Aquaticoside A



Compound IDCDAMM01612
Common nameAquaticoside A
IUPAC name1-[6-(benzoyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
Molecular formulaC23H28O11

Experimental data

Retention time8.73
Adduct[M+H]+
Actual mz481.169
Theoretical mz481.17
Error1.82
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9103

Identifiers and class information

Inchi keyZNNVCFZOBVEZBI-GQGIIINXNA-N
SmilesO=C(O)C1=COC(OC2OC(COC(=O)C=3C=CC=CC3)C(O)C(O)C2O)C4C1CC(O)C4C
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)10
Number of reactive functional groups (#rtvFG)3
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)480.468
Computed dipole moment(dipole)6.597
Total solvent accessible surface area (SASA)735.582
Hydrophobic component of SASA (FOSA)226.469
Hydrophilic component of SASA (FISA)285.919
Pie component of the SASA (PISA)223.194
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1372.53
Number of hydrogen bond donors (donorHB)5
Number of hydrogen bond acceptors (accptHB)15.9
Free energy of solvation of dipole (dip^2/V)0.0317083
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0483338
Globularity descriptor (glob)0.811987
Predicted polarizability in cubic angstroms (QPpolrz)44.485
Predicted hexadecane/gas partition coefficient (QPlogPC16)15.699
Predicted octanol/gas partition coefficient (QPlogPoct)31.607
Predicted water/gas partition coefficient (QPlogPw)25.731
Predicted octanol/water partition coefficient (QPlogPo/w)-0.051
Predicted aqueous solubility (QPlogS)-3.027
Conformation-independent predicted aqueous solubility (CIQPlogS)-3.233
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-3.831
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4.877
Predicted brain/blood partition coefficient (QPlogBB)-2.93
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.995
Predicted skin permeability, log Kp (QPlogKp)-5.043
PM3 calculated ionization potential (IP(ev))10.107
PM3 calculated electron affinity (EA(eV))0.547
Number of likely metabolic reactions (#metab)5
Prediction of binding to human serum albumin (QPlogKhsa)-1.064
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)26.004
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)190.369
Number of nitrogen and oxygen atoms (#NandO)11
Number of violations of Lipinski’s rule of five (RuleOfFive)1
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
P12821ACEAngiotensin-converting enzymeT98311SwissTargetPrediction
P08473MMENeprilysinT05409SwissTargetPrediction
Q9UHC9NPC1L1Niemann-Pick C1-like protein 1T33901SwissTargetPrediction
Q04609FOLH1Glutamate carboxypeptidase IIT97071SwissTargetPrediction
P05121SERPINE1Plasminogen activator inhibitor-1T15556SEA
P07900HSP90AA1Heat shock protein HSP 90-alphaT18477SwissTargetPrediction
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
P42892ECE1Endothelin-converting enzyme 1T50970SwissTargetPrediction
P55263ADKAdenosine kinaseT91661SwissTargetPrediction
P42574CASP3Caspase-3T57943SwissTargetPrediction
P16109SELPP-selectinT10965SEA
P14151SELLLeukocyte adhesion molecule-1T60526SwissTargetPrediction
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P17931LGALS3Galectin-3T72038SwissTargetPrediction and SEA
P09382LGALS1Galectin-1T09544SEA
Q9UBC3DNMT3BDNA (cytosine-5)-methyltransferase 3BT65501SwissTargetPrediction
P51575P2RX1P2X purinoceptor 1T69091SEA
Q99571P2RX4P2X purinoceptor 4T60330SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T98311DI0175Heart failure[ICD-11: BD10-BD1Z]P12821ACE
T98311DI0190Hypertension[ICD-11: BA00-BA04]P12821ACE
T05409DI0175Heart failure[ICD-11: BD10-BD1Z]P08473MME
T33901DI0188Hyper-lipoproteinaemia[ICD-11: 5C80]Q9UHC9NPC1L1
T97071DI0122Diagnostic imaging[ICD-11: N.A.]Q04609FOLH1
T97071DI0346Prostate cancer[ICD-11: 2C82]Q04609FOLH1
T15556DI0037Asthma[ICD-11: CA23]P05121SERPINE1
T15556DI0405Thrombosis[ICD-11: DB61-GB90]P05121SERPINE1
T18477DI0015Acute upper respiratory infection[ICD-11: CA07]P07900HSP90AA1
T18477DI0037Asthma[ICD-11: CA23]P07900HSP90AA1
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
T91661DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P55263ADK
T57943DI0060Brain cancer[ICD-11: 2A00]P42574CASP3
T10965DI0088Circulatory system disease[ICD-11: BE2Z]P16109SELP
T10965DI0381Sickle-cell disorder[ICD-11: 3A51]P16109SELP
T60526DI0037Asthma[ICD-11: CA23]P14151SELL
T60526DI0088Circulatory system disease[ICD-11: BE2Z]P14151SELL
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
T65501DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9UBC3DNMT3B
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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