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Cephalomannine

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Cephalomannine Basic information

Product Name:
Cephalomannine
Synonyms:
  • TAXOL B
  • BENZENEPROPANOICACID,ALPHA-HYDROXY-BETA-[(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-
  • BENZENEPROPANOIC ACID, ALPHA-HYDROXY-BETA-[(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]OXET-9-YL ESTER,[2AR-[2A,4,4A,6,9[R*,S*(E)],11,12,12A,12B]]-
  • CEPHALOMANNINE
  • paclitaxel iMpurity I
  • CephaloMannine, froM Taxus chinensis
  • (αR,βS)-α-Hydroxy-β-[[(2E)-2-Methyl-1-oxo-2-buten-1-yl]aMino]benzenepropanoic Acid (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
  • NSC 318735
CAS:
71610-00-9
MF:
C45H53NO14
MW:
831.9
Product Categories:
  • Inhibitors
  • Alkaloids
  • Antineoplastic and Immunosuppressive AntibioticsEnzyme Inhibitors by Enzyme
  • DNA polymerase - alphaAntibiotics
  • Antibiotics
  • Antibiotics A to
  • Antibiotics A-FAntibiotics
  • Antibiotics by Application
  • Chemical Structure Class
  • D to
  • Interferes with DNA SynthesisAntibiotics
  • Mechanism of Action
  • Penicillins and Cephalosporins (beta-Lactams)
  • Herb extract
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Impurities
Mol File:
71610-00-9.mol
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Cephalomannine Chemical Properties

Melting point:
139-141?C
Boiling point:
929.5±65.0 °C(Predicted)
Density 
1.36±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO: 14 mg/mL, soluble
form 
solid
pka
11.95±0.20(Predicted)
color 
White to Pale Beige
InChIKey
DBXFAPJCZABTDR-WBYYIXQISA-N
CAS DataBase Reference
71610-00-9
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Safety Information

Hazard Codes 
Xi
Risk Statements 
37/38-41
Safety Statements 
26-39
WGK Germany 
3
HS Code 
29329990

MSDS

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Cephalomannine Usage And Synthesis

Chemical Properties

Off-White Solid

Occurrence

A taxane derivative, cephalomannine occurs in the extract of Cephalotaxus rnannii. It has been obtained as colourless needles from MeOH aq. and is laevorotatory with a specific rotation of [α]D -41° (MeOH).

Uses

Cephalomannine is an active anti-cancer agent obtained from Taxus yunnanensis and has an antineoplastic effect on tumors found in mice. Cephalomannine is a chemotherapy drug that is given as a treatment for some types of cancer. Cephalomannine is most com

Uses

Antitumor, antiproliferative.

Uses

similar anti-cancer function as Taxol

in vivo

Cephalomannine (0.4 mg/kg, intraperitoneal injection, 10 days) could significantly inhibit the growth of lung cancer cells in nude mice xenograft model, with no obvious side effects[3].
Cephalomannine can interrupt the interaction between APEX1 and HIF-1α by competitive binding with APEX1[3].

Animal Model:BALB/C nude mice xenograft model[3]
Dosage:0.4 mg/kg
Administration:Intraperitoneal injection (i.p.)
Result:Reduced the volume and weight of H460 xenograft tumors.
Animal Model:BALB/c nude mice bone metastasis xenograft model[4]
Dosage:10 mg/kg, 20 mg/kg
Administration:Intraperitoneal injection (i.p.)
Result:Decreased bone destruction, reduced bioluminescence intensity and number of bone metastases, significantly extended time to endpoint events, decreased UBE2S expression and number of osteoclasts, and did not produce significant toxicity to the heart, liver, or kidney of nude mice.

IC 50

HIF-1α

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