CAS 50657-07-3

(3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2S)-2-methyl-1-oxobutoxy]-2-oxoazuleno[4,5-b]furan-8-yl (2Z)-2-methyl-2-butenoate

Description:

The chemical substance with the name "(3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2S)-2-methyl-1-oxobutoxy]-2-oxoazuleno[4,5-b]furan-8-yl (2Z)-2-methyl-2-butenoate" and CAS number "50657-07-3" is a complex organic compound characterized by its intricate stereochemistry and multiple functional groups. It features a fused ring system typical of azulenoids, which contributes to its unique structural properties. The presence of hydroxyl groups indicates potential for hydrogen bonding, influencing its solubility and reactivity. The acetyloxy and butenoate moieties suggest it may participate in esterification and other organic reactions. This compound's stereochemical configuration, denoted by its specific stereocenters, is crucial for its biological activity and interaction with other molecules. Overall, its structural complexity and functional diversity make it a subject of interest in organic chemistry and potential applications in pharmaceuticals or natural product synthesis.

Formula: C₂₇H₃₈O₁₀

InChI: InChI=1S/C27H38O10/c1-9-13(3)22(29)34-18-11-17-20(15(18)5)21-27(33,26(8,32)24(31)36-21)19(35-23(30)14(4)10-2)12-25(17,7)37-16(6)28/h9,14,17-19,21,32-33H,10-12H2,1-8H3/b13-9-/t14-,17-,18+,19-,21-,25-,26+,27+/m0/s1

InChI key: InChIKey=FIAZIVNRHQWTPY-QAAPNFDWSA-N

SMILES: O[C@@]12[C@](C=3[C@@]([C@](OC(C)=O)(C)C[C@@H]1OC([C@H](CC)C)=O)(C[C@@H](OC(/C(=C\C)/C)=O)C3C)[H])(OC(=O)[C@@]2(C)O)[H]

Synonyms:

• 2-Butenoic acid, 2-methyl-, (3S,3aR,4S,6S,6aS,8R,9bS)-6-(acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2S)-2-methyl-1-oxobutoxy]-2-oxoazuleno[4,5-b]furan-8-yl ester, (2Z)-
• Trilobolide
• 2-Butenoic acid, 2-methyl-, 6-(acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-(2-methyl-1-oxobutoxy)-2-oxoazuleno[4,5-b]furan-8-yl ester, [3S-[3α,3aβ,4α(R*),6β,6aβ,8α(Z),9bα]]-
• (3S,3aR,4S,6S,6aS,8R,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2S)-2-methyl-1-oxobutoxy]-2-oxoazuleno[4,5-b]furan-8-yl (2Z)-2-methyl-2-butenoate
• Azuleno[4,5-b]furan, 2-butenoic acid deriv.

Trilobolide

CAS: 50657-07-3

Trilobolide is a natural counterpart of thapsigargin and an activator of cytokine secretion.

Formula: C₂₇H₃₈O₁₀

Color and Shape: Solid

Molecular weight: 522.58

Ref: TM-T69175