Compound ID	CDAMM00186
Common name	Auriculin
IUPAC name	5-hydroxy-7-(2-hydroxy-4-methoxyphenyl)-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
Molecular formula	C₂₆H₂₆O₆

Experimental data

Retention time	48.94
Adduct	[M+Na]+
Actual mz	457.161
Theoretical mz	457.162
Error	1.96
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	4.8897

Identifiers and class information

Inchi key	VQGWUEFARIAFPF-UHFFFAOYSA-N
Smiles	CC(=CCC1=C2C(=C(C3=C1OC=C(C3=O)C4=C(C=C(C=C4)OC)O)O)C=CC(O2)(C)C)C
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids

Plant source

Tinospora cordifolia (Willd.) Miers ex Hook.f. & Thomson

Tinospora sinensis (Lour.) Merr.

Tribulus terrestris L.

Plumbago zeylanica Linn.

Baliospermum solanifolium (Burm.) Suresh

Moeroris amara (Schumach. & Thonn.) R.W.Bouman

Phyllanthus urinaria L.

External sources

HMDB ID
KNApSAcK ID	C00009525
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	5491651
PlantCyc ID
UNPD ID	UNPD143561
Coconut ID	CNP0356988
LipidMAPS ID	LMPK12050316
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	6
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-1
Molecular weight (mol_MW)	434.488
Computed dipole moment(dipole)	3.783
Total solvent accessible surface area (SASA)	716.516
Hydrophobic component of SASA (FOSA)	372.845
Hydrophilic component of SASA (FISA)	109.885
Pie component of the SASA (PISA)	233.786
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1325.27
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	4.5
Free energy of solvation of dipole (dip^2/V)	0.0107998
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0062804
Globularity descriptor (glob)	0.814347
Predicted polarizability in cubic angstroms (QPpolrz)	45.264
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.187
Predicted octanol/gas partition coefficient (QPlogPoct)	18.893
Predicted water/gas partition coefficient (QPlogPw)	8.355
Predicted octanol/water partition coefficient (QPlogPo/w)	5.242
Predicted aqueous solubility (QPlogS)	-6.688
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.395
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.651
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	899.212
Predicted brain/blood partition coefficient (QPlogBB)	-0.903
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	441.042
Predicted skin permeability, log Kp (QPlogKp)	-2.145
PM3 calculated ionization potential (IP(ev))	8.679
PM3 calculated electron affinity (EA(eV))	0.514
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	1.094
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	86.103
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	1
Number of violations of Jorgensenâ€™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
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P60568	IL2	Interleukin-2	T61698	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P14679	TYR	Tyrosinase	T97035	SEA
O60911	CTSV	Cathepsin (V and K)	T93653	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
P10599	TXN	Thioredoxin	T85616	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
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
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T93653	DI0055	Bone cancer	[ICD-11: 2B5Z]	O60911	CTSV
T93653	DI0087	Chronic pain	[ICD-11: MG30]	O60911	CTSV
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T85616	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P10599	TXN