丹酚 A（CAS 83729-01-5）：分子式 C23H28O8、分子量 432.5。
| CAS号 | 83729-01-5 |
|---|---|
| 分子式 | C23H28O8 |
| 分子量 | 432.5 |
| 熔点 | 238-240 °C; also reported as 242-244 °C |
| LogP | 2.5 |
| 应用领域 | Uses: One of the most powerful natural hallucinogens、The leaves are used in traditional medicine for divination and for treatment of anemia and excretory disorders、[Merck Index]、Traditional medicine used by the Mazatec people of Oaxaca、Mexico.、Salvinorins、In traditional medicine、the leaves are used for divination and for treatment of anemia and excretory functions.、Salvia divinorum has been used by the Mazatec Indians for its ritual divination and healing. The active constituent of Salvia divinorum has been identified as salvinorin A. Currently、neither Salvia divinorum nor any of its constituents、including salvinorin A、are controlled under the federal Controlled Substances Act (CSA). Neither Salvia divinorum nor its active constituent salvinorin A has an approved medical use in the U.S.、salvinorin A is a potent and selective kappa opioid receptor agonist.、MEDICATION、Mexico (A646).、Methods of Manufacturing: Salvia divinorum commonly known as diviner's sage、is an ethnomedicinal plant of the mint family (Lamiaceae). Salvia divinorum is rich in clerodane-type diterpenoids、which accumulate predominantly in leaf glandular trichomes. The main bioactive metabolite、salvinorin A、is the first non-nitrogenous natural compound known to function as an opioid-receptor agonist、and is undergoing clinical trials for potential use in treating neuropsychiatric diseases and drug addictions. We report here the discovery and functional characterization of two S. divinorum diterpene synthases (diTPSs)、the ent-copalyl diphosphate (ent-CPP) synthase SdCPS1、and the clerodienyl diphosphate (CLPP) synthase SdCPS2. Mining of leaf- and trichome-specific transcriptomes revealed five diTPSs、two of which are class II diTPSs (SdCPS1-2) and three are class I enzymes (SdKSL1-3). Of the class II diTPSs、transient expression in Nicotiana benthamiana identified SdCPS1 as an ent-CPP synthase、which is prevalent in roots and、together with SdKSL1、exhibits a possible dual role in general and specialized metabolism. In vivo co-expression and in vitro assays combined with nuclear magnetic resonance (NMR) analysis identified SdCPS2 as a CLPP synthase. A role of SdCPS2 in catalyzing the committed step in salvinorin A biosynthesis is supported by its biochemical function、trichome-specific expression and absence of additional class II diTPSs in S. divinorum. Structure-guided mutagenesis revealed four catalytic residues that enabled the re-programming of SdCPS2 activity to afford four distinct products、thus advancing our understanding of how neo-functionalization events have shaped the array of different class II diTPS functions in plants、and may promote synthetic biology platforms for a broader spectrum of diterpenoid bioproducts.、Formulations、Preparations: Common street names include: Maria Pastora、Sally-D、and Salvia.、Salvia divinorum、Consumption Patterns: There are no available estimates of Salvia abuse、but a recent increase in Salvia-related media reports and Internet traffic suggest the possibility of an increase in the level of Salvia abuse in the United States and Europe.、General Manufacturing Information: Salvia divinorum is a perennial herb in the mint family that is abused for its hallucinogenic effects. ... Salvia is native to certain areas of the Sierra Mazaleca region of Oaxaca、Mexico. It is one of several plants that are used by Mazatec Indians for ritual divination.、In the last 10 years、many analogs of narcotic substances have been widely distributed in Japan as easily available psychotropic substances and this has become a serious problem. ... As a countermeasure to prevent the abuse of these substances、the Ministry of Health、Labor and Welfare amended the Pharmaceutical Affairs Law in 2006 so that 31 non-controlled psychotropic substances (11 tryptamines、11 phenethylamines、6 alkyl nitrites、2 piperazines and salvinorin A) and 1 plant (Salvia divinorum) are now controlled as "Designated Substances (Shitei-Yakubutsu)" as of April 2007. Five other compounds (4 phenethylamines and 1 piperazine) were also added to this category in January 2008.、One of the most potent natural hallucinogens known. |
