Oleic acid






Names

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

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