[(1R,2R,3R,5R,6S,7S,9R,11R,12S,14R,16S,17S,19R,21S)-3-acetyloxy-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-19-hydroxy-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: 144f3a67-10fa-42a2-8eaa-f1826889197e
• 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)-3-acetyloxy-17-[(S)-acetyloxy(furan-3-yl)methyl]-9-ethyl-19-hydroxy-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)OC(=O)C)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)OC(=O)C)C)OC(=O)[C@@]9([C@H](O9)C)C)OC
• InChI: InChI=1S/C43H56O19/c1-13-40(52-12)58-31-41(62-40)30(55-32(49)35(7)21(2)56-35)33(5)20-39(41,57-23(4)45)36(8,25(33)16-27(47)50-10)42-26(46)17-34(6,29(54-22(3)44)24-14-15-53-19-24)38(18-28(48)51-11)43(31,42)61-37(9,59-38)60-42/h14-15,19,21,25-26,29-31,46H,13,16-18,20H2,1-12H3/t21-,25+,26-,29+,30+,31-,33-,34+,35+,36-,37-,38+,39-,40-,41+,42+,43+/m1/s1
• InChI Key: CKUCEZICWTXPGZ-UHTNOSSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₆O₁₉
• Molecular Weight: 876.90 g/mol
• Exact Mass: 876.34157955 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.8429	84.29%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5944	59.44%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.7622	76.22%
OATP1B3 inhibitior	-	0.2883	28.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.7842	78.42%
P-glycoprotein substrate	+	0.8106	81.06%
CYP3A4 substrate	+	0.7345	73.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8192	81.92%
CYP3A4 inhibition	+	0.7290	72.90%
CYP2C9 inhibition	-	0.8639	86.39%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8368	83.68%
CYP2C8 inhibition	+	0.7838	78.38%
CYP inhibitory promiscuity	-	0.9200	92.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5430	54.30%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7146	71.46%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7023	70.23%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6272	62.72%
Acute Oral Toxicity (c)	III	0.3499	34.99%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.7731	77.31%
Thyroid receptor binding	+	0.6168	61.68%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.7007	70.07%
PPAR gamma	+	0.7742	77.42%
Honey bee toxicity	-	0.6489	64.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9791	97.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.10%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.64%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.60%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.57%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.58%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	88.73%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	87.28%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.93%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL5028	O14672	ADAM10	84.32%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.32%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.30%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	82.40%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.31%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.06%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.59%	82.50%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 163079288
• LOTUS: LTS0119921
• wikiData: Q104962814