[(1R,3S,5S,8R,9R,10R,11R,12S,13S,14R,15S,20S)-8-[(R)-acetyloxy(furan-3-yl)methyl]-12-hydroxy-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] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: ac107184-fe74-4084-96d4-cc11e2d4841f
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1R,3S,5S,8R,9R,10R,11R,12S,13S,14R,15S,20S)-8-[(R)-acetyloxy(furan-3-yl)methyl]-12-hydroxy-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] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C39H48O16/c1-9-24(41)50-29-38(45)28(51-30(44)33(6)19(2)52-33)32(5)17-37(38)35(18-48-26(43)14-22(32)35)36-12-11-31(4,27(49-20(3)40)21-10-13-47-16-21)23(15-25(42)46-8)39(29,36)55-34(7,53-36)54-37/h10,13,16,19,22-23,27-29,45H,9,11-12,14-15,17-18H2,1-8H3/t19-,22+,23-,27+,28+,29-,31-,32-,33+,34-,35+,36+,37-,38+,39-/m1/s1
• InChI Key: PSIAPSWMYWLEHN-HIDUAMEUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₈O₁₆
• Molecular Weight: 772.80 g/mol
• Exact Mass: 772.29423544 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.8363	83.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7641	76.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7292	72.92%
OATP1B3 inhibitior	+	0.8156	81.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7364	73.64%
BSEP inhibitior	+	0.9887	98.87%
P-glycoprotein inhibitior	+	0.7907	79.07%
P-glycoprotein substrate	+	0.8127	81.27%
CYP3A4 substrate	+	0.7350	73.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7158	71.58%
CYP2C19 inhibition	-	0.7206	72.06%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.7956	79.56%
CYP2C8 inhibition	+	0.7697	76.97%
CYP inhibitory promiscuity	-	0.8249	82.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.7398	73.98%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5435	54.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.7180	71.80%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6231	62.31%
Acute Oral Toxicity (c)	I	0.3348	33.48%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.7734	77.34%
Thyroid receptor binding	+	0.6059	60.59%
Glucocorticoid receptor binding	+	0.7759	77.59%
Aromatase binding	+	0.6918	69.18%
PPAR gamma	+	0.7620	76.20%
Honey bee toxicity	-	0.6401	64.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	99.72%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	99.67%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.43%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL261	P00915	Carbonic anhydrase I	97.29%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.89%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.38%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.07%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.90%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.74%	95.71%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.96%	95.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.66%	85.30%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	86.80%	95.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.29%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.11%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.00%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.50%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL5028	O14672	ADAM10	84.61%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.27%	90.17%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.84%	89.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.78%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.74%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.02%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.01%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	82.46%	91.19%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.69%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.78%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.69%	97.28%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.68%	91.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.10%	92.62%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 162939205
• LOTUS: LTS0231457
• wikiData: Q105214189