24191-98-8 Usage
Description
STEPORPHINE is a simple aporphine alkaloid derived from Stephania sasakii Hayata, a plant source. It is characterized by its pale yellow needle-like crystals when crystallized from Me2CO-Et20 and has a specific rotation of [α]D 90.6° (MeOH). The structure and absolute configuration of the 6-position as R have been determined through spectroscopic methods and ORD determinations, respectively. However, the steric configuration of the hydroxyl group is yet to be clarified.
Uses
Used in Pharmaceutical Industry:
STEPORPHINE is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid's unique structure and properties make it a promising candidate for the development of new drugs and treatments.
Used in Chemical Research:
In the field of chemical research, STEPORPHINE serves as a subject for further investigation and analysis. Its structure, properties, and potential interactions with other compounds can provide valuable insights into the broader class of aporphine alkaloids and their applications.
Used in Natural Product Extraction:
STEPORPHINE is used in the extraction of natural products from plants, specifically from the non-phenolic fraction of the alkaloidal extract of Stephania sasakii Hayata. This process helps in isolating and identifying bioactive compounds with potential applications in various industries.
Used in Spectroscopy and Structural Determination:
The alkaloid is employed in spectroscopic studies and structural determination, as its structure and absolute configuration have been determined using these methods. This information can be useful for understanding the properties and potential applications of STEPORPHINE and other similar compounds.
Used in Organic Chemistry:
STEPORPHINE is used in organic chemistry as a starting material or intermediate for the synthesis of other complex organic compounds. Its unique structure and properties can be exploited to create new molecules with potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.
References
Kunimoto et al., Tetrahedron Lett., 3287 (1969)
Kunimoto et al., J. Pharm. Soc., Japan, 92, 1496 (1972)
Check Digit Verification of cas no
The CAS Registry Mumber 24191-98-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,1,9 and 1 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 24191-98:
(7*2)+(6*4)+(5*1)+(4*9)+(3*1)+(2*9)+(1*8)=108
108 % 10 = 8
So 24191-98-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H17NO3/c1-19-8-14(20)12-7-15-18(22-9-21-15)17-11-5-3-2-4-10(11)6-13(19)16(12)17/h2-5,7,13-14,20H,6,8-9H2,1H3/t13-,14-/m1/s1
24191-98-8Relevant articles and documents
An improved water-soluble/stereospecific biotransformation of aporphine alkaloids in Stephania epigaea to 4R-hydroxyaporphine alkaloids by Clonostachys rogersoniana
Cai, Le,Dong, Jian-Wei,Zhao, Li-Xing,Zhou, Hao,Xing, Yun,Li, Ying,Li, Zhen-Jie,Duan, Wei-He,Li, Xue-Jiao,Ding, Zhong-Tao
, p. 933 - 940 (2016/07/16)
Aporphine alkaloids were transformed into the corresponding stereospecific 4R-hydroxyaporphine alkaloids through the solid-state fermentation of Stephania epigaea with Clonostachys rogersoniana. This process was validated by both solid- and liquid-state fermentations with aporphine alkaloids as substrates. Cytochrome P450 enzymes were confirmed to participate in the catalysis of this biotransformation. 4R-Hydroxyaporphine alkaloids exhibit the same levels of acetylcholinesterase (AChE) inhibitory and cytotoxic activities as aporphine alkaloids and are considerably more water soluble than aporphine alkaloids, indicating their potential as water-soluble AChE inhibitors and antitumor agents. This paper suggests that C. rogersoniana fermentation can facilitate a novel biotransformation of aporphine alkaloids in S. epigaea to 4R-hydroxyaporphine alkaloids.
Synthesis of dl-steporphine. The alkaloids of Stephania sasakii Hayata. XV
Kunitomo,Oshikata,Nakayama,et al.
, p. 4283 - 4287 (2007/10/02)
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