CAS 76429-85-1

10-Deacetylcephalomannine

Description:

10-Deacetylcephalomannine is a natural alkaloid derived from the plant species *Cephalotaxus*, commonly known as the plum yew. It is characterized by its complex molecular structure, which includes a tetracyclic core typical of cephalotaxine derivatives. This compound is notable for its potential pharmacological properties, particularly in the field of oncology, as it exhibits cytotoxic activity against various cancer cell lines. The substance is often studied for its role in the development of anti-cancer agents, as it can inhibit cell proliferation and induce apoptosis in malignant cells. Additionally, 10-Deacetylcephalomannine has been investigated for its effects on the immune system and its potential use in treating other diseases. Its solubility and stability in different solvents can vary, influencing its bioavailability and therapeutic efficacy. As with many alkaloids, safety and toxicity profiles are essential considerations in its application, necessitating thorough research and clinical evaluation before therapeutic use.

Formula: C₄₃H₅₁NO₁₃

InChI: InChI=1S/C43H51NO13/c1-8-22(2)37(50)44-31(25-15-11-9-12-16-25)33(48)39(52)55-27-20-43(53)36(56-38(51)26-17-13-10-14-18-26)34-41(7,35(49)32(47)30(23(27)3)40(43,5)6)28(46)19-29-42(34,21-54-29)57-24(4)45/h8-18,27-29,31-34,36,46-48,53H,19-21H2,1-7H3,(H,44,50)/b22-8+/t27-,28-,29+,31-,32+,33+,34-,36-,41+,42-,43+/m0/s1

InChI key: InChIKey=ADDGUHVEJPNWQZ-GJKIWTKTSA-N

SMILES: O(C(C)=O)[C@]12[C@]3([C@H](OC(=O)C4=CC=CC=C4)[C@@]5(O)C(C)(C)C([C@@H](O)C(=O)[C@]3(C)[C@@H](O)C[C@]1(OC2)[H])=C(C)[C@@H](OC([C@@H]([C@@H](NC(/C(=C/C)/C)=O)C6=CC=CC=C6)O)=O)C5)[H]

Synonyms:

• 10-Deacetylcephalomannine
• 10-Deacetyltaxol B
• 10β-Deacetylcephalomanine
• 7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete, benzenepropanoic acid deriv.
• Benzenepropanoic acid, α-hydroxy-β-[(2-methyl-1-oxo-2-butenyl)amino]-, 12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [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)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-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-butenyl]amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-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, alpha-hydroxy-beta-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]amino]-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (alphaR,betaS)-

10-Deacetylcephalomannine

CAS: 76429-85-1

10-Deacetylcephalomannin exhibits activity against PS leukemia in vivo; however, its instability leads to an equilibrium mixture with its cytotoxic C-7 epimer. Additionally, 10-Deacetylcephalomannine demonstrates growth inhibitory effects on human cancer cell lines, including cervical HeLa adenocarcinoma.

Formula: C₄₃H₅₁NO₁₃

Color and Shape: Solid

Molecular weight: 789.9

Ref: TM-TN7414

10-Deacetyl Cephalomannine

CAS: 76429-85-1

Formula: C₄₃H₅₁NO₃

Molecular weight: 789.88

Ref: 4Z-C-11905

10-Deacetyl Cephalomannine(>85%)

CAS: 76429-85-1

Applications 10-Deacetyl Cephalomannine is a derivative of Cephalomannine (C258500).
References Liu, J., et al.: J. Pharm. Biomed. Anal., 15, 1729 (1997), Montero, A., et al.: Lancet Oncol., 6, 229 (2005), Ojima, I., et al.: J. Nat. Prod. 72, 554 (2009),

Formula: C₄₃H₅₁NO₁₃

Color and Shape: Neat

Molecular weight: 789.86

Ref: TR-D198650

10-Deacetyl cephalomannine

CAS: 76429-85-1

10-Deacetyl cephalomannine is a taxane derivative that has been isolated from the needles of Taxus cuspidata. This compound is metabolized by human liver enzymes, such as cytochrome P450, to 10-deacetyltaxol (10-DT). 10-DT has shown antitumor activity in vitro and in vivo against human cancer cell lines. It also inhibits the growth of Mycobacterium tuberculosis in culture. The mechanism of action for this compound is not known, but it may inhibit protein synthesis or cell division. 10-DT inhibits the growth of cancer cells by binding to tubulin and inhibiting microtubule polymerization.

Formula: C₄₃H₅₁NO₁₃

Purity: Min. 95%

Molecular weight: 789.86 g/mol

Ref: 3D-FD20817

N-Tigloyl Docetaxel

CAS: 76429-85-1

Formula: C₄₃H₅₁NO₁₃

Molecular weight: 789.9

Ref: ST-EA-CP-D32046

10-Deacetyl Cephalomannine

CAS: 76429-85-1

Formula: C₄₃H₅₁NO₁₃

Molecular weight: 789.87

Ref: ST-EA-CP-C548001