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10,11-Dehydrocurvularin

CAT: 0804-HY-N6679ASize: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6679ASize:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
10,11-Dehydrocurvularin is a prevalent fungal phytotoxin and an antibiotic. 10,11-Dehydrocurvularin is a strong activator of the heat shock response. 10,11-Dehydrocurvularin inhibits TGF-β signalling pathway. Anti-tumorous activity[1][2].
CAS Number
21178-57-4
UNSPSC
12352005
Target
Antibiotic; HSP; TGF-beta/Smad
Type
Natural Products
Related Pathways
Anti-infection; Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Stem Cell/Wnt; TGF-beta/Smad
Applications
COVID-19-anti-virus
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/10-11-dehydrocurvularin-1.html
Purity
99.75
Solubility
10 mM in DMSO|DMSO : ≥ 30mg/mL
Smiles
OC1=C(C(/C=C/CCC[C@@H]2C)=O)C(CC(O2)=O)=CC(O)=C1
Molecular Formula
C16H18O5
Molecular Weight
290.31
References & Citations
[1]Xu Y, et al. Characterization of the biosynthetic genes for 10,11-dehydrocurvularin, a heat shock response-modulating anticancer fungal polyketide from Aspergillus terreus. Appl Environ Microbiol. 2013 Mar;79 (6) :2038-47.|[2]Cochrane RV, et al. Comparison of 10,11-Dehydrocurvularin Polyketide Synthases from Alternaria cinerariae and Aspergillus terreus Highlights Key Structural Motifs. Chembiochem. 2015 Nov;16 (17) :2479-83.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Dehydrocurvularin

dehydrocurvularin has been reported in Alternaria tomato, Neonectria ditissima, and other organisms with data available.

CAS Number21178-57-4
PubChem CID6438143
IUPAC Name(5S,9E)-13,15-dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-3,11-dione
Molecular FormulaC16H18O5
Molecular Weight290.31
XLogP3
Topological Polar Surface Area83.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Heavy Atom Count21
Formal Charge0
Complexity417
SMILES
C[C@H]1CCC/C=C/C(=O)C2=C(CC(=O)O1)C=C(C=C2O)O
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-RWCYGVJQSA-N
Chemical Structure
2D Structure
2D structure of Dehydrocurvularin
CAS: 21178-57-4
CID: 6438143
Formula: C16H18O5
MW: 290.31
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight290.31
XLogP33
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count0
Exact Mass290.11542367
Monoisotopic Mass290.11542367
Topological Polar Surface Area83.8 Ų
Heavy Atom Count21
Formal Charge0
Complexity417
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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