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Cleistanthin A

PubChem CID: 44563408

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Compound Synonyms Cleistanthin A, CHEBI:3737, Ciba Go. 4350, 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl 3,4-di-O-methyl-beta-D-xylopyranoside, 9-(1,3-benzodioxol-5-yl)-6,7-dimethoxy-1-oxo-1,3-dihydronaphtho(2,3-c)furan-4-yl 3,4-di-O-methyl-beta-D-xylopyranoside, SCHEMBL515786, CHEMBL514923, Q27106179
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 120.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(CC3CCCCC3)C3CCCCC3C(C3CCC4CCCC4C3)C12
Np Classifier Class Arylnaphthalene and aryltetralin lignans
Deep Smiles CO[C@H][C@H]OC))CO[C@H][C@@H]6O))OccCOC=O)c5ccc9ccOC))cc6)OC)))))))cccccc6)OCO5
Heavy Atom Count 39.0
Classyfire Class Lignan glycosides
Scaffold Graph Node Level OC1OCC2C(OC3CCCCO3)C3CCCCC3C(C3CCC4OCOC4C3)C12
Isotope Atom Count 0.0
Molecular Complexity 857.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R,5R)-3-hydroxy-4,5-dimethoxyoxan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lignans, neolignans and related compounds
Xlogp 3.0
Gsk 4 400 Rule False
Molecular Formula C28H28O11
Scaffold Graph Node Bond Level O=C1OCc2c1c(-c1ccc3c(c1)OCO3)c1ccccc1c2OC1CCCCO1
Prediction Swissadme 0.0
Inchi Key FCOQWUOWHWHTJP-DZXBDMBVSA-N
Silicos It Class Poorly soluble
Fcsp3 0.3928571428571428
Logs -5.993
Rotatable Bond Count 7.0
Logd 2.751
Synonyms cleistanthin, cleistanthin a
Esol Class Moderately soluble
Functional Groups CO, COC, c1cOCO1, cC(=O)OC, cOC, cO[C@@H](C)OC
Compound Name Cleistanthin A
Prediction Hob Swissadme 0.0
Exact Mass 540.163
Formal Charge 0.0
Monoisotopic Mass 540.163
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 540.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -4.897619943589746
Inchi InChI=1S/C28H28O11/c1-31-18-8-14-15(9-19(18)32-2)25(39-28-24(29)26(34-4)21(33-3)11-36-28)16-10-35-27(30)23(16)22(14)13-5-6-17-20(7-13)38-12-37-17/h5-9,21,24,26,28-29H,10-12H2,1-4H3/t21-,24-,26+,28+/m1/s1
Smiles CO[C@@H]1CO[C@H]([C@@H]([C@H]1OC)O)OC2=C3COC(=O)C3=C(C4=CC(=C(C=C42)OC)OC)C5=CC6=C(C=C5)OCO6
Nring 6.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Lignans

  • 1. Outgoing r'ship FOUND_IN to/from Cleistanthus Collinus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Doronicum Pardalianches (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Hemsleya Macrosperma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Melodinus Balansae (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all