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Spicatolide A

PubChem CID: 44445367

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Compound Synonyms spicatolide A, ((1R,6R,8S,12S)-6-(Acetyloxy)-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo(6.5.1.0,)tetradec-4-en-4-yl)methyl acetic acid, ((1R,6S,8R,12R)-6-acetyloxy-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo(6.5.1.01,5)tetradec-4-en-4-yl)methyl acetate, [(1R,6R,8S,12S)-6-(Acetyloxy)-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo[6.5.1.0,]tetradec-4-en-4-yl]methyl acetic acid, [(1R,6S,8R,12R)-6-acetyloxy-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-en-4-yl]methyl acetate, CHEMBL253117, 150375-70-5
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 125.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2CCC3CC2(CCCCC3C)C1
Np Classifier Class Germacrane sesquiterpenoids
Deep Smiles CC=O)O[C@H]C[C@@]C)O[C@]C6=CCOC=O)C))))C=O)O5))))C[C@]CCC8=O))))C)O
Heavy Atom Count 28.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CCC3OC2(CCCCC3O)O1
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 784.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name [(1R,6S,8R,12R)-6-acetyloxy-12-hydroxy-8,12-dimethyl-3,9-dioxo-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-en-4-yl]methyl acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.8
Gsk 4 400 Rule True
Molecular Formula C19H24O9
Scaffold Graph Node Bond Level O=C1C=C2CCC3OC2(CCCCC3=O)O1
Inchi Key CIQHYIPVUYZISN-CJODITQLSA-N
Silicos It Class Soluble
Rotatable Bond Count 5.0
Synonyms spicatolide a
Esol Class Very soluble
Functional Groups CC(=O)OC, CC(C)=O, CC1=C(C)[C@](C)(OC)OC1=O, CO, COC(C)=O
Compound Name Spicatolide A
Exact Mass 396.142
Formal Charge 0.0
Monoisotopic Mass 396.142
Hydrogen Bond Acceptor Count 9.0
Molecular Weight 396.4
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
Inchi InChI=1S/C19H24O9/c1-10(20)25-8-12-15-13(26-11(2)21)7-18(4)14(22)5-6-17(3,24)9-19(15,28-18)27-16(12)23/h13,24H,5-9H2,1-4H3/t13-,17+,18+,19-/m0/s1
Smiles CC(=O)OCC1=C2[C@H](C[C@@]3(C(=O)CC[C@@](C[C@@]2(O3)OC1=O)(C)O)C)OC(=O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids