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Gemmacolide H

PubChem CID: 46236356

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Compound Synonyms Gemmacolide H, CHEBI:68210, ((1S,2S,3R,4R,7R,8S,10E,12S,13R,14S,16R,17R)-2,12,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro(6-oxatricyclo(11.4.0.03,7)heptadec-10-ene-17,2'-oxirane)-14-yl) acetate, (1's,2R,2's,3'r,4'r,7'r,8's,10'z,12's,13'r,14's,16'r)-12',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro(oxirane-2,17'-tricyclo(11.4.0.0,)heptadecan)-10'-en-2'-yl acetic acid, (1's,2R,2's,3'r,4'r,7'r,8's,10'z,12's,13'r,14's,16'r)-12',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0,]heptadecan]-10'-en-2'-yl acetic acid, [(1S,2S,3R,4R,7R,8S,10E,12S,13R,14S,16R,17R)-2,12,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadec-10-ene-17,2'-oxirane]-14-yl] acetate, Gemmacolide H, (rel)-, CHEMBL1812328, Q27136703
Topological Polar Surface Area 164.0
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 41.0
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Database Name cmaup_ingredients;pubchem
Defined Atom Stereocenter Count 11.0
Iupac Name [(1S,2S,3R,4R,7R,8S,10E,12S,13R,14S,16R,17R)-2,12,16-triacetyloxy-8-chloro-3-hydroxy-4,13-dimethyl-9-methylidene-5-oxospiro[6-oxatricyclo[11.4.0.03,7]heptadec-10-ene-17,2'-oxirane]-14-yl] acetate
Prediction Hob 0.0
Xlogp 1.3
Molecular Formula C28H35ClO12
Prediction Swissadme 0.0
Inchi Key SOPGXGVLWJRPKF-GBGQAHMFSA-N
Fcsp3 0.6785714285714286
Logs -4.254
Rotatable Bond Count 8.0
Logd 0.627
Compound Name Gemmacolide H
Prediction Hob Swissadme 0.0
Exact Mass 598.182
Formal Charge 0.0
Monoisotopic Mass 598.182
Hydrogen Bond Acceptor Count 12.0
Molecular Weight 599.0
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 1.0
Esol -3.8197798000000014
Inchi InChI=1S/C28H35ClO12/c1-12-8-9-18(37-14(3)30)26(7)19(38-15(4)31)10-20(39-16(5)32)27(11-36-27)22(26)24(40-17(6)33)28(35)13(2)25(34)41-23(28)21(12)29/h8-9,13,18-24,35H,1,10-11H2,2-7H3/b9-8+/t13-,18-,19-,20+,21-,22+,23-,24-,26-,27+,28-/m0/s1
Smiles C[C@H]1C(=O)O[C@@H]2[C@@]1([C@H]([C@@H]3[C@]([C@H](C[C@H]([C@]34CO4)OC(=O)C)OC(=O)C)([C@H](/C=C/C(=C)[C@@H]2Cl)OC(=O)C)C)OC(=O)C)O
Nring 4.0
Defined Bond Stereocenter Count 1.0

  • 1. Outgoing r'ship FOUND_IN to/from Allium Macleanii (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Anisomeles Indica (Plant) Rel Props:Source_db:cmaup_ingredients