3\'\'-O-Caffeoylcosmosiin



Compound IDCDAMM01307
Common name3\'\'-O-Caffeoylcosmosiin
IUPAC name[3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-4-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
Molecular formulaC30H26O13

Experimental data

Retention time19.5
Adduct[M+Na]+
Actual mz617.127
Theoretical mz617.126
Error1.92
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.9547

Identifiers and class information

Inchi keyGKSHQQDCYIESFY-KRXBUXKQNA-N
SmilesO=C(OC1C(O)C(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C=4C=CC(O)=CC4)OC(CO)C1O)C=CC5=CC=C(O)C(O)=C5
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids

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)14
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)594.528
Computed dipole moment(dipole)4.021
Total solvent accessible surface area (SASA)804.66
Hydrophobic component of SASA (FOSA)123.873
Hydrophilic component of SASA (FISA)382.484
Pie component of the SASA (PISA)298.303
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1594.51
Number of hydrogen bond donors (donorHB)6
Number of hydrogen bond acceptors (accptHB)14.05
Free energy of solvation of dipole (dip^2/V)0.010141
Index of cohesive interaction in solids (ACxDN^.5/SA)0.04277
Globularity descriptor (glob)0.820297
Predicted polarizability in cubic angstroms (QPpolrz)51.518
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.058
Predicted octanol/gas partition coefficient (QPlogPoct)34.832
Predicted water/gas partition coefficient (QPlogPw)25.825
Predicted octanol/water partition coefficient (QPlogPo/w)0.655
Predicted aqueous solubility (QPlogS)-3.695
Conformation-independent predicted aqueous solubility (CIQPlogS)-6.72
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.862
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)2.338
Predicted brain/blood partition coefficient (QPlogBB)-4.07
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)0.708
Predicted skin permeability, log Kp (QPlogKp)-6.174
PM3 calculated ionization potential (IP(ev))9.219
PM3 calculated electron affinity (EA(eV))1.089
Number of likely metabolic reactions (#metab)7
Prediction of binding to human serum albumin (QPlogKhsa)-0.36
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)230.567
Number of nitrogen and oxygen atoms (#NandO)13
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
P02766TTRTransthyretinT86462SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P22748CA4Carbonic anhydrase IVT53378SEA
P15121AKR1B1Aldose reductaseT26623SEA
P33527ABCC1Multidrug resistance-associated protein 1T11288SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P52789HK2Hexokinase type IIT96685SEA
P01112HRASTransforming protein p21/H-Ras-1T71081SEA
P60568IL2Interleukin-2T61698SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
P49763PGFPlacenta growth factorT70792SEA
P14679TYRTyrosinaseT97035SEA
Q9NPH5NOX4NADPH oxidase 4T29741SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P47989XDHXanthine dehydrogenaseT40954SEA
Q16678CYP1B1Cytochrome P450 1B1T92521SEA
P16152CBR1Carbonyl reductase [NADPH] 1T70518SEA
P09382LGALS1Galectin-1T09544SEA
Q13332PTPRSReceptor-type tyrosine-protein phosphatase ST10147SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
O43826SLC37A4Glucose-6-phosphate translocaseT47306SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA
P16220CREB1Cyclic AMP-responsive element-binding proteinT92098SEA
P30837ALDH1B1Acetaldehyde dehydrogenaseT99641SEA
Q9UK17KCND3Voltage-gated potassium channel Kv4.3T74500SEA

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
T86462DI0026Amyloidosis[ICD-11: 5D00]P02766TTR
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T26623DI0298Neuropathy[ICD-11: 8C0Z]P15121AKR1B1
T26623DI0366Rheumatoid arthritis[ICD-11: FA20]P15121AKR1B1
T11288DI0167Gout[ICD-11: FA25]P33527ABCC1
T20761DI0095Colorectal cancer[ICD-11: 2B91]P15692VEGFA
T20761DI0365Retinopathy[ICD-11: 9B71]P15692VEGFA
T20761DI0430Vascular system developmental anomaly[ICD-11: LA90]P15692VEGFA
T96685DI0133Epidermal dysplasias[ICD-11: EK90]P52789HK2
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T70792DI0095Colorectal cancer[ICD-11: 2B91]P49763PGF
T97035DI0007Acquired hypermelanosis[ICD-11: ED60]P14679TYR
T97035DI0008Acquired hypomelanotic disorder[ICD-11: ED63]P14679TYR
T29741DI0146Fibrosis[ICD-11: GA14-GC01]Q9NPH5NOX4
T40954DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]P47989XDH
T40954DI0266Mineral deficiency[ICD-11: 5B5K]P47989XDH
T70518DI0037Asthma[ICD-11: CA23]P16152CBR1
T10147DI0057Bone paget disease[ICD-11: FB85]Q13332PTPRS
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1
T74500DI0004Acidosis[ICD-11: 5C73]Q9UK17KCND3

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