Compound ID	CDAMM02667
Common name	Heliocide B2
IUPAC name	2-hydroxy-3-methoxy-10a-methyl-7-(4-methylpent-3-enyl)-9,10-dioxo-4-propan-2-yl-8,8a-dihydro-5H-anthracene-1-carbaldehyde
Molecular formula	C₂₆H₃₂O₅

Experimental data

Retention time	6.47
Adduct	[M+H]+
Actual mz	425.236
Theoretical mz	425.232
Error	9.7
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.4774

Identifiers and class information

Inchi key	FGQZFAWOAMMXKN-UHFFFAOYNA-N
Smiles	O=CC1=C(O)C(OC)=C(C=2C(=O)C3(C)CC=C(CCC=C(C)C)CC3C(=O)C12)C(C)C
Superclass	Benzenoids
Class	Anthracenes

Plant source

Convolvulus prostratus Forssk.

External sources

HMDB ID	HMDB0040747
KNApSAcK ID
FooDB ID	FDB020557
DrugBank ID
ChEBI ID
Pubchem Compound ID	25201118
PlantCyc ID	CPD-9746
UNPD ID
Coconut ID	CNP0212287
LipidMAPS ID
NANPDB ID

Pharmacokinetic properties

Number of descriptor values(#stars)	1
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)	7
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	424.536
Computed dipole moment(dipole)	5.096
Total solvent accessible surface area (SASA)	723.932
Hydrophobic component of SASA (FOSA)	537.646
Hydrophilic component of SASA (FISA)	134.196
Pie component of the SASA (PISA)	52.09
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1366.07
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	6.5
Free energy of solvation of dipole (dip^2/V)	0.0190091
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.822461
Predicted polarizability in cubic angstroms (QPpolrz)	44.519
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.202
Predicted octanol/gas partition coefficient (QPlogPoct)	18.214
Predicted water/gas partition coefficient (QPlogPw)	7.587
Predicted octanol/water partition coefficient (QPlogPo/w)	4.174
Predicted aqueous solubility (QPlogS)	-5.393
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.654
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.653
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	528.829
Predicted brain/blood partition coefficient (QPlogBB)	-1.181
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	248.477
Predicted skin permeability, log Kp (QPlogKp)	-3.137
PM3 calculated ionization potential (IP(ev))	9.41
PM3 calculated electron affinity (EA(eV))	1.148
Number of likely metabolic reactions (#metab)	10
Prediction of binding to human serum albumin (QPlogKhsa)	0.548
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	100
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)	100.291
Number of nitrogen and oxygen atoms (#NandO)	5
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
Q96KS0	EIT6	HIF-prolyl hydroxylase 1	T53904	SwissTargetPrediction
P35462	DRD3	Dopamine D3 receptor	T02551	SwissTargetPrediction
O14757	CHEK1	Serine/threonine-protein kinase Chk1	T62449	SwissTargetPrediction
P14061	HSD17B1	Estradiol 17-beta-dehydrogenase 1	T44011	SwissTargetPrediction
P30291	WEE1	Serine/threonine-protein kinase WEE1	T69991	SwissTargetPrediction
P49810	PSEN2	Gamma-secretase	T99204	SwissTargetPrediction
P25024	CXCR1	Interleukin-8 receptor A	T00884	SwissTargetPrediction
Q14680	MELK	Maternal embryonic leucine zipper kinase	T96892	SwissTargetPrediction
Q13451	FKBP5	Peptidyl-prolyl cis-trans isomerase FKBP5	T98337	SwissTargetPrediction
P06881	CALCA	Calcitonin gene-related peptide 1	T93509	SwissTargetPrediction
P21757	MSR1	Macrophage scavenger receptor types I and II	T50007	SEA
Q9GZT9	EGLN1	Egl nine homolog 1	T32880	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T53904	DI0010	Acute disease anaemia	[ICD-11: 3A90]	Q96KS0	EIT6
T02551	DI0051	Bipolar disorder	[ICD-11: 6A60]	P35462	DRD3
T02551	DI0331	Parkinsonism	[ICD-11: 8A00]	P35462	DRD3
T62449	DI0027	Anal cancer	[ICD-11: 2C00]	O14757	CHEK1
T62449	DI0172	Head and neck cancer	[ICD-11: 2D42]	O14757	CHEK1
T62449	DI0183	Hodgkin lymphoma	[ICD-11: 2B30]	O14757	CHEK1
T62449	DI0238	Lung cancer	[ICD-11: 2C25]	O14757	CHEK1
T62449	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	O14757	CHEK1
T62449	DI0321	Ovarian cancer	[ICD-11: 2C73]	O14757	CHEK1
T62449	DI0326	Pancreatic cancer	[ICD-11: 2C10]	O14757	CHEK1
T62449	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	O14757	CHEK1
T69991	DI0321	Ovarian cancer	[ICD-11: 2C73]	P30291	WEE1
T69991	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P30291	WEE1
T69991	DI0429	Uterine ligament/parametrium/uterine adnexa neoplasm	[ICD-11: 2C72]	P30291	WEE1
T99204	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P49810	PSEN2
T99204	DI0380	Shoulder lesion	[ICD-11: FB53]	P49810	PSEN2
T99204	DI0390	Soft tissue disorder	[ICD-11: FB56]	P49810	PSEN2
T00884	DI0324	Pain	[ICD-11: MG30-MG3Z]	P25024	CXCR1
T96892	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	Q14680	MELK
T96892	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	Q14680	MELK
T96892	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	Q14680	MELK
T96892	DI0250	Mature B-cell lymphoma	[ICD-11: 2A85]	Q14680	MELK
T96892	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	Q14680	MELK
T96892	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	Q14680	MELK
T93509	DI0163	General pain disorder	[ICD-11: 8E43]	P06881	CALCA