5-(Chloromethyl)-5-hydroxy-6-(hydroxymethyl)-6-[2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]oxan-2-one

Details

• Internal ID: 2ed9939d-eb52-44a9-b141-a0bffb932c05
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 5-(chloromethyl)-5-hydroxy-6-(hydroxymethyl)-6-[2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]oxan-2-one
• InChI: InChI=1S/C15H23ClO5/c1-10(2)4-5-11-13(3,20-11)15(9-17)14(19,8-16)7-6-12(18)21-15/h4,11,17,19H,5-9H2,1-3H3
• InChI Key: UJAIFASNQZFBSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃ClO₅
• Molecular Weight: 318.79 g/mol
• Exact Mass: 318.1234015 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8394	83.94%
Caco-2	+	0.6017	60.17%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8171	81.71%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8650	86.50%
OATP1B3 inhibitior	+	0.9069	90.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.6388	63.88%
P-glycoprotein inhibitior	-	0.8519	85.19%
P-glycoprotein substrate	-	0.7960	79.60%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	0.6090	60.90%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.9439	94.39%
CYP2C9 inhibition	-	0.8194	81.94%
CYP2C19 inhibition	-	0.8090	80.90%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.8489	84.89%
CYP2C8 inhibition	-	0.7668	76.68%
CYP inhibitory promiscuity	-	0.9537	95.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8871	88.71%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9091	90.91%
Skin irritation	-	0.7154	71.54%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4410	44.10%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5049	50.49%
skin sensitisation	-	0.8121	81.21%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7102	71.02%
Acute Oral Toxicity (c)	III	0.5833	58.33%
Estrogen receptor binding	+	0.8317	83.17%
Androgen receptor binding	+	0.6417	64.17%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	-	0.5394	53.94%
PPAR gamma	+	0.7106	71.06%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8251	82.51%

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	97.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.59%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.45%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.23%	86.33%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.24%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.82%	91.24%
CHEMBL255	P29275	Adenosine A2b receptor	81.85%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	81.27%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.67%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.51%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.03%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814337
• LOTUS: LTS0008081
• wikiData: Q104198264