4-Ethylidene-7-hydroxy-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11(17)-ene-3,8-dione

Details

• Internal ID: 7b44df22-2f19-49d2-a578-f2e3b7429e84
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 4-ethylidene-7-hydroxy-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11(17)-ene-3,8-dione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=C3C(CCN3CC2)OC1=O)O)C
• SMILES (Isomeric): CC=C1CC(C(C(=O)OCC2=C3C(CCN3CC2)OC1=O)O)C
• InChI: InChI=1S/C17H23NO5/c1-3-11-8-10(2)15(19)17(21)22-9-12-4-6-18-7-5-13(14(12)18)23-16(11)20/h3,10,13,15,19H,4-9H2,1-2H3
• InChI Key: CRDPLWCMWMJVFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₅
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.15762283 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9407	94.07%
Caco-2	+	0.8153	81.53%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6451	64.51%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9007	90.07%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6455	64.55%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.6209	62.09%
CYP3A4 substrate	+	0.5932	59.32%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8068	80.68%
CYP3A4 inhibition	-	0.9590	95.90%
CYP2C9 inhibition	-	0.9123	91.23%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	-	0.7684	76.84%
CYP2C8 inhibition	-	0.8921	89.21%
CYP inhibitory promiscuity	-	0.9850	98.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.5930	59.30%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.7401	74.01%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	+	0.6163	61.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6830	68.30%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.8167	81.67%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5838	58.38%
Acute Oral Toxicity (c)	II	0.4399	43.99%
Estrogen receptor binding	-	0.8267	82.67%
Androgen receptor binding	-	0.5550	55.50%
Thyroid receptor binding	-	0.5865	58.65%
Glucocorticoid receptor binding	+	0.5562	55.62%
Aromatase binding	-	0.7469	74.69%
PPAR gamma	-	0.7432	74.32%
Honey bee toxicity	-	0.8534	85.34%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8074	80.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.71%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.10%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.73%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.99%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	82.97%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.71%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.09%	86.33%

Plants that contains it

• Crotalaria lanceolata
• Crotalaria naragutensis

Cross-Links

• PubChem: 74030065
• LOTUS: LTS0002591
• wikiData: Q104968483