9,12 -Octadecadienoic acid






Names

    • Linoleic acid, >=95%
    • Linoleic acid, >=99%
    • BRD-K08973992-001-03-9
    • Tox21_111067
    • POLYIN NO.515
    • A832696
    • (14C)alpha-Linolenic acid
    • LINOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC]
    • BDBM22231
    • Epitope ID:117705
    • Fatty Acid 18:2 n-6
    • EN300-383983
    • Leinoleic acid
    • Acid, 9,12-Octadecadienoic
    • C18:2, n-6,9 all-cis
    • 9,12-Linoleic acid
    • CHEMBL267476
    • Linoleic acid, 2.0 mg/mL in ethanol, certified reference material
    • AI3-36448
    • SR-01000944790-3
    • LINOLEIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
    • LINOLEIC ACID [WHO-DD]
    • BRD-K08973992-001-06-2
    • NCGC00091049-04
    • NSC 281243
    • (Z)-9,12-OCTADECADIENOIC ACID
    • NCGC00257024-01
    • EINECS 200-470-9
    • NCGC00091049-05
    • 9,12 -Octadecadienoic acid
    • DA-52011
    • LINOLEIC ACID [MI]
    • cis,cis-9,12-octadecadienoic acid; LINOLEATE; emersol315; Linoleic; unifac6550;
    • (Z,Z)-9,12-Octadecadienoate
    • 9,12-Octadecadienoic acid (9Z,12Z)-
    • LINOLEIC ACID (C18:2) (CONSTITUENT OF KRILL OIL)
    • LINOLEIC ACID (CONSTITUENT OF SPIRULINA)
    • delta9,12-Octadecadienoic acid
    • 9Z,12Z-Linoleate
    • HMS3886F05
    • Linolate
    • CHEBI:17351
    • 14C-Linoleic acid
    • SCHEMBL7067
    • bmse000497
    • Linoleic acid, analytical standard
    • BML3-C03
    • 9Z,12Z-octadecadienoic acid
    • Linoleic acid, >=95%, FG
    • 9,12-Octadecadienoic acid (Z,Z)-
    • LINOLEIC ACID [MART.]
    • cis,cis-linoleate
    • DB14104
    • DTXSID2025505
    • 9, (Z)-
    • 9,12-Octadecadienoic acid, (E,E)-
    • linoleic acid
    • L0124
    • Unifac 6550
    • MFCD00064241
    • alpha-Linoleic acid
    • cis-9,cis-12-Octadecadienoic acid
    • AS-12672
    • DTXCID505505
    • 80969-37-5
    • NCGC00091049-01
    • Octadeca-9,12-dienoic acid, (cis,cis)-
    • SBI-0633623.0002
    • 9,12-Octadecadienoic acid, (Z,Z)-
    • acide cis-linoleique
    • 85594-37-2
    • Leinolic acid
    • 9,12 Octadecadienoic Acid
    • Emersol 310
    • LINOLEIC ACID (MART.)
    • FA(18:2(9Z,12Z))
    • Linoleic acid, >=93% (GC)
    • UNII-9KJL21T0QJ
    • AC-33770
    • AKOS015951293
    • IDI1_033844
    • 60-33-3
    • Linoleic
    • Linoleate
    • 9-cis,12-cis-Octadecadienoic acid
    • Linolic acid
    • LINOLEIC ACID (CONSTITUENT OF FLAX SEED OIL)
    • bmse000604
    • AI3-11132
    • NCGC00091049-02
    • SR-01000944790
    • 9,12-Octadecadienoic acid, (Z,Z)-, labeled with carbon-14
    • LINOLEIC ACID (CONSTITUENT OF SAW PALMETTO)
    • Extra Linoleic 90
    • Emersol 315
    • NS00010521
    • 9,12-Octadecadienoic acid, cis,cis-
    • HY-N0729
    • acide linoleique
    • HMS3649F07
    • cis-9, cis-12-octadecadienoic acid
    • HSDB 5200
    • Pamolyn 125 (Salt/Mix)
    • cis-9,cis-12-Octadecadienoic acid,
    • 9-(Z), 12-(Z)-Octadecadienoic acid
    • C18:2 (n-6)
    • cis-.DELTA.9,12-Octadecadienoic acid
    • n-6,9 all-cis
    • (9Z,12Z)-octadeca-9,12-dienoic acid
    • C18:2 9c, 12c omega6 todos cis-9,12-octadienoico
    • LIN
    • 9,12-Octadecadienoic acid (VAN)
    • 9,12-Octadecadienoic acid, (Z)-
    • cis,cis-Linoleic acid
    • LINOLEIC ACID [FCC]
    • (9Z,12Z)-9,12-Octadecadienoic-1-13C Acid
    • (9Z,12Z)-9,12-Octadecadienoate
    • s5821
    • (14C)-Linoleic acid
    • cis-D9,12-Octadecadienoic acid
    • (9Z,12Z)-Octadecadienoic acid
    • all-cis-9,12-Octadecadienoate
    • Ronacare asc 3
    • 9KJL21T0QJ
    • CAS-60-33-3
    • cis-delta9,12-Octadecadienoic acid
    • 9-cis,12-cis-Linoleate
    • 9,Z)-
    • LMFA01030120
    • CHEBI:137735
    • cis,12-Octadecadienoic acid
    • Tox21_202171
    • C01595
    • HMS3402E16
    • (9Z,12Z)-9,12-octadecadienoic acid
    • all-cis-9,12-Octadecadienoic acid
    • HMS1791E16
    • NCGC00091049-06
    • Linoleic acid, technical, 60-74% (GC)
    • ACon1_000270
    • 9-cis,12-cis-Linoleic acid
    • Telfairic acid
    • VESPULA PENSYLVANICA B708568K063
    • 9Z,12Z-Octadecadienoate
    • NSC-281243
    • NCGC00259720-01
    • 9Z,12Z-Linoleic acid
    • LINOLEIC ACID (CONSTITUENT OF BORAGE SEED OIL)
    • HMS1989E16
    • NCGC00091049-07
    • CS-0009742
    • Tox21_303080
    • BP-31121
    • Cis, cis-octadeca-9,12-dienoic acid
    • GTPL1052
    • Linoleic acid, liquid, BioReagent, suitable for cell culture
    • SR-01000944790-1
    • cis-9,cis-12-Octadecadienoate
    • NCGC00091049-03
    • CCRIS 650
    • 12c omega6 todos cis-9,12-octadienoico
    • cis,cis-octadeca-9,12-dienoic acid
    • VITAMIN F COMPONENT LINOLEIC ACID
    • Linoleic acid, 95%
    • BSPBio_001374
    • Q407426
    • cis,cis-9,12-Octadecadienoic acid
    • L0053
    • POLYLIN NO 515
    • 8024-22-4
    • C18:2
    • HMS1361E16
    • NSC281243
    • Linoleic acid, pure
    • (Z,Z)-9,12-Octadecadienoic acid
    • 30175-49-6
    • CCRIS 652
    • cis-D9,12-Octadecadienoate
    • C18:2n-6,9
    • 5CE5E1F3-8859-4C5B-9AFE-E44A7076DF6E
    • acido linoleico
    • LINOLEIC ACID [HSDB]
    • (Z,Z)-Octadeca-9, 12-dienoic acid
    • cis,cis,9,12-Octadecadienoic acid
    • LINOLEIC ACID [VANDF]
    • Linoleic acid, puriss., 90%
    • linoleic-acid
    • 9-cis,12-cis-Octadecadienoate
    • cis-Delta(9,12)-octadecadienoic acid
    • UNII-7552P0K6PN
    • FEMA NO. 3380, LINOLEIC ACID-
    • C18:2 9c

