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[1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate

PubChem CID: 335426

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Compound Synonyms Isovalerylshikonin, 76549-35-4, [1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate, NSC344556, 52387-14-1, Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, Alkannin isovalerate, SCHEMBL13389448, UTOUNDHZJFIVPK-UHFFFAOYSA-, DTXSID60319387, BCP34279, Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI), Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-, ALKANNIN, ISOVALIRIC ACID ISVL, AKOS040760835, NSC-344556, PD119281, TS-10133, InChI=1/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC(C)C2CCCCC12
Deep Smiles CCCC=O)OCC=CC=O)ccC6=O))cO)ccc6O))))))))))CC=CC)C))))))))C
Heavy Atom Count 27.0
Classyfire Class Naphthalenes
Scaffold Graph Node Level OC1CCC(O)C2CCCCC12
Classyfire Subclass Naphthoquinones
Isotope Atom Count 0.0
Molecular Complexity 656.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name [1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 4.8
Gsk 4 400 Rule True
Molecular Formula C21H24O6
Scaffold Graph Node Bond Level O=C1C=CC(=O)c2ccccc21
Prediction Swissadme 1.0
Inchi Key UTOUNDHZJFIVPK-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3809523809523809
Logs -3.346
Rotatable Bond Count 7.0
Logd 3.53
Synonyms alkannin isovalerate
Esol Class Moderately soluble
Functional Groups CC1=CC(=O)ccC1=O, CC=C(C)C, COC(C)=O, cO
Compound Name [1-(5,8-Dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
Prediction Hob Swissadme 1.0
Exact Mass 372.157
Formal Charge 0.0
Monoisotopic Mass 372.157
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 372.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.8754298444444455
Inchi InChI=1S/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3
Smiles CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Nring 2.0
Defined Bond Stereocenter Count 0.0
Egan Rule True

  • 1. Outgoing r'ship FOUND_IN to/from Arnebia Euchroma (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Arnebia Guttata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Arnebia Hispidissima (Plant) Rel Props:Reference:ISBN:9788185042114
  • 4. Outgoing r'ship FOUND_IN to/from Lithospermum Erythrorhizon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all