Compound ID	CDAMM00724
Common name	(2R,3S)-Piscidic acid
IUPAC name	2,3-dihydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic acid
Molecular formula	C₁₁H₁₂O₇

Experimental data

Retention time	9.64
Adduct	[M+H]+
Actual mz	257.065
Theoretical mz	257.065
Error	0.09
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.9543

Identifiers and class information

Inchi key	TUODPMGCCJSJRH-UHFFFAOYNA-N
Smiles	O=C(O)C(O)C(O)(C(=O)O)CC1=CC=C(O)C=C1
Superclass	Phenylpropanoids and polyketides
Class	Phenylpropanoic acids

Plant source

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0030809
KNApSAcK ID
FooDB ID	FDB002762
DrugBank ID
ChEBI ID
Pubchem Compound ID	120693
PlantCyc ID
UNPD ID	UNPD97530
Coconut ID	CNP0292837
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	0
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	2
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	8
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	256.212
Computed dipole moment(dipole)	2.118
Total solvent accessible surface area (SASA)	444.341
Hydrophobic component of SASA (FOSA)	41.255
Hydrophilic component of SASA (FISA)	269.605
Pie component of the SASA (PISA)	133.481
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	758.157
Number of hydrogen bond donors (donorHB)	3
Number of hydrogen bond acceptors (accptHB)	5.2
Free energy of solvation of dipole (dip^2/V)	0.0059173
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0202697
Globularity descriptor (glob)	0.904943
Predicted polarizability in cubic angstroms (QPpolrz)	20.325
Predicted hexadecane/gas partition coefficient (QPlogPC16)	8.965
Predicted octanol/gas partition coefficient (QPlogPoct)	14.071
Predicted water/gas partition coefficient (QPlogPw)	11.281
Predicted octanol/water partition coefficient (QPlogPo/w)	1.03
Predicted aqueous solubility (QPlogS)	-1.434
Conformation-independent predicted aqueous solubility (CIQPlogS)	-2.706
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-0.092
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	1.764
Predicted brain/blood partition coefficient (QPlogBB)	-2.114
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	0.845
Predicted skin permeability, log Kp (QPlogKp)	-5.25
PM3 calculated ionization potential (IP(ev))	9.22
PM3 calculated electron affinity (EA(eV))	-0.123
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	-0.909
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	37.387
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)	151.743
Number of nitrogen and oxygen atoms (#NandO)	7
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’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
P08473	MME	Neprilysin	T05409	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
Q6B0I6	KDM4D	Lysine-specific demethylase 4D	T17036	SEA
P80404	ABAT	Gamma-amino-N-butyrate transaminase	T59045	SEA
Q92731	ESR2	Estrogen receptor beta	T80896	SEA
P07101	TH	Tyrosine 3-hydroxylase	T62390	SEA
Q16719	KYNU	Kynureninase	T99912	SEA
P03372	ESR1	Estrogen receptor alpha	T02506	SEA
Q6P179	ERAP2	Endoplasmic reticulum aminopeptidase 2	T65818	SEA
Q86YT5	SLC13A5	Solute carrier family 13 member 5	T81547	SEA
Q9Y3Q0	NAALAD2	NAALADase II	T70036	SEA
P53396	ACLY	ATP-citrate synthase	T52189	SEA
P12004	PCNA	Proliferating cell nuclear antigen	T21782	SEA
P15169	CPN1	Carboxypeptidase N, catalytic subunit	T34471	SEA
P45974	USP5	Ubiquitin carboxyl-terminal hydrolase 5	T17067	SEA
P51649	ALDH5A1	Succinate semialdehyde dehydrogenase	T13259	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T05409	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P08473	MME
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
T59045	DI0060	Brain cancer	[ICD-11: 2A00]	P80404	ABAT
T59045	DI0134	Epilepsy/seizure	[ICD-11: 8A61-8A6Z]	P80404	ABAT
T59045	DI0135	Epileptic encephalopathy	[ICD-11: 8A62]	P80404	ABAT
T59045	DI0266	Mineral deficiency	[ICD-11: 5B5K]	P80404	ABAT
T59045	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P80404	ABAT
T80896	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q92731	ESR2
T80896	DI0108	Cushing syndrome	[ICD-11: 5A70]	Q92731	ESR2
T80896	DI0254	Menopausal disorder	[ICD-11: GA30]	Q92731	ESR2
T80896	DI0432	Vasomotor/allergic rhinitis	[ICD-11: CA08]	Q92731	ESR2
T62390	DI0019	Adrenomedullary hyperfunction	[ICD-11: 5A75]	P07101	TH
T62390	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P07101	TH
T99912	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q16719	KYNU
T99912	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q16719	KYNU
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T52189	DI0188	Hyper-lipoproteinaemia	[ICD-11: 5C80]	P53396	ACLY
T21782	DI0308	Obesity	[ICD-11: 5B80-5B81]	P12004	PCNA
T17067	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P45974	USP5
T17067	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P45974	USP5
T13259	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P51649	ALDH5A1
T13259	DI0306	Nutritional deficiency	[ICD-11: 5B50-5B71]	P51649	ALDH5A1