Oleic acid






Names

    • .delta.9-cis-Oleic acid
    • Hy-phi 2066
    • NCGC00259516-01
    • Rapinic acid
    • cis-Delta(9)-octadecenoic acid
    • 9-octadecenoic acid
    • Tego-oleic 130
    • Oelsauere
    • Priolene 6928
    • Oleic acid (natural)
    • Priolene 6907
    • Emersol 233LL
    • (Z)-9-Octadecanoic acid
    • Oleic acid, natural
    • USEPA/OPP Pesticide Code: 031702
    • OLEIC ACID [II]
    • Oleic acid, SAJ first grade, >=70.0%
    • Tox21_303324
    • 1vyf
    • Oleinic acid
    • WLN: QV8U9-C
    • C18:1n-9
    • MFCD00064242
    • SCHEMBL1138
    • Hy-phi 1055
    • 9-(Z)-octadecenoate
    • Tox21_201967
    • CCG-267270
    • OLEIC ACID [MI]
    • OLEIC ACID [MART.]
    • oleaic acid
    • Emersol 220 White Oleate
    • Elainic acid
    • AKOS017343225
    • Fatty Acid 18:1 n-9
    • Oleic acid, analytical standard
    • Industrene 205
    • C18:1
    • 9-Octadecenoic-9,10-t2 acid, (9Z)- (9CI)
    • cis-Oleic acid
    • Extra Olein 80
    • INDUSTRENE 106
    • Emersol 6321
    • 9,10-Octadecenoate
    • White oleic acid
    • Metaupon
    • s4707
    • CHEMBL8659
    • 9Z-Octadecenoic acid
    • OLEIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
    • Oleic acid, technical grade
    • Oleic acid, sulfurized
    • AC-33767
    • cis-.delta.9-Octadecenoic acid
    • 9-octadecylenic acid
    • (9Z)-9-Octadecenoic acid #
    • HSCI1_000362
    • Emersol 221 Low Titer White Oleate
    • 9-Octadecenoic acid(Z)-,oxidized,sulfonated,sodium salts
    • NAA 35
    • 99148-48-8
    • cis 9 Octadecenoic Acid
    • HMS3649H21
    • AT13415
    • oleate
    • OLEIC ACID (CONSTITUENT OF SPIRULINA)
    • 9-Octadecenoic acid, (Z)-
    • Emersol 221 low titer white oleic acid
    • 2lkk
    • Oleic acid (NF)
    • FEMA NUMBER 2815.
    • Extra Olein 90R
    • oleic acid extra pure
    • delta9-cis-Oleic acid
    • Priolene 6900
    • NAA 34
    • Hy-phi 2102
    • AI3-01291
    • Glycon wo
    • Oleine 7503
    • Delta9-cis-Octadecenoic acid
    • (9Z)-9-Octadecenoate
    • cis-9-Octadecenoic acid;Elainic acid
    • MLS002454427
    • cis-delta(sup 9)-Octadecenoic acid
    • BP-24023
    • Emersol 205
    • (9Z)-Octadecenoic acid
    • D02315
    • NCGC00257233-01
    • Osteum
    • MLS002153498
    • 459CE4C0-C836-4249-8E2D-69874B714E9C
    • O0180
    • Oleic acid, certified reference material, TraceCERT(R)
    • Groco 6
    • Elaidoic acid
    • ENDOCINE COMPONENT OLEIC ACID
    • 1ST1738
    • 9-(Z)-octadecenoic acid
    • OLEIC ACID [USP-RS]
    • Glycon RO
    • NCGC00091119-02
    • CIS-9-OCTADECANOIC ACID
    • Groco 4
    • CS-0016886
    • K 52
    • oleic acid
    • GTPL1054
    • F0001-0262
    • HMS3885H18
    • BDBM50150484
    • cis-Oleate
    • OLEIC ACID [FCC]
    • DTXCID705809
    • OLEIC ACID (CONSTITUENT OF SAW PALMETTO)
    • 2UMI9U37CP
    • Z-9-Octadecenoate
    • cis-.delta.9-Octadecenoate
    • (Z)-9-Octadecanoate
    • Oleinate
