Compound ID	CDAMM02520
Common name	Gambogic acid
IUPAC name	4-[12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
Molecular formula	C₃₈H₄₄O₈

Experimental data

Retention time	16.99
Adduct	[M+H]+
Actual mz	629.313
Theoretical mz	629.311
Error	2.58
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.6744

Identifiers and class information

Inchi key	GEZHEQNLKAOMCA-XKZIYDEJNA-N
Smiles	O=C(O)C(=CCC12OC(C)(C)C3CC(C=C4C(=O)C5=C(O)C=6C=CC(OC6C(=C5OC431)CC=C(C)C)(C)CCC=C(C)C)C2=O)C
Superclass	Organoheterocyclic compounds
Class	Benzopyrans

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0034095
KNApSAcK ID	C00002950
FooDB ID	FDB012358
DrugBank ID
ChEBI ID	CHEBI:67521
Pubchem Compound ID	3451
PlantCyc ID
UNPD ID	UNPD111327
Coconut ID	CNP0226425
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	5
Number of non-conjugated amine groups (#amine)	0
Number of amidine and guanidine groups (#amidine)	0
Number of carboxylic acid groups (#acid)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	9
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	628.761
Computed dipole moment(dipole)	9.156
Total solvent accessible surface area (SASA)	953.923
Hydrophobic component of SASA (FOSA)	652.713
Hydrophilic component of SASA (FISA)	193.026
Pie component of the SASA (PISA)	108.184
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1895.46
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	8
Free energy of solvation of dipole (dip^2/V)	0.044227
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0083864
Globularity descriptor (glob)	0.776476
Predicted polarizability in cubic angstroms (QPpolrz)	64.957
Predicted hexadecane/gas partition coefficient (QPlogPC16)	18.159
Predicted octanol/gas partition coefficient (QPlogPoct)	28.296
Predicted water/gas partition coefficient (QPlogPw)	11.423
Predicted octanol/water partition coefficient (QPlogPo/w)	7.144
Predicted aqueous solubility (QPlogS)	-9.077
Conformation-independent predicted aqueous solubility (CIQPlogS)	-9.686
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.857
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	37.071
Predicted brain/blood partition coefficient (QPlogBB)	-2.113
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	17.868
Predicted skin permeability, log Kp (QPlogKp)	-3.832
PM3 calculated ionization potential (IP(ev))	9.136
PM3 calculated electron affinity (EA(eV))	0.956
Number of likely metabolic reactions (#metab)	11
Prediction of binding to human serum albumin (QPlogKhsa)	1.616
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	70.939
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)	133.347
Number of nitrogen and oxygen atoms (#NandO)	8
Number of violations of Lipinski’s rule of five (RuleOfFive)	2
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
Q07820	MCL1	Induced myeloid leukemia cell differentiation protein Mcl-1	T14912	SwissTargetPrediction
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
P18031	PTPN1	Protein-tyrosine phosphatase 1B	T16347	SEA
O15111	CHUK	Inhibitor of NF-kappa-B kinase (IKK)	T78429	SwissTargetPrediction and SEA
P10599	TXN	Thioredoxin	T85616	SwissTargetPrediction and SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T14912	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	Q07820	MCL1
T14912	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	Q07820	MCL1
T14912	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q07820	MCL1
T14912	DI0252	Melanoma	[ICD-11: 2C30]	Q07820	MCL1
T14912	DI0274	Multiple myeloma	[ICD-11: 2A83]	Q07820	MCL1
T14912	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q07820	MCL1
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T16347	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	P18031	PTPN1
T16347	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P18031	PTPN1
T16347	DI0308	Obesity	[ICD-11: 5B80-5B81]	P18031	PTPN1
T16347	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P18031	PTPN1
T78429	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	O15111	CHUK
T85616	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P10599	TXN