Natural Product: ENC001103

NPs Basic Information

Download MOL File
Name
Icosapent
Molecular Formula C20H30O2
IUPAC Name*
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChIKey
JAZBEHYOTPTENJ-JLNKQSITSA-N
Synonyms
Eicosapentaenoic acid; Timnodonic acid; Icosapent; 10417-94-4; Icosapentaenoic acid; EPA; cis-5,8,11,14,17-Eicosapentaenoic acid; (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid; Icosapento; Icosapentum; 5,8,11,14,17-EICOSAPENTAENOIC ACID; eicosapentaenoate; 5Z,8Z,11Z,14Z,17Z-Eicosapentaenoic acid; (all-Z)-5,8,11,14,17-Eicosapentaenoic acid; Icosapent [INN]; (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid; 5,8,11,14,17-Icosapentaenoic acid; Ropufa 70; CCRIS 3279; Incromega e 7010sr; AAN7QOV9EA; (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid; (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid; EPA 45G; CHEMBL460026; (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate; all-cis-5,8,11,14,17-icosapentaenoic acid; CHEBI:28364; all-cis-5,8,11,14,17-eicosapentaenoic acid; all-cis-icosa-5,8,11,14,17-pentaenoic acid; Icosapent (INN); cis-Delta(5,8,11,14,17)-eicosapentaenoic acid; 5,8,11,14,17-Eicosapentaenoic acid, (all-Z)-; Eicosapentaenoic acid (c20:5 n3); EPA;Timnodonic acid; Icosapentaenoate; (all-Z)-delta5,8,11,14,17-Eicosapentaenoic acid; C20:5n-3,6,9,12,15; cis-5,8,11,14,17-EPA; FA 20:5; NCGC00161344-03; C20:5 (n-3); EICOSAPENTAENOIC ACID (20:5 n-3); Eicosa-5Z,8Z,11Z,14Z,17Z-pentaenoic Acid (20:5, n-3); Miraxion; Eicosapentanoic acid; Eye Q; Eye-Q; 5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-; EPA [drug]; UNII-AAN7QOV9EA; 1553-41-9; Icosapentum [INN-Latin]; Icosapento [INN-Spanish]; (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate; Timnodonate; 3gwx; all cis-5,8,11,14,17-Eicosapentaenoic Acid; MFCD00065716; all-cis-icosapentaenoate; all-cis-icosapentaenoic acid; DSSTox_CID_21023; DSSTox_RID_79612; DSSTox_GSID_41023; SCHEMBL20469; BSPBio_001328; BML3-B01; GTPL3362; DTXSID9041023; EICOSAPENTAENOIC ACID [MI]; HMS1361C10; HMS1791C10; HMS1989C10; HMS3402C10; HMS3649D19; HY-B0660; ZINC4474603; 5,8,11,14,17-Icosapentaenoate; EICOSAPENTAENOIC ACID [INCI]; Tox21_111991; 5,8,11,14,17-Eicosapentaenoate; BDBM50242349; EICOSAPENTAENOIC ACID [VANDF]; LMFA01030759; s6476; EICOSAPENTAENOIC ACID [MART.]; AKOS027470327; EICOSAPENTAENOIC ACID [USP-RS]; EICOSAPENTAENOIC ACID [WHO-DD]; CCG-207957; CCG-208136; DB00159; cis-5,8,11,14,17-eicosapentaenoate; IDI1_033798; NCGC00161344-01; NCGC00161344-02; NCGC00161344-04; NCGC00161344-07; 5Z,8Z,11Z,14Z,17Z-Eicosapentaenoate; AC-31072; AS-53730; CAS-10417-94-4; E0441; 5,8,11,14,17-Eicosapentaenoic acid (6CI); all cis-5,8,11,14,17-Icosapentaenoic Acid; C06428; D08061; P16966; EN300-7403855; (all-cis)-5,8,11,14,17-Eicosapentaenoic acid; EICOSAPENTAENOIC ACID (EPA) (C20:5 N3); L001256; Q409990; SR-01000946647; FA(20:5(5Z,8Z,11Z,14Z,17Z)); J-001125; SR-01000946647-1; z,z,z,z,z-eicosa-5,8,11,14,17-pentaenoic acid; (Z,Z,Z,Z,Z)-5,8,11,14,17-eicosapentaenoic acid; BRD-K47192521-001-02-1; cis-5,8,11,14,17-Eicosapentaenoic acid, >=99%; 7F8BF016-B146-4F72-A52E-B9298BA3A9AB; C20H30O2 (cis-5,8,11,14,17-eicosapentaenoic acid); Eicosapentaenoic acid, 5,8,11,14,17-(Z,Z,Z,Z,Z)-; 5,8,11,14,17-Eicosapentaenoic acid, (all-Z)- (8CI); cis-5,8,11,14,17-Eicosapentaenoic acid, >=85%, liquid; cis-5,8,11,14,17-Eicosapentaenoic acid, analytical standard; (5Z,8Z,11 Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid; (5Z,8Z,11Z,14Z,17Z)-eicosa-5,8,11,14,17-pentaenoic acid; cis, cis, cis, cis, cis-eicosa-5,8,11,14,17-pentaenoic acid; 5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)- (9CI); cis-5,8,11,14,17-Eicosapentaenoic acid, 500 mug/mL in ethanol, certified reference material
CAS 10417-94-4
PubChem CID 446284
ChEMBL ID CHEMBL460026
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty acids and conjugate
          • Direct Parent: Long-chain fatty acids

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: 302.5 ALogp: 5.6
HBD: 1 HBA: 2
Rotatable Bonds: 13 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 0
Heavy Atoms: 22 QED Weighted: 0.332

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.322 MDCK Permeability: 0.00021600
Pgp-inhibitor: 0 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.044 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.001 Plasma Protein Binding (PPB): 100.31%
Volume Distribution (VD): 0.671 Fu: 0.72%

ADMET: Metabolism

CYP1A2-inhibitor: 0.09 CYP1A2-substrate: 0.874
CYP2C19-inhibitor: 0.067 CYP2C19-substrate: 0.165
CYP2C9-inhibitor: 0.113 CYP2C9-substrate: 0.989
CYP2D6-inhibitor: 0.134 CYP2D6-substrate: 0.951
CYP3A4-inhibitor: 0.081 CYP3A4-substrate: 0.081

ADMET: Excretion

Clearance (CL): 2.471 Half-life (T1/2): 0.941

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.271
Drug-inuced Liver Injury (DILI): 0.004 AMES Toxicity: 0.975
Rat Oral Acute Toxicity: 0.001 Maximum Recommended Daily Dose: 0.429
Skin Sensitization: 0.958 Carcinogencity: 0.895
Eye Corrosion: 0.051 Eye Irritation: 0.312
Respiratory Toxicity: 0.875
*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
ENC001098 0.808 D0Q5XX 0.808
ENC001094 0.703 D0G2MW 0.784
ENC001549 0.622 D0UE9X 0.558
ENC001945 0.524 D0O1TC 0.518
ENC001857 0.449 D0PS6X 0.389
ENC001661 0.447 D0G7WY 0.333
ENC001584 0.412 D06FEA 0.294
ENC001535 0.412 D0O1PH 0.265
ENC001662 0.363 D0OR6A 0.263
ENC001920 0.333 D09SRR 0.255
*Note: the compound similarity was calculated by RDKIT.