3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: 818b948c-da0e-42bc-a17d-46d694e9e4aa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)OC6C(C(C(C(O6)CO)O)O)O)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO)O)O)O)(CO)O
• InChI: InChI=1S/C32H38O20/c33-7-16-19(38)22(41)24(43)29(49-16)47-13-3-1-11(2-4-13)25-26(21(40)18-14(37)5-12(36)6-15(18)48-25)51-30-27(23(42)20(39)17(8-34)50-30)52-31-28(44)32(45,9-35)10-46-31/h1-6,16-17,19-20,22-24,27-31,33-39,41-45H,7-10H2/t16-,17-,19-,20-,22+,23+,24-,27-,28+,29-,30+,31+,32-/m1/s1
• InChI Key: UELKBPQWENTRMS-ILTLJRTMSA-N
• Popularity: 0 references 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: -2.30
• Atomic LogP (AlogP): -4.31
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.9059	90.59%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7932	79.32%
P-glycoprotein inhibitior	+	0.6221	62.21%
P-glycoprotein substrate	-	0.5289	52.89%
CYP3A4 substrate	+	0.6933	69.33%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7986	79.86%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8228	82.28%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7363	73.63%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8110	81.10%
Androgen receptor binding	+	0.6652	66.52%
Thyroid receptor binding	-	0.4942	49.42%
Glucocorticoid receptor binding	-	0.5820	58.20%
Aromatase binding	+	0.6043	60.43%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.6775	67.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.75%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.96%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.69%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.32%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.84%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.56%	83.57%
CHEMBL226	P30542	Adenosine A1 receptor	87.69%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL220	P22303	Acetylcholinesterase	86.34%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.93%	95.83%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.39%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	84.92%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.10%	94.73%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.05%	95.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.60%	80.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.40%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.22%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.67%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.14%	95.53%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.98%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	80.29%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.00%	96.09%

Plants that contains it

• Phyllolobium chinense

Cross-Links

• PubChem: 10395242
• LOTUS: LTS0021297
• wikiData: Q105270983