(1S,10S)-4,5,11,12-tetramethoxy-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2,4,6,11-tetraen-13-one

Details

• Internal ID: f8240340-eca4-4e69-a4a2-acec29d70935
• Taxonomy: Alkaloids and derivatives > Hasubanan alkaloids
• IUPAC Name: (1S,10S)-4,5,11,12-tetramethoxy-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2,4,6,11-tetraen-13-one
• InChI: InChI=1S/C20H25NO5/c1-23-15-9-12-5-6-20-18(26-4)17(25-3)14(22)11-19(20,7-8-21-20)13(12)10-16(15)24-2/h9-10,21H,5-8,11H2,1-4H3/t19-,20+/m0/s1
• InChI Key: KZQZFTIBTGHKGT-VQTJNVASSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅NO₅
• Molecular Weight: 359.40 g/mol
• Exact Mass: 359.17327290 g/mol
• Topological Polar Surface Area (TPSA): 66.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8119	81.19%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7205	72.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6412	64.12%
P-glycoprotein inhibitior	-	0.7248	72.48%
P-glycoprotein substrate	-	0.6171	61.71%
CYP3A4 substrate	+	0.5922	59.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3562	35.62%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7874	78.74%
CYP2C19 inhibition	-	0.6712	67.12%
CYP2D6 inhibition	-	0.8081	80.81%
CYP1A2 inhibition	+	0.5323	53.23%
CYP2C8 inhibition	-	0.7859	78.59%
CYP inhibitory promiscuity	-	0.5287	52.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5667	56.67%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.7209	72.09%
Skin irritation	-	0.7432	74.32%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4745	47.45%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.8077	80.77%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5647	56.47%
Acute Oral Toxicity (c)	III	0.4733	47.33%
Estrogen receptor binding	+	0.8821	88.21%
Androgen receptor binding	+	0.6996	69.96%
Thyroid receptor binding	+	0.7637	76.37%
Glucocorticoid receptor binding	+	0.6700	67.00%
Aromatase binding	+	0.6352	63.52%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.7665	76.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7317	73.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.80%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.27%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.72%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.44%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.72%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.55%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.50%	90.00%

Plants that contains it

• Stephania suberosa

Cross-Links

• PubChem: 163078338
• LOTUS: LTS0037618
• wikiData: Q105148401