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

Details

• Internal ID: 316af87d-d19e-4d88-9d68-b3fb49d87582
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(5S,8S,9R,10S,14R,15S,20S)-8-[(S)-acetyloxy(furan-3-yl)methyl]-12-hydroxy-9-(2-methoxy-2-oxoethyl)-3,8,14-trimethyl-11-(2-methylpropanoyloxy)-17-oxo-2,4,18,22-tetraoxaheptacyclo[12.6.1.13,10.01,12.05,10.05,20.015,20]docosan-13-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C40H50O15/c1-10-21(4)30(45)52-31-34(7)18-38-36(19-49-27(43)15-24(34)36)37-13-12-33(6,28(50-22(5)41)23-11-14-48-17-23)25(16-26(42)47-9)40(37,55-35(8,53-37)54-38)32(39(31,38)46)51-29(44)20(2)3/h10-11,14,17,20,24-25,28,31-32,46H,12-13,15-16,18-19H2,1-9H3/b21-10+/t24-,25+,28+,31?,32?,33-,34+,35?,36-,37-,38?,39?,40-/m0/s1
• InChI Key: GBLFUWWNOKXZHD-ALBZMHAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₁₅
• Molecular Weight: 770.80 g/mol
• Exact Mass: 770.31497088 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 15
• 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	+	0.9800	98.00%
Caco-2	-	0.8306	83.06%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8493	84.93%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.6998	69.98%
OATP1B3 inhibitior	-	0.3482	34.82%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6896	68.96%
BSEP inhibitior	+	0.9919	99.19%
P-glycoprotein inhibitior	+	0.8104	81.04%
P-glycoprotein substrate	+	0.7750	77.50%
CYP3A4 substrate	+	0.7283	72.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.5585	55.85%
CYP2C9 inhibition	-	0.6203	62.03%
CYP2C19 inhibition	-	0.7504	75.04%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.6960	69.60%
CYP2C8 inhibition	+	0.7514	75.14%
CYP inhibitory promiscuity	-	0.7606	76.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8929	89.29%
Skin irritation	-	0.6944	69.44%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.5498	54.98%
Human Ether-a-go-go-Related Gene inhibition	+	0.7270	72.70%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6346	63.46%
Acute Oral Toxicity (c)	I	0.4899	48.99%
Estrogen receptor binding	+	0.7781	77.81%
Androgen receptor binding	+	0.7752	77.52%
Thyroid receptor binding	+	0.6045	60.45%
Glucocorticoid receptor binding	+	0.7634	76.34%
Aromatase binding	+	0.6909	69.09%
PPAR gamma	+	0.7658	76.58%
Honey bee toxicity	-	0.6018	60.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9947	99.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.34%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.96%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	95.80%	85.30%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.23%	94.80%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	93.06%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	92.64%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.15%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.52%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.23%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.51%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.18%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.13%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.58%	91.07%
CHEMBL261	P00915	Carbonic anhydrase I	86.07%	96.76%
CHEMBL4040	P28482	MAP kinase ERK2	85.70%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.61%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.55%	99.23%
CHEMBL5028	O14672	ADAM10	84.97%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.10%	97.79%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.61%	83.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.53%	91.19%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.32%	89.67%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.33%	80.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.33%	96.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.19%	93.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.17%	94.00%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 101486447
• LOTUS: LTS0084085
• wikiData: Q105005933