Compound ID	CDAMM00170
Common name	(-)-Semiglabrin
IUPAC name	[(12S,15R,16R)-14,14-dimethyl-6-oxo-4-phenyl-3,11,13-trioxatetracyclo[8.6.0.02,7.012,16]hexadeca-1(10),2(7),4,8-tetraen-15-yl] acetate
Molecular formula	C₂₃H₂₀O₆

Experimental data

Retention time	52.94
Adduct	[M+H]+
Actual mz	393.132
Theoretical mz	393.133
Error	2.03
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.0563

Identifiers and class information

Inchi key	XTIQPKJOGKMOSY-UHFFFAOYNA-N
Smiles	CC(=O)OC1C2C(OC3=C2C4=C(C=C3)C(=O)C=C(O4)C5=CC=CC=C5)OC1(C)C
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids

Plant source

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

Tinospora sinensis (Lour.) Merr.

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00013466
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	182678
PlantCyc ID
UNPD ID	UNPD162525
Coconut ID	CNP0144475
LipidMAPS ID	LMPK12110016
NANPDB ID	NANPDB_2862

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)	1
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	392.407
Computed dipole moment(dipole)	8.452
Total solvent accessible surface area (SASA)	589.489
Hydrophobic component of SASA (FOSA)	228.636
Hydrophilic component of SASA (FISA)	78.658
Pie component of the SASA (PISA)	282.195
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1121.06
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	6
Free energy of solvation of dipole (dip^2/V)	0.0637258
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.885337
Predicted polarizability in cubic angstroms (QPpolrz)	40.764
Predicted hexadecane/gas partition coefficient (QPlogPC16)	11.279
Predicted octanol/gas partition coefficient (QPlogPoct)	17.68
Predicted water/gas partition coefficient (QPlogPw)	9.282
Predicted octanol/water partition coefficient (QPlogPo/w)	3.473
Predicted aqueous solubility (QPlogS)	-4.084
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.683
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.733
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1778.21
Predicted brain/blood partition coefficient (QPlogBB)	-0.166
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	921.623
Predicted skin permeability, log Kp (QPlogKp)	-1.879
PM3 calculated ionization potential (IP(ev))	9.327
PM3 calculated electron affinity (EA(eV))	0.86
Number of likely metabolic reactions (#metab)	1
Prediction of binding to human serum albumin (QPlogKhsa)	0.225
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
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)	82.265
Number of nitrogen and oxygen atoms (#NandO)	6
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
Number of violations of Jorgensenâ€™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
Q99720	SIGMAR1	Sigma opioid receptor	T46360	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
O95271	TNKS	Tankyrase-1	T83059	SEA
O14746	TERT	Telomerase reverse transcriptase	T86052	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P16152	CBR1	Carbonyl reductase [NADPH] 1	T70518	SEA
Q13332	PTPRS	Receptor-type tyrosine-protein phosphatase S	T10147	SEA
Q9Y271	CYSLTR1	Cysteinyl leukotriene receptor 1	T71192	SEA
P16220	CREB1	Cyclic AMP-responsive element-binding protein	T92098	SEA
Q96HK3	CALM	Calmodulin	T39610	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T46360	DI0105	Cough	[ICD-11: MD12]	Q99720	SIGMAR1
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
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T70518	DI0037	Asthma	[ICD-11: CA23]	P16152	CBR1
T10147	DI0057	Bone paget disease	[ICD-11: FB85]	Q13332	PTPRS
T71192	DI0037	Asthma	[ICD-11: CA23]	Q9Y271	CYSLTR1
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