(10S,13S)-13-(hydroxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one

• ChemBase ID: 154329
• Molecular Formular: C17H23N3O2
• Molecular Mass: 301.38342
• Monoisotopic Mass: 301.17902699
• SMILES: CC(C)[C@H]1C(=O)N[C@@H](Cc2c[nH]c3c2c(ccc3)N1C)CO
• Canonical SMILES: OC[C@H]1NC(=O)[C@H](C(C)C)N(c2c3c(C1)c[nH]c3ccc2)C
• InChI: InChI=1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1
• InChIKey: LUZOFMGZMUZSSK-LRDDRELGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,13S)-13-(hydroxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^4,^1^5]pentadeca-1,4,6,8(15)-tetraen-11-one
• IUPAC Traditional name: (10S,13S)-13-(hydroxymethyl)-10-isopropyl-9-methyl-3,9,12-triazatricyclo[6.6.1.0^4,^1^5]pentadeca-1,4,6,8(15)-tetraen-11-one
• Synonyms: (2S,5S)-1,2,4,5,6,8-Hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one; (-)-Indolactam V

Database IDs

• CAS Number: 90365-57-4
• MDL Number: MFCD00151197
• PubChem SID: 162248468
• PubChem CID: 105000

CALCULATED PROPERTIES

• Acid pKa: 13.09877
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 1.9405811
• LogD (pH = 7.4): 1.9405807
• Log P: 1.9405814
• Molar Refractivity: 87.1382 cm^3
• Polarizability: 34.34018 Å^3
• Polar Surface Area: 68.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H23N3O2

DETAILS

Sigma Aldrich - I0661

Biochem/physiol Actions
(-)-Indolactam V is a PKC activator shown to effect differentiation in embryonic stem cells leading to development of pancreatic precursors. It is active in the mouse model.