Structure of Nimbolide CAS 25990-37-8

Iden­ti­fi­ca­tion

CAS Number

25990-37-8

Name

Nim­bolide

Syn­onyms

[(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(3-Furyl)-2a,5a,6a,7-tétraméthyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-décahydro-2H,5H-cyclopenta[b]furo[2′,3′,4′:4,5]naphto[2,3-d]furan-6-yl]acétate de mét hyle [French] [ACD/IUPAC Name]
25990-37-8 [RN]
2H,5H-Cyclopenta[d]naphtho[2,3-b:1,8-b’c’]difuran-6-acetic acid, 8-(3-furanyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-, methyl ester, (2aR,5aR,6S,6aR,8R,9aR,10aS,10bR ,10cR)- [ACD/​Index Name]
2H,5H-cyclopenta[d]naphtho[2,3-b:1,8-b’c’]difuran-6-acetic acid, 8-(3-furanyl)-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2a,5a,6a,7-tetramethyl-2,5-dioxo-, methyl ester, (2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-
GY2370000
Methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(3-furyl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[b]furo[2′,3′,4′:4,5]naphtho[2,3-d]furan-6-yl]acetat e [ACD/IUPAC Name]
Methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(3-furyl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[b]furo[2′,3′,4′:4,5]naphtho[2,3-d]furan-6-yl]acetate
methyl [(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(furan-3-yl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[d]naphtho[2,3-b:1,8-b’c’]difuran-6-yl]acetate
Methyl-[(2aR,5aR,6S,6aR,8R,9aR,10aS,10bR,10cR)-8-(3-furyl)-2a,5a,6a,7-tetramethyl-2,5-dioxo-2a,5a,6,6a,8,9,9a,10a,10b,10c-decahydro-2H,5H-cyclopenta[b]furo[2′,3′,4′:4,5]naphtho[2,3-d]furan-6-yl]acetat [Ger­man] [ACD/IUPAC Name]
nim­bolide
Methyl 2-[(1R,2S,4R,6R,9R,10S,11R,15R,18R)-6-(furan-3-yl)-7,9,11,15-tetramethyl-12,16-dioxo-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadeca-7,13-dien-10-yl]acetate

SMILES

CC1=C2[C@@H](C[C@H]1c3ccoc3)O[C@H]4[C@@]2([C@@H]([C@@]5([C@H]6[C@H]4OC(=O)[C@@]6(C=CC5=O)C)C)CC(=O)OC)C

Std­InChI

InChI=1S/C27H30O7/c1-13-15(14-7-9-32-12-14)10-16-20(13)27(4)17(11-19(29)31-5)26(3)18(28)6-8-25(2)22(26)21(23(27)33-16)34-24(25)30/h6-9,12,15-17,21-23H,10-11H2,1-5H3/t15-,16-,17-,21-,22+,23-,25-,26+,27-/m1/s1

Std­InChIKey

JZIQWNPP­BKFOPT-LSYMHUIT­SA-N

Mol­e­c­u­lar Formula

C27H30O7

Mol­e­c­u­lar Weight

466.523

Prop­er­ties

Appear­ance

Light beige to pure yel­low solid

Safe­ty Data

RIDADR 

NONH for all modes of transport

WGK Germany

3

Spec­i­fi­ca­tions and Oth­er Infor­ma­tion of Our Nim­bolide CAS 25990-37-8

Iden­ti­fi­ca­tion Methods

HNMR, HPLC

Puri­ty

98% min

Shelf Life

2 years

Stor­age

Hygro­scop­ic, -20°C Freez­er, Under Inert Atmosphere

Known Appli­ca­tion

Nim­bolide, a nat­ur­al triter­penoid present in the edi­ble parts of the neem tree (Azadirach­ta indi­ca), was found to be growth-inhibito­ry in human colon car­ci­no­ma HT-29 cells. Nim­bolide treat­ment of cells at 2.5 – 10 μM result­ed in mod­er­ate to very strong growth inhibition.

This prod­uct is devel­oped by our R&D com­pa­ny Ulcho Bio­chem­i­cal Ltd (http://​www​.ulcho​.com/).

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