(E)-3-[(1aR,4aR,7R,8aS)-1a,4a-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphtho[1,8a-b]oxiren-7-yl]prop-2-enoic acid

Details

• Internal ID: 1d596e75-845b-4043-b9a1-35bdf80ef0f5
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (E)-3-[(1aR,4aR,7R,8aS)-1a,4a-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphtho[1,8a-b]oxiren-7-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCCC3(C1(O3)CC(CC2)C=CC(=O)O)C
• SMILES (Isomeric): C[C@]12CCC[C@@]3([C@]1(O3)C[C@@H](CC2)/C=C/C(=O)O)C
• InChI: InChI=1S/C15H22O3/c1-13-7-3-8-14(2)15(13,18-14)10-11(6-9-13)4-5-12(16)17/h4-5,11H,3,6-10H2,1-2H3,(H,16,17)/b5-4+/t11-,13-,14-,15+/m1/s1
• InChI Key: CZFYTAOSDOKUHD-NKLRYFMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 2
• 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	+	0.9914	99.14%
Caco-2	+	0.7162	71.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.6017	60.17%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8595	85.95%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.8813	88.13%
CYP3A4 substrate	+	0.5604	56.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.7793	77.93%
CYP2C19 inhibition	-	0.7829	78.29%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.5611	56.11%
CYP2C8 inhibition	-	0.7560	75.60%
CYP inhibitory promiscuity	-	0.9557	95.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6730	67.30%
Eye corrosion	-	0.9664	96.64%
Eye irritation	-	0.8636	86.36%
Skin irritation	-	0.5834	58.34%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6307	63.07%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5654	56.54%
skin sensitisation	+	0.4812	48.12%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5239	52.39%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	III	0.6974	69.74%
Estrogen receptor binding	+	0.7408	74.08%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	-	0.5341	53.41%
Glucocorticoid receptor binding	-	0.5137	51.37%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	90.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.77%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.96%	96.38%
CHEMBL206	P03372	Estrogen receptor alpha	85.74%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.26%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL2061	P19793	Retinoid X receptor alpha	82.21%	91.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.43%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.17%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.66%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.07%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15887000
• LOTUS: LTS0098375
• wikiData: Q104972765