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4429-63-4 molecular structure
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methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

ChemBase ID: 178040
Molecular Formular: C21H24N2O2
Molecular Mass: 336.42746
Monoisotopic Mass: 336.18377802
SMILES and InChIs

SMILES:
c1ccc2c(c1)[C@@]13C(=C(C[C@]4([C@@H]1N(CC=C4)CC3)CC)C(=O)OC)N2
Canonical SMILES:
COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@](C1)(CC)C=CCN2CC4)cccc3
InChI:
InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1
InChIKey:
FNGGIPWAZSFKCN-ACRUOGEOSA-N

Cite this record

CBID:178040 http://www.chembase.cn/molecule-178040.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (1R,12R,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
IUPAC Traditional name
tabersonine
Synonyms
(5α,12R,19α)-2,3,6,7-Tetradehydroaspidospermidine-3-carboxylic Acid Methyl Ester
3a-Ethyl-3a,4,6,11,12,13a-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylic Acid Methyl Ester
Tabersonine
Tabersonin
(-)-Tabersonine
Tabersonine
CAS Number
4429-63-4
PubChem SID
164233950
PubChem CID
20485

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 20485 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.065459  H Acceptors
H Donor LogD (pH = 5.5) -0.6516018 
LogD (pH = 7.4) 0.9023332  Log P 2.5878174 
Molar Refractivity 101.2478 cm3 Polarizability 37.981846 Å3
Polar Surface Area 41.57 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
Yellow powder expand Show data source
MSDS Link
Download expand Show data source
Purity
95.0 expand Show data source
Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - T003900 external link
(-)-Tabersonine is one of the terpenoid indole alkaloids (TIAs) from Catharanthus roseus. (-)-Tabersonine shows hypotensive activity, anti-tumor activity, hypoglycemic, diuretic activity.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Vachnadze, V., et al.: Pharm. Chem. J., 44, 199 (2010)
  • • Ferreres, F., et al.: J. Pharm. Biomed. Anal., 51, 65 (2010)
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PATENTS

PATENTS

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INTERNET

INTERNET

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