Oleic acid






Names

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

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