(ent-16alpha)-16-Kauranol



Compound IDCDAMM02379
Common name(ent-16alpha)-16-Kauranol
IUPAC name5,5,9,14-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol
Molecular formulaC20H34O

Experimental data

Retention time10.2
Adduct[M+K]+
Actual mz329.225
Theoretical mz329.224
Error2.86
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.6132

Identifiers and class information

Inchi keyFZSRMADKTOBCNT-UHFFFAOYNA-N
SmilesOC1(C)CC23CCC4C(C)(C)CCCC4(C)C3CCC1C2
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)0
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)1
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)1
Molecular weight (mol_MW)290.488
Computed dipole moment(dipole)1.716
Total solvent accessible surface area (SASA)528.359
Hydrophobic component of SASA (FOSA)492.509
Hydrophilic component of SASA (FISA)35.851
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)991.837
Number of hydrogen bond donors (donorHB)1
Number of hydrogen bond acceptors (accptHB)0.75
Free energy of solvation of dipole (dip^2/V)0.0029688
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0014195
Globularity descriptor (glob)0.910324
Predicted polarizability in cubic angstroms (QPpolrz)32.897
Predicted hexadecane/gas partition coefficient (QPlogPC16)8.164
Predicted octanol/gas partition coefficient (QPlogPoct)12.067
Predicted water/gas partition coefficient (QPlogPw)3.217
Predicted octanol/water partition coefficient (QPlogPo/w)4.916
Predicted aqueous solubility (QPlogS)-5.414
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.674
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-2.983
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)4528.22
Predicted brain/blood partition coefficient (QPlogBB)0.215
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)2531.22
Predicted skin permeability, log Kp (QPlogKp)-2.084
PM3 calculated ionization potential (IP(ev))10.675
PM3 calculated electron affinity (EA(eV))-2.906
Number of likely metabolic reactions (#metab)1
Prediction of binding to human serum albumin (QPlogKhsa)1.131
Predicted qualitative human oral absorption (HumanOralAbsorption)3
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)20.108
Number of nitrogen and oxygen atoms (#NandO)1
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P22748CA4Carbonic anhydrase IVT53378SwissTargetPrediction
P10275ARAndrogen ReceptorT11211SwissTargetPrediction
Q92731ESR2Estrogen receptor betaT80896SwissTargetPrediction
Q14994NR1I3Nuclear receptor subfamily 1 group I member 3 (by homology)T69506SwissTargetPrediction
P11511CYP19A1Cytochrome P450 19A1T13260SwissTargetPrediction
P30307CDC25CDual specificity phosphatase Cdc25CT40569SwissTargetPrediction
P28845HSD11B111-beta-hydroxysteroid dehydrogenase 1T65200SwissTargetPrediction
Q8TDU6GPBAR1G-protein coupled bile acid receptor 1T86273SwissTargetPrediction
Q7Z2W7TRPM8Transient receptor potential cation channel subfamily M member 8T41955SwissTargetPrediction
P16662UGT2B7UDP-glucuronosyltransferase 2B7T62815SwissTargetPrediction and SEA
P03372ESR1Estrogen receptor alphaT02506SwissTargetPrediction
Q15465SHHSonic hedgehog protein (by homology)T12075SwissTargetPrediction
P30307CDC25CDual specificity phosphatase Cdc25CT40569SwissTargetPrediction

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T53378DI0046Bacterial infection[ICD-11: 1A00-1C4Z]P22748CA4
T53378DI0166Glaucoma[ICD-11: 9C61]P22748CA4
T53378DI0372Seborrhoeic dermatitis[ICD-11: EA81]P22748CA4
T11211DI0005Acne vulgaris[ICD-11: ED80]P10275AR
T11211DI0012Acute myeloid leukaemia[ICD-11: 2A60]P10275AR
T11211DI0021Alcoholic liver disease[ICD-11: DB94]P10275AR
T11211DI0062Breast cancer[ICD-11: 2C60-2C6Y]P10275AR
T11211DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P10275AR
T11211DI0145Female pelvic pain[ICD-11: GA34]P10275AR
T11211DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P10275AR
T11211DI0237Low bone mass disorder[ICD-11: FB83]P10275AR
T11211DI0247Mammary tumour[ICD-11: 2C60-2C6Z]P10275AR
T11211DI0346Prostate cancer[ICD-11: 2C82]P10275AR
T11211DI0401Testicular dysfunction[ICD-11: 5A81]P10275AR
T80896DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q92731ESR2
T80896DI0108Cushing syndrome[ICD-11: 5A70]Q92731ESR2
T80896DI0254Menopausal disorder[ICD-11: GA30]Q92731ESR2
T80896DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]Q92731ESR2
T69506DI0126Dizziness and giddiness[ICD-11: MB48]Q14994NR1I3
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T65200DI0210Influenza[ICD-11: 1E30-1E32]P28845HSD11B1
T65200DI0239Lupus erythematosus[ICD-11: 4A40]P28845HSD11B1
T65200DI0417Type 2 diabetes mellitus[ICD-11: 5A11]P28845HSD11B1
T86273DI0417Type 2 diabetes mellitus[ICD-11: 5A11]Q8TDU6GPBAR1
T41955DI0422Upper respiratory tract disorder[ICD-11: CA0Z]Q7Z2W7TRPM8
T02506DI0106COVID-19[ICD-11: 1D6Y]P03372ESR1

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