(1S,4S,5R)-4-[(E)-4-methyl-5-(4-methylfuran-2-yl)-5-oxopent-3-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one

Details

• Internal ID: 40fbae7c-3517-4b7a-8904-befa6e44be0f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones
• IUPAC Name: (1S,4S,5R)-4-[(E)-4-methyl-5-(4-methylfuran-2-yl)-5-oxopent-3-enyl]-2,6-dioxabicyclo[3.1.0]hexan-3-one
• SMILES (Canonical): CC1=COC(=C1)C(=O)C(=CCCC2C3C(O3)OC2=O)C
• SMILES (Isomeric): CC1=COC(=C1)C(=O)/C(=C/CC[C@H]2[C@@H]3[C@@H](O3)OC2=O)/C
• InChI: InChI=1S/C15H16O5/c1-8-6-11(18-7-8)12(16)9(2)4-3-5-10-13-15(19-13)20-14(10)17/h4,6-7,10,13,15H,3,5H2,1-2H3/b9-4+/t10-,13+,15-/m0/s1
• InChI Key: BALCQJYWQPDUED-ZYGNGYHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 69.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9680	96.80%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7354	73.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5724	57.24%
P-glycoprotein inhibitior	-	0.8309	83.09%
P-glycoprotein substrate	-	0.7995	79.95%
CYP3A4 substrate	+	0.5410	54.10%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.6193	61.93%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	+	0.5184	51.84%
CYP2C8 inhibition	-	0.7882	78.82%
CYP inhibitory promiscuity	-	0.6794	67.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5216	52.16%
Eye corrosion	-	0.9656	96.56%
Eye irritation	-	0.9371	93.71%
Skin irritation	-	0.5683	56.83%
Skin corrosion	-	0.8454	84.54%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4430	44.30%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.7213	72.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6685	66.85%
Acute Oral Toxicity (c)	III	0.5573	55.73%
Estrogen receptor binding	+	0.5490	54.90%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	-	0.7821	78.21%
Glucocorticoid receptor binding	+	0.5433	54.33%
Aromatase binding	-	0.7735	77.35%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9538	95.38%

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	94.16%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.19%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.22%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.58%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.26%	93.00%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.20%	94.45%

Plants that contains it

• Phymaspermum montanum

Cross-Links

• PubChem: 163190031
• LOTUS: LTS0118124
• wikiData: Q104922276