[(5Z,8E,11R,12R,13R)-5,9-dimethyl-3,15-dioxo-12-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,8-trien-11-yl] acetate

Details

• Internal ID: c01289bc-42c1-446a-8900-7877432e3977
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(5Z,8E,11R,12R,13R)-5,9-dimethyl-3,15-dioxo-12-propan-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),5,8-trien-11-yl] acetate
• InChI: InChI=1S/C22H30O5/c1-13(2)21-19(26-16(5)23)10-15(4)8-6-7-14(3)9-18(24)11-17-12-20(21)27-22(17)25/h7-8,12-13,19-21H,6,9-11H2,1-5H3/b14-7-,15-8+/t19-,20-,21-/m1/s1
• InChI Key: WYZRLZZDCWHGLN-GNDBRSTBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.08
• 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	+	0.9946	99.46%
Caco-2	+	0.6276	62.76%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6528	65.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6709	67.09%
P-glycoprotein inhibitior	+	0.6797	67.97%
P-glycoprotein substrate	-	0.7601	76.01%
CYP3A4 substrate	+	0.6024	60.24%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.7231	72.31%
CYP2C9 inhibition	-	0.7769	77.69%
CYP2C19 inhibition	-	0.8077	80.77%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.5510	55.10%
CYP2C8 inhibition	-	0.8123	81.23%
CYP inhibitory promiscuity	-	0.8413	84.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5286	52.86%
Eye corrosion	-	0.9411	94.11%
Eye irritation	-	0.8656	86.56%
Skin irritation	-	0.6284	62.84%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6601	66.01%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	-	0.7017	70.17%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5224	52.24%
Acute Oral Toxicity (c)	III	0.5180	51.80%
Estrogen receptor binding	+	0.5610	56.10%
Androgen receptor binding	-	0.6357	63.57%
Thyroid receptor binding	-	0.6168	61.68%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	-	0.5464	54.64%
PPAR gamma	+	0.5475	54.75%
Honey bee toxicity	-	0.7444	74.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9909	99.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.00%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.65%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.49%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.10%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.34%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.30%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.87%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71770419
• LOTUS: LTS0153591
• wikiData: Q105322838