Basilimoside



Compound IDCDAMM01188
Common nameBasilimoside
IUPAC name2-[[17-(5-ethyl-6,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular formulaC36H60O6

Experimental data

Retention time14.7
Adduct[M+K]+
Actual mz627.397
Theoretical mz627.402
Error7.9
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.551

Identifiers and class information

Inchi keyFNGFDRHLEQKDDQ-AYMSAYBPNA-N
SmilesOCC1OC(OC2CC3=CCC4C(CCC5(C)C(CCC45)C(C=CC(CC)C(C)(C)C)C)C3(C)CC2)C(O)C(O)C1O
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)3
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)12
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)588.866
Computed dipole moment(dipole)7.773
Total solvent accessible surface area (SASA)941.214
Hydrophobic component of SASA (FOSA)775.139
Hydrophilic component of SASA (FISA)147.158
Pie component of the SASA (PISA)18.917
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1889.4
Number of hydrogen bond donors (donorHB)4
Number of hydrogen bond acceptors (accptHB)10.2
Free energy of solvation of dipole (dip^2/V)0.0319778
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0216741
Globularity descriptor (glob)0.785282
Predicted polarizability in cubic angstroms (QPpolrz)61.935
Predicted hexadecane/gas partition coefficient (QPlogPC16)17.741
Predicted octanol/gas partition coefficient (QPlogPoct)32.197
Predicted water/gas partition coefficient (QPlogPw)16.372
Predicted octanol/water partition coefficient (QPlogPo/w)5.42
Predicted aqueous solubility (QPlogS)-7.319
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.956
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.097
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)398.477
Predicted brain/blood partition coefficient (QPlogBB)-1.751
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)182.992
Predicted skin permeability, log Kp (QPlogKp)-3.013
PM3 calculated ionization potential (IP(ev))9.061
PM3 calculated electron affinity (EA(eV))-1.178
Number of likely metabolic reactions (#metab)8
Prediction of binding to human serum albumin (QPlogKhsa)1.066
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)79.304
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)100.981
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)2

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
P10275ARAndrogen ReceptorT11211SEA
Q92731ESR2Estrogen receptor betaT80896SEA
P08185SERPINA6Corticosteroid binding globulinT88452SEA
Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SEA
Q13133NR1H3LXR-alphaT52297SEA
P11413G6PDGlucose-6-phosphate 1-dehydrogenaseT63484SEA
P05093CYP17A1Cytochrome P450 17A1T89041SEA
P40763STAT3Signal transducer and activator of transcription 3T29130SwissTargetPrediction
P05230FGF1Acidic fibroblast growth factorT18639SEA
P60568IL2Interleukin-2T61698SwissTargetPrediction and SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P14679TYRTyrosinaseT97035SEA
Q15375EPHA7Ephrin type-A receptor 7T57006SEA
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
T11211DI0005Acne vulgaris[ICD-11: ED80]P10275AR
T11211DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10275AR
T11211DI0021Alcoholic liver disease[ICD-11: DB94]P10275AR
T11211DI0062Breast cancer[ICD-11: 2C60-2C6Y]P10275AR
T11211DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P10275AR
T11211DI0145Female pelvic pain[ICD-11: GA34]P10275AR
T11211DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P10275AR
T11211DI0237Low bone mass disorder[ICD-11: FB83]P10275AR
T11211DI0247Mammary tumour[ICD-11: 2C60-2C6Z]P10275AR
T11211DI0346Prostate cancer[ICD-11: 2C82]P10275AR
T11211DI0401Testicular dysfunction[ICD-11: 5A81]P10275AR
T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
T88452DI0037Asthma[ICD-11: CA23]P08185SERPINA6
T88452DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P08185SERPINA6
T88452DI0362Respiratory system disease[ICD-11: CB40-CB7Z]P08185SERPINA6
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
T29130DI0351Psoriasis[ICD-11: EA90]P40763STAT3
T18639DI0081Chronic arterial occlusive disease[ICD-11: BD4Z]P05230FGF1
T18639DI0102Coronary atherosclerosis[ICD-11: BA52]P05230FGF1
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
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR

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