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Brevipolide A

PubChem CID: 44178664

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Compound Synonyms brevipolide A, CHEBI:65522, 1-[(1S,2S)-2-{(S)-(acetyloxy)[(2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl]methyl}cyclopropyl]-1-oxopropan-2-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate, (1-((1S,2S)-2-((S)-acetyloxy-((2R)-6-oxo-2,3-dihydropyran-2-yl)methyl)cyclopropyl)-1-oxopropan-2-yl) (E)-3-(4-hydroxyphenyl)prop-2-enoate, [1-[(1S,2S)-2-[(S)-acetyloxy-[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]cyclopropyl]-1-oxopropan-2-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate, 1-((1S,2S)-2-((S)-(acetyloxy)((2R)-6-oxo-3,6-dihydro-2H-pyran-2-yl)methyl)cyclopropyl)-1-oxopropan-2-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate, CHEMBL1085179, Q27133971
Topological Polar Surface Area 116.0
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 31.0
Isotope Atom Count 0.0
Molecular Complexity 762.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id P19838
Iupac Name [1-[(1S,2S)-2-[(S)-acetyloxy-[(2R)-6-oxo-2,3-dihydropyran-2-yl]methyl]cyclopropyl]-1-oxopropan-2-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Prediction Hob 1.0
Xlogp 2.8
Molecular Formula C23H24O8
Prediction Swissadme 0.0
Inchi Key HEYOPWSFHOXZQH-ZEEHAMELSA-N
Fcsp3 0.391304347826087
Logs -2.571
Rotatable Bond Count 10.0
Logd 1.131
Compound Name Brevipolide A
Prediction Hob Swissadme 0.0
Exact Mass 428.147
Formal Charge 0.0
Monoisotopic Mass 428.147
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 428.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Esol -3.7624352064516136
Inchi InChI=1S/C23H24O8/c1-13(29-21(27)11-8-15-6-9-16(25)10-7-15)22(28)17-12-18(17)23(30-14(2)24)19-4-3-5-20(26)31-19/h3,5-11,13,17-19,23,25H,4,12H2,1-2H3/b11-8+/t13?,17-,18-,19+,23-/m0/s1
Smiles CC(C(=O)[C@H]1C[C@@H]1[C@@H]([C@H]2CC=CC(=O)O2)OC(=O)C)OC(=O)/C=C/C3=CC=C(C=C3)O
Nring 3.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Hyptis Brevipes (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all