[(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 27876188-a1b4-4209-94ec-1cd57c1db405
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-3,19-dihydroxy-9-methoxy-16,21-bis(2-methoxy-2-oxoethyl)-2,5,14,17-tetramethyl-8,10,13,15,20-pentaoxaheptacyclo[12.5.1.12,5.01,12.03,7.07,11.012,16]henicosan-6-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CCC1(OC2C3(O1)C(C4(CC3(C(C4CC(=O)OC)(C56C27C(C(CC5O)(C)C(C8=COC=C8)OC(=O)C)(OC(O6)(O7)C)CC(=O)OC)C)O)C)OC(=O)C9(C(O9)C)C)OC
• SMILES (Isomeric): CC[C@]1(O[C@@H]2[C@@]3(O1)[C@H]([C@@]4(C[C@]3([C@@]([C@H]4CC(=O)OC)([C@]56[C@@]27[C@]([C@](C[C@H]5O)(C)[C@H](C8=COC=C8)OC(=O)C)(O[C@](O6)(O7)C)CC(=O)OC)C)O)C)OC(=O)[C@@]9([C@H](O9)C)C)OC
• InChI: InChI=1S/C41H54O18/c1-12-38(50-11)55-29-39(59-38)28(53-30(46)33(6)20(2)54-33)31(4)19-36(39,47)34(7,23(31)15-25(44)48-9)40-24(43)16-32(5,27(52-21(3)42)22-13-14-51-18-22)37(17-26(45)49-10)41(29,40)58-35(8,56-37)57-40/h13-14,18,20,23-24,27-29,43,47H,12,15-17,19H2,1-11H3/t20-,23+,24-,27+,28+,29-,31-,32+,33+,34-,35-,36-,37+,38-,39+,40+,41+/m1/s1
• InChI Key: FFDHWOJWWATLRR-ZOZCMNONSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₄O₁₈
• Molecular Weight: 834.90 g/mol
• Exact Mass: 834.33101487 g/mol
• Topological Polar Surface Area (TPSA): 227.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 18
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	-	0.8444	84.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6090	60.90%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.7605	76.05%
OATP1B3 inhibitior	-	0.3226	32.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.7764	77.64%
P-glycoprotein substrate	+	0.8158	81.58%
CYP3A4 substrate	+	0.7371	73.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	+	0.8024	80.24%
CYP2C9 inhibition	-	0.8393	83.93%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.8194	81.94%
CYP2C8 inhibition	+	0.7499	74.99%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5109	51.09%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8962	89.62%
Skin irritation	-	0.6936	69.36%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6833	68.33%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8602	86.02%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7147	71.47%
Acute Oral Toxicity (c)	I	0.4261	42.61%
Estrogen receptor binding	+	0.7346	73.46%
Androgen receptor binding	+	0.7742	77.42%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.7509	75.09%
Aromatase binding	+	0.6978	69.78%
PPAR gamma	+	0.7683	76.83%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	98.19%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.92%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.08%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.01%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.42%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.25%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.56%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.31%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.58%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.22%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.72%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL5028	O14672	ADAM10	81.53%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.05%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.58%	95.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.44%	82.50%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 162931707
• LOTUS: LTS0026642
• wikiData: Q104994363