9-Hydroxy-10-(1-hydroxyhexa-2,4-dienylidene)-6-(hydroxymethyl)-7,9-dimethyl-3-oxatricyclo[5.2.2.02,6]undecane-4,8,11-trione

Details

• Internal ID: 2f367c6a-f601-4615-8d25-732acd62f33f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-hydroxy-10-(1-hydroxyhexa-2,4-dienylidene)-6-(hydroxymethyl)-7,9-dimethyl-3-oxatricyclo[5.2.2.02,6]undecane-4,8,11-trione
• InChI: InChI=1S/C19H22O7/c1-4-5-6-7-10(21)12-13-15-19(9-20,8-11(22)26-15)17(2,14(12)23)16(24)18(13,3)25/h4-7,13,15,20-21,25H,8-9H2,1-3H3
• InChI Key: XFMFIGWGIQJRSI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9878	98.78%
Caco-2	-	0.6115	61.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6719	67.19%
P-glycoprotein inhibitior	-	0.7733	77.33%
P-glycoprotein substrate	-	0.7478	74.78%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9052	90.52%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.8745	87.45%
CYP2C19 inhibition	-	0.9247	92.47%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	-	0.7136	71.36%
CYP inhibitory promiscuity	-	0.7773	77.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.5923	59.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.5269	52.69%
skin sensitisation	-	0.8098	80.98%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4935	49.35%
Acute Oral Toxicity (c)	III	0.5198	51.98%
Estrogen receptor binding	+	0.6187	61.87%
Androgen receptor binding	+	0.6380	63.80%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	+	0.6736	67.36%
Aromatase binding	+	0.6507	65.07%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.8235	82.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9170	91.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	94.67%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	91.79%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.39%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.29%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.25%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.15%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.89%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.68%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72811654
• LOTUS: LTS0021341
• wikiData: Q104200934