Compound ID	CDAMM02710
Common name	Smilaside F
IUPAC name	[2-[3-acetyloxy-6-(acetyloxymethyl)-4,5-dihydroxyoxan-2-yl]oxy-4-hydroxy-5-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxolan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
Molecular formula	C₄₄H₄₆O₂₀

Experimental data

Retention time	18.13
Adduct	[M+H]+
Actual mz	895.266
Theoretical mz	895.265
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	6.0007

Identifiers and class information

Inchi key	QHZJEIGSGZHOHS-YZSGBIMPNA-N
Smiles	O=C(OCC1OC(OC2OC(COC(=O)C)C(O)C(O)C2OC(=O)C)(COC(=O)C=CC3=CC=C(O)C=C3)C(OC(=O)C=CC4=CC=C(O)C=C4)C1O)C=CC5=CC=C(O)C(OC)=C5
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives

Plant source

Convolvulus prostratus Forssk.

Clitoria ternatea L.

External sources

HMDB ID
KNApSAcK ID	C00043008
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	73044806
PlantCyc ID
UNPD ID	UNPD185775
Coconut ID	CNP0279055
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	14
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)	26
Number of reactive functional groups (#rtvFG)	7
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	894.835
Computed dipole moment(dipole)	5.16
Total solvent accessible surface area (SASA)	1299.97
Hydrophobic component of SASA (FOSA)	403.304
Hydrophilic component of SASA (FISA)	445.065
Pie component of the SASA (PISA)	451.603
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2517.56
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	21.3
Free energy of solvation of dipole (dip^2/V)	0.0105742
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0401348
Globularity descriptor (glob)	0.68847
Predicted polarizability in cubic angstroms (QPpolrz)	82.217
Predicted hexadecane/gas partition coefficient (QPlogPC16)	30.517
Predicted octanol/gas partition coefficient (QPlogPoct)	49.191
Predicted water/gas partition coefficient (QPlogPw)	32.979
Predicted octanol/water partition coefficient (QPlogPo/w)	2.776
Predicted aqueous solubility (QPlogS)	-7.068
Conformation-independent predicted aqueous solubility (CIQPlogS)	-9.546
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-8.727
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.596
Predicted brain/blood partition coefficient (QPlogBB)	-7.264
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.162
Predicted skin permeability, log Kp (QPlogKp)	-5.635
PM3 calculated ionization potential (IP(ev))	8.885
PM3 calculated electron affinity (EA(eV))	0.881
Number of likely metabolic reactions (#metab)	7
Prediction of binding to human serum albumin (QPlogKhsa)	-0.243
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	0.303
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)	328.309
Number of nitrogen and oxygen atoms (#NandO)	20
Number of violations of Lipinski’s rule of five (RuleOfFive)	3
Number of violations of Jorgensen’s rule of three (RuleOfThree)	3

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
P05067	APP	Beta amyloid A4 protein	T87024	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
Q09472	EP300	Histone acetyltransferase p300	T25956	SEA
Q9NUW8	TDP1	Tyrosyl-DNA phosphodiesterase 1	T33492	SEA
P10636	MAPT	Microtubule-associated protein tau	T45593	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
Q16236	NFE2L2	Nuclear factor erythroid 2-related factor 2	T88505	SEA
O43826	SLC37A4	Glucose-6-phosphate translocase	T47306	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
T87024	DI0025	Alzheimer disease	[ICD-11: 8A20]	P05067	APP
T87024	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P05067	APP
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T25956	DI0346	Prostate cancer	[ICD-11: 2C82]	Q09472	EP300
T25956	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q09472	EP300
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
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T88505	DI0038	Ataxic disorder	[ICD-11: 8A03]	Q16236	NFE2L2