Natural Product: ENC001098

NPs Basic Information

Download MOL File
Name
Docosahexaenoic Acid
Molecular Formula C22H32O2
IUPAC Name*
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O
InChI
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChIKey
MBMBGCFOFBJSGT-KUBAVDMBSA-N
Synonyms
Docosahexaenoic acid; Doconexent; 6217-54-5; Cervonic acid; cis-4,7,10,13,16,19-Docosahexaenoic acid; Docosahexaenoate; (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid; all-cis-DHA; Doconexento; Doconexentum; Doxonexent; AquaGrow Advantage; all-Z-Docosahexaenoic acid; Doconexent [INN]; Martek DHA HM; Ropufa 60; all-cis-4,7,10,13,16,19-Docosahexaenoic acid; (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid; Docosaheaenoic-acid; Docosahexaenoic acid (all-Z); CCRIS 7670; all-cis-docosa-4,7,10,13,16,19-hexaenoic acid; ZAD9OKH9JC; DOCOSAHEXANOIC ACID; (all-Z)-4,7,10,13,16,19-Docosahexaenoic acid; DOCOSA-4,7,10,13,16,19-HEXAENOIC ACID; (4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-Docosahexaenoic acid; CHEMBL367149; docosahexaenoic acid(DHA); CHEBI:28125; delta4,7,10,13,16,19-Docosahexaenoic acid; 4-cis,7-cis,10-cis,13-cis,16-cis,19-cis-Docosahexaenoic acid; 4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid; Docosahexaenoic acid (c22:6 n3); OMEGA-3 MARINE TRIGLYCERIDES; MFCD00065722; 4,7,10,13,16,19-Docosahexaenoic acid, (all-Z)-; FA 22:6; efalex; NCGC00161345-04; C22:6 (n-3); DOCOSAHEXAENOIC ACID (22:6 n-3); 22:6 n-3; 22:6(n-3); cis-4,7,10,13,16,19-Docosahexanoic acid; 4,7,10,13,16,19-Docosahexaenoic acid; C22:6n-3,6,9,12,15,18; Monolife 50; Marinol D 50TG; SR-05000002130; UNII-ZAD9OKH9JC; Doconexentum [INN-Latin]; Doconexento [INN-Spanish]; DHA-[21,21,22,22,22-d5]; Cervonate; DTXSID5040465; 1fdq; Algal DHA; Docohexanenoic Acid; Docosahexanenoic acid; all-Z-Docosahexaenoate; Spectrum5_002062; Docosahexaenoic acid (6CI); DSSTox_CID_20465; DSSTox_RID_79498; DSSTox_GSID_40465; SCHEMBL19577; BSPBio_001298; Docoshexaenoic Acid (Powder); MLS004773950; BML3-B02; GTPL1051; Retriacyl (proposed trade name); BCBcMAP01_000145; DOCOSAHEXAENOIC ACID [MI]; HMS1361A20; HMS1791A20; HMS1989A20; HMS3402A20; HMS3649J15; DOCOSAHEXAENOIC ACID [INCI]; HY-B2167; ZINC4474564; DOCOSAHEXAENOIC ACID [VANDF]; Tox21_111992; BDBM50210259; DOCOSAHEXAENOIC ACID [MART.]; LMFA01030185; DOCOSAHEXAENOIC ACID [USP-RS]; DOCOSAHEXAENOIC ACID [WHO-DD]; AKOS015962159; AC-1010; CCG-207958; CCG-208135; CS-6261; DB03756; KL-0761; IDI1_033768; 4,7,10,13,16,19-Docosahexaenoate; NCGC00161345-01; NCGC00161345-02; NCGC00161345-03; NCGC00161345-05; NCGC00161345-07; all cis- Docosahexaenoic acid (cis-DHA); SMR001881493; CAS-6217-54-5; cis-4,7,10,13,16,19-Docosahexanoate; D2226; S6454; C06429; H10987; AB01563379_01; DOCOSAHEXAENOIC ACID (DHA) (C22:6 N3); 217D545; Q423345; SR-05000002130-1; SR-05000002130-4; BRD-K39965020-001-02-6; 4,7,10,13,16,19-Docosahexaenoic acid, (all cis)-; A320050000; cis-4,7,10,13,16,19-Docosahexaenoic acid, >=98%; FA(22:6(4Z,7Z,10Z,13Z,16Z,19Z)); z,z,z,z,z,z-docosa-4,7,10,13,16,19-hexaenoic acid; (all-Z)-4,7,10,13,16,19-Docosahexaenoic Acid, DHA; 800E8E72-BBF4-46F7-A60B-B8F2B54669C7; C22H32O2 (cis-4,7,10,13,16,19-docosahexaenoic acid); 4,7,10,13,16,19-Docosahexaenoic acid, (all-Z)- (8CI); cis-4,7,10,13,16,19-Docosahexaenoic acid, analytical standard; Docosa-4Z,7Z,10Z,13Z,16Z,19Z-hexaenoic Acid (22:6, n-3); (4Z,7Z,10Z,13Z,16Z, 19Z)-docosa-4,7,10,13,16,19-hexaenoic acid; (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4, 7,10,13,16,19-hexaenoic acid; (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19- hexaenoic acid; cis-4,7,13,16,19-Docosahexaenoic acid (stabilized with vitamine E); 4,7,10,13,16,19-Docosahexaenoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)- (9CI); 1024594-51-1; 25377-50-8; cis-4,7,10,13,16,19-Docosahexaenoic acid, 500 mug/mL in ethanol, certified reference material
CAS 6217-54-5
PubChem CID 445580
ChEMBL ID CHEMBL367149
*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: Very long-chain fatty aci