登记用途：Uses: One of the most powerful natural hallucinogens、The leaves are used in traditional medicine for divination and for treatment of anemia and excretory disorders、[Merck Index]、Traditional medicine used by the Mazatec people of Oaxaca、Mexico.、Salvinorins、In traditional medicine、the leaves are used for divination and for treatment of anemia and excretory functions.、Salvia divinorum has been used by the Mazatec Indians for its ritual divination and healing. The active constituent of Salvia divinorum has been identified as salvinorin A. Currently、neither Salvia divinorum nor any of its constituents、including salvinorin A、are controlled under the federal Controlled Substances Act (CSA). Neither Salvia divinorum nor its active constituent salvinorin A has an approved medical use in the U.S.、salvinorin A is a potent and selective kappa opioid receptor agonist.、MEDICATION、Mexico (A646).、Methods of Manufacturing: Salvia divinorum commonly known as diviner's sage、is an ethnomedicinal plant of the mint family (Lamiaceae). Salvia divinorum is rich in clerodane-type diterpenoids、which accumulate predominantly in leaf glandular trichomes. The main bioactive metabolite、salvinorin A、is the first non-nitrogenous natural compound known to function as an opioid-receptor agonist、and is undergoing clinical trials for potential use in treating neuropsychiatric diseases and drug addictions. We report here the discovery and functional characterization of two S. divinorum diterpene synthases (diTPSs)、the ent-copalyl diphosphate (ent-CPP) synthase SdCPS1、and the clerodienyl diphosphate (CLPP) synthase SdCPS2. Mining of leaf- and trichome-specific transcriptomes revealed five diTPSs、two of which are class II diTPSs (SdCPS1-2) and three are class I enzymes (SdKSL1-3). Of the class II diTPSs、transient expression in Nicotiana benthamiana identified SdCPS1 as an ent-CPP synthase、which is prevalent in roots and、together with SdKSL1、exhibits a possible dual role in general and specialized metabolism. In vivo co-expression and in vitro assays combined with nuclear magnetic resonance (NMR) analysis identified SdCPS2 as a CLPP synthase. A role of SdCPS2 in catalyzing the committed step in salvinorin A biosynthesis is supported by its biochemical function、trichome-specific expression and absence of additional class II diTPSs in S. divinorum. Structure-guided mutagenesis revealed four catalytic residues that enabled the re-programming of SdCPS2 activity to afford four distinct products、thus advancing our understanding of how neo-functionalization events have shaped the array of different class II diTPS functions in plants、and may promote synthetic biology platforms for a broader spectrum of diterpenoid bioproducts.、Formulations、Preparations: Common street names include: Maria Pastora、Sally-D、and Salvia.、Salvia divinorum、Consumption Patterns: There are no available estimates of Salvia abuse、but a recent increase in Salvia-related media reports and Internet traffic suggest the possibility of an increase in the level of Salvia abuse in the United States and Europe.、General Manufacturing Information: Salvia divinorum is a perennial herb in the mint family that is abused for its hallucinogenic effects. ... Salvia is native to certain areas of the Sierra Mazaleca region of Oaxaca、Mexico. It is one of several plants that are used by Mazatec Indians for ritual divination.、In the last 10 years、many analogs of narcotic substances have been widely distributed in Japan as easily available psychotropic substances and this has become a serious problem. ... As a countermeasure to prevent the abuse of these substances、the Ministry of Health、Labor and Welfare amended the Pharmaceutical Affairs Law in 2006 so that 31 non-controlled psychotropic substances (11 tryptamines、11 phenethylamines、6 alkyl nitrites、2 piperazines and salvinorin A) and 1 plant (Salvia divinorum) are now controlled as "Designated Substances (Shitei-Yakubutsu)" as of April 2007. Five other compounds (4 phenethylamines and 1 piperazine) were also added to this category in January 2008.、One of the most potent natural hallucinogens known.。
丹酚 A 是一种化工化合物，登记 CAS 号为 83729-01-5，分子式 C23H28O8（分子量 432.5）。
登记 CAS 号：83729-01-5
其分子式 C23H28O8 由 23 个碳、28 个氢、8 个氧 组成。
别名/同义词：丹酚 A · SALVINORIN A
丹酚 A 的 CAS 登记号为 83729-01-5。
分子式 C23H28O8，分子量 432.5。
别名/同义词：丹酚 A、SALVINORIN A。
