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C4991

Sigma-Aldrich

Cephalomannine

≥97% (HPLC), solid

Synonym(s):

NSC 318735

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About This Item

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

Quality Level

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

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

InChI key

DBXFAPJCZABTDR-UJLUYDJNSA-N

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General description

Chemical structure: ß-lactam

Application

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

Biochem/physiol Actions

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

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Customers Also Viewed

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
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
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
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
Synthesis and Chemistry of Agrochemicals V, 686 (1998)

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