Luteolin 7-rutinoside

Details

• Internal ID: cc0503ef-d8e2-4baf-a1bf-864f17da0c82
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9-20(32)22(34)24(36)26(39-9)38-8-18-21(33)23(35)25(37)27(42-18)40-11-5-14(30)19-15(31)7-16(41-17(19)6-11)10-2-3-12(28)13(29)4-10/h2-7,9,18,20-30,32-37H,8H2,1H3/t9-,18+,20-,21+,22+,23-,24+,25+,26+,27+/m0/s1
• InChI Key: MGYBYJXAXUBTQF-FOBVWLSUSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.10

Synonyms

• Scolimoside
• Skolimoside
• 7-Rutinosylluteolin
• Luteolin 7-rutinoside
• MLS002473221
• LDM9NL7QUS
• Luteolin 7-O-rutinoside
• luteolin-7-O-beta-rutinoside
• SMR001397309
• 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• 2-(3,4-Dihydroxyphenyl)-5-hydroxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one
• UNII-LDM9NL7QUS
• CHEMBL1714943
• SCHEMBL23870123
• BDBM94850
• cid_10461109
• DTXSID201313731
• HMS2205K19
• EX-A6772
• HY-N6647
• AKOS040733634
• LS-39519
• LUTEOLIN-7-O-.BETA.-D-RUTINOSIDE
• MS-30557
• CS-0066966
• Luteolin 7-rutinoside, >=95% (LC/MS-ELSD)
• SR-01000870981
• SR-01000870981-2
• Luteolin 7-o-alpha-L-rhamnopyranosyl-(1->6)-beta-D-glucopyranoside
• LUTEOLIN 7-O-.ALPHA.-L-RHAMNOPYRANOSYL-(1->6)-.BETA.-D-GLUCOPYRANOSIDE
• 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromone
• 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxymethyl]-2-oxanyl]oxy]-1-benzopyran-4-one
• 2-[3,4-bis(oxidanyl)phenyl]-7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-5-oxidanyl-chromen-4-one
• 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2-(3,4-DIHYDROXYPHENYL)-5-HYDROXY-
• 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5-hydroxy-

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
CHEMBL5896	O75164	Lysine-specific demethylase 4A	2864 nM	AC50	via CMAUP
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	2818 nM	AC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.61%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.36%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.31%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.13%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.65%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.10%	97.36%
CHEMBL3194	P02766	Transthyretin	88.09%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.08%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.64%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.39%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.04%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	82.40%	93.31%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.72%	80.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.71%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.34%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.33%	93.65%

Plants that contains it

• Ammoides pusilla
• Biebersteinia orphanidis
• Campanula persicifolia
• Colchicum soboliferum
• Cremanthodium ellisii
• Derris reticulata
• Echium angustifolium subsp. sericeum
• Eucalyptus ovata
• Gentiana arisanensis
• Hieracium gymnocephalum
• Hololepis pedunculata
• Lycianthes synanthera
• Meehania urticifolia
• Mentha × piperita
• Panzerina lanata
• Phlomis nissolii
• Psorothamnus spinosus
• Pteris cretica
• Saussurea medusa
• Setaria italica
• Sicyos edulis
• Solanum dulcamara
• Sonchus luxurians
• Thymbra capitata
• Trachelospermum asiaticum
• Trachycarpus fortunei

Cross-Links

• PubChem: 10461109
• NPASS: NPC210073
• ChEMBL: CHEMBL1714943
• LOTUS: LTS0029226
• wikiData: Q104394905