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

Details

• Internal ID: f60f0a90-bda4-4e3a-bc42-c17d98fac356
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([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)O)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C32H38O21/c33-6-16-19(40)22(43)24(45)31(49-16)51-27-14(39)8-47-30(25(27)46)53-29-23(44)20(41)17(7-34)50-32(29)52-28-21(42)18-13(38)4-10(35)5-15(18)48-26(28)9-1-2-11(36)12(37)3-9/h1-5,14,16-17,19-20,22-25,27,29-41,43-46H,6-8H2/t14-,16-,17-,19-,20-,22+,23+,24-,25-,27+,29-,30+,31+,32+/m1/s1
• InChI Key: QCKPTUKEPYOSGF-XOSATUSRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₂₁
• Molecular Weight: 758.60 g/mol
• Exact Mass: 758.19055822 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.25
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5110	51.10%
Caco-2	-	0.9064	90.64%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6413	64.13%
P-glycoprotein inhibitior	-	0.4639	46.39%
P-glycoprotein substrate	-	0.5376	53.76%
CYP3A4 substrate	+	0.6862	68.62%
CYP2C9 substrate	-	0.6709	67.09%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.8363	83.63%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7434	74.34%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9445	94.45%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.7897	78.97%
Androgen receptor binding	+	0.6728	67.28%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	-	0.5665	56.65%
Aromatase binding	+	0.6250	62.50%
PPAR gamma	+	0.7196	71.96%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.50%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.37%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.23%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.58%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.80%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.22%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL3194	P02766	Transthyretin	84.16%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.03%	80.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.87%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.80%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.18%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.94%	86.92%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%

Plants that contains it

• Aesculus hippocastanum

Cross-Links

• PubChem: 163186915
• LOTUS: LTS0015258
• wikiData: Q105218274