Natural Product: ENC001549

NPs Basic Information

Download MOL File
Name
Linolenic Acid
Molecular Formula C18H30O2
IUPAC Name*
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
SMILES
CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O
InChI
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
InChIKey
DTOSIQBPPRVQHS-PDBXOOCHSA-N
Synonyms
linolenic acid; alpha-Linolenic acid; 463-40-1; linolenate; (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid; a-Linolenic acid; cis,cis,cis-9,12,15-Octadecatrienoic acid; all-cis-9,12,15-Octadecatrienoic acid; alpha-Lnn; (Z,Z,Z)-9,12,15-Octadecatrienoic acid; 9-cis,12-cis,15-cis-Octadecatrienoic acid; 9,12,15-Octadecatrienoic acid, (Z,Z,Z)-; (9,12,15)-linolenic acid; .alpha.-Linolenic acid; (9Z,12Z,15Z)-Octadecatrienoic acid; 9Z,12Z,15Z-Octadecatrienoic acid; Industrene 120; CCRIS 656; 9,12,15-Octadecatrienoic acid; CHEMBL8739; cis-delta9,12,15-Octadecatrienoic acid; AI3-23986; cis-Delta(9,12,15)-octadecatrienoic acid; (Z,Z,Z)-Octadeca-9,12,15-trienoic acid; 68424-45-3; CHEBI:27432; 0RBV727H71; NSC-2042; LINOLENIC ACID (18:3 n-3); FA 18:3; 9,12,15-all-cis-Octadecatrienoic acid; NCGC00091058-04; Linolenic acid 10 microg/mL in Methanol; cis-9,cis-12,cis-15-Octadecatrienoic acid; DSSTox_CID_5506; cis-9, cis-12, cis-15-octadecatrienoic acid; DSSTox_RID_77815; DSSTox_GSID_25506; 29857-63-4; 9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)-, dimer; 9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)-; alpha-LA; CAS-463-40-1; SMR000857336; C18:3n-3,6,9; alpha Linolenic Acid; (9Z,12Z,15Z)-Octadecatrienoate; Linolenic acid, crude; Linolenic acid (8CI); cis,cis,cis-9,12,15-octadecatrienoate; UNII-0RBV727H71; a-Linolenate; cis-9,12,15-octadecatrienoic acid; cis,cis-9,12,15-Octadecatrienoic acid; (9Z,12Z,15Z)-9,12,15-Octadecatrienoic acid; NSC 2042; alpha-linolenic-acid; EINECS 207-334-8; MFCD00065720; alpha -linolenic acid; C18:3; Linolenic acid, >=99%; alpha-Linolenic Acid tech.; LINOLENIC ACID [MI]; (9Z,12Z,15Z)octadeca-9,12,15-trienoic acid; SCHEMBL15282; 9,12,15-Octadecatrienoate; BSPBio_001376; MLS001336029; MLS001336030; MLS002454413; LINOLENIC ACID [INCI]; LINOLENIC ACID [VANDF]; BML3-B05; GTPL1049; LINOLENIC ACID [MART.]; Linolenic acid, ~70% (GC); DTXSID7025506; LINOLENIC ACID [WHO-DD]; cid_5280934; cis-9,12,15-octadecatrienoate; NSC2042; FA005; HMS1361E18; HMS1791E18; HMS1989E18; HMS2233C13; HMS3402E18; HMS3649H05; Linolenic acid, analytical standard; CMC_7371; HY-N0728; ZINC3802189; all-cis-9,15-Octadecatrienoic acid; Tox21_111071; Tox21_201727; Tox21_303322; all-cis-9,12,15-Octadecatrienoate; BDBM50240347; LMFA01030152; Octadeca-9Z,12Z,15Z-trienoic acid; AKOS016008598; DB00132; (Z,Z,Z)-9,12,15-Octadecatrienoate; 9-cis,12-cis,15-cis-octadecatrienoate; IDI1_033846; NCGC00091058-01; NCGC00091058-02; NCGC00091058-05; NCGC00091058-06; NCGC00091058-07; NCGC00091058-08; NCGC00091058-09; NCGC00091058-10; NCGC00257192-01; NCGC00259276-01; (all-Z)-9,12,15-Octadecatrienoic acid; 9,15-Octadecatrienoic acid, (Z,Z,Z)-; AC-33768; AS-57338; FEMA NO. 3380, LINOLENIC ACID-; ALPHA-LINOLENIC ACID (C18:3 N3); 9(Z),12(Z),15(Z)-Octadecatrienoic acid; CS-0009741; L0050; C18:3 (N-3); cis,cis,cis-octadeca-9,12,15-trienoic acid; FA(18:3(9Z,12Z,15Z)); Octadecatrienoic acid, 9,12,15-(Z,Z,Z)-; C06427; Linolenic acid, Vetec(TM) reagent grade, 98%; VITAMIN F COMPONENT ALPHA LINOLENIC ACID; EN300-6734316; L000707; Q256502; SR-01000838327; SR-01000838327-2; 18:3(N-3); 2DCD0473-E5CC-47BB-A0A4-95899AFF6C4B; BRD-K33396764-001-02-0; 9,12,15-Octadecatrienoic acid, (9Z,12Z,15Z)- (9CI); LINOLENIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]; alpha-Linolenic acid, 1.0 mg/mL in ethanol, certified reference material
CAS 463-40-1
PubChem CID 5280934
ChEMBL ID CHEMBL8739
*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: 278.4 ALogp: 5.9
HBD: 1 HBA: 2
Rotatable Bonds: 13 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 0
Heavy Atoms: 20 QED Weighted: 0.341

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.191 MDCK Permeability: 0.00008040
Pgp-inhibitor: 0 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.004 Plasma Protein Binding (PPB): 98.90%
Volume Distribution (VD): 0.544 Fu: 0.53%

ADMET: Metabolism

CYP1A2-inhibitor: 0.194 CYP1A2-substrate: 0.79
CYP2C19-inhibitor: 0.08 CYP2C19-substrate: 0.183
CYP2C9-inhibitor: 0.216 CYP2C9-substrate: 0.989
CYP2D6-inhibitor: 0.065 CYP2D6-substrate: 0.921
CYP3A4-inhibitor: 0.072 CYP3A4-substrate: 0.057

ADMET: Excretion

Clearance (CL): 3.274 Half-life (T1/2): 0.898

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.253
Drug-inuced Liver Injury (DILI): 0.014 AMES Toxicity: 0.758
Rat Oral Acute Toxicity: 0.011 Maximum Recommended Daily Dose: 0.202
Skin Sensitization: 0.947 Carcinogencity: 0.672
Eye Corrosion: 0.464 Eye Irritation: 0.584
Respiratory Toxicity: 0.81
*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
ENC001535 0.676 D0O1TC 0.791
ENC001584 0.676 D0UE9X 0.781
ENC001094 0.667 D0Q5XX 0.518
ENC001661 0.625 D0G2MW 0.500
ENC001103 0.622 D0Z5BC 0.453
ENC001554 0.594 D0O1PH 0.447
ENC001945 0.564 D0OR6A 0.423
ENC001920 0.562 D09SRR 0.375
ENC001552 0.562 D0E4WR 0.373
ENC001857 0.557 D0XN8C 0.349
*Note: the compound similarity was calculated by RDKIT.