α-Terpineol






Names

    • DSSTox_RID_79596
    • MFCD00075926
    • FEMA No. 3045
    • α-Terpineol
    • -terpineol
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl-
    • SR-01000944873
    • D70165
    • NSC21449
    • DTXCID406625
    • NCGC00255464-01
    • AKOS015840815
    • CCRIS 3204
    • 1-p-Menthen-8-ol
    • DA-78333
    • EC 202-680-6
    • CS-0032554
    • dl-alpha-Terpineol
    • NSC 21449
    • alpha-Terpineol 1000 microg/mL in Acetone
    • SR-01000944873-1
    • PC 593
    • UNII-R53Q4ZWC99
    • PC-593
    • Terpilenol, alpha-
    • |A-Terpineol (Standard)
    • W-100076
    • 3-cyclohexene-1-methanol, alpha, alpha, 4-trimethyl-
    • 8006-39-1
    • 1-alpha-terpineol
    • SCHEMBL28466
    • CARVOMENTHENOL
    • 21334LVV8W
    • CHEBI:22469
    • MIL-350
    • 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-
    • alphaTERPINEOL
    • DSSTox_GSID_40775
    • TERPIN MONOHYDRATE IMPURITY A [EP IMPURITY]
    • F0001-2319', "Flavor and Extract Manufacturers' Association No. 3045", 'Z1255427148
    • CHEMBL449810
    • Terpineol 350
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, sodium salt, (1S)-
    • ALPHA-TERPINEOL [HSDB]
    • R53Q4ZWC99
    • (1)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol
    • DSSTox_CID_6625
    • (1R)-a,a,4-trimethyl-3-cyclohexene-1-methanol
    • EINECS 219-448-5
    • TERPIN MONOHYDRATE IMPURITY A (EP IMPURITY)
    • 1-Menthene-8-ol
    • 2-(4-Methyl-3-cyclohexenyl)-2-propanol
    • 1-p-Menthen-8-
    • Terpenol
    • FEMA Number 3045
    • Terpene alcohol
    • alpha-TERPINEOL (PROPYL METHYL-D3)
    • AI3-00275
    • Tox21_200112
    • Tox21_112118
    • .ALPHA.-TERPINEOL [FHFI]
    • alpha-TERPINEOL
    • UNII-21334LVV8W
    • HY-N5142
    • EINECS 232-268-1
    • alpha-Terpineol, primary pharmaceutical reference standard
    • 1-Methyl-4-isopropyl-1-cyclohexen-8-ol
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-
    • NSC-403665
    • alpha-Terpineol, analytical standard
    • a-Terpineol
    • .ALPHA.-TERPINEOL [MI]
    • 3-CYCLOHEXENE-1-METHANOL, ALPHA., alpha, 4-TRIMETHYL-
    • alpha-TERPINEOL (II)
    • USEPA/OPP Pesticide Code: 067003
    • Alfa_terpineol
    • NSC-21449
    • MFCD00001557
    • NCGC00248528-01
    • DTXSID5026625
    • HSDB 5316
    • +/--Terpineol 1000 microg/mL in n-Hexane
    • c0669
    • 1-Methyl-4-isopropyl-1-cyclohexene-8-ol
    • alpha-Terpineol, AldrichCPR
    • CAS-98-55-5
    • DB-059206
    • EPA Pesticide Chemical Code 067005
    • NS00002240
    • T0984
    • 3-CYCLOHEXENE-1-METHANOL, ALPHA., .ALPHA., 4-TRIMETHYL-
    • ALFA-TERPINEOL
    • Menthen-8-ol
    • alpha-Terpineol (natural)
    • 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
    • Menth-1-en-8-ol
    • TERPINEOLS
    • T0022
    • 2-(4-methyl-1-cyclohex-3-enyl)-propan-2-ol
    • 3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, (S)-
    • alpha -Terpineol
    • Q27109437
    • MFCD00166983
    • SB45068
    • alpha-Terpinenol
    • ALFA-TERPINEOL [WHO-DD]
    • J-500272
    • alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol
    • 2-(4-methylcyclohex-3-enyl)propan-2-ol
    • EINECS 202-680-6
    • Terpineol schlechthin
    • (S)-2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol
    • Terpineol
    • NCGC00164431-01
    • HY-N5142R
    • NCGC00257666-01
    • NSC403665
    • CAS-8000-41-7
    • 68797-63-7
    • Caswell No. 823
    • .ALPHA.TERPINEOL
    • .alpha.-Terpineol
    • 3-CYCLOHEXENE-1-METHYANOL, .ALPHA.,.ALPHA.,4-TRIMETHYL-, (S)-
    • ALPHA-TERPINEOL [FCC]
    • 98-55-5
    • DL a-terpineol
    • alpha-Terpineol, 90%, technical grade
    • .ALPHA.-TERPINEOL [II]
    • Tox21_302298
    • p-Menth-1-en-8-ol
    • EC 232-268-1
    • EN300-125883
    • (+)-.alpha.-Terpineol
    • TERPINEOL, ALPHA
    • SY117295
    • BRN 1906604
    • 3-Cyclohexene-1-methanol,.alpha.4-trimethyl-

Attributes

  • Canonical SMILES

    C/C1=C/CC(C(C)(C)O)CC1

  • InChI

    InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3

  • Molecule Class: Terpenoids
  • TPSA: 20.23
  • #RotBonds: 1
  • MW: 154.25299999999996
  • HBD: 1
  • HBA: 1
  • logP: 2.503700000000001
  • Chemical Formula: C10H18O


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862

External Databases


References

  • Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves. Nat Prod Res, 2013 (PMID 22273350).

Compound-Protein Relationships

Compound Activities

    • Antioxidant

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.


Predicted ADMET Properties

    Property Model Name Predicted Value

    Absorption Caco-2 (logPaap) -4.57
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -3.71
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.94

    Distribution Blood-Brain Barrier (Central Nervous System) -2.63
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.23
    Plasma Protein Binding 17.39
    Steady State Volume of Distribution 1.38

    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor

    Excretion Clearance 9.07
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs

    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.42
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Toxic
    Eye irritation Toxic
    Maximum Tolerated Dose 1.14
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 3.88
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis 2.49
    Rat (Acute) 1.72
    Rat (Chronic Oral) 1.69
    Fathead Minnow 3.48
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe

    General Properties Boiling Point 214.67
    Hydration Free Energy -4.16
    Log(D) at pH=7.4 1.54
    Log(P) 3.07
    Log S -1.92
    Log(Vapor Pressure) -0.88
    Melting Point 46.37
    pKa Acid 12.16
    pKa Basic 7.83