9-[2-(Furan-3-yl)ethyl]-9,10-dihydroxy-10-(hydroxymethyl)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

Details

• Internal ID: d355e8bf-4f52-4c24-9947-f4a9d2ab002d
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 9-[2-(furan-3-yl)ethyl]-9,10-dihydroxy-10-(hydroxymethyl)-4,8-dimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one
• SMILES (Canonical): CC12CCCC3(C1C(CC(C3(CCC4=COC=C4)O)(CO)O)OC2=O)C
• SMILES (Isomeric): CC12CCCC3(C1C(CC(C3(CCC4=COC=C4)O)(CO)O)OC2=O)C
• InChI: InChI=1S/C20H28O6/c1-17-6-3-7-18(2)15(17)14(26-16(17)22)10-19(23,12-21)20(18,24)8-4-13-5-9-25-11-13/h5,9,11,14-15,21,23-24H,3-4,6-8,10,12H2,1-2H3
• InChI Key: VZRWIDGDKDCZIY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 6
• 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	+	0.8681	86.81%
Caco-2	+	0.5882	58.82%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6908	69.08%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	-	0.7629	76.29%
P-glycoprotein substrate	-	0.6275	62.75%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.7050	70.50%
CYP2C9 inhibition	-	0.8946	89.46%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8910	89.10%
CYP2C8 inhibition	-	0.5990	59.90%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.5928	59.28%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4135	41.35%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5822	58.22%
Acute Oral Toxicity (c)	III	0.3806	38.06%
Estrogen receptor binding	+	0.8535	85.35%
Androgen receptor binding	+	0.7389	73.89%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.8276	82.76%
Aromatase binding	+	0.7803	78.03%
PPAR gamma	+	0.5198	51.98%
Honey bee toxicity	-	0.8430	84.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9588	95.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.85%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.05%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.70%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.95%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.52%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.43%	100.00%

Plants that contains it

• Leonurus sibiricus

Cross-Links

• PubChem: 162976543
• LOTUS: LTS0247009
• wikiData: Q105299948