9-[2-hydroxy-2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-9,12-dimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-10-carboxylic acid

Details

• Internal ID: 291d3038-cac6-4eb5-8d0c-60957f9fb1c1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 9-[2-hydroxy-2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-9,12-dimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodec-4-ene-10-carboxylic acid
• InChI: InChI=1S/C20H24O8/c1-19(8-12(21)9-6-15(22)28-17(9)25)11(16(23)24)7-14-20(2)10(18(26)27-14)4-3-5-13(19)20/h4,6,11-15,21-22H,3,5,7-8H2,1-2H3,(H,23,24)
• InChI Key: DKTLNCFKLVNICZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.6942	69.42%
Blood Brain Barrier	+	0.7855	78.55%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8581	85.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5473	54.73%
BSEP inhibitior	-	0.4508	45.08%
P-glycoprotein inhibitior	-	0.7566	75.66%
P-glycoprotein substrate	-	0.6073	60.73%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8920	89.20%
CYP3A4 inhibition	-	0.5191	51.91%
CYP2C9 inhibition	-	0.9214	92.14%
CYP2C19 inhibition	-	0.9556	95.56%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.8695	86.95%
CYP2C8 inhibition	-	0.6814	68.14%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4796	47.96%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9498	94.98%
Skin irritation	+	0.6701	67.01%
Skin corrosion	-	0.8861	88.61%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6294	62.94%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	I	0.5099	50.99%
Estrogen receptor binding	+	0.8481	84.81%
Androgen receptor binding	+	0.6102	61.02%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	+	0.6597	65.97%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.77%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.88%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	83.82%	90.17%
CHEMBL5028	O14672	ADAM10	83.41%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.86%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.69%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.12%	93.56%

Plants that contains it

• Scapania nemorea

Cross-Links

• PubChem: 162974037
• LOTUS: LTS0205954
• wikiData: Q104983761