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

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

NameGroup
Globe artichokeVegetables, Other vegetables PublicationsShow

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

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