Names

    • AC-35080
    • MEGxp0_000813
    • AKOS015960475
    • DTXSID70161955
    • 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS-(4A.ALPHA.,5.BETA.,6.ALPHA.))-
    • ACon0_001457
    • NS00094766
    • Q27151406
    • SCHEMBL307117
    • Sweroside, >=95% (LC/MS-ELSD)
    • NCGC00180755-03
    • CHEBI:80907
    • ACon1_000233
    • CS-0009811
    • (3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one
    • MFCD09954487
    • CCG-268134
    • UNII-I3YG76417O
    • 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-
    • CHEMBL456137
    • I3YG76417O
    • HY-N0806
    • C17071
    • VSJGJMKGNMDJCI-ZASXJUAOSA-N
    • AC-11215
    • Sweroside (Standard)
    • BDBM50279544
    • W0022
    • BRD-K31299876-001-01-5
    • DA-58207
    • Sweroside
    • NCGC00180755-01
    • Q-100156
    • InChI=1/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
    • 14215-86-2
    • 1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(beta-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-
    • s9072
    • (-)-Sweroside
    • 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(ss-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-, (4aS,5R,6S)-; 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(ss-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-, [4aS-(4aa,5ss,6a)]-; Sweroside (8CI); (-)-Sweroside; (4aS,5R,6S)-5-Ethenyl-6-(ss-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-1-one
    • 1,9-trans-9,5-cis-sweroside
    • 1H,3H-Pyrano(3,4-c)pyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-4,4a,5,6-tetrahydro-, (4aS-(4aalpha,5beta,6alpha))-
    • DTXCID4084446
    • HY-N0806R
    • AS-56077

Attributes

  • Canonical SMILES

  • InChI

  • Molecule Class:
  • TPSA:
  • #RotBonds:
  • MW:
  • HBD:
  • HBA:
  • logP:
  • Chemical Formula:


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. psorocarpa Ghana, Ivory Coast 761091 8134

External Databases


References

  • [12-Methoxy-17,18-dehydro-vincamine and 16-epi-isositsirikine, alkaloids from Tabernaemontana psorocarpa]. Planta Med, 1982 (PMID 17396949).

Compound-Protein Relationships


Compound Activities

  • No activity found

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.


Predicted ADMET Properties

    Property Model Name Predicted Value

    Absorption Caco-2 (logPaap) -5.35
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.03
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.51

    Distribution Blood-Brain Barrier (Central Nervous System) -4.28
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.78
    Plasma Protein Binding 42.84
    Steady State Volume of Distribution 0.34

    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor

    Excretion Clearance 3.33
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs

    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -2.57
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.45
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.49
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -6.59
    Rat (Acute) 2.75
    Rat (Chronic Oral) 3.05
    Fathead Minnow 3.75
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe

    General Properties Boiling Point 443.36
    Hydration Free Energy -14.32
    Log(D) at pH=7.4 -0.15
    Log(P) -1.57
    Log S -1.3
    Log(Vapor Pressure) -12.82
    Melting Point 170.3
    pKa Acid 5.45
    pKa Basic 4.09