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Clerodin

PubChem CID: 442014

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Compound Synonyms Clerodin, CHEBI:67461, [(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate, 464-71-1, {(1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-[(2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate, ((1R,4AR,5S,6R,8S,8ar)-5-((2S,3as,6ar)-2H,3H,3ah,6ah-furo(2,3-b)furan-2-yl)-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro(naphthalene-1,2'-oxirane)-8a-yl)methyl acetic acid, ((1R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5,6-dimethyl-5-((2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro(2,3-b)furan-2-yl)octahydro-8aH-spiro(naphthalene-1,2'-oxiran)-8a-yl)methyl acetate, ((4R,4aR,5S,7R,8S,8aR)-8-((3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro(2,3-b)furan-5-yl)-5-acetyloxy-7,8-dimethylspiro(2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane)-4a-yl)methyl acetate, [(1R,4AR,5S,6R,8S,8ar)-5-[(2S,3as,6ar)-2H,3H,3ah,6ah-furo[2,3-b]furan-2-yl]-8-(acetyloxy)-5,6-dimethyl-octahydro-2H-spiro[naphthalene-1,2'-oxirane]-8a-yl]methyl acetic acid, CHEMBL2269422, SCHEMBL21646206, DTXSID40963564, Clerodin, >=90% (LC/MS-ELSD), NCGC00347625-02, C09075, Q27104944, [8-(Acetyloxy)-5,6-dimethyl-5-(2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl)octahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl]methyl acetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 83.6
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CC2CC(C3CCCC4C3CCCC43CC3)CC2C1
Np Classifier Class Colensane and Clerodane diterpenoids
Deep Smiles CC=O)OC[C@@][C@@H]OC=O)C)))C[C@H][C@][C@H]6CCC[C@]%10CO3)))))))C)[C@H]O[C@H][C@@H]C5)C=CO5))))))))C
Heavy Atom Count 31.0
Classyfire Class Furofurans
Scaffold Graph Node Level C1CC(C2CC3CCOC3O2)C2CCCC3(CO3)C2C1
Isotope Atom Count 0.0
Molecular Complexity 795.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Xlogp 3.1
Gsk 4 400 Rule False
Molecular Formula C24H34O7
Scaffold Graph Node Bond Level C1=CC2CC(C3CCCC4C3CCCC43CO3)OC2O1
Prediction Swissadme 1.0
Inchi Key CNIWQELMLPUFOS-NVSXQWMQSA-N
Silicos It Class Soluble
Fcsp3 0.8333333333333334
Logs -4.383
Rotatable Bond Count 6.0
Logd 2.724
Synonyms clerodin
Esol Class Moderately soluble
Functional Groups CC(=O)OC, COC(C)=O, CO[C@H]1CC=CO1, C[C@@]1(C)CO1
Compound Name Clerodin
Prediction Hob Swissadme 0.0
Exact Mass 434.23
Formal Charge 0.0
Monoisotopic Mass 434.23
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 434.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.116279800000001
Inchi InChI=1S/C24H34O7/c1-14-10-20(30-16(3)26)24(13-28-15(2)25)18(6-5-8-23(24)12-29-23)22(14,4)19-11-17-7-9-27-21(17)31-19/h7,9,14,17-21H,5-6,8,10-13H2,1-4H3/t14-,17-,18-,19+,20+,21+,22+,23+,24+/m1/s1
Smiles C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4C=CO[C@H]4O3)CCC[C@]25CO5)COC(=O)C)OC(=O)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Diterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ajuga Bracteosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Clerodendrum Glandulosum (Plant) Rel Props:Reference:ISBN:9788172360481; ISBN:9788185042114
  • 3. Outgoing r'ship FOUND_IN to/from Clerodendrum Infortunatum (Plant) Rel Props:Reference:ISBN:9788172361150
  • 4. Outgoing r'ship FOUND_IN to/from Clerodendrum Phlomidis (Plant) Rel Props:Reference:ISBN:9780387706375
  • 5. Outgoing r'ship FOUND_IN to/from Clerodendrum Volubile (Plant) Rel Props:Reference:ISBN:9788172361150
  • 6. Outgoing r'ship FOUND_IN to/from Volkameria Inermis (Plant) Rel Props:Reference:ISBN:9788185042084; ISBN:9788185042114