Methyl 3,4,5-trimethoxycinnamate [arabinosyl-(1->3)-[glucosyl-(1->6)]-glucosyl] ester



Compound IDCDAMM02812
Common nameMethyl 3,4,5-trimethoxycinnamate [arabinosyl-(1->3)-[glucosyl-(1->6)]-glucosyl] ester
IUPAC name[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 3-(3,4,5-trimethoxyphenyl)prop-2-enoate
Molecular formulaC29H42O19

Experimental data

Retention time14.73
Adduct[M+H]+
Actual mz695.239
Theoretical mz695.239
Error0.4
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.4771

Identifiers and class information

Inchi keyPQBHLKVDBLIZKB-SNAWJCMRNA-N
SmilesO=C(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(OC3OC(CO)C(O)C3O)C1O)C=CC4=CC(OC)=C(OC)C(OC)=C4
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds

Pharmacokinetic properties

Number of descriptor values(#stars)11
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)23
Number of reactive functional groups (#rtvFG)4
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)694.639
Computed dipole moment(dipole)6.956
Total solvent accessible surface area (SASA)903.128
Hydrophobic component of SASA (FOSA)505.591
Hydrophilic component of SASA (FISA)337.923
Pie component of the SASA (PISA)59.614
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1847.11
Number of hydrogen bond donors (donorHB)9
Number of hydrogen bond acceptors (accptHB)28.05
Free energy of solvation of dipole (dip^2/V)0.0261964
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0931761
Globularity descriptor (glob)0.806141
Predicted polarizability in cubic angstroms (QPpolrz)53.568
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.96
Predicted octanol/gas partition coefficient (QPlogPoct)46.836
Predicted water/gas partition coefficient (QPlogPw)40.333
Predicted octanol/water partition coefficient (QPlogPo/w)-3.149
Predicted aqueous solubility (QPlogS)-0.6
Conformation-independent predicted aqueous solubility (CIQPlogS)-2.404
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.953
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)6.186
Predicted brain/blood partition coefficient (QPlogBB)-4.289
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2.028
Predicted skin permeability, log Kp (QPlogKp)-5.329
PM3 calculated ionization potential (IP(ev))8.999
PM3 calculated electron affinity (EA(eV))0.632
Number of likely metabolic reactions (#metab)12
Prediction of binding to human serum albumin (QPlogKhsa)-2.121
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)280.779
Number of nitrogen and oxygen atoms (#NandO)19
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
Q16790CA9Carbonic anhydrase IXT64567SEA
P00915CA1Carbonic anhydrase IT13201SEA
Q9ULX7CA14Carbonic anhydrase XIVT31992SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P15692VEGFAVascular endothelial growth factor AT20761SEA
P05230FGF1Acidic fibroblast growth factorT18639SEA
P09038FGF2Basic fibroblast growth factorT31621SEA
Q9Y251HPSEHeparanaseT47623SEA
P14151SELLLeukocyte adhesion molecule-1T60526SEA
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P17931LGALS3Galectin-3T72038SEA
P04746AMY2APancreatic alpha-amylaseT86918SEA
P14679TYRTyrosinaseT97035SEA
Q9GZQ4NMUR2Neuromedin-U receptor 2T04210SEA
P19438TNFRSF1ATumor necrosis factor receptor R1T86552SEA
P09382LGALS1Galectin-1T09544SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
Q9H4B7TUBB1Tubulin beta-1 chainT84397SEA
Q99417MYCBPMYCBP messenger RNAT37298SEA

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
T64567DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q16790CA9
T13201DI0166Glaucoma[ICD-11: 9C61]P00915CA1
T13201DI0372Seborrhoeic dermatitis[ICD-11: EA81]P00915CA1
T31992DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q9ULX7CA14
T31992DI0204Inborn metabolism deficiency[ICD-11: 5C50-5C59]Q9ULX7CA14
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
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
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
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
T86552DI0060Brain cancer[ICD-11: 2A00]P19438TNFRSF1A
T86552DI0321Ovarian cancer[ICD-11: 2C73]P19438TNFRSF1A
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T84397DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q9H4B7TUBB1
T37298DI0235Liver cancer[ICD-11: 2C12]Q99417MYCBP

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