(E,1R)-1-[(2R,4S,5S)-4-bromo-5-[[(2R,3R)-3-ethyloxiran-2-yl]methyl]oxolan-2-yl]hex-3-en-5-yn-1-ol

Details

• Internal ID: 3484ae0a-faf2-4eaf-97f0-4266cf9d15e3
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (E,1R)-1-[(2R,4S,5S)-4-bromo-5-[[(2R,3R)-3-ethyloxiran-2-yl]methyl]oxolan-2-yl]hex-3-en-5-yn-1-ol
• InChI: InChI=1S/C15H21BrO3/c1-3-5-6-7-11(17)14-8-10(16)13(19-14)9-15-12(4-2)18-15/h1,5-6,10-15,17H,4,7-9H2,2H3/b6-5+/t10-,11+,12+,13-,14+,15+/m0/s1
• InChI Key: CDQFURANXHAJLL-SMUGRMHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₃
• Molecular Weight: 329.23 g/mol
• Exact Mass: 328.06741 g/mol
• Topological Polar Surface Area (TPSA): 42.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5469	54.69%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5732	57.32%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8558	85.58%
P-glycoprotein inhibitior	-	0.9001	90.01%
P-glycoprotein substrate	-	0.7713	77.13%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.7899	78.99%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.6604	66.04%
CYP2C19 inhibition	-	0.5866	58.66%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.6679	66.79%
CYP2C8 inhibition	-	0.7827	78.27%
CYP inhibitory promiscuity	-	0.5606	56.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7432	74.32%
Carcinogenicity (trinary)	Danger	0.4876	48.76%
Eye corrosion	-	0.9579	95.79%
Eye irritation	-	0.9744	97.44%
Skin irritation	-	0.6354	63.54%
Skin corrosion	-	0.8495	84.95%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6082	60.82%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5679	56.79%
skin sensitisation	-	0.6636	66.36%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5616	56.16%
Acute Oral Toxicity (c)	III	0.5731	57.31%
Estrogen receptor binding	+	0.7280	72.80%
Androgen receptor binding	-	0.6824	68.24%
Thyroid receptor binding	+	0.5205	52.05%
Glucocorticoid receptor binding	+	0.7815	78.15%
Aromatase binding	-	0.5288	52.88%
PPAR gamma	+	0.5605	56.05%
Honey bee toxicity	-	0.8735	87.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8930	89.30%

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	95.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.29%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.28%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.80%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.59%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	84.52%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.54%	95.58%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14411918
• LOTUS: LTS0173424
• wikiData: Q104955005