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Linoleic acid methyl ester
- Family: Plantae - Acanthaceae
- Kingdom: Plantae
-
Class: Lipid
- Subclass: Fatty Acid Ester
| Canonical Smiles | CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC |
|---|---|
| InChI | InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10- |
| InChIKey | WTTJVINHCBCLGX-NQLNTKRDSA-N |
| Formula | C19H34O2 |
| HBA | 2 |
| HBD | 0 |
| MW | 294.48 |
| Rotatable Bonds | 14 |
| TPSA | 26.3 |
| LogP | 5.97 |
| Number Rings | 0 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.74 |
| Exact Mass | 294.26 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Escinops ellenbeckii | Asteraceae | Plantae | — |
| 2 | Acanthospermum hispidum | Asteraceae | Plantae | 182999 |
| 3 | Verbascum atlanticum | Plantaginaceae | Plantae | 39257 |
| 4 | Eremomastax speciosa | Acanthaceae | Plantae | 37794 |
Showing of synonyms
Linoleic acid methyl ester
METHYL LINOLEATE
Methyl (9Z,12Z)-octadeca-9,12-dienoate
Linoleic acid, methyl ester
9,12-Octadecadienoic acid (9Z,12Z)-, methyl ester
EINECS 203-993-0
NSC 93981
DTXSID7020843
UNII-24N6726DE5
CHEBI:69080
AI3-03520
24N6726DE5
DTXCID50843
METHYL LINOLEATE [MI]
RADIA 7062
METHYL LINOLEATE [USP-RS]
(9Z,12Z)-9,12-Octadecadienoic acid methyl ester
9,12-Octadecadienoic acid, methyl ester, (Z,Z)-
Linoleic acid, methyl ester (8CI)
NSC-93981
METHYL OCTADEC-9,12-DIENOATE
METHYL CIS-9,CIS-12 LINOLEATE
FEMA NO. 3411, METHYL LINOLEATE-
(9Z,12Z)-Octadecadienoic acid methyl ester
METHYL CIS-9,CIS-12-OCTADECADIENOATE
Methyl (9E,12Z)-octadeca-9,12-dienoate
METHYL LINOLEATE (USP-RS)
Methyl linoleate, (E,E)-isomer
Methyl linoleate, (E,Z)-isomer
Methyl linoleate, (Z,E)-isomer
Methyl linoleate, 1-(14)C-labeled, (Z,Z)-isomer
METHYL LINOLEATE [INCI]
20235-41-0
203-993-0
Fema no. 3411
Methyl linoleic acid
Wttjvinhcbclgx-nqlntkrdsa-n
112-63-0
Methyl lineoleate
Methyl 9-cis,12-cis-octadecadienoate
Methyl octadecadienoate
Methyl linoleate, native
Linoleic acid,methyl ester
9,12-Octadecadienoic acid (Z,Z)-, methyl ester
(9Z,12Z)-Methyl octadeca-9,12-dienoate
Methyl cis,cis-9,12-octadecadienoate
Linoleic acid-methyl ester
Cis-Linoleic acid methyl ester
MFCD00009534
Methyl (Z,Z)-9,12-octadecadienoate
(Z,Z)-9,12-octadecadienoic acid methyl ester
9,12-Octadecadienoic acid, methyl ester, (Z,Z)
Cis-9,cis-12-Octadecadienoic acid, methyl ester
9,12-Octadecadienoic acid, methyl ester
Methyl octadeca-9,12-dienoate
CAS-112-63-0
Methyl linolate
Methyl (9Z,12Z)-9,12-octadecadienoate
METHYL LINOLEAT
Natural methyl linoleate
Methyl linoleate, 60%
Methyl linoleate, 95%
Cis-9,cis-12-Octadecadienoic acid methyl ester
Methyl linoleate (Standard)
SCHEMBL56345
CHEMBL3183866
HY-N1481R
MSK1849
Methyl linoleate, >=99% (GC)
Methyl (9Z,12Z)-octadecadienoate
Methyl (Z,Z)-9,12-octadienoate
HY-N1481
Tox21_201403
Tox21_302917
Methyl linoleate, analytical standard
S5759
AKOS025310767
Methyl 9(Z),12(Z)-Octadecadienoate
FM74198
Methyl cis,cis-9, 12-octadecadienoate
1-O-methyl-(9Z,12Z)-octadecadienoate
S12107
NCGC00164324-01
NCGC00164324-02
NCGC00256520-01
NCGC00258954-01
AC-33782
AS-63648
BP-41930
(9Z,12Z)-Methyloctadeca-9,12-dienoate
CS-0017021
L0078
Methyl (9Z,12Z)-9,12-octadecadienoate #
NS00012915
Methyl ester(Z,Z)-9,12-Octadecadienoic acid
Cis,cis-octadeca-9,12-dienoic acid methyl ester
