Compound ID	CDAMM01463
Common name	Proanthocyanidin A2
IUPAC name	5,13-bis(3,4-dihydroxyphenyl)-4,12,14-trioxapentacyclo[11.7.1.02,11.03,8.015,20]henicosa-2(11),3(8),9,15,17,19-hexaene-6,9,17,19,21-pentol
Molecular formula	C₃₀H₂₄O₁₂

Experimental data

Retention time	19.56
Adduct	[M+H]+
Actual mz	577.127
Theoretical mz	577.134
Error	12.09
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9304

Identifiers and class information

Inchi key	NSEWTSAADLNHNH-LSBOWGMISA-N
Smiles	OC=1C=C(O)C2=C(OC3(OC4=CC(O)=C5C(OC(C6=CC=C(O)C(O)=C6)C(O)C5)=C4C2C3O)C7=CC=C(O)C(O)=C7)C1
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

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

External sources

HMDB ID	HMDB0037655
KNApSAcK ID	C00002934
FooDB ID	FDB016777
DrugBank ID
ChEBI ID	CHEBI:28472
Pubchem Compound ID	5089889
PlantCyc ID
UNPD ID	UNPD102575
Coconut ID	CNP0165094
LipidMAPS ID
NANPDB ID	NANPDB_3564

Pharmacokinetic properties

Number of descriptor values(#stars)	7
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)	9
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	576.512
Computed dipole moment(dipole)	3.509
Total solvent accessible surface area (SASA)	798.478
Hydrophobic component of SASA (FOSA)	77.843
Hydrophilic component of SASA (FISA)	394.461
Pie component of the SASA (PISA)	326.173
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1508.23
Number of hydrogen bond donors (donorHB)	9
Number of hydrogen bond acceptors (accptHB)	10.9
Free energy of solvation of dipole (dip^2/V)	0.0081624
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0409529
Globularity descriptor (glob)	0.796553
Predicted polarizability in cubic angstroms (QPpolrz)	51.542
Predicted hexadecane/gas partition coefficient (QPlogPC16)	19.387
Predicted octanol/gas partition coefficient (QPlogPoct)	37.592
Predicted water/gas partition coefficient (QPlogPw)	28.475
Predicted octanol/water partition coefficient (QPlogPo/w)	0.596
Predicted aqueous solubility (QPlogS)	-4.655
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.387
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.379
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1.8
Predicted brain/blood partition coefficient (QPlogBB)	-4.124
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.534
Predicted skin permeability, log Kp (QPlogKp)	-6.776
PM3 calculated ionization potential (IP(ev))	8.911
PM3 calculated electron affinity (EA(eV))	0.072
Number of likely metabolic reactions (#metab)	12
Prediction of binding to human serum albumin (QPlogKhsa)	-0.189
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
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)	211.021
Number of nitrogen and oxygen atoms (#NandO)	12
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
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
P20151	KLK2	Kallikrein 2	T01908	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SwissTargetPrediction and SEA
P49763	PGF	Placenta growth factor	T70792	SwissTargetPrediction and SEA
P52209	PGD	6-phosphogluconate dehydrogenase	T76497	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T01908	DI0213	Innate/adaptive immunodeficiency	[ICD-11: 4A00]	P20151	KLK2
T20761	DI0095	Colorectal cancer	[ICD-11: 2B91]	P15692	VEGFA
T20761	DI0365	Retinopathy	[ICD-11: 9B71]	P15692	VEGFA
T20761	DI0430	Vascular system developmental anomaly	[ICD-11: LA90]	P15692	VEGFA
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T76497	DI0337	Pituitary gland disorder	[ICD-11: 5A60-5A61]	P52209	PGD
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1