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(−) -N-Hydroxyapiosporamide

CAT: 0804-HY-N11777Size: 1 EachDry Ice: NoHazardous: No
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Description
(−) -N-Hydroxyapiosporamide (NHAP), an alkaloid, is an NF-κB inhibitor with potent antitumor activity in vitro and in vivo. (−) -N-Hydroxyapiosporamide can be used for the research of colorectal cancer (CRC) [1].
CAS Number
1205676-02-3
Product Name Alternative
NHAP
UNSPSC
12352005
Target
NF-κB
Type
Natural Products
Related Pathways
NF-κB
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/n-hydroxyapiosporamide.html
Solubility
10 mM in DMSO
Smiles
O=C([C@]1([C@]2([C@@]([H])(C[C@@H](CC2)C)C=C[C@H]1C)[H])[H])C3=C(C([C@@]4([C@H]5[C@@H]([C@@H](CC4)O)O5)O)=CN(O)C3=O)O
Molecular Formula
C24H31NO7
Molecular Weight
445.51
References & Citations
[1]Feng L, et al. The Natural Alkaloid (-) -N-Hydroxyapiosporamide Suppresses Colorectal Tumor Progression as an NF-κB Pathway Inhibitor by Targeting the TAK1-TRAF6 Complex. J Nat Prod. 2023 Jun 23;86 (6) :1449-1462.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

N-hydroxyapiosporamide
CAS Number1205676-02-3
PubChem CID132504557
IUPAC Name3-[(1R,2R,4aS,6R,8aR)-2,6-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl]-5-[(1R,2S,5R,6R)-2,5-dihydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]-1,4-dihydroxypyridin-2-one
Molecular FormulaC24H31NO7
Molecular Weight445.5
XLogP1.6
Topological Polar Surface Area131
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count32
Formal Charge0
Complexity939
SMILES
C[C@@H]1CC[C@@H]2[C@@H](C1)C=C[C@H]([C@H]2C(=O)C3=C(C(=CN(C3=O)O)[C@]4(CC[C@H]([C@@H]5[C@H]4O5)O)O)O)C
InChI
InChI=1S/C24H31NO7/c1-11-3-6-14-13(9-11)5-4-12(2)17(14)20(28)18-19(27)15(10-25(31)23(18)29)24(30)8-7-16(26)21-22(24)32-21/h4-5,10-14,16-17,21-22,26-27,30-31H,3,6-9H2,1-2H3/t11-,12-,13-,14-,16-,17-,21-,22-,24+/m1/s1
InChIKey
XYUAOFMUDNWQRJ-OFWJPBPWSA-N
Chemical Structure
2D Structure
2D structure of N-hydroxyapiosporamide
CAS: 1205676-02-3
CID: 132504557
Formula: C24H31NO7
MW: 445.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight445.5
XLogP31.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass445.21005233
Monoisotopic Mass445.21005233
Topological Polar Surface Area131 Ų
Heavy Atom Count32
Formal Charge0
Complexity939
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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