Compound ID	CDAMM02420
Common name	Lupinisoflavone M
IUPAC name	6-(2,3-dihydroxy-3-methylbutyl)-5,7-dihydroxy-3-[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]chromen-4-one
Molecular formula	C₂₅H₂₈O₈

Experimental data

Retention time	7.77
Adduct	[M+H]+
Actual mz	457.185
Theoretical mz	457.185
Error	1.26
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.0393

Identifiers and class information

Inchi key	IXEGNYHOJYAEHW-UHFFFAOYNA-N
Smiles	O=C1C(=COC2=CC(O)=C(C(O)=C12)CC(O)C(O)(C)C)C=3C=CC=4OC(CC4C3)C(O)(C)C
Superclass	Phenylpropanoids and polyketides
Class	Isoflavonoids

Plant source

Asparagus gonoclados Baker

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00009927
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	14728998
PlantCyc ID
UNPD ID	UNPD67214
Coconut ID	CNP0151066
LipidMAPS ID	LMPK12050183
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)	10
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	456.491
Computed dipole moment(dipole)	3.443
Total solvent accessible surface area (SASA)	756.291
Hydrophobic component of SASA (FOSA)	354.459
Hydrophilic component of SASA (FISA)	195.992
Pie component of the SASA (PISA)	205.839
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1374.44
Number of hydrogen bond donors (donorHB)	4
Number of hydrogen bond acceptors (accptHB)	6.95
Free energy of solvation of dipole (dip^2/V)	0.0086252
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0183792
Globularity descriptor (glob)	0.790484
Predicted polarizability in cubic angstroms (QPpolrz)	44.396
Predicted hexadecane/gas partition coefficient (QPlogPC16)	14.81
Predicted octanol/gas partition coefficient (QPlogPoct)	24.401
Predicted water/gas partition coefficient (QPlogPw)	14.771
Predicted octanol/water partition coefficient (QPlogPo/w)	3.378
Predicted aqueous solubility (QPlogS)	-5.513
Conformation-independent predicted aqueous solubility (CIQPlogS)	-6.476
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.904
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	137.185
Predicted brain/blood partition coefficient (QPlogBB)	-2.13
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	57.794
Predicted skin permeability, log Kp (QPlogKp)	-3.446
PM3 calculated ionization potential (IP(ev))	8.729
PM3 calculated electron affinity (EA(eV))	0.54
Number of likely metabolic reactions (#metab)	7
Prediction of binding to human serum albumin (QPlogKhsa)	0.382
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	84.976
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)	137.965
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
P13866	SLC5A1	Sodium/glucose cotransporter 1	T54771	SwissTargetPrediction
P17612	PRKACA	cAMP-dependent protein kinase alpha-catalytic subunit	T12808	SwissTargetPrediction
P05121	SERPINE1	Plasminogen activator inhibitor-1	T15556	SwissTargetPrediction
P24723	PRKCH	Protein kinase C eta	T40149	SwissTargetPrediction
P05771	PRKCB	Protein kinase C beta	T40276	SwissTargetPrediction
Q02156	PRKCE	Protein kinase C epsilon	T00895	SwissTargetPrediction
Q05655	PRKCD	Protein kinase C delta	T44861	SwissTargetPrediction
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	SwissTargetPrediction
P05129	PRKCG	Protein kinase C gamma	T47107	SwissTargetPrediction
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SwissTargetPrediction and SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q96HK3	CALM	Calmodulin	T39610	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T54771	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P13866	SLC5A1
T54771	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P13866	SLC5A1
T54771	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P13866	SLC5A1
T12808	DI0279	Muscular atrophy	[ICD-11: 8B61]	P17612	PRKACA
T15556	DI0037	Asthma	[ICD-11: CA23]	P05121	SERPINE1
T15556	DI0405	Thrombosis	[ICD-11: DB61-GB90]	P05121	SERPINE1
T40149	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	P24723	PRKCH
T40276	DI0123	Diffuse large B-cell lymphoma	[ICD-11: 2A81]	P05771	PRKCB
T40276	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P05771	PRKCB
T40276	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P05771	PRKCB
T00895	DI0033	Anxiety disorder	[ICD-11: 6B00-6B0Z]	Q02156	PRKCE
T00895	DI0243	Malaria	[ICD-11: 1F40-1F45]	Q02156	PRKCE
T44861	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	Q05655	PRKCD
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1
T47107	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P05129	PRKCG
T47107	DI0248	Mastocytosis	[ICD-11: 2A21]	P05129	PRKCG
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T39610	DI0068	Cardiac arrhythmia	[ICD-11: BC9Z]	Q96HK3	CALM
T39610	DI0243	Malaria	[ICD-11: 1F40-1F45]	Q96HK3	CALM
T39610	DI0370	Schizophrenia	[ICD-11: 6A20]	Q96HK3	CALM