(4aR,9aS,10aS)-3,5,9a-trimethyl-4,4a,10,10a-tetrahydrofuro[3,2-h][3]benzoxepin-2-one

Details

• Internal ID: bd3f6e76-69c6-4c85-8db7-176239190cad
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (4aR,9aS,10aS)-3,5,9a-trimethyl-4,4a,10,10a-tetrahydrofuro[3,2-h][3]benzoxepin-2-one
• SMILES (Canonical): CC1=COC=CC2(C1CC3=C(C(=O)OC3C2)C)C
• SMILES (Isomeric): CC1=COC=C[C@@]2([C@H]1CC3=C(C(=O)O[C@H]3C2)C)C
• InChI: InChI=1S/C15H18O3/c1-9-8-17-5-4-15(3)7-13-11(6-12(9)15)10(2)14(16)18-13/h4-5,8,12-13H,6-7H2,1-3H3/t12-,13-,15-/m0/s1
• InChI Key: DMFSWNMSKDPBCG-YDHLFZDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8408	84.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5930	59.30%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6257	62.57%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.8236	82.36%
CYP3A4 substrate	+	0.6030	60.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.8024	80.24%
CYP2C9 inhibition	-	0.9288	92.88%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	+	0.5077	50.77%
CYP2C8 inhibition	-	0.8193	81.93%
CYP inhibitory promiscuity	-	0.8279	82.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9217	92.17%
Carcinogenicity (trinary)	Non-required	0.4558	45.58%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.8424	84.24%
Skin irritation	+	0.5236	52.36%
Skin corrosion	-	0.8888	88.88%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4315	43.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.5476	54.76%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8647	86.47%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	-	0.6640	66.40%
Androgen receptor binding	-	0.5065	50.65%
Thyroid receptor binding	-	0.6559	65.59%
Glucocorticoid receptor binding	-	0.5082	50.82%
Aromatase binding	-	0.7157	71.57%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.8881	88.81%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.60%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.95%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.11%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.36%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

• Smyrnium cordifolium

Cross-Links

• PubChem: 163081908
• LOTUS: LTS0171714
• wikiData: Q104985066