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Brevelin A

PubChem CID: 12302076

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Compound Synonyms BREVILIN A, 16503-32-5, 6-O-angeloylplenolin, Brevelin A, EKT624Z4TZ, 6-O-angeloylprenolin, 2-Butenoic acid, 2-methyl-, (3S,3aR,4S,4aR,7aR,8R,9aR)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-yl ester, (2Z)-, (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno(6,5-b)furan-4-yl (2Z)-2-methyl-2-butenoate, [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate, 2-Butenoic acid, 2-methyl-, (3S,3aR,4S,4aR,7aR,8R,9aR)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno(6,5-b)furan-4-yl ester, (2Z)-, (3S,3AR,4S,4AR,7AR,8R,9AR)-3,4A,8-TRIMETHYL-2,5-DIOXO-3H,3AH,4H,7AH,8H,9H,9AH-AZULENO[6,5-B]FURAN-4-YL (2Z)-2-METHYLBUT-2-ENOATE, Ambros-2-en-12-oic acid, 6alpha,8beta-dihydroxy-4-oxo-, 12,8-lactone, 2-methylcrotonate, (Z)-, BrevilinA, Brevilin A (Standard), UNII-EKT624Z4TZ, CHEMBL2262842, HY-N2959R, DTXSID801318484, GLXC-10602, HY-N2959, AKOS032948665, NCGC00385048-01, AC-34175, DA-61878, MS-25328, CS-0023593, E80569, AMBROS-2-EN-12-OIC ACID, 6.ALPHA.,8.BETA.-DIHYDROXY-4-OXO-, 12,8-LACTONE, 2-METHYLCROTONATE, (Z)-
Topological Polar Surface Area 69.7
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 25.0
Isotope Atom Count 0.0
Molecular Complexity 676.0
Database Name cmaup_ingredients;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Iupac Name [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate
Prediction Hob 1.0
Xlogp 2.3
Molecular Formula C20H26O5
Prediction Swissadme 1.0
Inchi Key KUPPZVXLWANEJJ-UXPPPGSFSA-N
Fcsp3 0.65
Logs -3.226
Rotatable Bond Count 3.0
Logd 1.804
Compound Name Brevelin A
Prediction Hob Swissadme 1.0
Exact Mass 346.178
Formal Charge 0.0
Monoisotopic Mass 346.178
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 346.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 1.0
Esol -3.2388226
Inchi InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6-/t11-,12+,13+,14-,16-,17+,20+/m1/s1
Smiles C/C=C(/C)\C(=O)O[C@H]1[C@@H]2[C@@H](C(=O)O[C@@H]2C[C@H]([C@H]3[C@]1(C(=O)C=C3)C)C)C
Nring 3.0
Defined Bond Stereocenter Count 1.0

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