C2389

Cerulenin

Name: Cerulenin
Brand: SIGMA

from Cephalosporium caerulens, ≥98% (HPLC), powder, de novo phospholipid synthesis inhibitor

동의어(들):

Helicocerin, (2R,3S,E,E)-2,3-Epoxy-4-oxo-7,10-dodecadienamide

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크기 선택

제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):

C₁₂H₁₇NO₃

CAS 번호:

17397-89-6

Molecular Weight:

223.27

NACRES:

NA.77

PubChem Substance ID:

24892323

UNSPSC Code:

51111800

EC Number:

241-424-8

MDL number:

MFCD00083595

Beilstein/REAXYS Number:

4140423

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

200

주요 문서

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제품 이름

Cerulenin, ≥98% (HPLC), from Cephalosporium caerulens

InChI key

PTNNGEBMCNMENY-JIVMHGEESA-N

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

SMILES string

C/C=C/C/C=C/CCC([C@@H]1[C@H](C(N)=O)O1)=O

biological source

Cephalosporium caerulens

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

Quality Level

200

Gene Information

human ... FASN(2194)

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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

pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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문서 라이브러리 방문

Evidence for the Involvement of Fatty Acid Biosynthesis and Degradation in the Formation of Insect Sex Pheromone-Mimicking Chiloglottones in Sexually Deceptive Chiloglottis Orchids.

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)

Malonyl-CoA mediates leptin hypothalamic control of feeding independent of inhibition of CPT-1a.

Su Gao et al.

American journal of physiology. Regulatory, integrative and comparative physiology, 301(1), R209-R217 (2011-04-22)

Hypothalamic fatty acid metabolism is involved in central nervous system controls of feeding and energy balance. Malonyl-CoA, an intermediate of fatty acid biosynthesis, is emerging as a significant player in these processes. Notably, hypothalamic malonyl-CoA has been implicated in leptin's

Electron cryomicroscopy observation of acyl carrier protein translocation in type I fungal fatty acid synthase.

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

Cell Death Triggered by a Putative Amphipathic Helix of Radish mosaic virus Helicase Protein Is Tightly Correlated With Host Membrane Modification.

Masayoshi Hashimoto et al.

Molecular plant-microbe interactions : MPMI, 28(6), 675-688 (2015-02-05)

Systemic necrosis is one of the most severe symptoms caused by plant RNA viruses. Recently, systemic necrosis has been suggested to have similar features to a defense response referred to as the hypersensitive response (HR), a form of programmed cell

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Cerulenin

from Cephalosporium caerulens, ≥98% (HPLC), powder, de novo phospholipid synthesis inhibitor

크기 선택

제품정보 (DICE 배송 시 비용 별도)

주요 문서

속성

제품 이름

InChI key

InChI

SMILES string

biological source

assay

form

mp

solubility

antibiotic activity spectrum

mode of action

storage temp.

Quality Level

Gene Information

관련 카테고리

설명

General description

Application

안전성 정보

pictograms

signalword

hcodes

Hazard Classifications

저장 등급

wgk

flash_point_f

flash_point_c

ppe

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