Compound ID	CDAMM01217
Common name	Koaburanin
IUPAC name	2-(hydroxymethyl)-6-[(5-hydroxy-2-phenyl-3,4-dihydro-2H-chromen-7-yl)oxy]oxane-3,4,5-triol
Molecular formula	C₂₁H₂₄O₈

Experimental data

Retention time	0.47
Adduct	[2M+K]+
Actual mz	847.254
Theoretical mz	847.257
Error	3.61
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9762

Identifiers and class information

Inchi key	AAHNTCWRJBNODQ-YWZRKEQENA-N
Smiles	OC=1C=C(OC2OC(CO)C(O)C(O)C2O)C=C3OC(C=4C=CC=CC4)CCC13
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

Cinnamomum verum J. Presl

External sources

HMDB ID
KNApSAcK ID	C00008770
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	74977220
PlantCyc ID
UNPD ID	UNPD129513
Coconut ID	CNP0394092
LipidMAPS ID	LMPK12020253
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	0
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)	8
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	404.416
Computed dipole moment(dipole)	5.963
Total solvent accessible surface area (SASA)	677.566
Hydrophobic component of SASA (FOSA)	208.045
Hydrophilic component of SASA (FISA)	212.714
Pie component of the SASA (PISA)	256.807
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1208.21
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	10.75
Free energy of solvation of dipole (dip^2/V)	0.029425
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0354766
Globularity descriptor (glob)	0.809672
Predicted polarizability in cubic angstroms (QPpolrz)	39.514
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.9
Predicted octanol/gas partition coefficient (QPlogPoct)	26.747
Predicted water/gas partition coefficient (QPlogPw)	20.69
Predicted octanol/water partition coefficient (QPlogPo/w)	0.845
Predicted aqueous solubility (QPlogS)	-3.664
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.904
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.836
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	95.221
Predicted brain/blood partition coefficient (QPlogBB)	-2.082
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	38.948
Predicted skin permeability, log Kp (QPlogKp)	-3.767
PM3 calculated ionization potential (IP(ev))	9.005
PM3 calculated electron affinity (EA(eV))	-0.186
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	-0.475
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	67.309
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)	126.701
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
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
O43570	CA12	Carbonic anhydrase XII	T16987	SEA
Q16790	CA9	Carbonic anhydrase IX	T64567	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
P01112	HRAS	Transforming protein p21/H-Ras-1	T71081	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P14679	TYR	Tyrosinase	T97035	SEA
P32418	SLC8A1	Sodium/calcium exchanger 1	T07775	SEA
P63316	TNNC1	Troponin, cardiac muscle	T12966	SEA
P09382	LGALS1	Galectin-1	T09544	SEA
P01111	NRAS	GTPase NRas	T35486	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P05231	IL6	Interleukin-6	T32578	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA
P19429	TNNI3	Cardiac troponin I	T20186	SEA
P45379	TNNT2	Cardiac muscle troponin T	T05887	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
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
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T72038	DI0190	Hypertension	[ICD-11: BA00-BA04]	P17931	LGALS3
T72038	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P17931	LGALS3
T72038	DI0252	Melanoma	[ICD-11: 2C30]	P17931	LGALS3
T72038	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	P17931	LGALS3
T72038	DI0351	Psoriasis	[ICD-11: EA90]	P17931	LGALS3
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T12966	DI0006	Acquired cutaneous blood vessel malformation	[ICD-11: EF20]	P63316	TNNC1
T12966	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P63316	TNNC1
T35486	DI0095	Colorectal cancer	[ICD-11: 2B91]	P01111	NRAS
T35486	DI0172	Head and neck cancer	[ICD-11: 2D42]	P01111	NRAS
T35486	DI0238	Lung cancer	[ICD-11: 2C25]	P01111	NRAS
T35486	DI0326	Pancreatic cancer	[ICD-11: 2C10]	P01111	NRAS
T35486	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P01111	NRAS
T32578	DI0028	Anemia	[ICD-11: 3A00-3A9Z]	P05231	IL6
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1