3-Hydroxy-4-methoxy-9-methyl-9-azapentacyclo[8.8.0.01,6.02,13.013,18]octadeca-5,14-dien-16-one

Details

• Internal ID: 916a0c47-3d9a-48af-b932-ab1fde13a3f4
• Taxonomy: Organoheterocyclic compounds > Dibenzazecins
• IUPAC Name: 3-hydroxy-4-methoxy-9-methyl-9-azapentacyclo[8.8.0.01,6.02,13.013,18]octadeca-5,14-dien-16-one
• InChI: InChI=1S/C19H25NO3/c1-20-8-5-11-9-13(23-2)16(22)17-18-6-3-12(21)10-14(18)19(11,17)15(20)4-7-18/h3,6,9,13-17,22H,4-5,7-8,10H2,1-2H3
• InChI Key: QJBHJCBPQGAAPT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.18344366 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	+	0.6077	60.77%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7801	78.01%
P-glycoprotein inhibitior	-	0.7827	78.27%
P-glycoprotein substrate	-	0.5383	53.83%
CYP3A4 substrate	+	0.6696	66.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7275	72.75%
CYP3A4 inhibition	-	0.8533	85.33%
CYP2C9 inhibition	-	0.8790	87.90%
CYP2C19 inhibition	-	0.9068	90.68%
CYP2D6 inhibition	-	0.6631	66.31%
CYP1A2 inhibition	-	0.8335	83.35%
CYP2C8 inhibition	-	0.8492	84.92%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9925	99.25%
Skin irritation	-	0.7044	70.44%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5242	52.42%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5735	57.35%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.6095	60.95%
Androgen receptor binding	+	0.6135	61.35%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.7382	73.82%
Aromatase binding	-	0.6721	67.21%
PPAR gamma	-	0.5951	59.51%
Honey bee toxicity	-	0.8021	80.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7097	70.97%

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	98.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.55%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.98%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.32%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.86%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.18%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.45%	91.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.42%	93.04%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.71%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.02%	89.00%

Plants that contains it

• Colchicum luteum

Cross-Links

• PubChem: 21627962
• LOTUS: LTS0185269
• wikiData: Q104252671