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6-Acetonyldihydrochelerythrine

CAT: 0013-GTR19182344Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19182344Size:5 mg
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Description
6-Acetonyldihydrochelerythrine is a bioactive small molecule with significant antioxidant and anti-HIV activity (EC50 1.77 μg/mL) . It also acts as a potent apoptosis inducer, demonstrating cytotoxic effects against human colon carcinoma cell lines HCT116 and SW620 that exceed those of 5-fluorouracil. This compound is a valuable tool for research in oncology, virology, and oxidative stress studies.
CAS Number
22864-92-2
Field of Research
Cell Biology, Infectious Disease & Virology, Metabolism Research, Molecular Biology, Protein Biochemistry, Signal Transduction
Smiles
COc1ccc2-c3ccc4cc5OCOc5cc4c3N (C) [C@@H] (CC (C) =O) c2c1OC
Molecular Formula
C24H23NO5
Molecular Weight
405.44
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

6-Acetonyldihydrochelerythrine

Acetonylchelerythrine has been reported in Zanthoxylum ailanthoides, Feroniella lucida, and other organisms with data available.

CAS Number22864-92-2
PubChem CID185516
IUPAC Name1-[(13S)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]propan-2-one
Molecular FormulaC24H23NO5
Molecular Weight405.4
XLogP3.9
Topological Polar Surface Area57.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count30
Formal Charge0
Complexity643
SMILES
CC(=O)C[C@H]1C2=C(C=CC(=C2OC)OC)C3=C(N1C)C4=CC5=C(C=C4C=C3)OCO5
InChI
InChI=1S/C24H23NO5/c1-13(26)9-18-22-15(7-8-19(27-3)24(22)28-4)16-6-5-14-10-20-21(30-12-29-20)11-17(14)23(16)25(18)2/h5-8,10-11,18H,9,12H2,1-4H3/t18-/m0/s1
InChIKey
VGTQLFWIJIABSU-SFHVURJKSA-N
Chemical Structure
2D Structure
2D structure of 6-Acetonyldihydrochelerythrine
CAS: 22864-92-2
CID: 185516
Formula: C24H23NO5
MW: 405.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight405.4
XLogP33.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass405.15762283
Monoisotopic Mass405.15762283
Topological Polar Surface Area57.2 Ų
Heavy Atom Count30
Formal Charge0
Complexity643
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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