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SMB00004

Sigma-Aldrich

Cyclopenol

≥95% (LC/MS-ELSD)

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About This Item

Empirical Formula (Hill Notation):
C17H14N2O4
CAS Number:
20007-85-6
Molecular Weight:
310.30
UNSPSC Code:
12352205
PubChem Substance ID:
329824667
NACRES:
NA.25
Pricing and availability is not currently available.

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

N1([C@@]3(O[C@@H]3c4cc(ccc4)O)C(=O)Nc2c(cccc2)C1=O)C

InChI

1S/C17H14N2O4/c1-19-15(21)12-7-2-3-8-13(12)18-16(22)17(19)14(23-17)10-5-4-6-11(20)9-10/h2-9,14,20H,1H3,(H,18,22)/t14-,17+/m1/s1

InChI key

BDDNYDPRCCDQQJ-PBHICJAKSA-N

General description

Natural product derived from fungal source.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Precautionary Statements

P273 - P501

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228214V
122228-214V

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Florian Helbig et al.
Applied and environmental microbiology, 68(4), 1524-1533 (2002-03-28)
On searching for endogenous, low-molecular-weight effectors of benzodiazepine alkaloid biosynthesis in Penicillium cyclopium uric acid was isolated from ethanolic or autoclaved mycelial extracts of this fungus. The isolation was based on a three-step high-pressure liquid chromatography procedure guided by a
J C Frisvad et al.
Antonie van Leeuwenhoek, 72(2), 119-126 (1997-08-01)
The new species Penicillium discolor, frequently isolated from nuts, vegetables and cheese is described. It is characterised by rough, dark green conidia, synnemateous growth on malt agar and the production of the secondary metabolites chaetoglobosins A, B and C, palitantin
W Lerbs et al.
Journal of basic microbiology, 25(6), 387-391 (1985-01-01)
Cyclopeptine synthetase, the key enzyme of benzodiazepine alkaloid biosynthesis in Penicillium cyclopium forms cyclo-(anthranoyl-phenylalanyl) from anthranilic acid, L-phenylalanine, the methyl group of L-methionine and ATP. The following in vitro measurable partial activities of the enzyme system were followed during the
Z S Mohamed et al.
Zeitschrift fur allgemeine Mikrobiologie, 24(9), 615-618 (1984-01-01)
Balanced heterokarions were grown from Penicillium cyclopium aux-glu 1, a glutamic acid auxotroph producing benzodiazepine alkaloids of the cyclopenin-cyclopenol group, and P. viridicatum aux-met 1, a methionine auxotroph forming these alkaloids in traces only. In contrast to the hyphae of
Jae Hak Sohn et al.
Journal of microbiology and biotechnology, 23(9), 1206-1211 (2013-06-19)
The selective inhibition of PTP1B has been widely recognized as a potential drug target for the treatment of type 2 diabetes and obesity. In the course of screening for PTP1B inhibitory fungal metabolites, the organic extracts of several fungal species
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