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Xyloidone

CAT: 0013-GTR19216689-05Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19216689-05Size:5 mg
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Description
Xyloidone exhibits antifungal activity and completely inhibits the mycelial growth of B. cinerea, Colletotrichum acutatum Simmonds, Colletotrichum gloeosporioides Simmonds, M. grisea, and Pythium ultimum Trow over a range of 0.4-33.3 mg/L. (In Vitro) :Xyloidone controlls the development of rice blast, tomato late blight, wheat leaf rust, barley powdery mildew and red pepper anthracnose (Colletotrichum coccodes (Wallr) S Hughes) . Xyloidone is particularly effective in suppressing red pepper anthracnose by 95% at a concentration of 125 mg/L. (In Vivo) :Xyloidone inhibits vessel regeneration, interferes with vessel anastomosis, and limits plexus formation in zebrafish. Xyloidone induces vascular pruning and growth delay in orthotopic mammary tumors in mice. Xyloidone targets cell adhesion by promoting ubiquitination of the Rho-GTPase Rac1, which is frequently up-regulated in many different cancers.
CAS Number
15297-92-4
Product Name Alternative
Dehydro-α-lapachone | NSC-106453 | NSC106453 | NSC 629748 | Dehydrolapachone | Dehydrolapachone |
Purity
>98% (HPLC)
Smiles
CC1 (C) OC2=C (C=C1) C (=O) c1ccccc1C2=O
Molecular Formula
C15H12O3
Molecular Weight
240.258
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Xyloidone

Dehydro-alpha-lapachone has been reported in Rhinacanthus nasutus, Handroanthus guayacan, and other organisms with data available.

CAS Number15297-92-4
PubChem CID72734
IUPAC Name2,2-dimethylbenzo[g]chromene-5,10-dione
Molecular FormulaC15H12O3
Molecular Weight240.25
XLogP2.6
Topological Polar Surface Area43.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity482
SMILES
CC1(C=CC2=C(O1)C(=O)C3=CC=CC=C3C2=O)C
InChI
InChI=1S/C15H12O3/c1-15(2)8-7-11-12(16)9-5-3-4-6-10(9)13(17)14(11)18-15/h3-8H,1-2H3
InChIKey
OWFHAMHRUCUSRM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Xyloidone
CAS: 15297-92-4
CID: 72734
Formula: C15H12O3
MW: 240.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight240.25
XLogP32.6
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass240.078644241
Monoisotopic Mass240.078644241
Topological Polar Surface Area43.4 Ų
Heavy Atom Count18
Formal Charge0
Complexity482
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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