Cycloartanyl ferulate



Compound IDCDAMM01156
Common nameCycloartanyl ferulate
IUPAC name[7,7,12,16-tetramethyl-15-(6-methylheptan-2-yl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Molecular formulaC40H60O4

Experimental data

Retention time24.8
Adduct[M+H]+
Actual mz605.455
Theoretical mz605.456
Error1.45
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.7132

Identifiers and class information

Inchi keyMFIVAYYVKCBONU-GHRIWEEINA-N
SmilesO=C(OC1CCC23CC43CCC5(C)C(CCC5(C)C4CCC2C1(C)C)C(C)CCCC(C)C)C=CC6=CC=C(O)C(OC)=C6
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)8
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)11
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)604.912
Computed dipole moment(dipole)1.717
Total solvent accessible surface area (SASA)1038.67
Hydrophobic component of SASA (FOSA)818.325
Hydrophilic component of SASA (FISA)89.56
Pie component of the SASA (PISA)130.782
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)2012.52
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)3.5
Free energy of solvation of dipole (dip^2/V)0.0014657
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0033697
Globularity descriptor (glob)0.742191
Predicted polarizability in cubic angstroms (QPpolrz)68.573
Predicted hexadecane/gas partition coefficient (QPlogPC16)19.053
Predicted octanol/gas partition coefficient (QPlogPoct)25.835
Predicted water/gas partition coefficient (QPlogPw)6.203
Predicted octanol/water partition coefficient (QPlogPo/w)10.103
Predicted aqueous solubility (QPlogS)-12.212
Conformation-independent predicted aqueous solubility (CIQPlogS)-10.324
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-6.327
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)1401.54
Predicted brain/blood partition coefficient (QPlogBB)-1.183
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)712.545
Predicted skin permeability, log Kp (QPlogKp)-1.653
PM3 calculated ionization potential (IP(ev))8.876
PM3 calculated electron affinity (EA(eV))0.766
Number of likely metabolic reactions (#metab)2
Prediction of binding to human serum albumin (QPlogKhsa)3.018
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)100
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)62.789
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)2
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
P05067APPBeta amyloid A4 proteinT87024SEA
P23280CA6Carbonic anhydrase VIT06569SEA
P11926ODC1Ornithine decarboxylaseT60366SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
P08183ABCB1P-glycoprotein 1T25258SEA
P19838NFKB1Nuclear factor NF-kappa-B p105 subunitT83145SEA
P11388TOP2ADNA topoisomerase II alphaT17048SEA
Q09472EP300Histone acetyltransferase p300T25956SEA
P49810PSEN2Gamma-secretaseT99204SEA
P30307CDC25CDual specificity phosphatase Cdc25CT40569SEA
P10636MAPTMicrotubule-associated protein tauT45593SEA
Q04760GLO1Glyoxalase IT88285SEA
Q16236NFE2L2Nuclear factor erythroid 2-related factor 2T88505SEA
P49768PSEN1Presenilin 1T93105SEA
Q96BI3APH1AGamma-secretaseT99840SEA
Q96BI3APH1AGamma-secretaseT99840SEA
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

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
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
T17048DI0012Acute myeloid leukaemia[ICD-11: 2A60]P11388TOP2A
T17048DI0225Kaposi sarcoma[ICD-11: 2B57]P11388TOP2A
T17048DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P11388TOP2A
T25956DI0346Prostate cancer[ICD-11: 2C82]Q09472EP300
T25956DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]Q09472EP300
T99204DI0320Osteoarthritis[ICD-11: FA00-FA05]P49810PSEN2
T99204DI0380Shoulder lesion[ICD-11: FB53]P49810PSEN2
T99204DI0390Soft tissue disorder[ICD-11: FB56]P49810PSEN2
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
T93105DI0320Osteoarthritis[ICD-11: FA00-FA05]P49768PSEN1
T93105DI0380Shoulder lesion[ICD-11: FB53]P49768PSEN1
T93105DI0390Soft tissue disorder[ICD-11: FB56]P49768PSEN1
T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A
T99840DI0119Desmoid tumour[ICD-11: 2F7C]Q96BI3APH1A
T82391DI0069Cardiomyopathy[ICD-11: BC43]Q9P0J0NDUFA13
T77195DI0331Parkinsonism[ICD-11: 8A00]P03897MT-ND3

Copyright © 2025