Compound ID	CDAMM02215
Common name	Nootkastatin 2
IUPAC name	8,8,11a-trimethyl-4-propan-2-yl-6-propan-2-yloxy-6,7,7a,9,10,11-hexahydrobenzo[d][1]benzoxepin-3-ol
Molecular formula	C₂₃H₃₆O₃

Experimental data

Retention time	8.37
Adduct	[M+H]+
Actual mz	361.275
Theoretical mz	361.273
Error	3.94
Ionizaton mode	Positive
Instrument type	LC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score	5.6122

Identifiers and class information

Inchi key	DQQSNOMAPLESJP-NOZLAFLVNA-N
Smiles	OC1=CC=C2C(OC(OC(C)C)CC3C2(C)CCCC3(C)C)=C1C(C)C
Superclass	Organoheterocyclic compounds
Class	Benzoxepines

Plant source

Asparagus racemosus Willd.

External sources

HMDB ID
KNApSAcK ID	C00044969
FooDB ID
DrugBank ID
ChEBI ID
Pubchem Compound ID	72953318
PlantCyc ID
UNPD ID	UNPD43866
Coconut ID	CNP0105797
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)	4
Number of reactive functional groups (#rtvFG)	1
Predicted central nervous system activity (CNS)	1
Molecular weight (mol_MW)	360.536
Computed dipole moment(dipole)	1.274
Total solvent accessible surface area (SASA)	613.747
Hydrophobic component of SASA (FOSA)	525.024
Hydrophilic component of SASA (FISA)	32.153
Pie component of the SASA (PISA)	56.57
Weakly polar component of the SASA (WPSA)	0
Total solvent accesible volume (volume)	1193.33
Number of hydrogen bond donors (donorHB)	1
Number of hydrogen bond acceptors (accptHB)	3.2
Free energy of solvation of dipole (dip^2/V)	0.00136
Index of cohesive interaction in solids (ACxDN^.5/SA)	0.0052139
Globularity descriptor (glob)	0.886507
Predicted polarizability in cubic angstroms (QPpolrz)	39.575
Predicted hexadecane/gas partition coefficient (QPlogPC16)	10.228
Predicted octanol/gas partition coefficient (QPlogPoct)	15.689
Predicted water/gas partition coefficient (QPlogPw)	5.534
Predicted octanol/water partition coefficient (QPlogPo/w)	5.297
Predicted aqueous solubility (QPlogS)	-5.641
Conformation-independent predicted aqueous solubility (CIQPlogS)	-5.458
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)	-3.638
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)	4909.02
Predicted brain/blood partition coefficient (QPlogBB)	0.05
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)	2762.06
Predicted skin permeability, log Kp (QPlogKp)	-1.529
PM3 calculated ionization potential (IP(ev))	8.882
PM3 calculated electron affinity (EA(eV))	-0.274
Number of likely metabolic reactions (#metab)	3
Prediction of binding to human serum albumin (QPlogKhsa)	1.098
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)	28.511
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)	0

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID	Gene name	Target name	TTD_ID	Prediction source
P13866	SLC5A1	Sodium/glucose cotransporter 1	T54771	SwissTargetPrediction
P22894	MMP8	Matrix metalloproteinase 8	T08856	SwissTargetPrediction
P03956	MMP1	Matrix metalloproteinase 1	T52450	SwissTargetPrediction
P45452	MMP13	Matrix metalloproteinase 13	T34296	SwissTargetPrediction
P08238	HSP90AB1	Heat shock protein HSP 90-beta	T96623	SwissTargetPrediction
Q9NY91	SLC5A4	Low affinity sodium-glucose cotransporter	T22583	SwissTargetPrediction
P14679	TYR	Tyrosinase	T97035	SwissTargetPrediction

Target associated diseases

TTD_ID	Disease_ID	Disease name	ICD_11	Uniprot ID	Gene names
T54771	DI0120	Diabetes mellitus	[ICD-11: 5A10]	P13866	SLC5A1
T54771	DI0175	Heart failure	[ICD-11: BD10-BD1Z]	P13866	SLC5A1
T54771	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	P13866	SLC5A1
T08856	DI0366	Rheumatoid arthritis	[ICD-11: FA20]	P22894	MMP8
T52450	DI0238	Lung cancer	[ICD-11: 2C25]	P03956	MMP1
T34296	DI0391	Solid tumour/cancer	[ICD-11: 2A00-2F9Z]	P45452	MMP13
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
T22583	DI0009	Acute diabete complication	[ICD-11: 5A2Y]	Q9NY91	SLC5A4
T22583	DI0417	Type 2 diabetes mellitus	[ICD-11: 5A11]	Q9NY91	SLC5A4
T97035	DI0007	Acquired hypermelanosis	[ICD-11: ED60]	P14679	TYR
T97035	DI0008	Acquired hypomelanotic disorder	[ICD-11: ED63]	P14679	TYR