CAS 51771-52-9

Simmondsin

Description:

Simmondsin is a natural compound primarily found in the seeds and leaves of the jojoba plant (Simmondsia chinensis). It is classified as a glycoside, specifically a cyanogenic glycoside, which means it can release cyanide upon hydrolysis. This compound has garnered interest due to its potential biological activities, including anti-inflammatory and anti-cancer properties. Simmondsin is known for its ability to inhibit certain enzymes, which may contribute to its therapeutic effects. However, its cyanogenic nature raises safety concerns, as high concentrations can be toxic. The compound is typically studied in the context of its pharmacological potential and its role in the plant's defense mechanisms. In terms of physical properties, simmondsin is generally characterized by its solubility in polar solvents and its stability under specific conditions. As research continues, understanding the full spectrum of its effects and applications remains a focus within the fields of pharmacognosy and natural product chemistry.

Formula: C₁₆H₂₅NO₉

InChI: InChI=1S/C16H25NO9/c1-23-9-5-8(7(3-4-17)11(19)15(9)24-2)25-16-14(22)13(21)12(20)10(6-18)26-16/h3,8-16,18-22H,5-6H2,1-2H3/b7-3+/t8-,9+,10-,11+,12-,13+,14-,15+,16-/m1/s1

InChI key: InChIKey=KURSRHBVYUACKS-XGYNEUJOSA-N

SMILES: C(\C#N)=C/1\[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C[C@H](OC)[C@H](OC)[C@H]1O

Synonyms:

• Simmondsin
• (2Z)-2-[(2S,3R,4S,6R)-6-(β-D-Glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene]acetonitrile
• Acetonitrile, [(2S,3R,4S,6R)-6-(β-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene]-, (2Z)-
• Acetonitrile, [6-(β-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene]-, [2S-(1Z,2α,3β,4β,6β)]-
• Acetonitrile, 2-[(2S,3R,4S,6R)-6-(β-D-glucopyranosyloxy)-2-hydroxy-3,4-dimethoxycyclohexylidene]-, (2Z)-

Simmondsin

CAS: 51771-52-9

Simmondsin

Purity: ≥98%

Molecular weight: 375.37g/mol

Ref: 54-BUP00819

Simmondsin

CAS: 51771-52-9

Simmondsin is a natural product from Simmondsia chinensis -- jojoba. It reduced food intake and body weight without apparent negative effects in rats.

Formula: C₁₆H₂₅NO₉

Purity: ≥98%

Color and Shape: Solid

Molecular weight: 375.37

Ref: TM-TN6764

Simmondsin

Controlled Product

CAS: 51771-52-9

Formula: C₁₆H₂₅NO₉

Color and Shape: Neat

Molecular weight: 375.371

Ref: TR-S485075

Simmondsin

CAS: 51771-52-9

Simmondsin is a naturally occurring cyanogenic glycoside, which is derived from the seeds of the jojoba plant, Simmondsia chinensis. Jojoba is a shrub native to the arid regions of the southwestern United States and northwestern Mexico. Simmondsin's mode of action involves influencing the appetite regulation pathways in the central nervous system, most notably by modulating the hypothalamus. This compound interacts with neuronal pathways, potentially affecting the release of neurotransmitters related to satiety, ultimately leading to reduced food intake.

Formula: C₁₆H₂₅NO₉

Purity: Min. 95%

Molecular weight: 375.37 g/mol

Ref: 3D-BCA77152