Compound details

[10]-Dehydrogingerdione

Compound ID	CDAMM02966
Common name	[10]-Dehydrogingerdione
IUPAC name	1-(4-hydroxy-3-methoxyphenyl)tetradec-1-ene-3,5-dione
Molecular formula	C₂₁H₃₀O₄

Experimental data

Retention time	22.98
Adduct	[M+K]+
Actual mz	385.177
Theoretical mz	385.177
Error	1.45
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	7.1686

Identifiers and class information

Inchi key	QJDGTTCAEQPSJA-QBFSEMIESA-N
Smiles	O=C(C=CC1=CC=C(O)C(OC)=C1)CC(=O)CCCCCCCCC
Superclass	Phenylpropanoids and polyketides
Class	Cinnamic acids and derivatives

Plant source

Clitoria ternatea L.

External sources

HMDB ID	HMDB0029476
KNApSAcK ID	C00035469
FooDB ID	FDB000599
DrugBank ID
ChEBI ID
Pubchem Compound ID	72742747
PlantCyc ID
UNPD ID	UNPD174894
Coconut ID	CNP0296363
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)	0
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	15
Number of reactive functional groups (#rtvFG)	2
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	346.466
Computed dipole moment(dipole)	6.634
Total solvent accessible surface area (SASA)	766.348
Hydrophobic component of SASA (FOSA)	501.329
Hydrophilic component of SASA (FISA)	138.405
Pie component of the SASA (PISA)	126.614
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1313.77
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	5.5
Free energy of solvation of dipole (dip^2/V)	0.0334968
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0071769
Globularity descriptor (glob)	0.756981
Predicted polarizability in cubic angstroms (QPpolrz)	38.001
Predicted hexadecane/gas partition coefficient (QPlogPC16)	12.747
Predicted octanol/gas partition coefficient (QPlogPoct)	16.595
Predicted water/gas partition coefficient (QPlogPw)	6.939
Predicted octanol/water partition coefficient (QPlogPo/w)	4.396
Predicted aqueous solubility (QPlogS)	-5.733
Conformation-independent predicted aqueous solubility (CIQPlogS)	-4.423
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-6.068
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	482.4
Predicted brain/blood partition coefficient (QPlogBB)	-1.951
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	224.984
Predicted skin permeability, log Kp (QPlogKp)	-2.184
PM3 calculated ionization potential (IP(ev))	8.888
PM3 calculated electron affinity (EA(eV))	0.777
Number of likely metabolic reactions (#metab)	4
Prediction of binding to human serum albumin (QPlogKhsa)	0.45
Predicted qualitative human oral absorption (HumanOralAbsorption)	3
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)	83.214
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)	1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P22303	ACHE	Acetylcholinesterase	T30082	SEA
O43570	CA12	Carbonic anhydrase XII	T16987	SEA
Q16790	CA9	Carbonic anhydrase IX	T64567	SEA
P02766	TTR	Transthyretin	T86462	SEA
P05067	APP	Beta amyloid A4 protein	T87024	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P21554	CNR1	Cannabinoid receptor 1 (by homology)	T76685	SEA
