UCSF

ZINC04474603

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
December 3rd, 2005 22 Yes

Popular Name: Eicosapentaenoic Acid Eicosapentaenoic Acid

Find On: PubMed — Wikipedia — Google

CAS Number: 10417-94-4

Other Names:

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid; (all-Z)-5,8,11,14,17-eicosapentaenoic acid; 5,8,11,14,17-EICOSAPENTAENOIC ACID; EPA; Icosapentaenoic acid; Timnodonic acid; all-cis-5,8,11,14,17-eicosapentaenoic acid; all-cis-icosa-5,8,11,14,17-pent

(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate

(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate; (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid; (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid; 10417-94-4; 5,8,11,14,17-Icosapentaenoic acid; C06428; Eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate; (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid; 5,8,11,14,17-Eicosapentaenoate; 5,8,11,14,17-Eicosapentaenoic acid; 5,8,11,14,17-Icosapentaenoate; 5,8,11,14,17-Icosapentaenoic acid; 5Z,8Z,11Z,14Z,17Z-Eicosapentaenoate; 5Z

(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate; 5Z8Z11Z14Z17Z-EICOSAPENTAENOATE; eicosapentaenoate; eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate; all-cis-5,8,11,14,17-eicosapentaenoate; all-cis-5,8,11,14,17-icosapentaenoate; cis-Delta(5,8,11,14,17)-eicosapentaenoate

(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate;(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid;5,8,11,14,17-Eicosapentaenoate;5,8,11,14,17-Eicosapentaenoic acid;5,8,11,14,17-Icosapentaenoate;5,8,11,14,17-Icosapentaenoic acid;5Z,8Z,11Z,14Z,17Z-Eicosapentaenoate;5Z,8Z,11Z

(5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid

(5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid; Timnodonic acid; C20:5n-3,6,9,12,15

(all-cis)-5,8,11,14,17-Eicosapentaenoic acid

(all-Z)-5,8,11,14,17-Eicosapentaenoic acid

(all-Z)-delta5,8,11,14,17-Eicosapentaenoic acid

(Z,Z,Z,Z,Z)-5,8,11,14,17-eicosapentaenoic acid

10417-94-4

10417-94-4; D08061; Eicosapentaenoic acid; Icosapent (INN)

1553-41-9

25377-48-4

3gwx

44864_FLUKA

5,8,11,14,17-EICOSAPENTAENOIC ACID

5,8,11,14,17-Eicosapentaenoic acid (6CI)

5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-

5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)- (9CI)

5,8,11,14,17-Eicosapentaenoic acid, (all-Z)-

5,8,11,14,17-Eicosapentaenoic acid, (all-Z)- (8CI)

5,8,11,14,17-Icosapentaenoic acid

5c,8c,11c,14c,17c-Eicosapentaenoic Acid [10417-94-4]

5c,8c,11c,14c,17c-EICOSAPENTAENOIC ACID; [10417-94-4]

5Z,8Z,11Z,14Z,17Z-Eicosapentaenoic acid

7F8BF016-B146-4F72-A52E-B9298BA3A9AB

AC1L9JFR

all cis-5,8,11,14,17-Eicosapentaenoic Acid

all cis-5,8,11,14,17-Icosapentaenoic Acid

all-cis-5,8,11,14,17-icosapentaenoate

all-cis-5,8,11,14,17-icosapentaenoic acid

all-cis-icosa-5,8,11,14,17-pentaenoic acid

BML3-B01

BRD-K47192521-001-02-1

BSPBio_001328

C06428

C20:5 omega-3

CCRIS 3279

CHEBI:28364

CHEBI:42328; CHEBI:23901; CHEBI:4764

CHEMBL460026

CID446284

cis, cis, cis, cis, cis-eicosa-5,8,11,14,17-pentaenoic acid

cis-5,8,11,14,17-Eicosapentaenoic acid

cis-5,8,11,14,17-EPA

cis-Delta(5,8,11,14,17)-eicosapentaenoic acid

D08061

DAP000969

DB00159

DNC013628

E0441

E2011_SIGMA

E7006_SIGMA

Eicosa-5Z,8Z,11Z,14Z,17Z-pentaenoic Acid (20:5, n-3)

EICOSAPENTAENOIC ACID (20:5 n-3)

Eicosapentaenoic acid, 5,8,11,14,17-(Z,Z,Z,Z,Z)-

EPA

HMS1361C10

HMS1791C10

HMS1989C10

Icosapent

Icosapent (INN); Omega-3 Marine Triglycerides (BAN)

icosapent; icosapento; icosapentum

Icosapentaenoic acid

Icosapento

Icosapento [INN-Spanish]

Icosapentum

Icosapentum [INN-Latin]

IDI1_033798

L001256

LMFA01030759

MFCD00065716

MolPort-003-933-180

NCGC00161344-01

NCGC00161344-02

NCGC00161344-03

NCGC00161344-04

Timnodonic acid

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 5.40 14.61 -44.22 0 2 -1 40 301.45 13 ↓
Lo Low (pH 4.5-6) 5.40 12.63 -6.05 1 2 0 37 302.458 13 ↓

Vendor Notes

Note Type Comments Provided By
M.P 54--53 °C Indofine
ALOGPS_SOLUBILITY 2.89e-04 g/l DrugBank-nutriceuticals
Patent Database Links EP1544281; US2006035350 ChEBI
UniProt Database Links FADS1_HUMAN; FADS1_MOUSE; FADS1_PAPAN; FADS1_RAT; FAT1_CAEEL; FAT2_CAEEL; MBOA7_CAEBR; MBOA7_CAEEL; PFI_PTIFI; TIMP1_HUMAN; TIMP1_MOUSE ChEBI
UniProt Database Links PFI_PTIFI ChEBI
Reactome Database Links REACT_19175; REACT_21408 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
PGH2-6-E Cyclooxygenase-2 (cluster #6 Of 8), Eukaryotic Eukaryotes 7100 0.33 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
PGH2_SHEEP P79208 Cyclooxygenase-2, Sheep 7100 0.33 Binding ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Activation of gene expression by SREBF (SREBP)
BMAL1:CLOCK,NPAS2 activates circadian gene expression
Circadian Clock
Free fatty acid receptors
PPARA activates gene expression
Regulation of lipid metabolism by Peroxisome proliferator-activated receptor alp
REV-ERBA represses gene expression
RORA activates circadian gene expression
Synthesis, secretion, and inactivation of Glucagon-like Peptide-1 (GLP-1)
Transcriptional activation of mitochondrial biogenesis
Transcriptional regulation of white adipocyte differentiation
YAP1- and WWTR1 (TAZ)-stimulated gene expression

Analogs ( Draw Identity 99% 90% 80% 70% )