(12S)-18,19-dimethoxy-13,13-dimethyl-5,7-dioxa-13-azoniapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaene

Details

• Internal ID: 8fac7f62-09ad-4db9-86b6-08cb29e10eac
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-18,19-dimethoxy-13,13-dimethyl-5,7-dioxa-13-azoniapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaene
• SMILES (Canonical): C[N+]1(CCC2=CC(=C(C3=C2C1CC4=CC5=C(C=C43)OCO5)OC)OC)C
• SMILES (Isomeric): C[N+]1(CCC2=CC(=C(C3=C2[C@@H]1CC4=CC5=C(C=C43)OCO5)OC)OC)C
• InChI: InChI=1S/C21H24NO4/c1-22(2)6-5-12-8-18(23-3)21(24-4)20-14-10-17-16(25-11-26-17)9-13(14)7-15(22)19(12)20/h8-10,15H,5-7,11H2,1-4H3/q+1/t15-/m0/s1
• InChI Key: KKZYXZUXNZXFFZ-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄NO₄+
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.17053325 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8995	89.95%
Caco-2	+	0.8884	88.84%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5230	52.30%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6834	68.34%
P-glycoprotein inhibitior	-	0.4754	47.54%
P-glycoprotein substrate	-	0.8568	85.68%
CYP3A4 substrate	+	0.5988	59.88%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	+	0.4099	40.99%
CYP3A4 inhibition	+	0.5303	53.03%
CYP2C9 inhibition	-	0.9354	93.54%
CYP2C19 inhibition	-	0.7768	77.68%
CYP2D6 inhibition	+	0.6342	63.42%
CYP1A2 inhibition	-	0.8573	85.73%
CYP2C8 inhibition	+	0.4918	49.18%
CYP inhibitory promiscuity	-	0.7431	74.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5866	58.66%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7986	79.86%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8260	82.60%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8543	85.43%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6959	69.59%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	+	0.5255	52.55%
Thyroid receptor binding	+	0.7417	74.17%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.6850	68.50%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.7744	77.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9589	95.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.07%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.74%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.38%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.00%	91.11%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.02%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.75%	92.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	91.18%	96.86%
CHEMBL5747	Q92793	CREB-binding protein	91.07%	95.12%
CHEMBL3438	Q05513	Protein kinase C zeta	90.47%	88.48%
CHEMBL261	P00915	Carbonic anhydrase I	89.59%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.20%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.90%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.97%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.68%	97.31%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.57%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.11%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.99%	95.78%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.80%	80.96%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.69%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.60%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.34%	94.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.32%	89.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.41%	92.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.32%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.02%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.66%	97.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.32%	94.80%

Plants that contains it

• Thalictrum przewalskii

Cross-Links

• PubChem: 101936517
• LOTUS: LTS0167684
• wikiData: Q105142465