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: 328.5 ALogp: 6.2
HBD: 1 HBA: 2
Rotatable Bonds: 14 Lipinski's rule of five: Rejected
Polar Surface Area: 37.3 Aromatic Rings: 0
Heavy Atoms: 24 QED Weighted: 0.369

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.304 MDCK Permeability: 0.00039038
Pgp-inhibitor: 0 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.058 20% Bioavailability (F20%): 1
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0 Plasma Protein Binding (PPB): 100.76%
Volume Distribution (VD): 0.851 Fu: 0.82%

ADMET: Metabolism

CYP1A2-inhibitor: 0.069 CYP1A2-substrate: 0.871
CYP2C19-inhibitor: 0.082 CYP2C19-substrate: 0.121
CYP2C9-inhibitor: 0.112 CYP2C9-substrate: 0.991
CYP2D6-inhibitor: 0.18 CYP2D6-substrate: 0.962
CYP3A4-inhibitor: 0.131 CYP3A4-substrate: 0.081

ADMET: Excretion

Clearance (CL): 1.999 Half-life (T1/2): 0.949

ADMET: Toxicity

hERG Blockers: 0.031 Human Hepatotoxicity (H-HT): 0.286
Drug-inuced Liver Injury (DILI): 0.002 AMES Toxicity: 0.979
Rat Oral Acute Toxicity: 0 Maximum Recommended Daily Dose: 0.532
Skin Sensitization: 0.964 Carcinogencity: 0.918
Eye Corrosion: 0.024 Eye Irritation: 0.301
Respiratory Toxicity: 0.876
*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
ENC001103 0.808 D0Q5XX 1.000
ENC001094 0.571 D0G2MW 0.663
ENC001549 0.518 D0UE9X 0.465
ENC001945 0.426 D0O1TC 0.435
ENC001661 0.387 D0PS6X 0.430
ENC001857 0.364 D0G7WY 0.365
ENC001584 0.340 D06FEA 0.232
ENC001535 0.340 D0OR6A 0.230
ENC001662 0.322 D03ZFG 0.228
ENC001920 0.286 D0O1PH 0.216
*Note: the compound similarity was calculated by RDKIT.