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14-Deoxy-15-isopropylidene-11,12-didehydroandrographolide

PubChem CID: 637300

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Compound Synonyms CHEMBL205812, 14-Deoxy-15-isopropylidene-11,12-didehydroandrographolide, 2(5H)-furanone, 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethenyl]-5-(1-methylethylidene)-, 3-[2-(6-Hydroxy-5-hydroxymethyl-5,8a-dimethyl-2-methylene-decahydro-naphthalen-1-yl)-vinyl]-5-isopropylidene-5H-furan-2-one, InChI=1/C23H32O4/c1-14(2)18-12-16(21(26)27-18)7-8-17-15(3)6-9-19-22(17,4)11-10-20(25)23(19,5)13-24/h7-8,12,17,19-20,24-25H,3,6,9-11,13H2,1-2,4-5H3/b8-7+/t17-,19+,20-,22+,23+/m1/s, rel-(2R,5R,6S,10R)-2,17-dihydroxy-15-(1-methylethylidene)-20-oxo-9,19-didehydro-5,6,7,8,9,10,15-octahydro-20:5,10-dicycloretinal
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 27.0
Isotope Atom Count 0.0
Molecular Complexity 739.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id O43451
Iupac Name 3-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-propan-2-ylidenefuran-2-one
Prediction Hob 1.0
Xlogp 4.7
Molecular Formula C23H32O4
Prediction Swissadme 1.0
Inchi Key NOBUCQWGEOIPGK-ZCDHJCLFSA-N
Fcsp3 0.6086956521739131
Logs -4.377
Rotatable Bond Count 3.0
Logd 3.759
Compound Name 14-Deoxy-15-isopropylidene-11,12-didehydroandrographolide
Prediction Hob Swissadme 1.0
Exact Mass 372.23
Formal Charge 0.0
Monoisotopic Mass 372.23
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 372.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Esol -4.925131
Inchi InChI=1S/C23H32O4/c1-14(2)18-12-16(21(26)27-18)7-8-17-15(3)6-9-19-22(17,4)11-10-20(25)23(19,5)13-24/h7-8,12,17,19-20,24-25H,3,6,9-11,13H2,1-2,4-5H3/b8-7+/t17-,19+,20-,22+,23+/m1/s1
Smiles CC(=C1C=C(C(=O)O1)/C=C/[C@@H]2C(=C)CC[C@H]3[C@]2(CC[C@H]([C@@]3(C)CO)O)C)C
Nring 3.0
Defined Bond Stereocenter Count 1.0

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