Natural Product: ENC001535

NPs Basic Information

Download MOL File
Name
Linoleic Acid
Molecular Formula C18H32O2
IUPAC Name*
(9Z,12Z)-octadeca-9,12-dienoic acid
SMILES
CCCCC/C=C\C/C=C\CCCCCCCC(=O)O
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-
InChIKey
OYHQOLUKZRVURQ-HZJYTTRNSA-N
Synonyms
linoleic acid; 60-33-3; Linolic acid; (9Z,12Z)-octadeca-9,12-dienoic acid; Telfairic acid; cis,cis-Linoleic acid; Linoleate; 9,12-Linoleic acid; cis,cis-9,12-Octadecadienoic acid; Emersol 315; Unifac 6550; cis-9,cis-12-Octadecadienoic acid; 9Z,12Z-Linoleic acid; (Z,Z)-9,12-Octadecadienoic acid; 9Z,12Z-octadecadienoic acid; Extra Linoleic 90; 9-cis,12-cis-Linoleic acid; Emersol 310; all-cis-9,12-Octadecadienoic acid; Linoleic; acide linoleique; 9,12-Octadecadienoic acid (9Z,12Z)-; 9-cis,12-cis-Octadecadienoic acid; alpha-Linoleic acid; acido linoleico; 8024-22-4; 9,12-Octadecadienoic acid; Leinoleic acid; (9Z,12Z)-Octadecadienoic acid; Ronacare asc 3; 9,12-Octadecadienoic acid (Z,Z)-; acide cis-linoleique; (9Z,12Z)-9,12-octadecadienoic acid; CHEBI:17351; cis-9, cis-12-octadecadienoic acid; cis-Delta(9,12)-octadecadienoic acid; NSC-281243; 9KJL21T0QJ; CHEMBL267476; 9-cis,12-cis-Octadecadienoate; C18:2; cis,cis-linoleate; NCGC00091049-04; C18:2 (n-6); FEMA NO. 3380, LINOLEIC ACID-; VESPULA PENSYLVANICA B708568K063; DSSTox_CID_5505; DSSTox_RID_77814; DSSTox_GSID_25505; MFCD00064241; CAS-60-33-3; 8016-21-5; CCRIS 650; 14C-Linoleic acid; Linoleic acid, pure; HSDB 5200; (14C)-Linoleic acid; octadeca-9,12-dienoic acid; SR-01000944790; cis-delta9,12-Octadecadienoic acid; EINECS 200-470-9; UNII-9KJL21T0QJ; 9,12-Octadecadienoic acid, (Z,Z)-; NSC 281243; (14C)alpha-Linolenic acid; acidelinoleique; 7552P0K6PN; Linolate; linoleic-acid; Leinolic acid; AI3-11132; trans-9,trans-12-Octadecadienoic acid; 9Z,12Z-Linoleate; Linoleic Acid 315; 80969-37-5; n-6,9 all-cis; Linoleic acid, 95%; 9Z,12Z-Octadecadienoate; 9-cis,12-cis-Linoleate; Linoleic acid, >=95%; Linoleic acid, >=99%; bmse000497; bmse000604; Epitope ID:117705; LINOLEIC ACID [MI]; SCHEMBL7067; (9Z,12Z)-9,12-Octadecadienoic-1-13C Acid; cis,12-Octadecadienoic acid; LINOLEIC ACID [FCC]; Pamolyn 125 (Salt/Mix); cis-D9,12-Octadecadienoate; BSPBio_001374; LINOLEIC ACID [HSDB]; LINOLEIC ACID [INCI]; CCRIS 652; LINOLEIC ACID [VANDF]; UNII-7552P0K6PN; LINOLEIC ACID [MART.]; all-cis-9,12-Octadecadienoate; BML3-C03; cis-9,cis-12-Octadecadienoate; GTPL1052; Linoleic acid, >=95%, FG; Linoleic acid, puriss., 90%; delta9,12-Octadecadienoic acid; LINOLEIC ACID [WHO-DD]; (Z,Z)-9,12-Octadecadienoate; DTXSID2025505; ACon1_000270; BDBM22231; C18:2, n-6,9 all-cis; cis-D9,12-Octadecadienoic acid; Linoleic acid, >=93% (GC); CHEBI:137735; 9,12-Octadecadienoic acid, (Z,Z)-, labeled with carbon-14; HMS1361E16; HMS1791E16; HMS1989E16; HMS3402E16; HMS3649F07; HMS3886F05; Linoleic acid, analytical standard; 9,12-Octadecadienoic acid (VAN); HY-N0729; ZINC4474613; Tox21_111067; Tox21_202171; Tox21_303080; (9Z,12Z)-9,12-Octadecadienoate; C18:2 9c; cis,cis-octadeca-9,12-dienoic acid; cis-9,cis-12-Octadecadienoic acid,; LMFA01030120; NSC281243; s5821; (Z,Z)-Octadeca-9, 12-dienoic acid; 9,12-Octadecadienoic acid, (E,E)-; 9,12-Octadecadienoic acid, cis,cis-; AKOS015951293; DB14104; rans, trans-9,12-octadecadienoic acid; 9-(Z), 12-(Z)-Octadecadienoic acid; cis-.DELTA.9,12-Octadecadienoic acid; IDI1_033844; NCGC00091049-01; NCGC00091049-02; NCGC00091049-03; NCGC00091049-05; NCGC00091049-06; NCGC00091049-07; NCGC00257024-01; NCGC00259720-01; VITAMIN F COMPONENT LINOLEIC ACID; 12c omega6 todos cis-9,12-octadienoico; 85594-37-2; AC-33770; AS-12672; BP-31121; FA(18:2(9Z,12Z)); Linoleic acid, technical, 60-74% (GC); Octadeca-9,12-dienoic acid, (cis,cis)-; AI3-36448; 9,Z)-; CS-0009742; L0053; L0124; C01595; EN300-383983; 9, (Z)-; A832696; Q407426; SR-01000944790-1; SR-01000944790-3; BRD-K08973992-001-03-9; C18:2 9c, 12c omega6 todos cis-9,12-octadienoico; LINOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC]; 5CE5E1F3-8859-4C5B-9AFE-E44A7076DF6E; LINOLEIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]; Linoleic acid, liquid, BioReagent, suitable for cell culture; Linoleic acid, 2.0 mg/mL in ethanol, certified reference material; cis,cis-9,12-octadecadienoic acid; LINOLEATE; emersol315; Linoleic; unifac6550;; 30175-49-6; LIN
CAS 60-33-3
PubChem CID 5280450
ChEMBL ID CHEMBL267476
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Lineolic acids and deriva
          • Direct Parent: Lineolic acids and deriva

