α-Amyrin






Names

    • CS-0023527
    • (3-.beta.)-Olean-12-en-3-ol
    • CHEMBL455098
    • .BETA.-AMYRIN [MI]
    • JFSHUTJDVKUMTJ-QHPUVITPSA-N
    • beta-Amyrenol
    • AMYRIN, BETA-
    • CHEBI:10352
    • EX-A6672
    • Olean-12-en-3-ol, (3beta)-
    • Olean-12-en-3beta-ol
    • beta -Amyrin
    • Olean-12-en-3-ol, (3b)-
    • (3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol
    • ?-Amyrin
    • AKOS032962060
    • LMPR0106150015
    • BDBM50241955
    • NSC 527971
    • beta-Amyrin
    • Q27108621
    • α-Amyrin
    • (3beta)-olean-12-en-3-ol
    • 3beta-hydroxyolean-12-ene
    • 559-70-6
    • NS00076600
    • BS-32560
    • D85202
    • -amyrin
    • NSC-527971
    • MFCD00017381
    • beta-Amyrin, analytical standard
    • EINECS 209-204-6
    • B-Amyrin
    • beta.-Amyrenol
    • (3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol
    • DTXSID201025005
    • UNII-KM8353IPSO
    • I(2)-Amyrin
    • Amyrin
    • SCHEMBL377754
    • beta.-Amyrin
    • C08616
    • (3S,4aR,5R,6aR,6bR,8S,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol
    • HY-N2922
    • KM8353IPSO

Attributes

  • Canonical SMILES

    C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C

  • InChI

    InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-25,31H,10-18H2,1-8H3/t19-,20+,22+,23-,24+,25+,27-,28+,29-,30-/m1/s1

  • Molecule Class: Terpenoids
  • TPSA: 20.23
  • #RotBonds: 0
  • MW: 426.72900000000016
  • HBD: 1
  • HBA: 1
  • logP: 8.02480000000001
  • Chemical Formula: C30H50O


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862
    T. contorta Cameroon 761060 N43440/HNC

External Databases


References

  • Chromatographic analysis and antioxidant capacity of Tabernaemontana catharinensis. Nat Prod Commun, 2014 (PMID 24660464).
  • Contortamide, a new anti-colon cancer cerebroside and other constituents from Tabernaemontana contorta Stapf (Apocynaceae). Nat Prod Res, 2021 (PMID 31274013).
  • HPLC analysis and antimicrobial, antimycobacterial and antiviral activities of Tabernaemontana catharinensis A. DC Journal of Applied Biomedicine, 2015 (DOI).

Compound-Protein Relationships


Compound Activities

    • Antimycobacterial
    • Anticolon cancer
    • Antiviral
    • Antiherpes
    • Antimicrobial
    • Antiherpetic
    • Antioxidant
    • Cytotoxicity

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) -4.84
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.44
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.68
    Distribution Blood-Brain Barrier (Central Nervous System) -1.98
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.72
    Plasma Protein Binding 85.75
    Steady State Volume of Distribution 1.72
    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 Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 12.81
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.79
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 1.92
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 5.94
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Toxic
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -38.19
    Rat (Acute) 2.03
    Rat (Chronic Oral) 1.33
    Fathead Minnow 3.91
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 402.46
    Hydration Free Energy -3.62
    Log(D) at pH=7.4 7.58
    Log(P) 8.44
    Log S -7.23
    Log(Vapor Pressure) -7.54
    Melting Point 203.79
    pKa Acid 13.11
    pKa Basic 8.05