sulfuric acid methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0?,??.0?,??]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0?,?.0?,?.0??,??]nonadeca-2,4,6,13-tetraene-10-carboxylate

• ChemBase ID: 105522
• Molecular Formular: C46H58N4O14S
• Molecular Mass: 923.03612
• Monoisotopic Mass: 922.36702356
• SMILES: CC[C@@]1(CC2C[C@](c3cc4c(cc3OC)N(C=O)[C@@H]3[C@@]54CCN4CC=C[C@](CC)([C@@H]54)[C@H]([C@@]3(C(=O)OC)O)OC(=O)C)(c3c(CCN(C2)C1)c1ccccc1[nH]3)C(=O)OC)O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.O=CN1c2cc(OC)c(cc2[C@]23[C@@H]1[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@]1([C@@H]3N(CC2)CC=C1)CC)[C@]1(CC2CN(CCc3c1[nH]c1c3cccc1)C[C@](C2)(O)CC)C(=O)OC
• InChI: InChI=1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28?,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1
• InChIKey: AQTQHPDCURKLKT-FCIBFBFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sulfuric acid methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0?,??.0?,??]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0?,?.0?,?.0??,??]nonadeca-2,4,6,13-tetraene-10-carboxylate
• IUPAC Traditional name: sulfuric acid methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0?,??.0?,??]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0?,?.0?,?.0??,??]nonadeca-2,4,6,13-tetraene-10-carboxylate
• Synonyms: 22-oxo-vincaleukoblastine sulfate; Leuocristine sulfate (1:1); Vincrisul; VINCRISTINE SULFATE

Database IDs

• CAS Number: 2068-78-2
• EC Number: 218-190-0
• PubChem SID: 162092527
• PubChem CID: 9832825

CALCULATED PROPERTIES

• Acid pKa: 10.849017
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -2.3829613
• LogD (pH = 7.4): 1.1448158
• Log P: 3.128179
• Molar Refractivity: 221.4804 cm^3
• Polarizability: 87.836975 Å^3
• Polar Surface Area: 171.17 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 273-281

Safety Information

• Storage Condition: 2-8°C, Desiccate, Protect from light
• RTECS: OH6340000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

Product Information

• Purity: ~99%

DETAILS

MP Biomedicals - 02190687

Purity: ~99%
An anti-tumor alkaloid used in cancer research.

REFERENCES

• Cancer Res., 38: 4722, (1978).