Compound details

Hemigossypol

Compound ID	CDAMM00260
Common name	Hemigossypol
IUPAC name	2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
Molecular formula	C₁₅H₁₆O₄

Experimental data

Retention time	57.458
Adduct	[M+H]+
Actual mz	261.112
Theoretical mz	261.112
Error	0.24
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.28

Identifiers and class information

Inchi key	QASFUMOKHFSJGL-LAFRSMQTSA-N
Smiles	CC1=CC2=C(C(=C1)O)C(=C(C(=C2C(C)C)O)O)C=O
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives

Plant source

Tribulus terrestris L.

External sources

HMDB ID
KNApSAcK ID	C00003143
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:5654
Pubchem Compound ID	115300
PlantCyc ID	CPD-9525
UNPD ID	UNPD195807
Coconut ID
LipidMAPS ID	LMPR0103330004
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)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	5
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	260.289
Computed dipole moment(dipole)	4.535
Total solvent accessible surface area (SASA)	497.181
Hydrophobic component of SASA (FOSA)	250.533
Hydrophilic component of SASA (FISA)	161.901
Pie component of the SASA (PISA)	84.747
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	850.588
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	3.25
Free energy of solvation of dipole (dip^2/V)	0.0241751
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0092445
Globularity descriptor (glob)	0.873232
Predicted polarizability in cubic angstroms (QPpolrz)	25.485
Predicted hexadecane/gas partition coefficient (QPlogPC16)	8.341
Predicted octanol/gas partition coefficient (QPlogPoct)	13.045
Predicted water/gas partition coefficient (QPlogPw)	7.621
Predicted octanol/water partition coefficient (QPlogPo/w)	2.051
Predicted aqueous solubility (QPlogS)	-3.244
Conformation-independent predicted aqueous solubility (CIQPlogS)	-3.714
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.987
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	288.796
Predicted brain/blood partition coefficient (QPlogBB)	-1.153
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	129.215
Predicted skin permeability, log Kp (QPlogKp)	-3.725
PM3 calculated ionization potential (IP(ev))	8.458
PM3 calculated electron affinity (EA(eV))	1.029
Number of likely metabolic reactions (#metab)	5
Prediction of binding to human serum albumin (QPlogKhsa)	0.037
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	82.992
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)	87.599
Number of nitrogen and oxygen atoms (#NandO)	4
Number of violations of Lipinski’s rule of five (RuleOfFive)	0
Number of violations of Jorgensen’s rule of three (RuleOfThree)	0

