Sissotrine

Details

• Internal ID: 892936e4-78ac-4111-9d74-084e4590b98a
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3
• InChI Key: LFEUICHQZGNOHD-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₀
• Molecular Weight: 446.40 g/mol
• Exact Mass: 446.12129689 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 1.20

Synonyms

• BIOCHANIN A 7-O-B-D-GLUCOPYRANOSIDE
• 5928-26-7
• biochanin A-7-O-glucoside
• NSC-289565
• Biochanin-7-O-glucoside
• Oprea1_163414
• MLS001360570
• CHEMBL1405026
• SCHEMBL21013018
• DTXSID50974707
• HMS3047F05
• Biochanin A-7-O-beta-D-glucoside
• NSC289565
• AKOS004110725
• NCGC00017268-02
• NCGC00142382-01
• 5-hydroxy-3-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6 -tetrahydropyran-2-yloxy)]chromen-4-one
• SMR001223779
• 5-Hydroxy-3-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl hexopyranoside

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	99.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.70%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.69%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.40%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.04%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.58%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.14%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.99%	96.21%
CHEMBL4208	P20618	Proteasome component C5	87.26%	90.00%
CHEMBL1907	P15144	Aminopeptidase N	86.93%	93.31%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.06%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.90%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.97%	94.73%

Plants that contains it

• Cicer arietinum
• Cicer flexuosum
• Cicer mogoltavicum
• Cicer songaricum
• Dalbergia sissoo
• Genista pichisermolliana
• Trifolium aureum
• Trifolium diffusum
• Trifolium subterraneum

Cross-Links

• PubChem: 5358913
• LOTUS: LTS0212645
• wikiData: Q105150983