[(1R,3R,5S,8R,9R,10R,11S,12S,13S,14R,15S,20R)-12-acetyloxy-8-[(R)-acetyloxy(furan-3-yl)methyl]-9-(2-methoxy-2-oxoethyl)-3,8,14-trimethyl-17-oxo-11-propanoyloxy-2,4,18,22-tetraoxaheptacyclo[12.6.1.13,10.01,12.05,10.05,20.015,20]docosan-13-yl] (2R,3S)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 8622ed4f-4e0a-4329-a090-7c6a3d7789f5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1R,3R,5S,8R,9R,10R,11S,12S,13S,14R,15S,20R)-12-acetyloxy-8-[(R)-acetyloxy(furan-3-yl)methyl]-9-(2-methoxy-2-oxoethyl)-3,8,14-trimethyl-17-oxo-11-propanoyloxy-2,4,18,22-tetraoxaheptacyclo[12.6.1.13,10.01,12.05,10.05,20.015,20]docosan-13-yl] (2R,3S)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C41H50O17/c1-10-26(44)52-31-40-25(16-27(45)48-9)33(5,29(51-21(3)42)23-11-14-49-17-23)12-13-38(40)37-19-50-28(46)15-24(37)34(6)18-39(37,57-36(8,56-38)58-40)41(31,55-22(4)43)30(34)53-32(47)35(7)20(2)54-35/h11,14,17,20,24-25,29-31H,10,12-13,15-16,18-19H2,1-9H3/t20-,24-,25+,29-,30-,31-,33+,34+,35+,36+,37-,38-,39+,40+,41-/m0/s1
• InChI Key: QSXQUOLQAOWCFW-JGFQQDSOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₀O₁₇
• Molecular Weight: 814.80 g/mol
• Exact Mass: 814.30480012 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 17
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	-	0.8366	83.66%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7134	71.34%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.7467	74.67%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9973	99.73%
P-glycoprotein inhibitior	+	0.8126	81.26%
P-glycoprotein substrate	+	0.8139	81.39%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.5952	59.52%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8004	80.04%
CYP2C8 inhibition	+	0.7903	79.03%
CYP inhibitory promiscuity	-	0.7576	75.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5735	57.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.7808	78.08%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8705	87.05%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6555	65.55%
Acute Oral Toxicity (c)	III	0.3632	36.32%
Estrogen receptor binding	+	0.7717	77.17%
Androgen receptor binding	+	0.7765	77.65%
Thyroid receptor binding	+	0.6191	61.91%
Glucocorticoid receptor binding	+	0.7923	79.23%
Aromatase binding	+	0.6957	69.57%
PPAR gamma	+	0.7746	77.46%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.41%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.61%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	98.07%	83.82%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.67%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.87%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.94%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.48%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.53%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.26%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.23%	97.25%
CHEMBL261	P00915	Carbonic anhydrase I	87.91%	96.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.39%	96.00%
CHEMBL5028	O14672	ADAM10	86.33%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	85.74%	95.42%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.71%	98.75%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	85.10%	89.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.21%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.03%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.34%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	82.91%	92.29%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.85%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.70%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.92%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	81.85%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.64%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	81.63%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.16%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.41%	96.77%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 162897996
• LOTUS: LTS0052832
• wikiData: Q105227501