P43166	CA7	Carbonic anhydrase VII	T37541	SEA
P23280	CA6	Carbonic anhydrase VI	T06569	SEA
Q9ULX7	CA14	Carbonic anhydrase XIV	T31992	SEA
P27338	MAOB	Monoamine oxidase B	T83011	SEA
P08908	HTR1A	Serotonin 1a (5-HT1a) receptor	T78709	SEA
Q9UQL6	HDAC5	Histone deacetylase 5	T07930	SEA
Q8WUI4	HDAC7	Histone deacetylase 7	T98698	SEA
P56524	HDAC4	Histone deacetylase 4	T63816	SEA
Q9UKV0	HDAC9	Histone deacetylase 9	T03687	SEA
P05164	MPO	Myeloperoxidase	T23471	SEA
Q92769	HDAC2	Histone deacetylase 2	T51191	SEA
P42330	AKR1C3	Aldo-keto-reductase family 1 member C3	T60857	SEA
P11926	ODC1	Ornithine decarboxylase	T60366	SEA
O00519	FAAH	Anandamide amidohydrolase	T11754	SEA
Q8NER1	TRPV1	Vanilloid receptor	T83193	SEA
O14684	PTGES	Prostaglandin E synthase	T02562	SEA
P29350	PTPN6	Protein-tyrosine phosphatase 1C	T98264	SEA
P06746	POLB	DNA polymerase beta (by homology)	T06958	SEA
P08253	MMP2	Matrix metalloproteinase 2	T68251	SEA
P14780	MMP9	Matrix metalloproteinase 9	T54156	SEA
Q7Z2W7	TRPM8	Transient receptor potential cation channel subfamily M member 8	T41955	SEA
P09917	ALOX5	Arachidonate 5-lipoxygenase	T00140	SEA
P03956	MMP1	Matrix metalloproteinase 1	T52450	SEA
P13726	F3	Coagulation factor VII/tissue factor	T72702	SEA
P08183	ABCB1	P-glycoprotein 1	T25258	SEA
P27695	APEX1	DNA-(apurinic or apyrimidinic site) lyase	T13348	SEA
P06276	BCHE	Butyrylcholinesterase	T99799	SEA
P56817	BACE1	Beta-secretase 1	T79031	SEA
P19838	NFKB1	Nuclear factor NF-kappa-B p105 subunit	T83145	SEA
P16050	ALOX15	Arachidonate 15-lipoxygenase	T16042	SEA
P11388	TOP2A	DNA topoisomerase II alpha	T17048	SEA
P49841	GSK3B	Glycogen synthase kinase-3 beta	T70977	SEA
Q09472	EP300	Histone acetyltransferase p300	T25956	SEA
P08581	MET	Hepatocyte growth factor receptor	T40474	SEA
Q9NR96	TLR9	Toll-like receptor (TLR7/TLR9)	T11451	SEA
P34972	CNR2	Cannabinoid receptor 2	T37693	SEA
Q9UNQ0	ABCG2	ATP-binding cassette sub-family G member 2	T56556	SEA
P22001	KCNA3	Voltage-gated potassium channel subunit Kv1.3	T76914	SEA
Q16678	CYP1B1	Cytochrome P450 1B1	T92521	SEA
P10636	MAPT	Microtubule-associated protein tau	T45593	SEA
Q04760	GLO1	Glyoxalase I	T88285	SEA
Q13822	ENPP2	Autotaxin	T63512	SEA
P19438	TNFRSF1A	Tumor necrosis factor receptor R1	T86552	SEA
Q16236	NFE2L2	Nuclear factor erythroid 2-related factor 2	T88505	SEA
Q96DB2	HDAC11	Histone deacetylase 11	T97903	SEA
O94759	TRPM2	Transient receptor potential cation channel subfamily M member 2	T78205	SEA
Q969S8	HDAC10	Histone deacetylase 10	T94324	SEA
Q9Y345	SLC6A5	Glycine transporter 2	T58937	SEA
Q9H4B7	TUBB1	Tubulin beta-1 chain	T84397	SEA
Q9UJM8	HAO1	Hydroxyacid oxidase 1	T63170	SEA
Q15466	NR0B2	Nuclear receptor subfamily 0 group B member 2	T89859	SEA
P11717	IGF2R	Insulin-like growth factor II receptor	T59550	SEA
Q9BY41	HDAC8	Histone deacetylase 8	T28887	SEA
P01100	FOS	Proto-oncogene c-Fos	T28025	SEA
Q9NR20	DYRK4	Dual-specificity tyrosine-phosphorylation regulated kinase 4	T20542	SEA
