3,4-dihydroxyphenyl lactic acid
3,4-dihydroxyphenyllactic acid
 
Notes:
from s. miltiorhiza bge; dilates coronary artery. 3-(3,4-Dihydroxyphenyl)lactic acid is a natural catecholamine metabolite present in normal newborns' plasma (PMID 1391254) and in normal urine (PMID 7460271) [HMDB]
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CAS Number: 23028-17-3Picture of molecule3D/inchi
FDA UNII: NA8H56YM3K
XlogP3-AA: 0.30 (est)
Molecular Weight: 198.17470000
Formula: C9 H10 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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Physical Properties:
Appearance: yellow-brown powder (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 480.30 °C. @ 760.00 mm Hg (est)
Flash Point: 497.00 °F. TCC ( 258.40 °C. ) (est)
logP (o/w): 0.045 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for 3,4-dihydroxyphenyl lactic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 3,4-dihydroxyphenyl lactic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 152463
National Institute of Allergy and Infectious Diseases: Data
 2-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid
Chemidplus: 0022681727
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References:
 2-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 152463
Pubchem (sid): 135165531
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
KEGG (GenomeNet): C01207
HMDB (The Human Metabolome Database): HMDB03503
FooDB: FDB023184
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 rosemary plant
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Synonyms:
 benzeneacetic acid, a,3,4-trihydroxy-a-methyl-
 dan shen su
 danshensu
2-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid
3,4-dihydroxyphenyllactic acid
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Articles:
PubMed: Protective effects of rosmarinic acid against radiation-induced damage to the hematopoietic system in mice.
PubMed: Neuroprotective effect and underlying mechanism of sodium danshensu [3-(3,4-dihydroxyphenyl) lactic acid from Radix and Rhizoma Salviae miltiorrhizae = Danshen] against cerebral ischemia and reperfusion injury in rats.
PubMed: Anxiolytic-like effect of danshensu [(3-(3,4-dihydroxyphenyl)-lactic acid)] in mice.
PubMed: Redox behaviour of verbascoside and rosmarinic acid.
PubMed: Effect of β-(3,4-dihydroxyphenyl)lactic acid on oxidative stress stimulated by high glucose levels in human peritoneal mesothelial cells.
PubMed: Protective effects of 3,4-dihydroxyphenyl lactic acid on lipopolysaccharide-induced cerebral microcirculatory disturbance in mice.
PubMed: Identification of three novel polyphenolic compounds, origanine A-C, with unique skeleton from Origanum vulgare L. using the hyphenated LC-DAD-SPE-NMR/MS methods.
PubMed: In vitro effects of rosmarinic acid on glutathione reductase and glucose 6-phosphate dehydrogenase.
PubMed: Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage.
PubMed: Effects of dihydroxylphenyl lactic acid on inflammatory responses in spinal cord injury.
PubMed: Isolation of a new quinic acid derivative and its antibacterial modulating activity.
PubMed: Microwave-assisted extraction with water for fast extraction and simultaneous RP-HPLC determination of phenolic acids in radix Salviae Miltiorrhizae.
PubMed: Proteomic screening of antioxidant effects exhibited by radix Salvia miltiorrhiza aqueous extract in cultured rat aortic smooth muscle cells under homocysteine treatment.
PubMed: Osteogenic effects of D+beta-3,4-dihydroxyphenyl lactic acid (salvianic acid A, SAA) on osteoblasts and bone marrow stromal cells of intact and prednisone-treated rats.
PubMed: [Studies on the chemical constituents of Salvia miltiorrhiz of Lijiang].
PubMed: Ameliorating effects of compounds derived from Salvia miltiorrhiza root extract on microcirculatory disturbance and target organ injury by ischemia and reperfusion.
PubMed: Characterization of the radical scavenging and antioxidant activities of danshensu and salvianolic acid B.
PubMed: The structure-activity relationship of the series of non-peptide small antagonists for p56lck SH2 domain.
PubMed: Separation and determination of three water-soluble compounds in Salvia miltiorrhiza Bunge and two related traditional medicinal preparations by flow injection-capillary electrophoresis.
PubMed: A new acylated quercetin glycoside from Ranunculus lanuginosus.
PubMed: Simultaneous determination and pharmacokinetic studies on (3,4-Dihydroxyphenyl)-lactic acid and protocatechuic aldehyde in rat serum after oral administration of Radix Salviae miltiorrhizae extract.
PubMed: Effect of Salvia miltiorrhiza on aflatoxin B1-induced oxidative stress in cultured rat hepatocytes.
PubMed: The mechanism of tyrosinase-catalysed oxidative decarboxylation of alpha-(3,4-dihydroxyphenyl)-lactic acid.
PubMed: Salvianolic Acid A, a New Depside from Roots of Salvia miltiorrhiza.
PubMed: [Pharmacology of several aromatic amino acid decarboxylase inhibitors].
PubMed: Rosmarinic acid production in Coleus cell cultures.
PubMed: Biogenesis of rosmarinic acid in Mentha.
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