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Merck

C4991

Sigma-Aldrich

Kephalomannin

≥97% (HPLC), solid

Synonym(e):

NSC 318735

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About This Item

Empirische Formel (Hill-System):
C45H53NO14
CAS-Nummer:
Molekulargewicht:
831.90
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥97% (HPLC)

Form

solid

Löslichkeit

DMSO: soluble 14 mg/mL

Wirkungsspektrum von Antibiotika

neoplastics

Wirkungsweise

DNA synthesis | interferes

Lagertemp.

room temp

SMILES String

C\C=C(/C)C(=O)N[C@H]([C@@H](O)C(=O)O[C@H]1C[C@@]2(O)[C@@H](OC(=O)c3ccccc3)C4[C@@](C)([C@@H](O)C[C@H]5OC[C@@]45OC(C)=O)C(=O)[C@H](OC(C)=O)C(=C1C)C2(C)C)c6ccccc6

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

InChIKey

DBXFAPJCZABTDR-UJLUYDJNSA-N

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Allgemeine Beschreibung

Chemical structure: ß-lactam

Anwendung

Cephalomannine has been used for the identification of fungal taxol (anti-cancer drug) in liquid culture.

Biochem./physiol. Wirkung

Cephalomannine is isolated from Taxus wallichiana, and serves as an antifungal agent.
Cephalomannine is a taxol derivative with antitumor, antiproliferative properties.

Piktogramme

CorrosionExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Slide 1 of 2

1 of 2

Hongbo Wang et al.
Cancer letters, 268(1), 89-97 (2008-05-17)
Lx2-32c, a novel taxane derivative, is a semisynthetic analogue from cephalomannine. Its antitumor activity in vivo and in vitro was investigated in this study. Lx2-32c was cytotoxic (IC50=1.7+/-1.6nM) to various human tumor cell lines after 72h incubation. In vitro it
G Moyna et al.
Journal of chemical information and computer sciences, 36(6), 1224-1227 (1996-11-01)
A simple iterative method for superimposing sets of NMR derived structures and calculation of the root mean square deviation (RMSD) of the sets is described. It was compared to the commonly used algorithm involving pairwise best fitting in the conformational
K C Chan et al.
Journal of chromatography. B, Biomedical applications, 657(2), 301-306 (1994-07-15)
High-performance liquid chromatography (HPLC) and micellar electrokinetic chromatography (MEKC) were applied for the separation of taxol, cephalomannine, and baccatin III in crude extracts from the needle and bark of Taxus species. The chromatogram of the bark extract was cleaner than
Jiang-Wei Zhang et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(2), 418-426 (2007-11-28)
To investigate how taxane's substituents at C3' affect its metabolism, we compared the metabolism of cephalomannine and paclitaxel, a pair of analogs that differ slightly at the C3' position. After cephalomannine was incubated with human liver microsomes in an NADPH-generating
Kannan Vivekanandan et al.
Rapid communications in mass spectrometry : RCM, 20(11), 1731-1735 (2006-05-06)
A strategy is developed for the identification of isocephalomannine in the presence of alkali metal ion adducts and other cephalomannine isomers in a paclitaxel active pharmaceutical ingredient. Intact molecular ion analyses and a sub-structural study have been performed for the

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