5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-4h-Chromen-3-Yl 3,4-Di-O-Acetyl-6-Deoxy-Alpha-L-Mannopyranoside

Details

• Internal ID: d003f6b0-0e6d-412b-8008-4f70efc2207e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6S)-4-acetyloxy-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C25H24O12/c1-10-21(34-11(2)26)24(35-12(3)27)20(32)25(33-10)37-23-19(31)18-16(30)8-15(29)9-17(18)36-22(23)13-4-6-14(28)7-5-13/h4-10,20-21,24-25,28-30,32H,1-3H3/t10-,20+,21-,24-,25-/m0/s1
• InChI Key: SXOZSDJHGMAEGZ-IGKKHSBFSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₂
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.12677620 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 2.40

Synonyms

• SL 0101-1
• SL0101
• SL-0101
• SL 0101
• CHEMBL240954
• 5,7-Dihydroxy-2-(4-Hydroxyphenyl)-4-Oxo-4h-Chromen-3-Yl 3,4-Di-O-Acetyl-6-Deoxy-Alpha-L-Mannopyranoside
• SL0101-1
• 3ubd
• SCHEMBL4371341
• SXOZSDJHGMAEGZ-IGKKHSBFSA-N
• DTXSID801197567
• kaempferol-3-O-(3,4-di-O-acetyl-alpha-L-rhamnopyranoside)
• CDA30750
• BDBM50241294
• AC-29057
• HY-15237
• MS-29586
• CS-0003824
• Q27465395
• Z2216897437
• kaempferol 3-O-(3'''',4''''-di-O-acetyl-alpha-L-rhamnopyranoside
• Kaempferol 3-O-(3'',4''-di-O-acetyl-alpha-L-rhamnopyranoside)
• (2S,3S,4S,5R,6S)-6-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyl diacetate
• (2S,3S,4S,5R,6S)-6-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-3-yl)oxy)-5-hydroxy-2-methyltetrahydro-2H-pyran-3,4-diyldiacetate
• SL0

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
CHEMBL340	P08684	Cytochrome P450 3A4	20600 nM	IC50	PMID: 15646539
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	370 nM; 89 nM; 89 nM; 583 nM; 990 nM; 89 nM	IC50; IC50; IC50; IC50; IC50; IC50	PMID: 10514334; via Super-PRED; via CMAUP; PMID: 20384293; PMID: 18070972; PMID: 17157006

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.96%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.95%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.61%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.68%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.22%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.75%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.39%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.69%	85.14%
CHEMBL3194	P02766	Transthyretin	86.55%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.11%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.98%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.68%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.67%	94.42%

Plants that contains it

• Zingiber spectabile
• Zingiber zerumbet

Cross-Links

• PubChem: 10459196
• NPASS: NPC85707
• ChEMBL: CHEMBL240954
• LOTUS: LTS0162799
• wikiData: Q27465395