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Tubonolide A

PubChem CID: 16680535

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Compound Synonyms TUBONOLIDE A, (1R,4R,5S,7R)-7-((4S,5R,6S,8S,9S,10R,13S,14S,16R,17S)-6-chloro-4,5,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta(a)phenanthren-17-yl)-5-hydroxy-4,5-dimethyl-2-oxabicyclo(2.2.2)octan-3-one, (1R,4R,5S,7R)-7-[(4S,5R,6S,8S,9S,10R,13S,14S,16R,17S)-6-chloro-4,5,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one, (1R,4R,6R,8S)-6-((4S,5R,6S,8S,9S,10R,13S,14S,16R,17S)-6-chloro-4,5,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta(a)phenanthren-17-yl)-8-hydroxy-4,8-dimethyl-2-oxabicyclo(2.2.2)octan-3-one, (1R,4R,6R,8S)-6-[(4S,5R,6S,8S,9S,10R,13S,14S,16R,17S)-6-chloro-4,5,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-8-hydroxy-4,8-dimethyl-2-oxabicyclo[2.2.2]octan-3-one, CHEMBL376357, 937803-44-6
Topological Polar Surface Area 145.0
Hydrogen Bond Donor Count 5.0
Heavy Atom Count 37.0
Isotope Atom Count 0.0
Molecular Complexity 1100.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name (1R,4R,5S,7R)-7-[(4S,5R,6S,8S,9S,10R,13S,14S,16R,17S)-6-chloro-4,5,16,17-tetrahydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-5-hydroxy-4,5-dimethyl-2-oxabicyclo[2.2.2]octan-3-one
Prediction Hob 0.0
Xlogp 1.0
Molecular Formula C28H39ClO8
Prediction Swissadme 0.0
Inchi Key GFPFCWYNJCFMEV-YORLCXCQSA-N
Fcsp3 0.8571428571428571
Logs -4.25
Rotatable Bond Count 1.0
Logd 1.997
Compound Name Tubonolide A
Prediction Hob Swissadme 0.0
Exact Mass 538.233
Formal Charge 0.0
Monoisotopic Mass 538.233
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 539.1
Covalent Unit Count 1.0
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 0.0
Esol -3.7399030000000026
Inchi InChI=1S/C28H39ClO8/c1-23-8-7-14-13(9-18(29)28(36)20(31)6-5-19(30)26(14,28)4)15(23)10-21(32)27(23,35)16-11-24(2)22(33)37-17(16)12-25(24,3)34/h5-6,13-18,20-21,31-32,34-36H,7-12H2,1-4H3/t13-,14+,15+,16-,17-,18+,20+,21-,23+,24+,25+,26+,27-,28+/m1/s1
Smiles C[C@]12CC[C@H]3[C@H]([C@@H]1C[C@H]([C@@]2([C@@H]4C[C@]5(C(=O)O[C@@H]4C[C@]5(C)O)C)O)O)C[C@@H]([C@]6([C@@]3(C(=O)C=C[C@@H]6O)C)O)Cl
Nring 7.0
Defined Bond Stereocenter Count 0.0