[(1R,2R,5S,9S,13S,14R,18S)-7,16-diacetyloxy-14-[(R)-acetyloxy(furan-3-yl)methyl]-3-hydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-8-propanoyloxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: 46c0d7f9-7f57-40c2-8ecd-67e077357b5d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1R,2R,5S,9S,13S,14R,18S)-7,16-diacetyloxy-14-[(R)-acetyloxy(furan-3-yl)methyl]-3-hydroxy-13,18-bis(2-methoxy-2-oxoethyl)-2,5,11,14-tetramethyl-8-propanoyloxy-10,12,17-trioxahexacyclo[9.5.1.12,5.01,9.03,7.09,13]octadecan-6-yl] (2S,3R)-2,3-dimethyloxirane-2-carboxylate
• SMILES (Canonical): CCC(=O)OC1C2(C(C3(CC2(C(C3CC(=O)OC)(C45C16C(C(CC4OC(=O)C)(C)C(C7=COC=C7)OC(=O)C)(OC(O5)(O6)C)CC(=O)OC)C)O)C)OC(=O)C8(C(O8)C)C)OC(=O)C
• SMILES (Isomeric): CCC(=O)OC1[C@]23[C@@]4([C@@](CC([C@@]2([C@@]5([C@H]([C@@]6(CC5(C1(C6OC(=O)[C@@]7([C@H](O7)C)C)OC(=O)C)O)C)CC(=O)OC)C)OC(O4)(O3)C)OC(=O)C)(C)[C@@H](C8=COC=C8)OC(=O)C)CC(=O)OC
• InChI: InChI=1S/C44H56O20/c1-13-28(48)58-33-42(61-24(5)47)32(59-34(51)37(8)21(2)60-37)35(6)20-40(42,52)38(9,26(35)16-29(49)53-11)43-27(56-22(3)45)17-36(7,31(57-23(4)46)25-14-15-55-19-25)41(18-30(50)54-12)44(33,43)64-39(10,62-41)63-43/h14-15,19,21,26-27,31-33,52H,13,16-18,20H2,1-12H3/t21-,26+,27?,31-,32?,33?,35+,36-,37+,38-,39?,40?,41+,42?,43+,44+/m1/s1
• InChI Key: GGDXKDBYBCWLOW-YRYSOLNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₆O₂₀
• Molecular Weight: 904.90 g/mol
• Exact Mass: 904.33649417 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 20
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	-	0.8466	84.66%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5954	59.54%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.7328	73.28%
OATP1B3 inhibitior	-	0.3680	36.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9927	99.27%
P-glycoprotein inhibitior	+	0.7923	79.23%
P-glycoprotein substrate	+	0.8098	80.98%
CYP3A4 substrate	+	0.7401	74.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8371	83.71%
CYP3A4 inhibition	+	0.8397	83.97%
CYP2C9 inhibition	-	0.8246	82.46%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.8185	81.85%
CYP2C8 inhibition	+	0.8053	80.53%
CYP inhibitory promiscuity	-	0.8712	87.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5318	53.18%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.6940	69.40%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7449	74.49%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6058	60.58%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7401	74.01%
Acute Oral Toxicity (c)	I	0.3753	37.53%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.7735	77.35%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.7784	77.84%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.7770	77.70%
Honey bee toxicity	-	0.6898	68.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	98.55%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.92%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	91.06%	90.17%
CHEMBL4208	P20618	Proteasome component C5	89.59%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.56%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.07%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.37%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.35%	89.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.94%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.46%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.34%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.44%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL5028	O14672	ADAM10	81.50%	97.50%
CHEMBL4040	P28482	MAP kinase ERK2	81.18%	83.82%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.93%	92.62%

Plants that contains it

• Swietenia macrophylla

Cross-Links

• PubChem: 101486454
• LOTUS: LTS0047782
• wikiData: Q105007981