CAS 18456-03-6

(-)-Bakkenolide D

Description:

(-)-Bakkenolide D is a natural compound classified as a sesquiterpene lactone, primarily derived from plants in the Asteraceae family. It is known for its unique structural features, which include a bicyclic framework and a lactone functional group. This compound exhibits a range of biological activities, including anti-inflammatory and cytotoxic properties, making it of interest in pharmacological research. (-)-Bakkenolide D has been studied for its potential therapeutic applications, particularly in the context of cancer treatment and other diseases. Its stereochemistry contributes to its biological activity, and the compound is often isolated through various extraction and purification methods from plant sources. As with many natural products, the specific interactions and mechanisms of action of (-)-Bakkenolide D are subjects of ongoing research, aiming to elucidate its full potential in medicinal chemistry and natural product development.

Formula: C₂₁H₂₈O₆S

InChI: InChI=1S/C21H28O6S/c1-12-6-7-15(27-16(23)8-9-28-5)17-18(26-14(3)22)21(11-20(12,17)4)13(2)10-25-19(21)24/h8-9,12,15,17-18H,2,6-7,10-11H2,1,3-5H3/b9-8-/t12-,15-,17+,18+,20+,21+/m0/s1

InChI key: InChIKey=LWHLMCCRIWZBQO-PDSBHGERSA-N

SMILES: O(C(C)=O)[C@H]1[C@@]2(C[C@@]3(C)[C@@]1([C@@H](OC(/C=C\SC)=O)CC[C@@H]3C)[H])C(=C)COC2=O

Synonyms:

• 2-Propenoic acid, 3-(methylthio)-, 3′-(acetyloxy)decahydro-7′,7′a-dimethyl-4-methylene-2-oxospiro[furan-3(2H),2′-[2H]inden]-4′-yl ester, [2′R-[2′α,3′α,3′aα,4′β(Z),7′α,7′aα]]-
• Acrylic acid, 3-(methylthio)-, 7′-ester with 3′a,4,4′,5,5′,6′,7′,7′aβ-octahydro-1′β,7′α-dihydroxy-3′aβ,4′β-dimethyl-4-methylenespiro[furan-3(2H),2′-indan]-2-one acetate, (Z)-
• Spiro[furan-3(2H),2′-indan]-2-one, 3′a,4,4′,5,5′,6,7,7′aβ-octahydro-1′β,7′α-dihydroxy-3′aβ,4′β-dimethyl-4-methylene-, 1′-acetate 3-(methylthio)acrylate, (Z)-
• Bakkenolide D
• 2-Propenoic acid, 3-(methylthio)-, (2′R,3′R,3′aR,4′S,7′S,7′aR)-3′-(acetyloxy)decahydro-7′,7′a-dimethyl-4-methylene-2-oxospiro[furan-3(2H),2′-[2H]inden]-4′-yl ester, (2Z)-

Bakkenolide D

CAS: 18456-03-6

Bakkenolide D inhibits histamine-induced trachea contractions, showing anti-allergic properties.

Formula: C₂₁H₂₈O₆S

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.51

Ref: TM-TN3483

Bakkenolide D

CAS: 18456-03-6

Formula: C₂₁H₂₈O₆S

Purity: 95%~99%

Molecular weight: 408.509

Ref: BP-SBP03743

Bakkenolide D

CAS: 18456-03-6

Bakkenolide D is a sesquiterpene lactone, which is a bioactive compound isolated from the plant Petasites japonicus, commonly known as Japanese butterbur. It functions through various modes of action, primarily by modulating inflammatory pathways in biological systems. Research indicates that Bakkenolide D inhibits the activation of nuclear factor-kappa B (NF-κB), a transcription factor that plays a critical role in regulating immune responses and inflammation. By suppressing NF-κB, Bakkenolide D can reduce the expression of pro-inflammatory cytokines and other mediators, leading to its potential anti-inflammatory effects.

Formula: C₂₁H₂₈O₆S

Purity: Min. 95%

Molecular weight: 408.5 g/mol

Ref: 3D-TAA45603