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00390580

Rosmarinic acid

primary reference standard

Synonym(s):

(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid, 3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C18H16O8
CAS Number:
Molecular Weight:
360.31
Beilstein:
2227587
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

Pricing and availability is not currently available.

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

171-175 °C (lit.)

storage temp.

−20°C

SMILES string

OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2

InChI

1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1

InChI key

DOUMFZQKYFQNTF-WUTVXBCWSA-N

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manufacturer/tradename

Milliplex®

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manufacturer/tradename

Milliplex®

manufacturer/tradename

Milliplex®

assay range

accuracy: 107%
(DJ1), accuracy: 123%
(TG2), standard curve range: 15-60,000 pg/mL
(NSE), standard curve range: 244-1,000,000 pg/mL
(alpha-synuclein), standard curve range: 61-250,000 pg/mL
(TG2), accuracy: 108%
(a-Synuclein), standard curve range: 20-80,000 pg/mL
(UCHL1), standard curve range: 12-50,000 pg/mL
(GFAP), standard curve range: 61-250,000 pg/mL
(DJ1)

assay range

accuracy: 84-108%, standard curve range: 14-10,000 pg/mL
(S100B), standard curve range: 21-15,000 pg/mL
(sRAGE), standard curve range: 27-20,000 pg/mL
(Amyloid β42), standard curve range: 3-2,500 pg/mL
(Amyloid β40), standard curve range: 7-5,000 pg/mL
(GDNF)

assay range

accuracy: 69-92%
(Cerebrospinal fluid (CSF)), accuracy: 71-107%
(Serum), standard curve range: 0.03-25 ng/mL
(SOD2), standard curve range: 0.04-30 ng/mL
(Kallikrein-6), standard curve range: 0.04-30 ng/mL
(SOD1), standard curve range: 0.08-60 ng/mL
(Contactin-1), standard curve range: 0.14-100 ng/mL
(Osteopontin (OPN)), standard curve range: 1.37-1,000 ng/mL
(AGT), standard curve range: 4.12-3,000 ng/mL
(Fetuin A)

assay range

accuracy: 124%
(Neurogranin), accuracy: 84%
(FABP3), accuracy: 85%
(ApoE4), accuracy: 94%
(TREM2), accuracy: 97%
(Angiogenin), sensitivity: 11.0 pg/mL
(MinDC + 2SD; TREM2), sensitivity: 14.3 pg/mL
(MinDC + 2SD; FABP3), sensitivity: 162.8 pg/mL
(MinDC + 2SD; ApoE4), sensitivity: 19.9 pg/mL
(MinDC + 2SD; Neurogranin), sensitivity: 5.8 pg/mL
(MinDC + 2SD; Angiogenin), sensitivity: 6.1 pg/mL
(MinDC + 2SD; Ferritin), standard curve range: 15-50,000 pg/mL
(TREM2), standard curve range: 2-10,000 pg/mL
(Angiogenin), standard curve range: 24-100,000 pg/mL
(FABP3), standard curve range: 244-1,000,000 pg/mL
(ApoE4), standard curve range: 5-20,000 pg/mL
(Neurogranin), standard curve range: 6-25,000 pg/mL
(Ferritin), inter-assay cv: <10%
intra-assay cv: <5%
(Angiogenin), inter-assay cv: <10%
intra-assay cv: <5%
(FABP3), inter-assay cv: <10%
intra-assay cv: <5%
(TREM2), inter-assay cv: <15%
intra-assay cv: <10%
(Ferritin), inter-assay cv: <15%
intra-assay cv: <10%
(Neurogranin), inter-assay cv: <15%
intra-assay cv: <5%
(ApoE4)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

technique(s)

multiplexing: suitable

technique(s)

multiplexing: suitable

technique(s)

multiplexing: suitable

technique(s)

multiplexing: suitable

shipped in

ambient

shipped in

wet ice

shipped in

wet ice

shipped in

-

General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products.

Biochem/physiol Actions

Rosmarinic acid has shown to contain antioxidant and anti-inflammatory activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kidney disease treatment, cardioprotection and cancer chemoprevention.

Other Notes

This compound is commonly found in plants of the genus: melissa mentha salvia thymus

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Juan A Martín et al.
PloS one, 8(2), e56987-e56987 (2013-03-08)
Efforts to introduce pathogen resistance into landscape tree species by breeding may have unintended consequences for fungal diversity. To address this issue, we compared the frequency and diversity of endophytic fungi and defensive phenolic metabolites in elm (Ulmus spp.) trees
Eun-Ju Yang et al.
Journal of cellular physiology, 228(5), 975-982 (2012-10-09)
High mobility group box 1 (HMGB1) protein is a crucial cytokine that mediates response to infection, injury, and inflammation. Rosmarinic acid (RA) is an important component of the leaves of Perilla frutescens and has neuroprotective, anti-microbial, anti-oxidant, and anti-cancer effects
Rodrigo Lucarini et al.
Pharmaceutical biology, 51(9), 1087-1090 (2013-06-07)
Despite several pharmacological applications of Rosmarinus officinalis L. (Lamiaceae), studies on its analgesic and anti-inflammatory properties have been scarce. The aim of this work was to use in vivo models to evaluate the analgesic and anti-inflammatory activities of the aqueous
Maike Petersen et al.
Phytochemistry, 62(2), 121-125 (2002-12-17)
Rosmarinic acid is an ester of caffeic acid and 3,4-dihydroxyphenyllactic acid. It is commonly found in species of the Boraginaceae and the subfamily Nepetoideae of the Lamiaceae. However, it is also found in species of other higher plant families and
Kazunori Sasaki et al.
Behavioural brain research, 238, 86-94 (2012-10-23)
Rosmarinus officinalis (R. officinalis), a culinary aromatic and medicinal plant, is very rich in polyphenols and flavonoids with high antioxidant properties. This plant was reported to exert multiple benefits for neuronal system and alleviate mood disorder. In our previous study

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