Compound ID	CDAMM02306
Common name	Triptohypol B
IUPAC name	11-hydroxy-10-methoxy-2,4a,6a,6a,9,14a-hexamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
Molecular formula	C₃₀H₄₀O₅

Experimental data

Retention time	4.3
Adduct	[M+H]+
Actual mz	481.295
Theoretical mz	481.295
Error	1.2
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9882

Identifiers and class information

Inchi key	KFGGKCFEQGLWFO-LKRXBVDONA-N
Smiles	O=C1C=C2C(C3=CC(O)=C(OC)C(=C13)C)(C)CCC4(C)C5CC(C(=O)O)(C)CCC5(C)CCC24C
Superclass	Benzenoids
Class	Phenanthrenes and derivatives

Plant source

Asparagus racemosus Willd.

External sources

HMDB ID
KNApSAcK ID	C00037955
FooDB ID
DrugBank ID
ChEBI ID	CHEBI:132338
Pubchem Compound ID	163074725
PlantCyc ID
UNPD ID	UNPD187248
Coconut ID	CNP0373465
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)	1
Number of non-conjugated amide groups (#amide)	0
Number of rotatable bonds (#rotor)	3
Number of reactive functional groups (#rtvFG)	0
Predicted central nervous system activity (CNS)	-2
Molecular weight (mol_MW)	480.643
Computed dipole moment(dipole)	7.985
Total solvent accessible surface area (SASA)	710.593
Hydrophobic component of SASA (FOSA)	511.842
Hydrophilic component of SASA (FISA)	160.331
Pie component of the SASA (PISA)	38.42
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1405.66
Number of hydrogen bond donors (donorHB)	2
Number of hydrogen bond acceptors (accptHB)	5.5
Free energy of solvation of dipole (dip^2/V)	0.045362
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.010946
Globularity descriptor (glob)	0.854013
Predicted polarizability in cubic angstroms (QPpolrz)	48.541
Predicted hexadecane/gas partition coefficient (QPlogPC16)	13.038
Predicted octanol/gas partition coefficient (QPlogPoct)	22.745
Predicted water/gas partition coefficient (QPlogPw)	10.466
Predicted octanol/water partition coefficient (QPlogPo/w)	5.124
Predicted aqueous solubility (QPlogS)	-6.606
Conformation-independent predicted aqueous solubility (CIQPlogS)	-7.19
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-2.27
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	75.698
Predicted brain/blood partition coefficient (QPlogBB)	-1.083
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	38.655
Predicted skin permeability, log Kp (QPlogKp)	-4.051
PM3 calculated ionization potential (IP(ev))	9.253
PM3 calculated electron affinity (EA(eV))	0.559
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	1.044
Predicted qualitative human oral absorption (HumanOralAbsorption)	1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)	77.621
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)	98.093
Number of nitrogen and oxygen atoms (#NandO)	5
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
Q07820	MCL1	Induced myeloid leukemia cell differentiation protein Mcl-1	T14912	SwissTargetPrediction
Q96RI1	NR1H4	Bile acid receptor FXR	T51426	SwissTargetPrediction
P10275	AR	Androgen Receptor	T11211	SwissTargetPrediction
P18405	SRD5A1	Steroid 5-alpha-reductase 1	T70309	SwissTargetPrediction
Q8TDU6	GPBAR1	G-protein coupled bile acid receptor 1	T86273	SwissTargetPrediction
P08254	MMP3	Matrix metalloproteinase 3	T86702	SwissTargetPrediction
P03956	MMP1	Matrix metalloproteinase 1	T52450	SwissTargetPrediction
Q07817	BCL2L1	Apoptosis regulator Bcl-X	T56510	SwissTargetPrediction
O14746	TERT	Telomerase reverse transcriptase	T86052	SEA
P24723	PRKCH	Protein kinase C eta	T40149	SwissTargetPrediction
Q06124	PTPN11	Protein-tyrosine phosphatase 2C	T13057	SwissTargetPrediction
Q13258	PTGDR	Prostanoid DP receptor	T68782	SwissTargetPrediction
P00390	GSR	Glutathione reductase	T30803	SwissTargetPrediction
P29317	EPHA2	Ephrin type-A receptor 2	T57278	SwissTargetPrediction
Q16548	BCL2A1	Bcl-2-related protein A1 (by homology)	T12797	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
T51426	DI0043	Autoimmune liver disease	[ICD-11: DB96]	Q96RI1	NR1H4
T51426	DI0077	Cholelithiasis	[ICD-11: DC11]	Q96RI1	NR1H4
T51426	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	Q96RI1	NR1H4
T11211	DI0005	Acne vulgaris	[ICD-11: ED80]	P10275	AR
T11211	DI0012	Acute myeloid leukaemia	[ICD-11: 2A60]	P10275	AR
T11211	DI0021	Alcoholic liver disease	[ICD-11: DB94]	P10275	AR
T11211	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P10275	AR
T11211	DI0086	Chronic obstructive pulmonary disease	[ICD-11: CA22]	P10275	AR
T11211	DI0145	Female pelvic pain	[ICD-11: GA34]	P10275	AR
T11211	DI0194	Hypo-osmolality/hyponatraemia	[ICD-11: 5C72]	P10275	AR
T11211	DI0237	Low bone mass disorder	[ICD-11: FB83]	P10275	AR
T11211	DI0247	Mammary tumour	[ICD-11: 2C60-2C6Z]	P10275	AR
T11211	DI0346	Prostate cancer	[ICD-11: 2C82]	P10275	AR
T11211	DI0401	Testicular dysfunction	[ICD-11: 5A81]	P10275	AR
T70309	DI0347	Prostate disease	[ICD-11: GA91]	P18405	SRD5A1
T86273	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q8TDU6	GPBAR1
T86702	DI0101	Corneal disease	[ICD-11: 9A76-9A78]	P08254	MMP3
T86702	DI0179	Hepatitis virus infection	[ICD-11: 1E50-1E51]	P08254	MMP3
T86702	DI0199	Idiopathic interstitial pneumonitis	[ICD-11: CB03]	P08254	MMP3
T86702	DI0275	Multiple sclerosis	[ICD-11: 8A40]	P08254	MMP3
T86702	DI0287	Myocardial infarction	[ICD-11: BA41-BA43]	P08254	MMP3
T86702	DI0320	Osteoarthritis	[ICD-11: FA00-FA05]	P08254	MMP3
T86702	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P08254	MMP3
T52450	DI0238	Lung cancer	[ICD-11: 2C25]	P03956	MMP1
T56510	DI0286	Myeloproliferative neoplasm	[ICD-11: 2A20]	Q07817	BCL2L1
T86052	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	O14746	TERT
T86052	DI0284	Myelodysplastic syndrome	[ICD-11: 2A37]	O14746	TERT
T86052	DI0326	Pancreatic cancer	[ICD-11: 2C10]	O14746	TERT
T40149	DI0184	Human immunodeficiency virus disease	[ICD-11: 1C60-1C62]	P24723	PRKCH
T13057	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	Q06124	PTPN11
T68782	DI0102	Coronary atherosclerosis	[ICD-11: BA52]	Q13258	PTGDR
T30803	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P00390	GSR
T57278	DI0060	Brain cancer	[ICD-11: 2A00]	P29317	EPHA2
T57278	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P29317	EPHA2