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Cynaropicrin

PubChem CID: 119093

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Compound Synonyms Cynaropicrin, 35730-78-0, Cynaropikrin, 2-Propenoic acid, 2-(hydroxymethyl)-, (3aR,4S,6aR,8S,9aR,9bR)-dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester, CHEBI:4038, CHEMBL374146, M9233789I9, UNII-M9233789I9, [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate, 2-Propenoic acid, 2-(hydroxymethyl)-, dodecahydro-8-hydroxy-3,6,9-tris(methylene)-2-oxoazuleno(4,5-b)furan-4-yl ester, (3aR-(3aalpha,4alpha,6aalpha,8beta,9aalpha,9bbeta))-, Cynaropicrin (Standard), MEGxp0_001095, SCHEMBL1711811, ACon1_000045, HY-N2350R, DTXSID20957143, HY-N2350, BDBM50194430, AKOS032971358, CS-8041, FS-8077, NCGC00168845-01, NCGC00168845-02, DA-52252, XC160151, NS00094008, Cynaropicrin - Cynara cardunculus (artichoke), C09385, G16186, BRD-K51428447-001-01-5, Q15410905, 2-PROPENOIC ACID, 2-(HYDROXYMETHYL)-, DODECAHYDRO-8-HYDROXY-3,6,9-TRIS(METHYLENE)-2-OXOAZULENO(4,5-B)FURAN-4-YL ESTER, (3AR-(3A.ALPHA.,4.ALPHA.,6A.ALPHA.,8.BETA.,9A.ALPHA.,9B.BETA.))-, 8-Hydroxy-3,6,9-trimethylidene-2-oxododecahydroazuleno[4,5-b]furan-4-yl 2-(hydroxymethyl)prop-2-enoate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 93.1
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C(CCC(C)C3CCC(C)C32)C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles OCC=C)C=O)O[C@H]CC=C)[C@H][C@@H][C@@H][C@@H]7C=C)C=O)O5)))))C=C)[C@H]C5)O
Heavy Atom Count 25.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1CCC2C(C)C(O)OC2C2C(C)CCC12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 690.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id P0A749, Q9HVW7
Iupac Name [(3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3,6,9-trimethylidene-2-oxo-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.6
Gsk 4 400 Rule True
Molecular Formula C19H22O6
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CCC(=C)C1CCC(=C)C12
Prediction Swissadme 1.0
Inchi Key KHSCYOFDKADJDJ-NQLMQOPMSA-N
Silicos It Class Soluble
Fcsp3 0.4736842105263157
Logs -2.432
Rotatable Bond Count 4.0
Logd 1.124
Synonyms cynaropicrin
Esol Class Soluble
Functional Groups C=C(C)C, C=C(C)C(=O)OC, C=C1CCOC1=O, CO
Compound Name Cynaropicrin
Prediction Hob Swissadme 1.0
Exact Mass 346.142
Formal Charge 0.0
Monoisotopic Mass 346.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 346.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.1267498000000007
Inchi 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 C=C1C[C@@H]([C@@H]2[C@@H]([C@@H]3[C@H]1C[C@@H](C3=C)O)OC(=O)C2=C)OC(=O)C(=C)CO
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids