Cirsimarin

Details

• Internal ID: 993698f2-835e-4d9e-8bc0-e6dd79eaa064
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)OC
• InChI: InChI=1S/C23H24O11/c1-30-15-8-14-17(19(27)22(15)31-2)12(25)7-13(33-14)10-3-5-11(6-4-10)32-23-21(29)20(28)18(26)16(9-24)34-23/h3-8,16,18,20-21,23-24,26-29H,9H2,1-2H3/t16-,18-,20+,21-,23-/m1/s1
• InChI Key: RETJLKUBHXTIGH-FZFRBNDOSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₁
• Molecular Weight: 476.40 g/mol
• Exact Mass: 476.13186158 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 1.20

Synonyms

• 13020-19-4
• Cirsitakaoside
• CHEMBL517637
• 5-hydroxy-6,7-dimethoxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• 2-(4-(beta-D-Glucopyranosyloxy)phenyl)-5-hydroxy-6,7-dimethoxy-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)phenyl)-5-hydroxy-6,7-dimethoxy-
• C23H24O11
• C23-H24-O11
• starbld0000899
• D0ZO1R
• SCHEMBL2016369
• DTXSID80926633
• CHEBI:192417
• HY-N7272
• BDBM50250467
• AKOS040732824
• LS-39681
• MS-28836
• CS-0111105
• E80544
• Q63399214
• 4-(5-Hydroxy-6,7-dimethoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl 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	99.50%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.14%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.08%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.90%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.50%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.39%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.90%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.63%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.18%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.43%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.66%	96.21%
CHEMBL220	P22303	Acetylcholinesterase	87.51%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.70%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.44%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.41%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%

Plants that contains it

• Abrus precatorius
• Cirsium japonicum
• Cirsium rhinoceros
• Cirsium rhothophilum
• Microtea debilis
• Scoparia dulcis

Cross-Links

• PubChem: 159460
• NPASS: NPC58053
• ChEMBL: CHEMBL517637
• LOTUS: LTS0021290
• wikiData: Q63399214