10-Hydroxy-14,15-dimethoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,12,14-heptaen-11-one

Details

• Internal ID: 1e4f57bb-acf3-4a5f-b857-f9507c3f4e6c
• Taxonomy: Alkaloids and derivatives > Aristolactams
• IUPAC Name: 10-hydroxy-14,15-dimethoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,12,14-heptaen-11-one
• InChI: InChI=1S/C17H13NO4/c1-21-13-8-11-14-12(18(20)17(11)19)7-9-5-3-4-6-10(9)15(14)16(13)22-2/h3-8,20H,1-2H3
• InChI Key: CJWXBUOHIWPNQI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₃NO₄
• Molecular Weight: 295.29 g/mol
• Exact Mass: 295.08445790 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• 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	+	0.9705	97.05%
Caco-2	+	0.8437	84.37%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5554	55.54%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9404	94.04%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4623	46.23%
P-glycoprotein inhibitior	-	0.6609	66.09%
P-glycoprotein substrate	-	0.8942	89.42%
CYP3A4 substrate	+	0.5537	55.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.8306	83.06%
CYP2C9 inhibition	-	0.6793	67.93%
CYP2C19 inhibition	-	0.7581	75.81%
CYP2D6 inhibition	-	0.9009	90.09%
CYP1A2 inhibition	+	0.6874	68.74%
CYP2C8 inhibition	-	0.5603	56.03%
CYP inhibitory promiscuity	+	0.6465	64.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7515	75.15%
Carcinogenicity (trinary)	Non-required	0.4202	42.02%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.7158	71.58%
Skin irritation	-	0.8009	80.09%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7260	72.60%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.5480	54.80%
skin sensitisation	-	0.8828	88.28%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5174	51.74%
Nephrotoxicity	-	0.6271	62.71%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.8451	84.51%
Androgen receptor binding	+	0.6511	65.11%
Thyroid receptor binding	+	0.6689	66.89%
Glucocorticoid receptor binding	+	0.9113	91.13%
Aromatase binding	+	0.8675	86.75%
PPAR gamma	+	0.6272	62.72%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7151	71.51%
Fish aquatic toxicity	+	0.9046	90.46%

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	96.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.30%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.10%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.80%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	90.63%	92.98%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.99%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	85.98%	90.20%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.44%	96.67%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.22%	80.78%
CHEMBL2581	P07339	Cathepsin D	83.97%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.83%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.48%	92.62%

Plants that contains it

• Piper umbellatum

Cross-Links

• PubChem: 24882471
• LOTUS: LTS0012464
• wikiData: Q104961784