(5'S,9R)-5'-(furan-3-yl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione

Details

• Internal ID: 517d82bb-bba1-404e-8216-10eee4988378
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5'S,9R)-5'-(furan-3-yl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-8(12)-ene-9,3'-oxolane]-2',3-dione
• InChI: InChI=1S/C19H20O5/c1-10-7-14-16-12(17(20)23-14)3-2-4-13(16)19(10)8-15(24-18(19)21)11-5-6-22-9-11/h5-6,9-10,12,14-15H,2-4,7-8H2,1H3/t10?,12?,14?,15-,19+/m0/s1
• InChI Key: SQCRWYNKGMJAIH-DOHBCLJVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• NSC634629
• NSC-634629

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6214	62.14%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7373	73.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9298	92.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6725	67.25%
P-glycoprotein inhibitior	-	0.6961	69.61%
P-glycoprotein substrate	-	0.6640	66.40%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.5105	51.05%
CYP2C9 inhibition	-	0.8041	80.41%
CYP2C19 inhibition	-	0.8092	80.92%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.6092	60.92%
CYP2C8 inhibition	-	0.6417	64.17%
CYP inhibitory promiscuity	-	0.7917	79.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.3933	39.33%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9729	97.29%
Skin irritation	-	0.6011	60.11%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8048	80.48%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5938	59.38%
Acute Oral Toxicity (c)	III	0.4877	48.77%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.6367	63.67%
Thyroid receptor binding	-	0.7284	72.84%
Glucocorticoid receptor binding	+	0.7617	76.17%
Aromatase binding	+	0.6417	64.17%
PPAR gamma	-	0.5726	57.26%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	95.50%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.40%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.80%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	87.07%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.96%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.81%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.55%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.18%	97.14%

Plants that contains it

• Teucrium canadense

Cross-Links

• PubChem: 11969907
• LOTUS: LTS0199329
• wikiData: Q105257761