迷迭香酸（CAS 20283-92-5）：分子式 C18H16O8、分子量 360.3。
| CAS号 | 20283-92-5 |
|---|---|
| 分子式 | C18H16O8 |
| 分子量 | 360.3 |
| 熔点 | 171-175 °C |
| LogP | 2.4 |
| 应用领域 | Uses: ...Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world. It is used for flavoring food、a beverage drink、as well as in cosmetics、in folk medicine it is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair. Extract of rosemary relaxes smooth muscles of trachea and intestine、and has choleretic、hepatoprotective and antitumerogenic activity. The most important constituents of rosemary are caffeic acid and its derivatives such as rosmarinic acid. These compounds have antioxidant effects. ...、In folk medicine、rosemary、is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair.、Used as a food flavoring、beverage、food preservative and as a cosmetic、used in herbal supplements with reported properties including anti-oxidant、anti-inflammatory、anti-viral and use in treating Alzheimer Disease、Use Classification: Cosmetics -> Antioxidant、Soothing、Methods of Manufacturing: During an investigation of plant cell cultures that might be useful in the treatment of renal disorders、investigators、established a vigorously-growing E-4 callus culture of Eritrichium sericeum that produced large amounts of caffeic acid metabolites、(-)-rabdosiin (1.8% dry wt) and rosmarinic acid (4.6% dry wt). Elicitation of the calli by methyl jasmonate induced a 38% increase in total polyphenol production. The most efficient method of eliciting (-)-rabdosiin biosynthesis was through the treatment of E-4 calli with cuprum glycerate、which induced an increase in (-)-rabdosiin production of as much as 4.1% dry wt. ...、General Manufacturing Information: One of the major polyphenolic ingredients of Perillae Herba (a leaf of Perilla frutescens)、and has an antidepressant-like property in animal models of depression.、Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world.、Rosmarinic acid is one of the polyphenolic substances contained in culinary herbs such as perilla (Perilla frutescens L.)、rosemary (Rosmarinus officinalis L.)、sage (Salvia officinalis L.)、mint (Mentha arvense L.)、and basil (Ocimum basilicum L.). These herbs are commonly grown in the garden as kitchen herbs、and while used to add flavor in cooking、are also known to have several potent physiological effects.、... The phenolic compound、rosmarinic acid、obtains one of its phenolic rings from phenylalanine via caffeic acid and the other from tyrosine via dihydroxyphenyl-lactic acid. Relatively large-scale production of rosmarinic acid can be obtained from the cell culture of Coleus blumei Benth when supplied exogenously with phenylalanine and tyrosine. Rosmarinic acid is well absorbed from gastrointestinal tract and from the skin. It increases the production of prostaglandin E2 and reduces the production of leukotriene B4 in human polymorphonuclear leucocytes、and inhibits the complement system. It is concluded that rosemary and its constituents especially caffeic acid derivatives such as rosmarinic acid have a therapeutic potential in treatment or prevention of bronchial asthma、spasmogenic disorders、peptic ulcer、inflammatory diseases、hepatotoxicity、atherosclerosis、ischemic heart disease、cataract、cancer and poor sperm motility.、OTHER TOXICITY INFORMATION、The influence of elicitation on rosmarinic acid biosynthesis by Lavandula vera MM cell suspension culture was investigated using vanadyl sulfate as an abiotic elicitor. It was established that 12 hr after treatment with 25 mg、L vanadyl sulfate the rosmarinic acid production was increased up to 3.92 g、L (2.8 times higher compared to the control cultivation). No significant amounts of rosmarinic acid were detected in the culture medium in comparison with its intracellular content. However、it was observed that the extracellular content of rosmarinic acid is 3.3 times higher compared to the control variant (4 hr after treatment at elicitor concentration 25 mg、L). |