O75751	EMTH	Organic cation transporter 3	T55948	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T30082	DI0025	Alzheimer disease	[ICD-11: 8A20]	P22303	ACHE
T30082	DI0166	Glaucoma	[ICD-11: 9C61]	P22303	ACHE
T30082	DI0282	Myasthenia gravis	[ICD-11: 8C6Y]	P22303	ACHE
T30082	DI0313	Oesophageal/gastroduodenal disorder	[ICD-11: DD90]	P22303	ACHE
T30082	DI0332	Pediculosis	[ICD-11: 1G00]	P22303	ACHE
T30082	DI0421	Unspecific substance harmful effect	[ICD-11: NE6Z]	P22303	ACHE
T16987	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O43570	CA12
T16987	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	O43570	CA12
T64567	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q16790	CA9
T86462	DI0026	Amyloidosis	[ICD-11: 5D00]	P02766	TTR
T87024	DI0025	Alzheimer disease	[ICD-11: 8A20]	P05067	APP
T87024	DI0122	Diagnostic imaging	[ICD-11: N.A.]	P05067	APP
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T76685	DI0031	Anorexia nervosa	[ICD-11: 6B80]	P21554	CNR1
T76685	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P21554	CNR1
T76685	DI0308	Obesity	[ICD-11: 5B80-5B81]	P21554	CNR1
T06569	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	P23280	CA6
T06569	DI0372	Seborrhoeic dermatitis	[ICD-11: EA81]	P23280	CA6
T31992	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	Q9ULX7	CA14
T31992	DI0204	Inborn metabolism deficiency	[ICD-11: 5C50-5C59]	Q9ULX7	CA14
T83011	DI0115	Dementia	[ICD-11: 6D80-6D8Z]	P27338	MAOB
T83011	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P27338	MAOB
T83011	DI0190	Hypertension	[ICD-11: BA00-BA04]	P27338	MAOB
T83011	DI0243	Malaria	[ICD-11: 1F40-1F45]	P27338	MAOB
T83011	DI0264	Migraine	[ICD-11: 8A80]	P27338	MAOB
T83011	DI0331	Parkinsonism	[ICD-11: 8A00]	P27338	MAOB
T78709	DI0033	Anxiety disorder	[ICD-11: 6B00-6B0Z]	P08908	HTR1A
T78709	DI0117	Depression	[ICD-11: 6A70-6A7Z]	P08908	HTR1A
T78709	DI0190	Hypertension	[ICD-11: BA00-BA04]	P08908	HTR1A
T78709	DI0264	Migraine	[ICD-11: 8A80]	P08908	HTR1A
T78709	DI0270	Mood disorder	[ICD-11: 6A60-6E23]	P08908	HTR1A
T63816	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P56524	HDAC4
T23471	DI0229	Left ventricular failure	[ICD-11: BD11]	P05164	MPO
T23471	DI0339	Postoperative inflammation	[ICD-11: 1A00-CA43]	P05164	MPO
T51191	DI0241	Lymphoma	[ICD-11: 2A80-2A86]	Q92769	HDAC2
T51191	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q92769	HDAC2
T60857	DI0145	Female pelvic pain	[ICD-11: GA34]	P42330	AKR1C3
T60366	DI0020	African trypanosomiasis	[ICD-11: 1F51]	P11926	ODC1
T11754	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	O00519	FAAH
T83193	DI0163	General pain disorder	[ICD-11: 8E43]	Q8NER1	TRPV1
T02562	DI0025	Alzheimer disease	[ICD-11: 8A20]	O14684	PTGES
T06958	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06746	POLB
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
T41955	DI0422	Upper respiratory tract disorder	[ICD-11: CA0Z]	Q7Z2W7	TRPM8
