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3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-6,7a-dihydroxy-9,10-dimethoxy-3,3-dimethyl-, (7aR-cis)-

PubChem CID: 155725

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Compound Synonyms 11-Hydroxytephrosin, 72458-85-6, 3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-6,7a-dihydroxy-9,10-dimethoxy-3,3-dimethyl-, (7aR-cis)-, DTXSID50222755, (1R,14R)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one, CHEMBL419669, DTXCID80145246, HY-N1022, AKOS032948932, FS-9513, NCGC00385215-01!, CS-0016258
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 104.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C2CCC3CCCCC3C2CC2CCC3CCCCC3C21
Np Classifier Class Rotenoids
Deep Smiles COcccOC[C@@H][C@@]c6cc%10OC)))))O)C=O)ccO6)cC=CCOc6cc%10O)))))C)C
Heavy Atom Count 31.0
Classyfire Class Isoflavonoids
Scaffold Graph Node Level OC1C2CCC3OCCCC3C2OC2COC3CCCCC3C21
Classyfire Subclass Rotenoids
Isotope Atom Count 0.0
Molecular Complexity 752.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Uniprot Id P47199
Iupac Name (1R,14R)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.2
Gsk 4 400 Rule False
Molecular Formula C23H22O8
Scaffold Graph Node Bond Level O=C1c2ccc3c(c2OC2COc4ccccc4C12)C=CCO3
Prediction Swissadme 1.0
Inchi Key OFLCPNIRDVOOEZ-WZONZLPQSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3478260869565217
Logs -4.247
Rotatable Bond Count 2.0
Logd 3.699
Synonyms 11-hydroxytephrosin, 12a-hydroxy-α-toxicarol
Esol Class Moderately soluble
Functional Groups CO, cC(C)=O, cC=CC, cO, cOC
Compound Name 3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-6,7a-dihydroxy-9,10-dimethoxy-3,3-dimethyl-, (7aR-cis)-
Prediction Hob Swissadme 1.0
Exact Mass 426.131
Formal Charge 0.0
Monoisotopic Mass 426.131
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 426.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.641661812903227
Inchi InChI=1S/C23H22O8/c1-22(2)6-5-11-14(31-22)8-13(24)19-20(11)30-18-10-29-15-9-17(28-4)16(27-3)7-12(15)23(18,26)21(19)25/h5-9,18,24,26H,10H2,1-4H3/t18-,23-/m1/s1
Smiles CC1(C=CC2=C(O1)C=C(C3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@]4(C3=O)O)OC)OC)O)C
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Isoflavonoids