methyl (2S)-2-[(1S,2R,3S,4S,5R,6R,8R,10S,13R,14R,17R,18S)-13-(furan-3-yl)-1,3,8-trihydroxy-4,6,14-trimethyl-7,11-dioxo-9,12-dioxahexacyclo[8.7.1.13,6.02,8.04,17.014,18]nonadecan-5-yl]-2-hydroxyacetate

Details

• Internal ID: db88c392-1cbb-4e22-9fc9-2fa78c89f2c7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: methyl (2S)-2-[(1S,2R,3S,4S,5R,6R,8R,10S,13R,14R,17R,18S)-13-(furan-3-yl)-1,3,8-trihydroxy-4,6,14-trimethyl-7,11-dioxo-9,12-dioxahexacyclo[8.7.1.13,6.02,8.04,17.014,18]nonadecan-5-yl]-2-hydroxyacetate
• SMILES (Canonical): CC12CCC3C4(C(C5(CC4(C6C3(C1C(C(=O)OC2C7=COC=C7)OC6(C5=O)O)O)O)C)C(C(=O)OC)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]4([C@H]([C@]5(C[C@@]4([C@H]6[C@]3([C@@H]1[C@@H](C(=O)O[C@H]2C7=COC=C7)O[C@]6(C5=O)O)O)O)C)[C@@H](C(=O)OC)O)C
• InChI: InChI=1S/C27H32O11/c1-22-7-5-12-24(3)15(13(28)18(29)35-4)23(2)10-25(24,32)20-26(12,33)16(22)14(38-27(20,34)21(23)31)19(30)37-17(22)11-6-8-36-9-11/h6,8-9,12-17,20,28,32-34H,5,7,10H2,1-4H3/t12-,13+,14+,15+,16-,17+,20+,22-,23-,24-,25+,26+,27-/m1/s1
• InChI Key: HYZVMOOBXLITPQ-RXOXPVBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂O₁₁
• Molecular Weight: 532.50 g/mol
• Exact Mass: 532.19446183 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8980	89.80%
Caco-2	-	0.7930	79.30%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7677	76.77%
OATP1B3 inhibitior	+	0.8487	84.87%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	-	0.6365	63.65%
P-glycoprotein inhibitior	-	0.4395	43.95%
P-glycoprotein substrate	+	0.5616	56.16%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.5999	59.99%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.8929	89.29%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8705	87.05%
CYP2C8 inhibition	+	0.6074	60.74%
CYP inhibitory promiscuity	-	0.9465	94.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5254	52.54%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.6706	67.06%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.7140	71.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4045	40.45%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4769	47.69%
Acute Oral Toxicity (c)	I	0.4922	49.22%
Estrogen receptor binding	+	0.7724	77.24%
Androgen receptor binding	+	0.7669	76.69%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.7378	73.78%
PPAR gamma	+	0.6595	65.95%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9108	91.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.55%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.98%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.90%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.69%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.46%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.42%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.78%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.94%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	83.52%	83.82%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.31%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.13%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.86%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.66%	92.62%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.18%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.47%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.18%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.15%	91.07%

Plants that contains it

• Hypoestes purpurea
• Jatropha gossypiifolia
• Juniperus chinensis
• Khaya ivorensis
• Linum corymbulosum

Cross-Links

• PubChem: 163104364
• LOTUS: LTS0185129
• wikiData: Q104964677