Compound ID	CDAMM02124
Common name	Guayulin B
IUPAC name	(4,8,11,11-tetramethyl-2-bicyclo[8.1.0]undeca-4,8-dienyl) 4-methoxybenzoate
Molecular formula	C₂₃H₃₀O₃

Experimental data

Retention time	7.43
Adduct	[M+H]+
Actual mz	355.227
Theoretical mz	355.226
Error	1.48
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.9091

Identifiers and class information

Inchi key	PSEUVXLMKIAASF-DWUXDIELNA-N
Smiles	O=C(OC1CC(=CCCC(=CC2C1C2(C)C)C)C)C3=CC=C(OC)C=C3
Superclass	Lipids and lipid-like molecules
Class	Prenol lipids

Plant source

Asparagus racemosus Willd.

External sources

HMDB ID
KNApSAcK ID	C00037226
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	190302
PlantCyc ID
UNPD ID
Coconut ID	CNP0425651
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)	3
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	1
Molecular weight (mol_MW)	354.488
Computed dipole moment(dipole)	3.79
Total solvent accessible surface area (SASA)	634.527
Hydrophobic component of SASA (FOSA)	473.695
Hydrophilic component of SASA (FISA)	27.618
Pie component of the SASA (PISA)	133.213
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1192.12
Number of hydrogen bond donors (donorHB)	0
Number of hydrogen bond acceptors (accptHB)	2.75
Free energy of solvation of dipole (dip^2/V)	0.0120483
Index of cohesive interaction in solids (ACxDN^.5/SA)	0
Globularity descriptor (glob)	0.856895
Predicted polarizability in cubic angstroms (QPpolrz)	40.9
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.442
Predicted octanol/gas partition coefficient (QPlogPoct)	14.632
Predicted water/gas partition coefficient (QPlogPw)	4.387
Predicted octanol/water partition coefficient (QPlogPo/w)	5.698
Predicted aqueous solubility (QPlogS)	-6.313
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.232
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-4.483
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	5419.97
Predicted brain/blood partition coefficient (QPlogBB)	0.132
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	3074.07
Predicted skin permeability, log Kp (QPlogKp)	-1.271
PM3 calculated ionization potential (IP(ev))	9.055
PM3 calculated electron affinity (EA(eV))	0.389
Number of likely metabolic reactions (#metab)	7
Prediction of binding to human serum albumin (QPlogKhsa)	1.216
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)	34.52
Number of nitrogen and oxygen atoms (#NandO)	3
Number of violations of Lipinski’s rule of five (RuleOfFive)	1
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
P17612	PRKACA	cAMP-dependent protein kinase alpha-catalytic subunit	T12808	SwissTargetPrediction
P06401	PGR	Progesterone receptor	T22939	SwissTargetPrediction
P17706	PTPN2	T-cell protein-tyrosine phosphatase	T49156	SwissTargetPrediction
P06746	POLB	DNA polymerase beta (by homology)	T06958	SwissTargetPrediction
Q14534	SQLE	Squalene monooxygenase (by homology)	T93344	SwissTargetPrediction
O00767	SCD	Acyl-CoA desaturase	T10897	SwissTargetPrediction
Q99572	P2RX7	P2X purinoceptor 7	T63414	SwissTargetPrediction
P34998	CRHR1	Corticotropin releasing factor receptor 1 (by homology)	T45262	SwissTargetPrediction
Q9Y2T6	GPR55	G-protein coupled receptor 55	T87670	SwissTargetPrediction
O75884	RBBP9	Putative hydrolase RBBP9	T12084	SEA
P32249	EBI2	EBV-induced G-protein coupled receptor 2	T59577	SEA

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T12808	DI0279	Muscular atrophy	[ICD-11: 8B61]	P17612	PRKACA
T22939	DI0062	Breast cancer	[ICD-11: 2C60-2C6Y]	P06401	PGR
T22939	DI0100	Contraceptive management	[ICD-11: QA21]	P06401	PGR
T22939	DI0255	Menstrual cycle bleeding disorder	[ICD-11: GA20]	P06401	PGR
T22939	DI0344	Preterm labour/delivery	[ICD-11: JB00]	P06401	PGR
T22939	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06401	PGR
T49156	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P17706	PTPN2
T06958	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P06746	POLB
T93344	DI0118	Dermatophytosis	[ICD-11: 1F28]	Q14534	SQLE
T93344	DI0385	Skin fungal infection disorder	[ICD-11: EA60]	Q14534	SQLE
T10897	DI0046	Bacterial infection	[ICD-11: 1A00-1C4Z]	O00767	SCD
T63414	DI0224	Joint pain	[ICD-11: ME82]	Q99572	P2RX7
T45262	DI0394	Staphylococcal/streptococcal disease	[ICD-11: 1B5Y]	P34998	CRHR1
T87670	DI0040	Attention deficit hyperactivity disorder	[ICD-11: 6A05]	Q9Y2T6	GPR55