Identification

PhytoHub ID
PHUB000634
Name
Rosmarinic acid
Synonyms
Not Available
CAS Number
Not Available
Average Mass
360.318
Monoisotopic Mass
360.084517475
Chemical Formula
C18H16O8
IUPAC Name
(S)-rosmarinic acid
InChI Key
DOUMFZQKYFQNTF-GIZXNFQBSA-N
InChI Identifier
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-/m0/s1
SMILES
OC(=O)[C@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=CC(O)=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
4.07e-02 g/l
LogS (ALOGPS)
-3.95
LogP (ALOGPS)
2.57
Hydrogen Acceptors
7
Hydrogen Donors
5
Rotatable Bond Count
7
Polar Surface Area
144.52
Refractivity
90.9501
Polarizability
34.34113028771826
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.28376227950831
pKa (strongest acidic)
3.1312932183061957
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Taxonomy

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Spectra

Record IDSourceDescriptionView
BML82096MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
PR040215MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M-H]-View Spectra
PR040216MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [2M-H]-View Spectra
PR040217MassBankLC-ESI-QTOF Spectrum - 30 V, [M-H]-View Spectra
PR040218MassBankLC-ESI-QTOF Spectrum - 30 V, [2M-H]-View Spectra
PR040219MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+Na]+View Spectra
PR040220MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, [M+H]+View Spectra
PR040221MassBankLC-ESI-QTOF Spectrum - 30 V, [2M+Na]+View Spectra
PR100686MassBankLC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecifiedView Spectra
PS045201ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS045202ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS045203ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS045204ReSpectN/A Spectrum - 40, [M+H]+View Spectra
PS045207ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS045208ReSpectN/A Spectrum - 20, [M-H]-View Spectra
PS045209ReSpectN/A Spectrum - 30, [M-H]-View Spectra
PS045210ReSpectN/A Spectrum - 40, [M-H]-View Spectra

Food Sources

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Rosmarinic acid Caffeic acidraturineC9H8O4180.042258744 Publications
Rosmarinic acid Coumaric acid (m-)ratplasma, urineC9H8O3164.047344122 Publications
Rosmarinic acid 3-(3'-Hydroxyphenyl)propionic acidratplasma, urineC9H10O3166.062994186 Publications
Rosmarinic acid Ferulic acid-4'-sulfateratplasma, urineC10H10O7S274.014723364 Publications
Rosmarinic acid caffeic acid-4-O-sulfateraturineC9H8O7S259.9990733 Publications
Rosmarinic acid m-coumaric acid 3-O-sulfateratplasma, urineC9H8O5S228.009244532 Publications
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