C2389
Cerulenin
from Cephalosporium caerulens, ≥98% (HPLC), powder, de novo phospholipid synthesis inhibitor
别名:
Helicocerin, (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide
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关于此项目
经验公式（希尔记法）:
C12H17NO3
化学文摘社编号:
分子量:
223.27
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
241-424-8
MDL number:
Beilstein/REAXYS Number:
4140423
产品名称
Cerulenin, ≥98% (HPLC), from Cephalosporium caerulens
biological source
Cephalosporium caerulens
Quality Level
assay
≥98% (HPLC)
form
powder
mp
93 °C
solubility
acetone: 19.60-20.40 mg/mL, clear to slightly hazy, colorless to yellow
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
storage temp.
−20°C
SMILES string
C/C=C/C/C=C/CCC([C@@H]1[C@H](C(N)=O)O1)=O
InChI
1S/C13H18O3/c1-3-4-5-6-7-8-9-11(15)13-12(16-13)10(2)14/h3-4,6-7,12-13H,5,8-9H2,1-2H3/b4-3+,7-6+/t12-,13+/m0/s1
InChI key
PTNNGEBMCNMENY-JIVMHGEESA-N
Gene Information
human ... FASN(2194)
General description
Cerulenin, an inhibitor of de novo phospholipid synthesis triggers apoptosis in various wild type p53 and mutant p53 tumor cell lines. This fungal antibiotic also blocks the condensing enzyme involved in fatty acid and polyketide biosynthesis.
Application
Cerulenin has been used:
- as a fatty acid synthase inhibitor to study its effects on aldosterone-induced trained immunity
- as a blocker of fatty acid synthase to study its effects on the replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV2)
- as a supplement in yeast extract–peptone–dextrose/glycerol (YPD/G) agar plates for the isolation of cerulenin-resistant yeast strains
商品
肝脏中胆固醇的合成量由饮食中的胆固醇水平来严格调节。LDL受体调节富含脂质的低密度脂蛋白（LDL）颗粒的细胞转运。
Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.
Discover Bioactive Small Molecules for Lipid Signaling Research
Jennifer W Lou et al.
Scientific reports, 9(1), 12987-12987 (2019-09-12)
During fatty acid biosynthesis, acyl carrier proteins (ACPs) from type I fungal fatty acid synthase (FAS) shuttle substrates and intermediates within a reaction chamber that hosts multiple spatially-fixed catalytic centers. A major challenge in understanding the mechanism of ACP-mediated substrate
Darren C J Wong et al.
Frontiers in plant science, 9, 839-839 (2018-07-05)
Hundreds of orchid species secure pollination by sexually luring specific male insects as pollinators by chemical and morphological mimicry. Yet, the biochemical pathways involved in the synthesis of the insect sex pheromone-mimicking volatiles in these sexually deceptive plants remain poorly
[Mechanism of action of cerulenin on fatty acid synthetase and cerulenin resistance in a cerulenin-producing fungus].
H Tomoda et al.
Seikagaku. The Journal of Japanese Biochemical Society, 57(3), 190-201 (1985-03-01)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| C2389-10MG | 04061833475737 |
| C2389-50MG | 04061833269633 |
| C2389-5MG | 04061833475744 |