Myrtenol

Molecular & Flavor Profile
Common name: Myrtenol
IUPAC name: (6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol
SMILES: CC1(C2CC=C(C1C2)CO)C
CAS: 111957-74-5, 515-00-4, 6712-78-3
Flavor Profile: mint, medical, woody, sweet, balsam, pine
FEMA Flavor Profile: Mint , Cool
FEMA Number: 3439
Taste: Not Available
Odor: Not Available
Functional Groups: hydroxy compound, alcohol, primary alcohol, alkene
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External IDs  

PubChem ID: 10582
FooDB ID: FDB013759
SuperSweet ID: NA
BitterDB ID: NA
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Mol2 2D Image SDF JSON

Entities that contain Myrtenol

Physicochemical Properties

  • Molecular weight: 152.237 g/mol
  • HBD count: 1
  • HBA count: 1
  • Number of rotatable bonds: 1
  • Complexity: 203.0
  • Topological Polor Surface Area: 20.2 A^2
  • Monoisotopic Mass: 152.12 g/mol
  • Exact Mass: 152.12 g/mol
  • XlogP: 1.6
  • Charge: 0 C(coulomb)
  • Heavy Atom Count: 11
  • Atom Stereocenter Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 2
  • 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/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3
  • Volume 3D: 128.0

Nomenclature

  • Common name: Myrtenol
  • IUPAC name: (6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol
  • CAS numbers: 111957-74-5, 515-00-4, 6712-78-3
  • SMILES: CC1(C2CC=C(C1C2)CO)C
  • InChI: InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3
  • FlavorDB/FEMA name: MYRTENOL
  • Synonyms: 6,6-Dimethyl-2-oxymethylbicyclo [1 1 3]-hept-2-ene; 10-Hydroxy-2-pinene; 2-pinen-10-ol; Bicyclo(3 1 1)hept-2-ene-2-methanol, 6,6-dimethyl-; Myrtenol; (-)-Pin-2-ene-10-ol
  • FL number: 2.091
  • NAS number: 3439
  • CoE number: 10285
  • EINECS number: 208-193-5
  • JECFA number: 981

Description

Regulatory Status

  • JECFA status: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2002)

Aroma/Taste Threshold Values

  • Aroma threshold values: 7 ppb
  • Taste threshold values: Taste characteristics at 50 ppm; cooling, minty, camphoraceous, green mentholic spice with a medicinal nuance

Natural Occurence

  • Occurrence summary: Naturally occurring; Reported in 35 FlavorDB source entities
  • Source entity count: 35
  • Representative sources: Cognac Brandy, Gruyere Cheese, Buchu, Chamomile, Eucalyptus, Hops Oil, Hyssop Oil, Lime Peel Oil, Lovage, Mandarin Orange Peel Oil
  • Documented natural occurrence: Reported found in cranberry, bilberry, blackberry, raspberry, strawberry, Virginia tobacco, mandarin and lime peel oil, melon, ginger, peppermint and Scotch spearmint oil, pepper, parsley, Gruyere cheese, hop oil, Bourbon vanilla, cognac, tea, laurel, myrtle leaf, myrtle oil, buchu oil, lemon balm, lamb’s lettuce, Roman chamomile oil, eucalyptus oil and mastic gum and leaf oil

Composition

  • Molecular formula: C10H16O
  • Molecular composition: C: 0.789, H: 0.106, O: 0.105
  • Number of atoms: 11

ADMET Properties

  • ADMET Solubility: -2.0469999999999997
  • ADMET Solubility Level: 3.0
  • ADMET BBB: 0.067
  • ADMET BBB Level: 1.0
  • ADMET EXT Hepatotoxic: -6.38906
  • ADMET EXT Hepatotoxic prediction md: False
  • ADMET EXT Hepatotoxic applicability: All properties and OPS components are within expected ranges.
  • ADMET EXT Hepatotoxic applicability md: 8.832189999999999
  • ADMET EXT Hepatotoxic applicability mdpvalue: 0.542438
  • ADMET Absorption Level: 0.0
  • ADMET EXT PPB: -3.08812
  • ADMET EXT PPB prediction: False
  • ADMET EXT PPB applicability: All properties and OPS components are within expected ranges.
  • ADMET EXT PPB applicability md: 9.45128
  • ADMET EXT PPB applicability mdpvalue: 0.980957
  • ADMET unknown AlogP98: 0.0
  • ADMET AlogP98: 1.7819999999999998
  • ADMET PSA 2D: 20.815

2D/3D Properties

  • Number of atoms: 11
  • Molecular formula: C10H16O
  • Molecular composition: C: 0.789, H: 0.106, O: 0.105
  • Molecular mass: 152.12 g/mol
  • Energy: 32.61 Kcal/M
  • AlogP: 1.7819999999999998
  • LogD: 1.7819999999999998
  • Molecular Solubilty: -1.885
  • Number of aromatic bonds: 0
  • Number of aromatic rings: 0
  • Number of H acceptor: 1
  • Number of H acceptor lipinski: 1
  • Number of H donor: 1
  • Number of H donor lipinski: 1
  • Number of H bonds: 0
  • Number of rings: 3
  • Surface area(SA): 175.35 A^2
  • Molecular SASA(Solvent accessible SA): 317.95599999999996 A^2
  • Radius of gyration: 1.4501600000000001 A
  • Molecular 3D SASA: 308.849 A^2

Consumption

  • Consumption: 0.50 lb
  • Individual intake: 0.00000042 mg/kg/day
  • Trade association guidelines: 0.949 mg
  • IOFI: Nature Identical

Specifications

  • Specifications: (JECFA, 2008); Appearance; Colorless or pale straw-colored liquid; Refractive index; 1.490–1.500 (20°C); Assay (min); 95%; Solubility; Insoluble in water and propylene ; glycol; soluble in oils; miscible in ; ethanol at room temperature; Boiling point; 221°C; Specific gravity; 0.976–0.983 (25°C)

Reported Uses

  • Reported uses (ppm): (FEMA, 1994)
  • Food category usual/max:
    Food categoryUsual (ppm)Max (ppm)
    Confection, frosting5.0010.00
    Milk products5.0010.00
    Frozen dairy5.0010.00
    Nonalcoholic beverages5.0010.00
    Gelatins, puddings5.0010.00

Synthesis

  • Synthesis: Can be obtained in d,l-form from α-pinene with SeO2 in ethanol

Physical-Chemical Characteristics

  • Empirical formula / MW: C10H18O/152.24CH3OHCH3

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.