Hydroxy butenolide

Details

• Internal ID: 477804d5-3d85-4c0f-8a08-980e6e7db42f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4-[2-[(1R,6R)-1,6-dimethyl-2-methylidenecyclohex-3-en-1-yl]ethyl]-2-hydroxy-2H-furan-5-one
• SMILES (Canonical): CC1CC=CC(=C)C1(C)CCC2=CC(OC2=O)O
• SMILES (Isomeric): C[C@@H]1CC=CC(=C)[C@]1(C)CCC2=CC(OC2=O)O
• InChI: InChI=1S/C15H20O3/c1-10-5-4-6-11(2)15(10,3)8-7-12-9-13(16)18-14(12)17/h4-5,9,11,13,16H,1,6-8H2,2-3H3/t11-,13?,15+/m1/s1
• InChI Key: DNVMNEBSCNECGO-ZHOBSPGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• hydroxy butenolide
• CHEMBL511263
• DNVMNEBSCNECGO-ZHOBSPGKSA-N
• BDBM50479040

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.7054	70.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.8859	88.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8343	83.43%
P-glycoprotein inhibitior	-	0.9411	94.11%
P-glycoprotein substrate	-	0.8439	84.39%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.8138	81.38%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.7554	75.54%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.5448	54.48%
CYP2C8 inhibition	-	0.8840	88.40%
CYP inhibitory promiscuity	-	0.8292	82.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9553	95.53%
Eye irritation	-	0.9619	96.19%
Skin irritation	+	0.5599	55.99%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4234	42.34%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6493	64.93%
skin sensitisation	-	0.5682	56.82%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6349	63.49%
Estrogen receptor binding	-	0.6635	66.35%
Androgen receptor binding	-	0.6393	63.93%
Thyroid receptor binding	-	0.5626	56.26%
Glucocorticoid receptor binding	+	0.5765	57.65%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	-	0.5392	53.92%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.06%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	85.29%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.17%	96.77%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21773091
• LOTUS: LTS0262361
• wikiData: Q104401488