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(1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl 6-O-I(2)-D-glucopyranosyl-I(2)-D-glucopyranoside

PubChem CID: 101085816

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Compound Synonyms DTXSID101102674, (1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl 6-O-I(2)-D-glucopyranosyl-I(2)-D-glucopyranoside
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 228.0
Hydrogen Bond Donor Count 9.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CCC(CCC2CCCC(CC3CCCC4CCCC43)C2)CC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OCC=C[C@H][C@H][C@@H]5[C@@H]OC=C6)))O[C@@H]O[C@H]CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))[C@H][C@@H][C@H]6O))O))O)))))))))O
Heavy Atom Count 35.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CCC(OCC2CCCC(OC3OCCC4CCCC43)O2)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 777.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 14.0
Iupac Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp -5.2
Gsk 4 400 Rule False
Molecular Formula C21H32O14
Scaffold Graph Node Bond Level C1=CC2C(C=COC2OC2CCCC(COC3CCCCO3)O2)C1
Inchi Key NOVFAHFRCMKDBE-HIKVWFBOSA-N
Silicos It Class Soluble
Rotatable Bond Count 7.0
Synonyms 6'-0-beta-glucosylaucubin
Esol Class Highly soluble
Functional Groups CC(C)=CC, CO, CO[C@@H](C)OC, CO[C@H](C)O[C@H]1CCC=CO1
Compound Name (1S,4aR,5S,7aS)-1,4a,5,7a-Tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl 6-O-I(2)-D-glucopyranosyl-I(2)-D-glucopyranoside
Exact Mass 508.179
Formal Charge 0.0
Monoisotopic Mass 508.179
Hydrogen Bond Acceptor Count 14.0
Molecular Weight 508.5
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 14.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C21H32O14/c22-4-7-3-9(24)8-1-2-31-19(12(7)8)35-21-18(30)16(28)14(26)11(34-21)6-32-20-17(29)15(27)13(25)10(5-23)33-20/h1-3,8-30H,4-6H2/t8-,9+,10+,11+,12+,13+,14+,15-,16-,17+,18+,19-,20+,21-/m0/s1
Smiles C1=CO[C@H]([C@H]2[C@@H]1[C@@H](C=C2CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Plantago Major (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279