Nimbin (chemical)

Nimbin (chemical)

IUPAC name Methyl (2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-5-(acetyloxy)-2-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-6-carboxylate
Identifiers
CAS number	5945-86-8^Y
PubChem	108058
ChemSpider	97160
Jmol-3D images	Image 1
SMILES O=C1\C=C/[C@@](C(=O)OC)([C@H]4[C@]1([C@H]([C@@]3(\C5=C(/C)[C@H](c2ccoc2)C[C@H]5O[C@@H]3[C@@H]4OC(=O)C)C)CC(=O)OC)C)C
InChI InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1 Key: NHOIBRJOQAYBJT-IMGVWCFESA-N InChI=1/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1 Key: NHOIBRJOQAYBJT-IMGVWCFEBM
Properties
Molecular formula	C₃₀H₃₆O₉
Molar mass	540.6 g mol⁻¹
Melting point	205 °C, 478 K, 401 °F (^[1])
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Nimbin is a chemical compound classified as a triterpenoid isolated from Azadirachta indica (neem tree). Nimbin is thought to be responsible for much of the biological activities of neem, and is reported to have anti-inflammatory, antipyretic, antifungal, antihistamine and antiseptic properties.^[2]

References

^ Siddiqui, Salimuzzaman (1945). "Utilization of nim oil and its bitter constituents (nimbidin series) in the pharmaceutical industry". Journal of Scientific & Industrial Research 4: 5–10.
^ W. Kraus, "Biologically active ingredients-azadirachtin and other triterpenoids", in: H. Schutterer (Ed.), The Neem Tree Azadirachta indica A. Juss and Other Meliaceous Plants, Weinheim, New York, 1995, p 35-88