Compound ID	CDAMM01252
Common name	3-(E)-Coumaroylbetulinaldehyde
IUPAC name	(3a-formyl-5a,5b,8,8,11a-pentamethyl-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-(4-hydroxyphenyl)prop-2-enoate
Molecular formula	C₃₉H₅₄O₄

Experimental data

Retention time	15.38
Adduct	[M+H]+
Actual mz	587.411
Theoretical mz	587.409
Error	2.59
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.5304

Identifiers and class information

Inchi key	VKDMMNZFFPVATI-ADSKBTHMNA-N
Smiles	O=CC12CCC(C(=C)C)C2C3CCC4C5(C)CCC(OC(=O)C=CC6=CC=C(O)C=C6)C(C)(C)C5CCC4(C)C3(C)CC1
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00049349
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	85192964
PlantCyc ID
UNPD ID	UNPD82042
Coconut ID	CNP0320930
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)	586.853
Computed dipole moment(dipole)	3.788
Total solvent accessible surface area (SASA)	882.855
Hydrophobic component of SASA (FOSA)	567.764
Hydrophilic component of SASA (FISA)	133.446
Pie component of the SASA (PISA)	181.645
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1811.32
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	4.75
Free energy of solvation of dipole (dip^2/V)	0.0079214
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0053803
Globularity descriptor (glob)	0.813965
Predicted polarizability in cubic angstroms (QPpolrz)	63.575
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.204
Predicted octanol/gas partition coefficient (QPlogPoct)	25.622
Predicted water/gas partition coefficient (QPlogPw)	8.586
Predicted octanol/water partition coefficient (QPlogPo/w)	8.027
Predicted aqueous solubility (QPlogS)	-9.457
Conformation-independent predicted aqueous solubility (CIQPlogS)	-9.583
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.408
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	537.57
Predicted brain/blood partition coefficient (QPlogBB)	-1.201
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	252.919
Predicted skin permeability, log Kp (QPlogKp)	-2.667
PM3 calculated ionization potential (IP(ev))	9.11
PM3 calculated electron affinity (EA(eV))	0.739
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	2.357
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	96.897
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)	83.994
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
P06746	POLB	DNA polymerase beta (by homology)	T06958	SwissTargetPrediction
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P16885	PLCG2	Phospholipase C-gamma-2	T93922	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	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
T06958	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06746	POLB
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1