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Tabersonine

CAS No.:
4429-63-4
Catalog Number:
AG00DE5P
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
95%
In Stock USA
United States
$151
- +
100mg
95%
In Stock USA
United States
$294
- +
1g
95%
In Stock USA
United States
$894
- +
Product Description
Catalog Number:
AG00DE5P
Chemical Name:
Tabersonine
CAS Number:
4429-63-4
MDL Number:
MFCD28140545
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
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
InChI Key:
FNGGIPWAZSFKCN-ACRUOGEOSA-N
EC Number:
224-615-0
Properties
Complexity:
669  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
336.184g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
336.435g/mol
Monoisotopic Mass:
336.184g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
41.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.4  
Literature
Title Journal
Completion of the seven-step pathway from tabersonine to the anticancer drug precursor vindoline and its assembly in yeast. Proceedings of the National Academy of Sciences of the United States of America 20150512
Melodinines M-U, cytotoxic alkaloids from Melodinus suaveolens. Journal of natural products 20120224
A stereoselective hydroxylation step of alkaloid biosynthesis by a unique cytochrome P450 in Catharanthus roseus. The Journal of biological chemistry 20110513
Spatial organization of the vindoline biosynthetic pathway in Catharanthus roseus. Journal of plant physiology 20110415
Metabolic reprogramming of periwinkle plant culture. Nature chemical biology 20090301
Seco-tabersonine alkaloids from Tabernaemontana corymbosa. Phytochemistry 20090201
Application of carborundum abrasion for investigating the leaf epidermis: molecular cloning of Catharanthus roseus 16-hydroxytabersonine-16-O-methyltransferase. The Plant journal : for cell and molecular biology 20080101
Expression of deacetylvindoline-4-O-acetyltransferase in Catharanthus roseus hairy roots. Phytochemistry 20070701
Synthesis of C-15 vindoline analogues by palladium-catalyzed cross-coupling reactions. The Journal of organic chemistry 20060929
Jasmonate-induced epoxidation of tabersonine by a cytochrome P-450 in hairy root cultures of Catharanthus roseus. Phytochemistry 20030901
An efficient approach to Aspidosperma alkaloids via [4 + 2] cycloadditions of aminosiloxydienes: stereocontrolled total synthesis of (+/-)-tabersonine. Gram-scale catalytic asymmetric syntheses of (+)-tabersonine and (+)-16-methoxytabersonine. Asymmetric syntheses of (+)-aspidospermidine and (-)-quebrachamine. Journal of the American Chemical Society 20020501
Continuous selective extraction of secondary metabolites from Catharanthus roseus hairy roots with silicon oil in a two-liquid-phase bioreactor. Biotechnology progress 20020101
Properties