Anhydroicaritin 3-(6\'\'\'-acetylgalactosyl)(1->3)-rhamnoside-7-glucoside



Compound IDCDAMM02005
Common nameAnhydroicaritin 3-(6\'\'\'-acetylgalactosyl)(1->3)-rhamnoside-7-glucoside
IUPAC name[6-[3,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-4-oxo-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
Molecular formulaC41H52O21

Experimental data

Retention time27.88
Adduct[M+H]+
Actual mz881.311
Theoretical mz881.307
Error4.34
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.8953

Identifiers and class information

Inchi keySCGIMZSPRPPEMA-VWFHURKDNA-N
SmilesO=C(OCC1OC(OC2C(O)C(OC=3C(=O)C4=C(O)C=C(OC5OC(CO)C(O)C(O)C5O)C(=C4OC3C=6C=CC(OC)=CC6)CC=C(C)C)OC(C)C2O)C(O)C(O)C1O)C
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

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)4
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)880.849
Computed dipole moment(dipole)5.447
Total solvent accessible surface area (SASA)1044.61
Hydrophobic component of SASA (FOSA)575.69
Hydrophilic component of SASA (FISA)357.38
Pie component of the SASA (PISA)111.545
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2242.51
Number of hydrogen bond donors (donorHB)9
Number of hydrogen bond acceptors (accptHB)28.6
Free energy of solvation of dipole (dip^2/V)0.0132296
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0821356
Globularity descriptor (glob)0.793167
Predicted polarizability in cubic angstroms (QPpolrz)70.53
Predicted hexadecane/gas partition coefficient (QPlogPC16)23.797
Predicted octanol/gas partition coefficient (QPlogPoct)53.259
Predicted water/gas partition coefficient (QPlogPw)41.922
Predicted octanol/water partition coefficient (QPlogPo/w)-1.401
Predicted aqueous solubility (QPlogS)-2.052
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.115
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.411
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4.045
Predicted brain/blood partition coefficient (QPlogBB)-4.55
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)1.281
Predicted skin permeability, log Kp (QPlogKp)-5.601
PM3 calculated ionization potential (IP(ev))8.958
PM3 calculated electron affinity (EA(eV))0.518
Number of likely metabolic reactions (#metab)14
Prediction of binding to human serum albumin (QPlogKhsa)-1.557
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)311.873
Number of nitrogen and oxygen atoms (#NandO)21
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
O43570CA12Carbonic anhydrase XIIT16987SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
O76074PDE5APhosphodiesterase 5AT07663SwissTargetPrediction
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P17931LGALS3Galectin-3T72038SEA
P14679TYRTyrosinaseT97035SEA
P20916MAGMyelin-associated glycoprotein (by homology)T95286SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16987DI0046Bacterial infection[ICD-11: 1A00-1C4Z]O43570CA12
T16987DI0372Seborrhoeic dermatitis[ICD-11: EA81]O43570CA12
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
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
T07663DI0190Hypertension[ICD-11: BA00-BA04]O76074PDE5A
T07663DI0213Innate/adaptive immunodeficiency[ICD-11: 4A00]O76074PDE5A
T07663DI0378Sexual dysfunction[ICD-11: HA00-HA01]O76074PDE5A
T07663DI0411Tonus and reflex abnormality[ICD-11: MB47]O76074PDE5A
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
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T95286DI0219Ischaemic/haemorrhagic stroke[ICD-11: 8B20]P20916MAG
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

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