics at 1.0%; minty cooling, herbal green, sweet, clean spicy, with wintergreen nuances
Taste threshold values: Taste characteristics at 20 ppm; minty, terpy, cooling, woody pine, citrus lime, with fresh green peppermint notes

Occurrence summary: Naturally occurring; Reported in 18 FlavorDB source entities
Source entity count: 18
Representative sources: Black Tea, Buchu, Chamomile, Mentha Oil, Sweet Grass, Black Currant, Blackberry, Blueberry, Basil, Cornmint
Documented natural occurrence: The. l-form. is. found. in. the. essential. oils. of. Agastache formosana,. Israeli. orange,. Barosma betulina. and Barosma crenulata; the d-form is the most abundant and is found in pennyroyal oils. Also reported found in rabbiteye blueberry, black currants (buds), fresh blackberry, heated blackberry, peppermint oil, corn mint oil, spearmint oil, Scotch spearmint oil, other Mentha oils, thyme, black tea, origanum, Ocimum basilicum varieties, rosemary, lemon balm, buchu oil, anise hyssop, sweet grass oil and German chamomile oil

ADMET Solubility: -3.5260000000000002
ADMET Solubility Level: 3.0
ADMET BBB: 0.466
ADMET BBB Level: 1.0
ADMET EXT Hepatotoxic: -4.23232
ADMET EXT Hepatotoxic prediction md: False
ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
ADMET EXT Hepatotoxic applicability md: 8.79846
ADMET EXT Hepatotoxic applicability mdpvalue: 0.559612
ADMET Absorption Level: 0.0
ADMET EXT PPB: -0.736314
ADMET EXT PPB prediction: True
ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
ADMET EXT PPB applicability md: 8.447610000000001
ADMET EXT PPB applicability mdpvalue: 0.9997959999999999
ADMET unknown AlogP98: 0.0
ADMET AlogP98: 2.891
ADMET PSA 2D: 17.3

Specifications: (JECFA, 2000); Acid value (max); 1.0; Refractive index; 1.483–1.491 (20°C); Appearance; Colorless to yellow liquid; Solubility; Soluble in oils; insoluble in water;; miscible to soluble in alcohol; Assay (min); 95%; Specific gravity; 0.927–0.939 (25°C); Boiling point; 224°C

Food category usual/max:

Synthesis: Isolated from pennyroyal oil (Moroccan or Spanish); synthesis from 3-methyl cyclohexanone. The structure has been defined by the work of several authors; the d-, l- and dl-forms are known; the dl-form is prepared synthetically and is not found in nature

Details of "Molecular & Flavor Profile" and physicochemical properties were obtained from PubChem Substance & Compound Databases, FooDB, Flavornet, SuperSweet, and BitterDB. 2D/3D and ADMET properties were obtained with Discovery Studio.