(1S,6R,7R,8R)-2,7-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-10-oxatricyclo[6.3.2.01,6]tridec-2-ene-4,9-dione

Details

• Internal ID: a6d33b89-2091-4b3e-82db-822d07e8c70d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1S,6R,7R,8R)-2,7-dimethyl-7-[2-(5-oxo-2H-furan-4-yl)ethyl]-10-oxatricyclo[6.3.2.01,6]tridec-2-ene-4,9-dione
• InChI: InChI=1S/C20H24O5/c1-12-9-14(21)10-16-19(2,6-3-13-5-8-24-17(13)22)15-4-7-20(12,16)11-25-18(15)23/h5,9,15-16H,3-4,6-8,10-11H2,1-2H3/t15-,16+,19-,20+/m0/s1
• InChI Key: LBKKRBCTXMWVGG-ACZWYYKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.6047	60.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8001	80.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8740	87.40%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6856	68.56%
P-glycoprotein inhibitior	-	0.6097	60.97%
P-glycoprotein substrate	-	0.5758	57.58%
CYP3A4 substrate	+	0.6361	63.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8957	89.57%
CYP3A4 inhibition	-	0.7934	79.34%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8713	87.13%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8070	80.70%
CYP2C8 inhibition	-	0.6524	65.24%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5360	53.60%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.6262	62.62%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.6782	67.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7851	78.51%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5462	54.62%
skin sensitisation	-	0.8365	83.65%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7829	78.29%
Acute Oral Toxicity (c)	III	0.6641	66.41%
Estrogen receptor binding	+	0.7788	77.88%
Androgen receptor binding	+	0.7849	78.49%
Thyroid receptor binding	-	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7265	72.65%
Aromatase binding	+	0.5447	54.47%
PPAR gamma	+	0.5413	54.13%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9950	99.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.28%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.51%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.73%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.50%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.49%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.91%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.12%	83.57%

Plants that contains it

• Salvia madrensis

Cross-Links

• PubChem: 162883361
• LOTUS: LTS0122977
• wikiData: Q105149392