General Information of the Compound
Compound ID
CP0018902
Compound Name
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
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Synonyms
(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
(all-Z)-5,8,11,14-Eicosatetraenoic acid
27YG812J1I
5,8,11,14-Eicosatetraenoic acid, (all-Z)-
506-32-1
5Z,8Z,11Z,14Z-eicosatetraenoic acid
Arachidonic Acid
Arachidonic Acid, 99%
CHEBI:15843
CHEMBL15594
Immunocytophyte
UNII-27YG812J1I
YZXBAPSDXZZRGB-DOFZRALJSA-N
all-cis-5,8,11,14-eicosatetraenoic acid
arachidonate
arachidonic acid
cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid
cis-5,8,11,14-Eicosatetraenoic acid
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Structure
Formula
C20H32O2
Molecular Weight
304.474
Canonical SMILES
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
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InChI
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
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InChIKey
YZXBAPSDXZZRGB-DOFZRALJSA-N
CAS
93444-49-6
Physicochemical Property
logP
6.2167
Rotatable Bonds
14
Heavy Atom Count
22
Polar Areas
37.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Complexity
22

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 444899
SID: 14800661
ChEMBL ID
CHEMBL15594
DrugBank ID
DB04557
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT03566, Solute carrier organic anion transporter family member 1B1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 602.56 nM
   TI
   LI
   LO
   TS
2
Ki = 330 nM
   TI
   LI
   LO
   TS
Protein ID: PT03657, Solute carrier organic anion transporter family member 1B3
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 1071.52 nM
   TI
   LI
   LO
   TS
2
Ki = 820 nM
   TI
   LI
   LO
   TS
Protein ID: PT06205, Solute carrier organic anion transporter family member 2A1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  1
1
Km = 96000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06137, Transient receptor potential cation channel subfamily V member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Arachidonic Acid )
Drug Name Arachidonic Acid
Target(s)
Prostaglandin G/H synthase 1 (COX-1)
Inhibitor