Octadecadienoic acid methyl ester, 9,12-(Z,Z)-
(9Z,12Z)-octadeca-9,12-dienoic acid methyl ester
Q27137420
B7102443-24B7-4351-A24E-6617B1268CA6
Methyl linoleate, United States Pharmacopeia (USP) Reference Standard
- Hymete A, Rohloff J, et al. (2005). Acetylenic thiophenes from the roots of Escinops ellenbeckii from Ethiopia. Natural Product Research,2005,19(8),755-761. [View] [PubMed]
- Khentoul H, Bensouici C, et al. (2020). Chemical constituents and HRESI-MS analysis of an Algerian endemic plant - Verbascum atlanticum batt. - extracts and their antioxidant activity. Natural product research, 2020, 34(20), 3008-3012. [View] [PubMed]
- Eve MO, Alfred TN, et al. (2020). Chemical constituents of Erememostax speciosa (HOCHST.) cufod leaves and its cytotoxic potential on NIH-3T3 cells. Bulletin of the Chemical Society of Ethiopia,2020,34(3),634-640. [View]
- Mihigo SO, Masesane IB, et al. (2015). Preliminary GC-MS Profiling and Anti-bacterial activity Investigation of Tridax procumbensLinn. (Asteraceae). International Journal of Chemistry and Aquatic Sciences, 2015, 1(1), 55-64. [View]
Pubchem:
5284421
Cas:
20235-41-0
Gnps:
CCMSLIB00005879248
Zinc:
ZINC000004501378
Chebi:
69080
Nmrshiftdb2:
60019155
Metabolights:
MTBLC69080
Chembl:
CHEMBL3183866
Comptox:
DTXSID7020843
CPRiL:
12983
No scaffolds available.
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.78
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -3.8
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -3.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.24
- Plasma Protein Binding
- 40.91
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-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
- 3.49
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 2.03
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Toxic
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 1.91
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 5.72
- 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
- 3.1
- Rat (Acute)
- 1.64
- Rat (Chronic Oral)
- 2.36
- Fathead Minnow
- 4.48
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 341.05
- Hydration Free Energy
- -1.37
- Log(D) at pH=7.4
- 4.83
- Log(P)
- 6.85
- Log S
- -5.59
- Log(Vapor Pressure)
- -4.76
- Melting Point
- -39.52
- pKa Acid
- 10.48
- pKa Basic
- 5.96
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7742 |
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7742 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7566 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7566 |
| Genome polyprotein | O92972 | POLG_HCVJ4 | Hepatitis C virus genotype 1b | 2 | 0.7524 |
| Genome polyprotein | O92972 | POLG_HCVJ4 | Hepatitis C virus genotype 1b | 2 | 0.7524 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 2 | 0.7458 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 2 | 0.7458 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7419 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7419 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7277 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7277 |
| thiamine diphosphokinase | Q82ZE3 | Q82ZE3_ENTFA | Enterococcus faecalis | 2 | 0.7205 |
| thiamine diphosphokinase | Q82ZE3 | Q82ZE3_ENTFA | Enterococcus faecalis | 2 | 0.7205 |