Rosmarinic acid
PubChem CID: 5281792
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| Compound Synonyms | rosmarinic acid, 20283-92-5, Rosemary acid, Labiatenic acid, Rosmarinicacid, Labiatic acid, (R)-rosmarinic acid, trans-Rosmarinic acid, Rosemaric acid, Rosmarinate, Rosmarinic acid racemate, Rosmarinic-acid, UNII-MQE6XG29YI, 537-15-5, MQE6XG29YI, CCRIS 9361, RM 21A, ORISTRACT ROA, HSDB 7688, NPLC 0542, (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid, (R,E)-3-(3,4-dihydroxyphenyl)-2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid, MFCD00017740, CHEMBL324842, RM-21A, Benzenepropanoic acid,a-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-,(aR)-, CHEBI:50371, NPLC-0542, DTXSID20896987, (R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid, Benzenepropanoic acid, alpha-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, 3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester, 3,4-Dihydroxycinnamic acid 2-ester with 3-(3,4-dihydroxyphenyl)lactic acid, R-(+)-2-(3,4-Dihydroxycinnamoyloxy)-3-(3,4-dihydroxyphenyl)propionic acid, (2R)-3-(3,4-dihydroxyphenyl)-2-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]propanoic acid, (2r)-3-(3,4-Dihydroxyphenyl)-2-{[(2e)-3-(3,4-Dihydroxyphenyl)prop-2-Enoyl]oxy}propanoic Acid, CINNAMIC ACID, 3,4-DIHYDROXY-, 2-ESTER with 3-(3,4-DIHYDROXYPHENYL)LACTIC ACID, ROSMARINIC ACID (USP-RS), ROSMARINIC ACID [USP-RS], (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-propanoic acid, alpha-(((3,4-Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxybenzenepropanoic acid, Benzenepropanoic acid, alpha-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (R-(E))-, Rosmarimic acid, BENZENEPROPANOIC ACID, .ALPHA.-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-3,4-DIHYDROXY-, (.ALPHA.R)-, Benzenepropanoic acid, .alpha.-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-, (.alpha.R)-, Rosmarinic acid, 2, Rosmarinic acid, 96%, bmse000648, Rosmarinic acid (Standard), ROSMARINIC ACID [MI], MLS000697677, ROSMARINIC ACID [HSDB], MEGxp0_000163, SCHEMBL1650675, SCHEMBL2028694, ACon1_001068, CHEBI:92370, cid_5281792, HY-N0529R, 3-(3,4-dihydroxyphenyl)-2-((2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy)propanoic acid, DTXCID801326415, HMS2227A13, HMS3266D13, HMS3411K16, HMS3649C22, HMS3675K16, HMS3885I15, HY-N0529, BDBM50133496, s3612, ZB1872, AKOS015892734, CCG-207919, CCG-208268, FR02310, NCGC00169708-01, 1ST40049, AC-33965, AS-35341, SMR000445579, NS00014042, C01850, EN300-364852, ROSMARINIC ACID (CONSTITUENT OF ROSEMARY), SR-01000946599, SR-01000946599-1, (2R)-O-caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid, BRD-K20313525-001-04-6, Q50380051, F0001-0715, ROSMARINIC ACID (CONSTITUENT OF HOLY BASIL LEAF), ROSMARINIC ACID (CONSTITUENT OF ROSEMARY) [DSC], 93B6A3BF-927D-4C59-8A49-29BDBC87C194, Rosmarinic acid, primary pharmaceutical reference standard, ROSMARINIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC], Rosmarinic acid, European Pharmacopoeia (EP) Reference Standard, Rosmarinic acid, >=98% (HPLC), from Rosemarinus officinalis L., Rosmarinic acid, United States Pharmacopeia (USP) Reference Standard, (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoicacid, (R,E)-3-(3,4-dihydroxyphenyl)-2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)propanoicacid, (R,E)-3-(3,4-dihydroxyphenyl)-2-(3-(3,4-dihydroxyphenyl)acryloyloxy)propanoic acid, alpha-(((3,4-Dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-benzenepropanoic acid, (2R)-3-(3,4-DIHYDROXYPHENYL)-2-{[3-(3,4-DIHYDROXYPHENYL)PROP-2-ENOYL]OXY}PROPANOIC ACID, BENZENEPROPANOIC ACID, .ALPHA.-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPEN-1-YL)OXY)-3,4-DIHYDROXY-, (.ALPHA.R)-, 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-PROPEN-1-YL)OXY)-3,4-DIHYDROXY-, (alphaR)-, BENZENEPROPANOIC ACID, alpha-(((2E)-3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-3,4-DIHYDROXY-, (alphaR)-, Benzenepropanoic acid,a-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-,[R-(E)] |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 145.0 |
