Rosmarinic acid

Modify Date: 2024-01-02 15:00:50

Rosmarinic acid structure	Common Name	Rosmarinic acid
	CAS Number	20283-92-5	Molecular Weight	360.315
	Density	1.5±0.1 g/cm3	Boiling Point	694.7±55.0 °C at 760 mmHg
	Molecular Formula	C₁₈H₁₆O₈	Melting Point	171-175 °C(lit.)
	MSDS	Chinese USA	Flash Point	254.5±25.0 °C
	Symbol	GHS06, GHS09	Signal Word	Danger

Use of Rosmarinic acid

Rosmarinic acid (RA) is a widespread phenolic ester compound in the plants. Rosmarinic acid inhibits MAO-A, MAO-B and COMT enzymes with IC50s of 50.1, 184.6 and 26.7 μM, respectively.

Name	rosmarinic acid
Synonym	More Synonyms

Description	Rosmarinic acid (RA) is a widespread phenolic ester compound in the plants. Rosmarinic acid inhibits MAO-A, MAO-B and COMT enzymes with IC50s of 50.1, 184.6 and 26.7 μM, respectively.
Related Catalog	Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Others Natural Products >> Terpenoids and Glycosides
Target	IC50: 50.1 μM (MAO-A), 184.6 μM (MAO-B), 26.7 μM (COMT)[1]
In Vitro	Rosmarinic acid (RA) shows an in vitro multifunctional profile characterized by antioxidant effects, and monoamine oxidases (MAO-A and MAO-B) and catechol-O-methyl transferase (COMT) inhibition. Rosmarinic acid shows antioxidant effects against hydroxyl (HO(•)) and nitric oxide (NO) radicals (IC50 of 29.4 and 140 μM, respectively), and inhibition of lipid peroxidation (IC50 of 19.6 μM)[1]. Rosmarinic acid (RA) exerts a significant cytoprotective effect by scavenging intracellular ROS induced by UVB. In H2O2-treated cells, 2.5 μM Rosmarinic acid scavenges 60% of intracellular ROS compared to 77% of intracellular ROS scavenging effect in N-acetyl-L-cysteine (NAC)[2].
In Vivo	Rosmarinic acid (RA) is a widespread phenolic ester compound in the plants, particularly those in the Labiatae family of herbs, such as Rosmarinus officinali, Salvia miltiorrhiza, and Prunella vulgaris. Rosmarinic acid suppresses colonic inflammation in dextran sulphate sodium (DSS)-induced mice via dual inhibition of NF-κB and STAT3 activation. In the DSS-induced colitis model, Treatment with Rosmarinic acid (30, 60 mg/kg, p.o.) markedly attenuates the production of cytokines[3].
Cell Assay	Human keratinocytes (HaCaT cells) are treated with Rosmarinic acid (0.625, 1.25, 2.5, or 5 μM) and exposed to UVB radiation 1 h later. They are then incubated at 37°C for 48 h. At this time, MTT is added to each well to obtain a total reaction volume of 200 μL. After 4 h incubation, the supernatant is removed by aspiration. The formazan crystals in each well are dissolved in dimethyl sulfoxide (DMSO; 150 μL), and the absorbance at 540 nm is measured on a scanning multi-well spectrophotometer[2].
Animal Admin	Mice[3] Experimental colitis is induced by giving mice drinking water ad libitum containing 5% (w/v) DSS for 7 days. Mice of each of the groups are monitored carefully every day to confirm that they have consumed an approximately equal volume of water containing DSS. For each experiment, the mice are divided into five experimental groups (n = 10/group). The first group is kept as the vehicle-treated control, and the second group is given drinking water with DSS only during the experimental period. The other three groups consist of mice receiving 5% DSS who are administrated 5-ASA (75 mg/kg/day p.o.) or Rosmarinic acid (30 or 60 mg/kg/day p.o.) daily for 7 days. Control groups are given the vehicle daily for 7 days as appropriate. Administration of each drug is initiated simultaneously with the DSS treatment.
References	[1]. Andrade JM, et al. Combining in vitro and in silico approaches to evaluate the multifunctional profile of rosmarinic acid from Blechnum brasiliense on targets related to neurodegeneration. Chem Biol Interact. 2016 Jul 25;254:135-45. [2]. Fernando PM, et al. Rosmarinic Acid Attenuates Cell Damage against UVB Radiation-Induced Oxidative Stress via Enhancing Antioxidant Effects in Human HaCaT Cells. Biomol Ther (Seoul). 2016 Jan;24(1):75-84. [3]. Jin BR, et al. Rosmarinic acid suppresses colonic inflammation in dextran sulphate sodium (DSS)-induced mice via dual inhibition of NF-κB and STAT3 activation. Sci Rep. 2017 Apr 6;7:46252.

