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

• ChemBase ID: 133639
• Molecular Formular: C22H32N2O3
• Molecular Mass: 372.50108
• Monoisotopic Mass: 372.24129289
• SMILES: c1cc2c(cc1O)c(c[nH]2)CC(=O)O.C1CCC(CC1)NC1CCCCC1
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.OC(=O)Cc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C12H23N.C10H9NO3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h11-13H,1-10H2;1-2,4-5,11-12H,3H2,(H,13,14)
• InChIKey: NIDSGTAJKGNSEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-hydroxy-1H-indol-3-yl)acetic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: dicha; hydroxyindoleacetic acid
• Synonyms: 5-HIAA; 5-Hydroxyindole-3-acetic acid (dicyclohexylammonium) salt

Database IDs

• CAS Number: 66866-39-5
• MDL Number: MFCD00069704
• PubChem SID: 162227916
• PubChem CID: 71308694

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: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white crystalline

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (GC)

DETAILS

Sigma Aldrich - H2255

Biochem/physiol Actions
Major serotonin metabolite.