    • Pamolyn 100
    • 18:1(n-9)
    • Emersol 214NF
    • OLEIC ACID (CONSTITUENT OF EVENING PRIMROSE OIL)
    • Tox21_111086
    • (9Z)-octadec-9-enoic acid
    • cis-9-Octadecenoic acid
    • cis-9-Octadecenoic-9,10-3H2 acid
    • OLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC]
    • SMR000326739
    • Wecoline OO (VAN)
    • 4-02-00-01641 (Beilstein Handbook Reference)
    • OLEIC ACID (C18:1) (CONSTITUENT OF KRILL OIL)
    • (9Z)-9-Octadecenoic acid
    • (9Z)- Octadecenoic acid
    • Oleic acid, natural, FCC
    • Oleic acid Liquid
    • CCRIS 682
    • DTXSID1025809
    • OLEIC ACID [HSDB]
    • Industrene 104
    • EN300-306800
    • Hy-phi 1088
    • 9-Octadecenoic acid (Z)-, sulfurized
    • D 100
    • Emersol 7021
    • CIS-8-HEPTADECYLENECARBOXYLIC ACID
    • Oleic acid, Selectophore(TM), >=99.0%
    • Q207688
    • Oleic acid, >=99% (GC)
    • SR-01000780573-6
    • Oleic acid-9,10-t
    • NSC9856
    • Emersol 6333 NF
    • Emersol 213NF
    • Pamolyn 100 FG
    • 112-80-1
    • NSC 9856
    • OLEIC ACID [EP MONOGRAPH]
    • 9,10-OCTADECANOIC ACID
    • Acide oleique
    • Pamolyn 100 FGK
    • NSC-9856
    • 1g74
    • FEMA Number 2815
    • C00712
    • Octadec-9-enoic acid
    • A894525
    • Priolene 6933
    • O0011
    • Groco 2
    • HMS2234O13
    • z-octadeca-9-enoic acid
    • 9-Octadecenoic-9,10-t2 acid, (Z)-
    • Wochem no. 320
    • Priolene 6936
    • FEMA No. 2815
    • NS00010823
    • cis-Octadec-9-enoate
    • EINECS 270-164-8
    • DELTA(9)-CIS-OLEIC ACID
    • Extra Oleic 90
    • Oleic acid, European Pharmacopoeia (EP) Reference Standard
    • NCGC00091119-01
    • Z-9-Octadecenoic acid
    • MLS001056779
    • Oleic acid, from suet, natural, >=60% (GC)
    • Oleic acid [NF]
    • Oleic acid (8CI)
    • HSDB 1240
    • Oleic acid, United States Pharmacopeia (USP) Reference Standard
    • OLEIC ACID [VANDF]
    • Oleic acid, suitable for cell culture, BioReagent
    • Extraolein 90
    • Hy-phi 2088
    • Vopcolene 27
    • OLEIC ACID [WHO-DD]
    • UNII-2UMI9U37CP
    • cis-Octadec-9-enoic acid
    • OLEICACID
    • FA 18:1
    • 1hms
    • cis-9-octadecenoate
    • CIS-DELTA(SUP 9)-OCTADECANOIC ACID
    • cis-delta9-octadecenoic acid
    • OLEIC ACID (II)
    • OLEIC ACID (EP MONOGRAPH)
    • Acide oleique [French]', "l'Acide oleique [French]", 'Oleic acid; (Z)-Octadec-9-enoic acid
    • (Z)-Octadec-9-enoic acid
    • OLEIC ACID (CONSTITUENT OF BORAGE SEED OIL)
    • Elaic acid
    • 18:1 n-9
    • 1gni
    • Z2412194967
    • Oelsaeure
    • Elaidoic acid , 9Z-Octadecenoic acid , Oleate , 9-Octadecenoic Acid , Glycon Wo , 9-cis-Octadecenoic acid
    • Pamolyn 125
    • Emersol 6313 NF
    • Industrene 206
    • Priolene 6906
    • cis-.delta.(sup 9)-Octadecenoic acid
    • AS-16066
    • Epitope ID:187036
    • Oleic acid, p.a.
    • BRN 1726542
    • OLEIC ACID [FHFI]
    • LMFA01030002
    • Industrene 105
    • FA(18:1(9Z))
