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Chrysophanol-9-anthrone

PubChem CID: 68111

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Compound Synonyms Chrysophanol-9-anthrone, Chrysophanol anthrone, Chrysothrone, 491-58-7, 1,8-Dihydroxy-3-methylanthracen-9(10H)-one, Chrysophanic acid 9-anthrone, Chrysophanic acid-9-anthrone, Chrysophanolanthrone, 1,8-dihydroxy-3-methyl-10H-anthracen-9-one, CHEBI:3686, CHEMBL122196, 1,8-dihydroxy-3-methylanthrone, 1,8-dihydroxy-3-methyl-9(10H)-anthracenone, 6307EF51M1, Chrysarobin (pure substance), CHRYSAROBIN CRUDE FROM GOA POWDER, CCRIS 644, UNII-6307EF51M1, Chrysophanolanthron, EINECS 207-740-5, Anthrone, 1,8-dihydroxy-3-methyl-, CHRYSAROBINUM, Spectrum_001297, SpecPlus_000166, AI3-16523, CHRYSAROBIN [MI], Spectrum2_000592, Spectrum3_001277, Spectrum4_001657, Spectrum5_000533, CHRYSAROBINUM [HPUS], BSPBio_002874, CHRYSAROBIN [WHO-DD], KBioGR_002153, KBioSS_001777, DivK1c_006262, SPBio_000464, SCHEMBL1003557, KBio1_001206, KBio2_001777, KBio2_004345, KBio2_006913, KBio3_002374, DTXSID20197683, ZZBWSNKBZKPGAK-UHFFFAOYSA-N, BDBM50060892, CCG-39165, LMPK13040005, NCGC00178414-01, 1,8-DIHYDROXY-3-METHYL-9-ANTHRONE, NS00031863, 9(10H)-Anthracenone, 1,8-dihydroxy-3-methyl-, SR-05000002486, SR-05000002486-1, Q27106164
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 57.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCCCC2CC2CCCCC21
Np Classifier Class Anthraquinones and anthrones
Deep Smiles CcccCcccccc6C=O)c%10cc%14)O)))))O
Heavy Atom Count 18.0
Classyfire Class Anthracenes
Description Chrysophanol-9-anthrone, also known as chrysarobin or chrysothrone, is a member of the class of compounds known as anthracenes. Anthracenes are organic compounds containing a system of three linearly fused benzene rings. Thus, chrysophanol-9-anthrone is considered to be an aromatic polyketide lipid molecule. Chrysophanol-9-anthrone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Chrysophanol-9-anthrone can be found in sorrel, which makes chrysophanol-9-anthrone a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1C2CCCCC2CC2CCCCC21
Isotope Atom Count 0.0
Molecular Complexity 341.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q9BEG3, n.a.
Iupac Name 1,8-dihydroxy-3-methyl-10H-anthracen-9-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 3.6
Gsk 4 400 Rule True
Molecular Formula C15H12O3
Scaffold Graph Node Bond Level O=C1c2ccccc2Cc2ccccc21
Prediction Swissadme 0.0
Inchi Key ZZBWSNKBZKPGAK-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.1333333333333333
Logs -3.443
Rotatable Bond Count 0.0
Logd 3.13
Synonyms CHRYSOPHANOL-ANTHRONE, 1,8-dihydroxy-3-methyl-9-anthrone, chrysarobin, chrysophanic acid 9-anthrone, chrysophanic acid-9-anthrone, chrysophanic-acid-9-anthrone, chrysophanol anthrone, chrysophanol-anthrone, chrysothrone
Esol Class Moderately soluble
Functional Groups cC(c)=O, cO
Compound Name Chrysophanol-9-anthrone
Prediction Hob Swissadme 0.0
Exact Mass 240.079
Formal Charge 0.0
Monoisotopic Mass 240.079
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 240.25
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.065732933333333
Inchi InChI=1S/C15H12O3/c1-8-5-10-7-9-3-2-4-11(16)13(9)15(18)14(10)12(17)6-8/h2-6,16-17H,7H2,1H3
Smiles CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2)C=CC=C3O
Nring 3.0
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Polycyclic aromatic polyketides

  • 1. Outgoing r'ship FOUND_IN to/from Baccharis Potosina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cassia Obtusifolia (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Cranfillia Fluviatilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Frangula Purshiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Fridericia Triplinervia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Garcinia Polyantha (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Maclura Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Magnolia Figo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Ravenia Spectabilis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Rumex Acetosa (Plant) Rel Props:Source_db:fooddb_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Rumex Crispus (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 12. Outgoing r'ship FOUND_IN to/from Senna Obtusifolia (Plant) Rel Props:Source_db:cmaup_ingredients
  • 13. Outgoing r'ship FOUND_IN to/from Senna Siamea (Plant) Rel Props:Reference:ISBN:9788185042084
  • 14. Outgoing r'ship FOUND_IN to/from Senna Tora (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 15. Outgoing r'ship FOUND_IN to/from Stevia Berlandieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Vataireopsis Araroba (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279