Compound ID	CDAMM02394
Common name	Lupiwighteone
IUPAC name	5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one
Molecular formula	C₂₀H₁₈O₅

Experimental data

Retention time	0.43
Adduct	[M+Na]+
Actual mz	361.104
Theoretical mz	361.104
Error	1.16
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9056

Identifiers and class information

Inchi key	YGCCASGFIOIXIN-UHFFFAOYSA-N
Smiles	O=C1C(=COC=2C1=C(O)C=C(O)C2CC=C(C)C)C=3C=CC(O)=CC3
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids

Plant source

Asparagus gonoclados Baker

External sources

HMDB ID	HMDB0038902
KNApSAcK ID	C00009896
FooDB ID	FDB018366
DrugBank ID
ChEBI ID
Pubchem Compound ID	5317480
PlantCyc ID	CPD-6721
UNPD ID	UNPD90725
Coconut ID	CNP0240720
LipidMAPS ID	LMPK12050196
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)	6
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	338.359
Computed dipole moment(dipole)	4.367
Total solvent accessible surface area (SASA)	606.985
Hydrophobic component of SASA (FOSA)	184.812
Hydrophilic component of SASA (FISA)	175.191
Pie component of the SASA (PISA)	246.981
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1070.15
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	3.75
Free energy of solvation of dipole (dip^2/V)	0.0178229
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0087371
Globularity descriptor (glob)	0.833587
Predicted polarizability in cubic angstroms (QPpolrz)	35.18
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.572
Predicted octanol/gas partition coefficient (QPlogPoct)	16.847
Predicted water/gas partition coefficient (QPlogPw)	9.351
Predicted octanol/water partition coefficient (QPlogPo/w)	3.315
Predicted aqueous solubility (QPlogS)	-4.849
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.451
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.403
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	216.053
Predicted brain/blood partition coefficient (QPlogBB)	-1.479
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	94.425
Predicted skin permeability, log Kp (QPlogKp)	-3.302
PM3 calculated ionization potential (IP(ev))	9.048
PM3 calculated electron affinity (EA(eV))	0.386
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	0.476
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	88.14
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)	95.505
Number of nitrogen and oxygen atoms (#NandO)	5
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	0

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
Q92731	ESR2	Estrogen receptor beta	T80896	SwissTargetPrediction
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SwissTargetPrediction and SEA
P03372	ESR1	Estrogen receptor alpha	T02506	SwissTargetPrediction
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P11474	ESRRA	Estrogen-related receptor alpha	T72841	SEA
O95718	ESRRB	Estrogen-related receptor beta	T42025	SEA
P16050	ALOX15	Arachidonate 15-lipoxygenase	T16042	SEA
P18054	ALOX12	Arachidonate 12-lipoxygenase	T35527	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SEA
P49763	PGF	Placenta growth factor	T70792	SEA
O14980	XPO1	Exportin-1	T51407	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P14679	TYR	Tyrosinase	T97035	SEA
P47989	XDH	Xanthine dehydrogenase	T40954	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
O60911	CTSV	Cathepsin (V and K)	T93653	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	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
T80896	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q92731	ESR2
T80896	DI0108	Cushing syndrome	[ICD-11: 5A70]	Q92731	ESR2
T80896	DI0254	Menopausal disorder	[ICD-11: GA30]	Q92731	ESR2
T80896	DI0432	Vasomotor/allergic rhinitis	[ICD-11: CA08]	Q92731	ESR2
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
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T72841	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P11474	ESRRA
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
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1
T70792	DI0095	Colorectal cancer	[ICD-11: 2B91]	P49763	PGF
T51407	DI0234	Liposarcoma	[ICD-11: 2B59]	O14980	XPO1
T51407	DI0274	Multiple myeloma	[ICD-11: 2A83]	O14980	XPO1
T51407	DI0395	Stomach cancer	[ICD-11: 2B72]	O14980	XPO1
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
T40954	DI0206	Inborn purine/pyrimidine/nucleotide metabolism error	[ICD-11: 5C55]	P47989	XDH
T40954	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P47989	XDH
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
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1