Linoleic acid

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Linoleic acid
Accession Number
DB14104
Description
Not Available
Type
Small Molecule
Groups
Approved, Experimental
Structure
Thumb
Weight
Average: 280.4455
Monoisotopic: 280.240230268
Chemical Formula
C18H32O2
Synonyms
  • (9Z,12Z)-Octadecadienoic acid
  • (Z,Z)-9,12-octadecadienoic acid
  • 9-cis,12-cis-Octadecadienoic acid
  • 9Z,12Z-octadecadienoic acid
  • acide cis-linoléique
  • acide linoléique
  • ácido linoleico
  • all-cis-9,12-octadecadienoic acid
  • C18:2 9c, 12c omega6 todos cis-9,12-octadienoico
  • cis,cis-9,12-octadecadienoic acid
  • cis,cis-linoleic acid
  • LA
  • Linolic acid

Pharmacology

Indication
Not Available
Associated Conditions
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half-life
Not Available
Clearance
Not Available
Adverse Effects
Learn about our commercial Adverse Effects data.
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Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

Purchasing individual compounds or compound libraries for your research?
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Product Ingredients
IngredientUNIICASInChI Key
Potassium linolate3S022W50993414-89-9BAYJYBALPIYBQQ-NBTZWHCOSA-M
Sodium linolate872C9A1W9I822-17-3WYPBVHPKMJYUEO-NBTZWHCOSA-M
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Bio-efa Borage Gla 240 CapLinoleic acid (378 mg) + Gamolenic acid (240 mg) + Vitamin E (10 unit)CapsuleOralPge Canada (86) Inc.1989-12-312006-06-19Canada flag
Bio-efa Borage Gla 90 CapLinoleic acid (216 mg) + Gamolenic acid (90 mg) + Vitamin E (10 unit) + alpha-Linolenic acid (1 mg)CapsuleOralPge Canada (86) Inc.1989-12-312006-06-19Canada flag
Borage Oil CapsulesLinoleic acid (375 mg) + Gamolenic acid (258 mg) + Oleic Acid (148 mg) + Palmitic Acid (96 mg)CapsuleOralGeneral Nutrition Canada Inc.2001-10-152009-08-05Canada flag
Borage Oil CapsulesLinoleic acid (220 mg) + Borage oil (500 mg) + Gamolenic acid (125 mg)CapsuleOralBioforce Canada Inc.1994-12-311999-10-14Canada flag
Evening Primrose Oil Cap 500mg W Vit ELinoleic acid (350 mg) + Gamolenic acid (40 mg) + Vitamin E (14.9 unit)CapsuleOralStanley Pharmaceuticals, A Division Of Vita Health Products Inc.1990-12-312002-07-31Canada flag
Flaxseed Oil CapsulesLinoleic acid (144 mg) + Oleic Acid (165 mg) + Palmitic Acid (54 mg) + alpha-Linolenic acid (594 mg)CapsuleOralGeneral Nutrition Canada Inc.1998-05-272007-08-01Canada flag
Gla 130 Primrose OilLinoleic acid (900 mg) + Gamolenic acid (130 mg) + Oleic Acid (100 mg)CapsuleOralSeroyal International Inc.1996-01-312007-08-02Canada flag
Hi-GA Evening Primerose Oil LiqLinoleic acid (650 mg) + Gamolenic acid (110 mg)LiquidOralHi Ga Health Inc.1991-12-311997-06-10Canada flag
Huile D'onagre Vitamin ELinoleic acid (72 %) + Oleic Acid (9 %) + Palmitic Acid (7 %) + Stearic acid (1 %) + Vitamin E (15 %) + alpha-Linolenic acid (11 %)CapsuleOralLe Naturiste J.M.B. Inc.1987-12-312000-08-23Canada flag
Nuprimol CapLinoleic acid (340 mg) + D-alpha-Tocopherol acetate (13.6 unit) + Gamolenic acid (45 mg) + Oleic Acid (45 mg)CapsuleOralNu Life Nutrition Ltd.1997-09-152005-03-15Canada flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Cavan OneLinoleic acid (30 mg/1) + Calcium (150 mg/1) + Calcium ascorbate dihydrate (25 mg/1) + Cholecalciferol (170 [iU]/1) + DL-alpha tocopheryl acetate (30 [iU]/1) + Doconexent (260 mg/1) + Ferrous asparto glycinate (7 mg/1) + Folic acid (1 mg/1) + Icosapent (40 mg/1) + Iron (20 mg/1) + Pyridoxine hydrochloride (25 mg/1) + alpha-Linolenic acid (30 mg/1)Capsule, gelatin coatedOralSeton Pharmaceuticals2009-10-302011-11-27US flag
PrimaCareLinoleic acid (50 mg/1) + Biotin (1 mg/1) + Calcium ascorbate dihydrate (25 mg/1) + Calcium carbonate (100 mg/1) + Cholecalciferol (1000 [iU]/1) + Folic acid (1 mg/1) + Magnesium oxide (50 mg/1) + Nicotinamide (10 mg/1) + Omega-3 fatty acids (420 mg/1) + Potassium Iodide (150 ug/1) + Pyridoxine (50 mg/1) + Riboflavin (1.5 mg/1) + Zinc (15 mg/1) + alpha-Tocopherol acetate (15 [iU]/1)PillOralAvion Pharmaceuticals, Llc2017-01-23Not applicableUS flag

