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(3R)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11R,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid

PubChem CID: 76315917

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Compound Synonyms NOMILINIC ACID, CHEMBL2269933
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 153.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCC2)C2CCC3CCCC(C)C3C23CC13
Np Classifier Class Limonoids
Deep Smiles OC=O)C[C@H][C@@]C)[C@@H]CC=O)[C@@][C@@H]6CC[C@@][C@@]6O[C@@H]3C=O)O[C@@H]7cccoc5)))))))))))C)))))C))))CO)C)C))))OC=O)C
Heavy Atom Count 38.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCCC2CCC3C(C4CCOC4)OC(O)C4OC34C12
Classyfire Subclass Steroid lactones
Isotope Atom Count 0.0
Molecular Complexity 1070.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (3R)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11R,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.8
Gsk 4 400 Rule False
Molecular Formula C28H36O10
Scaffold Graph Node Bond Level O=C1OC(c2ccoc2)C2CCC3CCCC(=O)C3C23OC13
Prediction Swissadme 0.0
Inchi Key ZIKZPLSIAVHITA-GBCWXVSRSA-N
Silicos It Class Moderately soluble
Fcsp3 0.7142857142857143
Logs -3.788
Rotatable Bond Count 7.0
Logd 0.83
Synonyms nomilinic acid
Esol Class Soluble
Functional Groups CC(=O)O, CC(=O)OC, CC(C)=O, CO, C[C@]12CCOC(=O)[C@H]1O2, coc
Compound Name (3R)-3-acetyloxy-3-[(1R,2R,5R,6R,7R,10S,11R,14S)-11-(furan-3-yl)-5-(2-hydroxypropan-2-yl)-2,6,10-trimethyl-3,13-dioxo-12,15-dioxatetracyclo[8.5.0.01,14.02,7]pentadecan-6-yl]propanoic acid
Prediction Hob Swissadme 0.0
Exact Mass 532.231
Formal Charge 0.0
Monoisotopic Mass 532.231
Hydrogen Bond Acceptor Count 10.0
Molecular Weight 532.6
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.9051016210526326
Inchi InChI=1S/C28H36O10/c1-14(29)36-19(12-20(31)32)26(5)16-7-9-25(4)21(15-8-10-35-13-15)37-23(33)22-28(25,38-22)27(16,6)18(30)11-17(26)24(2,3)34/h8,10,13,16-17,19,21-22,34H,7,9,11-12H2,1-6H3,(H,31,32)/t16-,17+,19-,21-,22-,25+,26-,27+,28-/m1/s1
Smiles CC(=O)O[C@H](CC(=O)O)[C@@]1([C@H]2CC[C@]3([C@H](OC(=O)[C@@H]4[C@@]3([C@@]2(C(=O)C[C@H]1C(C)(C)O)C)O4)C5=COC=C5)C)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Aurantium (Plant) Rel Props:Reference:ISBN:9788172362089; ISBN:9788185042114; ISBN:9788185042145
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Maxima (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Reference:ISBN:9788172362089