(5S)-5-[(1E,3R)-10,10-dibromo-3-hydroxydeca-1,9-dienyl]oxolan-2-one

Details

• Internal ID: 2eef52dd-f2d3-44ed-9580-9c28fdbe2bbf
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5S)-5-[(1E,3R)-10,10-dibromo-3-hydroxydeca-1,9-dienyl]oxolan-2-one
• InChI: InChI=1S/C14H20Br2O3/c15-13(16)6-4-2-1-3-5-11(17)7-8-12-9-10-14(18)19-12/h6-8,11-12,17H,1-5,9-10H2/b8-7+/t11-,12-/m1/s1
• InChI Key: MZAQGPQBEPVOJJ-IDDPWSFUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀Br₂O₃
• Molecular Weight: 396.11 g/mol
• Exact Mass: 395.97587 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.5495	54.95%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7539	75.39%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6725	67.25%
P-glycoprotein inhibitior	-	0.8734	87.34%
P-glycoprotein substrate	-	0.8592	85.92%
CYP3A4 substrate	+	0.5538	55.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	-	0.7444	74.44%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8742	87.42%
CYP2C8 inhibition	-	0.9017	90.17%
CYP inhibitory promiscuity	-	0.9030	90.30%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8430	84.30%
Carcinogenicity (trinary)	Non-required	0.4508	45.08%
Eye corrosion	-	0.7655	76.55%
Eye irritation	-	0.6903	69.03%
Skin irritation	-	0.6801	68.01%
Skin corrosion	-	0.8715	87.15%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3952	39.52%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8532	85.32%
Acute Oral Toxicity (c)	III	0.7097	70.97%
Estrogen receptor binding	+	0.6220	62.20%
Androgen receptor binding	-	0.8594	85.94%
Thyroid receptor binding	-	0.5513	55.13%
Glucocorticoid receptor binding	+	0.6384	63.84%
Aromatase binding	-	0.5839	58.39%
PPAR gamma	+	0.6674	66.74%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5476	54.76%
Fish aquatic toxicity	+	0.8318	83.18%

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	96.85%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.48%	93.99%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.25%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.14%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1829	O15379	Histone deacetylase 3	89.28%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.71%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.05%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.45%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.13%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	82.42%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.56%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.70%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51002844
• LOTUS: LTS0268980
• wikiData: Q105175335