2-amino-1-methyl-4,5-dihydro-1H-imidazol-4-one; 3-(2-aminoethyl)-1H-indole-5,7-diol; sulfuric acid

• ChemBase ID: 155835
• Molecular Formular: C14H21N5O7S
• Molecular Mass: 403.41084
• Monoisotopic Mass: 403.11616904
• SMILES: CN1CC(=O)N=C1N.c1c(cc(c2c1c(c[nH]2)CCN)O)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.O=C1CN(C(=N1)N)C.NCCc1c[nH]c2c1cc(O)cc2O
• InChI: InChI=1S/C10H12N2O2.C4H7N3O.H2O4S/c11-2-1-6-5-12-10-8(6)3-7(13)4-9(10)14;1-7-2-3(8)6-4(7)5;1-5(2,3)4/h3-5,12-14H,1-2,11H2;2H2,1H3,(H2,5,6,8);(H2,1,2,3,4)
• InChIKey: BXYXUOWJXUUTQZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-1-methyl-4,5-dihydro-1H-imidazol-4-one; 3-(2-aminoethyl)-1H-indole-5,7-diol; sulfuric acid
• IUPAC Traditional name: 5,7-dihydroxytryptamine; creatinine; sulfuric acid
• Synonyms: 5,7-DHT; 7-Hydroxyserotonin creatinine sulfate salt; 5,7-Dihydroxytryptamine creatinine sulfate salt

Database IDs

• CAS Number: 39929-27-6
• MDL Number: MFCD06198886
• Beilstein Number: 8817524
• PubChem SID: 162249973; 24863680
• PubChem CID: 16212426

CALCULATED PROPERTIES

• Acid pKa: 8.6388855
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -2.0954468
• LogD (pH = 7.4): -1.0816444
• Log P: -0.073819295
• Molar Refractivity: 54.3347 cm^3
• Polarizability: 21.876507 Å^3
• Polar Surface Area: 82.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: NL7869100
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C10H12N2O2 · C4H7N3O · H2SO4

DETAILS

Sigma Aldrich - 37970

Biochem/physiol Actions
Neurotoxin that is relatively selective for serotonergic terminals in adults and gives long-lasting destruction of serotonergic neurons when given neonatally; adrenergic neurotoxicity can be blocked by pretreating with desipramine.