Luteolin 3'-xylopyranoside

Details

• Internal ID: 5095d41c-86f1-4f21-864e-d934ee9f4c7f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-[4-hydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=C(C=CC(=C2)C3=CC(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C=CC(=C2)C3=CC(=O)C4=C(C=C(C=C4O3)O)O)O)O)O)O
• InChI: InChI=1S/C20H18O10/c21-9-4-11(23)17-12(24)6-14(29-16(17)5-9)8-1-2-10(22)15(3-8)30-20-19(27)18(26)13(25)7-28-20/h1-6,13,18-23,25-27H,7H2/t13-,18+,19-,20+/m1/s1
• InChI Key: ZUMPYZVELBOZDM-RHMWYWNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₁₀
• Molecular Weight: 418.30 g/mol
• Exact Mass: 418.08999677 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.39
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6780	67.80%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5933	59.33%
OATP2B1 inhibitior	+	0.5884	58.84%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.7973	79.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6152	61.52%
P-glycoprotein inhibitior	-	0.6485	64.85%
P-glycoprotein substrate	-	0.7054	70.54%
CYP3A4 substrate	+	0.6029	60.29%
CYP2C9 substrate	-	0.6948	69.48%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.9103	91.03%
CYP2C9 inhibition	-	0.9494	94.94%
CYP2C19 inhibition	-	0.9283	92.83%
CYP2D6 inhibition	-	0.9097	90.97%
CYP1A2 inhibition	-	0.9062	90.62%
CYP2C8 inhibition	+	0.7392	73.92%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6637	66.37%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.7890	78.90%
Skin irritation	-	0.7662	76.62%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5972	59.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.7080	70.80%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.7071	70.71%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9101	91.01%
Acute Oral Toxicity (c)	III	0.4631	46.31%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	+	0.7891	78.91%
Aromatase binding	+	0.6121	61.21%
PPAR gamma	+	0.8198	81.98%
Honey bee toxicity	-	0.6813	68.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5799	57.99%
Fish aquatic toxicity	+	0.8495	84.95%

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	99.27%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.49%	91.49%
CHEMBL3194	P02766	Transthyretin	94.59%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.37%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.20%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	92.94%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.15%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.13%	93.40%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.50%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.62%	95.53%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Fissistigma oldhamii
• Garcinia celebica
• Lycium chinense
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Podocarpus nivalis
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 101675298
• NPASS: NPC184571
• LOTUS: LTS0055334
• wikiData: Q105383819