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 280.4 ALogp: 6.8
HBD: 1 HBA: 2
Rotatable Bonds: 14 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 0
Heavy Atoms: 20 QED Weighted: 0.314

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.076 MDCK Permeability: 0.00005730
Pgp-inhibitor: 0 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.036 20% Bioavailability (F20%): 0.999
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.014 Plasma Protein Binding (PPB): 98.70%
Volume Distribution (VD): 0.626 Fu: 0.46%

ADMET: Metabolism

CYP1A2-inhibitor: 0.256 CYP1A2-substrate: 0.427
CYP2C19-inhibitor: 0.147 CYP2C19-substrate: 0.156
CYP2C9-inhibitor: 0.308 CYP2C9-substrate: 0.99
CYP2D6-inhibitor: 0.031 CYP2D6-substrate: 0.866
CYP3A4-inhibitor: 0.071 CYP3A4-substrate: 0.036

ADMET: Excretion

Clearance (CL): 3.085 Half-life (T1/2): 0.875

ADMET: Toxicity

hERG Blockers: 0.031 Human Hepatotoxicity (H-HT): 0.174
Drug-inuced Liver Injury (DILI): 0.016 AMES Toxicity: 0.106
Rat Oral Acute Toxicity: 0.038 Maximum Recommended Daily Dose: 0.076
Skin Sensitization: 0.948 Carcinogencity: 0.351
Eye Corrosion: 0.854 Eye Irritation: 0.86
Respiratory Toxicity: 0.719
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001584 1.000 D0O1TC 0.846
ENC001920 0.839 D0UE9X 0.754
ENC001589 0.831 D0O1PH 0.662
ENC001099 0.831 D0OR6A 0.605
ENC001660 0.800 D0Z5BC 0.476
ENC001605 0.800 D09SRR 0.451
ENC001583 0.765 D0XN8C 0.450
ENC001554 0.759 D07ILQ 0.393
ENC001591 0.754 D0I4DQ 0.385
ENC001594 0.754 D0E4WR 0.373
*Note: the compound similarity was calculated by RDKIT.