chempirical

5-Hydroxyindoleacetic acid

C10H9NO3CAS 54-16-0191.19 g/mol

Open in Covalent MOL file
OHONHOH
Carboxylic acidPhenol

Properties

Molecular formula
C10H9NO3
Molar mass
191.19 g/mol
Exact mass
191.0582 Da
Melting point
162 °C (decomposes)
logP
1.50Crippen estimate
Polar surface area
73.3 Ų
H-bond donors / acceptors
3 / 2
Rotatable bonds
2

Hazards

Warning
Irritant (GHS07)

Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
54-16-0
SMILES
O=C(O)Cc1c[nH]c2ccc(O)cc12
InChIKey
DUUGKQCEGZLZNO-UHFFFAOYSA-N
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)

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

13 names · show all
  • 1H-Indole-3-acetic acid, 5-hydroxy-
  • Indole-3-acetic acid, 5-hydroxy-
  • 5-Hydroxy-1H-indole-3-acetic acid
  • 5-Hydroxyindole-3-acetic acid
  • 5-HIAA
  • 5-Hydroxyindol-3-ylacetic acid
  • 5-Oxyindoleacetic acid
  • 5-Hydroxy-3-indolylacetate
  • 5-Hydroxyheteroauxin
  • 5-Hydroxy-IAA
  • NSC 90432
  • (5-Hydroxy-1H-indol-3-yl)acetic acid
  • 2-(5-Hydroxy-1H-indol-3-yl)acetic acid

Work with 5-Hydroxyindoleacetic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

5-Hydroxyindoleacetic acid1321-73-9

Similar compounds

(5-Bromo-1H-indol-3-yl)acetic acid40432-84-673 % similar 5-Methyl-3-indoleacetic acid1912-47-668 % similar 5-Fluoroindole-3-acetic acid443-73-268 % similar Serotonin adipate16031-83-765 % similar 5-Methoxyindoleacetic acid3471-31-665 % similar Indole-3-acetic acid87-51-464 % similar (+-)-5-Hydroxytryptophan114-03-459 % similar 5-Hydroxytryptophan4350-09-859 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

5-Methoxy-1H-indole-3-carboxylic acid10242-01-0 4-Methoxy-1H-indole-2-carboxylic acid103260-65-7 7-Methoxy-1H-indole-3-carboxylic acid128717-77-1 2-Oxindole-6-carboxylic acid methyl ester14192-26-8 (S)-(-)-4-Benzyloxazolidine-2,5-dione14825-82-2 6-Methoxy-1H-indole-2-carboxylic acid16732-73-3 Methyl oxindole-5-carboxylate199328-10-4

Elsewhere

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