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Deoxyshikonin

PubChem CID: 98914

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Compound Synonyms Deoxyshikonin, 43043-74-9, Arnebin 7, 5,8-dihydroxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione, UNII-X908DXC99I, NSC 179184, X908DXC99I, 1,4-Naphthalenedione, 5,8-dihydroxy-2-(4-methyl-3-pentenyl)-, DTXSID80195660, NSC-179184, C18133, 5,8-Dihydroxy-2-(4-methyl-3-pentenyl)-1,4-naphthalenedione, 5,8-dihydroxy-2-(4-methylpent-3-en-1-yl)-1,4-dihydronaphthalene-1,4-dione, ARNEBIN-7, SCHEMBL2873443, DTXCID20118151, BCP34278, HY-N2187, NSC179184, AKOS037515090, CCG-208460, FD74236, AC-34651, DA-52444, MS-23859, CS-0019495, D2117, SR-05000013699, SR-05000013699-1, Q27155446, 5,8-Dihydroxy-2-(4-methyl-3-pentenyl)naphthoquinone #, Arnebin VII, Deoxyalkannin, Anhydroalkanin, Arnebin 7, NSC 179184, 5,8-dihydroxy-6-(4-methylpent-3-en-1-yl)naphthalene-1,4-dione
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 74.6
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C)C2CCCCC12
Np Classifier Class Naphthoquinones
Deep Smiles CC=CCCC=CC=O)ccC6=O))cO)ccc6O)))))))))))))C
Heavy Atom Count 20.0
Classyfire Class Naphthalenes
Scaffold Graph Node Level OC1CCC(O)C2CCCCC12
Classyfire Subclass Naphthoquinones
Isotope Atom Count 0.0
Molecular Complexity 471.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id n.a., Q9IGQ6, O42275, P81908
Iupac Name 5,8-dihydroxy-2-(4-methylpent-3-enyl)naphthalene-1,4-dione
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 4.1
Gsk 4 400 Rule True
Molecular Formula C16H16O4
Scaffold Graph Node Bond Level O=C1C=CC(=O)c2ccccc21
Prediction Swissadme 0.0
Inchi Key VOMDIEGPEURZJO-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.25
Logs -2.988
Rotatable Bond Count 3.0
Logd 3.242
Synonyms arnebin-7, deoxyshikonin
Esol Class Moderately soluble
Functional Groups CC1=CC(=O)ccC1=O, CC=C(C)C, cO
Compound Name Deoxyshikonin
Prediction Hob Swissadme 0.0
Exact Mass 272.105
Formal Charge 0.0
Monoisotopic Mass 272.105
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 272.29
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 -4.11636
Inchi InChI=1S/C16H16O4/c1-9(2)4-3-5-10-8-13(19)14-11(17)6-7-12(18)15(14)16(10)20/h4,6-8,17-18H,3,5H2,1-2H3
Smiles CC(=CCCC1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)C
Nring 2.0
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Naphthalenes

  • 1. Outgoing r'ship FOUND_IN to/from Alkanna Cappadocica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Arnebia Euchroma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Arnebia Guttata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Arnebia Hispidissima (Plant) Rel Props:Reference:ISBN:9788185042114
  • 5. Outgoing r'ship FOUND_IN to/from Arnebia Nobilis (Plant) Rel Props:Reference:ISBN:9788172360481
  • 6. Outgoing r'ship FOUND_IN to/from Eucalyptus Coccifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Lithospermum Erythrorhizon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Rhizomnium Magnifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Schisandra Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Schisandra Rubriflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Schisandra Sphenanthera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all