Allocryptopine, 1-methoxy-

Details

• Internal ID: 50c7b197-f8a5-4610-92e2-7f977656258e
• Taxonomy: Alkaloids and derivatives > Protopine alkaloids
• IUPAC Name: 7,8,21-trimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one
• SMILES (Canonical): CN1CCC2=CC3=C(C(=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OC)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C(=C2C(=O)CC4=C(C1)C(=C(C=C4)OC)OC)OC)OCO3
• InChI: InChI=1S/C22H25NO6/c1-23-8-7-14-10-18-21(29-12-28-18)22(27-4)19(14)16(24)9-13-5-6-17(25-2)20(26-3)15(13)11-23/h5-6,10H,7-9,11-12H2,1-4H3
• InChI Key: LLTCRRPEZHDFFY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.40 g/mol
• Exact Mass: 399.16818752 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Allocryptopine, 1-methoxy-
• 56743-52-3
• NSC628808
• 7,8,21-trimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one
• 3,4,13-Trimethoxy-6-methyl-5,7,8,15-tetrahydrobenzo[c][1,3]benzodioxolo[5,6-g]azecin-14(6H)-one
• AKOS040760890
• NSC-628808

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	+	0.9094	90.94%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5189	51.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7327	73.27%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	-	0.7170	71.70%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	+	0.4303	43.03%
CYP3A4 inhibition	+	0.6071	60.71%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	+	0.7016	70.16%
CYP2D6 inhibition	+	0.7605	76.05%
CYP1A2 inhibition	-	0.8751	87.51%
CYP2C8 inhibition	-	0.7834	78.34%
CYP inhibitory promiscuity	-	0.7786	77.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5227	52.27%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9423	94.23%
Skin irritation	-	0.8261	82.61%
Skin corrosion	-	0.9508	95.08%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6791	67.91%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8557	85.57%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6675	66.75%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	-	0.5175	51.75%
Thyroid receptor binding	-	0.6119	61.19%
Glucocorticoid receptor binding	+	0.7199	71.99%
Aromatase binding	-	0.5874	58.74%
PPAR gamma	+	0.6542	65.42%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9434	94.34%

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	99.29%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.71%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.33%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL4208	P20618	Proteasome component C5	93.82%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.98%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	92.38%	91.00%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.97%	93.99%
CHEMBL2535	P11166	Glucose transporter	90.70%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.79%	82.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.68%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.40%	94.00%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.32%	96.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.86%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.59%	82.67%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.52%	92.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.59%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.13%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.42%	95.78%
CHEMBL4040	P28482	MAP kinase ERK2	80.36%	83.82%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.13%	90.95%
CHEMBL217	P14416	Dopamine D2 receptor	80.12%	95.62%

Plants that contains it

• Papaver curviscapum

Cross-Links

• PubChem: 363693
• LOTUS: LTS0036579
• wikiData: Q105153717