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Chaparrinone

PubChem CID: 73154

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Compound Synonyms Chaparrinone, 22611-34-3, (-)-Chaparrinone, TCMDC-142261, CHAPARRINONE B810280K028, NSC 288754, (1S,4R,5R,6R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione, CHEBI:3578, (1-beta,11-beta,12-alpha)-11,20-Epoxy-1,11,12-trihydroxypicras-3-ene-2,16-dione, NSC-288754, Picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1-beta,11-beta,12-alpha)-, NSC288754, (1S,4R,5R,6R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo(9.8.0.01,7.04,19.013,18)nonadec-14-ene-9,16-dione, Chaparrinone (7CI), Picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1beta,11beta,12alpha)-, trihydroxy(trimethyl)[?]dione, CHEMBL472016, SCHEMBL1276897, HY-N12151, CS-0892530, NS00093826, C08757, E80179, Q27106141, Picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-15-[(2R)-2-methyl-1-oxobutoxy]-,[1.beta.,11.beta.,12.alpha.]
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 113.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2CC3CC(C)CC4CCC5CCC43C5C2C1
Np Classifier Class Quassinoids
Deep Smiles O=CO[C@@H]C[C@H]C=CC=O)[C@H][C@@]6[C@@H][C@]%10[C@@H]C%14)[C@@H]C)[C@H][C@@]6OC7))O))O))))))C))O))))C
Heavy Atom Count 27.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2CC3OC(O)CC4CCC5OCC43C5C2C1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 776.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 10.0
Uniprot Id n.a., P11166, O97467, O61059
Iupac Name (1S,4R,5R,6R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.4
Gsk 4 400 Rule True
Molecular Formula C20H26O7
Scaffold Graph Node Bond Level O=C1C=CC2CC3OC(=O)CC4CCC5OCC43C5C2C1
Prediction Swissadme 0.0
Inchi Key VLYMLZRDCSQUQF-RZUZYEBMSA-N
Silicos It Class Soluble
Fcsp3 0.8
Logs -4.192
Rotatable Bond Count 0.0
Logd 0.93
Synonyms chaparrinone
Esol Class Very soluble
Functional Groups CC(=O)OC, CC(C)=CC(C)=O, CO, CO[C@](C)(C)O
Compound Name Chaparrinone
Prediction Hob Swissadme 0.0
Exact Mass 378.168
Formal Charge 0.0
Monoisotopic Mass 378.168
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 378.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 10.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -1.9594102000000007
Inchi InChI=1S/C20H26O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-17,23-25H,5-7H2,1-3H3/t9-,10+,11+,13-,15-,16-,17-,18-,19-,20+/m1/s1
Smiles C[C@@H]1[C@@H]2CC(=O)O[C@H]3[C@@]24CO[C@@]([C@@H]1O)([C@@H]4[C@@]5([C@@H](C3)C(=CC(=O)[C@H]5O)C)C)O
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids