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Eucannabinolide

PubChem CID: 6436818

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Compound Synonyms Eucannabinolide, NSC 311052, [(6Z,10Z)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate, 2-Butanoic acid, 4-hydroxy-2-(hydroxymethyl)-, 9-(acetyloxy)-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca(b)furan-4-yl ester, (3aR*,4S*(E),6E,9S*,10Z,11aR*)-, 38458-58-1, Schkuhrin I, ((3aR,4R,6E,9S,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca(b)furan-4-yl) (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate, [(3aR,4R,6E,9S,10Z,11aR)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
Topological Polar Surface Area 119.0
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 30.0
Isotope Atom Count 0.0
Molecular Complexity 804.0
Database Name cmaup_ingredients;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [(6Z,10Z)-9-acetyloxy-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-(hydroxymethyl)but-2-enoate
Prediction Hob 1.0
Xlogp 0.6
Molecular Formula C22H28O8
Prediction Swissadme 1.0
Inchi Key XYPJAWWDSQFSQA-CTCACOSFSA-N
Fcsp3 0.5
Logs -1.932
Rotatable Bond Count 7.0
Logd 0.608
Compound Name Eucannabinolide
Prediction Hob Swissadme 1.0
Exact Mass 420.178
Formal Charge 0.0
Monoisotopic Mass 420.178
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 420.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 3.0
Esol -2.356539600000001
Inchi InChI=1S/C22H28O8/c1-12-5-6-17(28-15(4)25)13(2)10-19-20(14(3)21(26)29-19)18(9-12)30-22(27)16(11-24)7-8-23/h5,7,10,17-20,23-24H,3,6,8-9,11H2,1-2,4H3/b12-5-,13-10-,16-7+
Smiles C/C/1=C/CC(/C(=C\C2C(C(C1)OC(=O)/C(=C/CO)/CO)C(=C)C(=O)O2)/C)OC(=O)C
Nring 2.0
Defined Bond Stereocenter Count 3.0