Compound details

4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-3-(2-hydroxy-4,6-dimethoxybenzoyl)-2-(4-methoxyphenyl)-5H-furo[3,2-g]chromen-5-one

Compound ID	CDAMM00224
Common name	4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-3-(2-hydroxy-4,6-dimethoxybenzoyl)-2-(4-methoxyphenyl)-5H-furo[3,2-g]chromen-5-one
IUPAC name	4-hydroxy-3-(2-hydroxy-4,6-dimethoxybenzoyl)-7-(4-hydroxy-3-methoxyphenyl)-2-(4-methoxyphenyl)furo[3,2-g]chromen-5-one
Molecular formula	C₃₄H₂₆O₁₁

Experimental data

Retention time	28.95
Adduct	[M+H]+
Actual mz	611.154
Theoretical mz	611.155
Error	1.43
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	4.2536

Identifiers and class information

Inchi key	YVKBAIVWGBQUTQ-UHFFFAOYSA-N
Smiles	COC1=CC=C(C=C1)C2=C(C3=C(O2)C=C4C(=C3O)C(=O)C=C(O4)C5=CC(=C(C=C5)O)OC)C(=O)C6=C(C=C(C=C6OC)OC)O
Superclass	Phenylpropanoids and polyketides
Class	2-arylbenzofuran flavonoids

Plant source

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

External sources

HMDB ID
KNApSAcK ID
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	21576509
PlantCyc ID
UNPD ID	UNPD52193
Coconut ID	CNP0160561
LipidMAPS ID
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)	9
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	610.573
Computed dipole moment(dipole)	6.6
Total solvent accessible surface area (SASA)	858.86
Hydrophobic component of SASA (FOSA)	325.375
Hydrophilic component of SASA (FISA)	197.706
Pie component of the SASA (PISA)	335.779
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1672.12
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	8.25
Free energy of solvation of dipole (dip^2/V)	0.0260534
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0096058
Globularity descriptor (glob)	0.793271
Predicted polarizability in cubic angstroms (QPpolrz)	58.192
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.718
Predicted octanol/gas partition coefficient (QPlogPoct)	26.196
Predicted water/gas partition coefficient (QPlogPw)	13.02
Predicted octanol/water partition coefficient (QPlogPo/w)	5.337
Predicted aqueous solubility (QPlogS)	-7.266
Conformation-independent predicted aqueous solubility (CIQPlogS)	-10.196
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.478
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	132.146
Predicted brain/blood partition coefficient (QPlogBB)	-2.074
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	55.502
Predicted skin permeability, log Kp (QPlogKp)	-3.116
PM3 calculated ionization potential (IP(ev))	8.33
PM3 calculated electron affinity (EA(eV))	0.837
Number of likely metabolic reactions (#metab)	8
Prediction of binding to human serum albumin (QPlogKhsa)	1.115
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	57.284
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)	155.789
Number of nitrogen and oxygen atoms (#NandO)	11
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
P02766	TTR	Transthyretin	T86462	SEA
P05067	APP	Beta amyloid A4 protein	T87024	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P22748	CA4	Carbonic anhydrase IV	T53378	SEA
P15121	AKR1B1	Aldose reductase	T26623	SEA
P05164	MPO	Myeloperoxidase	T23471	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SEA
P33527	ABCC1	Multidrug resistance-associated protein 1	T11288	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
O95271	TNKS	Tankyrase-1	T83059	SEA
O14746	TERT	Telomerase reverse transcriptase	T86052	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q9NPH5	NOX4	NADPH oxidase 4	T29741	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
Q16236	NFE2L2	Nuclear factor erythroid 2-related factor 2	T88505	SEA
Q9HC98	NEK6	Serine/threonine-protein kinase NEK6	T78992	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q9Y256	RCE1	Prenyl protein specific protease	T10756	SEA
Q96RI0	F2RL3	Proteinase activated receptor 4	T30414	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
O75581	LRP6	Low-density lipoprotein receptor-related protein 6	T49755	SEA
O15427	SLC16A3	Monocarboxylate transporter 4	T31788	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	SEA
Q15717	ELAVL1	ELAV-like protein 1	T78349	SEA
Q9UK17	KCND3	Voltage-gated potassium channel Kv4.3	T74500	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T86462	DI0026	Amyloidosis	[ICD-11: 5D00]	P02766	TTR
T87024	DI0025	Alzheimer disease	[ICD-11: 8A20]	P05067	APP
T87024	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P05067	APP
T53378	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P22748	CA4
T53378	DI0166	Glaucoma	[ICD-11: 9C61]	P22748	CA4
T53378	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P22748	CA4
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T23471	DI0229	Left ventricular failure	[ICD-11: BD11]	P05164	MPO
T23471	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P05164	MPO
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5
T11288	DI0167	Gout	[ICD-11: FA25]	P33527	ABCC1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T83059	DI0060	Brain cancer	[ICD-11: 2A00]	O95271	TNKS
T83059	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	O95271	TNKS
T83059	DI0321	Ovarian cancer	[ICD-11: 2C73]	O95271	TNKS
T83059	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	O95271	TNKS
T86052	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	O14746	TERT
T86052	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	O14746	TERT
T86052	DI0326	Pancreatic cancer	[ICD-11: 2C10]	O14746	TERT
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
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T29741	DI0146	Fibrosis	[ICD-11: GA14-GC01]	Q9NPH5	NOX4
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T88505	DI0038	Ataxic disorder	[ICD-11: 8A03]	Q16236	NFE2L2
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T49755	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	O75581	LRP6
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP
T74500	DI0004	Acidosis	[ICD-11: 5C73]	Q9UK17	KCND3