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Isovaltrate

PubChem CID: 92275

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Compound Synonyms Isovaltrate, 31078-10-1, Isovaltrate/valtrate, CHEBI:80745, (1S-(1alpha,6alpha,7beta,7aalpha))-6-Acetoxy-6,7a-dihydro-4-((isovaleryloxy)methyl)spiro(cyclopenta(c)pyran-7(1H),2'-oxiran)-1-yl isovalerate, [(1S,6S,7R,7aS)-6-acetyloxy-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate, ((1S,2'R,6S,7aS)-6-Acetoxy-1-((3-methylbutanoyl)oxy)-6,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-oxiran]-4-yl)methyl 3-methylbutanoate, [1S-(1alpha,6alpha,7beta,7aalpha)]-6-acetoxy-6,7a-dihydro-4-[(isovaleryloxy)methyl]spiro[cyclopenta[c]pyran-7(1H),2'-oxiran]-1-yl isovalerate, EINECS 250-454-0, CHEMBL249657, DTXSID80185026, FI137857, NS00029018, Q27149798
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC2C(C1)CCC21CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles CCCC=O)OCC=CO[C@H][C@H]C6=C[C@@H][C@]5CO3)))OC=O)C)))))))OC=O)CCC)C)))))))))))))C
Heavy Atom Count 30.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CC2CCC3(CO3)C2CO1
Classyfire Subclass Monoterpenoids
Isotope Atom Count 0.0
Molecular Complexity 765.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id n.a.
Iupac Name [(1S,6S,7R,7aS)-6-acetyloxy-1-(3-methylbutanoyloxy)spiro[6,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-oxirane]-4-yl]methyl 3-methylbutanoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.8
Gsk 4 400 Rule False
Molecular Formula C22H30O8
Scaffold Graph Node Bond Level C1=CC2=CCC3(CO3)C2CO1
Prediction Swissadme 0.0
Inchi Key XLACUABANMZLCJ-KVJIRVJXSA-N
Silicos It Class Soluble
Fcsp3 0.6818181818181818
Logs -4.154
Rotatable Bond Count 11.0
Logd 2.366
Synonyms isovaltrate
Esol Class Soluble
Functional Groups CC(=O)OC, CC(=O)O[C@H]1CC(=CC)C(C)=CO1, COC(C)=O, C[C@]1(C)CO1
Compound Name Isovaltrate
Prediction Hob Swissadme 0.0
Exact Mass 422.194
Formal Charge 0.0
Monoisotopic Mass 422.194
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 422.5
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.8421388000000016
Inchi InChI=1S/C22H30O8/c1-12(2)6-18(24)26-9-15-10-27-21(30-19(25)7-13(3)4)20-16(15)8-17(29-14(5)23)22(20)11-28-22/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1
Smiles CC(C)CC(=O)OCC1=CO[C@H]([C@H]2C1=C[C@@H]([C@]23CO3)OC(=O)C)OC(=O)CC(C)C
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Monoterpenoids