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Quadrangularin A

PubChem CID: 5318096

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Compound Synonyms quadrangularin A, CHEBI:76192, (1E,2R,3R)-2-(3,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methylidene]-2,3-dihydroindene-4,6-diol, (1E,2R,3R)-2-(3,5-dihydroxyphenyl)-1-(4-hydroxybenzylidene)-3-(4-hydroxyphenyl)-2,3-dihydro-1H-indene-4,6-diol, Cyphostemmin B, (1E,2R,3R)-2-(3,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-((4-hydroxyphenyl)methylidene)-2,3-dihydroindene-4,6-diol, (+/-)-Quadrangularin A, SCHEMBL3652138, CHEMBL2335820, BIQMSWPBPAKGSE-PBSLAQMISA-N, DTXSID301030542, 252557-25-8, Q7268318
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 121.0
Hydrogen Bond Donor Count 6.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(CC2C3CCCCC3C(C3CCCCC3)C2C2CCCCC2)CC1
Np Classifier Class Oligomeric stibenes
Deep Smiles Occcccc6))/C=C/cccO)ccc6[C@H][C@@H]/9cccO)ccc6)O)))))))cccccc6))O)))))))O
Heavy Atom Count 34.0
Classyfire Class Stilbenes
Scaffold Graph Node Level C1CCC(CC2C3CCCCC3C(C3CCCCC3)C2C2CCCCC2)CC1
Isotope Atom Count 0.0
Molecular Complexity 700.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Uniprot Id n.a., P03372, Q92731
Iupac Name (1E,2R,3R)-2-(3,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methylidene]-2,3-dihydroindene-4,6-diol
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 4.9
Gsk 4 400 Rule False
Molecular Formula C28H22O6
Scaffold Graph Node Bond Level C(=C1c2ccccc2C(c2ccccc2)C1c1ccccc1)c1ccccc1
Prediction Swissadme 0.0
Inchi Key BIQMSWPBPAKGSE-PBSLAQMISA-N
Silicos It Class Poorly soluble
Fcsp3 0.0714285714285714
Logs -4.523
Rotatable Bond Count 3.0
Logd 3.674
Synonyms quadrangularin a
Esol Class Poorly soluble
Functional Groups c/C=C(/c)C, cO
Compound Name Quadrangularin A
Prediction Hob Swissadme 0.0
Exact Mass 454.142
Formal Charge 0.0
Monoisotopic Mass 454.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 454.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -6.0628165411764705
Inchi InChI=1S/C28H22O6/c29-18-5-1-15(2-6-18)9-23-24-13-22(33)14-25(34)28(24)27(16-3-7-19(30)8-4-16)26(23)17-10-20(31)12-21(32)11-17/h1-14,26-27,29-34H/b23-9-/t26-,27+/m1/s1
Smiles C1=CC(=CC=C1/C=C/2\[C@H]([C@@H](C3=C2C=C(C=C3O)O)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Stilbenoids

  • 1. Outgoing r'ship FOUND_IN to/from Ampelopsis Glandulosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cissus Quadrangularis (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/17497424
  • 3. Outgoing r'ship FOUND_IN to/from Euphorbia Tortilis (Plant) Rel Props:Source_db:npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Murraya Microphylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Sphagneticola Trilobata (Plant) Rel Props:Source_db:npass_chem_all