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
O15379	HDAC3	Histone deacetylase 3	T05090	SwissTargetPrediction
P08473	MME	Neprilysin	T05409	SwissTargetPrediction
P34913	EPHX2	Epoxide hydratase	T35734	SwissTargetPrediction
P15121	AKR1B1	Aldose reductase	T26623	SwissTargetPrediction and SEA
Q9UQL6	HDAC5	Histone deacetylase 5	T07930	SwissTargetPrediction
Q8WUI4	HDAC7	Histone deacetylase 7	T98698	SwissTargetPrediction
Q9UKV0	HDAC9	Histone deacetylase 9	T03687	SwissTargetPrediction
Q9UBN7	HDAC6	Histone deacetylase 6	T22274	SwissTargetPrediction
P30307	CDC25C	Dual specificity phosphatase Cdc25C	T40569	SwissTargetPrediction
P08253	MMP2	Matrix metalloproteinase 2	T68251	SwissTargetPrediction
P14780	MMP9	Matrix metalloproteinase 9	T54156	SwissTargetPrediction
P03372	ESR1	Estrogen receptor alpha	T02506	SwissTargetPrediction
Q13547	HDAC1	Histone deacetylase 1	T68547	SwissTargetPrediction
P03956	MMP1	Matrix metalloproteinase 1	T52450	SwissTargetPrediction
P00338	LDHA	L-lactate dehydrogenase A chain	T15053	SwissTargetPrediction and SEA
P07195	LDHB	L-lactate dehydrogenase B chain	T88057	SwissTargetPrediction and SEA
Q07817	BCL2L1	Apoptosis regulator Bcl-X	T56510	SwissTargetPrediction
P21964	COMT	Catechol O-methyltransferase (by homology)	T76904	SwissTargetPrediction
P35462	DRD3	Dopamine D3 receptor	T02551	SwissTargetPrediction
O14757	CHEK1	Serine/threonine-protein kinase Chk1	T62449	SwissTargetPrediction
P30291	WEE1	Serine/threonine-protein kinase WEE1	T69991	SwissTargetPrediction
P55072	VCP	Transitional endoplasmic reticulum ATPase	T12646	SwissTargetPrediction
P24941	CDK2	Cyclin-dependent kinase 2	T70176	SwissTargetPrediction
P11802	CDK4	Cyclin-dependent kinase 4	T85799	SwissTargetPrediction
O14965	AURKA	Serine/threonine-protein kinase Aurora-A	T87675	SwissTargetPrediction
P45452	MMP13	Matrix metalloproteinase 13	T34296	SwissTargetPrediction
P49327	FASN	Fatty acid synthase	T16514	SwissTargetPrediction
P11387	TOP1	DNA topoisomerase I	T09826	SwissTargetPrediction
P08238	HSP90AB1	Heat shock protein HSP 90-beta	T96623	SwissTargetPrediction
P07900	HSP90AA1	Heat shock protein HSP 90-alpha	T18477	SwissTargetPrediction
P05186	ALPL	Alkaline phosphatase, tissue-nonspecific isozyme	T09538	SwissTargetPrediction
Q15078	CDK5R1	Cyclin-dependent kinase 5/CDK5 activator 1	T09513	SwissTargetPrediction
Q13627	DYRK1A	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	T92803	SwissTargetPrediction
P49759	CLK1	Dual specificty protein kinase CLK1	T46685	SwissTargetPrediction
Q9Y463	DYRK1B	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	T82720	SwissTargetPrediction
P34998	CRHR1	Corticotropin releasing factor receptor 1 (by homology)	T45262	SwissTargetPrediction
P48736	PIK3CG	PI3-kinase p110-gamma subunit	T95913	SwissTargetPrediction
P04049	RAF1	Serine/threonine-protein kinase RAF	T51883	SwissTargetPrediction
P15056	BRAF	Serine/threonine-protein kinase B-raf	T99089	SwissTargetPrediction
P14679	TYR	Tyrosinase	T97035	SwissTargetPrediction
P51812	RPS6KA3	Ribosomal protein S6 kinase alpha 3	T03279	SwissTargetPrediction
P30307	CDC25C	Dual specificity phosphatase Cdc25C	T40569	SwissTargetPrediction
P10415	BCL2	Apoptosis regulator Bcl-2	T31309	SwissTargetPrediction
Q9HC98	NEK6	Serine/threonine-protein kinase NEK6	T78992	SEA
P02768	ALB	Serum albumin	T63068	SwissTargetPrediction and SEA
Q9H773	DCTPP1	dCTP pyrophosphatase 1	T01249	SwissTargetPrediction

