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Beta-Hydroxyisovalerylshikonin

PubChem CID: 479502

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Compound Synonyms beta-Hydroxyisovalerylshikonin, beta-HIVS, 7415-78-3, 3'-Hydroxyisovalerylshikonin, [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate, NSC 110263, (R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate, ((1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl) 3-hydroxy-3-methylbutanoate, -Hydroxyisovalerylshikonin, b-Hydroxyisovalerylshikonin, SCHEMBL842120, HY-N4201, DA-51065, MS-26439, CS-0032419
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 121.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC(C)C2CCCCC12
Np Classifier Class Naphthoquinones
Deep Smiles O=CCCO)C)C)))O[C@@H]C=CC=O)ccC6=O))cO)ccc6O))))))))))CC=CC)C
Heavy Atom Count 28.0
Classyfire Class Naphthalenes
Scaffold Graph Node Level OC1CCC(O)C2CCCCC12
Classyfire Subclass Naphthoquinones
Isotope Atom Count 0.0
Molecular Complexity 700.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id P35610, O75908, Q9IGQ6, n.a.
Iupac Name [(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Benzenoids
Target Id NPT1214, NPT2584
Xlogp 3.4
Gsk 4 400 Rule True
Molecular Formula C21H24O7
Scaffold Graph Node Bond Level O=C1C=CC(=O)c2ccccc21
Prediction Swissadme 1.0
Inchi Key MXANJRGHSFELEJ-MRXNPFEDSA-N
Silicos It Class Soluble
Fcsp3 0.3809523809523809
Logs -3.271
Rotatable Bond Count 7.0
Logd 2.702
Synonyms beta-hydroxyisovalerylshikonin, β-hydroxyisovalerylshikonin
Esol Class Moderately soluble
Functional Groups CC(=O)OC, CC1=CC(=O)ccC1=O, CC=C(C)C, CO, cO
Compound Name Beta-Hydroxyisovalerylshikonin
Prediction Hob Swissadme 1.0
Exact Mass 388.152
Formal Charge 0.0
Monoisotopic Mass 388.152
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 388.4
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 -4.08675062857143
Inchi InChI=1S/C21H24O7/c1-11(2)5-8-16(28-17(25)10-21(3,4)27)12-9-15(24)18-13(22)6-7-14(23)19(18)20(12)26/h5-7,9,16,22-23,27H,8,10H2,1-4H3/t16-/m1/s1
Smiles CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)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 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 Eucalyptus Coccifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Lithospermum Erythrorhizon (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Onosma Paniculata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Rhizomnium Magnifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Strychnos Usambarensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all