Density	1.5±0.1 g/cm3
Boiling Point	694.7±55.0 °C at 760 mmHg
Melting Point	171-175 °C(lit.)
Molecular Formula	C₁₈H₁₆O₈
Molecular Weight	360.315
Flash Point	254.5±25.0 °C
Exact Mass	360.084503
PSA	144.52000
LogP	1.70
Vapour Pressure	0.0±2.3 mmHg at 25°C
Index of Refraction	1.714
Storage condition	Store at RT

Rosmarinic acid MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GD8990000

CHEMICAL NAME :: Cinnamic acid, 3,4-dihydroxy-, 2-ester with 3-(3,4-dihydroxyphenyl)lactic acid

CAS REGISTRY NUMBER :: 20283-92-5

LAST UPDATED :: 199409

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C18-H16-O8

MOLECULAR WEIGHT :: 360.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 561 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 10,756,1985

Symbol	GHS06, GHS09
Signal Word	Danger
Hazard Statements	H301-H400
Precautionary Statements	P273-P301 + P310
Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Risk Phrases	36/38
Safety Phrases	26-37/39
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	GD8990000
HS Code	2932999099

Precursor 7
CAS#:179462-78-3 (R,E)-1-(allylo... CAS#:179462-77-2 (R)-1-(allyloxy... CAS#:68307-79-9 (Z)-3-(3,4-dihy... CAS#:23028-17-3 Danshensu lacti...
CAS#:71186-67-9 3,4-diprop-2-en... CAS#:179128-86-0 3-(3,4-bis(benz... CAS#:179129-01-2 (R,E)-1-(allylo...
DownStream 4
CAS#:331-39-5 Caffeic acid CAS#:23028-17-3 Danshensu lacti... CAS#:59-02-9 DL-alpha-Tocopherol CAS#:71038-25-0 methyl 3-[3,4-b...

HS Code	2932999099
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Methanolic extract of Origanum vulgare ameliorates type 1 diabetes through antioxidant, anti-inflammatory and anti-apoptotic activity.

Br. J. Nutr. 113(5) , 770-82, (2015)

Type 1 diabetes (T1D), an autoimmune inflammatory disorder, develops as a consequence of pancreatic β-cell destruction and results in hyperglycaemia. Since current T1D therapy mainly involves insulin ...

The hepatoprotection of caffeic acid and rosmarinic acid, major compounds of Perilla frutescens, against t-BHP-induced oxidative liver damage.

Food Chem. Toxicol. 55 , 92-9, (2013)

Perilla frutescens leaves are often used in East Asian gourmet food. In this study, we investigated the hepatoprotective effects of caffeic acid (CA), rosmarinic acid (RA), and their combination. P. f...

Investigating the potential of under-utilised plants from the Asteraceae family as a source of natural antimicrobial and antioxidant extracts.

Food Chem. 161 , 79-86, (2014)

Antimicrobial properties of ethanol and water extracts from eight Asteraceae species were investigated against three Gram positive (Staphylococcus aureus, MRSA and Bacillus cereus) and two Gram negati...

R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid

MFCD00017740

ROSMARINATE

(R)-rosmarinic acid

(+)-Rosmarinic acid

Benzenepropanoic acid, α-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-, (αR)-

Rosemary acid

(2R)-3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid

(2R)-3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}propanoic acid

RosmarinicAcid

Rosmarinic acid

rosemaryacid

Rosmarinic

Rosemaricacid

Labiatenic acid

3,4-Dihydroxycinnamicacid(R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethylester

(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)lacticacid

4-dihydroxy

BioBioPha
China
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Purity: 98.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Rosmarinic acid
Price: ￥168.0/250mg ￥528.0/1g ￥228.0/20mg
Purity: 97.0%
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DC Chemicals Limited
China
Product Name: Rosmarinic acid
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Purity: 98.0%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Rosmarinic acid TOP1 supplier
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Zhejiang Hangyu API Co., Ltd
China
Product Name: Rosmarinic acid
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Purity: 99.5%
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Henan Tianfu Chemical Co., Ltd.
China
Product Name: rosmarinic acid
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Purity: 99.0%
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Contact: Anson

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Rosmarinic acid

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