T00140	DI0037	Asthma	[ICD-11: CA23]	P09917	ALOX5
T00140	DI0147	Filariasis	[ICD-11: 1F66]	P09917	ALOX5
T00140	DI0403	Thrombocytopenia	[ICD-11: 3B64]	P09917	ALOX5
T52450	DI0238	Lung cancer	[ICD-11: 2C25]	P03956	MMP1
T72702	DI0075	Cervical cancer	[ICD-11: 2C77]	P13726	F3
T25258	DI0238	Lung cancer	[ICD-11: 2C25]	P08183	ABCB1
T13348	DI0365	Retinopathy	[ICD-11: 9B71]	P27695	APEX1
T13348	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P27695	APEX1
T99799	DI0324	Pain	[ICD-11: MG30-MG3Z]	P06276	BCHE
T99799	DI0411	Tonus and reflex abnormality	[ICD-11: MB47]	P06276	BCHE
T79031	DI0025	Alzheimer disease	[ICD-11: 8A20]	P56817	BACE1
T83145	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	P19838	NFKB1
T83145	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P19838	NFKB1
T17048	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P11388	TOP2A
T17048	DI0225	Kaposi sarcoma	[ICD-11: 2B57]	P11388	TOP2A
T17048	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P11388	TOP2A
T70977	DI0288	Myotonic disorder	[ICD-11: 8C71]	P49841	GSK3B
T25956	DI0346	Prostate cancer	[ICD-11: 2C82]	Q09472	EP300
T25956	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q09472	EP300
T40474	DI0238	Lung cancer	[ICD-11: 2C25]	P08581	MET
T40474	DI0303	Non-small-cell lung cancer	[ICD-11: 2C25]	P08581	MET
T40474	DI0407	Thyroid cancer	[ICD-11: 2D10]	P08581	MET
T11451	DI0095	Colorectal cancer	[ICD-11: 2B91]	Q9NR96	TLR9
T11451	DI0179	Hepatitis virus infection	[ICD-11: 1E50-1E51]	Q9NR96	TLR9
T11451	DI0252	Melanoma	[ICD-11: 2C30]	Q9NR96	TLR9
T11451	DI0346	Prostate cancer	[ICD-11: 2C82]	Q9NR96	TLR9
T37693	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	P34972	CNR2
T37693	DI0214	Insomnia	[ICD-11: 7A00-7A0Z]	P34972	CNR2
T56556	DI0218	Irritable bowel syndrome	[ICD-11: DD91]	Q9UNQ0	ABCG2
T56556	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	Q9UNQ0	ABCG2
T76914	DI0198	Idiopathic inflammatory myopathy	[ICD-11: 4A41]	P22001	KCNA3
T76914	DI0351	Psoriasis	[ICD-11: EA90]	P22001	KCNA3
T76914	DI0352	Psoriatic arthritis	[ICD-11: FA21]	P22001	KCNA3
T45593	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10636	MAPT
T45593	DI0025	Alzheimer disease	[ICD-11: 8A20]	P10636	MAPT
T45593	DI0265	Mild neurocognitive disorder	[ICD-11: 6D71]	P10636	MAPT
T88285	DI0210	Influenza	[ICD-11: 1E30-1E32]	Q04760	GLO1
T63512	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	Q13822	ENPP2
T86552	DI0060	Brain cancer	[ICD-11: 2A00]	P19438	TNFRSF1A
T86552	DI0321	Ovarian cancer	[ICD-11: 2C73]	P19438	TNFRSF1A
T88505	DI0038	Ataxic disorder	[ICD-11: 8A03]	Q16236	NFE2L2
T94324	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q969S8	HDAC10
T84397	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9H4B7	TUBB1
T63170	DI0201	Inborn carbohydrate metabolism error	[ICD-11: 5C51]	Q9UJM8	HAO1
T59550	DI0146	Fibrosis	[ICD-11: GA14-GC01]	P11717	IGF2R
T59550	DI0368	Sarcoidosis	[ICD-11: 4B20]	P11717	IGF2R
T28887	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q9BY41	HDAC8