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(4S,6aR,6bR,8aS,12aR,14bR)-8a-[(2S,5R,6S)-3-[(2S,5R)-5-[(2S)-3,4-dihydroxy-5-[(2R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

PubChem CID: 44202127

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Compound Synonyms MLS002473279, HMS2220I17, SMR001397367
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 486.0
Hydrogen Bond Donor Count 16.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC(CC(C)C23CCCCC2C2CCC4C5CCC(CC6CCCCC6)CC5CCC4C2CC3)C(CC2CCC(CC3CCC(CC4CCCCC4)CC3)CC2)C1
Np Classifier Class Oleanane triterpenoids
Deep Smiles COcccccc6))/C=CC=O)O[C@H][C@H]C)O[C@H]CC6O))O[C@@H]OCC)[C@@H]CC6O))O))O[C@@H]OCCCC6O))O))O[C@H]O[C@H]CO))[C@H]CC6O))O))O)))))))))))))))))OC=O)[C@@]CC[C@@]C=CCC[C@@]6C)CCC[C@]6C)CCC[C@@]6C)C=O)O)))O[C@@H]OCCO))C[C@@H][C@H]6O))O))O)))))))O)))))))))))[C@H]6CCCC%10))C)C)))))CO
Heavy Atom Count 100.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1COC(OC(O)C23CCCCC2C2CCC4C5CCC(OC6CCCCO6)CC5CCC4C2CC3)C(OC2CCC(OC3CCC(OC4CCCCO4)CO3)CO2)C1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 2910.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 18.0
Iupac Name (4S,6aR,6bR,8aS,12aR,14bR)-8a-[(2S,5R,6S)-3-[(2S,5R)-5-[(2S)-3,4-dihydroxy-5-[(2R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -0.7
Gsk 4 400 Rule False
Molecular Formula C69H102O31
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1COC(OC(=O)C23CCCCC2C2=CCC4C5CCC(OC6CCCCO6)CC5CCC4C2CC3)C(OC2CCC(OC3CCC(OC4CCCCO4)CO3)CO2)C1
Prediction Swissadme 0.0
Inchi Key FVWWKTQCICTOAX-LNELGMOQSA-N
Fcsp3 0.8115942028985508
Logs -2.623
Rotatable Bond Count 20.0
Logd 0.842
Synonyms senegasaponin b, senegasaponins b
Functional Groups CC(=O)O, CC=C(C)C, CO, CO[C@@H](C)OC, CO[C@H](C)OC, C[C@@H](OC)OC(C)=O, c/C=CC(=O)OC, cOC
Compound Name (4S,6aR,6bR,8aS,12aR,14bR)-8a-[(2S,5R,6S)-3-[(2S,5R)-5-[(2S)-3,4-dihydroxy-5-[(2R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-[(Z)-3-(4-methoxyphenyl)prop-2-enoyl]oxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[(2R,3R,4S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
Prediction Hob Swissadme 0.0
Exact Mass 1426.64
Formal Charge 0.0
Monoisotopic Mass 1426.64
Hydrogen Bond Acceptor Count 31.0
Molecular Weight 1427.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 34.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -6.986772800000006
Inchi InChI=1S/C69H102O31/c1-29-53(97-57-48(81)44(77)38(27-90-57)95-59-49(82)45(78)42(75)36(25-70)93-59)47(80)51(84)58(91-29)98-55-52(85)54(96-41(74)16-11-31-9-12-32(89-8)13-10-31)30(2)92-61(55)100-63(88)68-20-19-64(3,4)23-34(68)33-14-15-39-65(5)24-35(73)56(99-60-50(83)46(79)43(76)37(26-71)94-60)67(7,62(86)87)40(65)17-18-66(39,6)69(33,28-72)22-21-68/h9-14,16,29-30,34-40,42-61,70-73,75-85H,15,17-28H2,1-8H3,(H,86,87)/b16-11-/t29?,30-,34+,35?,36+,37?,38?,39?,40?,42+,43?,44?,45?,46-,47?,48?,49?,50+,51?,52?,53-,54-,55?,56?,57-,58-,59+,60-,61-,65+,66+,67-,68-,69-/m0/s1
Smiles C[C@H]1[C@@H](C(C([C@@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CCC5[C@]4(CCC6[C@@]5(CC(C([C@@]6(C)C(=O)O)O[C@H]7[C@@H]([C@H](C(C(O7)CO)O)O)O)O)C)C)[C@H]2CC(CC3)(C)C)CO)O[C@H]8C(C([C@H](C(O8)C)O[C@H]9C(C(C(CO9)O[C@@H]1C(C([C@@H]([C@H](O1)CO)O)O)O)O)O)O)O)O)OC(=O)/C=C\C1=CC=C(C=C1)OC
Nring 11.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Polygala Chinensis (Plant) Rel Props:Reference:ISBN:9780387706375
  • 2. Outgoing r'ship FOUND_IN to/from Polygala Senega (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all