5-Hydroxyindole-3-acetic acid

Details

• Internal ID: 22074e42-ee92-452f-b504-1a7a0b415a2b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives > Indole-3-acetic acid derivatives
• IUPAC Name: 2-(5-hydroxy-1H-indol-3-yl)acetic acid
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=CN2)CC(=O)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=CN2)CC(=O)O
• 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)
• InChI Key: DUUGKQCEGZLZNO-UHFFFAOYSA-N
• Popularity: 12,499 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18 g/mol
• Exact Mass: 191.058243149 g/mol
• Topological Polar Surface Area (TPSA): 73.30 Ų
• XlogP: 1.10

Synonyms

• 54-16-0
• 2-(5-hydroxy-1H-indol-3-yl)acetic acid
• 5-HIAA
• (5-Hydroxy-1H-indol-3-yl)acetic acid
• 5-Hydroxyindoleacetic acid
• 1321-73-9
• 5-Hydroxyindolacetic acid
• 5-Hydroxyheteroauxin
• 1H-Indole-3-acetic acid, 5-hydroxy-
• 5-Oxyindoleacetic acid
• Hydroxyindoleacetic acid
• 5-Hydroxy-IAA
• 5-Hydroxyindol-3-ylacetic acid
• 5-Hydroxy-3-indoleacetic acid
• 5-Hydroxy-1H-indole-3-acetic acid
• 5-Hydroxyindolylacetic acid
• 5-Hydroxyindoleacetate
• Indole-3-acetic acid, 5-hydroxy-
• (5-hydroxyindol-3-yl)acetic acid
• NSC 90432
• CHEBI:27823
• MFCD00005639
• YHC763JY1P
• 5-Hydroxyindol-3-acetic acid
• CHEMBL395915
• NSC-90432
• INDOLEACETIC ACID, 5-HYDROXY-
• 5-hydroxyindole-3-acetic-2,2-d2 acid
• 5-hydroxyindole acetate
• CCRIS 4423
• 5-hydroxy-indole-3-acetic acid
• 56209-31-5
• 5-hydroxyindolylaceticacid
• EINECS 200-195-4
• UNII-YHC763JY1P
• 5-hydroxyindole acetic acid
• BRN 0168797
• 1H-Indoleacetic acid, hydroxy-
• 5-Oxyindoleacetate
• Hydroxyindoleacetate
• 5-22-05-00203 (Beilstein Handbook Reference)
• HID
• 2-(5-hydroxyindol-3-yl)acetic acid
• (5-hydroxy-1H-indol-3-yl)-acetic acid
• 5HIAA
• 5-hydroxy-indole acetate
• Lopac-H-8876
• CBMicro_013565
• 5-Hydroxyindole-3-acetate
• bmse000364
• 5-HO-IAA
• 5-Hydroxy-3-indolylacetate
• 5-Hydroxyindol-3-ylacetate
• 5-hydroxy-Indole-3-acetate
• NCIOpen2_001406
• Lopac0_000636
• Oprea1_139007
• MLS000859593
• SCHEMBL138121
• 5-Hydroxy-1H-indole-3-acetate
• 5-Hydroxyindolyacetic Acid,(S)
• 5-HydroxyindolessigsA currencyure
• 5-hydroxyl indole-3-acetic acid
• GTPL11900
• DTXSID50861582
• 5-hydroxy-indol-3-yl-acetic acid
• HMS2230M10
• HMS3261P14
• HMS3372G16
• NSC90432
• 1H-Indole-3-aceticacid,5-hydroxy-
• Tox21_500636
• BDBM50458878
• (5-Hydroxy-1H-indol-3-yl)aceticacid
• AKOS003382389
• CCG-221940
• CS-W008253
• FD13061
• HY-W008253
• LP00636
• SDCCGSBI-0013441.P003
• NCGC00015522-01
• NCGC00015522-02
• NCGC00015522-03
• NCGC00015522-04
• NCGC00015522-08
• NCGC00094003-01
• NCGC00094003-02
• NCGC00261321-01
• DS-15683
• Indole-3-acetic acid, 5-hydroxy-, 1H-
• PD015273
• SMR000326665
• SY012014
• (5-Hydroxy-1H-indol-3-yl)acetic acid #
• BB 0260171
• EU-0100636
• FT-0620472
• FT-0679205
• H0355
• C05635
• H 8876
• H-6200
• EN300-7407243
• 2-(5-hydroxy-1H-indol-3-yl)acetic acid;5-HIAA
• Q238532
• SR-01000075583
• J-006135
• SR-01000075583-1
• (1-AMINO-1-METHYLPROPYL)PHOSPHONICACIDHYDRATE
• 5-Hydroxyindole-3-acetic acid, >=98% (HPLC), crystalline
• 74C13742-18FA-4D80-8B54-1B85D9463949

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	90.45%	88.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.38%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.32%	94.62%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.81%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.15%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.82%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.27%	89.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.89%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	82.74%	90.20%
CHEMBL1781	P11387	DNA topoisomerase I	82.16%	97.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.20%	99.17%

Plants that contains it

• Griffonia simplicifolia

Cross-Links

• PubChem: 1826
• LOTUS: LTS0188576
• wikiData: Q238532