Compound ID	CDAMM01633
Common name	Dihydrofoliamenthin
IUPAC name	[5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] 8-hydroxy-2,6-dimethyloct-6-enoate
Molecular formula	C₂₆H₃₈O₁₂

Experimental data

Retention time	2.58
Adduct	[M+H]+
Actual mz	543.24
Theoretical mz	543.243
Error	5.29
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.0668

Identifiers and class information

Inchi key	MLZWMRAJMJNMHR-LCKCCRTJNA-N
Smiles	O=C1OC(OC(=O)C(C)CCCC(=CCO)C)CC2C1=COC(OC3OC(CO)C(O)C(O)C3O)C2C=C
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Cinnamomum tamala (Buch.-Ham.) T.Nees & C.H.Eberm.

External sources

HMDB ID
KNApSAcK ID	C00010751
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	74029687
PlantCyc ID
UNPD ID	UNPD152341
Coconut ID	CNP0409899
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	4
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)	16
Number of reactive functional groups (#rtvFG)	5
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	542.579
Computed dipole moment(dipole)	2.816
Total solvent accessible surface area (SASA)	884.986
Hydrophobic component of SASA (FOSA)	516.321
Hydrophilic component of SASA (FISA)	299.69
Pie component of the SASA (PISA)	68.976
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1644.14
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	18.6
Free energy of solvation of dipole (dip^2/V)	0.0048231
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0469961
Globularity descriptor (glob)	0.761238
Predicted polarizability in cubic angstroms (QPpolrz)	50.029
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.486
Predicted octanol/gas partition coefficient (QPlogPoct)	34.099
Predicted water/gas partition coefficient (QPlogPw)	26.471
Predicted octanol/water partition coefficient (QPlogPo/w)	-0.445
Predicted aqueous solubility (QPlogS)	-3.334
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.13
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-5.724
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	14.254
Predicted brain/blood partition coefficient (QPlogBB)	-3.849
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	5
Predicted skin permeability, log Kp (QPlogKp)	-5.264
PM3 calculated ionization potential (IP(ev))	9.913
PM3 calculated electron affinity (EA(eV))	0.361
Number of likely metabolic reactions (#metab)	10
Prediction of binding to human serum albumin (QPlogKhsa)	-1.149
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	19.077
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)	200.087
Number of nitrogen and oxygen atoms (#NandO)	12
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	2
Number of violations of Jorgensenâ€™s rule of three (RuleOfThree)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P29274	ADORA2A	Adenosine A2a receptor	T77365	SwissTargetPrediction
P30542	ADORA1	Adenosine A1 receptor	T92072	SwissTargetPrediction
P0DMS8	ADORA3	Adenosine A3 receptor	T36059	SwissTargetPrediction
P13866	SLC5A1	Sodium/glucose cotransporter 1	T54771	SwissTargetPrediction
Q9BZP6	CHIA	Acidic mammalian chitinase (by homology)	T51597	SEA
P15692	VEGFA	Vascular endothelial growth factor A	T20761	SEA
P05230	FGF1	Acidic fibroblast growth factor	T18639	SEA
P09038	FGF2	Basic fibroblast growth factor	T31621	SEA
O43868	SLC28A2	Sodium/nucleoside cotransporter 2	T94627	SwissTargetPrediction
P31639	SLC5A2	Sodium/glucose cotransporter 2	T30085	SwissTargetPrediction
P17931	LGALS3	Galectin-3	T72038	SEA
P14679	TYR	Tyrosinase	T97035	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T77365	DI0319	Orthostatic hypotension	[ICD-11: BA21]	P29274	ADORA2A
T77365	DI0331	Parkinsonism	[ICD-11: 8A00]	P29274	ADORA2A
T77365	DI0359	Radionuclide imaging	[ICD-11: N.A.]	P29274	ADORA2A
T92072	DI0319	Orthostatic hypotension	[ICD-11: BA21]	P30542	ADORA1
T36059	DI0351	Psoriasis	[ICD-11: EA90]	P0DMS8	ADORA3
T36059	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P0DMS8	ADORA3
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
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
T18639	DI0081	Chronic arterial occlusive disease	[ICD-11: BD4Z]	P05230	FGF1
T18639	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	P05230	FGF1
T31621	DI0005	Acne vulgaris	[ICD-11: ED80]	P09038	FGF2
T30085	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P31639	SLC5A2
T30085	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P31639	SLC5A2
T30085	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P31639	SLC5A2
T72038	DI0190	Hypertension	[ICD-11: BA00-BA04]	P17931	LGALS3
T72038	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P17931	LGALS3
T72038	DI0252	Melanoma	[ICD-11: 2C30]	P17931	LGALS3
T72038	DI0302	Non-alcoholic fatty liver disease	[ICD-11: DB92]	P17931	LGALS3
T72038	DI0351	Psoriasis	[ICD-11: EA90]	P17931	LGALS3
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR