(1R,8S,10S)-8-hydroxy-3,4-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5-triene-11,12-dione

Details

• Internal ID: e57d5a4a-4f0b-4f0e-a6df-950f0541f504
• Taxonomy: Alkaloids and derivatives > Hasubanan alkaloids
• IUPAC Name: (1R,8S,10S)-8-hydroxy-3,4-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5-triene-11,12-dione
• InChI: InChI=1S/C19H23NO5/c1-20-9-8-18-7-6-12(21)17(23)19(18,20)10-13(22)11-4-5-14(24-2)16(25-3)15(11)18/h4-5,13,22H,6-10H2,1-3H3/t13-,18+,19+/m0/s1
• InChI Key: VAARHLNSYYGKHW-MJXNMMHHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₅
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.15762283 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.38
• 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	+	0.9714	97.14%
Caco-2	+	0.8067	80.67%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6539	65.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9471	94.71%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5599	55.99%
BSEP inhibitior	-	0.7889	78.89%
P-glycoprotein inhibitior	-	0.8323	83.23%
P-glycoprotein substrate	-	0.6021	60.21%
CYP3A4 substrate	+	0.6501	65.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6430	64.30%
CYP3A4 inhibition	+	0.5200	52.00%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.6484	64.84%
CYP1A2 inhibition	-	0.8432	84.32%
CYP2C8 inhibition	-	0.7902	79.02%
CYP inhibitory promiscuity	-	0.9560	95.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9783	97.83%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5057	50.57%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8108	81.08%
Acute Oral Toxicity (c)	III	0.5794	57.94%
Estrogen receptor binding	-	0.4808	48.08%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	+	0.5178	51.78%
Glucocorticoid receptor binding	-	0.5388	53.88%
Aromatase binding	-	0.6415	64.15%
PPAR gamma	-	0.6547	65.47%
Honey bee toxicity	-	0.8547	85.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8438	84.38%

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	98.20%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.06%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.33%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.62%	95.89%
CHEMBL2535	P11166	Glucose transporter	84.98%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.99%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%
CHEMBL2056	P21728	Dopamine D1 receptor	81.37%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.86%	85.14%

Plants that contains it

• Stephania japonica

Cross-Links

• PubChem: 162932487
• LOTUS: LTS0051251
• wikiData: Q105282583