Methyl 11-(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy-8-[[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-12-hydroxyicosa-5,9,14-trienoate

Details

• Internal ID: 192341a4-b43e-49d1-a96d-e8ad03819332
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Other hydroxyeicosapolyenoic acids
• IUPAC Name: methyl 11-(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy-8-[[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-12-hydroxyicosa-5,9,14-trienoate
• InChI: InChI=1S/C47H80O16/c1-5-7-9-11-12-16-23-37(51)40(62-39(24-17-10-8-6-2)38(52)29-27-34(49)21-19-20-26-43(54)59-4)30-28-36(22-15-13-14-18-25-42(53)58-3)60-33-41-44(55)45(56)46(57)47(63-41)61-32-35(50)31-48/h10,12-13,15-17,27-30,34-41,44-52,55-57H,5-9,11,14,18-26,31-33H2,1-4H3
• InChI Key: HHLAUZKHZJILSH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₆
• Molecular Weight: 901.10 g/mol
• Exact Mass: 900.54463646 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6074	60.74%
Caco-2	-	0.8659	86.59%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8396	83.96%
OATP2B1 inhibitior	-	0.8635	86.35%
OATP1B1 inhibitior	+	0.8138	81.38%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9800	98.00%
P-glycoprotein inhibitior	+	0.7205	72.05%
P-glycoprotein substrate	+	0.6231	62.31%
CYP3A4 substrate	+	0.7093	70.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	+	0.5409	54.09%
CYP2C9 inhibition	-	0.9178	91.78%
CYP2C19 inhibition	-	0.7745	77.45%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.8867	88.67%
CYP2C8 inhibition	+	0.6779	67.79%
CYP inhibitory promiscuity	-	0.9817	98.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7717	77.17%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8664	86.64%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9264	92.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8336	83.36%
Acute Oral Toxicity (c)	III	0.5796	57.96%
Estrogen receptor binding	+	0.7918	79.18%
Androgen receptor binding	+	0.5922	59.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5796	57.96%
Aromatase binding	-	0.5288	52.88%
PPAR gamma	+	0.6986	69.86%
Honey bee toxicity	-	0.7403	74.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6198	61.98%
Fish aquatic toxicity	+	0.8224	82.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	99.04%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.90%	97.29%
CHEMBL2581	P07339	Cathepsin D	96.16%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	94.90%	92.50%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.96%	85.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.87%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.69%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.91%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.11%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.95%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.88%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.81%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.47%	83.82%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.32%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	87.07%	94.73%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.25%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.08%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.91%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.84%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.29%	96.47%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.93%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.08%	95.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.75%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.59%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.01%	97.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.25%	96.90%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.01%	92.32%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.81%	95.71%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.37%	95.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.03%	89.34%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.76%	97.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.08%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73299239
• LOTUS: LTS0194065
• wikiData: Q105028343