methyl 2-[(1R,2R,3R,4R,5S,6E,9R,10R,12R,14R,15S,16S,17R,18S,19S)-2,3,16-triacetyloxy-4-[(S)-acetyloxy(furan-3-yl)methyl]-19-(acetyloxymethyl)-15-hydroxy-6-(1-hydroxy-2-methylpropylidene)-4,12,17-trimethyl-7-oxo-8,11,13,20-tetraoxaheptacyclo[10.7.1.114,17.01,10.05,10.09,15.014,19]henicosan-18-yl]acetate

Details

• Internal ID: 6c58f35e-12e6-4e67-8a42-47d765a6b9c1
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl 2-[(1R,2R,3R,4R,5S,6E,9R,10R,12R,14R,15S,16S,17R,18S,19S)-2,3,16-triacetyloxy-4-[(S)-acetyloxy(furan-3-yl)methyl]-19-(acetyloxymethyl)-15-hydroxy-6-(1-hydroxy-2-methylpropylidene)-4,12,17-trimethyl-7-oxo-8,11,13,20-tetraoxaheptacyclo[10.7.1.114,17.01,10.05,10.09,15.014,19]henicosan-18-yl]acetate
• SMILES (Canonical): CC(C)C(=C1C2C(C(C(C34C25C(C6(C(C7(CC6(C3(C7CC(=O)OC)COC(=O)C)OC(O4)(O5)C)C)OC(=O)C)O)OC1=O)OC(=O)C)OC(=O)C)(C)C(C8=COC=C8)OC(=O)C)O
• SMILES (Isomeric): CC(C)/C(=C\1/[C@@H]2[C@]([C@H]([C@H]([C@@]34[C@]25[C@@H]([C@]6([C@H]([C@@]7(C[C@]6([C@]3([C@H]7CC(=O)OC)COC(=O)C)O[C@@](O4)(O5)C)C)OC(=O)C)O)OC1=O)OC(=O)C)OC(=O)C)(C)[C@H](C8=COC=C8)OC(=O)C)/O
• InChI: InChI=1S/C43H52O20/c1-18(2)28(50)27-29-37(9,30(56-20(4)45)24-12-13-54-15-24)31(57-21(5)46)32(58-22(6)47)43-39(17-55-19(3)44)25(14-26(49)53-11)36(8)16-40(39)41(52,34(36)59-23(7)48)35(60-33(27)51)42(29,43)62-38(10,61-40)63-43/h12-13,15,18,25,29-32,34-35,50,52H,14,16-17H2,1-11H3/b28-27+/t25-,29+,30-,31-,32+,34-,35+,36+,37+,38+,39+,40+,41-,42+,43-/m0/s1
• InChI Key: CJAHZXDNYCFRID-DNWHNMNYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₂O₂₀
• Molecular Weight: 888.90 g/mol
• Exact Mass: 888.30519404 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 20
• 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	+	0.9780	97.80%
Caco-2	-	0.8445	84.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	0.7199	71.99%
OATP1B1 inhibitior	+	0.6899	68.99%
OATP1B3 inhibitior	-	0.2315	23.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	+	0.9855	98.55%
P-glycoprotein inhibitior	+	0.8007	80.07%
P-glycoprotein substrate	+	0.7264	72.64%
CYP3A4 substrate	+	0.7340	73.40%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	-	0.5145	51.45%
CYP2C9 inhibition	-	0.7113	71.13%
CYP2C19 inhibition	-	0.7804	78.04%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.7597	75.97%
CYP2C8 inhibition	+	0.7747	77.47%
CYP inhibitory promiscuity	-	0.6993	69.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5547	55.47%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7167	71.67%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5350	53.50%
Acute Oral Toxicity (c)	I	0.5115	51.15%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.7697	76.97%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.7471	74.71%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.6658	66.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	99.94%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.28%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.32%	92.62%
CHEMBL5028	O14672	ADAM10	91.16%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	90.66%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.96%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	87.75%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.64%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.04%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.19%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.43%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.29%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.42%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.83%	97.14%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	82.37%	82.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.41%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.40%	94.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.21%	93.00%

Plants that contains it

• Chukrasia tabularis
• Cryptolepis sanguinolenta
• Sida acuta

Cross-Links

• PubChem: 163188028
• LOTUS: LTS0252686
• wikiData: Q105112399