N-[1,2,10-trimethoxy-9-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

Details

• Internal ID: d6030344-12c6-44ec-91b6-9bd6ac6e2ca9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: N-[1,2,10-trimethoxy-9-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• SMILES (Canonical): CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C27H33NO11/c1-12(30)28-16-7-5-13-9-19(38-27-24(34)23(33)22(32)20(11-29)39-27)25(36-3)26(37-4)21(13)14-6-8-18(35-2)17(31)10-15(14)16/h6,8-10,16,20,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)
• InChI Key: UXAFRQPVHYZDED-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₃NO₁₁
• Molecular Weight: 547.50 g/mol
• Exact Mass: 547.20536087 g/mol
• Topological Polar Surface Area (TPSA): 173.00 Ų
• XlogP: -1.10

Synonyms

• N-[1,2,10-trimethoxy-9-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• 477-29-2
• N-[3-(Hexopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• NSC-32992
• NSC624672
• CHEMBL1994730
• NCI60_002885
• Benzo[a]heptalen-9(5H)-one,7-dihydro-2,3,10-trimethoxy-
• N-[(7S)-1,2,10-trimethoxy-9-oxo-3-[(3R,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
• N-[1,2,10-trimethoxy-9-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.50%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.33%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.21%	95.89%
CHEMBL1075317	P61964	WD repeat-containing protein 5	90.42%	96.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.88%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.38%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.96%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.81%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.68%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.44%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.43%	89.50%
CHEMBL4040	P28482	MAP kinase ERK2	84.42%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL4208	P20618	Proteasome component C5	83.62%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.48%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.48%	96.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.12%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.89%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.23%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.42%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.36%	95.83%

Plants that contains it

• Colchicum alpinum
• Colchicum autumnale
• Gloriosa superba

Cross-Links

• PubChem: 233866
• LOTUS: LTS0161176
• wikiData: Q105280660