beta-sitosterol glucoside



Compound IDCDAMM01298
Common namebeta-sitosterol glucoside
IUPAC name2-[4-[1-(5-ethyl-6-methylheptan-2-yl)-4,7a-dimethyl-1,2,3,3a,4,5,6,7-octahydroinden-5-yl]-4-methylcyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formulaC34H62O6

Experimental data

Retention time0.42
Adduct[M+Na]+
Actual mz589.446
Theoretical mz589.444
Error3.53
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8833

Identifiers and class information

Inchi keyINRMYAOPWFZTEA-GSPSJMNVSA-N
SmilesOCC1OC(OC2CCC(C)(CC2)C3CCC4(C)C(CCC4C3C)C(C)CCC(CC)C(C)C)C(O)C(O)C1O
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Pharmacokinetic properties

Number of descriptor values(#stars)4
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)13
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)566.86
Computed dipole moment(dipole)5.75
Total solvent accessible surface area (SASA)946.554
Hydrophobic component of SASA (FOSA)793.123
Hydrophilic component of SASA (FISA)153.431
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1861.17
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)10.2
Free energy of solvation of dipole (dip^2/V)0.017765
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0215519
Globularity descriptor (glob)0.773055
Predicted polarizability in cubic angstroms (QPpolrz)59.983
Predicted hexadecane/gas partition coefficient (QPlogPC16)17.542
Predicted octanol/gas partition coefficient (QPlogPoct)31.198
Predicted water/gas partition coefficient (QPlogPw)16.079
Predicted octanol/water partition coefficient (QPlogPo/w)5.165
Predicted aqueous solubility (QPlogS)-7.245
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.402
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.204
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)347.469
Predicted brain/blood partition coefficient (QPlogBB)-1.932
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)157.81
Predicted skin permeability, log Kp (QPlogKp)-3.099
PM3 calculated ionization potential (IP(ev))10.64
PM3 calculated electron affinity (EA(eV))-1.846
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)0.936
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)76.746
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)99.75
Number of nitrogen and oxygen atoms (#NandO)6
Number of violations of Lipinski’s rule of five (RuleOfFive)2
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
Q96RI1NR1H4Bile acid receptor FXRT51426SEA
Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
Q8TDU6GPBAR1G-protein coupled bile acid receptor 1T86273SEA
P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
P49810PSEN2Gamma-secretaseT99204SwissTargetPrediction
P15692VEGFAVascular endothelial growth factor AT20761SwissTargetPrediction and SEA
P05230FGF1Acidic fibroblast growth factorT18639SwissTargetPrediction and SEA
P09038FGF2Basic fibroblast growth factorT31621SwissTargetPrediction and SEA
Q9Y251HPSEHeparanaseT47623SwissTargetPrediction
P60568IL2Interleukin-2T61698SEA
P17931LGALS3Galectin-3T72038SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P14679TYRTyrosinaseT97035SEA
Q14973SLC10A1Bile acid transporterT99189SEA
O15439ABCC4Multidrug resistance protein 4T39919SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T51426DI0043Autoimmune liver disease[ICD-11: DB96]Q96RI1NR1H4
T51426DI0077Cholelithiasis[ICD-11: DC11]Q96RI1NR1H4
T51426DI0320Osteoarthritis[ICD-11: FA00-FA05]Q96RI1NR1H4
T33901DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q9UHC9NPC1L1
T86273DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q8TDU6GPBAR1
T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
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
T47623DI0020African trypanosomiasis[ICD-11: 1F51]Q9Y251HPSE
T47623DI0310Ocular disease[ICD-11: N.A.]Q9Y251HPSE
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
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T99189DI0179Hepatitis virus infection[ICD-11: 1E50-1E51]Q14973SLC10A1

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