Chelianthifoline

Details

• Internal ID: 540c8b27-4820-40f5-bda0-b50199b1adea
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: 17-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-16-ol
• SMILES (Canonical): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)O
• SMILES (Isomeric): COC1=C(C=C2C3CC4=C(CN3CCC2=C1)C5=C(C=C4)OCO5)O
• InChI: InChI=1S/C19H19NO4/c1-22-18-7-12-4-5-20-9-14-11(2-3-17-19(14)24-10-23-17)6-15(20)13(12)8-16(18)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3
• InChI Key: FVXCQULKSPVRPK-UHFFFAOYSA-N
• Popularity: 47 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.80

Synonyms

• 17-methoxy-5,7-dioxa-1-azapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-16-ol
• (+-)-Cheilanthifolin
• CHEMBL1209678
• BCP28301
• FT-0775682
• 138664-32-1

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	98.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.24%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	93.69%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	92.68%	82.67%
CHEMBL217	P14416	Dopamine D2 receptor	91.91%	95.62%
CHEMBL2581	P07339	Cathepsin D	91.26%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.04%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.70%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.52%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.13%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	89.70%	88.48%
CHEMBL2056	P21728	Dopamine D1 receptor	88.18%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.48%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.10%	96.86%
CHEMBL2535	P11166	Glucose transporter	86.61%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.60%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.59%	82.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	86.56%	90.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.36%	96.77%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.43%	95.78%
CHEMBL4208	P20618	Proteasome component C5	82.04%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.30%	100.00%
CHEMBL261	P00915	Carbonic anhydrase I	80.81%	96.76%
CHEMBL5747	Q92793	CREB-binding protein	80.78%	95.12%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.13%	89.05%

Plants that contains it

• Argemone ochroleuca
• Corydalis bungeana
• Corydalis calliantha
• Corydalis caucasica
• Corydalis cava
• Corydalis cheilanthifolia
• Corydalis gortschakovii
• Corydalis heterocarpa
• Corydalis incisa
• Corydalis meifolia
• Corydalis repens
• Corydalis scouleri
• Corydalis stricta
• Corydalis ternata
• Corydalis vaginans
• Fumaria capreolata
• Fumaria densiflora
• Fumaria parviflora
• Fumaria vaillantii
• Lamprocapnos spectabilis
• Menispermum dauricum
• Papaver arenarium
• Papaver macrostomum
• Phyllanthus emblica
• Terminalia chebula

Cross-Links

• PubChem: 5117621
• NPASS: NPC232514
• ChEMBL: CHEMBL1209678
• LOTUS: LTS0143252
• wikiData: Q104394365