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
T05090	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	O15379	HDAC3
T05090	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	O15379	HDAC3
T05409	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P08473	MME
T35734	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P34913	EPHX2
T35734	DI0190	Hypertension	[ICD-11: BA00-BA04]	P34913	EPHX2
T26623	DI0298	Neuropathy	[ICD-11: 8C0Z]	P15121	AKR1B1
T26623	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P15121	AKR1B1
T22274	DI0274	Multiple myeloma	[ICD-11: 2A83]	Q9UBN7	HDAC6
T22274	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9UBN7	HDAC6
T68251	DI0238	Lung cancer	[ICD-11: 2C25]	P08253	MMP2
T54156	DI0219	Ischaemic/haemorrhagic stroke	[ICD-11: 8B20]	P14780	MMP9
T54156	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P14780	MMP9
T54156	DI0395	Stomach cancer	[ICD-11: 2B72]	P14780	MMP9
T54156	DI0419	Ulcerative colitis	[ICD-11: DD71]	P14780	MMP9
T02506	DI0106	COVID-19	[ICD-11: 1D6Y]	P03372	ESR1
T68547	DI0274	Multiple myeloma	[ICD-11: 2A83]	Q13547	HDAC1
T68547	DI0283	Mycosis fungoides	[ICD-11: 2B01]	Q13547	HDAC1
T52450	DI0238	Lung cancer	[ICD-11: 2C25]	P03956	MMP1
T56510	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	Q07817	BCL2L1
T76904	DI0331	Parkinsonism	[ICD-11: 8A00]	P21964	COMT
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
T12646	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P55072	VCP
T12646	DI0274	Multiple myeloma	[ICD-11: 2A83]	P55072	VCP
T12646	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	P55072	VCP
T12646	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P55072	VCP
T70176	DI0060	Brain cancer	[ICD-11: 2A00]	P24941	CDK2
T70176	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P24941	CDK2
T70176	DI0238	Lung cancer	[ICD-11: 2C25]	P24941	CDK2
T70176	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	P24941	CDK2
T70176	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P24941	CDK2
T70176	DI0303	Non-small-cell lung cancer	[ICD-11: 2C25]	P24941	CDK2
T70176	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P24941	CDK2
T70176	DI0406	Thymoma	[ICD-11: 2C27]	P24941	CDK2
T85799	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P11802	CDK4
T85799	DI0238	Lung cancer	[ICD-11: 2C25]	P11802	CDK4
T85799	DI0351	Psoriasis	[ICD-11: EA90]	P11802	CDK4
T87675	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	O14965	AURKA
T87675	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	O14965	AURKA
T34296	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P45452	MMP13
T16514	DI0096	concerning food/fluid intake symptom	[ICD-11: MG43]	P49327	FASN
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
T96623	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P08238	HSP90AB1
T96623	DI0238	Lung cancer	[ICD-11: 2C25]	P08238	HSP90AB1
T96623	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P08238	HSP90AB1
T96623	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P08238	HSP90AB1
T96623	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	P08238	HSP90AB1
T96623	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P08238	HSP90AB1
T96623	DI0395	Stomach cancer	[ICD-11: 2B72]	P08238	HSP90AB1
T18477	DI0015	Acute upper respiratory infection	[ICD-11: CA07]	P07900	HSP90AA1
T18477	DI0037	Asthma	[ICD-11: CA23]	P07900	HSP90AA1
T09538	DI0164	Genetic prion disease	[ICD-11: 8E02]	P05186	ALPL
T09538	DI0330	Parasitic infection	[ICD-11: 1D0Y-1G2Z]	P05186	ALPL
T92803	DI0113	Cytomegaloviral disease	[ICD-11: 1D82]	Q13627	DYRK1A
T45262	DI0394	Staphylococcal/streptococcal disease	[ICD-11: 1B5Y]	P34998	CRHR1
T95913	DI0151	Follicular lymphoma	[ICD-11: 2A80]	P48736	PIK3CG
T95913	DI0245	Malignant haematopoietic neoplasm	[ICD-11: 2B33]	P48736	PIK3CG
T95913	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P48736	PIK3CG
T51883	DI0252	Melanoma	[ICD-11: 2C30]	P04049	RAF1
T51883	DI0303	Non-small-cell lung cancer	[ICD-11: 2C25]	P04049	RAF1
T51883	DI0321	Ovarian cancer	[ICD-11: 2C73]	P04049	RAF1
T51883	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P04049	RAF1
T99089	DI0252	Melanoma	[ICD-11: 2C30]	P15056	BRAF
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR
T03279	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P51812	RPS6KA3
T31309	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P10415	BCL2
T31309	DI0249	Mature B-cell leukaemia	[ICD-11: 2A82]	P10415	BCL2
T31309	DI0273	Motor neuron disease	[ICD-11: 8B60]	P10415	BCL2
T31309	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P10415	BCL2
T63068	DI0029	Aneurysm/dissection	[ICD-11: BD50]	P02768	ALB
T63068	DI0059	Bowel habit change	[ICD-11: ME05]	P02768	ALB
T63068	DI0077	Cholelithiasis	[ICD-11: DC11]	P02768	ALB
T63068	DI0202	Inborn energy metabolism error	[ICD-11: 5C53]	P02768	ALB
T63068	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P02768	ALB
T63068	DI0343	Preprocedural examination	[ICD-11: QA0B]	P02768	ALB
T63068	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P02768	ALB
T63068	DI0370	Schizophrenia	[ICD-11: 6A20]	P02768	ALB
T63068	DI0420	Unspecific body region injury	[ICD-11: ND56]	P02768	ALB