Compound ID	CDAMM00765
Common name	7-Oxociguatoxin
IUPAC name	(29Z)-16-[(Z)-3,4-dihydroxybut-1-enyl]-4\',19,48,59-tetrahydroxy-43,44,49,54,58-pentamethylspiro[2,7,11,17,21,26,33,37,41,46,51,57-dodecaoxadodecacyclo[30.28.0.03,27.06,25.08,22.010,20.012,18.034,58.036,56.038,52.040,50.042,47]hexaconta-4,23,29-triene-45,2'-oxolane]-14-one
Molecular formula	C₆₀H₈₆O₂₀

Experimental data

Retention time	15.28
Adduct	[M+H]+
Actual mz	1127.57
Theoretical mz	1127.58
Error	2.91
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	6.5655

Identifiers and class information

Inchi key	UNXJZYZQFRPZGK-QOXWLJPHNA-N
Smiles	O=C1CC(OC2C(O)C3OC4C=CC5OC6CC=CCC7OC8CC9OC%10CC%11OC%12C(OC%13(OCC(O)C%13)C(C)C%12C)C(O)C(C)C%11OC%10CC(C)CC9OC8(C)C(O)CC7OC6C=CC5OC4CC3OC2C1)C=CC(O)CO
Superclass	Phenylpropanoids and polyketides
Class	Ciguatera toxins

Plant source

Piper retrofractum Vahl

External sources

HMDB ID	HMDB0039389
KNApSAcK ID
FooDB ID	FDB018959
DrugBank ID
ChEBI ID
Pubchem Compound ID	131752628
PlantCyc ID
UNPD ID
Coconut ID	CNP0002653
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)	9
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	1127.33
Computed dipole moment(dipole)	10.069
Total solvent accessible surface area (SASA)	1426.71
Hydrophobic component of SASA (FOSA)	1105.33
Hydrophilic component of SASA (FISA)	244.799
Pie component of the SASA (PISA)	76.581
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	3054.76
Number of hydrogen bond donors (donorHB)	6
Number of hydrogen bond acceptors (accptHB)	31.45
Free energy of solvation of dipole (dip^2/V)	0.0331861
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.053996
Globularity descriptor (glob)	0.713643
Predicted polarizability in cubic angstroms (QPpolrz)	111.05
Predicted hexadecane/gas partition coefficient (QPlogPC16)	30.186
Predicted octanol/gas partition coefficient (QPlogPoct)	64.571
Predicted water/gas partition coefficient (QPlogPw)	43.119
Predicted octanol/water partition coefficient (QPlogPo/w)	2.899
Predicted aqueous solubility (QPlogS)	-8.309
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.934
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.531
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	47.258
Predicted brain/blood partition coefficient (QPlogBB)	-3.183
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	18.265
Predicted skin permeability, log Kp (QPlogKp)	-4.897
PM3 calculated ionization potential (IP(ev))	9.542
PM3 calculated electron affinity (EA(eV))	-0.72
Number of likely metabolic reactions (#metab)	26
Prediction of binding to human serum albumin (QPlogKhsa)	-0.076
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	35.017
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)	226.884
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)	2

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names