[(1S,2R,5S)-4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.02,5]tridec-8-en-1-yl]methyl acetate

Details

• Internal ID: ce4dd311-2b43-4166-a171-9043ac69cbff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1S,2R,5S)-4,4-dimethyl-13-oxo-12-oxatricyclo[6.3.2.02,5]tridec-8-en-1-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CCC=C(CCC3C1CC3(C)C)C(=O)O2
• SMILES (Isomeric): CC(=O)OC[C@]12CCC=C(CC[C@H]3[C@H]1CC3(C)C)C(=O)O2
• InChI: InChI=1S/C17H24O4/c1-11(18)20-10-17-8-4-5-12(15(19)21-17)6-7-13-14(17)9-16(13,2)3/h5,13-14H,4,6-10H2,1-3H3/t13-,14+,17+/m0/s1
• InChI Key: IBCPZSHDDPSFKI-JJRVBVJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.7850	78.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5731	57.31%
P-glycoprotein inhibitior	-	0.7028	70.28%
P-glycoprotein substrate	-	0.8838	88.38%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	-	0.8107	81.07%
CYP2C9 inhibition	-	0.6753	67.53%
CYP2C19 inhibition	-	0.7546	75.46%
CYP2D6 inhibition	-	0.9202	92.02%
CYP1A2 inhibition	-	0.6704	67.04%
CYP2C8 inhibition	+	0.4774	47.74%
CYP inhibitory promiscuity	-	0.9244	92.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9731	97.31%
Eye irritation	-	0.8207	82.07%
Skin irritation	-	0.6778	67.78%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.6966	69.66%
Human Ether-a-go-go-Related Gene inhibition	+	0.6819	68.19%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5376	53.76%
skin sensitisation	-	0.7053	70.53%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6830	68.30%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.7405	74.05%
Androgen receptor binding	+	0.5729	57.29%
Thyroid receptor binding	+	0.6266	62.66%
Glucocorticoid receptor binding	+	0.6545	65.45%
Aromatase binding	-	0.5643	56.43%
PPAR gamma	+	0.5302	53.02%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.22%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.68%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.75%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.64%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.63%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.73%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.01%	86.33%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%

Plants that contains it

• Lychnophora salicifolia

Cross-Links

• PubChem: 162884572
• LOTUS: LTS0266201
• wikiData: Q105036429