Compound ID	CDAMM00480
Common name	Sarmentosin
IUPAC name	2-(hydroxymethyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile
Molecular formula	C₁₁H₁₇NO₇

Experimental data

Retention time	3.19
Adduct	[M+H]+
Actual mz	276.105
Theoretical mz	276.108
Error	13.31
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.8971

Identifiers and class information

Inchi key	FWAYDNJCBHNWQD-BHQIHCQQNA-N
Smiles	N#CC(=CCOC1OC(CO)C(O)C(O)C1O)CO
Superclass	Lipids and lipid-like molecules
Class	Fatty Acyls

Plant source

Piper longum L.

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

External sources

HMDB ID	HMDB0030697
KNApSAcK ID	C00001455
FooDB ID	FDB002618
DrugBank ID
ChEBI ID	CHEBI:9033
Pubchem Compound ID	4479456
PlantCyc ID
UNPD ID	UNPD155727
Coconut ID	CNP0148325
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	2
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)	11
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	275.258
Computed dipole moment(dipole)	9.051
Total solvent accessible surface area (SASA)	523.972
Hydrophobic component of SASA (FOSA)	220.414
Hydrophilic component of SASA (FISA)	280.716
Pie component of the SASA (PISA)	22.842
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	877.886
Number of hydrogen bond donors (donorHB)	5
Number of hydrogen bond acceptors (accptHB)	13.4
Free energy of solvation of dipole (dip^2/V)	0.0933186
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0571849
Globularity descriptor (glob)	0.846218
Predicted polarizability in cubic angstroms (QPpolrz)	22.134
Predicted hexadecane/gas partition coefficient (QPlogPC16)	9.562
Predicted octanol/gas partition coefficient (QPlogPoct)	22.875
Predicted water/gas partition coefficient (QPlogPw)	21.14
Predicted octanol/water partition coefficient (QPlogPo/w)	-2.382
Predicted aqueous solubility (QPlogS)	-2.048
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.38
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.129
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	21.571
Predicted brain/blood partition coefficient (QPlogBB)	-2.713
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	7.825
Predicted skin permeability, log Kp (QPlogKp)	-5.557
PM3 calculated ionization potential (IP(ev))	10.573
PM3 calculated electron affinity (EA(eV))	0.53
Number of likely metabolic reactions (#metab)	6
Prediction of binding to human serum albumin (QPlogKhsa)	-1.328
Predicted qualitative human oral absorption (HumanOralAbsorption)	2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	36.87
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)	150.748
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	0
Number of violations of Jorgensenâ€™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
P29274	ADORA2A	Adenosine A2a receptor	T77365	SwissTargetPrediction
P30542	ADORA1	Adenosine A1 receptor	T92072	SwissTargetPrediction
O43451	MGAM	Maltase-glucoamylase	T92777	SwissTargetPrediction
Q04609	FOLH1	Glutamate carboxypeptidase II	T97071	SwissTargetPrediction
P32320	CDA	Cytidine deaminase (by homology)	T79027	SwissTargetPrediction
P00813	ADA	Adenosine deaminase	T03661	SwissTargetPrediction
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
O60502	OGA	Bifunctional protein NCOAT	T19567	SwissTargetPrediction
P06737	PYGL	Liver glycogen phosphorylase	T19184	SwissTargetPrediction
P42574	CASP3	Caspase-3	T57943	SwissTargetPrediction
P60568	IL2	Interleukin-2	T61698	SEA
P16455	MGMT	6-O-methylguanine-DNA methyltransferase	T24587	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SwissTargetPrediction
P14679	TYR	Tyrosinase	T97035	SEA
Q9Y3Q0	NAALAD2	NAALADase II	T70036	SwissTargetPrediction
Q92820	GGH	Gamma-glutamyl hydrolase	T71646	SwissTargetPrediction
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA
P11717	IGF2R	Insulin-like growth factor II receptor	T59550	SEA
P30837	ALDH1B1	Acetaldehyde dehydrogenase	T99641	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
T92777	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	O43451	MGAM
T92777	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	O43451	MGAM
T97071	DI0122	Diagnostic imaging	[ICD-11: N.A.]	Q04609	FOLH1
T97071	DI0346	Prostate cancer	[ICD-11: 2C82]	Q04609	FOLH1
T79027	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P32320	CDA
T03661	DI0016	Adaptive immunity immunodeficiency	[ICD-11: 4A01]	P00813	ADA
T03661	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P00813	ADA
T03661	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P00813	ADA
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
T19567	DI0025	Alzheimer disease	[ICD-11: 8A20]	O60502	OGA
T19567	DI0331	Parkinsonism	[ICD-11: 8A00]	O60502	OGA
T57943	DI0060	Brain cancer	[ICD-11: 2A00]	P42574	CASP3
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
T24587	DI0369	Sarcoma	[ICD-11: 2A60-2C35]	P16455	MGMT
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
T86918	DI0110	Cystic fibrosis	[ICD-11: CA25]	P04746	AMY2A
T86918	DI0328	Pancreatic malfunction	[ICD-11: DC30-DC3Z]	P04746	AMY2A
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T59550	DI0146	Fibrosis	[ICD-11: GA14-GC01]	P11717	IGF2R
T59550	DI0368	Sarcoidosis	[ICD-11: 4B20]	P11717	IGF2R
T99641	DI0396	Substance abuse	[ICD-11: 6C40]	P30837	ALDH1B1