Compound ID	CDAMM01731
Common name	3-O-Protocatechuoylceanothic acid
IUPAC name	16-(3,4-dihydroxybenzoyl)oxy-1,2,14,17,17-pentamethyl-8-prop-1-en-2-ylpentacyclo[11.7.0.02,10.05,9.014,18]icosane-5,15-dicarboxylic acid
Molecular formula	C₃₇H₅₀O₈

Experimental data

Retention time	14.11
Adduct	[M+H]+
Actual mz	623.351
Theoretical mz	623.358
Error	11.51
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.1557

Identifiers and class information

Inchi key	FGJNOXMHWXEMHU-UHFFFAOYNA-N
Smiles	O=C(OC1C(C(=O)O)C2(C)C(CCC3(C)C2CCC4C5C(C(=C)C)CCC5(C(=O)O)CCC43C)C1(C)C)C6=CC=C(O)C(O)=C6
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID	HMDB0029625
KNApSAcK ID
FooDB ID	FDB000795
DrugBank ID
ChEBI ID
Pubchem Compound ID	85245649
PlantCyc ID
UNPD ID
Coconut ID	CNP0067505
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)	2
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)	622.797
Computed dipole moment(dipole)	9.02
Total solvent accessible surface area (SASA)	872.457
Hydrophobic component of SASA (FOSA)	490.047
Hydrophilic component of SASA (FISA)	252.289
Pie component of the SASA (PISA)	130.121
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1781.1
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	7.5
Free energy of solvation of dipole (dip^2/V)	0.0456844
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0171928
Globularity descriptor (glob)	0.81448
Predicted polarizability in cubic angstroms (QPpolrz)	61.874
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.106
Predicted octanol/gas partition coefficient (QPlogPoct)	31.883
Predicted water/gas partition coefficient (QPlogPw)	16.122
Predicted octanol/water partition coefficient (QPlogPo/w)	6.263
Predicted aqueous solubility (QPlogS)	-7.796
Conformation-independent predicted aqueous solubility (CIQPlogS)	-8.85
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-1.539
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.574
Predicted brain/blood partition coefficient (QPlogBB)	-2.394
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1.272
Predicted skin permeability, log Kp (QPlogKp)	-5.039
PM3 calculated ionization potential (IP(ev))	9.274
PM3 calculated electron affinity (EA(eV))	0.541
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	1.169
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	45.051
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)	159.23
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™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
Q8TDU6	GPBAR1	G-protein coupled bile acid receptor 1	T86273	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T86273	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q8TDU6	GPBAR1