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Laccaridione A

CAT: 0931-TN9960-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN9960-01Size:10 mg
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CAS Number
320369-80-0
Target
Serine Protease
Related Pathways
Proteases/Proteasome
Bioactivity
Laccaridione A can inhibit the activity of anti-serine proteases. The IC50 values of Laccaridione A for inhibiting trypsin, papain, thermolysin, collagenase, and zinc proteases are 14.7 μg/mL, 2.5 μg/mL, 18.8 μg/mL, 7.2 μg/mL, and 18.2 μg/mL, respectively.
Smiles
OC=1C2=C(C=C3C1C(=O)C(=O)C(OC)=C3)C=C(\C(=C\C(CC)C)\C)OC2OC
Molecular Formula
C22H24O6
Molecular Weight
384.422
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Laccaridione A

Laccaridione A is an organic heterotricyclic compound that is 1H-benzo[g]isochromene-8,9-dione substituted by a hydroxy group at position 10, methoxy groups at positions 1 and 7 and a 4-methylhex-2-en-2-yl group at position 3. Isolated from the stem of the fruiting bodies of the basidiomycete strain Laccaria amethystea, it exhibits inhibitory activity against proteases. It has a role as a metabolite and a protease inhibitor. It is a member of orthoquinones, an organic heterotricyclic compound, a member of phenols, a member of isochromenes, an enol ether and a cyclic acetal.

CAS Number320369-80-0
PubChem CID9952015
IUPAC Name10-hydroxy-1,7-dimethoxy-3-[(E)-4-methylhex-2-en-2-yl]-1H-benzo[g]isochromene-8,9-dione
Molecular FormulaC22H24O6
Molecular Weight384.4
XLogP4.8
Topological Polar Surface Area82.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity733
SMILES
CCC(C)/C=C(\C)/C1=CC2=C(C(O1)OC)C(=C3C(=C2)C=C(C(=O)C3=O)OC)O
InChI
InChI=1S/C22H24O6/c1-6-11(2)7-12(3)15-9-14-8-13-10-16(26-4)19(23)21(25)17(13)20(24)18(14)22(27-5)28-15/h7-11,22,24H,6H2,1-5H3/b12-7+
InChIKey
FBVTWLBYMYCVOT-KPKJPENVSA-N
Chemical Structure
2D Structure
2D structure of Laccaridione A
CAS: 320369-80-0
CID: 9952015
Formula: C22H24O6
MW: 384.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight384.4
XLogP34.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass384.15728848
Monoisotopic Mass384.15728848
Topological Polar Surface Area82.1 Ų
Heavy Atom Count28
Formal Charge0
Complexity733
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes