5'-(2-hydroxy-5-oxo-2H-furan-4-yl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione

Details

• Internal ID: ea16ccf7-0218-48fa-9f1e-ac2368450a15
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 5'-(2-hydroxy-5-oxo-2H-furan-4-yl)-10-methylspiro[2-oxatricyclo[6.3.1.04,12]dodec-4(12)-ene-9,3'-oxolane]-2',3-dione
• SMILES (Canonical): CC1CC2C3=C(CCCC3C14CC(OC4=O)C5=CC(OC5=O)O)C(=O)O2
• SMILES (Isomeric): CC1CC2C3=C(CCCC3C14CC(OC4=O)C5=CC(OC5=O)O)C(=O)O2
• InChI: InChI=1S/C19H20O7/c1-8-5-12-15-9(16(21)24-12)3-2-4-11(15)19(8)7-13(25-18(19)23)10-6-14(20)26-17(10)22/h6,8,11-14,20H,2-5,7H2,1H3
• InChI Key: KSHGBTGXIQFWKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 7
• 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	+	0.9948	99.48%
Caco-2	-	0.5707	57.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7763	77.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5471	54.71%
P-glycoprotein inhibitior	-	0.7840	78.40%
P-glycoprotein substrate	-	0.7005	70.05%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.9210	92.10%
CYP2C19 inhibition	-	0.9450	94.50%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.5919	59.19%
CYP2C8 inhibition	-	0.7825	78.25%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.3968	39.68%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9197	91.97%
Skin irritation	+	0.5504	55.04%
Skin corrosion	-	0.8422	84.22%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6489	64.89%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.3848	38.48%
Estrogen receptor binding	+	0.9267	92.67%
Androgen receptor binding	+	0.6202	62.02%
Thyroid receptor binding	-	0.6562	65.62%
Glucocorticoid receptor binding	+	0.7929	79.29%
Aromatase binding	+	0.6696	66.96%
PPAR gamma	+	0.6871	68.71%
Honey bee toxicity	-	0.7662	76.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.41%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.53%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.92%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%

Plants that contains it

• Teucrium japonicum

Cross-Links

• PubChem: 162977809
• LOTUS: LTS0179209
• wikiData: Q105145404