Rhusemialin B



Compound IDCDAMM02228
Common nameRhusemialin B
IUPAC name[3,4,5-trihydroxy-6-[[8-(4-hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethyl)-1,3-dimethoxy-5,6,7,8-tetrahydronaphthalen-2-yl]oxy]oxan-2-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular formulaC38H46O16

Experimental data

Retention time0.44
Adduct[M+H]+
Actual mz759.286
Theoretical mz759.286
Error0.63
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.1352

Identifiers and class information

Inchi keyVTSGFOLYVXXSBE-NECMDJNBNA-N
SmilesO=C(OCC1OC(OC2=C(OC)C=C3C(=C2OC)C(C4=CC(OC)=C(O)C(OC)=C4)C(CO)C(CO)C3)C(O)C(O)C1O)C=CC5=CC=C(O)C(OC)=C5
SuperclassLignans, neolignans and related compounds
ClassLignan glycosides

Pharmacokinetic properties

Number of descriptor values(#stars)10
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)21
Number of reactive functional groups (#rtvFG)2
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)758.772
Computed dipole moment(dipole)9.901
Total solvent accessible surface area (SASA)1008.82
Hydrophobic component of SASA (FOSA)548.86
Hydrophilic component of SASA (FISA)310.276
Pie component of the SASA (PISA)149.683
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2071.43
Number of hydrogen bond donors (donorHB)7
Number of hydrogen bond acceptors (accptHB)18.2
Free energy of solvation of dipole (dip^2/V)0.0473262
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0477317
Globularity descriptor (glob)0.778989
Predicted polarizability in cubic angstroms (QPpolrz)64.69
Predicted hexadecane/gas partition coefficient (QPlogPC16)22.086
Predicted octanol/gas partition coefficient (QPlogPoct)42.83
Predicted water/gas partition coefficient (QPlogPw)28.822
Predicted octanol/water partition coefficient (QPlogPo/w)1.992
Predicted aqueous solubility (QPlogS)-4.346
Conformation-independent predicted aqueous solubility (CIQPlogS)-7.955
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-5.822
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)11.312
Predicted brain/blood partition coefficient (QPlogBB)-4.111
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)3.895
Predicted skin permeability, log Kp (QPlogKp)-4.694
PM3 calculated ionization potential (IP(ev))8.509
PM3 calculated electron affinity (EA(eV))0.585
Number of likely metabolic reactions (#metab)14
Prediction of binding to human serum albumin (QPlogKhsa)-0.352
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)18.588
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)230.98
Number of nitrogen and oxygen atoms (#NandO)16
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
P05067APPBeta amyloid A4 proteinT87024SEA
P43166CA7Carbonic anhydrase VIIT37541SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P08581METHepatocyte growth factor receptorT40474SEA
P60568IL2Interleukin-2T61698SEA
Q9NUW8TDP1Tyrosyl-DNA phosphodiesterase 1T33492SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
Q9NZ08ERAP1Endoplasmic reticulum aminopeptidase 1T72849SEA
P05231IL6Interleukin-6T32578SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
Q9P0J0NDUFA13Mitochondrial complex IT82391SEA
Q9Y6M9NDUFB9HUMAN NADH:ubiquinone oxidoreductase subunit B9T01465SEA
Q8N183NDUFAF2HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2T01453SEA
P03897MT-ND3NADH dehydrogenaseT77195SEA
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
T87024DI0025Alzheimer disease[ICD-11: 8A20]P05067APP
T87024DI0122Diagnostic imaging[ICD-11: N.A.]P05067APP
T06569DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P23280CA6
T06569DI0372Seborrhoeic dermatitis[ICD-11: EA81]P23280CA6
T60366DI0020African trypanosomiasis[ICD-11: 1F51]P11926ODC1
T25258DI0238Lung cancer[ICD-11: 2C25]P08183ABCB1
T83145DI0218Irritable bowel syndrome[ICD-11: DD91]P19838NFKB1
T83145DI0366Rheumatoid arthritis[ICD-11: FA20]P19838NFKB1
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T40474DI0238Lung cancer[ICD-11: 2C25]P08581MET
T40474DI0303Non-small-cell lung cancer[ICD-11: 2C25]P08581MET
T40474DI0407Thyroid cancer[ICD-11: 2D10]P08581MET
T61698DI0275Multiple sclerosis[ICD-11: 8A40]P60568IL2
T61698DI0361Renal cell carcinoma[ICD-11: 2C90]P60568IL2
T45593DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10636MAPT
T45593DI0025Alzheimer disease[ICD-11: 8A20]P10636MAPT
T45593DI0265Mild neurocognitive disorder[ICD-11: 6D71]P10636MAPT
T88285DI0210Influenza[ICD-11: 1E30-1E32]Q04760GLO1
T88505DI0038Ataxic disorder[ICD-11: 8A03]Q16236NFE2L2
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3
T99641DI0396Substance abuse[ICD-11: 6C40]P30837ALDH1B1

Copyright © 2025