Home > Compound List > Compound details
81165-17-5 molecular structure
click picture or here to close

methyl (1R,10S,11R,12R,19S)-11-(acetyloxy)-12-ethyl-4-[(13S,15R)-17-ethyl-13-(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: 160700
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:160700 http://www.chembase.cn/molecule-160700.html

Collapse All Expand All

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-(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-(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 Disulfate Salt
(+)-Anhydrovinblastine Disulfate Salt
3',4'-Anhydrovinblastine Disulfate Salt
3',4'-Dehydroisoleurosine Disulfate Salt
3',4'-Dehydrovinblastine Disulfate Salt
3',4'-Didehydroisoleurosine Disulfate Salt
Anhydrovincaleukoblastine Disulfate Salt
F 81097 Disulfate Salt
Anhydro Vinblastine Disulfate Salt
CAS Number
81165-17-5
PubChem SID
162254835
PubChem CID
46780408

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC A659750 external link Add to cart
PubChem 46780408 external link
Data Source Data ID Price
TRC
A659750 external link Add to cart Please log in.
Data Source Data ID
PubChem 46780408 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
>220°C (dec.) 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
Download expand Show data source

DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - A659750 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).
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle