C6696
头孢菌素 来源于Cercospora hayii
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关于此项目
经验公式（希尔记法）:
C29H26O10
化学文摘社编号:
分子量:
534.51
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
MDL number:
InChI
1S/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-32,35H,5-6,9H2,1-4H3
SMILES string
COC1=C(CC(C)O)c2c3c(CC(C)O)c(OC)c(O)c4C(=O)C=C5OCOc6cc(O)c(C1=O)c2c6c5c34
InChI key
JWFLIMIGORGZMQ-UHFFFAOYSA-N
form
solid
solubility
chloroform: 9.80- 10.20 mg/mL, clear, red to red-brown
antibiotic activity spectrum
Gram-positive bacteria
mode of action
cell membrane | interferes
storage temp.
2-8°C
Quality Level
Application
尾孢菌素（C29H26O10）是一种从香蕉病原体培养物中分离出来的红色色素。它已被用于研究野油菜黄单胞菌百日菊致病变种（Bacterium Xanthomonas campestris pv. Zinniae ）等物种的毒素生物降解。
Biochem/physiol Actions
头孢菌素是一种聚酮化合物植物毒素，可以被光激活，并在激活状态下与氧气反应生成有毒氧物种，例如单线态氧（O2）和超氧化物（O2-）。活性氧的产生导致植物细胞膜中脂质的过氧化。
据报道，光诱导的聚酮化合物植物毒素在光催化下会产生单线态氧。
Other Notes
保存于密闭容器内，置于干燥通风处。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
涉药品监管产品
此项目有
Barbara J Morgan et al.
Journal of the American Chemical Society, 131(26), 9413-9425 (2009-06-06)
The total syntheses of the PKC inhibitors (+)-calphostin D, (+)-phleichrome, cercosporin, and 10 novel perylenequinones are detailed. The highly convergent and flexible strategy developed employed an enantioselective oxidative biaryl coupling and a double cuprate epoxide opening, allowing the selective syntheses
Tanya V Taylor et al.
Applied and environmental microbiology, 72(9), 6070-6078 (2006-09-08)
The polyketide toxin cercosporin plays a key role in pathogenesis by fungal species of the genus Cercospora. The bacterium Xanthomonas campestris pv. zinniae is able to rapidly degrade this toxin. Growth of X. campestris pv. zinniae strains in cercosporin-containing medium
Multiple modes of photodynamic action by cercosporin.
P E Hartman et al.
Photochemistry and photobiology, 47(5), 699-703 (1988-05-01)
Hui-Qin Chen et al.
Microbiology (Reading, England), 153(Pt 8), 2781-2790 (2007-07-31)
Cercosporin is a non-host-selective, photoactivated polyketide toxin produced by many phytopathogenic Cercospora species, which plays a crucial role during pathogenesis on host plants. Upon illumination, cercosporin converts oxygen molecules to toxic superoxide and singlet oxygen that damage various cellular components
Sabine Butzloff et al.
Cytometry. Part A : the journal of the International Society for Analytical Cytology, 81(8), 698-703 (2012-06-28)
The malaria parasite Plasmodium falciparum proliferates within human erythrocytes and is thereby exposed to a variety of reactive oxygen species (ROS) such as hydrogen peroxide, hydroxyl radical, superoxide anion, and highly reactive singlet oxygen ((1)O(2)). While most ROS are already
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