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29767-20-2

29767-20-2 structural image
Product Name: Teniposide
Formula: C32H32O13S
Synonyms: 4′-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin;Tenoposide;VM-26
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CHEMICAL AND PHYSICAL PROPERTIES

Color/Form Crystals from absolute ethanol
Melting Point 242-246 °C
Solubility Practically insoluble in water.
Vapor Pressure 6.8X10-26 mm Hg at 25 °C /Estimated/
LogP 1.24
Henry's Law Constant Henry's Law constant = 5.8X10-32 atm-cu m/mol at 25 °C /Estimated/
Optical Rotation Specific optical rotation: -107 deg at 20 °C/D (9:1 chloroform/methanol)
Decomposition When heated to decomposition it emits very toxic fumes of /sulfur oxides/.
Dissociation Constants pKa = 10.13
Collision Cross Section 266.1 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Other Experimental Properties Teniposide is a semisynthetic podophyllotoxin-derivative antineoplastic agent, which is structurally and pharmacologically related to etoposide. Teniposide differs structurally from etoposide by addition of a thenylidine ring on the glucopyranoside ring.

SAFETY INFORMATION

Signal word Warning
Pictogram(s)

Health Hazard
GHS08
GHS Hazard Statements H341:Germ cell mutagenicity
H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P405:Store locked up.
P501:Dispose of contents/container to..…

COMPUTED DESCRIPTORS

Molecular Weight 656.7 g/mol
XLogP3 1.2
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 14
Rotatable Bond Count 6
Exact Mass 656.15636224 g/mol
Monoisotopic Mass 656.15636224 g/mol
Topological Polar Surface Area 189 Ų
Heavy Atom Count 46
Formal Charge 0
Complexity 1090
Isotope Atom Count 0
Defined Atom Stereocenter Count 10
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

Teniposide is a semisynthetic derivative of podophyllotoxin that exhibits antitumor activity. Teniposide inhibits DNA synthesis by forming a complex with topoisomerase II and DNA. This complex induces breaks in double stranded DNA and prevents repair by topoisomerase II binding. Accumulated breaks in DNA prevent cells from entering into the mitotic phase of the cell cycle, and lead to cell death. Teniposide acts primarily in the G2 and S phases of the cycle.