Rosmarinic acid (CAS 20283-92-5) — formula C18H16O8, molecular weight 360.3; category food and feed additives.
| CAS Number | 20283-92-5 |
|---|---|
| Molecular Formula | C18H16O8 |
| Molecular Weight | 360.3 |
| Melting Point | 171-175 °C |
| LogP | 2.4 |
| Applications | 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). |
| Category | Food & Feed Additives |
Documented applications: 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)..
Rosmarinic acid is a food and feed compound with CAS registry number 20283-92-5 and molecular formula C18H16O8 (molecular weight 360.3), belonging to the food and feed additives segment of chemical raw materials.
CAS number: 20283-92-5
Its molecular formula C18H16O8 comprises 18 C, 16 H, 8 O atoms.
Also known as: Rosmarinic acid · 迷迭香酸
Category: food and feed additives
The CAS registry number of Rosmarinic acid is 20283-92-5.
Molecular formula C18H16O8, molecular weight 360.3.
It is also registered under: Rosmarinic acid, 迷迭香酸.
Recorded applications: 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)..
Category: Food & Feed Additives.
Independent reference data for Rosmarinic acid (CAS 20283-92-5), compiled from public chemistry databases.
| 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]-.
Source: PubChem / Wikidata; the batch COA governs where values differ.
Supplier: Jinan Shenghe Chemical Co., Ltd.
中文页面: 迷迭香酸