Compound Summary
Compound Information
rosmarinic acid
Compound Name: | rosmarinic acid |
Compound CID: | 5281792 |
Synonyms: | rosmarinic acid 20283-92-5 Rosemary acid (R)-rosmarinic acid Rosmarinicacid More... |
Iupac Name: | (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid |
InChI: | 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 |
InChIKey: | DOUMFZQKYFQNTF-WUTVXBCWSA-N |
Canonical Smiles: | C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O |
Isomeric Smiles: | C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O |
Molecular Weight: | 360.3 |
Molecular Formula: | C18H16O8 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
rosmarinic acid
Molecular Weight: | 360.3 |
Molecular Formula: | C18H16O8 |
Hydrogen Bond Donor Count: | 5 |
Hydrogen Bond Acceptor Count: | 8 |
Rotatable Bond Count: | 7 |
Heavy Atom Count: | 26 |
Complexity: | 519 |
Synonyms
rosmarinic acid
| rosmarinic acid | rosmarinic acid |
|---|---|
rosmarinic acid |
20283-92-5 |
Rosemary acid |
(R)-rosmarinic acid |
Rosmarinicacid |
Rosmarinate |
Labiatenic acid |
Rosmarinic acid racemate |
Rosmarinic-acid |
UNII-MQE6XG29YI |
537-15-5 |
(R,E)-3-(3,4-dihydroxyphenyl)-2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid |
MQE6XG29YI |
(2R)-3-(3,4-dihydroxyphenyl)-2-(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxypropanoic acid |
CHEMBL324842 |
CHEBI:50371 |
MFCD00017740 |
(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid |
3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester |
(2R)-3-(3,4-dihydroxyphenyl)-2-(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxypropanoic acid |
Rosemaric acid |
(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)lactic acid |
(2R)-3-(3,4-dihydroxyphenyl)-2-(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy-propanoic acid |
(2r)-3-(3,4-Dihydroxyphenyl)-2-{(2e)-3-(3,4-Dihydroxyphenyl)prop-2-Enoyloxy}propanoic Acid |
trans-Rosmarinic acid |
Benzenepropanoic acid, alpha-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy- |
Meiji Red Perilla Polyphenol |
Rosmarimic acid |
CCRIS 9361 |
RM 21A |
HSDB 7688 |
NPLC 0542 |
R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid |
Rosmarinic acid, 2 |
Rosmarinic acid, 96% |
bmse000648 |
MLS000697677 |
MEGxp0_000163 |
SCHEMBL1650675 |
SCHEMBL2028694 |
ACon1_001068 |
CHEBI:92370 |
cid_5281792 |
DTXSID20896987 |
HMS2227A13 |
HMS3266D13 |
HMS3411K16 |
HMS3649C22 |
HMS3675K16 |
HMS3885I15 |
ZINC899870 |
HY-N0529 |
BDBM50133496 |
s3612 |
ZB1872 |
3,4-Dihydroxycinnamic acid 2-ester with 3-(3,4-dihydroxyphenyl)lactic acid |
AKOS015892734 |
CCG-207919 |
CCG-208268 |
MCULE-4098643324 |
NCGC00169708-01 |
AC-33965 |
AS-35341 |
Benzenepropanoic acid,a-(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-3,4-dihydroxy-,(aR)- |
SMR000445579 |
N1768 |
W1784 |
C01850 |
225R532 |
A814378 |
SR-01000946599 |
Q-100246 |
SR-01000946599-1 |
(2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid |
Q50380051 |
F0001-0715 |
93B6A3BF-927D-4C59-8A49-29BDBC87C194 |
Rosmarinic acid, primary pharmaceutical reference standard |
Rosmarinic acid, European Pharmacopoeia (EP) Reference Standard |
Rosmarinic acid, >=98% (HPLC), from Rosemarinus officinalis L. |
Rosmarinic acid, United States Pharmacopeia (USP) Reference Standard |
(R)-2-3-(3,4-Dihydroxyphenyl)acryloyloxy-3-(3,4-dihydroxyphenyl)propionic acid |
(R,E)-3-(3,4-dihydroxyphenyl)-2-(3-(3,4-dihydroxyphenyl)acryloyloxy)propanoic acid |
3-(3,4-DIHYDROXYPHENYL)ACRYLIC ACID-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHYL ESTER |
alpha-(((3,4-Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxybenzenepropanoic acid |
CINNAMIC ACID, 3,4-DIHYDROXY-, 2-ESTER with 3-(3,4-DIHYDROXYPHENYL)LACTIC ACID |
R-(+)-?-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propenyloxy-3,4-dihydroxybenzenepropanoic acid |
Benzenepropanoic acid, .alpha.-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (R-(E))- |
Benzenepropanoic acid, .alpha.-(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyloxy-3,4-dihydroxy-, (.alpha.R)- |
Benzenepropanoic acid, ?-(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yloxy-3,4-dihydroxy-, (??R)- |
Benzenepropanoic acid, alpha-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (R-(E))- |
Experimental Data
rosmarinic acid
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 180 | umol/L | 63 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 60 | umol/L | 40 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 120 | umol/L | 49 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 200 | umol/L | 10 | S | N2 | 21503726 | Active |
Experimental Data Visualization
rosmarinic acid
Statistics Data
rosmarinic acid
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 63 | 2 | 4 |
Statistics Data Visualization
rosmarinic acid
