(1aS,4S,4aR,8aS)-4-(furan-3-yl)-4a,8-dimethyl-1a,4,5,6-tetrahydrooxireno[2,3-d]isochromen-2-one

Details

• Internal ID: 5b5d3dd5-07bd-4e0f-aa30-814030f31e17
• Taxonomy: Organoheterocyclic compounds > Dioxepanes > 1,4-dioxepanes
• IUPAC Name: (1aS,4S,4aR,8aS)-4-(furan-3-yl)-4a,8-dimethyl-1a,4,5,6-tetrahydrooxireno[2,3-d]isochromen-2-one
• SMILES (Canonical): CC1=CCCC2(C13C(O3)C(=O)OC2C4=COC=C4)C
• SMILES (Isomeric): CC1=CCC[C@]2([C@]13[C@H](O3)C(=O)O[C@H]2C4=COC=C4)C
• InChI: InChI=1S/C15H16O4/c1-9-4-3-6-14(2)11(10-5-7-17-8-10)18-13(16)12-15(9,14)19-12/h4-5,7-8,11-12H,3,6H2,1-2H3/t11-,12+,14+,15+/m0/s1
• InChI Key: RCGHAGIMQPCIRT-CTHBEMJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6819	68.19%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6322	63.22%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.7943	79.43%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8289	82.89%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.8390	83.90%
CYP3A4 substrate	+	0.5949	59.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	+	0.7740	77.40%
CYP2C9 inhibition	-	0.7856	78.56%
CYP2C19 inhibition	-	0.6931	69.31%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	+	0.5330	53.30%
CYP2C8 inhibition	-	0.5914	59.14%
CYP inhibitory promiscuity	-	0.5349	53.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4595	45.95%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9858	98.58%
Skin irritation	-	0.6191	61.91%
Skin corrosion	-	0.8651	86.51%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4884	48.84%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.7451	74.51%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	II	0.3166	31.66%
Estrogen receptor binding	+	0.7465	74.65%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	-	0.7654	76.54%
Glucocorticoid receptor binding	-	0.5949	59.49%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.6122	61.22%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.25%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.97%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.72%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.32%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.20%	100.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.70%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.14%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.97%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	82.37%	92.97%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.88%	85.14%

Plants that contains it

• Calodendrum capense

Cross-Links

• PubChem: 162875912
• LOTUS: LTS0265365
• wikiData: Q105233629