Identification | Back Directory | [Name]
Cephalomannine | [CAS]
71610-00-9 | [Synonyms]
TAXOL B NSC 318735 CEPHALOMANNINE CEPHALOMANNINE(P) Cephalomannine, >99% paclitaxel iMpurity I Paclitaxel EP Impurity B CEPHALOMANNINE (TAXOL B) Cephalomannine USP/EP/BP Cephalomannine 71610-00-9 Paclitaxel Related CoMpound A N-Debenzoyl-N-tigloylpaclitaxel Benzenepropanoicacid, α-hydroxy-β N-Debenzoyl-N-tigloylpaclitaxel (Ce CephaloMannine, froM Taxus chinensis Paclitaxel Impurity Ⅰ:Cephalomannine Paclitaxel Related Compound A (Cephalomannine) Paclitaxel Impurity 2(Paclitaxel EP Impurity B) N-debenzoyl-N-tigloylpaclitaxel (cephalomannine) Paclitaxel Related Compound A (20 mg) (Ce-phalomannine) Cephalomannine, 98%, from Taxus chinensis (Pilg.) Rehder 3′-N-(trans-2-methyl-2-butenoyl)-3′-N-debenzoylpaclitaxel Paclitaxel EP Impurity B
N-debenzoyl-N-tigloylpaclitaxel (cephalomannine) 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- 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: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... -[(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-ylester,[2aR-[2aα,4β,4aβ,6β,9α[αR*,βS*(E)],11α,12α,12aα,12bα]]- 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, ... 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]]- (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 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)- | [Molecular Formula]
C45H53NO14 | [MDL Number]
MFCD01075131 | [MOL File]
71610-00-9.mol | [Molecular Weight]
831.9 |
Chemical Properties | Back Directory | [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). | [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 |
Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
Antitumor, antiproliferative. | [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]
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 | [storage]
4°C, protect from light |
|
|