Rosmarinic acid
precursor
Showing entry for Rosmarinic acid
Identification
- PhytoHub ID
- PHUB000634
- Name
- Rosmarinic acid
- Systematic Name
- Rosmarinic acid
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 360.318
- Monoisotopic Mass
- 360.084517475
- Chemical Formula
- C18H16O8
- IUPAC Name
- (2S)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic 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
Structure for Rosmarinic acid
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
- 34.34113577057401
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.283762279508309
- pKa (strongest acidic)
- 3.1312932183061957
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- PubChem
- 639655
- ChEBI
- 50372
- MetaboLights
- MTBLC50372
- PeakForestCompound
- 000495
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Cinnamic acids and derivatives
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Hydroxycinnamic acids and derivatives
- Direct Parent Name
- Coumaric acids and derivatives
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acid esters", "Dicarboxylic acids and derivatives", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Organic oxides", "Phenylpropanoic acids", "Styrenes"]
- External Descriptor Annotations
- ["rosmarinic acid"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3-phenylpropanoic-acid", "Alpha,beta-unsaturated carboxylic ester", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Cinnamic acid ester", "Coumaric acid or derivatives", "Dicarboxylic acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]
Spectra from Phytohub
Food Sources
Role as Biomarker of intake
No roles as Biomarker of intake found