Cynaropicrin
precursor
Showing entry for Cynaropicrin
Identification
- PhytoHub ID
- PHUB001924
- Name
- Cynaropicrin
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- 35730-78-0
- Average Mass
- 346.379
- Monoisotopic Mass
- 346.141638428
- Chemical Formula
- C19H22O6
- IUPAC Name
- (3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate
- InChI Key
- KHSCYOFDKADJDJ-NQLMQOPMSA-N
- InChI Identifier
InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1
- SMILES
[H][C@@]12C[C@H](O)C(=C)[C@]1([H])[C@@]1([H])OC(=O)C(=C)[C@]1([H])[C@H](CC2=C)OC(=O)C(=C)CO
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 1.60e+00 g/l
- LogS (ALOGPS)
- -2.34
- LogP (ALOGPS)
- 0.54
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 4
- Polar Surface Area
- 93.06000000000002
- Refractivity
- 88.98859999999999
- Polarizability
- 35.53983495260057
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.844123071929464
- pKa (strongest acidic)
- 14.42236521753816
- Number of Rings
- 3
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Sesquiterpenoids
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Prenol lipids
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Terpene lactones
- Direct Parent Name
- Guaianolides and derivatives
- Alternative Parent Names
- ["Beta hydroxy acids and derivatives", "Carbonyl compounds", "Cyclic alcohols and derivatives", "Dicarboxylic acids and derivatives", "Enoate esters", "Gamma butyrolactones", "Guaianes", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Primary alcohols", "Secondary alcohols", "Tetrahydrofurans"]
- External Descriptor Annotations
- ["Guaianolide", "sesquiterpene lactone"]
- Substituent Names
- ["Alcohol", "Aliphatic heteropolycyclic compound", "Alpha,beta-unsaturated carboxylic ester", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cyclic alcohol", "Dicarboxylic acid or derivatives", "Enoate ester", "Gamma butyrolactone", "Guaiane sesquiterpenoid", "Guaianolide-skeleton", "Hydrocarbon derivative", "Hydroxy acid", "Lactone", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Secondary alcohol", "Sesquiterpenoid", "Tetrahydrofuran"]
Spectra from Online Resources
No spectra information available
Food Sources
Name | Group | |||
---|---|---|---|---|
Globe artichoke | Vegetables, Other vegetables | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available