Sigmoidin E

Details

• Internal ID: 94a9b6e4-889b-45d4-9051-fa2e8c726855
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 3-prenylated flavans > 3-prenylated flavanones
• IUPAC Name: (2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=CC(=CC2=C1OC(C=C2)(C)C)C3CC(=O)C4=C(C=C(C=C4O3)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=CC2=C1OC(C=C2)(C)C)[C@@H]3CC(=O)C4=C(C=C(C=C4O3)O)O)C
• InChI: InChI=1S/C25H26O5/c1-14(2)5-6-15-9-17(10-16-7-8-25(3,4)30-24(15)16)21-13-20(28)23-19(27)11-18(26)12-22(23)29-21/h5,7-12,21,26-27H,6,13H2,1-4H3/t21-/m0/s1
• InChI Key: CKTMJKHXYHXNKU-NRFANRHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₅
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 5.60

Synonyms

• 116174-67-5
• CHEMBL470655
• Sigmoidin-E
• DTXSID50921953
• BDBM50241819
• (2S)-2-[2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-5,7-dihydroxy-2,3-dihydrochromen-4-one
• (2,6'-Bi-2H-1-benzopyran)-4(3H)-one, 5,7-dihydroxy-2',2'-dimethyl-8'-(3-methyl-2-butenyl)-, (S)-
• 5,7-Dihydroxy-2',2'-dimethyl-8'-(3-methylbut-2-en-1-yl)-2,3-dihydro-2'H,4H-[2,6'-bi-1-benzopyran]-4-one

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
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	39200 nM	IC50	PMID: 17125223

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.77%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.27%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.19%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.42%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	94.35%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.51%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.36%	100.00%
CHEMBL4208	P20618	Proteasome component C5	88.40%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.59%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.11%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.66%	83.82%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.04%	95.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.00%	80.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.72%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.40%	95.89%

Plants that contains it

• Erythrina abyssinica
• Erythrina mildbraedii
• Erythrina sigmoidea
• Maackia amurensis

Cross-Links

• PubChem: 195173
• NPASS: NPC111786
• ChEMBL: CHEMBL470655
• LOTUS: LTS0251012
• wikiData: Q82895140