16-Hydroxy-5,14,15-trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,9,11,14-hexaen-8-one

Details

• Internal ID: 4b72fd53-fabf-4deb-afae-ac0b11d6c5cc
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16-hydroxy-5,14,15-trimethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,9,11,14-hexaen-8-one
• InChI: InChI=1S/C19H19NO5/c1-23-9-4-5-10-12(8-9)16(21)15-13-11(6-7-20-15)18(24-2)19(25-3)17(22)14(10)13/h4-7,11-13,22H,8H2,1-3H3
• InChI Key: FXORJWHWQHRUPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.40 g/mol
• Exact Mass: 341.12632271 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.7667	76.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5417	54.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6262	62.62%
P-glycoprotein inhibitior	-	0.5818	58.18%
P-glycoprotein substrate	-	0.7611	76.11%
CYP3A4 substrate	+	0.6168	61.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.5416	54.16%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.6948	69.48%
CYP2D6 inhibition	-	0.8159	81.59%
CYP1A2 inhibition	-	0.5621	56.21%
CYP2C8 inhibition	-	0.7600	76.00%
CYP inhibitory promiscuity	-	0.5690	56.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6752	67.52%
Acute Oral Toxicity (c)	III	0.5566	55.66%
Estrogen receptor binding	+	0.8367	83.67%
Androgen receptor binding	+	0.6147	61.47%
Thyroid receptor binding	+	0.7572	75.72%
Glucocorticoid receptor binding	+	0.8828	88.28%
Aromatase binding	-	0.4845	48.45%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.9071	90.71%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.7184	71.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.52%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	93.34%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.11%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.55%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.14%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.41%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.57%	94.00%

Plants that contains it

• Sinofranchetia chinensis

Cross-Links

• PubChem: 162871621
• LOTUS: LTS0250305
• wikiData: Q105004141