3-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-2-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphenyl]-5,7-dihydroxychromen-4-one

Details

• Internal ID: 6b26b74b-ed6b-4c79-9ca5-dd2d5742ae16
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-2-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxyphenyl]-5,7-dihydroxychromen-4-one
• SMILES (Canonical): CC(C1C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)OC5C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): CC(C1C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)OC5C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c1-9(28)22-19(33)21(35)26(39-22)40-24-18(32)16-13(30)6-11(29)7-14(16)37-23(24)10-2-4-12(5-3-10)36-25-20(34)17(31)15(8-27)38-25/h2-7,9,15,17,19-22,25-31,33-35H,8H2,1H3
• InChI Key: PNEKVLUOGHZVKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6619	66.19%
Caco-2	-	0.9170	91.70%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7585	75.85%
OATP2B1 inhibitior	-	0.5581	55.81%
OATP1B1 inhibitior	+	0.9073	90.73%
OATP1B3 inhibitior	+	0.9548	95.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4633	46.33%
P-glycoprotein inhibitior	-	0.4712	47.12%
P-glycoprotein substrate	-	0.6336	63.36%
CYP3A4 substrate	+	0.6491	64.91%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.8670	86.70%
CYP2C9 inhibition	-	0.8321	83.21%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.8307	83.07%
CYP2C8 inhibition	+	0.7139	71.39%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4196	41.96%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8163	81.63%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.7547	75.47%
Androgen receptor binding	+	0.6759	67.59%
Thyroid receptor binding	+	0.5314	53.14%
Glucocorticoid receptor binding	+	0.5698	56.98%
Aromatase binding	-	0.5066	50.66%
PPAR gamma	+	0.7034	70.34%
Honey bee toxicity	-	0.7587	75.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7950	79.50%
Fish aquatic toxicity	+	0.8715	87.15%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.98%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.46%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.65%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.44%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.93%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.34%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.82%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	87.49%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.63%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.89%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.56%	95.64%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.06%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.09%	96.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.60%	95.78%

Plants that contains it

• Prunus spinosa

Cross-Links

• PubChem: 162848978
• LOTUS: LTS0126650
• wikiData: Q105211884