NAV

Rosmarinic acid

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Rosmarinic acid
DrugBank Accession Number
DB16865
Background

Not Available

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 360.318
Monoisotopic: 360.084517475
Chemical Formula
C18H16O8
Synonyms
  • Labiatenic acid
  • Labiatic acid
  • Rosemary acid
External IDs
  • NPLC-0542
  • RM-21A
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
MQE6XG29YI
CAS number
20283-92-5
InChI Key
DOUMFZQKYFQNTF-WUTVXBCWSA-N
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
IUPAC Name
(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
SMILES
OC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C1=CC=C(O)C(O)=C1

References

General References
Not Available
Human Metabolome Database
HMDB0003572
KEGG Compound
C01850
ChemSpider
4445104
BindingDB
50133496
RxNav
2531311
ChEBI
50371
ChEMBL
CHEMBL324842
ZINC
ZINC000000899870
PDBe Ligand
ROA
Wikipedia
Rosmarinic_acid
PDB Entries
3qnl / 4pwi / 6mqd / 7bm3

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0407 mg/mLALOGPS
logP2.57ALOGPS
logP3Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)3.13Chemaxon
pKa (Strongest Basic)-6.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area144.52 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity90.95 m3·mol-1Chemaxon
Polarizability34.62 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ti-0902000000-22e9bfbdeca18cea0865
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0729000000-166dd94f97963e93ceef
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-1901000000-f26b588813baa04b1527
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-014j-0935000000-9668626445c67e9f7bd4
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0079-0900000000-df5f1c7e130e16c3d11f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01di-1901000000-907829c6145ccd250d7f
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-215.2908015
predicted
DarkChem Lite v0.1.0
[M-H]-214.5886015
predicted
DarkChem Lite v0.1.0
[M-H]-214.7114015
predicted
DarkChem Lite v0.1.0
[M-H]-181.47594
predicted
DeepCCS 1.0 (2019)
[M+H]+220.0926015
predicted
DarkChem Lite v0.1.0
[M+H]+215.6672015
predicted
DarkChem Lite v0.1.0
[M+H]+219.3334015
predicted
DarkChem Lite v0.1.0
[M+H]+183.8715
predicted
DeepCCS 1.0 (2019)
[M+Na]+217.0246015
predicted
DarkChem Lite v0.1.0
[M+Na]+197.8033124
predicted
DarkChem Standard v0.1.0
[M+Na]+215.9114015
predicted
DarkChem Lite v0.1.0
[M+Na]+189.78404
predicted
DeepCCS 1.0 (2019)

Drug created at July 26, 2022 17:59 / Updated at December 01, 2022 11:31