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Andrographolide

CAT: 0013-GTR19172046-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19172046-01Size:100 mg
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Description
Andrographolide, a bioactive diterpenoid from Andrographis paniculata, acts as an irreversible NF-κB antagonist. It exhibits anti-inflammatory, anti-platelet, and potential antineoplastic activities, making it a valuable tool for research in oncology, immunology, and cardiovascular disease using both in vitro and in vivo models.
CAS Number
5508-58-7
Product Name Alternative
SARS-CoV, SARS coronavirus, SARSCoV, Andrographis, Andrographolide, Autophagy, NF-kB, NFkB, NFκB, NF-κB, Nuclear factor-κB, Nuclear factor-kappaB, inhibit, Inhibitor, Influenza Virus, InfluenzaVirus
Field of Research
Cell Biology, Immunology & Inflammation
Purity
>98%
Bioactivity
Induces mitochondrial-mediated apoptosis
Form
Powder
Solubility
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 8 mg/ml) .
Smiles
C[C@]12[C@@] ([C@@] (CO) (C) [C@H] (O) CC1) (CCC (=C) [C@H]2C/C=C/3\[C@H] (O) COC3=O) [H]
Molecular Formula
C20H30O6
Molecular Weight
350.5
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Andrographolide

Andrographolide is a labdane diterpenoid isolated from the leaves and roots of Andrographis paniculata that exhibits anti-HIV, anti-inflammatory and antineoplastic properties. It has a role as a metabolite, an anti-inflammatory drug, an antineoplastic agent and an anti-HIV agent. It is a primary alcohol, a secondary alcohol, a labdane diterpenoid, a carbobicyclic compound and a gamma-lactone.

CAS Number5508-58-7
PubChem CID5318517
IUPAC Name(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
Molecular FormulaC20H30O5
Molecular Weight350.4
XLogP2.2
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity597
SMILES
C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C/3\[C@@H](COC3=O)O)(C)CO)O
InChI
InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
InChIKey
BOJKULTULYSRAS-OTESTREVSA-N
Chemical Structure
2D Structure
2D structure of Andrographolide
CAS: 5508-58-7
CID: 5318517
Formula: C20H30O5
MW: 350.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight350.4
XLogP32.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass350.20932405
Monoisotopic Mass350.20932405
Topological Polar Surface Area87 Ų
Heavy Atom Count25
Formal Charge0
Complexity597
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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