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Verproside

PubChem CID: 12000799

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Compound Synonyms Verproside, 50932-20-2, Protocatechuoyl catalpol, Verproside - 97%, 96K9991JMW, UNII-96K9991JMW, [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 3,4-dihydroxybenzoate, CHEBI:69798, beta-D-Glucopyranoside, 6-((3,4-dihydroxybenzoyl)oxy)-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno(4,5)cyclopenta(1,2-C)pyran-2-yl, (1as-(1aalpha,1bbeta,2beta,5abeta,6beta,6aalpha))-, SCHEMBL2449966, CHEMBL1082144, DTXSID901345779, AKOS040734820, FV65754, Verproside, >=95% (LC/MS-ELSD), NCGC00347847-02, DA-68570, HY-126232, CS-0100654, NS00097615, Q27138139, .BETA.-D-GLUCOPYRANOSIDE, 6-((3,4-DIHYDROXYBENZOYL)OXY)-1A,1B,2,5A,6,6A-HEXAHYDRO-1A-(HYDROXYMETHYL)OXIRENO(4,5)CYCLOPENTA(1,2-C)PYRAN-2-YL, (1AS-(1A.ALPHA.,1B.BETA.,2.BETA.,5A.BETA.,6.BETA.,6A.ALPHA.))-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 208.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CC1C2CC2C2C(CC3CCCCC3)CCCC12)C1CCCCC1
Np Classifier Class Iridoids monoterpenoids
Deep Smiles OC[C@H]O[C@@H]O[C@@H]OC=C[C@@H][C@H]6[C@@]CO))O[C@H]3[C@H]6OC=O)cccccc6)O))O))))))))))))))))))[C@@H][C@H][C@@H]6O))O))O
Heavy Atom Count 35.0
Classyfire Class Organooxygen compounds
Scaffold Graph Node Level OC(OC1C2CCOC(OC3CCCCO3)C2C2OC12)C1CCCCC1
Classyfire Subclass Carbohydrates and carbohydrate conjugates
Isotope Atom Count 0.0
Molecular Complexity 823.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 11.0
Uniprot Id O75874
Iupac Name [(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 3,4-dihydroxybenzoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Organic oxygen compounds
Xlogp -1.7
Gsk 4 400 Rule False
Molecular Formula C22H26O13
Scaffold Graph Node Bond Level O=C(OC1C2C=COC(OC3CCCCO3)C2C2OC12)c1ccccc1
Prediction Swissadme 0.0
Inchi Key DBUOUVZMYWYRRI-YWEKDMGLSA-N
Silicos It Class Soluble
Fcsp3 0.5909090909090909
Logs -2.06
Rotatable Bond Count 7.0
Logd 0.374
Synonyms verproside
Esol Class Very soluble
Functional Groups CO, CO[C@H](C)O[C@H]1CCC=CO1, C[C@]1(C)O[C@H]1C, cC(=O)OC, cO
Compound Name Verproside
Prediction Hob Swissadme 0.0
Exact Mass 498.137
Formal Charge 0.0
Monoisotopic Mass 498.137
Hydrogen Bond Acceptor Count 13.0
Molecular Weight 498.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -1.530466542857144
Inchi InChI=1S/C22H26O13/c23-6-12-14(27)15(28)16(29)21(32-12)34-20-13-9(3-4-31-20)17(18-22(13,7-24)35-18)33-19(30)8-1-2-10(25)11(26)5-8/h1-5,9,12-18,20-21,23-29H,6-7H2/t9-,12-,13-,14-,15+,16-,17+,18+,20+,21+,22-/m1/s1
Smiles C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)OC(=O)C4=CC(=C(C=C4)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Monoterpenoids