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Angustibalin

PubChem CID: 442142

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Compound Synonyms Angustibalin, Helenalin acetate, 10180-86-6, 6-O-acetylhelenalin, HELANIN ACETATE, Helenalin 6-acetate, [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate, MLS000728543, CHEBI:2723, SMR000445656, Azuleno[6,5-b]furan-2,5-dione, 4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-, (3aR,4S,4aR,7aR,8R,9aR)-, NSC 166124, Acetylhelenalin (Angustibalin), SCHEMBL509228, CHEMBL486196, cid_442142, BDBM43482, DTXSID60144191, HMS2224K23, (5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl) acetate, AKOS040748522, NCGC00247547-01, Azuleno[6,5-b]furan-2,5-dione,4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-,(3aR,4S,4aR,7aR,8R,9aR)-, DA-61457, HY-114519, CS-0063359, NS00010543, C09293, Q27105781, [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate, [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-bis(oxidanylidene)-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] ethanoate, acetic acid [(3aR,5R,5aR,8aR,9S,9aR)-2,8-diketo-5,8a-dimethyl-1-methylene-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] ester, acetic acid [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] ester, Azuleno(6,5-b)furan-2,5-dione, 4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-, (3aR-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 69.7
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCC3CCC(C)C3CC2C1C
Np Classifier Class Pseudoguaiane sesquiterpenoids
Deep Smiles CC=O)O[C@H][C@H][C@H]OC=O)C5=C))))C[C@H][C@H][C@@]7C)C=O)C=C5)))))C
Heavy Atom Count 22.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level CC1C(O)OC2CCC3CCC(O)C3CC21
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 604.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 6.0
Uniprot Id n.a., Q00987, P42858, P51151, P10636, P51450, Q9F4F7, O15118, P30556, P28482, Q16236, P17861, Q9Y2T6, Q96KQ7, P35639, Q96QE3, P11473, O89049, Q9UNA4, Q9Y253, Q8VNN2, P84022, O75496, Q9HC16, Q99700, P43220, Q9NUW8, O75874, Q06710, P01103, Q03431
Iupac Name [(3aR,5R,5aR,8aR,9S,9aR)-5,8a-dimethyl-1-methylidene-2,8-dioxo-3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-9-yl] acetate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT3728, NPT1197, NPT537, NPT51, NPT538, NPT4358, NPT282, NPT2892, NPT4120, NPT1283
Xlogp 2.0
Gsk 4 400 Rule True
Molecular Formula C17H20O5
Scaffold Graph Node Bond Level C=C1C(=O)OC2CCC3C=CC(=O)C3CC12
Prediction Swissadme 1.0
Inchi Key DCNRYQODUSSOKC-HKHYKUHTSA-N
Silicos It Class Soluble
Fcsp3 0.5882352941176471
Logs -2.97
Rotatable Bond Count 2.0
Logd 1.184
Synonyms helenalin acetate
Esol Class Soluble
Functional Groups C=C1CCOC1=O, CC(=O)OC, O=C1C=CCC1
Compound Name Angustibalin
Prediction Hob Swissadme 1.0
Exact Mass 304.131
Formal Charge 0.0
Monoisotopic Mass 304.131
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 304.34
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.3446203999999997
Inchi InChI=1S/C17H20O5/c1-8-7-12-14(9(2)16(20)22-12)15(21-10(3)18)17(4)11(8)5-6-13(17)19/h5-6,8,11-12,14-15H,2,7H2,1,3-4H3/t8-,11+,12-,14-,15+,17+/m1/s1
Smiles C[C@@H]1C[C@@H]2[C@H]([C@@H]([C@]3([C@H]1C=CC3=O)C)OC(=O)C)C(=C)C(=O)O2
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Arnica Montana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Chrysanthemum Indicum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/148995