Andrographolide

Andrographolide
IUPAC name 3-[2-[decahydro-6-hydroxy-5- (hydroxymethyl)-5,8a- dimethyl-2-methylene-1- napthalenyl]ethylidene]dihydro- 4-hydroxy-2(3H)-furanone
Identifiers
CAS number	5508-58-7 Y
PubChem	5318517
ChemSpider	16735664 Y
UNII	410105JHGR Y
Jmol-3D images	Image 1 Image 2
SMILES O=C3OCC(O)C3=CCC1\C(=C)CCC2C(C)(CO)C(O)CCC12C OC3COC(=O)\C3=C\C[C@@H]1C(=C)CC[C@@H]2C(C)(CO)[C@H](O)CC[C@@]12C
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 Y Key: BOJKULTULYSRAS-FNTFRYDESA-N Y InChI=1/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 Key: BOJKULTULYSRAS-UHFFFAOYAB InChI=1/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 Key: BOJKULTULYSRAS-FNTFRYDEBY
Properties
Molecular formula	C20H30O5
Molar mass	350.45 g/mol
Exact mass	350.209324
Appearance	Rhombic prisms or plates from ethanol or methanol
Density	1.2317 g/cm3
Melting point	230-231 °C
Solubility in water	Sparingly soluble
Related compounds
Related labdanes	14-deoxyandrographolide
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Andrographolide is a labdane diterpenoid that is the main bioactive component of the medicinal plant Andrographis paniculata. Andrographolide is an extremely bitter substance extracted from the stem and leaves of the andrographis paniculata, which is grown for medicinal purposes in China and India.