Quercetin 3-(2R-apiosylrutinoside)

Details

• Internal ID: a1a0dd7c-4bbc-4870-9097-ad048689d3cd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC6C(C(CO6)(CO)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=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O[C@H]6[C@@H]([C@](CO6)(CO)O)O)O)O
• InChI: InChI=1S/C32H38O20/c1-10-19(38)23(42)27(52-31-28(44)32(45,8-33)9-47-31)30(48-10)46-7-17-20(39)22(41)24(43)29(50-17)51-26-21(40)18-15(37)5-12(34)6-16(18)49-25(26)11-2-3-13(35)14(36)4-11/h2-6,10,17,19-20,22-24,27-31,33-39,41-45H,7-9H2,1H3/t10-,17+,19-,20+,22-,23+,24+,27+,28-,29-,30+,31-,32+/m0/s1
• InChI Key: KZJQLAODESHSCC-LCGCZILPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₀
• Molecular Weight: 742.60 g/mol
• Exact Mass: 742.19564360 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -3.22
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

• Quercetin 3-apiosyl-(1->2)-rhamnosyl-(1->6)-glucoside
• Compound NP-000389
• MEGxp0_000148
• ACon1_001530
• CHEBI:139418
• LMPK12112106
• AKOS040735737
• 151261-96-0
• 3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• NCGC00180410-02!3-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6822	68.22%
Caco-2	-	0.9014	90.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6873	68.73%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6805	68.05%
P-glycoprotein inhibitior	-	0.4373	43.73%
P-glycoprotein substrate	+	0.6520	65.20%
CYP3A4 substrate	+	0.7072	70.72%
CYP2C9 substrate	-	0.8371	83.71%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.8913	89.13%
CYP2C8 inhibition	+	0.8411	84.11%
CYP inhibitory promiscuity	-	0.7619	76.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6784	67.84%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8811	88.11%
Acute Oral Toxicity (c)	III	0.6434	64.34%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	-	0.5114	51.14%
Glucocorticoid receptor binding	+	0.5372	53.72%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.7181	71.81%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.82%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.74%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.51%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.25%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	95.47%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.49%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.67%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.50%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.92%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.45%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.05%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.25%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.40%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.33%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.64%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.27%	95.53%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.12%	80.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.75%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.55%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.51%	94.42%
CHEMBL4530	P00488	Coagulation factor XIII	80.77%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.52%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.52%	94.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.35%	80.78%

Plants that contains it

• Baccharis thesioides
• Lepisorus thunbergianus
• Pelargonium graveolens

Cross-Links

• PubChem: 23955865
• NPASS: NPC94838
• LOTUS: LTS0195497
• wikiData: Q76512487