Saprosmoside D



Compound IDCDAMM02976
Common nameSaprosmoside D
IUPAC name[3,5-dihydroxy-2-(hydroxymethyl)-6-[[6-(methylsulfanylcarbonyloxymethyl)-2-oxo-3,9-dioxatricyclo[5.3.1.04,11]undeca-1(10),5-dien-8-yl]oxy]oxan-4-yl] 5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Molecular formulaC36H44O22S2

Experimental data

Retention time18.31
Adduct[M+H]+
Actual mz893.19
Theoretical mz893.184
Error6.18
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.2645

Identifiers and class information

Inchi keyPYQHCLXXOHHIDC-QGECERQGNA-N
SmilesO=C(OCC1=CC(O)C2C(=COC(OC3OC(CO)C(O)C(O)C3O)C12)C(=O)OC4C(O)C(OC5OC=C6C(=O)OC7C=C(COC(=O)SC)C5C67)OC(CO)C4O)SC
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Plant source

  • Clitoria ternatea L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)14
    Number of non-conjugated amine groups (#amine)0
    Number of amidine and guanidine groups (#amidine)0
    Number of carboxylic acid groups (#acid)0
    Number of non-conjugated amide groups (#amide)0
    Number of rotatable bonds (#rotor)22
    Number of reactive functional groups (#rtvFG)7
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)892.85
    Computed dipole moment(dipole)7.696
    Total solvent accessible surface area (SASA)1026.38
    Hydrophobic component of SASA (FOSA)461.521
    Hydrophilic component of SASA (FISA)383.183
    Pie component of the SASA (PISA)99.676
    Weakly polar component of the SASA (WPSA)82.005
    Total solvent accesible volume (volume)2189.52
    Number of hydrogen bond donors (donorHB)8
    Number of hydrogen bond acceptors (accptHB)32.8
    Free energy of solvation of dipole (dip^2/V)0.0270491
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0903876
    Globularity descriptor (glob)0.794488
    Predicted polarizability in cubic angstroms (QPpolrz)68.296
    Predicted hexadecane/gas partition coefficient (QPlogPC16)23.81
    Predicted octanol/gas partition coefficient (QPlogPoct)53.972
    Predicted water/gas partition coefficient (QPlogPw)44.674
    Predicted octanol/water partition coefficient (QPlogPo/w)-3.006
    Predicted aqueous solubility (QPlogS)-1.091
    Conformation-independent predicted aqueous solubility (CIQPlogS)-4.474
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.333
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2.302
    Predicted brain/blood partition coefficient (QPlogBB)-4.608
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.961
    Predicted skin permeability, log Kp (QPlogKp)-6.118
    PM3 calculated ionization potential (IP(ev))9.592
    PM3 calculated electron affinity (EA(eV))0.853
    Number of likely metabolic reactions (#metab)15
    Prediction of binding to human serum albumin (QPlogKhsa)-2.291
    Predicted qualitative human oral absorption (HumanOralAbsorption)1
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)0
    Solvent-accessible surface area of fluorine atoms (SAFluorine)0
    Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
    Van der Waals surface area (PSA)344.679
    Number of nitrogen and oxygen atoms (#NandO)22
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    Number of violations of Jorgensen’s rule of three (RuleOfThree)2

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P60568IL2Interleukin-2T61698SEA
    P17931LGALS3Galectin-3T72038SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    P09382LGALS1Galectin-1T09544SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
    T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
    T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
    T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
    T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
    T31621DI0005Acne vulgaris[ICD-11: ED80]P09038FGF2
    T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
    T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
    T72038DI0190Hypertension[ICD-11: BA00-BA04]P17931LGALS3
    T72038DI0199Idiopathic interstitial pneumonitis[ICD-11: CB03]P17931LGALS3
    T72038DI0252Melanoma[ICD-11: 2C30]P17931LGALS3
    T72038DI0302Non-alcoholic fatty liver disease[ICD-11: DB92]P17931LGALS3
    T72038DI0351Psoriasis[ICD-11: EA90]P17931LGALS3
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A

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