Methyl 2-[9,10,17-triacetyloxy-8-[acetyloxy(furan-3-yl)methyl]-5-ethyl-1,11,16-trihydroxy-8,12,14-trimethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate

Details

• Internal ID: 1b028b0d-1377-46af-bf78-b56bd3cddf8b
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl 2-[9,10,17-triacetyloxy-8-[acetyloxy(furan-3-yl)methyl]-5-ethyl-1,11,16-trihydroxy-8,12,14-trimethyl-4,18-dioxahexacyclo[12.2.1.12,5.03,7.03,11.012,16]octadecan-13-yl]acetate
• SMILES (Canonical): CCC12CC3C(C(C(C4(C3(O1)C(O2)C5(C(C6(CC5(C4(C6CC(=O)OC)C)O)C)OC(=O)C)O)O)OC(=O)C)OC(=O)C)(C)C(C7=COC=C7)OC(=O)C
• SMILES (Isomeric): CCC12CC3C(C(C(C4(C3(O1)C(O2)C5(C(C6(CC5(C4(C6CC(=O)OC)C)O)C)OC(=O)C)O)O)OC(=O)C)OC(=O)C)(C)C(C7=COC=C7)OC(=O)C
• InChI: InChI=1S/C37H48O16/c1-10-33-14-23-31(7,25(48-17(2)38)21-11-12-47-15-21)26(49-18(3)39)27(50-19(4)40)37(45)32(8)22(13-24(42)46-9)30(6)16-34(32,43)35(44,28(30)51-20(5)41)29(52-33)36(23,37)53-33/h11-12,15,22-23,25-29,43-45H,10,13-14,16H2,1-9H3
• InChI Key: PDXDDQDTKSOJLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₈O₁₆
• Molecular Weight: 748.80 g/mol
• Exact Mass: 748.29423544 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 16
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8708	87.08%
Caco-2	-	0.8343	83.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5731	57.31%
OATP2B1 inhibitior	-	0.7190	71.90%
OATP1B1 inhibitior	+	0.7290	72.90%
OATP1B3 inhibitior	+	0.8131	81.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9829	98.29%
P-glycoprotein inhibitior	+	0.7956	79.56%
P-glycoprotein substrate	+	0.7143	71.43%
CYP3A4 substrate	+	0.7050	70.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.8893	88.93%
CYP2C8 inhibition	+	0.6507	65.07%
CYP inhibitory promiscuity	-	0.9431	94.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8945	89.45%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7375	73.75%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4644	46.44%
Acute Oral Toxicity (c)	II	0.3881	38.81%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.7230	72.30%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.7462	74.62%
Honey bee toxicity	-	0.7121	71.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9773	97.73%

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	99.32%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.00%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.49%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.19%	93.56%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.93%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.49%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.51%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.43%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.20%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.17%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.59%	100.00%
CHEMBL5028	O14672	ADAM10	83.58%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.41%	97.25%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.41%	82.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.23%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.23%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.22%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%

Plants that contains it

• Chukrasia tabularis

Cross-Links

• PubChem: 75215356
• LOTUS: LTS0004847
• wikiData: Q105206807