2-[(1aR,3S,4aR,5R,8aS)-4a,5-dimethyl-6-oxo-2,3,4,5-tetrahydro-1aH-naphtho[1,8a-b]oxiren-3-yl]prop-2-enoic acid

Details

• Internal ID: a3ca7a24-0849-4821-9642-2ec7cda61a12
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 2-[(1aR,3S,4aR,5R,8aS)-4a,5-dimethyl-6-oxo-2,3,4,5-tetrahydro-1aH-naphtho[1,8a-b]oxiren-3-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H18O4/c1-8(13(17)18)10-6-12-15(19-12)5-4-11(16)9(2)14(15,3)7-10/h4-5,9-10,12H,1,6-7H2,2-3H3,(H,17,18)/t9-,10+,12+,14+,15+/m0/s1
• InChI Key: UTOUNUZARCNPNR-AGFYPYCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.6548	65.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8557	85.57%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8965	89.65%
P-glycoprotein inhibitior	-	0.9354	93.54%
P-glycoprotein substrate	-	0.7494	74.94%
CYP3A4 substrate	+	0.6310	63.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8889	88.89%
CYP3A4 inhibition	-	0.5428	54.28%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.8519	85.19%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.7156	71.56%
CYP2C8 inhibition	-	0.7535	75.35%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.5329	53.29%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5389	53.89%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.6033	60.33%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7018	70.18%
Acute Oral Toxicity (c)	III	0.4782	47.82%
Estrogen receptor binding	+	0.7363	73.63%
Androgen receptor binding	+	0.5743	57.43%
Thyroid receptor binding	-	0.5956	59.56%
Glucocorticoid receptor binding	-	0.5266	52.66%
Aromatase binding	-	0.6091	60.91%
PPAR gamma	-	0.5182	51.82%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.96%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.61%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.97%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.80%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.30%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.21%	94.45%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 101615552
• LOTUS: LTS0134672
• wikiData: Q105278947