11034-45-0

Basic information

• Product Name: (E)-3-Phenylpropenoic acid (1S)-1α,2α,9α,10β-tetrahydroxy-13-oxotaxa-4(20),11-diene-5α-yl ester
• Synonyms: (+)-O-Cinnamoyltaxicin I;(1S)-5α-Cinnamoyloxy-1,2α,9α,10β-tetrahydroxytaxa-4(20),11-dien-13-one;(1S,2S,5S,9R,10R)-1,2,9,10-Tetrahydroxy-5α-(cinnamoyloxy)-13-oxotaxa-4(20),11-diene;(E)-3-Phenylpropenoic acid (1S)-1α,2α,9α,10β-tetrahydroxy-13-oxotaxa-4(20),11-diene-5α-yl ester;O-Cinnamoyl taxicin I
• CAS NO: 11034-45-0
• Molecular Formula: C₂₉H₃₆O₇
• Molecular Weight: 496.59194
• Mol File: 11034-45-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 233-234°
• Boiling Point: 657.2°C at 760 mmHg
• Flash Point: 213.1°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 3.64E-18mmHg at 25°C
• Refractive Index: 1.616
• CAS DataBase Reference: (E)-3-Phenylpropenoic acid (1S)-1α,2α,9α,10β-tetrahydroxy-13-oxotaxa-4(20),11-diene-5α-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Phenylpropenoic acid (1S)-1α,2α,9α,10β-tetrahydroxy-13-oxotaxa-4(20),11-diene-5α-yl ester(11034-45-0)
• EPA Substance Registry System: (E)-3-Phenylpropenoic acid (1S)-1α,2α,9α,10β-tetrahydroxy-13-oxotaxa-4(20),11-diene-5α-yl ester(11034-45-0)

Safety Data

• Hazardous Substances Data: 11034-45-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C29H36O7/c1-16-19(30)15-29(35)25(33)23-17(2)20(36-21(31)12-11-18-9-7-6-8-10-18)13-14-28(23,5)26(34)24(32)22(16)27(29,3)4/h6-12,20,23-26,32-35H,2,13-15H2,1,3-5H3/b12-11-/t20-,23?,24+,25-,26?,28?,29?/m0/s1

Upstream product

• 13452-36-3 2,9,10-triacetyl-5-O-cinnamoyltaxicin-I 
• 148090-72-6 2α,9α,10β-triacetyl-5α-cinnamoyltaxicine I 

Downstream Products

• 125544-21-0 2α,9α,10β-triacetoxy-1-hydroxy-5α-(3-phenyl-propionyloxy)-taxa-4(20),11-dien-13-one 
• 139126-33-3 C₃₅H₄₆O₈ 
• 273926-46-8 C₃₁H₃₂O₉ 
• 266676-47-5 C₆₆H₆₉NO₁₇ 
• 266676-48-6 C₅₉H₆₃NO₁₇ 
• 266676-52-2 C₄₅H₅₅N₅O₁₆ 
• 266676-43-1 C₄₅H₅₃N₅O₁₆ 
• 266676-46-4 C₄₂H₅₀O₁₃ 

Relevant articles and documents

The synthesis and biological activity of 9- and 2'-cAMP 7- deoxypaclitaxel analogues from 5-cinnamoyltriacetyltaxicin-I

The synthesis and biological activity of new 7-deoxypaclitaxel analogues 3 and 4 in which the hydroxy group at C-2' of the side-chain, C-9 and C-10 in the B-ring are substituted by cAMP and benozoyloxy group respectively are presented. These derivatives have been first synthesized from a natural taxoid 5-cinnamoyltriacetyltaxicin-15 and tested in vitro for cytotoxicity against three human tumor cell lines. The biologically tested results indicate 3 having more potent cytotoxicity and 4 having a remarkably reduced cytotoxicity as well as 33 having no much effect on cytotoxicity against all human tumor cell lines tested in comparison to that of paclitaxel. (C) 2000 Elsevier Science Ltd.

Premiere Hemisynthese d'un Compose de Type Taxane Porteur d'un Groupement Oxetane en 4(20),5.

Key Words: Taxane hemisynthesis - Oxetane - Taxine B - Stereoselective reductionThe 1,2,9,10-diO-isopropylidene derivative of 2,4,9,10,13-pentadeacetyl-7-deacetoxybaccatin IV has been prepared in nine steps from taxine B, previously transformed in 2α,9α,1