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Raucaffricine

PubChem CID: 5280486

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Compound Synonyms Raucaffricine, CHEBI:17400, (16S,17R,19E)-21alpha-(beta-D-glucopyranosyloxy)-1,2-didehydro-2,7-dihydro-7beta,17-cyclosarpagan-17-yl acetate, 31282-07-2, ((1R,10S,12R,13E,14R,16S,18R)-13-ethylidene-14-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-8,15-diazahexacyclo(14.2.1.01,9.02,7.010,15.012,17)nonadeca-2,4,6,8-tetraen-18-yl) acetate, [(1R,10S,12R,13E,14R,16S,18R)-13-ethylidene-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate, Vomilenine b-D-glucoside, Vomilenine I2-D-glucoside, SCHEMBL1782238, FS-9319, Q27102379
Topological Polar Surface Area 141.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 37.0
Isotope Atom Count 0.0
Molecular Complexity 1030.0
Database Name cmaup_ingredients;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name [(1R,10S,12R,13E,14R,16S,18R)-13-ethylidene-14-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
Prediction Hob 0.0
Xlogp -0.2
Molecular Formula C27H32N2O8
Prediction Swissadme 0.0
Inchi Key OSJPGOJPRNTSHP-ICYIRATMSA-N
Fcsp3 0.6296296296296297
Logs -0.405
Rotatable Bond Count 5.0
Logd 0.686
Compound Name Raucaffricine
Prediction Hob Swissadme 0.0
Exact Mass 512.216
Formal Charge 0.0
Monoisotopic Mass 512.216
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 512.6
Covalent Unit Count 1.0
Total Atom Stereocenter Count 12.0
Total Bond Stereocenter Count 1.0
Esol -2.681865800000002
Inchi InChI=1S/C27H32N2O8/c1-3-12-13-8-16-23-27(14-6-4-5-7-15(14)28-23)9-17(19(13)24(27)35-11(2)31)29(16)25(12)37-26-22(34)21(33)20(32)18(10-30)36-26/h3-7,13,16-22,24-26,30,32-34H,8-10H2,1-2H3/b12-3+/t13-,16-,17-,18+,19?,20+,21-,22+,24+,25+,26-,27+/m0/s1
Smiles C/C=C/1\[C@@H]2C[C@H]3C4=NC5=CC=CC=C5[C@]46C[C@@H](C2[C@H]6OC(=O)C)N3[C@@H]1O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
Nring 1.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Rauvolfia Serpentina (Plant) Rel Props:Source_db:cmaup_ingredients