| Hydrogen Bond Donor Count | 5.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC(CCCC1CCCCC1)CCC1CCCCC1 |
| Np Classifier Class | Cinnamic acids and derivatives |
| Deep Smiles | O=CO[C@@H]C=O)O))Ccccccc6)O))O))))))))/C=C/cccccc6)O))O |
| Heavy Atom Count | 26.0 |
| Classyfire Class | Cinnamic acids and derivatives |
| Scaffold Graph Node Level | OC(CCC1CCCCC1)OCCC1CCCCC1 |
| Classyfire Subclass | Hydroxycinnamic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 519.0 |
| Database Name | cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 1.0 |
| Uniprot Id | Q7ZJM1, P06239, P06241, n.a., Q72547, P23219, P35354, P12931, P42224, P40763, P51692, P33436, P15121, Q12794, O42713, P9WMN3, O75604, P10828, P46063, B2RXH2, P27695, Q9NUW8, P10636, P14618, Q962Y6, Q9F4F7, Q194T2, O97447, P00811, Q07820, P54132, P06746, P10253, P04062, O15648, Q9UIF8, Q96QE3, O42275, P81908, P07943, P03956, Q9NPD5, Q9Y6L6, P05412, P02766, P05067, P37059, P0DTD1, K9N7C7, P37840 |
| Iupac Name | (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid |
| Prediction Hob | 0.0 |
| Class | Cinnamic acids and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Target Id | NPT13, NPT14, NPT36, NPT41, NPT42, NPT45, NPT46, NPT47, NPT48, NPT49, NPT50, NPT51, NPT52, NPT57, NPT58, NPT59, NPT60, NPT69, NPT74, NPT77, NPT78, NPT1588, NPT920 |
| Xlogp | 2.4 |
| Superclass | Phenylpropanoids and polyketides |
| Subclass | Hydroxycinnamic acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C18H16O8 |
| Scaffold Graph Node Bond Level | O=C(C=Cc1ccccc1)OCCc1ccccc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | DOUMFZQKYFQNTF-WUTVXBCWSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.1111111111111111 |
| Logs | -2.432 |
| Rotatable Bond Count | 7.0 |
| State | Solid |
| Logd | 1.65 |
| Synonyms | (2R)-O-Caffeoyl-3-(3,4-dihydroxyphenyl)lactic acid, (2R)-O-Caffeoyl-3-(3,4-dihydroxyphenyl)lactate, Rosmarinate, Rosemary acid, Rosmarinic acid, (R-(e))-isomer, (R)-Rosmarinate, Labiatenic acid, Labiatic acid, Rosemaric acid, trans-Rosmarinic acid, (Z)-Rosmarinic acid, Rosmarinic acid, rosmarinic acid |
| Esol Class | Soluble |
| Functional Groups | CC(=O)O, c/C=C/C(=O)OC, cO |
| Compound Name | Rosmarinic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 360.085 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 360.085 |
| Hydrogen Bond Acceptor Count | 8.0 |
| Molecular Weight | 360.3 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 1.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -3.4403100615384616 |
| 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 |
| Smiles | C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O |
| Nring | 2.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Coumaric acids and derivatives |
| Np Classifier Superclass | Phenylpropanoids (C6-C3) |
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FOUND_INto/from Hamelia Patens (Plant) Rel Props:Reference:ISBN:9788172362300; ISBN:9788185042145 - 29. Outgoing r'ship
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FOUND_INto/from Melissa Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 45. Outgoing r'ship
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