13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

• ChemBase ID: 106029
• Molecular Formular: C29H40N2O9
• Molecular Mass: 560.6359
• Monoisotopic Mass: 560.27338087
• SMILES: COC1CC(C)CC2=C(OC)C(=O)C=C(NC(=O)/C(=C\C=C\C(OC)C(OC(=O)N)/C(=C/C(C)C1O)/C)/C)C2=O
• Canonical SMILES: COC1CC(C)CC2=C(OC)C(=O)C=C(C2=O)NC(=O)/C(=C\C=C\C(C(/C(=C/C(C1O)C)/C)OC(=O)N)OC)/C
• InChI: InChI=1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)
• InChIKey: QTQAWLPCGQOSGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• IUPAC Traditional name: 13-hydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate
• Synonyms: U-29135; GELDANAMYCIN

Database IDs

• CAS Number: 30562-34-6
• PubChem SID: 162086870
• PubChem CID: 5476289

CALCULATED PROPERTIES

• Acid pKa: 12.766906
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 2.1511946
• LogD (pH = 7.4): 2.151193
• Log P: 2.1511946
• Molar Refractivity: 152.6793 cm^3
• Polarizability: 57.511158 Å^3
• Polar Surface Area: 163.48 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C, Desiccate
• RTECS: LX8920000

Product Information

• Purity: ≥95%

DETAILS

MP Biomedicals - 02195994

From Streptomyces hygroscopius
Purity: >95%
Benzoquinoid antibiotic which is a potent inhibitor of pp60^src tyrosine kinase and c-myc gene expression in murine lymphoblastoma cells.