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Andrograpanin (Standard)

CAT: 0804-HY-N9388RSize: 1 EachDry Ice: NoHazardous: No
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Description
Andrograpanin (Standard) is the analytical standard of Andrograpanin. This product is intended for research and analytical applications. Andrograpanin, a bioactive compound from Andrographis paniculata, exhibits anti-inflammatory and anti-infectious properties[1][2].
CAS Number
82209-74-3
UNSPSC
12352005
Target
P38 MAPK; Reference Standards
Type
Reference Standards
Related Pathways
MAPK/ERK Pathway; Others
Field of Research
Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/andrograpanin-standard.html
Smiles
O=C1OCC=C1CC[C@@H]2C(CC[C@]3([H])[C@](C)(CO)CCC[C@@]23C)=C
Molecular Formula
C20H30O3
Molecular Weight
318.45
References & Citations
[1]1.Li-Li Ji, et al.Andrograpanin, a compound isolated from anti-inflammatory traditional Chinese medicine Andrographis paniculata, enhances chemokine SDF-1alpha-induced leukocytes chemotaxis. J Cell Biochem. 2005 Aug 1;95 (5) :970-8.|[2]2.Jun Liu, et al. Andrograpanin, isolated from Andrographis paniculata, exhibits anti-inflammatory property in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways. Int Immunopharmacol. 2008 Jul;8 (7) :951-8.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

3-(2-((1R,4aS,5R,8aS)-Decahydro-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-2(5H)-furanone

andrograpanin has been reported in Andrographis affinis, Andrographis paniculata, and Potamogeton natans with data available.

CAS Number82209-74-3
PubChem CID11666871
IUPAC Name4-[2-[(1R,4aS,5R,8aS)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
Molecular FormulaC20H30O3
Molecular Weight318.4
XLogP4.2
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity535
SMILES
C[C@]1(CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)CO
InChI
InChI=1S/C20H30O3/c1-14-5-8-17-19(2,13-21)10-4-11-20(17,3)16(14)7-6-15-9-12-23-18(15)22/h9,16-17,21H,1,4-8,10-13H2,2-3H3/t16-,17-,19+,20+/m1/s1
InChIKey
WKKBRRFSRMDTJB-JYBIWHBTSA-N
Chemical Structure
2D Structure
2D structure of 3-(2-((1R,4aS,5R,8aS)-Decahydro-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-2(5H)-furanone
CAS: 82209-74-3
CID: 11666871
Formula: C20H30O3
MW: 318.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight318.4
XLogP34.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass318.21949481
Monoisotopic Mass318.21949481
Topological Polar Surface Area46.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity535
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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