dimethyl (1S,4R,6S,7R,8S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-4,7,14-trihydroxy-6,16-dimethyl-25-[(E)-2-methylbut-2-enoyl]oxy-23-propanoyloxy-9,11,17,20-tetraoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4,22-dicarboxylate

Details

• Internal ID: ae34ad07-b496-4444-b8f4-12f5be706329
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: dimethyl (1S,4R,6S,7R,8S,14S,15S,16R,18S,19R,22S,23R,25S,26R)-4,7,14-trihydroxy-6,16-dimethyl-25-[(E)-2-methylbut-2-enoyl]oxy-23-propanoyloxy-9,11,17,20-tetraoxaoctacyclo[17.6.1.18,15.01,5.06,18.07,16.010,14.022,26]heptacos-12-ene-4,22-dicarboxylate
• SMILES (Canonical): CCC(=O)OC1CC(C23CCC(C2C4(C(C5C3C1(CO5)C(=O)OC)OC6(C4(C7CC6C8(C=COC8O7)O)O)C)C)(C(=O)OC)O)OC(=O)C(=CC)C
• SMILES (Isomeric): CCC(=O)O[C@@H]1C[C@@H]([C@]23CC[C@@](C2[C@]4([C@@H]([C@H]5[C@H]3[C@@]1(CO5)C(=O)OC)O[C@]6([C@@]4([C@@H]7C[C@H]6[C@]8(C=COC8O7)O)O)C)C)(C(=O)OC)O)OC(=O)/C(=C/C)/C
• InChI: InChI=1S/C37H48O15/c1-8-17(3)26(39)50-19-15-20(49-22(38)9-2)34(28(40)45-6)16-48-23-24(34)33(19)10-11-36(43,29(41)46-7)27(33)31(4)25(23)52-32(5)18-14-21(37(31,32)44)51-30-35(18,42)12-13-47-30/h8,12-13,18-21,23-25,27,30,42-44H,9-11,14-16H2,1-7H3/b17-8+/t18-,19+,20-,21+,23-,24-,25-,27?,30?,31-,32-,33+,34+,35+,36-,37+/m1/s1
• InChI Key: ZSNTWOTXJLRTKI-USLCQPGXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₈O₁₅
• Molecular Weight: 732.80 g/mol
• Exact Mass: 732.29932082 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 15
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	-	0.8382	83.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7364	73.64%
BSEP inhibitior	+	0.9849	98.49%
P-glycoprotein inhibitior	+	0.7713	77.13%
P-glycoprotein substrate	+	0.7568	75.68%
CYP3A4 substrate	+	0.7448	74.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.7982	79.82%
CYP2C9 inhibition	-	0.8375	83.75%
CYP2C19 inhibition	-	0.8891	88.91%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	+	0.7829	78.29%
CYP inhibitory promiscuity	-	0.8871	88.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5257	52.57%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9095	90.95%
Skin irritation	+	0.5116	51.16%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3612	36.12%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.9001	90.01%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6564	65.64%
Acute Oral Toxicity (c)	I	0.3775	37.75%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7584	75.84%
Thyroid receptor binding	+	0.5177	51.77%
Glucocorticoid receptor binding	+	0.7416	74.16%
Aromatase binding	+	0.6991	69.91%
PPAR gamma	+	0.7534	75.34%
Honey bee toxicity	-	0.7970	79.70%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9560	95.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.82%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.33%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	95.40%	95.69%
CHEMBL221	P23219	Cyclooxygenase-1	94.98%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.53%	97.25%
CHEMBL240	Q12809	HERG	94.33%	89.76%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.95%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.87%	96.61%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.65%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.22%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.09%	89.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.34%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.17%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.91%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.60%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.42%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.57%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	85.25%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.96%	89.34%
CHEMBL301	P24941	Cyclin-dependent kinase 2	83.16%	91.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.95%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.44%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.29%	93.10%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.26%	82.69%
CHEMBL5408	Q9UHD2	Serine/threonine-protein kinase TBK1	82.17%	90.48%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.84%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.58%	94.00%

Plants that contains it

• Turraea pubescens

Cross-Links

• PubChem: 73348889
• LOTUS: LTS0002528
• wikiData: Q105382599