6-{[6-({4-[(4-{[5-(acetyloxy)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl)oxy]-5-hydroxy-6-methyloxan-2-yl}oxy)-7-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-4,10-dihydroxy-3-methyl-5-oxo-5,6,7,8-tetrahydroanthracen-2-yl]oxy}-4-[(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy]-2-methyloxan-3-yl acetate

• ChemBase ID: 103121
• Molecular Formular: C57H82O26
• Molecular Mass: 1183.24538
• Monoisotopic Mass: 1182.50943274
• SMILES: COC1C(O)CC(OC1C)OC1CC(OC(C)C1OC(=O)C)Oc1cc2cc3c(c(O)c2c(O)c1C)C(=O)C(OC1CC(OC2CC(OC4CC(C)(O)C(OC(=O)C)C(C)O4)C(O)C(C)O2)C(O)C(C)O1)C(C3)C(OC)C(=O)C(O)C(C)O
• Canonical SMILES: COC(C1Cc2cc3cc(OC4CC(OC5CC(O)C(C(O5)C)OC)C(C(O4)C)OC(=O)C)c(c(c3c(c2C(=O)C1OC1CC(OC2CC(OC3OC(C)C(C(C3)(C)O)OC(=O)C)C(C(O2)C)O)C(C(O1)C)O)O)O)C)C(=O)C(C(O)C)O
• InChI: InChI=1S/C57H82O26/c1-21-34(79-40-19-37(53(26(6)75-40)77-28(8)59)82-38-16-33(61)52(70-11)25(5)74-38)15-31-13-30-14-32(54(71-12)51(68)46(63)22(2)58)55(50(67)44(30)49(66)43(31)45(21)62)83-41-18-35(47(64)24(4)73-41)80-39-17-36(48(65)23(3)72-39)81-42-20-57(10,69)56(27(7)76-42)78-29(9)60/h13,15,22-27,32-33,35-42,46-48,52-56,58,61-66,69H,14,16-20H2,1-12H3
• InChIKey: ZYVSOIYQKUDENJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{[6-({4-[(4-{[5-(acetyloxy)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl)oxy]-5-hydroxy-6-methyloxan-2-yl}oxy)-7-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-4,10-dihydroxy-3-methyl-5-oxo-5,6,7,8-tetrahydroanthracen-2-yl]oxy}-4-[(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy]-2-methyloxan-3-yl acetate
• IUPAC Traditional name: 6-{[6-({4-[(4-{[5-(acetyloxy)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy}-5-hydroxy-6-methyloxan-2-yl)oxy]-5-hydroxy-6-methyloxan-2-yl}oxy)-7-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy}-4-[(4-hydroxy-5-methoxy-6-methyloxan-2-yl)oxy]-2-methyloxan-3-yl acetate
• Synonyms: 3β-O-(4-O-Acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino hexopyranosyl)-7-methylolivomycin D; Aburamycin β Toyomycin; CHROMOMYCIN A3

Database IDs

• CAS Number: 7059-24-7
• EC Number: 230-348-0
• PubChem SID: 162089817
• PubChem CID: 5179132

CALCULATED PROPERTIES

• Acid pKa: 8.491728
• H Acceptors: 24
• H Donor: 8
• LogD (pH = 5.5): 3.5978289
• LogD (pH = 7.4): 3.564568
• Log P: 3.5982683
• Molar Refractivity: 280.0633 cm^3
• Polarizability: 115.29123 Å^3
• Polar Surface Area: 359.34 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 185°C

Safety Information

• Storage Condition: -20°C
• RTECS: GB7875000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: I
• Australian Hazchem: 2XE
• Risk Statements: R:28
• Safety Statements: S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02150686

Yellow powder
m.p. 185-186°C
Inhibitor of DNA and RNA polymerases.