(1R,13S,15R,18R)-15-Methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

Details

• Internal ID: 58f87f7b-d743-4f23-aabe-5b6c62882e7f
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Crinine- and Haemanthamine-type amaryllidaceae alkaloids
• IUPAC Name: (1R,13S,15R,18R)-15-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol
• SMILES (Canonical): COC1CC2C3(C=C1)C(CN2CC4=CC5=C(C=C34)OCO5)O
• SMILES (Isomeric): CO[C@@H]1C[C@H]2[C@]3(C=C1)[C@H](CN2CC4=CC5=C(C=C34)OCO5)O
• InChI: InChI=1S/C17H19NO4/c1-20-11-2-3-17-12-6-14-13(21-9-22-14)4-10(12)7-18(8-16(17)19)15(17)5-11/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15-,16-,17+/m0/s1
• InChI Key: YGPRSGKVLATIHT-GNCDUGFZSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.34 g/mol
• Exact Mass: 301.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 1.30

Synonyms

• CHEMBL1221865
• (1R,13S,15R,18R)-15-Methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-18-ol

2D Structure

ADMET Properties (via admetSAR 2)

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

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4040	P28482	MAP kinase ERK2	6.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.01%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.41%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.73%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.08%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.41%	92.94%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.66%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.03%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.67%	85.14%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.56%	82.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%

Plants that contains it

• Amaryllidaceae
• Angelica pubescens
• Angelica sinensis
• Artemisia capillaris
• Crinum asiaticum
• Crinum bulbispermum

Cross-Links

• PubChem: 12096833
• NPASS: NPC82533
• ChEMBL: CHEMBL1221865