登记用途：Uses: ...Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world. It is used for flavoring food、a beverage drink、as well as in cosmetics、in folk medicine it is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair. Extract of rosemary relaxes smooth muscles of trachea and intestine、and has choleretic、hepatoprotective and antitumerogenic activity. The most important constituents of rosemary are caffeic acid and its derivatives such as rosmarinic acid. These compounds have antioxidant effects. ...、In folk medicine、rosemary、is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair.、Used as a food flavoring、beverage、food preservative and as a cosmetic、used in herbal supplements with reported properties including anti-oxidant、anti-inflammatory、anti-viral and use in treating Alzheimer Disease、Use Classification: Cosmetics -> Antioxidant、Soothing、Methods of Manufacturing: During an investigation of plant cell cultures that might be useful in the treatment of renal disorders、investigators、established a vigorously-growing E-4 callus culture of Eritrichium sericeum that produced large amounts of caffeic acid metabolites、(-)-rabdosiin (1.8% dry wt) and rosmarinic acid (4.6% dry wt). Elicitation of the calli by methyl jasmonate induced a 38% increase in total polyphenol production. The most efficient method of eliciting (-)-rabdosiin biosynthesis was through the treatment of E-4 calli with cuprum glycerate、which induced an increase in (-)-rabdosiin production of as much as 4.1% dry wt. ...、General Manufacturing Information: One of the major polyphenolic ingredients of Perillae Herba (a leaf of Perilla frutescens)、and has an antidepressant-like property in animal models of depression.、Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world.、Rosmarinic acid is one of the polyphenolic substances contained in culinary herbs such as perilla (Perilla frutescens L.)、rosemary (Rosmarinus officinalis L.)、sage (Salvia officinalis L.)、mint (Mentha arvense L.)、and basil (Ocimum basilicum L.). These herbs are commonly grown in the garden as kitchen herbs、and while used to add flavor in cooking、are also known to have several potent physiological effects.、... The phenolic compound、rosmarinic acid、obtains one of its phenolic rings from phenylalanine via caffeic acid and the other from tyrosine via dihydroxyphenyl-lactic acid. Relatively large-scale production of rosmarinic acid can be obtained from the cell culture of Coleus blumei Benth when supplied exogenously with phenylalanine and tyrosine. Rosmarinic acid is well absorbed from gastrointestinal tract and from the skin. It increases the production of prostaglandin E2 and reduces the production of leukotriene B4 in human polymorphonuclear leucocytes、and inhibits the complement system. It is concluded that rosemary and its constituents especially caffeic acid derivatives such as rosmarinic acid have a therapeutic potential in treatment or prevention of bronchial asthma、spasmogenic disorders、peptic ulcer、inflammatory diseases、hepatotoxicity、atherosclerosis、ischemic heart disease、cataract、cancer and poor sperm motility.、OTHER TOXICITY INFORMATION、The influence of elicitation on rosmarinic acid biosynthesis by Lavandula vera MM cell suspension culture was investigated using vanadyl sulfate as an abiotic elicitor. It was established that 12 hr after treatment with 25 mg、L vanadyl sulfate the rosmarinic acid production was increased up to 3.92 g、L (2.8 times higher compared to the control cultivation). No significant amounts of rosmarinic acid were detected in the culture medium in comparison with its intracellular content. However、it was observed that the extracellular content of rosmarinic acid is 3.3 times higher compared to the control variant (4 hr after treatment at elicitor concentration 25 mg、L).。
迷迭香酸 是一种化工化合物，登记 CAS 号为 20283-92-5，分子式 C18H16O8（分子量 360.3）。
登记 CAS 号：20283-92-5
其分子式 C18H16O8 由 18 个碳、16 个氢、8 个氧 组成。
别名/同义词：迷迭香酸 · Rosmarinic acid
迷迭香酸 的 CAS 登记号为 20283-92-5。
分子式 C18H16O8，分子量 360.3。
别名/同义词：迷迭香酸、Rosmarinic acid。
登记用途：Uses: ...Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world. It is used for flavoring food、a beverage drink、as well as in cosmetics、in folk medicine it is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair. Extract of rosemary relaxes smooth muscles of trachea and intestine、and has choleretic、hepatoprotective and antitumerogenic activity. The most important constituents of rosemary are caffeic acid and its derivatives such as rosmarinic acid. These compounds have antioxidant effects. ...、In folk medicine、rosemary、is used as an antispasmodic in renal colic and dysmenorrhoea、in relieving respiratory disorders and to stimulate growth of hair.