UCSF

ZINC03809850

Substance Information

In ZINC since Heavy atoms Benign functionality
December 7th, 2005 25 Yes

CAS Numbers: 924894-98-4 , 94421-68-8

Other Names:

(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide; (all-Z)-N-(2-hydroxyethyl)-5,8,11,14-eicosatetraenamide; Anandamide; Arachidonylethanolamide; N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide; N-arachidonoyl-2-hydroxyethylamide; anandamide

(5Z,8Z,11Z,14Z)-N-(2-hydroxyethyl)icosa-5,8,11,14-tetraenamide; 94421-68-8; AnNH; CPD-7598; N-arachidonoyl ethanolamine; anandamide; arachidonoyl-EA; arachidonylethanolamide

5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z)-; 5,8,11,14-Eicosatetraenamide, N-(2-hydroxyethyl)-, (all-Z)-; 5,8,11,14-Eicosatetraenoylethanolamide; 5,8,11,14-eicosatetraenamide, N-(2-hydroxyethyl)-; Anandamide; Anandamide (20.4, n-6)

5,8,11,14-Eicosatetraenoylethanolamide;AEA;Anandamide;Anandamide (20.4, N-6);Anandamide(20:4, N-6);Arachidonic acid N-(hydroxyethyl)amide;Arachidonylethanolamide;N-(2-Hydroxyethyl)-5,8,11,14-Eicosatetraenamide (all-Z);N-(2-Hydroxyethyl)anachidonamide;N-(5

94421-68-8; AEA; Anandamide; Arachidonylethanolamide; C11695; N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-ethanolamide

AEA

Anandamide (20:4, n-6)

Anandamide; Anandamide(20:4, n-6); N-arachidonoyl ethanolamine; arachidonoylethanolamide; Arachidonoyl-EA; Arachidonoyl ethanolamide; AEA

Arachidonoyl Ethanolamide

Arachidonoyl Ethanolamide-d8

Arachidonoyl-EA(d8)

Arachidonoyl-ethanolamine(d8)

Arachidonylethanolamide

BRD-K42352790-001-03-8

DNC000210

MFCD00153766

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-ethanolamine(d8)

Download: MOL2 SDF SMILES Flexibase

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) 5.65 10.06 -9.33 2 3 0 49 347.543 16

Vendor Notes

Note Type Comments Provided By
UniProt Database Links ABHD4_BOVIN; ABHD4_HUMAN; ABHD4_MOUSE; CNR1_FELCA; CNR1_HUMAN; CNR1_MACMU; CNR1_MOUSE; CNR1_PANTR; CNR1_RAT; FAAH1_CAEEL; FAAH1_HUMAN; FAAH1_MOUSE; FAAH1_PIG; FAAH1_RAT; FAAH2_HUMAN; FAAH_ARATH; FAH2A_DANRE; FAH2B_DANRE; HRSL5_HUMAN; HRSL5_MOUSE; NAPEP_BO ChEBI
Patent Database Links EP1645270; EP1775286; US2002091153; US2002187542; US2004048907; US2004122089; US2004265958; US2006281742; US2007244200; US2007248702; US2007254862; US2007254863; WO2007124169; WO2007125048; WO2007125049 ChEBI
Reactome Database Links REACT_18279 ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CNR1-3-E Cannabinoid CB1 Receptor (cluster #3 Of 5), Eukaryotic Eukaryotes 89 0.39 Binding ≤ 10μM
CNR2-2-E Cannabinoid CB2 Receptor (cluster #2 Of 3), Eukaryotic Eukaryotes 78 0.40 Binding ≤ 10μM
FAAH1-6-E Anandamide Amidohydrolase (cluster #6 Of 7), Eukaryotic Eukaryotes 3000 0.31 Binding ≤ 10μM
TRPV1-3-E Vanilloid Receptor (cluster #3 Of 3), Eukaryotic Eukaryotes 169 0.38 Binding ≤ 10μM
TRPV1-3-E Vanilloid Receptor (cluster #3 Of 4), Eukaryotic Eukaryotes 490 0.35 Functional ≤ 10μM
Z50594-4-O Mus Musculus (cluster #4 Of 9), Other Other 53 0.41 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CNR1_MOUSE P47746 Cannabinoid CB1 Receptor, Mouse 360 0.36 Binding ≤ 1μM
CNR1_HUMAN P21554 Cannabinoid CB1 Receptor, Human 11 0.45 Binding ≤ 1μM
CNR1_RAT P20272 Cannabinoid CB1 Receptor, Rat 132 0.39 Binding ≤ 1μM
CNR2_RAT Q9QZN9 Cannabinoid CB2 Receptor, Rat 25 0.43 Binding ≤ 1μM
CNR2_MOUSE P47936 Cannabinoid CB2 Receptor, Mouse 370 0.36 Binding ≤ 1μM
CNR2_HUMAN P34972 Cannabinoid CB2 Receptor, Human 168 0.38 Binding ≤ 1μM
TRPV1_RAT O35433 Vanilloid Receptor, Rat 169 0.38 Binding ≤ 1μM
FAAH1_RAT P97612 Anandamide Amidohydrolase, Rat 3000 0.31 Binding ≤ 10μM
FAAH1_HUMAN O00519 Anandamide Amidohydrolase, Human 3400 0.31 Binding ≤ 10μM
CNR1_MOUSE P47746 Cannabinoid CB1 Receptor, Mouse 360 0.36 Binding ≤ 10μM
CNR1_HUMAN P21554 Cannabinoid CB1 Receptor, Human 11 0.45 Binding ≤ 10μM
CNR1_RAT P20272 Cannabinoid CB1 Receptor, Rat 132 0.39 Binding ≤ 10μM
CNR2_RAT Q9QZN9 Cannabinoid CB2 Receptor, Rat 25 0.43 Binding ≤ 10μM
CNR2_MOUSE P47936 Cannabinoid CB2 Receptor, Mouse 1926 0.32 Binding ≤ 10μM
CNR2_HUMAN P34972 Cannabinoid CB2 Receptor, Human 168 0.38 Binding ≤ 10μM
TRPV1_RAT O35433 Vanilloid Receptor, Rat 169 0.38 Binding ≤ 10μM
Z50594 Z50594 Mus Musculus 52 0.41 Functional ≤ 10μM
TRPV1_HUMAN Q8NER1 Vanilloid Receptor, Human 200 0.38 Functional ≤ 10μM

Direct Reactome Annotations (via ChEBI)

Description Species
Class A/1 (Rhodopsin-like receptors)

Reactome Annotations from Targets (via Uniprot)

Description Species
Class A/1 (Rhodopsin-like receptors)
G alpha (i) signalling events
TRP channels

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