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[(1R,2S,3Z,6S,7R,8R,9R,10R,12R,14R,15R,16S,17R,18S,19S,20S)-18,19-diacetyloxy-6-(furan-3-yl)-3-(1-hydroxy-2-methylpropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-9,20-bis(2-methylpropanoyloxy)-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-8-yl] 2-methylpropanoate

PubChem CID: 101593086

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Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 245.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCC2)C2CCC34CC5CC67CC(CC6CC3(C5)C2C1C)CC74
Np Classifier Class Limonoids
Deep Smiles COC=O)C[C@H][C@@]C)C[C@][C@]5C)[C@]O[C@]O6)O[C@@]5[C@@H][C@]9[C@H]%12OC=O)C))))OC=O)C))))OC=O)CC)C)))))[C@H][C@][C@H][C@H]9OC=O)CC)C)))))OC=O)CC)C)))))C)[C@@H]OC=O)/C/6=C/CC)C))O)))))ccocc5))))))))))C
Heavy Atom Count 68.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC(C2CCOC2)C2CCC34OC5OC67CC(CC6CC3(O5)C12)CC74
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 2230.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 15.0
Iupac Name [(1R,2S,3Z,6S,7R,8R,9R,10R,12R,14R,15R,16S,17R,18S,19S,20S)-18,19-diacetyloxy-6-(furan-3-yl)-3-(1-hydroxy-2-methylpropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-9,20-bis(2-methylpropanoyloxy)-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-8-yl] 2-methylpropanoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 5.5
Gsk 4 400 Rule False
Molecular Formula C49H64O19
Scaffold Graph Node Bond Level C=C1C(=O)OC(c2ccoc2)C2CCC34OC5OC67CC(CC6CC3(O5)C12)CC74
Prediction Swissadme 0.0
Inchi Key NGZDHNRVNZXAGW-BGLBAAERSA-N
Fcsp3 0.7346938775510204
Logs -1.5
Rotatable Bond Count 18.0
Logd 1.011
Synonyms chukrasin e
Functional Groups C/C(O)=C(C)C(=O)OC, CC(=O)OC, COC(C)=O, C[C@@]1(OC)OCCO1, coc
Compound Name [(1R,2S,3Z,6S,7R,8R,9R,10R,12R,14R,15R,16S,17R,18S,19S,20S)-18,19-diacetyloxy-6-(furan-3-yl)-3-(1-hydroxy-2-methylpropylidene)-16-(2-methoxy-2-oxoethyl)-7,12,15,17-tetramethyl-9,20-bis(2-methylpropanoyloxy)-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-8-yl] 2-methylpropanoate
Prediction Hob Swissadme 0.0
Exact Mass 956.404
Formal Charge 0.0
Monoisotopic Mass 956.404
Hydrogen Bond Acceptor Count 19.0
Molecular Weight 957.0
Covalent Unit Count 1.0
Total Atom Stereocenter Count 15.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -8.130210164705883
Inchi InChI=1S/C49H64O19/c1-21(2)31(53)30-32-43(12,33(61-39(30)57)27-16-17-59-19-27)34(62-36(54)22(3)4)35(63-37(55)23(5)6)49-44(13)28(18-29(52)58-15)42(11)20-46(44)48(65-26(10)51,40(42)60-25(9)50)41(64-38(56)24(7)8)47(32,49)67-45(14,66-46)68-49/h16-17,19,21-24,28,32-35,40-41,53H,18,20H2,1-15H3/b31-30-/t28-,32+,33-,34-,35+,40-,41-,42+,43+,44+,45+,46+,47+,48-,49-/m0/s1
Smiles CC(C)/C(=C/1\[C@@H]2[C@@]([C@H]([C@H]([C@@]34[C@]25[C@@H]([C@]6([C@H]([C@@]7(C[C@]6([C@]3([C@H]7CC(=O)OC)C)O[C@@](O4)(O5)C)C)OC(=O)C)OC(=O)C)OC(=O)C(C)C)OC(=O)C(C)C)OC(=O)C(C)C)([C@@H](OC1=O)C8=COC=C8)C)/O
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Chukrasia Tabularis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all