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Azadiradione

PubChem CID: 12308714

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Compound Synonyms Azadiradione, 26241-51-0, CHEBI:67280, [(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate, Azadiradione (~90%), 24-Norchola-1,14,20,22-tetraene-3,16-dione, 7-(acetyloxy)-21,23-epoxy-4,4,8-trimethyl-, (5alpha,7alpha,13alpha,17alpha)-, (5alpha,7alpha,13alpha,17alpha)-17-(furan-3-yl)-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate, 24-Nor-5alpha,13alpha,17alpha-chola-1,14,20,22-tetraene-3,16-dione, 21,23-epoxy-7alpha-hydroxy-4,4,8-trimethyl-,acetate, ((5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta(a)phenanthren-7-yl) acetate, (5a,7a,13a,17a)-7-(Acetyloxy)-21,23-epoxy-4,4,8-trimethyl-24-norchola-1,14,20,22-tetraene-3,16-dione, CHEMBL1215754, BDBM92410, 24-Nor-5alpha,13alpha,17alpha-chola-1,14,20,22-tetraene-3,16-dione, 21,23-epoxy-7alpha-hydroxy-4,4,8-trimethyl-, acetate, C28H34O5, HY-N9615, AKOS040763659, AT40289, TS-10154, Q27135739, (5alpha\,7alpha\,13alpha\,17alpha)-17-(furan-3-yl)-4\,4\,8-trimethyl-3\,16-dioxoandrosta-1\,14-dien-7-yl acetate
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 73.6
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C(CCC3C2CCC2C3CC(C)C2C2CCCC2)C1
Np Classifier Class Limonoids
Deep Smiles CC=O)O[C@@H]C[C@@H][C@][C@@H][C@]6C)C=CC=O)[C@H][C@@]5CC9))C))cccoc5)))))))))))C)C=CC=O)C6C)C
Heavy Atom Count 33.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CCC2C(CCC3C2CCC2C3CC(O)C2C2CCOC2)C1
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 975.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Uniprot Id n.a.
Iupac Name [(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 4.8
Gsk 4 400 Rule False
Molecular Formula C28H34O5
Scaffold Graph Node Bond Level O=C1C=CC2C(CCC3C4=CC(=O)C(c5ccoc5)C4CCC32)C1
Prediction Swissadme 1.0
Inchi Key KWAMDQVQFVBEAU-HMWIRDDCSA-N
Silicos It Class Poorly soluble
Fcsp3 0.6071428571428571
Logs -4.785
Rotatable Bond Count 3.0
Logd 3.07
Synonyms azadiradione
Esol Class Moderately soluble
Functional Groups CC(=O)C=CC, CC(=O)OC, CC1=CC(=O)CC1, coc
Compound Name Azadiradione
Prediction Hob Swissadme 0.0
Exact Mass 450.241
Formal Charge 0.0
Monoisotopic Mass 450.241
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 450.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -5.584286212121214
Inchi InChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24-,26-,27-,28-/m1/s1
Smiles CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC(=O)[C@H]([C@@]4(CC3)C)C5=COC=C5)C)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Azadirachta Indica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Melia Azedarach (Plant) Rel Props:Reference:ISBN:9788172360818