8-Hydroxy-14,15-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,4,6,8,11,13(17),14-heptaene-3,16-dione

Details

• Internal ID: 841a3b65-f858-445e-a772-0d1a5862256c
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 8-hydroxy-14,15-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,4,6,8,11,13(17),14-heptaene-3,16-dione
• InChI: InChI=1S/C19H15NO5/c1-20-8-7-10-13-14(17(23)19(25-3)18(10)24-2)12-9(16(22)15(13)20)5-4-6-11(12)21/h4-8,22H,1-3H3
• InChI Key: HOTVVEFLJQCZCY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅NO₅
• Molecular Weight: 337.30 g/mol
• Exact Mass: 337.09502258 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• 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	+	0.8487	84.87%
Caco-2	+	0.8022	80.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Nucleus	0.5929	59.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9194	91.94%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5217	52.17%
P-glycoprotein inhibitior	-	0.5744	57.44%
P-glycoprotein substrate	-	0.7890	78.90%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7927	79.27%
CYP3A4 inhibition	-	0.7663	76.63%
CYP2C9 inhibition	-	0.9633	96.33%
CYP2C19 inhibition	-	0.9186	91.86%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	+	0.7283	72.83%
CYP2C8 inhibition	-	0.7663	76.63%
CYP inhibitory promiscuity	-	0.7762	77.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5014	50.14%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.6864	68.64%
Skin irritation	-	0.8312	83.12%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.6646	66.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8199	81.99%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.9453	94.53%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7107	71.07%
Acute Oral Toxicity (c)	III	0.7323	73.23%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.5557	55.57%
Thyroid receptor binding	-	0.5054	50.54%
Glucocorticoid receptor binding	+	0.8567	85.67%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.7488	74.88%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.4519	45.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.18%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.53%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.68%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.17%	93.99%
CHEMBL2535	P11166	Glucose transporter	84.45%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL2056	P21728	Dopamine D1 receptor	82.05%	91.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.48%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	80.01%	91.49%

Plants that contains it

• Sciadotenia toxifera

Cross-Links

• PubChem: 15411209
• LOTUS: LTS0171868
• wikiData: Q105031533