Sinactine

Details

• Internal ID: 006019d8-7460-4602-9242-d12f8703577b
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 16,17-dimethoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaene
• SMILES (Canonical): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)OC
• SMILES (Isomeric): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)OC
• InChI: InChI=1S/C20H21NO4/c1-22-18-8-13-5-6-21-10-15-12(3-4-17-20(15)25-11-24-17)7-16(21)14(13)9-19(18)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3
• InChI Key: UWEHVAXMSWXKRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.40 g/mol
• Exact Mass: 339.14705815 g/mol
• Topological Polar Surface Area (TPSA): 40.20 Ų
• XlogP: 3.10

Synonyms

• Sinactine
• 38853-67-7
• Sinactin
• (+-)-Sinactine
• Epiberberine, tetrahydro-
• Tetrahydroepiberberine, Sinactine
• 12H-Benzo(a)-1,3-benzodioxolo(4,5-g)quinolizine, 6,6a,11,14-tetrahydro-8,9-dimethoxy-
• 16,17-dimethoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaene
• 6,6a,11,14-Tetrahydro-8,9-dimethoxy-12H-benzo(a)-1,3-benzodioxolo(4,5-g)quinolizine
• SCHEMBL2742533
• CHEMBL5200898
• CHEBI:81368
• DTXSID50959635
• HY-N3035
• AKOS025149078
• MS-25169
• CS-0023054
• C17898
• E80730
• Q27155305
• 8,9-Dimethoxy-6,11,12,14-tetrahydro-2H,6aH-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinoline

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	98.04%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.11%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.95%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.42%	94.45%
CHEMBL5747	Q92793	CREB-binding protein	90.88%	95.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.87%	89.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	89.80%	96.86%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.79%	90.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.68%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.28%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.10%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.74%	82.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.57%	96.77%
CHEMBL2535	P11166	Glucose transporter	86.31%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	86.14%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.97%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	83.69%	91.00%
CHEMBL3438	Q05513	Protein kinase C zeta	83.62%	88.48%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.36%	90.24%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.81%	91.79%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.14%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.76%	95.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.01%	89.05%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.54%	99.09%

Plants that contains it

• Cocculus laurifolius
• Corydalis meifolia
• Corydalis nobilis
• Corydalis rutifolia
• Corydalis saxicola
• Corydalis thyrsiflora
• Dasymaschalon sootepense
• Fumaria densiflora
• Fumaria officinalis
• Fumaria parviflora
• Fumaria petteri
• Fumaria rostellata
• Papaver rhoeas

Cross-Links

• PubChem: 5321317
• LOTUS: LTS0200615
• wikiData: Q27155305