Compound ID	CDAMM02571
Common name	Sesamolin
IUPAC name	5-[[3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]oxy]-1,3-benzodioxole
Molecular formula	C₂₀H₁₈O₇

Experimental data

Retention time	11.96
Adduct	[M+H]+
Actual mz	371.112
Theoretical mz	371.112
Error	0.47
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.1194

Identifiers and class information

Inchi key	ZZMNWJVJUKMZJY-UHFFFAOYNA-N
Smiles	O1C2=CC=C(OC3OCC4C(OCC34)C5=CC=C6OCOC6=C5)C=C2OC1
Superclass	Organoheterocyclic compounds
Class	Benzodioxoles

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0034119
KNApSAcK ID	C00000639
FooDB ID	FDB012387
DrugBank ID
ChEBI ID
Pubchem Compound ID	585998
PlantCyc ID	CPD-8928
UNPD ID	UNPD79616
Coconut ID	CNP0314194
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)	2
Number of reactive functional groups (#rtvFG)	3
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	370.358
Computed dipole moment(dipole)	2.661
Total solvent accessible surface area (SASA)	534.666
Hydrophobic component of SASA (FOSA)	301.534
Hydrophilic component of SASA (FISA)	0
Pie component of the SASA (PISA)	233.132
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	991.443
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	7.15
Free energy of solvation of dipole (dip^2/V)	0.0071402
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.899347
Predicted polarizability in cubic angstroms (QPpolrz)	34.466
Predicted hexadecane/gas partition coefficient (QPlogPC16)	9.267
Predicted octanol/gas partition coefficient (QPlogPoct)	14.808
Predicted water/gas partition coefficient (QPlogPw)	9.193
Predicted octanol/water partition coefficient (QPlogPo/w)	1.496
Predicted aqueous solubility (QPlogS)	-1.995
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.995
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.272
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	9906.04
Predicted brain/blood partition coefficient (QPlogBB)	-2.473
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	5899.29
Predicted skin permeability, log Kp (QPlogKp)	-0.506
PM3 calculated ionization potential (IP(ev))	8.723
PM3 calculated electron affinity (EA(eV))	0.031
Number of likely metabolic reactions (#metab)	2
Prediction of binding to human serum albumin (QPlogKhsa)	-0.501
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)	61.209
Number of nitrogen and oxygen atoms (#NandO)	7
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
P30542	ADORA1	Adenosine A1 receptor	T92072	SwissTargetPrediction
Q07820	MCL1	Induced myeloid leukemia cell differentiation protein Mcl-1	T14912	SwissTargetPrediction
P53779	MAPK10	c-Jun N-terminal kinase 3	T85421	SwissTargetPrediction
P24941	CDK2	Cyclin-dependent kinase 2	T70176	SwissTargetPrediction
P49841	GSK3B	Glycogen synthase kinase-3 beta	T70977	SwissTargetPrediction
P25101	EDNRA	Endothelin receptor ET-A	T23499	SEA
P24530	EDNRB	Endothelin receptor ET-B	T92828	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q99571	P2RX4	P2X purinoceptor 4	T60330	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T92072	DI0319	Orthostatic hypotension	[ICD-11: BA21]	P30542	ADORA1
T14912	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	Q07820	MCL1
T14912	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	Q07820	MCL1
T14912	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q07820	MCL1
T14912	DI0252	Melanoma	[ICD-11: 2C30]	Q07820	MCL1
T14912	DI0274	Multiple myeloma	[ICD-11: 2A83]	Q07820	MCL1
T14912	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q07820	MCL1
T85421	DI0125	Dissociative neurological symptom disorder	[ICD-11: 6B60]	P53779	MAPK10
T70176	DI0060	Brain cancer	[ICD-11: 2A00]	P24941	CDK2
T70176	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P24941	CDK2
T70176	DI0238	Lung cancer	[ICD-11: 2C25]	P24941	CDK2
T70176	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P24941	CDK2
T70176	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P24941	CDK2
T70176	DI0303	Non-small-cell lung cancer	[ICD-11: 2C25]	P24941	CDK2
T70176	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P24941	CDK2
T70176	DI0406	Thymoma	[ICD-11: 2C27]	P24941	CDK2
T70977	DI0288	Myotonic disorder	[ICD-11: 8C71]	P49841	GSK3B
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