Ophiopogonin C'



Compound IDCDAMM00287
Common nameOphiopogonin C'
IUPAC name2-[4,5-dihydroxy-6-(hydroxymethyl)-2-(5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Molecular formulaC39H62O12

Experimental data

Retention time55.08
Adduct[M+H]+
Actual mz723.443
Theoretical mz723.431
Error16.44
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.84

Identifiers and class information

Inchi keyXIZYLQMCWHMQNP-IXTIOBCPSA-N
SmilesCC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)C)C)C)OC1
SuperclassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives

Plant source

  • Tribulus terrestris L.

    • Pharmacokinetic properties

    Number of descriptor values(#stars)5
    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)11
    Number of reactive functional groups (#rtvFG)3
    Predicted central nervous system activity (CNS)-2
    Molecular weight (mol_MW)722.912
    Computed dipole moment(dipole)3.699
    Total solvent accessible surface area (SASA)982.89
    Hydrophobic component of SASA (FOSA)752.56
    Hydrophilic component of SASA (FISA)206.115
    Pie component of the SASA (PISA)24.214
    Weakly polar component of the SASA (WPSA)0
    Total solvent accesible volume (volume)2044.1
    Number of hydrogen bond donors (donorHB)6
    Number of hydrogen bond acceptors (accptHB)18.5
    Free energy of solvation of dipole (dip^2/V)0.0066945
    Index of cohesive interaction in solids (ACxDN^.5/SA)0.0461044
    Globularity descriptor (glob)0.792493
    Predicted polarizability in cubic angstroms (QPpolrz)68.819
    Predicted hexadecane/gas partition coefficient (QPlogPC16)19.852
    Predicted octanol/gas partition coefficient (QPlogPoct)42.11
    Predicted water/gas partition coefficient (QPlogPw)28.235
    Predicted octanol/water partition coefficient (QPlogPo/w)2.469
    Predicted aqueous solubility (QPlogS)-5.565
    Conformation-independent predicted aqueous solubility (CIQPlogS)-6.355
    Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.005
    Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)109.979
    Predicted brain/blood partition coefficient (QPlogBB)-2.287
    Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)45.511
    Predicted skin permeability, log Kp (QPlogKp)-4.177
    PM3 calculated ionization potential (IP(ev))9.455
    PM3 calculated electron affinity (EA(eV))-1.084
    Number of likely metabolic reactions (#metab)8
    Prediction of binding to human serum albumin (QPlogKhsa)0.027
    Predicted qualitative human oral absorption (HumanOralAbsorption)2
    Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)39.062
    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)166.209
    Number of nitrogen and oxygen atoms (#NandO)12
    Number of violations of Lipinski’s rule of five (RuleOfFive)3
    Number of violations of Jorgensen’s rule of three (RuleOfThree)1

    Compound-target network

    Cytoscape Graph

    Protein targets associated with phytocompound

    Uniprot ID Gene name Target name TTD_ID Prediction source
    Q15125EBPAnti-estrogen binding site (AEBS)T25317SEA
    P31213SRD5A2Steroid 5-alpha-reductase 2T71390SEA
    Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SEA
    Q13133NR1H3LXR-alphaT52297SEA
    P11413G6PDGlucose-6-phosphate 1-dehydrogenaseT63484SEA
    P05093CYP17A1Cytochrome P450 17A1T89041SEA
    P15692VEGFAVascular endothelial growth factor AT20761SEA
    P05230FGF1Acidic fibroblast growth factorT18639SEA
    P09038FGF2Basic fibroblast growth factorT31621SEA
    P60568IL2Interleukin-2T61698SEA
    P04746AMY2APancreatic alpha-amylaseT86918SEA
    O15439ABCC4Multidrug resistance protein 4T39919SEA

    Target associated diseases

    TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
    T25317DI0366Rheumatoid arthritis[ICD-11: FA20]Q15125EBP
    T71390DI0348Prostate hyperplasia[ICD-11: GA90]P31213SRD5A2
    T33901DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q9UHC9NPC1L1
    T52297DI0117Depression[ICD-11: 6A70-6A7Z]Q13133NR1H3
    T63484DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P11413G6PD
    T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
    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
    T86918DI0110Cystic fibrosis[ICD-11: CA25]P04746AMY2A
    T86918DI0328Pancreatic malfunction[ICD-11: DC30-DC3Z]P04746AMY2A

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