Rocaglamide I

Details

• Internal ID: d65a7390-a580-41c8-8843-9d426c27f511
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Flavaglines
• IUPAC Name: [(1R,2R,3S,3aR,8bS)-2-(dimethylcarbamoyl)-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C2(C1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5)C(=O)N(C)C
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@H]([C@]2([C@@]1(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC(=C(C=C4)OC)O)C5=CC=CC=C5)C(=O)N(C)C
• InChI: InChI=1S/C31H33NO9/c1-17(33)40-28-25(29(35)32(2)3)26(18-10-8-7-9-11-18)31(19-12-13-22(38-5)21(34)14-19)30(28,36)27-23(39-6)15-20(37-4)16-24(27)41-31/h7-16,25-26,28,34,36H,1-6H3/t25-,26-,28-,30+,31+/m1/s1
• InChI Key: MIDNNAQHKCLBSH-ZTLBFRGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₃NO₉
• Molecular Weight: 563.60 g/mol
• Exact Mass: 563.21553163 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.50

Synonyms

• 189322-68-7
• [(1R,2R,3S,3aR,8bS)-2-(dimethylcarbamoyl)-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-1-yl] acetate
• 1H-Cyclopenta[b]benzofuran-2-carboxamide, 1-(acetyloxy)-2,3,3a,8b-tetrahydro-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N,N-dimethyl-3-phenyl-, (1R,2R,3S,3aR,8bS)-
• C31H33NO9
• DTXSID501099091
• J-012215
• (1R,2R,3S,3aR,8bS)-1-(Acetyloxy)-2,3,3a,8b-tetrahydro-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-N,N-dimethyl-3-phenyl-1H-cyclopenta[b]benzofuran-2-carboxamide
• (1R,2R,3S,3AR,8bS)-2-(dimethylcarbamoyl)-8b-hydroxy-3a-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-1-yl acetate

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	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	93.70%	89.44%
CHEMBL340	P08684	Cytochrome P450 3A4	92.12%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.34%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.50%	97.14%
CHEMBL1255126	O15151	Protein Mdm4	87.95%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.72%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.27%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.65%	94.08%
CHEMBL2535	P11166	Glucose transporter	84.01%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.23%	85.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.07%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.75%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.67%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.12%	93.99%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.09%	94.62%

Plants that contains it

• Aglaia odorata
• Physalis philadelphica
• Withania somnifera

Cross-Links

• PubChem: 10626755
• LOTUS: LTS0212191
• wikiData: Q105191489