3,4,11,12-Tetramethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraene-13,16-dione

Details

• Internal ID: 0b4818ff-a8d1-49d0-995b-9200e5da6754
• Taxonomy: Alkaloids and derivatives > Hasubanan alkaloids
• IUPAC Name: 3,4,11,12-tetramethoxy-17-methyl-17-azatetracyclo[8.4.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraene-13,16-dione
• SMILES (Canonical): CN1C(=O)CC23C1(CCC4=C2C(=C(C=C4)OC)OC)C(=C(C(=O)C3)OC)OC
• SMILES (Isomeric): CN1C(=O)CC23C1(CCC4=C2C(=C(C=C4)OC)OC)C(=C(C(=O)C3)OC)OC
• InChI: InChI=1S/C21H25NO6/c1-22-15(24)11-20-10-13(23)17(26-3)19(28-5)21(20,22)9-8-12-6-7-14(25-2)18(27-4)16(12)20/h6-7H,8-11H2,1-5H3
• InChI Key: SHCZSYHJJAWASJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₆
• Molecular Weight: 387.40 g/mol
• Exact Mass: 387.16818752 g/mol
• Topological Polar Surface Area (TPSA): 74.30 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.8701	87.01%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6629	66.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5394	53.94%
BSEP inhibitior	-	0.6958	69.58%
P-glycoprotein inhibitior	-	0.5652	56.52%
P-glycoprotein substrate	-	0.6357	63.57%
CYP3A4 substrate	+	0.6429	64.29%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8082	80.82%
CYP3A4 inhibition	-	0.7803	78.03%
CYP2C9 inhibition	-	0.7324	73.24%
CYP2C19 inhibition	-	0.6703	67.03%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	-	0.7303	73.03%
CYP2C8 inhibition	-	0.8428	84.28%
CYP inhibitory promiscuity	-	0.6588	65.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5175	51.75%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9264	92.64%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4499	44.99%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8832	88.32%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5375	53.75%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.7436	74.36%
Androgen receptor binding	+	0.7523	75.23%
Thyroid receptor binding	+	0.6106	61.06%
Glucocorticoid receptor binding	+	0.6764	67.64%
Aromatase binding	-	0.5185	51.85%
PPAR gamma	+	0.5820	58.20%
Honey bee toxicity	-	0.8805	88.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9521	95.21%

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	96.40%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.83%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.23%	94.00%
CHEMBL2535	P11166	Glucose transporter	88.74%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.33%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.28%	93.99%
CHEMBL217	P14416	Dopamine D2 receptor	84.21%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	82.52%	91.00%
CHEMBL4302	P08183	P-glycoprotein 1	82.21%	92.98%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.40%	97.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%

Plants that contains it

• Stephania japonica

Cross-Links

• PubChem: 163045309
• LOTUS: LTS0047037
• wikiData: Q105252884