3,4,16-Trimethoxy-11-methyl-11-oxido-11-azoniatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,6,14,16-hexaene-5,17-diol

Details

• Internal ID: f470f625-61a3-4764-ba3d-762bab245f29
• Taxonomy: Alkaloids and derivatives > Homoaporphines
• IUPAC Name: 3,4,16-trimethoxy-11-methyl-11-oxido-11-azoniatetracyclo[8.7.1.02,7.014,18]octadeca-1(18),2,4,6,14,16-hexaene-5,17-diol
• SMILES (Canonical): C[N+]1(CCC2=CC(=C(C3=C2C1CCC4=CC(=C(C(=C43)OC)OC)O)O)OC)[O-]
• SMILES (Isomeric): C[N+]1(CCC2=CC(=C(C3=C2C1CCC4=CC(=C(C(=C43)OC)OC)O)O)OC)[O-]
• InChI: InChI=1S/C21H25NO6/c1-22(25)8-7-12-10-15(26-2)19(24)18-16(12)13(22)6-5-11-9-14(23)20(27-3)21(28-4)17(11)18/h9-10,13,23-24H,5-8H2,1-4H3
• InChI Key: JRRPFKBGNPDILH-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): 86.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8886	88.86%
Caco-2	+	0.7045	70.45%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3189	31.89%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8892	88.92%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6919	69.19%
P-glycoprotein inhibitior	-	0.7541	75.41%
P-glycoprotein substrate	-	0.6905	69.05%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6854	68.54%
CYP3A4 inhibition	-	0.6916	69.16%
CYP2C9 inhibition	-	0.8633	86.33%
CYP2C19 inhibition	-	0.7898	78.98%
CYP2D6 inhibition	-	0.7666	76.66%
CYP1A2 inhibition	-	0.7999	79.99%
CYP2C8 inhibition	+	0.7478	74.78%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8513	85.13%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6519	65.19%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9529	95.29%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	+	0.8723	87.23%
Androgen receptor binding	+	0.6405	64.05%
Thyroid receptor binding	+	0.7467	74.67%
Glucocorticoid receptor binding	+	0.8025	80.25%
Aromatase binding	+	0.5665	56.65%
PPAR gamma	+	0.7949	79.49%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.8825	88.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.23%	92.94%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	95.00%	91.79%
CHEMBL217	P14416	Dopamine D2 receptor	92.74%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.15%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.59%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.82%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.81%	95.89%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.19%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.94%	99.17%
CHEMBL2535	P11166	Glucose transporter	84.89%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.48%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.35%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.32%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	83.74%	91.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.70%	94.45%
CHEMBL3438	Q05513	Protein kinase C zeta	83.26%	88.48%
CHEMBL2581	P07339	Cathepsin D	82.53%	98.95%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.24%	96.86%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.64%	93.40%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.29%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.10%	98.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.19%	89.00%

Plants that contains it

• Colchicum raddeanum

Cross-Links

• PubChem: 163192682
• LOTUS: LTS0105678
• wikiData: Q105134063