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Casuariin

PubChem CID: 14035442

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Compound Synonyms Casuariin, CHEMBL509562, (14R,15S,19R)-14-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaene-12,17-dione, (14R,15S,19R)-14-((10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo(13.4.0.02,7)nonadeca-1(19),2,4,6,15,17-hexaen-10-yl)-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo(13.3.1.05,18.06,11)nonadeca-1,3,5(18),6,8,10-hexaene-12,17-dione, SCHEMBL1883046, BDBM50269546, 79786-04-2
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 388.0
Hydrogen Bond Donor Count 14.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC(C2CC(C)C3CCCCC3C3CCCC4CC2CC(C)C43)CC(C)C2CCCCC2C2CCCCC12
Np Classifier Class Gallotannins
Deep Smiles O[C@@H]COC=O)cccO)ccc6-ccC=O)O[C@H]%15[C@@H]OC=O)cccO)ccc6-ccC=O)O[C@H]%14[C@H]O)c6cO)cc%10O))O)))))))))))O))O)))))))))))ccO)cc6O))O)))))))O))O
Heavy Atom Count 56.0
Classyfire Class Tannins
Description Isolated from Castanea mollissima (Chinese chestnut) and Rhodomyrtus tomentosa (hill gooseberry). Castanin is found in nuts and fruits.
Scaffold Graph Node Level OC1OCCC(C2OC(O)C3CCCCC3C3CCCC4CC2OC(O)C43)OC(O)C2CCCCC2C2CCCCC12
Classyfire Subclass Hydrolyzable tannins
Isotope Atom Count 0.0
Molecular Complexity 1530.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id P00742, P00735
Iupac Name (14R,15S,19R)-14-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3,4,7,8,9,19-heptahydroxy-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaene-12,17-dione
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT2533
Xlogp 0.1
Gsk 4 400 Rule False
Molecular Formula C34H24O22
Scaffold Graph Node Bond Level O=C1OCCC(C2OC(=O)c3ccccc3-c3cccc4c3C(=O)OC2C4)OC(=O)c2ccccc2-c2ccccc21
Prediction Swissadme 0.0
Inchi Key CHBITXAMNKHJCR-JNUHSSLSSA-N
Silicos It Class Soluble
Fcsp3 0.1764705882352941
Logs -3.585
Rotatable Bond Count 1.0
Logd 0.262
Synonyms 2-Bdbp, 2-Bdbp-BF4, 2-Benzylamino-4-methyl-7-diethylaminobenzopyrylium, 5-Desgalloylstachyurin, Castanin, Tomentosin?, casuariin
Esol Class Moderately soluble
Functional Groups CO, cC(=O)OC, cO
Compound Name Casuariin
Prediction Hob Swissadme 0.0
Exact Mass 784.076
Formal Charge 0.0
Monoisotopic Mass 784.076
Hydrogen Bond Acceptor Count 22.0
Molecular Weight 784.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -4.99941565714286
Inchi InChI=1S/C34H24O22/c35-8-1-5-12(21(42)18(8)39)13-6(2-9(36)19(40)22(13)43)32(50)54-28(11(38)4-53-31(5)49)30-29-26(47)17-16(34(52)55-29)15(24(45)27(48)25(17)46)14-7(33(51)56-30)3-10(37)20(41)23(14)44/h1-3,11,26,28-30,35-48H,4H2/t11-,26-,28-,29+,30+/m1/s1
Smiles C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@H]4[C@@H]5[C@@H](C6=C(C(=C(C(=C6C(=O)O5)C7=C(C(=C(C=C7C(=O)O4)O)O)O)O)O)O)O)O
Nring 8.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Phenolic acids (C6-C1)

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