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

• ChemBase ID: 153423
• Molecular Formular: C15H18N2O5
• Molecular Mass: 306.31382
• Monoisotopic Mass: 306.12157169
• SMILES: Cc1c(c2cc(ccc2[nH]1)O)CCN.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.NCCc1c(C)[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C11H14N2O.C4H4O4/c1-7-9(4-5-12)10-6-8(14)2-3-11(10)13-7;5-3(6)1-2-4(7)8/h2-3,6,13-14H,4-5,12H2,1H3;1-2H,(H,5,6)(H,7,8)
• InChIKey: KFEAUMZKRNJEDU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-aminoethyl)-2-methyl-1H-indol-5-ol; but-2-enedioic acid
• IUPAC Traditional name: 2-methyl-5-HT; butenedioic acid
• Synonyms: 2-Methyl-5-hydroxytryptamine maleate salt; 3-(2-Aminoethyl)-2-methyl-1H-indol-5-ol maleate salt; 2-Methylserotonin maleate salt

Database IDs

• CAS Number: 78263-91-9
• MDL Number: MFCD00082467
• PubChem SID: 162247562; 24278101
• PubChem CID: 22227344

CALCULATED PROPERTIES

• Acid pKa: 9.3176565
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -1.6214112
• LogD (pH = 7.4): -0.83956313
• Log P: 0.67873144
• Molar Refractivity: 57.5035 cm^3
• Polarizability: 23.06617 Å^3
• Polar Surface Area: 62.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble4.5 mg/mL
• Apperance: tan solid

Safety Information

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

Pharmacology Properties

• Gene Information: human ... HTR3A(3359), HTR3B(9177)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C11H14N2O · C4H4O4

DETAILS

Sigma Aldrich - M109

Biochem/physiol Actions
5-HT3 serotonin receptor agonist.