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162254836 molecular structure
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methyl (1R,10S,11R,12R,19S)-11-(acetyloxy)-12-ethyl-4-[(13S,15R)-17-ethyl-13-[(2H3)methoxycarbonyl]-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate

ChemBase ID: 160701
Molecular Formular: C46H56N4O8
Molecular Mass: 792.95884
Monoisotopic Mass: 792.40981477
SMILES and InChIs

SMILES:
c12c([nH]c3c1CCN1C[C@H](C[C@]3(C(=O)OC)c3c(cc4c(c3)[C@@]35C(N4C)[C@]([C@@H]([C@]4([C@H]3N(CC=C4)CC5)CC)OC(=O)C)(C(=O)OC)O)OC)C=C(C1)CC)cccc2
Canonical SMILES:
CCC1=C[C@@H]2CN(C1)CCc1c([C@@](C2)(C(=O)OC)c2cc3c(cc2OC)N(C2[C@@]43CCN3[C@@H]4[C@@](CC)(C=CC3)[C@H]([C@]2(O)C(=O)OC)OC(=O)C)C)[nH]c2c1cccc2
InChI:
InChI=1S/C46H56N4O8/c1-8-28-21-29-24-45(41(52)56-6,37-31(15-19-49(25-28)26-29)30-13-10-11-14-34(30)47-37)33-22-32-35(23-36(33)55-5)48(4)39-44(32)17-20-50-18-12-16-43(9-2,38(44)50)40(58-27(3)51)46(39,54)42(53)57-7/h10-14,16,21-23,29,38-40,47,54H,8-9,15,17-20,24-26H2,1-7H3/t29-,38+,39?,40+,43+,44+,45-,46-/m0/s1
InChIKey:
FFRFGVHNKJYNOV-PCYZBDGTSA-N

Cite this record

CBID:160701 http://www.chembase.cn/molecule-160701.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (1R,10S,11R,12R,19S)-11-(acetyloxy)-12-ethyl-4-[(13S,15R)-17-ethyl-13-[(2H3)methoxycarbonyl]-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
IUPAC Traditional name
methyl (1R,10S,11R,12R,19S)-11-(acetyloxy)-12-ethyl-4-[(13S,15R)-17-ethyl-13-[(2H3)methoxycarbonyl]-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9,16-pentaen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
Synonyms
3',4'-Didehydro-4'-deoxyvincaleukoblastine-d3 Disulfate Salt
(+)-Anhydrovinblastine-d3 Disulfate Salt
3',4'-Anhydrovinblastine-d3 Disulfate Salt
3',4'-Dehydroisoleurosine-d3 Disulfate Salt
3',4'-Dehydrovinblastine-d3 Disulfate Salt
3',4'-Didehydroisoleurosine-d3 Disulfate Salt
Anhydrovincaleukoblastine-d3 Disulfate Salt
F 81097-d3 Disulfate Salt
Anhydro Vinblastine-d3 Disulfate Salt
PubChem SID
162254836
PubChem CID
46780409

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A659752 external link Add to cart
PubChem 46780409 external link
Data Source Data ID Price
TRC
A659752 external link Add to cart Please log in.
Data Source Data ID
PubChem 46780409 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.868879  H Acceptors
H Donor LogD (pH = 5.5) -0.748637 
LogD (pH = 7.4) 2.7532218  Log P 4.936866 
Molar Refractivity 221.7425 cm3 Polarizability 86.89491 Å3
Polar Surface Area 133.87 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
230-233°C expand Show data source
Storage Condition
Hygroscopic, -20°C Freezer, Under Inert Atmosphere expand Show data source
MSDS Link
Download expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A659752 external link
Anhydrovinblastine showed significant cytotoxic potential against a panel of human cancer cell lines and significant activity against the human H460 non-small cell lung carcinoma tumor xenograph in mice.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Koiso, Y., et al.: J. Antibiot., 51, 418 (1998)
  • • Olver, I., et al.: Eur. J. Cancer, 43, 1829 (1998)
  • • Shao, Y., et al.: Bioorg. Med. Chem., 15, 5061 (2007).
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PATENTS

PATENTS

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INTERNET

INTERNET

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