登记用途：Uses: One of the most powerful natural hallucinogens、The leaves are used in traditional medicine for divination and for treatment of anemia and excretory disorders、[Merck Index]、Traditional medicine used by the Mazatec people of Oaxaca、Mexico.、Salvinorins、In traditional medicine、the leaves are used for divination and for treatment of anemia and excretory functions.、Salvia divinorum has been used by the Mazatec Indians for its ritual divination and healing. The active constituent of Salvia divinorum has been identified as salvinorin A. Currently、neither Salvia divinorum nor any of its constituents、including salvinorin A、are controlled under the federal Controlled Substances Act (CSA). Neither Salvia divinorum nor its active constituent salvinorin A has an approved medical use in the U.S.、salvinorin A is a potent and selective kappa opioid receptor agonist.、MEDICATION、Mexico (A646).、Methods of Manufacturing: Salvia divinorum commonly known as diviner's sage、is an ethnomedicinal plant of the mint family (Lamiaceae). Salvia divinorum is rich in clerodane-type diterpenoids、which accumulate predominantly in leaf glandular trichomes. The main bioactive metabolite、salvinorin A、is the first non-nitrogenous natural compound known to function as an opioid-receptor agonist、and is undergoing clinical trials for potential use in treating neuropsychiatric diseases and drug addictions. We report here the discovery and functional characterization of two S. divinorum diterpene synthases (diTPSs)、the ent-copalyl diphosphate (ent-CPP) synthase SdCPS1、and the clerodienyl diphosphate (CLPP) synthase SdCPS2. Mining of leaf- and trichome-specific transcriptomes revealed five diTPSs、two of which are class II diTPSs (SdCPS1-2) and three are class I enzymes (SdKSL1-3). Of the class II diTPSs、transient expression in Nicotiana benthamiana identified SdCPS1 as an ent-CPP synthase、which is prevalent in roots and、together with SdKSL1、exhibits a possible dual role in general and specialized metabolism. In vivo co-expression and in vitro assays combined with nuclear magnetic resonance (NMR) analysis identified SdCPS2 as a CLPP synthase. A role of SdCPS2 in catalyzing the committed step in salvinorin A biosynthesis is supported by its biochemical function、trichome-specific expression and absence of additional class II diTPSs in S. divinorum. Structure-guided mutagenesis revealed four catalytic residues that enabled the re-programming of SdCPS2 activity to afford four distinct products、thus advancing our understanding of how neo-functionalization events have shaped the array of different class II diTPS functions in plants、and may promote synthetic biology platforms for a broader spectrum of diterpenoid bioproducts.、Formulations、Preparations: Common street names include: Maria Pastora、Sally-D、and Salvia.、Salvia divinorum、Consumption Patterns: There are no available estimates of Salvia abuse、but a recent increase in Salvia-related media reports and Internet traffic suggest the possibility of an increase in the level of Salvia abuse in the United States and Europe.、General Manufacturing Information: Salvia divinorum is a perennial herb in the mint family that is abused for its hallucinogenic effects. ... Salvia is native to certain areas of the Sierra Mazaleca region of Oaxaca、Mexico. It is one of several plants that are used by Mazatec Indians for ritual divination.、In the last 10 years、many analogs of narcotic substances have been widely distributed in Japan as easily available psychotropic substances and this has become a serious problem. ... As a countermeasure to prevent the abuse of these substances、the Ministry of Health、Labor and Welfare amended the Pharmaceutical Affairs Law in 2006 so that 31 non-controlled psychotropic substances (11 tryptamines、11 phenethylamines、6 alkyl nitrites、2 piperazines and salvinorin A) and 1 plant (Salvia divinorum) are now controlled as "Designated Substances (Shitei-Yakubutsu)" as of April 2007. Five other compounds (4 phenethylamines and 1 piperazine) were also added to this category in January 2008.、One of the most potent natural hallucinogens known.。
丹酚 A（CAS 83729-01-5）的独立参考数据，整理自公开化学数据库。
| CAS 号 | 83729-01-5 |
|---|---|
| PubChem CID | 128563 |
| 分子式 | C23H28O8 |
| IUPAC 名称 | methyl (2S,4aR,6aR,7R,9S,10aS,10bR)-9-acetyloxy-2-(furan-3-yl)-6a,10b-dimethyl-4,10-dioxo-2,4a,5,6,7,8,9,10a-octahydro-1H-benzo[f]isochromene-7-carboxylate |
| UNII（FDA） | T56W91NG6J |
| Molecular Weight | 432.5 |
|---|---|
| XLogP3 | 2.5 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 5 |
| Exact Mass | 432.17841785 |
| Monoisotopic Mass | 432.17841785 |
| Topological Polar Surface Area | 109 |
| Heavy Atom Count | 31 |
| Melting Point | 238-240 °C; also reported as 242-244 °C |
|---|
Salvinorin A; 83729-01-5; Divinorin A; Salvinorin; (-)-Salvinorin A; T56W91NG6J; DTXSID80232584; RefChem:884499; DTXCID10155075; salvinorin-A; CHEMBL445332; A1EQK; UNII-T56W91NG6J; herbal ecstasy; Mexican mint; Salvonorin A
| 已通报的危害声明 | H302 (100%) |
|---|
丹酚 A · CAS 83729-01-5 · C23H28O8. UNII T56W91NG6J. Melting Point: 238-240 °C; also reported as 242-244 °C.
数据来源：PubChem / Wikidata；与随货 COA 不一致时以 COA 为准。
English page: SALVINORIN A