Compound ID	CDAMM01263
Common name	2-O-Protocatechuoylalphitolic acid
IUPAC name	10-(3,4-dihydroxybenzoyl)oxy-9-hydroxy-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]chrysene-3a-carboxylic acid
Molecular formula	C₃₇H₅₂O₇

Experimental data

Retention time	13.42
Adduct	[M+H]+
Actual mz	609.37
Theoretical mz	609.378
Error	12.92
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.2972

Identifiers and class information

Inchi key	MKDOBXUKRMFQNI-UHFFFAOYNA-N
Smiles	O=C(OC1CC2(C)C(CCC3(C)C2CCC4C5C(C(=C)C)CCC5(C(=O)O)CCC43C)C(C)(C)C1O)C6=CC=C(O)C(O)=C6
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum verum J. Presl

Curcuma longa L.

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0029779
KNApSAcK ID
FooDB ID	FDB000986
DrugBank ID
ChEBI ID
Pubchem Compound ID	85286056
PlantCyc ID
UNPD ID	UNPD100681
Coconut ID	CNP0212924
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
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)	7
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	608.814
Computed dipole moment(dipole)	8.107
Total solvent accessible surface area (SASA)	897.784
Hydrophobic component of SASA (FOSA)	522.79
Hydrophilic component of SASA (FISA)	226.465
Pie component of the SASA (PISA)	148.529
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1781.49
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	7.2
Free energy of solvation of dipole (dip^2/V)	0.0368927
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0160395
Globularity descriptor (glob)	0.791619
Predicted polarizability in cubic angstroms (QPpolrz)	62.065
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.238
Predicted octanol/gas partition coefficient (QPlogPoct)	31.444
Predicted water/gas partition coefficient (QPlogPw)	15.837
Predicted octanol/water partition coefficient (QPlogPo/w)	6.045
Predicted aqueous solubility (QPlogS)	-8.318
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.676
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.805
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	17.862
Predicted brain/blood partition coefficient (QPlogBB)	-2.268
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	8.116
Predicted skin permeability, log Kp (QPlogKp)	-4.498
PM3 calculated ionization potential (IP(ev))	9.382
PM3 calculated electron affinity (EA(eV))	0.628
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	1.362
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	58.832
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)	138.124
Number of nitrogen and oxygen atoms (#NandO)	7
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
Number of violations of Jorgensen’s rule of three (RuleOfThree)	2

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	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