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(1R,19R)-4,5,9-Trihydroxy-4-(2-hydroxybutan-2-yl)-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione

PubChem CID: 157017

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Compound Synonyms Spiracine, (1R,19R)-4,5,9-Trihydroxy-4-(2-hydroxybutan-2-yl)-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione, 77156-24-2, DTXSID00998413, AKOS040734378, 3,4,8-Trihydroxy-3-(2-hydroxybutan-2-yl)-7-methyl-8-(propan-2-yl)-3,4,11,13,15,16,16a,16b-octahydro-7H-[1,5,10]trioxacyclotetradecino[7,8,9-gh]pyrrolizine-2,5,9(8H)-trione
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 163.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC(C)CCC2CCC3CCC(CC(C)CC1)C23
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles CCCCO)C=O)O[C@@H]CCN[C@@H]5C=CC5))COC=O)CCOC=O)C%17O))))C))O)CC)C)))))))))))))))O)C
Heavy Atom Count 34.0
Classyfire Class Macrolides and analogues
Scaffold Graph Node Level OC1CCC(O)OC2CCN3CCC(COC(O)CCO1)C23
Isotope Atom Count 0.0
Molecular Complexity 874.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 2.0
Iupac Name (1R,19R)-4,5,9-trihydroxy-4-(2-hydroxybutan-2-yl)-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.1
Gsk 4 400 Rule False
Molecular Formula C23H35NO10
Scaffold Graph Node Bond Level O=C1CCC(=O)OC2CCN3CC=C(COC(=O)CCO1)C23
Inchi Key ZMTPMWQLYFVWSP-YHWJFGDTSA-N
Silicos It Class Soluble
Rotatable Bond Count 3.0
Synonyms spiracine
Esol Class Soluble
Functional Groups CC(=O)OC, CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name (1R,19R)-4,5,9-Trihydroxy-4-(2-hydroxybutan-2-yl)-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione
Exact Mass 485.226
Formal Charge 0.0
Monoisotopic Mass 485.226
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 485.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C23H35NO10/c1-6-21(5,29)23(31)17(25)18(26)33-13(4)22(30,12(2)3)19(27)32-11-14-7-9-24-10-8-15(16(14)24)34-20(23)28/h7,12-13,15-17,25,29-31H,6,8-11H2,1-5H3/t13?,15-,16-,17?,21?,22?,23?/m1/s1
Smiles CCC(C)(C1(C(C(=O)OC(C(C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C(C)C)O)C)O)O)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Ornithine alkaloids