(1R,4E)-4-ethylidene-7-hydroxy-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

Details

• Internal ID: 4f785c08-5303-416a-8dea-895b68069955
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4E)-4-ethylidene-7-hydroxy-6-methyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CC=C1CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)O)C
• SMILES (Isomeric): C/C=C/1\CC(C(C(=O)OCC2=CCN3C2[C@@H](CC3)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/h3-4,10,13-15,19H,5-9H2,1-2H3/b11-3+/t10?,13-,14?,15?/m1/s1
• InChI Key: GDNOZPZFNGELHS-XUAFSZMQSA-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: 0.90
• Atomic LogP (AlogP): 0.80
• 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	+	0.9529	95.29%
Caco-2	+	0.7809	78.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6290	62.90%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6481	64.81%
P-glycoprotein inhibitior	-	0.8594	85.94%
P-glycoprotein substrate	-	0.5186	51.86%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.9569	95.69%
CYP2C9 inhibition	-	0.9288	92.88%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.8024	80.24%
CYP2C8 inhibition	-	0.8988	89.88%
CYP inhibitory promiscuity	-	0.9897	98.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.5996	59.96%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.9882	98.82%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.9083	90.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4391	43.91%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.9551	95.51%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7101	71.01%
Acute Oral Toxicity (c)	II	0.4900	49.00%
Estrogen receptor binding	-	0.8338	83.38%
Androgen receptor binding	-	0.5189	51.89%
Thyroid receptor binding	-	0.6712	67.12%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	-	0.7946	79.46%
PPAR gamma	-	0.8521	85.21%
Honey bee toxicity	-	0.8094	80.94%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8044	80.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.04%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.22%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.03%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.71%	97.25%

Plants that contains it

• Crotalaria lanceolata
• Crotalaria naragutensis

Cross-Links

• PubChem: 5320165
• LOTUS: LTS0094742
• wikiData: Q105006830