Spiraeoside

Details

• Internal ID: 900ec02d-df05-4070-b3c9-18f0de9a05fd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1
• InChI Key: OIUBYZLTFSLSBY-HMGRVEAOSA-N
• Popularity: 132 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₂
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.09547607 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 0.40

Synonyms

• 20229-56-5
• Quercetin 4'-O-glucoside
• Quercetin-4'-glucoside
• DTXSID00174078
• K2B74751XI
• 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• 4H-1-Benzopyran-4-one, 2-[4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-
• 4H-1-Benzopyran-4-one, 2-(4-(beta-D-glucopyranosyloxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-
• 3,5,7-trihydroxy-2-(3-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)chromen-4-one
• RefChem:50432
• DTXCID5096569
• 3,5,7-trihydroxy-2-(3-hydroxy-4-((2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)chromen-4-one
• 243-614-6
• Spiraein
• Spiraeosid
• Quercetin 4'-glucoside
• MFCD00221723
• CHEMBL402947
• CHEBI:75839
• quercetin 4'-O-beta-D-glucopyranoside
• Spireoside
• Spiraein (Acacia)
• Quercetin 4'-O-beta-D-glucoside
• EINECS 243-614-6
• Quercetin 4'-b-D-glucoside
• UNII-K2B74751XI
• 4H-1-BENZOPYRAN-4-ONE, 2-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-HYDROXYPHENYL)-3,5,7-TRIHYDROXY-
• 4H-1-Benzopyran-4-one, 2-[4-(.beta.-D-glucopyranosyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-
• 2-(4-(beta-D-Glucopyranosyloxy)-3-hydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
• SPIRAEOSIDE [WHO-DD]
• Spireoside (6CI,7CI,8CI)
• orb2663553
• SCHEMBL1155660
• Spiraeoside, analytical standard
• SCHEMBL29399620
• SCHEMBL29707303
• HMS6019C04
• QUERCETIN 4'-MONOGLUCOSIDE
• HY-N8253
• BDBM50362884
• AKOS025146959
• FS65174
• LUTEOLIN 4'-.BETA.-D-GLUCOSIDE
• NCGC00163625-01
• MS-28545
• CS-0141978
• NS00026552
• QUERCETIN 4'-.BETA.-D-GLUCOPYRANOSIDE
• D85150
• 229S565
• Q7577713
• 2-hydroxy-4-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl)phenyl beta-D-glucopyranoside
• 4H-1-Benzopyran-4-one, 2-[4-(|A-D-glucopyranosyloxy)-3-hydroxyphenyl]-3,5,7-trihydroxy-
• 3,5,7-Trihydroxy-2-(3-hydroxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-4H-chromen-4-one
• 3,5,7-trihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one
• 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]chromen-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
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	35481.3 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.17%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.32%	94.00%
CHEMBL3194	P02766	Transthyretin	93.76%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.77%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.65%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.95%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.67%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.78%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.69%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.56%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.81%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.08%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.07%	96.09%
CHEMBL2424	Q04760	Glyoxalase I	83.78%	91.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.31%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.97%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.11%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.01%	83.57%

Plants that contains it

• Allium ascalonicum
• Allium cepa
• Althaea officinalis
• Anaphalis margaritacea
• Celastrus orbiculatus
• Crataegus pinnatifida
• Eriobotrya japonica
• Erodium arborescens
• Eucalyptus camaldulensis
• Eucalyptus globulus
• Euonymus japonicus
• Filipendula ulmaria
• Filipendula vulgaris
• Geranium robertianum
• Gerbera jamesonii
• Humulus lupulus
• Ipomoea nil
• Lawsonia inermis
• Lysimachia thyrsiflora
• Sedum album
• Serratula coronata
• Spartium junceum
• Ulex europaeus

Cross-Links

• PubChem: 5320844
• NPASS: NPC21100
• ChEMBL: CHEMBL402947
• LOTUS: LTS0068360
• wikiData: Q7577713