Oleic acid






Names

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

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 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) -4.8
    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