3-(2-aminoethyl)-1H-indol-5-ol; but-2-enedioic acid

• ChemBase ID: 104872
• Molecular Formular: C14H16N2O5
• Molecular Mass: 292.28724
• Monoisotopic Mass: 292.10592162
• SMILES: NCCc1c[nH]c2c1cc(O)cc2.OC(=O)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.NCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C10H12N2O.C4H4O4/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10;5-3(6)1-2-4(7)8/h1-2,5-6,12-13H,3-4,11H2;1-2H,(H,5,6)(H,7,8)
• InChIKey: LTEXAUVYLLADEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-aminoethyl)-1H-indol-5-ol; but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; serotonin
• Synonyms: 3-(2-Aminoethyl)-5-hydroxyindole hydrogen maleate; 5-HT; 5-Hydroxytryptamine hydrogen maleate; Serotonin hydrogen maleate; 3-(2-Aminoethyl)-5-hydroxyindole; Serotonin; 5-HYDROXYTRYPTAMINE MALEATE SALT; 3-(2-氨乙酸)吲哚 马来酸氢盐

Database IDs

• CAS Number: 18525-25-2
• EC Number: 242-399-6
• MDL Number: MFCD00043256
• Beilstein Number: 8173182
• PubChem SID: 24888296; 162093070
• PubChem CID: 71299739

CALCULATED PROPERTIES

• Acid pKa: 9.314034
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.8204005
• LogD (pH = 7.4): -1.0317981
• Log P: 0.481548
• Molar Refractivity: 52.3538 cm^3
• Polarizability: 21.302618 Å^3
• Polar Surface Area: 62.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 148-154°C; 154-158 °C (dec.)

Safety Information

• Storage Condition: 2-8°C
• RTECS: NM2560000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22

Pharmacology Properties

• Gene Information: human ... HTR3A(3359)

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: puriss.
• Empirical Formula (Hill Notation): C10H12N2O · C4H4O4

DETAILS

MP Biomedicals - 02157509

Maleate Salt
Off-white to yellow powder.

Sigma Aldrich - 85040

Biochem/physiol Actions
Neurotransmitter.