(2Z)-but-2-enedioic acid; 3-(1-methylpiperidin-4-yl)-1H-indol-5-ol

• ChemBase ID: 133701
• Molecular Formular: C18H22N2O5
• Molecular Mass: 346.37768
• Monoisotopic Mass: 346.15287181
• SMILES: CN1CCC(CC1)c1c[nH]c2c1cc(cc2)O.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: CN1CCC(CC1)c1c[nH]c2c1cc(O)cc2.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C14H18N2O.C4H4O4/c1-16-6-4-10(5-7-16)13-9-15-14-3-2-11(17)8-12(13)14;5-3(6)1-2-4(7)8/h2-3,8-10,15,17H,4-7H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
• InChIKey: INGCLXPSKXSYND-BTJKTKAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid; 3-(1-methylpiperidin-4-yl)-1H-indol-5-ol
• IUPAC Traditional name: 3-(1-methylpiperidin-4-yl)-1H-indol-5-ol; maleic acid
• Synonyms: 3-(1-Methylpiperidin-4-yl)-1H-indol-5-ol maleate salt; BRL 54443 maleate salt

Database IDs

• CAS Number: 1197333-54-2
• MDL Number: MFCD01860866
• PubChem SID: 24278120; 162227978
• PubChem CID: 11957480

CALCULATED PROPERTIES

• Acid pKa: 9.735363
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.0200002
• LogD (pH = 7.4): 0.48397896
• Log P: 1.7475843
• Molar Refractivity: 69.8411 cm^3
• Polarizability: 27.94752 Å^3
• Polar Surface Area: 39.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR1E(3354), HTR1F(3355)

DETAILS

Sigma Aldrich - B173

Biochem/physiol Actions
Potent 5-HT1E/1F serotonin receptor agonist.
Caution
Photosensitive