Categories

Drug Categories
Classification
Not classified

Chemical Identifiers

UNII
9KJL21T0QJ
CAS number
60-33-3
InChI Key
OYHQOLUKZRVURQ-HZJYTTRNSA-N
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)/b7-6-,10-9-
IUPAC Name
(9Z,12Z)-octadeca-9,12-dienoic acid
SMILES
CCCCC\C=C/C\C=C/CCCCCCCC(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0000673
KEGG Compound
C01595
ChemSpider
4444105
BindingDB
22231
RxNav
6400
ChEBI
17351
ChEMBL
CHEMBL267476
ZINC
ZINC000004474613
PDBe Ligand
EIC
Wikipedia
Linoleic_acid
PDB Entries
1igz / 2evl / 2q9s / 4dq4 / 4ia6 / 4lkt / 4nyq / 5bvs / 5z0b / 6cng
show 5 more

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2, 3Active Not RecruitingTreatmentInfantile Neuroaxonal Dystrophy1
1TerminatedTreatmentDisseminated Sclerosis1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Capsule, gelatin coatedOral
LiquidOral
Tablet, coatedOral90 mg
PillOral
CapsuleOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000154 mg/mLALOGPS
logP7.06ALOGPS
logP6.42ChemAxon
logS-6.3ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count14ChemAxon
Refractivity88.52 m3·mol-1ChemAxon
Polarizability35.86 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)GC-MSsplash10-000t-7900000000-b6ee03c4800464c37471
GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)GC-MSsplash10-00vi-9300000000-c92dac639ced59eb5dbe
GC-MS Spectrum - GC-MS (1 TMS)GC-MSsplash10-003s-9700000000-77e67d7b1a161e6ecfa6
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-000t-7900000000-b6ee03c4800464c37471
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00vi-9300000000-c92dac639ced59eb5dbe
GC-MS Spectrum - GC-MSGC-MSsplash10-003s-9700000000-77e67d7b1a161e6ecfa6
Mass Spectrum (Electron Ionization)MSsplash10-015a-9200000000-a193c27810bedf93c498
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-0f89-0190000000-2be9501b1d4a9fcbd1c0
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-0uk9-0790000000-7f6e35a591f977bc488e
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-0udi-0090000000-c56edc2bbf9d6752aec5
MS/MS Spectrum - FAB-EBEB (JMS-HX/HX 110A, JEOL) , NegativeLC-MS/MSsplash10-004i-0090000000-baf4579e26c6b393d391
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, NegativeLC-MS/MSsplash10-004i-0090000000-815c1682b2c59ba96f10
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, NegativeLC-MS/MSsplash10-004i-0090000000-3406b2b2d5756807e1cd
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, NegativeLC-MS/MSsplash10-004i-0090000000-2fb4975278fa4d118f43
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, NegativeLC-MS/MSsplash10-0a6r-9380000000-37f833673c248405c8ef
LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, NegativeLC-MS/MSsplash10-0a4i-9200000000-7d34ed5900a17ffe3f9b
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0090000000-761ea81b8bab078f93e1
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0090000000-3cc0508fd4dfd47921e5
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-0090000000-48fd5edde8cf27cedd72
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-004i-2090000000-16b3fa5138f83873bd6f
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-9000000000-46fdee94b5a787f1b81f
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-0090000000-815c1682b2c59ba96f10
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-0090000000-3406b2b2d5756807e1cd
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-004i-0090000000-2fb4975278fa4d118f43
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a6r-9390000000-37f833673c248405c8ef
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-0a4i-9200000000-7d34ed5900a17ffe3f9b
LC-MS/MS Spectrum - LC-ESI-IT , negativeLC-MS/MSsplash10-03di-0090000000-82b408190d4a59b1e1cb
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-004i-0090000000-adbf36f0a17c33ac33f8
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-004i-0090000000-2747c83af78732eb6e16
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-004i-0090000000-a0415b1cb63b4562b40e
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03dj-3960000000-2340777df62fe1184a7a
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-000t-6910000000-b12a8635b08a2205a4ba
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-015a-9600000000-770f56ddeb6a5596548f
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0159-9400000000-8e7d06bf03376e9d8239
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0159-9200000000-d23bb8f6f68d036e6746
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-014l-9100000000-91836022b4397ea67489
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Drug created on June 21, 2018 10:16 / Updated on June 12, 2020 10:53

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