7,16,18-Trimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),9,11,14(19),15,17-octaen-13-one

Details

• Internal ID: aec47682-1a6d-4215-b3aa-53613c120d8d
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 7,16,18-trimethoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),9,11,14(19),15,17-octaen-13-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C3=C4C(=C(C5=C3C(=NC=C5)C2=O)OC)OCO4
• InChI: InChI=1S/C20H15NO6/c1-23-9-6-11-13(12(7-9)24-2)15-14-10(4-5-21-16(14)17(11)22)18(25-3)20-19(15)26-8-27-20/h4-7H,8H2,1-3H3
• InChI Key: RTXLHOJTUWYEAH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₅NO₆
• Molecular Weight: 365.30 g/mol
• Exact Mass: 365.08993720 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.8302	83.02%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9585	95.85%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6377	63.77%
P-glycoprotein inhibitior	-	0.4842	48.42%
P-glycoprotein substrate	-	0.7523	75.23%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7812	78.12%
CYP3A4 inhibition	+	0.8939	89.39%
CYP2C9 inhibition	-	0.6295	62.95%
CYP2C19 inhibition	+	0.7320	73.20%
CYP2D6 inhibition	-	0.6623	66.23%
CYP1A2 inhibition	+	0.8833	88.33%
CYP2C8 inhibition	+	0.4755	47.55%
CYP inhibitory promiscuity	+	0.9111	91.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5444	54.44%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.5805	58.05%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4388	43.88%
Micronuclear	+	0.7074	70.74%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5794	57.94%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	-	0.5362	53.62%
Thyroid receptor binding	+	0.8178	81.78%
Glucocorticoid receptor binding	+	0.9309	93.09%
Aromatase binding	+	0.6931	69.31%
PPAR gamma	+	0.6671	66.71%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.4699	46.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.73%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.95%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.91%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.55%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.24%	96.09%
CHEMBL5747	Q92793	CREB-binding protein	93.84%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	92.22%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.20%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.75%	82.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.02%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.29%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.15%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.42%	85.14%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.44%	80.96%
CHEMBL2535	P11166	Glucose transporter	87.33%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.83%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.24%	95.78%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.80%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.35%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.25%	94.80%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.23%	92.38%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.80%	100.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.77%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.35%	94.45%

Plants that contains it

• Dasymaschalon dasymaschalum
• Duguetia vallicola

Cross-Links

• PubChem: 162868000
• LOTUS: LTS0065963
• wikiData: Q105245478