2-(5-hydroxy-1H-indol-3-yl)acetic acid

• ChemBase ID: 34849
• Molecular Formular: C10H9NO3
• Molecular Mass: 191.18336
• Monoisotopic Mass: 191.05824315
• SMILES: c1(c2c([nH]c1)ccc(c2)O)CC(=O)O
• Canonical SMILES: OC(=O)Cc1c[nH]c2c1cc(O)cc2
• 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)
• InChIKey: DUUGKQCEGZLZNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-hydroxy-1H-indol-3-yl)acetic acid
• IUPAC Traditional name: hydroxyindoleacetic acid
• Synonyms: (5-Hydroxy-1H-indol-3-yl)acetic acid; 5-HIAA; 5-HYDROXYINDOLE-3-ACETIC ACID DICYCLOHEXYLAMMONIUM SALT; 5-HYDROXYINDOLE-3-ACETIC ACID; 5-Hydroxyindoleacetic acid; 2-(5-hydroxy-1H-indol-3-yl)acetic acid; 5-Hydroxyindole-3-acetic acid

Database IDs

• CAS Number: 54-16-0; 1321-73-9; 66866-39-5
• EC Number: 200-195-4
• MDL Number: MFCD00005639
• Beilstein Number: 168797
• PubChem SID: 160998156; 24278130
• PubChem CID: 1826
• CHEBI ID: 27823
• CHEMBL: 395915
• Chemspider ID: 1760
• KEGG ID: C05635
• MeSH Name: Hydroxyindoleacetic+Acid
• Wikipedia Title: 5-Hydroxyindoleacetic_acid

CALCULATED PROPERTIES

• Acid pKa: 4.2159905
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.102591135
• LogD (pH = 7.4): -1.6193079
• Log P: 1.4061908
• Molar Refractivity: 50.433 cm^3
• Polarizability: 20.32069 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: off-white to purple crystalline
• Melting Point: 161-163 °C (dec.); 161-164 °C (dec.)(lit.)

Safety Information

• Storage Condition: 0°C, Desiccate; 0°C, Protect from light
• Storage Warning: IRRITANT
• RTECS: NL3650000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥99%; ≥98% (TLC); ≥99.0% (HPLC); 98-100%
• Empirical Formula (Hill Notation): C10H9NO3
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02102004

Dicyclohexylammonium Salt
White crystals
Purity: 99+%

MP Biomedicals - 05205566

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102005

Free Acid
Purity: 98-100%
Metabolite of serotonin
Light yellow crystals

Sigma Aldrich - H8876

Biochem/physiol Actions
Major serotonin metabolite.
包装
1 g in poly bottle
500 mg in poly tube
100 mg in poly bottle

Sigma Aldrich - 55360

Biochem/physiol Actions
Major serotonin metabolite.