[(1R,3R,5S,8R,9R,10R,11S,12S,13S,14R,15S,20R)-11,12-diacetyloxy-8-[(R)-acetyloxy(furan-3-yl)methyl]-9-(2-methoxy-2-oxoethyl)-3,8,14-trimethyl-17-oxo-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: 7761324e-2d98-40d2-9e49-2fddfa50bc0e
• 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)-11,12-diacetyloxy-8-[(R)-acetyloxy(furan-3-yl)methyl]-9-(2-methoxy-2-oxoethyl)-3,8,14-trimethyl-17-oxo-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
• SMILES (Canonical): CC1C(O1)(C)C(=O)OC2C3(CC45C2(C(C67C(C(CCC6(C48C3CC(=O)OC8)OC(O5)(O7)C)(C)C(C9=COC=C9)OC(=O)C)CC(=O)OC)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): C[C@H]1[C@](O1)(C)C(=O)O[C@H]2[C@@]3(C[C@]45[C@]2([C@H]([C@]67[C@@H]([C@](CC[C@@]6([C@]48[C@H]3CC(=O)OC8)O[C@](O5)(O7)C)(C)[C@H](C9=COC=C9)OC(=O)C)CC(=O)OC)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C40H48O17/c1-19-34(7,53-19)31(46)52-29-33(6)17-38-36(18-49-27(45)14-24(33)36)37-12-11-32(5,28(50-20(2)41)23-10-13-48-16-23)25(15-26(44)47-9)39(37,57-35(8,55-37)56-38)30(51-21(3)42)40(29,38)54-22(4)43/h10,13,16,19,24-25,28-30H,11-12,14-15,17-18H2,1-9H3/t19-,24-,25+,28-,29-,30-,32+,33+,34+,35+,36-,37-,38+,39+,40-/m0/s1
• InChI Key: WOMYAQYBQNDWIS-ODXBIMQASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈O₁₇
• Molecular Weight: 800.80 g/mol
• Exact Mass: 800.28915006 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 17
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.8356	83.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7465	74.65%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.7281	72.81%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9965	99.65%
P-glycoprotein inhibitior	+	0.8155	81.55%
P-glycoprotein substrate	+	0.7984	79.84%
CYP3A4 substrate	+	0.7334	73.34%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8385	83.85%
CYP3A4 inhibition	-	0.7024	70.24%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	-	0.7786	77.86%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.8054	80.54%
CYP2C8 inhibition	+	0.7698	76.98%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.7767	77.67%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7943	79.43%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.3253	32.53%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.6184	61.84%
Glucocorticoid receptor binding	+	0.7987	79.87%
Aromatase binding	+	0.7062	70.62%
PPAR gamma	+	0.7773	77.73%
Honey bee toxicity	-	0.6356	63.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	99.60%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.64%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.90%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.31%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.20%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	87.29%	95.42%
CHEMBL5028	O14672	ADAM10	87.26%	97.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.96%	95.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.38%	92.29%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.20%	92.88%
CHEMBL261	P00915	Carbonic anhydrase I	86.07%	96.76%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.77%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.47%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.25%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	85.10%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.04%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.97%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.50%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.48%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	84.00%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.55%	97.28%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.89%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.61%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.91%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.54%	94.00%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 163043369
• LOTUS: LTS0205238
• wikiData: Q105309599