A taxane diterpenoid
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Cephalomannine

Item No. 27878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
αR-hydroxy-βS-[[(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
CAS Number
71610-00-9
Synonyms
  • NSC 318735
Molecular Formula
C45H53NO14
Formula Weight
831.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 15mg/mLEthanol: 15mg/mLEthanol:PBS (pH 7.2) (1:7): 0.12mg/mL
SMILES
O[C@@H](C(O[C@H]1C[C@]([C@H]2OC(C3=CC=CC=C3)=O)(O)C(C)(C)C([C@@H](OC(C)=O)C([C@@]4(C)[C@@]2([H])[C@@](CO5)(OC(C)=O)[C@@]5([H])C[C@@H]4O)=O)=C1C)=O)[C@@H](NC(/C(C)=C/C)=O)C6=CC=CC=C6
InChi Code
InChI=1S/C45H53NO14/c1-9-23(2)39(52)46-33(27-16-12-10-13-17-27)34(50)41(54)58-29-21-45(55)38(59-40(53)28-18-14-11-15-19-28)36-43(8,30(49)20-31-44(36,22-56-31)60-26(5)48)37(51)35(57-25(4)47)32(24(29)3)42(45,6)7/h9-19,29-31,33-36,38,49-50,55H,20-22H2,1-8H3,(H,46,52)/b23-9+/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
InChi Key
DBXFAPJCZABTDR-WBYYIXQISA-N
Origin
Plant/Taxus chinensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $53

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    5 mg

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    10 mg

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    Product Description

    Cephalomannine is a taxane diterpenoid and a derivative of paclitaxel (Item No. 10461) that has been found in yew trees and taxol-producing fungi.1 It inhibits calcium-induced microtubule depolymerization in vitro and increases accumulation of vincristine (Item No. 11764) in multidrug-resistant 2780AD ovarian cancer cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, D., Fu, D., Zhang, Y., et al. Isolation, purification, and identification of taxol and related taxanes from taxol-producing fungus Aspergillus niger subsp. taxi. J. Microbiol. Biotechnol. 27(8), 1379-1385 (2017).

    2. Kobayashi, J., Hosoyama, H., Wang, X.-X., et al. Effects of taxoids from Taxus cuspidata on microtubule depolymerization and vincristine accumulation in MDR cells. Bioorg. Med. Chem. Lett. 7(4), 393-398 (1997).