Compound ID	CDAMM01943
Common name	Shazhiside methyl ester gentiobioside
IUPAC name	methyl 5,7-dihydroxy-7-methyl-1-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Molecular formula	C₂₃H₃₆O₁₆

Experimental data

Retention time	28.23
Adduct	[M+H]+
Actual mz	569.212
Theoretical mz	569.207
Error	8.12
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.2589

Identifiers and class information

Inchi key	FFKQCCZXUVIIPM-JHVZDRKZNA-N
Smiles	O=C(OC)C1=COC(OC2OC(COC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)C4C1C(O)CC4(O)C
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Curcuma longa L.

Convolvulus prostratus Forssk.

External sources

HMDB ID
KNApSAcK ID	C00010688
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162916689
PlantCyc ID
UNPD ID	UNPD118079
Coconut ID	CNP0185983
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	10
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)	4
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	568.528
Computed dipole moment(dipole)	8.982
Total solvent accessible surface area (SASA)	808.019
Hydrophobic component of SASA (FOSA)	400.381
Hydrophilic component of SASA (FISA)	380.284
Pie component of the SASA (PISA)	27.354
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1550.31
Number of hydrogen bond donors (donorHB)	9
Number of hydrogen bond acceptors (accptHB)	24.85
Free energy of solvation of dipole (dip^2/V)	0.0520412
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0922627
Globularity descriptor (glob)	0.801718
Predicted polarizability in cubic angstroms (QPpolrz)	45.877
Predicted hexadecane/gas partition coefficient (QPlogPC16)	17.526
Predicted octanol/gas partition coefficient (QPlogPoct)	42.994
Predicted water/gas partition coefficient (QPlogPw)	38.565
Predicted octanol/water partition coefficient (QPlogPo/w)	-3.899
Predicted aqueous solubility (QPlogS)	-1.521
Conformation-independent predicted aqueous solubility (CIQPlogS)	-1.206
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.871
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	2.453
Predicted brain/blood partition coefficient (QPlogBB)	-4.345
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.746
Predicted skin permeability, log Kp (QPlogKp)	-6.896
PM3 calculated ionization potential (IP(ev))	9.897
PM3 calculated electron affinity (EA(eV))	0.231
Number of likely metabolic reactions (#metab)	10
Prediction of binding to human serum albumin (QPlogKhsa)	-1.869
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0
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)	263.479
Number of nitrogen and oxygen atoms (#NandO)	16
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’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
O43570	CA12	Carbonic anhydrase XII	T16987	SEA
Q16790	CA9	Carbonic anhydrase IX	T64567	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	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
P60568	IL2	Interleukin-2	T61698	SEA
P17931	LGALS3	Galectin-3	T72038	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
P20916	MAG	Myelin-associated glycoprotein (by homology)	T95286	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
Q99417	MYCBP	MYCBP messenger RNA	T37298	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
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
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
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
T95286	DI0219	Ischaemic/haemorrhagic stroke	[ICD-11: 8B20]	P20916	MAG
T37298	DI0235	Liver cancer	[ICD-11: 2C12]	Q99417	MYCBP