3-(Hydroxymethyl)-1-(4-hydroxy-3-methylbut-2-enyl)-6-oxabicyclo[3.2.0]hept-2-en-7-one

Details

• Internal ID: 3860f0a8-a0a1-4553-86e5-e8b392dae796
• Taxonomy: Organoheterocyclic compounds > Lactones > Beta propiolactones
• IUPAC Name: 3-(hydroxymethyl)-1-(4-hydroxy-3-methylbut-2-enyl)-6-oxabicyclo[3.2.0]hept-2-en-7-one
• InChI: InChI=1S/C12H16O4/c1-8(6-13)2-3-12-5-9(7-14)4-10(12)16-11(12)15/h2,5,10,13-14H,3-4,6-7H2,1H3
• InChI Key: VGNVWIDTLMLHBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9347	93.47%
Caco-2	+	0.5724	57.24%
Blood Brain Barrier	-	0.6719	67.19%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6385	63.85%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.9155	91.55%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.7271	72.71%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.9655	96.55%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.7828	78.28%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.7960	79.60%
CYP2C8 inhibition	-	0.9124	91.24%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5069	50.69%
Eye corrosion	-	0.9789	97.89%
Eye irritation	+	0.6266	62.66%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9374	93.74%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7364	73.64%
Acute Oral Toxicity (c)	III	0.4689	46.89%
Estrogen receptor binding	-	0.7154	71.54%
Androgen receptor binding	-	0.5710	57.10%
Thyroid receptor binding	-	0.6312	63.12%
Glucocorticoid receptor binding	+	0.7458	74.58%
Aromatase binding	-	0.7319	73.19%
PPAR gamma	-	0.6165	61.65%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9463	94.63%

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	91.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.80%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.03%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.37%	88.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.26%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.26%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.05%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.02%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75231461
• LOTUS: LTS0071239
• wikiData: Q104199362