Madhucic acid



Compound IDCDAMM01834
Common nameMadhucic acid
IUPAC name2,2,6a,6b,9,9,12a-heptamethyl-10-octanoyloxy-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-4a-carboxylic acid
Molecular formulaC38H60O5

Experimental data

Retention time16.61
Adduct[M+H]+
Actual mz597.453
Theoretical mz597.451
Error2.05
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.3584

Identifiers and class information

Inchi keyJKDKWICYSPHZGM-MNGPTGSQNA-N
SmilesO=C(OC1CCC2(C)C3C(=O)C=C4C5CC(C)(C)CCC5(C(=O)O)CCC4(C)C3(C)CCC2C1(C)C)CCCCCCC
SuperclassLipids and lipid-like molecules
ClassPrenol lipids

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)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)8
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)596.889
Computed dipole moment(dipole)5.826
Total solvent accessible surface area (SASA)922.854
Hydrophobic component of SASA (FOSA)800.665
Hydrophilic component of SASA (FISA)122.189
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1880.96
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)6
Free energy of solvation of dipole (dip^2/V)0.0180455
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0065016
Globularity descriptor (glob)0.79852
Predicted polarizability in cubic angstroms (QPpolrz)63.985
Predicted hexadecane/gas partition coefficient (QPlogPC16)16.55
Predicted octanol/gas partition coefficient (QPlogPoct)26.147
Predicted water/gas partition coefficient (QPlogPw)8.381
Predicted octanol/water partition coefficient (QPlogPo/w)8.303
Predicted aqueous solubility (QPlogS)-9.51
Conformation-independent predicted aqueous solubility (CIQPlogS)-9.094
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.985
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)174.094
Predicted brain/blood partition coefficient (QPlogBB)-1.196
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)95.096
Predicted skin permeability, log Kp (QPlogKp)-3.003
PM3 calculated ionization potential (IP(ev))10.366
PM3 calculated electron affinity (EA(eV))0.523
Number of likely metabolic reactions (#metab)3
Prediction of binding to human serum albumin (QPlogKhsa)2.07
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)89.75
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)95.587
Number of nitrogen and oxygen atoms (#NandO)5
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
P29350PTPN6Protein-tyrosine phosphatase 1CT98264SEA
P18031PTPN1Protein-tyrosine phosphatase 1BT16347SEA
P17706PTPN2T-cell protein-tyrosine phosphataseT49156SEA
P06746POLBDNA polymerase beta (by homology)T06958SEA
P13726F3Coagulation factor VII/tissue factorT72702SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16347DI0009Acute diabete complication[ICD-11: 5A2Y]P18031PTPN1
T16347DI0062Breast cancer[ICD-11: 2C60-2C6Y]P18031PTPN1
T16347DI0308Obesity[ICD-11: 5B80-5B81]P18031PTPN1
T16347DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P18031PTPN1
T49156DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P17706PTPN2
T06958DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P06746POLB
T72702DI0075Cervical cancer[ICD-11: 2C77]P13726F3

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