3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Details

• Internal ID: 4a3c35ad-b76d-4b9c-8d99-c968cb899923
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-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)O)O
• SMILES (Isomeric): 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)O)O
• InChI: InChI=1S/C26H28O16/c27-6-15-18(34)20(36)24(42-25-21(37)17(33)13(32)7-38-25)26(40-15)41-23-19(35)16-12(31)4-9(28)5-14(16)39-22(23)8-1-2-10(29)11(30)3-8/h1-5,13,15,17-18,20-21,24-34,36-37H,6-7H2
• InChI Key: NKFZLEYLWAFYEH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₆
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13773480 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 6

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	-	0.9274	92.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5543	55.43%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6873	68.73%
P-glycoprotein inhibitior	-	0.5569	55.69%
P-glycoprotein substrate	-	0.5833	58.33%
CYP3A4 substrate	+	0.6764	67.64%
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	+	0.8302	83.02%
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	-	0.8897	88.97%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6596	65.96%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5620	56.20%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.5721	57.21%
Glucocorticoid receptor binding	+	0.5731	57.31%
Aromatase binding	+	0.6693	66.93%
PPAR gamma	+	0.7631	76.31%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
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	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.03%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.85%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.04%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.62%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.48%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.77%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.01%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.48%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.14%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.26%	95.83%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.59%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.05%	80.33%
CHEMBL3194	P02766	Transthyretin	83.81%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.68%	95.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%

Plants that contains it

• Actinidia arguta
• Aesculus chinensis
• Aesculus hippocastanum
• Alangium chinense
• Alangium kurzii
• Eucommia ulmoides
• Euphorbia prostrata
• Helleborus viridis
• Lathyrus chloranthus
• Melaleuca ericifolia
• Nelumbo nucifera
• Oldenlandia herbacea var. herbacea
• Phyllanthus niruri
• Quercus laurifolia

Cross-Links

• PubChem: 14825575
• LOTUS: LTS0030005
• wikiData: Q105180564