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Spiraline

PubChem CID: 3086069

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Compound Synonyms Spiraline, 77156-25-3, UNII-E19XR233QA, E19XR233QA, 7H-(1,5,10)Trioxacyclotetradecino(7,8,9-gh)pyrrolizine-2,5,9(8H)-trione,3,4,11,13,15,16,16a,16b-octahydro-3,4,8-trihydroxy-7-methyl-3,8-bis(1-methylethyl)-, (16aR,16bR)-, DTXSID80227915, (1R,4R,5R,8R,9S,19R)-4,5,9-trihydroxy-8-methyl-4,9-di(propan-2-yl)-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione, 7H-(1,5,10)TRIOXACYCLOTETRADECINO(7,8,9-GH)PYRROLIZINE-2,5,9(8H)-TRIONE, 3,4,11,13,15,16,16A,16B-OCTAHYDRO-3,4,8-TRIHYDROXY-7-METHYL-3,8-BIS(1-METHYLETHYL)-, (16AR,16BR)-, (1R,4R,5R,8R,9S,19R)-4,5,9-trihydroxy-8-methyl-4,9-di(propan-2-yl)-2,7,11-trioxa-16-azatricyclo(11.5.1.016,19)nonadec-13-ene-3,6,10-trione, DTXCID30150406, AKOS040734376, Q27276743
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 143.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCCC(C)CCC2CCC3CCC(CC(C)CC1)C23
Np Classifier Class Pyrrolizidine alkaloids
Deep Smiles O=CO[C@H]C)[C@@]O)CC)C))C=O)OCC=CCN[C@H]5[C@H]OC=O)[C@@][C@H]%17O))O)CC)C)))))CC5
Heavy Atom Count 32.0
Classyfire Class Macrolides and analogues
Scaffold Graph Node Level OC1CCC(O)OC2CCN3CCC(COC(O)CCO1)C23
Isotope Atom Count 0.0
Molecular Complexity 809.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 6.0
Iupac Name (1R,4R,5R,8R,9S,19R)-4,5,9-trihydroxy-8-methyl-4,9-di(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 0.4
Gsk 4 400 Rule False
Molecular Formula C22H33NO9
Scaffold Graph Node Bond Level O=C1CCC(=O)OC2CCN3CC=C(COC(=O)CCO1)C23
Inchi Key SHUMEODPCRJUBC-JLWRCLLRSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms spiraline
Esol Class Soluble
Functional Groups CC=C(C)C, CN(C)C, CO, COC(C)=O
Compound Name Spiraline
Exact Mass 455.216
Formal Charge 0.0
Monoisotopic Mass 455.216
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 455.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C22H33NO9/c1-11(2)21(28)13(5)31-18(25)17(24)22(29,12(3)4)20(27)32-15-7-9-23-8-6-14(16(15)23)10-30-19(21)26/h6,11-13,15-17,24,28-29H,7-10H2,1-5H3/t13-,15-,16-,17+,21+,22-/m1/s1
Smiles C[C@@H]1[C@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC(=O)[C@]([C@H](C(=O)O1)O)(C(C)C)O)(C(C)C)O
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Ornithine alkaloids