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Isobutyrylshikonin

PubChem CID: 479500

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Compound Synonyms Isobutyrylshikonin, Isobutylshikonin, 52438-12-7, [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylpropanoate, SCHEMBL3298557, DTXSID901316067, AC-35024, DA-54402, MS-25632, C17414, Q27155026, 932-567-3
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
Np Classifier Class Naphthoquinones
Deep Smiles CC=CC[C@H]C=CC=O)ccC6=O))cO)ccc6O))))))))))OC=O)CC)C)))))))C
Heavy Atom Count 26.0
Classyfire Class Naphthalenes
Scaffold Graph Node Level OC1CCC(O)C2CCCCC12
Classyfire Subclass Naphthoquinones
Isotope Atom Count 0.0
Molecular Complexity 641.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id P11387, P35610, O75908, Q9IGQ6
Iupac Name [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 2-methylpropanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Target Id NPT143, NPT2584
Xlogp 4.6
Gsk 4 400 Rule True
Molecular Formula C20H22O6
Scaffold Graph Node Bond Level O=C1C=CC(=O)c2ccccc21
Prediction Swissadme 1.0
Inchi Key BVRYLTBIGIAADD-MRXNPFEDSA-N
Silicos It Class Soluble
Fcsp3 0.35
Logs -3.173
Rotatable Bond Count 6.0
Logd 3.255
Synonyms isobutylshikonin, isobutyrylshikonin
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CC1=CC(=O)ccC1=O, CC=C(C)C, cO
Compound Name Isobutyrylshikonin
Prediction Hob Swissadme 1.0
Exact Mass 358.142
Formal Charge 0.0
Monoisotopic Mass 358.142
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 358.4
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 -4.722187230769231
Inchi InChI=1S/C20H22O6/c1-10(2)5-8-16(26-20(25)11(3)4)12-9-15(23)17-13(21)6-7-14(22)18(17)19(12)24/h5-7,9,11,16,21-22H,8H2,1-4H3/t16-/m1/s1
Smiles CC(C)C(=O)O[C@H](CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
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 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 Lithospermum Erythrorhizon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all