6-Hydroxyluteolin 7-glucoside

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	cc0de33f-660a-4896-aaef-7efc1f9df001
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical)	C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
SMILES (Isomeric)	C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O
InChI	InChI=1S/C21H20O12/c22-6-14-17(27)19(29)20(30)21(33-14)32-13-5-12-15(18(28)16(13)26)10(25)4-11(31-12)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21-/m1/s1
InChI Key	HYPKUHLLPBGDLF-IAAKTDFRSA-N
Popularity	4 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₁H₂₀O₁₂
Molecular Weight	464.40 g/mol
Exact Mass	464.09547607 g/mol
Topological Polar Surface Area (TPSA)	207.00 Å²
XlogP	0.20
Atomic LogP (AlogP)	-0.54
H-Bond Acceptor	12
H-Bond Donor	8
Rotatable Bonds	4

Synonyms

Top

54300-65-1

6-Hydroxyluteolol 7-glucoside

6-Hydroxyluteolin-7-Beta-D-glucose

2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Luteolin 6-hydroxy-7-O-beta-D-glucoside

5,6,7,3',4'-Pentahydroxyflavone 7-O-glucoside

2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one

6-Hydroxyluteolin7-glucoside

CHEMBL469621

SCHEMBL6239878

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9387	93.87%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	+	0.6025	60.25%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5792	57.92%
P-glycoprotein inhibitior	-	0.7753	77.53%
P-glycoprotein substrate	-	0.7955	79.55%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.7189	71.89%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8452	84.52%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4692	46.92%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8696	86.96%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9058	90.58%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7170	71.70%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	+	0.5961	59.61%
Glucocorticoid receptor binding	+	0.6358	63.58%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.7836	78.36%
Honey bee toxicity	-	0.6255	62.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8218	82.18%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.59%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.92%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.29%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.16%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.20%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.14%	96.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.86%	99.15%
CHEMBL3194	P02766	Transthyretin	90.34%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.61%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	88.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.21%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.83%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.34%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.02%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.29%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.44%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.21%	96.09%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Achillea collina

Annona rensoniana

Archidendron clypearia

Aristolochia maxima

Bergenia purpurascens

Betula pendula subsp. mandshurica

Euphorbia ferganensis

Gardenia jasminoides