、Used as a food flavoring、beverage、food preservative and as a cosmetic、used in herbal supplements with reported properties including anti-oxidant、anti-inflammatory、anti-viral and use in treating Alzheimer Disease、Use Classification: Cosmetics -> Antioxidant、Soothing、Methods of Manufacturing: During an investigation of plant cell cultures that might be useful in the treatment of renal disorders、investigators、established a vigorously-growing E-4 callus culture of Eritrichium sericeum that produced large amounts of caffeic acid metabolites、(-)-rabdosiin (1.8% dry wt) and rosmarinic acid (4.6% dry wt). Elicitation of the calli by methyl jasmonate induced a 38% increase in total polyphenol production. The most efficient method of eliciting (-)-rabdosiin biosynthesis was through the treatment of E-4 calli with cuprum glycerate、which induced an increase in (-)-rabdosiin production of as much as 4.1% dry wt. ...、General Manufacturing Information: One of the major polyphenolic ingredients of Perillae Herba (a leaf of Perilla frutescens)、and has an antidepressant-like property in animal models of depression.、Rosemary (Rosmarinus officinalis Linn.) is a common household plant grown in many parts of the world.、Rosmarinic acid is one of the polyphenolic substances contained in culinary herbs such as perilla (Perilla frutescens L.)、rosemary (Rosmarinus officinalis L.)、sage (Salvia officinalis L.)、mint (Mentha arvense L.)、and basil (Ocimum basilicum L.). These herbs are commonly grown in the garden as kitchen herbs、and while used to add flavor in cooking、are also known to have several potent physiological effects.、... The phenolic compound、rosmarinic acid、obtains one of its phenolic rings from phenylalanine via caffeic acid and the other from tyrosine via dihydroxyphenyl-lactic acid. Relatively large-scale production of rosmarinic acid can be obtained from the cell culture of Coleus blumei Benth when supplied exogenously with phenylalanine and tyrosine. Rosmarinic acid is well absorbed from gastrointestinal tract and from the skin. It increases the production of prostaglandin E2 and reduces the production of leukotriene B4 in human polymorphonuclear leucocytes、and inhibits the complement system. It is concluded that rosemary and its constituents especially caffeic acid derivatives such as rosmarinic acid have a therapeutic potential in treatment or prevention of bronchial asthma、spasmogenic disorders、peptic ulcer、inflammatory diseases、hepatotoxicity、atherosclerosis、ischemic heart disease、cataract、cancer and poor sperm motility.、OTHER TOXICITY INFORMATION、The influence of elicitation on rosmarinic acid biosynthesis by Lavandula vera MM cell suspension culture was investigated using vanadyl sulfate as an abiotic elicitor. It was established that 12 hr after treatment with 25 mg、L vanadyl sulfate the rosmarinic acid production was increased up to 3.92 g、L (2.8 times higher compared to the control cultivation). No significant amounts of rosmarinic acid were detected in the culture medium in comparison with its intracellular content. However、it was observed that the extracellular content of rosmarinic acid is 3.3 times higher compared to the control variant (4 hr after treatment at elicitor concentration 25 mg、L).。
迷迭香酸（CAS 20283-92-5）的独立参考数据，整理自公开化学数据库。
| CAS Registry Number | 20283-92-5 |
|---|---|
| PubChem CID | 5281792 |
| Molecular formula | C18H16O8 |
| IUPAC name | (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid |
| UNII (FDA) | MQE6XG29YI |
| Molecular Weight | 360.3 |
|---|---|
| XLogP3 | 2.4 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 7 |
| Exact Mass | 360.08451746 |
| Monoisotopic Mass | 360.08451746 |
| Topological Polar Surface Area | 145 |
| Heavy Atom Count | 26 |
| Melting Point | 171-175 °C |
|---|---|
| Density | 1.547 g/cu cm |
| Collision Cross Section | 172.6 Ų [M-H]- |
rosmarinic acid; 20283-92-5; Rosemary acid; Labiatic acid; trans-Rosmarinic acid; MQE6XG29YI; ORISTRACT ROA; (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid; (2r)-3-(3,4-Dihydroxyphenyl)-2-{[(2e)-3-(3,4-Dihydroxyphenyl)prop-2-Enoyl]oxy}propanoic Acid; RM-21A; NPLC-0542; DTXSID20896987; R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid; CINNAMIC ACID, 3,4-DIHYDROXY-, 2-ESTER with 3-(3,4-DIHYDROXYPHENYL)LACTIC ACID; CHEBI:17226; Acid, Rosemary
| Regulatory & Food Contact | CIR / INCI: Soothing; Antioxidant |
|---|---|
| GHS notification summary | 5.6% (4 / 72) |
| GHS notification summary | 5.6% (4 / 72) |
|---|---|
| Reported hazard statements | H301 (94.4%), H400 (94.4%) |
This chemical does not meet GHS hazard criteria for 5.6% (4 of 72) of reports.
H301 (94.4%): Toxic if swallowed [Danger Acute toxicity, oral]
Rosmarinic acid · CAS 20283-92-5 · C18H16O8. UNII MQE6XG29YI. Melting Point: 171-175 °C; Density: 1.547 g/cu cm; Collision Cross Section: 172.6 Ų [M-H]-.
数据来源：PubChem / Wikidata；与随货 COA 不一致时以 COA 为准。
English page: Rosmarinic acid