Compound ID	CDAMM01178
Common name	3-(Z)-Caffeoyllupeol
IUPAC name	(3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl) 3-(3,4-dihydroxyphenyl)prop-2-enoate
Molecular formula	C₃₉H₅₆O₄

Experimental data

Retention time	15.82
Adduct	[M+H]+
Actual mz	589.426
Theoretical mz	589.425
Error	1.57
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9792

Identifiers and class information

Inchi key	NIKLINODNHPPMX-DUQOVECMNA-N
Smiles	O=C(OC1CCC2(C)C(CCC3(C)C2CCC4C5C(C(=C)C)CCC5(C)CCC43C)C1(C)C)C=CC6=CC=C(O)C(O)=C6
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00031552
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:65549
Pubchem Compound ID	73101157
PlantCyc ID
UNPD ID	UNPD12935
Coconut ID	CNP0263085
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	3
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)	7
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	588.869
Computed dipole moment(dipole)	1.221
Total solvent accessible surface area (SASA)	930.486
Hydrophobic component of SASA (FOSA)	623.091
Hydrophilic component of SASA (FISA)	137.147
Pie component of the SASA (PISA)	170.248
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1843.94
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	3.5
Free energy of solvation of dipole (dip^2/V)	0.000809
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0053195
Globularity descriptor (glob)	0.781542
Predicted polarizability in cubic angstroms (QPpolrz)	64.771
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.936
Predicted octanol/gas partition coefficient (QPlogPoct)	26.556
Predicted water/gas partition coefficient (QPlogPw)	8.882
Predicted octanol/water partition coefficient (QPlogPo/w)	8.507
Predicted aqueous solubility (QPlogS)	-10.606
Conformation-independent predicted aqueous solubility (CIQPlogS)	-10.007
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.879
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	495.834
Predicted brain/blood partition coefficient (QPlogBB)	-1.355
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	231.763
Predicted skin permeability, log Kp (QPlogKp)	-2.775
PM3 calculated ionization potential (IP(ev))	8.921
PM3 calculated electron affinity (EA(eV))	0.8
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	2.598
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)	77.167
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
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SEA
P17706	PTPN2	T-cell protein-tyrosine phosphatase	T49156	SEA
Q8TDU6	GPBAR1	G-protein coupled bile acid receptor 1	T86273	SEA
P16885	PLCG2	Phospholipase C-gamma-2	T93922	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16347	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P18031	PTPN1
T16347	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P18031	PTPN1
T16347	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18031	PTPN1
T16347	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P18031	PTPN1
T49156	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P17706	PTPN2
T86273	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q8TDU6	GPBAR1