(5R)-5-[4-[(1S,5E)-5-[[(2S,3S)-3-ethyloxiran-2-yl]methylidene]-1-hydroxy-4-oxocyclopent-2-en-1-yl]butyl]oxolan-2-one

Details

• Internal ID: cf881d58-38c1-457a-a5e7-6b98a707fcbf
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (5R)-5-[4-[(1S,5E)-5-[[(2S,3S)-3-ethyloxiran-2-yl]methylidene]-1-hydroxy-4-oxocyclopent-2-en-1-yl]butyl]oxolan-2-one
• InChI: InChI=1S/C18H24O5/c1-2-15-16(23-15)11-13-14(19)8-10-18(13,21)9-4-3-5-12-6-7-17(20)22-12/h8,10-12,15-16,21H,2-7,9H2,1H3/b13-11-/t12-,15+,16+,18+/m1/s1
• InChI Key: FKIPWWBKMVLVII-OVUVEQRPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9655	96.55%
Caco-2	+	0.5859	58.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8300	83.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7320	73.20%
BSEP inhibitior	-	0.6502	65.02%
P-glycoprotein inhibitior	-	0.6500	65.00%
P-glycoprotein substrate	-	0.6622	66.22%
CYP3A4 substrate	+	0.6002	60.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.8404	84.04%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8496	84.96%
CYP2C8 inhibition	-	0.6503	65.03%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8725	87.25%
Carcinogenicity (trinary)	Non-required	0.4950	49.50%
Eye corrosion	-	0.9697	96.97%
Eye irritation	-	0.9607	96.07%
Skin irritation	-	0.5881	58.81%
Skin corrosion	-	0.8838	88.38%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4198	41.98%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7811	78.11%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4581	45.81%
Acute Oral Toxicity (c)	III	0.6010	60.10%
Estrogen receptor binding	+	0.7136	71.36%
Androgen receptor binding	-	0.6629	66.29%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.5742	57.42%
Aromatase binding	-	0.5390	53.90%
PPAR gamma	-	0.6769	67.69%
Honey bee toxicity	-	0.9210	92.10%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8889	88.89%

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	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	85.74%	99.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.66%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.42%	94.45%

Plants that contains it

• Tectona philippinensis

Cross-Links

• PubChem: 24861911
• LOTUS: LTS0178290
• wikiData: Q104996616