5'-(Furan-3-yl)-6-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione

Details

• Internal ID: f58cad97-217b-42a7-8610-65266c51946f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5'-(furan-3-yl)-6-hydroxy-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione
• SMILES (Canonical): CC1CC2C3=C(C14CC(OC4=O)C5=COC=C5)CC(CC3C(=O)O2)O
• SMILES (Isomeric): CC1CC2C3=C(C14CC(OC4=O)C5=COC=C5)CC(CC3C(=O)O2)O
• InChI: InChI=1S/C19H20O6/c1-9-4-14-16-12(17(21)24-14)5-11(20)6-13(16)19(9)7-15(25-18(19)22)10-2-3-23-8-10/h2-3,8-9,11-12,14-15,20H,4-7H2,1H3
• InChI Key: GEQWDBTYASTNAP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.4926	49.26%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7022	70.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8002	80.02%
OATP1B3 inhibitior	+	0.9213	92.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8139	81.39%
P-glycoprotein inhibitior	-	0.7748	77.48%
P-glycoprotein substrate	-	0.5606	56.06%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.6072	60.72%
CYP2C9 inhibition	-	0.8015	80.15%
CYP2C19 inhibition	-	0.8639	86.39%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.7711	77.11%
CYP2C8 inhibition	-	0.6824	68.24%
CYP inhibitory promiscuity	-	0.9059	90.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Danger	0.4353	43.53%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.5822	58.22%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.7167	71.67%
skin sensitisation	-	0.8104	81.04%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5058	50.58%
Acute Oral Toxicity (c)	III	0.3742	37.42%
Estrogen receptor binding	+	0.7392	73.92%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	-	0.6372	63.72%
Glucocorticoid receptor binding	+	0.7470	74.70%
Aromatase binding	+	0.5986	59.86%
PPAR gamma	-	0.5536	55.36%
Honey bee toxicity	-	0.8247	82.47%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.55%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.62%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.09%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	88.42%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.51%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.74%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.86%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%

Plants that contains it

• Teucrium kotschyanum
• Teucrium oxylepis

Cross-Links

• PubChem: 4371593
• LOTUS: LTS0105713
• wikiData: Q105007291