    • CHEBI:16196
    • REGID_for_CID_445639
    • Oleic acid, technical grade, 90%
    • Edenor ATiO5
    • Oleic acid
    • Pamolyn
    • Emersol 6313NF
    • Emersol 213
    • C18:1 n-9
    • CAS-112-80-1
    • Sulphurized oleic acid
    • Lunac OA
    • 9-Octadecenoic acid (9Z)- (9CI)
    • SR-01000780573
    • Oleic Acid-Water Soluble, powder, BioReagent, suitable for cell culture
    • EINECS 204-007-1
    • Oleic acid, pure
    • Edenor FTiO5
    • Emersol 233
    • Oleic acid, meets analytical specification of Ph, Eur., 65.0-88.0% (GC)
    • Groco 5l
    • Lunac O-CA
    • NCGC00091119-03
    • Caswell No. 619
    • 9-octadecenoic acid, (9Z)-
    • Priolene 6930
    • Lunac O-LL
    • Wecoline OO
    • Extra Oleic 80R
    • HY-N1446
    • OLEIC ACID (MART.)
    • Distoline
    • Extra Oleic 99
    • EPA Pesticide Chemical Code 031702
    • Oleic Acid, Pharmaceutical Secondary Standard; Certified Reference Material
    • 9-Octadecenoic acid (9Z)-
    • Oleic acid, >=93% (GC)
    • Lunac O-P
    • 18:1Delta9cis
    • 9,10-Octadecenoic acid
    • 9-cis-Octadecenoic acid
    • 9 Octadecenoic Acid
    • Sulfurized oleic acid
    • Emersol 211
    • AB00641912_08
    • 9-Octadecenoic acid (Z)-', "L'Acide oleique", 'Emersol 210
    • 9-Octadecenoic acid, cis-
    • OLEIC ACID (CONSTITUENT OF FLAX SEED OIL)
    • Emersol 220 white oleic acid
    • Oleic acid, natural, tech grade

Attributes

  • Canonical SMILES

    CCCCCCCC/C=C\CCCCCCCC(=O)O

  • InChI

    InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9-

  • Molecule Class: Minor compounds
  • TPSA: 37.3
  • #RotBonds: 15
  • MW: 282.4679999999999
  • HBD: 1
  • HBA: 1
  • logP: 6.1085000000000065
  • Chemical Formula: C18H34O2


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) -4.8
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.09
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.82

    Distribution Blood-Brain Barrier (Central Nervous System) -2.11
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.4
    Plasma Protein Binding 46.09
    Steady State Volume of Distribution 0.9

    Metabolism Breast Cancer Resistance Protein Inhibitor
    CYP 1A2 Inhibitor 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 -0.78
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs

    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Safe
    Bioconcentration Factor 1.34
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Toxic
    Eye irritation Toxic
    Maximum Tolerated Dose 1.89
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 3.28
    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 4.82
    Rat (Acute) 1.4
    Rat (Chronic Oral) 2.34
    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 360.01
    Hydration Free Energy -4.65
    Log(D) at pH=7.4 3.44
    Log(P) 7.41
    Log S -4.54
    Log(Vapor Pressure) -6.15
    Melting Point 50.25
    pKa Acid 4.93
    pKa Basic 8.74