Compound ID	CDAMM01808
Common name	Premnoside A
IUPAC name	[3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-5-hydroxy-2-[[2-(hydroxymethyl)-10-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxan-4-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
Molecular formula	C₃₉H₄₄O₂₀

Experimental data

Retention time	17.75
Adduct	[M+Na]+
Actual mz	855.236
Theoretical mz	855.232
Error	4.54
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.2525

Identifiers and class information

Inchi key	KHFFJEIOVZPCNE-OCBAISETNA-N
Smiles	O=C(OC1C(O)C(OC(OC2C3OC3(CO)C4C(OC=CC24)OC5OC(CO)C(O)C(O)C5O)C1OC(=O)C=CC6=CC=C(O)C(O)=C6)C)C=CC7=CC=C(O)C(O)=C7
Superclass	Phenylpropanoids and polyketides
Class	Cinnamic acids and derivatives

Plant source

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

Curcuma oligantha Trimen

External sources

HMDB ID
KNApSAcK ID	C00010664
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	162934177
PlantCyc ID
UNPD ID	UNPD142577
Coconut ID	CNP0204243
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	13
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)	24
Number of reactive functional groups (#rtvFG)	6
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	832.765
Computed dipole moment(dipole)	11.482
Total solvent accessible surface area (SASA)	1042.1
Hydrophobic component of SASA (FOSA)	289.175
Hydrophilic component of SASA (FISA)	482.185
Pie component of the SASA (PISA)	270.735
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	2152.54
Number of hydrogen bond donors (donorHB)	9
Number of hydrogen bond acceptors (accptHB)	26.7
Free energy of solvation of dipole (dip^2/V)	0.0612442
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0768643
Globularity descriptor (glob)	0.773675
Predicted polarizability in cubic angstroms (QPpolrz)	67.166
Predicted hexadecane/gas partition coefficient (QPlogPC16)	25.344
Predicted octanol/gas partition coefficient (QPlogPoct)	52.343
Predicted water/gas partition coefficient (QPlogPw)	41.535
Predicted octanol/water partition coefficient (QPlogPo/w)	-1.974
Predicted aqueous solubility (QPlogS)	-2.147
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.701
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.485
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	0.265
Predicted brain/blood partition coefficient (QPlogBB)	-6.253
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.067
Predicted skin permeability, log Kp (QPlogKp)	-7.148
PM3 calculated ionization potential (IP(ev))	9.008
PM3 calculated electron affinity (EA(eV))	0.946
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	-1.623
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)	323.001
Number of nitrogen and oxygen atoms (#NandO)	20
Number of violations of Lipinskiâ€™s rule of five (RuleOfFive)	3
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
P08253	MMP2	Matrix metalloproteinase 2	T68251	SwissTargetPrediction
P11387	TOP1	DNA topoisomerase I	T09826	SwissTargetPrediction
P07900	HSP90AA1	Heat shock protein HSP 90-alpha	T18477	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
P52789	HK2	Hexokinase type II	T96685	SEA
P39900	MMP12	Matrix metalloproteinase 12	T03500	SwissTargetPrediction
P01112	HRAS	Transforming protein p21/H-Ras-1	T71081	SEA
P60568	IL2	Interleukin-2	T61698	SEA
P04746	AMY2A	Pancreatic alpha-amylase	T86918	SEA
P14679	TYR	Tyrosinase	T97035	SEA
Q9GZQ4	NMUR2	Neuromedin-U receptor 2	T04210	SEA
Q9NZ08	ERAP1	Endoplasmic reticulum aminopeptidase 1	T72849	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T68251	DI0238	Lung cancer	[ICD-11: 2C25]	P08253	MMP2
T09826	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P11387	TOP1
T09826	DI0095	Colorectal cancer	[ICD-11: 2B91]	P11387	TOP1
T09826	DI0238	Lung cancer	[ICD-11: 2C25]	P11387	TOP1
T09826	DI0321	Ovarian cancer	[ICD-11: 2C73]	P11387	TOP1
T09826	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11387	TOP1
T18477	DI0015	Acute upper respiratory infection	[ICD-11: CA07]	P07900	HSP90AA1
T18477	DI0037	Asthma	[ICD-11: CA23]	P07900	HSP90AA1
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
T96685	DI0133	Epidermal dysplasias	[ICD-11: EK90]	P52789	HK2
T03500	DI0037	Asthma	[ICD-11: CA23]	P39900	MMP12
T03500	DI0238	Lung cancer	[ICD-11: 2C25]	P39900	MMP12
T03500	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P39900	MMP12
T61698	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P60568	IL2
T61698	DI0361	Renal cell carcinoma	[ICD-11: 2C90]	P60568	IL2
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