N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide

Details

• Internal ID: 247025d6-ee81-4447-b79a-f5b7ebaf32cc
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: N-(1,2,3,10-tetramethoxy-9-oxo-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)OC
• SMILES (Isomeric): CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
• InChI: InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)
• InChI Key: IAKHMKGGTNLKSZ-UHFFFAOYSA-N
• Popularity: 81 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): 83.10 Ų
• XlogP: 1.00

Synonyms

• Colchine
• 209810-38-8
• (+/-)-Colchicine
• 54192-66-4
• N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
• (+-)-COLCHICINE
• CHEBI:23359
• N-(1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
• Acetamide,N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
• (S)-Colchicine >95%
• Acetamide, N-(5,6,7,9-tetrahydro-1,2, 3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
• (S)-(-)-colchicine
• CHEMBL87
• Epitope ID:141498
• Neuro_000002
• MLS001181527
• SCHEMBL675246
• DTXSID20274387
• DTXSID80859058
• HMS2875H17
• HMS3267B14
• HMS3414L21
• HMS3678L19
• Acetamida, n-[(7s)-5,6,7,9-tetrahidro-1,2,3,10-tetrametoxi-9-oxobenzo [a] heptalen-7-il]-
• BCP09065
• AC-281
• BBL010108
• CCG-46868
• STK801462
• AKOS003381878
• AKOS016374434
• AT27317
• DB01394
• ( inverted exclamation markA)-Colchicine
• NCGC00094629-01
• NCGC00094629-02
• NCGC00094629-03
• NCGC00094629-04
• NCGC00094629-05
• NCGC00094629-06
• NCGC00094629-08
• AS-14691
• SMR000567246
• CS-0254169
• FT-0665155
• FT-0665156
• EN300-111127
• AB00830494-06
• Q326224
• J-013744
• SR-01000636539-1
• BRD-A46684810-001-04-6
• Z1431321925
• 1,2,3,10-Tetramethoxy-7-(acetylamino)-5,6,7,9-tetrahydrobenzo[a]heptalene-9-one
• Benzo[a]heptalen-9(5H)-one,7-acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-
• N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide #
• N-{3,4,5,14-tetramethoxy-13-oxotricyclo[9.5.0.0,2,7]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl}acetamide

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
CHEMBL1293278	O75496	Geminin	39.8 nM	Potency	via Super-PRED
CHEMBL1293299	Q03164	Histone-lysine N-methyltransferase MLL	3162.3 nM	Potency	via CMAUP
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	199.5 nM	Potency	via Super-PRED
CHEMBL1741165	O75030	Microphthalmia-associated transcription factor	56 nM; 56 nM; 56 nM	AC50; AC50; AC50	via CMAUP; via CMAUP; via CMAUP
CHEMBL2362980	Q06710	Paired box protein Pax-8	< 260 nM	AC50	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	79.4 nM; 8.9 nM	Potency; Potency	via Super-PRED; via Super-PRED
CHEMBL1293256	P40225	Thrombopoietin	501.2 nM	Potency	via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	125.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.67%	98.95%
CHEMBL2535	P11166	Glucose transporter	91.74%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.37%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.91%	99.17%
CHEMBL217	P14416	Dopamine D2 receptor	88.81%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	87.98%	91.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.91%	93.03%
CHEMBL1075317	P61964	WD repeat-containing protein 5	87.34%	96.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.97%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.16%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.47%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.09%	96.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.63%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.50%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.75%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.48%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.84%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	80.67%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.39%	97.14%

Plants that contains it

• Arisaema tortuosum subsp. tortuosum
• Colchicum arenarium
• Colchicum autumnale
• Colchicum bivonae
• Colchicum crocifolium
• Colchicum doerfleri
• Colchicum laetum
• Colchicum raddeanum
• Colchicum robustum
• Colchicum soboliferum
• Colchicum szovitsii subsp. brachyphyllum
• Colchicum trigynum
• Colchicum tunicatum
• Gloriosa superba
• Hemerocallis fulva
• Sandersonia aurantiaca
• Schelhammera multiflora
• Veratrum nigrum

Cross-Links

• PubChem: 2833
• NPASS: NPC14005
• ChEMBL: CHEMBL87
• LOTUS: LTS0129921
• wikiData: Q26998324