Attributes

  • Canonical SMILES

    CCCCCC=CCC=CCCCCCCCC(=O)O

  • InChI

    InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)

  • Molecule Class: Minor compounds
  • TPSA: 37.3
  • #RotBonds: 14
  • MW: 280.4519999999999
  • HBD: 1
  • HBA: 1
  • logP: 5.884500000000005
  • Chemical Formula: C18H32O2


Species

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

External Databases


References

  • Chromatographic analysis and antioxidant capacity of Tabernaemontana catharinensis. Nat Prod Commun, 2014 (PMID 24660464).

Compound-Protein Relationships


Compound Activities

    • Antioxidant

Predicted NMR Spectral Data


Predicted MS Fragmentation Patternn


Predicted ADMET Properties

    Category Property Name Predicted Value
    Absorption Caco-2 (logPaap) -4.73
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.21
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.85
    Distribution Blood-Brain Barrier (Central Nervous System) -2.05
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.36
    Plasma Protein Binding 36.04
    Steady State Volume of Distribution 1.26
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance -1.17
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 1.45
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 1.43
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 3.67
    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 Toxic
    NR-TR Safe
    T. Pyriformis 0.75
    Rat (Acute) 1.36
    Rat (Chronic Oral) 2.32
    Fathead Minnow 3.92
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 357.51
    Hydration Free Energy -4.69
    Log(D) at pH=7.4 2.93
    Log(P) 6.93
    Log S -4.05
    Log(Vapor Pressure) -5.9
    Melting Point 38.74
    pKa Acid 5.46
    pKa Basic 8.37