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Merck
CN

C4991

Cephalomannine

≥97% (HPLC), solid

Synonym(s):

NSC 318735

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About This Item

Empirical Formula (Hill Notation):
C45H53NO14
CAS Number:
71610-00-9
Molecular Weight:
831.90
NACRES:
NA.77
PubChem Substance ID:
24724441
UNSPSC Code:
12352200
MDL number:
MFCD01075131

Key Documents

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Product Name

Cephalomannine, ≥97% (HPLC), solid

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

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 key

DBXFAPJCZABTDR-UJLUYDJNSA-N

assay

≥97% (HPLC)

form

solid

solubility

DMSO: soluble 14 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

storage temp.

room temp

Quality Level

100

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Application

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

Biochem/physiol Actions

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

General description

Chemical structure: ß-lactam

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000403335
0000403335
0000133141
0000057412
0000019495

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K Glowniak et al.
Journal of pharmaceutical and biomedical analysis, 14(8-10), 1215-1220 (1996-06-01)
Solid-phase extraction and preparative thin-layer chromatography were applied as sample preparation techniques for the purification of crude extracts from twigs and needles of various Taxus species as well as for the isolation of taxol and cephalomannine for further reversed phase
S H Sheikh et al.
Analytical biochemistry, 283(1), 33-38 (2000-08-10)
A new fluorescence immunoassay for the quantitative determination of paclitaxel (Pac) under equilibrium conditions was developed. Anti-Pac IgG2a antibody was immobilized through its Fc region to protein A covalently bound to the inside surface of a silanized glass capillary column
D D Woo et al.
Kidney international, 51(5), 1613-1618 (1997-05-01)
Homozygous cpk/cpk mice develop polycystic kidney disease and die of uremia between the fourth and fifth weeks of age. Cpk/cpk mice treated weekly with paclitaxel (Taxol) can live to over six months of age. This dramatic moderation of polycystic kidney
D Song et al.
Journal of chromatography. B, Biomedical applications, 663(2), 337-344 (1995-01-20)
This report describes the analysis of taxol in human plasma, cell culture medium, and dog bladder tissue by isocratic high-performance liquid chromatography (HPLC) with automated column switching. Cephalomannine was used as the internal standard. Biological samples were extracted with ethyl
Synthesis and Chemistry of Agrochemicals V, 686 (1998)
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