10,11-Dehydrocurvularin

AdipoGen Life Sciences
Product Code: AG-CN2-0165
CodeSizePrice
AG-CN2-0165-M0011 mg£100.00
Quantity:
AG-CN2-0165-M0055 mg£370.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
alpha,beta-Dehydrocurvularin
Appearance:
Off-white solid.
CAS:
1095588-70-7
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.
InChi:
InChI=1S/C16H18O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h4,6-7,9-10,17,19H,2-3,5,8H2,1H3/b6-4-/t10-/m0/s1
InChiKey:
AVIRMQMUBGNCKS-OAQKJQOQSA-N
Long Description:
Chemical. CAS: 1095588-70-7. Formula: C16H18O5. MW: 290.3. Isolated from Aspergillus sp. Antibiotic. Antifungal. Nematicidal. Phytotoxic. TGF-beta signaling inhibitor Anticancer compound. Strong activator of the heat shock response. Inhibitor of the appressorium formation of M. grisea
MDL:
MFCD09752720
Molecular Formula:
C16H18O5
Molecular Weight:
290.3
Package Type:
Vial
Product Description:
Antibiotic [1, 2, 6]. Antifungal [6]. Nematicidal [4]. Phytotoxic [3]. TGF-beta signaling inhibitor [9] Anticancer compound [5, 6, 8, 10]. Strong activator of the heat shock response [8]. Inhibitor of the appressorium formation of M. grisea [7]
Purity:
>95% (HPLC)
SMILES:
C[C@H]1CCCC=CC(=O)C2=C(CC(=O)O1)C=C(O)C=C2O
Solubility Chemicals:
Soluble in ethanol, methanol or DMSO.
Source / Host:
Isolated from Aspergillus sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Curvularin. Part V. The compound C16H18O5, alphabeta-dehydrocurvularin: H.D. Munro, et al.; J. Chem. Soc. C 1967, 947 (1967) | Isolation of alpha,beta-dehydrocurvularin from Aspergillus aureofulgens: O. Caputo & F. Viola; Planta Med. 31, 31 (1977) | Brefeldin A and alpha,beta-dehydrocurvularin, two phytotoxins from Alternaria zinniae, a biocontrol agent of Xanthium occidentale: M. Vurro, et al.; Plant Sci. 138, 67 (1998) | Betagamma-dehydrocurvularin and related compounds as nematicides of Pratylenchus penetrans from the fungus Aspergillus sp.: M. Kusano, et al.; Biosci. Biotechnol. Biochem. 67, 1413 (2003) | Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants: J. He, et al.; J. Nat. Prod. 67, 1985 (2004) | Isolation and difference in anti-Staphylococcus aureus bioactivity of curvularin derivates from fungus Eupenicillium sp.: L.W. Xie, et al.; Appl. Biochem. Biotechnol. 159, 284 (2009) | Alternariol monomethyl ether and alpha, beta-Dehydrocurvularin from endophytic Fungi Alternaria spp. inhibit appressorium formation of Magnaporthe grisea: Y.T. Jeon, et al.; J. Kor. Soc. Appl. Biol. Chem. 53, 39 (2010) | Characterization of the biosynthetic genes for 10,11-dehydrocurvularin, a heat shock response-modulating anticancer fungal polyketide from Aspergillus terreus: Y. Xu, et al.; Appl. Environ. Microbiol. 79, 2038 (2013) | Inhibition of TGF-beta signaling by the fungal lactones (S)-curvularin, dehydrocurvularin, oxacyclododecindione and galiellalactone: K. Rudolph, et al.; Cytokine 61, 285 (2013) | Metabolite profiling and biological activities of bioactive compounds produced by Chrysosporium lobatum strain BK-3 isolated from Kaziranga National Park, Assam, India: C.G. Kumar, et al.; Springerplus 2, 122 (2013)

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