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Avenacoside B

PubChem CID: 71581002

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Compound Synonyms Avenacoside B, CHEBI:2938, (3beta,22S,25S)-3-{[6-deoxy-alpha-L-mannopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4)]-beta-D-glucopyranosyl]oxy}-22,25-epoxyfurost-5-en-26-yl beta-D-glucopyranoside, nuatigenin 3-O-{alpha-L-rhamnopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4)]-beta-D-glucopyranoside} 26-O-beta-D-glucopyranoside, Nuatigenin 3-O-{alpha-L-rhamnopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4)]-beta-D-glucopyranoside}-26-O-beta-D-glucopyranoside, (3beta,22S,25S)-3-((6-deoxy-alpha-L-mannopyranosyl-(1->2)-(beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4))-beta-D-glucopyranosyl)oxy)-22,25-epoxyfurost-5-en-26-yl beta-D-glucopyranoside, nuatigenin 3-O-(alpha-L-rhamnopyranosyl-(1->2)-(beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4))-beta-D-glucopyranoside) 26-O-beta-D-glucopyranoside, Nuatigenin 3-O-(alpha-L-rhamnopyranosyl-(1->2)-(beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->4))-beta-D-glucopyranoside)-26-O-beta-D-glucopyranoside, CHEMBL4635475, C08888, Q27105893, nuatigenin 3-O-(alpha-L-rhamnopyranosyl-(1-2)-(beta-D-glucopyranosyl-(1-3)-beta-D-glucopyranosyl-(1-4))-beta-D-glucopyranoside)-26-O-beta-D-glucopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 434.0
Hydrogen Bond Donor Count 16.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCC3(C2)CC2CC4C(CCC5C6CCC(CC7CCC(CC8CCCC(CC9CCCCC9)C8)CC7CC7CCCCC7)CC6CCC54)C2C3)CC1
Np Classifier Class Furostane steroids
Deep Smiles OC[C@H]O[C@@H]O[C@H]CC[C@]C=CC[C@@H][C@@H]6CC[C@][C@H]6C[C@H][C@@H]5[C@H]C)[C@]O5)CC[C@@]O5)C)CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))))))C))))))))C6))C))))))[C@@H][C@H][C@@H]6O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))O)))))))O))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O
Heavy Atom Count 85.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level C1CCC(OCC2CCC3(CC4C(CC5C4CCC4C6CCC(OC7OCC(OC8CC(OC9CCCCO9)CCO8)CC7OC7CCCCO7)CC6CCC45)O3)O2)OC1
Classyfire Subclass Steroidal glycosides
Isotope Atom Count 0.0
Molecular Complexity 2310.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 36.0
Iupac Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6S,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethyl-5'-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxolane]-16-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -3.6
Gsk 4 400 Rule False
Molecular Formula C57H92O28
Scaffold Graph Node Bond Level C1=C2CC(OC3OCC(OC4CC(OC5CCCCO5)CCO4)CC3OC3CCCCO3)CCC2C2CCC3C4CC5(CCC(COC6CCCCO6)O5)OC4CC3C2C1
Inchi Key NMIRRCSMDCNCKV-ZRCSLNBESA-N
Rotatable Bond Count 15.0
Synonyms avenacoside b
Functional Groups CC=C(C)C, CO, CO[C@@H](C)OC, CO[C@H](C)OC, C[C@](C)(OC)OC
Compound Name Avenacoside B
Exact Mass 1224.58
Formal Charge 0.0
Monoisotopic Mass 1224.58
Hydrogen Bond Acceptor Count 28.0
Molecular Weight 1225.3
Covalent Unit Count 1.0
Total Atom Stereocenter Count 36.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C57H92O28/c1-21-33-28(84-57(21)13-12-54(3,85-57)20-74-49-41(69)39(67)35(63)29(16-58)77-49)15-27-25-7-6-23-14-24(8-10-55(23,4)26(25)9-11-56(27,33)5)76-53-48(83-50-42(70)38(66)34(62)22(2)75-50)44(72)46(32(19-61)80-53)81-52-45(73)47(37(65)31(18-60)79-52)82-51-43(71)40(68)36(64)30(17-59)78-51/h6,21-22,24-53,58-73H,7-20H2,1-5H3/t21-,22-,24-,25+,26-,27-,28-,29+,30+,31+,32+,33-,34-,35+,36+,37+,38+,39-,40-,41+,42+,43+,44-,45+,46+,47-,48+,49+,50-,51-,52-,53+,54-,55-,56-,57-/m0/s1
Smiles C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)O[C@]11CC[C@@](O1)(C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Steroids

  • 1. Outgoing r'ship FOUND_IN to/from Avena Fatua (Plant) Rel Props:Reference:ISBN:9788172360481
  • 2. Outgoing r'ship FOUND_IN to/from Avena Sativa (Plant) Rel Props:Reference:ISBN:9788172360481