13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione

Base Information

Chemical Name:13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione
CAS No.:10140-70-2
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:29419000
NSC Number:166071
Wikipedia:Curvularin
Wikidata:Q15410913
ChEMBL ID:CHEMBL482052
Mol file:10140-70-2.mol

Synonyms:10,11-dehydrocurvularin;curvularin

Suppliers and Price of 13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
Curvularin
1mg
$ 50.00

Sigma-Aldrich
Curvularin from
1mg
$ 103.00

Sigma-Aldrich
Curvularin from
5mg
$ 430.00

Cayman Chemical
Curvularin ≥98%
5mg
$ 221.00

Cayman Chemical
Curvularin ≥98%
1mg
$ 59.00

Apolloscientific
Curvularin
1mg
$ 82.00

Apolloscientific
Curvularin
5mg
$ 264.00

American Custom Chemicals Corporation
CURVULARIN 95.00%
5MG
$ 505.35

American Custom Chemicals Corporation
CURVULARIN 95.00%
1MG
$ 187.95

Adipogen Life Sciences
Curvularin ≥95%(HPLC)
1 mg
$ 60.00

Total 14 raw suppliers

Chemical Property of 13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione

Chemical Property:

Vapor Pressure:5.18E-13mmHg at 25°C
Melting Point:206-206.5°
Boiling Point:557°Cat760mmHg
PKA:7.58±0.40(Predicted)
Flash Point:207.9°C
PSA：83.83000
Density:1.2g/cm³
LogP:2.71880
Storage Temp.:?20°C
Solubility.:DMSO: soluble1mg/mL
XLogP3:3.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:0
Exact Mass:292.13107373
Heavy Atom Count:21
Complexity:381

Purity/Quality:

98%,99%, ^*data from raw suppliers

Curvularin ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 22

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1CCCCCC(=O)C2=C(CC(=O)O1)C=C(C=C2O)O
Uses Curvularin is a 12-membered macrocyclic lactone incorporating a resorcinyl moiety, produced by a number of fungal species, including Curvularia, Penicillium and Alternaria. Curvularin exhibits a distinctly different biological profile to the structurally similar resorcylic acid lactones such as the zearalenones, radicicol and LL Z1640-2. Curvularin inhibits cell division by disrupting mitotic spindle formation and is known to be phytotoxic. More recent investigations have shown that curvularin is a highly selective transcription-based inhibitor of iNOS-dependent NO production, acting on the Janus tyrosine kinase-STAT pathway. This action offers an approach to the development of drugs inhibiting iNOS overproduction associated with NO pathophysiology. Curvularin is a potent antifungal and mycotoxin that also inhibits NO production.

Technology Process of 13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione

There total 28 articles about 13,15-Dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),13,15-triene-3,11-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 21178-57-4
10,11-dehydrocurvularin

: 10140-70-2
curvularin

Guidance literature:: With hydrogen; platinum(IV) oxide; In ethyl acetate; at 20 ℃; for 3h; under 760 Torr;
DOI:10.1021/ja00191a042

Reference yield: 90.0%

: 1068474-47-4
C₃₀H₃₀O₅

: 10140-70-2
curvularin

Guidance literature:: With 10% Pd/C; hydrogen; In ethyl acetate; at 20 ℃; for 1.5h;
DOI:10.1055/s-2008-1078504

Reference yield: 75.0%

: (S)-11,13-dimethoxy-4-methyl-4,5,6,7,8,9-hexahydro-1H-benzo[d][1]oxacyclododecine-2,10-dione

: 10140-70-2
curvularin

Guidance literature:: With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide; In benzene; at 20 ℃; for 0.5h;
DOI:10.1080/00397911.2021.1979043