Compound ID	CDAMM00158
Common name	Sesamolinol
IUPAC name	4-[[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-2-methoxyphenol
Molecular formula	C₂₀H₂₀O₇

Experimental data

Retention time	52.02
Adduct	[M+H]+
Actual mz	373.129
Theoretical mz	373.128
Error	1.68
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.842

Identifiers and class information

Inchi key	OJVGWDJIYBTWDS-UHFFFAOYNA-N
Smiles	COC1=C(C=CC(=C1)OC2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)O
Superclass	Benzenoids
Class	Phenols

Plant source

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

External sources

HMDB ID	HMDB0033270
KNApSAcK ID	C00002626
FooDB ID	FDB011293
DrugBank ID
ChEBI ID	CHEBI:9127
Pubchem Compound ID	443019
PlantCyc ID	CPD-8927
UNPD ID	UNPD63161
Coconut ID	CNP0244345
LipidMAPS ID
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)	4
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	0
Molecular weight (mol_MW)	372.374
Computed dipole moment(dipole)	2.477
Total solvent accessible surface area (SASA)	597.068
Hydrophobic component of SASA (FOSA)	312.915
Hydrophilic component of SASA (FISA)	54.044
Pie component of the SASA (PISA)	230.109
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1068.79
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	7.15
Free energy of solvation of dipole (dip^2/V)	0.0057404
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0119752
Globularity descriptor (glob)	0.846715
Predicted polarizability in cubic angstroms (QPpolrz)	36.248
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.383
Predicted octanol/gas partition coefficient (QPlogPoct)	16.921
Predicted water/gas partition coefficient (QPlogPw)	10.714
Predicted octanol/water partition coefficient (QPlogPo/w)	2.913
Predicted aqueous solubility (QPlogS)	-3.932
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.855
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.11
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	3043.67
Predicted brain/blood partition coefficient (QPlogBB)	-0.18
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	1647.58
Predicted skin permeability, log Kp (QPlogKp)	-1.321
PM3 calculated ionization potential (IP(ev))	8.542
PM3 calculated electron affinity (EA(eV))	0.083
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.027
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)	72.539
Number of nitrogen and oxygen atoms (#NandO)	7
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
P25101	EDNRA	Endothelin receptor ET-A	T23499	SEA
P24530	EDNRB	Endothelin receptor ET-B	T92828	SEA
P14679	TYR	Tyrosinase	T97035	SEA
P10636	MAPT	Microtubule-associated protein tau	T45593	SEA
P51843	NR0B1	Orphan nuclear receptor DAX-1	T23191	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
Q9P0J0	NDUFA13	Mitochondrial complex I	T82391	SEA
Q9Y6M9	NDUFB9	HUMAN NADH:ubiquinone oxidoreductase subunit B9	T01465	SEA
Q8N183	NDUFAF2	HUMAN NADH:ubiquinone oxidoreductase complex assembly factor 2	T01453	SEA
P03897	MT-ND3	NADH dehydrogenase	T77195	SEA
Q02880	TOP2B	DNA topoisomerase II beta	T85733	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T23499	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P25101	EDNRA
T23499	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P25101	EDNRA
T23499	DI0425	Urinary system clinical symptom	[ICD-11: MF8Y]	P25101	EDNRA
T92828	DI0070	Cardiovascular disease	[ICD-11: BA00-BE2Z]	P24530	EDNRB
T92828	DI0356	Pulmonary hypertension	[ICD-11: BB01]	P24530	EDNRB
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T45593	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10636	MAPT
T45593	DI0025	Alzheimer disease	[ICD-11: 8A20]	P10636	MAPT
T45593	DI0265	Mild neurocognitive disorder	[ICD-11: 6D71]	P10636	MAPT
T82391	DI0069	Cardiomyopathy	[ICD-11: BC43]	Q9P0J0	NDUFA13
T77195	DI0331	Parkinsonism	[ICD-11: 8A00]	P03897	MT-ND3
T85733	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q02880	TOP2B
T85733	DI0076	Chemoprotection	[ICD-11: N.A.]	Q02880	TOP2B