methyl (1S)-1-methyl-2,16-dioxo-8-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate

Details

• Internal ID: a96fcb20-e7fe-4276-a4cd-d004d8ff9e4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (1S)-1-methyl-2,16-dioxo-8-propan-2-yl-15-oxabicyclo[9.3.2]hexadeca-5,7,11-triene-5-carboxylate
• InChI: InChI=1S/C21H28O5/c1-14(2)15-7-9-16-6-5-13-21(3,26-20(16)24)18(22)12-11-17(10-8-15)19(23)25-4/h6,8,10,14H,5,7,9,11-13H2,1-4H3/t21-/m0/s1
• InChI Key: SSRWHVBVQPAITB-NRFANRHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9839	98.39%
Caco-2	+	0.7785	77.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7258	72.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7774	77.74%
P-glycoprotein inhibitior	-	0.5978	59.78%
P-glycoprotein substrate	-	0.8196	81.96%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.7043	70.43%
CYP2C9 inhibition	-	0.7760	77.60%
CYP2C19 inhibition	-	0.7642	76.42%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.5999	59.99%
CYP2C8 inhibition	+	0.4561	45.61%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7743	77.43%
Carcinogenicity (trinary)	Non-required	0.6455	64.55%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8743	87.43%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7900	79.00%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5140	51.40%
skin sensitisation	-	0.6971	69.71%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7845	78.45%
Acute Oral Toxicity (c)	III	0.5394	53.94%
Estrogen receptor binding	-	0.5890	58.90%
Androgen receptor binding	-	0.5191	51.91%
Thyroid receptor binding	-	0.5771	57.71%
Glucocorticoid receptor binding	+	0.6132	61.32%
Aromatase binding	-	0.5949	59.49%
PPAR gamma	-	0.5422	54.22%
Honey bee toxicity	-	0.8397	83.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.46%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.02%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.61%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.97%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.49%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.06%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.72%	94.73%
CHEMBL5028	O14672	ADAM10	83.68%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.47%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.80%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162965490
• LOTUS: LTS0202873
• wikiData: Q105259854