Cephalomannine

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Names

[ CAS No. ]:
71610-00-9

[ Name ]:
Cephalomannine

[Synonym ]:
Paclitaxel Related CoMpound A
(2α,5β,7β,10β,13α)-4,10-Diacetoxy-1,7-dihydroxy-13-{[(2R,3S)-2-hydroxy-3-{[(2E)-2-methylbut-2-enoyl]amino}-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
Benzenepropanoic acid, α-hydroxy-β-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecah ydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-
benzenepropanoic acid, α-hydroxy-β-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-
chephalomannine
(2α,5β,7β,10β,13α)-4,10-Diacetoxy-1,7-dihydroxy-13-{[(2R,3S)-2-hydroxy-3-{[(2E)-2-methyl-2-butenoyl]amino}-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
3'-N-(trans-2-methyl-2-butenoyl)-3'-N-debenzoylpaclitaxel
CEPHALOMANNINE:BENZENEPROPANOICACID,-HYDROXY--[(2-METHYL-1-OXO-2-BUTENYL)AMINO]-,6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-2A,3,4,4A,5,6,9,10,11,12,12A,12B-DODECAHYDRO-4,11-DIHYDROXY-4A,8,13,13-TETRAMETHYL-5-OXO-7,11-METHANO-1H-CYCLODECA[3,4]BENZ[1,2-B]OX...
caphalomannine
Paclitaxel Related Compound A (20 mg) (Ce-phalomannine)
(2α,5β,7β,10β,13α)-4,10-bis(acetyloxy)-1,7-dihydroxy-13-{[(2R,3S)-2-hydroxy-3-{[(2E)-2-methylbut-2-enoyl]amino}-3-phenylpropanoyl]oxy}-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
TAXOL B
CEPHALOMANNINE:BENZENEPROPANOICACID,-HYDROXY--[(2-METHYL-1-OXO-2-BUTENYL)AMINO]-,6,12B-BIS(ACETYLOXY)-12-(BENZOYLOXY)-2A,3,4,4A,5,6,9,10,11,12,12A,12B-DODECAHYDRO-4,11-DIHYDROXY-4A,8,13,13-TETRAMETHYL-5-OXO-7,11-METHANO-1H-CYCLODECA[3,4]BENZ[1
CEPHALOMANNINE (TAXOL B)
CEPHALOMANNINE(P)

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
929.5±65.0 °C at 760 mmHg

[ Melting Point ]:
139-141ºC

[ Molecular Formula ]:
C45H53NO14

[ Molecular Weight ]:
831.901

[ Flash Point ]:
516.0±34.3 °C

[ Exact Mass ]:
831.346619

[ PSA ]:
221.29000

[ LogP ]:
6.59

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.615

[ Storage condition ]:
-20°C Freezer

[ Water Solubility ]:
DMSO: 14 mg/mL, soluble

MSDS

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H315-H318-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
37/38-41

[ Safety Phrases ]:
26-39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2932999022

Synthetic Route

Precursor & DownStream

Precursor

  • 2'-acetylcephalomannine
  • 7-trichloroacetylbaccatin III

DownStream

  • 10-Deacetylbaccatin III
  • methyl (Z)-2-hydroxy-3-(2-methylbut-2-enamido)-3-phenylpropanoate
  • Baccatin III
  • (1Z,3E,9Z)-1-Chlorohexadeca-5,7-diyne-1,3,9-trien-14-ol
  • 10-Deacetylcephalomannine
  • 10-Deacetyl
  • Paclitaxel
  • 3'-N-debenzoyltaxol

Customs

[ HS Code ]: 2932999022

Articles

Determination of paclitaxel and related taxanes in bulk drug and injectable dosage forms by reversed phase liquid chromatography.

Anal. Chem. 69(11) , 2008-16, (1997)

Baseline separation of 15 taxanes including paclitaxel (Taxol) was achieved on pentafluorophenyl (PFP) HPLC columns. Methods using aqueous acetonitrile gradients on each of two commercial PFP columns ...

Determination of cephalomannine in rat plasma by gradient elution UPLC-MS/MS method.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 963 , 70-4, (2014)

A rapid, sensitive and selective ultra-performance liquid chromatography tandem mass spectrometry (UPLC-MS/MS) was developed and validated for the determination and pharmacokinetic investigation of ce...

Microbial transformation of cephalomannine by Luteibacter sp.

J. Nat. Prod. 70(12) , 1846-9, (2007)

Luteibacter sp., a new bacterium isolated from the soil around a Taxus cuspidata Sieb. et Zucc plant, was studied for its capability to metabolize cephalomannine (1). After preparative fermentation, e...


More Articles


Related Compounds

  • Isocephalomannine
  • 7-Epicephalomannine
  • 7-epi-10-Deacetyl CephaloMannine