CAS 174545-76-7

Eleutherobin

Description:

Eleutherobin is a natural product derived from the marine soft coral Eleutherobia, known for its potential medicinal properties, particularly in cancer research. It is classified as a diterpenoid, which is a type of terpenoid composed of four isoprene units, resulting in a complex structure that contributes to its biological activity. Eleutherobin exhibits cytotoxic effects against various cancer cell lines, making it a subject of interest for its potential as an anticancer agent. Its mechanism of action is thought to involve the disruption of microtubule dynamics, similar to that of taxanes, which are commonly used in chemotherapy. Additionally, Eleutherobin has shown promise in modulating immune responses and has been studied for its anti-inflammatory properties. However, due to its complex structure and the challenges associated with its extraction and synthesis, further research is needed to fully understand its pharmacological potential and to develop viable therapeutic applications. As with many natural compounds, the exploration of Eleutherobin's properties continues to be an exciting area of study in medicinal chemistry and pharmacology.

Formula: C₃₅H₄₈N₂O₁₀

InChI: InChI=1S/C35H48N2O10/c1-20(2)25-10-8-21(3)26-15-29(46-30(40)11-9-24-16-37(6)19-36-24)34(5)12-13-35(42-7,47-34)23(14-27(25)26)17-43-33-32(45-22(4)38)31(41)28(39)18-44-33/h8-9,11-14,16,19-20,25-29,31-33,39,41H,10,15,17-18H2,1-7H3/b11-9+,23-14-/t25-,26+,27-,28-,29+,31-,32+,33-,34+,35-/m1/s1

InChI key: InChIKey=XOPYFXBZMVTEJF-PDACKIITSA-N

SMILES: O(C)[C@@]12\C(\CO[C@H]3[C@@H](OC(C)=O)[C@H](O)[C@H](O)CO3)=C/[C@]4([C@@](C[C@H](OC(/C=C/C=5N=CN(C)C5)=O)[C@@](C)(O1)C=C2)(C(C)=CC[C@@H]4[C@H](C)C)[H])[H]

Synonyms:

• β-D-Arabinopyranoside, [(4R,4aS,5Z,7R,10S,11S,12aR)-3,4,4a,7,10,11,12,12a-octahydro-7-methoxy-1,10-dimethyl-4-(1-methylethyl)-11-[[(2E)-3-(1-methyl-1H-imidazol-4-yl)-1-oxo-2-propen-1-yl]oxy]-7,10-epoxybenzocyclodecen-6-yl]methyl, 2-acetate
• Eleutherobin
• β-D-Arabinopyranoside, [3,4,4a,7,10,11,12,12a-octahydro-7-methoxy-1,10-dimethyl-4-(1-methylethyl)-11-[[3-(1-methyl-1H-imidazol-4-yl)-1-oxo-2-propenyl]oxy]-7,10-epoxybenzocyclodecen-6-yl]methyl, 2-acetate, [4R-[4R*,4aS*,5Z,7R*,10S*,11S*(E),12aR*]]-
• β-D-Arabinopyranoside, [(4R,4aS,5Z,7R,10S,11S,12aR)-3,4,4a,7,10,11,12,12a-octahydro-7-methoxy-1,10-dimethyl-4-(1-methylethyl)-11-[[(2E)-3-(1-methyl-1H-imidazol-4-yl)-1-oxo-2-propenyl]oxy]-7,10-epoxybenzocyclodecen-6-yl]methyl, 2-acetate

Eleutherobin

CAS: 174545-76-7

Eleutherobin, from marine coral, is a strong β-tubulin inhibitor (IC50=2 μM) with Paclitaxel-like anti-cancer potency.

Formula: C₃₅H₄₈N₂O₁₀

Color and Shape: Solid

Molecular weight: 656.76

Ref: TM-T74761