General Information of the Compound
Compound ID
CP0053242
Compound Name
5-Hydroxyindolacetic Acid
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Synonyms
(5-Hydroxy-1H-indol-3-yl)acetic acid
1321-73-9
1H-Indole-3-acetic acid, 5-hydroxy-
2-(5-hydroxy-1H-indol-3-yl)acetic acid
5-HIAA
5-Hydroxy-1H-indole-3-acetic acid
5-Hydroxy-3-indoleacetic acid
5-Hydroxy-IAA
5-Hydroxyheteroauxin
5-Hydroxyindol-3-ylacetic acid
5-Hydroxyindolacetic acid
5-Hydroxyindole-3-acetic acid
5-Hydroxyindoleacetate
5-Hydroxyindoleacetic acid
5-Hydroxyindolylacetic acid
5-Oxyindoleacetic acid
5-hydroxy-1H-indole-3-acetic acid
54-16-0
Hydroxyindoleacetic acid
Indole-3-acetic acid, 5-hydroxy-
NSC 90432
UNII-YHC763JY1P
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Structure
Formula
C10H9NO3
Molecular Weight
191.186
Canonical SMILES
OC(=O)Cc1c[nH]c2ccc(O)cc12
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InChI
InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)
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InChIKey
DUUGKQCEGZLZNO-UHFFFAOYSA-N
CAS
113303-91-6
1321-73-9
99155-61-0
Physicochemical Property
logP
1.5006
Rotatable Bonds
2
Heavy Atom Count
14
Polar Areas
73.32
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
2
Complexity
14

"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: 1826
SID: 15042342
ChEMBL ID
CHEMBL395915
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: PT06109, Geminin
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480
 Cell Line Info 
Homo sapiens (Human)  1
1
Potency ~ 11220.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080
 Cell Line Info 
Homo sapiens (Human)  1
1
Potency ~ 18356.4 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT05061, Uracil nucleotide/cysteinyl leukotriene receptor
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000094 1321N1
 Cell Line Info 
Homo sapiens (Human)  1
1
IC50 > 30000 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( 5-hydroxy-1H-indole-3-acetic acid )
Drug Name 5-hydroxy-1H-indole-3-acetic acid
Target(s)
DNA topoisomerase I (TOP1)
 Target Info 
Binder