2-hydroxy-3-methyl-4-(6-oxo-3-prop-1-en-2-ylhept-1-enyl)-2H-furan-5-one

Details

• Internal ID: 05276f7d-2c49-46cd-876d-cfd85b88de86
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 2-hydroxy-3-methyl-4-(6-oxo-3-prop-1-en-2-ylhept-1-enyl)-2H-furan-5-one
• SMILES (Canonical): CC1=C(C(=O)OC1O)C=CC(CCC(=O)C)C(=C)C
• SMILES (Isomeric): CC1=C(C(=O)OC1O)C=CC(CCC(=O)C)C(=C)C
• InChI: InChI=1S/C15H20O4/c1-9(2)12(6-5-10(3)16)7-8-13-11(4)14(17)19-15(13)18/h7-8,12,14,17H,1,5-6H2,2-4H3
• InChI Key: QGRSEQLIFLUHGN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 4
• 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	+	0.9628	96.28%
Caco-2	+	0.7601	76.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6390	63.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.8934	89.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8009	80.09%
P-glycoprotein inhibitior	-	0.9365	93.65%
P-glycoprotein substrate	-	0.7917	79.17%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	0.8131	81.31%
CYP2D6 substrate	-	0.8911	89.11%
CYP3A4 inhibition	-	0.6995	69.95%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.5990	59.90%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9487	94.87%
Eye irritation	-	0.7550	75.50%
Skin irritation	+	0.6138	61.38%
Skin corrosion	-	0.8486	84.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5875	58.75%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6819	68.19%
skin sensitisation	-	0.7343	73.43%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5891	58.91%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	-	0.7337	73.37%
Androgen receptor binding	-	0.8661	86.61%
Thyroid receptor binding	-	0.6336	63.36%
Glucocorticoid receptor binding	-	0.6445	64.45%
Aromatase binding	-	0.7257	72.57%
PPAR gamma	-	0.6181	61.81%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9488	94.88%

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	91.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.43%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.99%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.94%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.62%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.50%	93.56%

Plants that contains it

• Siparuna thecaphora

Cross-Links

• PubChem: 162921320
• LOTUS: LTS0058776
• wikiData: Q105220603