3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 1ff6ab41-59b2-4c13-831c-ae6b027d1b07
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C26H28O15/c1-36-15-3-2-9(4-11(15)28)22-24(19(33)17-12(29)5-10(27)6-16(17)39-22)41-26-21(35)23(14(31)8-38-26)40-25-20(34)18(32)13(30)7-37-25/h2-6,13-14,18,20-21,23,25-32,34-35H,7-8H2,1H3/t13-,14-,18+,20-,21-,23+,25+,26+/m1/s1
• InChI Key: LWODEYSGYGBVMU-PBIHKJQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6523	65.23%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5768	57.68%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6012	60.12%
P-glycoprotein inhibitior	-	0.6000	60.00%
P-glycoprotein substrate	+	0.5839	58.39%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9315	93.15%
CYP2C9 inhibition	-	0.9374	93.74%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.8521	85.21%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.8039	80.39%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4634	46.34%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.9197	91.97%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9292	92.92%
Acute Oral Toxicity (c)	III	0.6835	68.35%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	+	0.6545	65.45%
Thyroid receptor binding	+	0.5620	56.20%
Glucocorticoid receptor binding	+	0.6508	65.08%
Aromatase binding	+	0.5872	58.72%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.7165	71.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7120	71.20%

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	98.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.49%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.02%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.98%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.69%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.82%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.63%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.61%	94.45%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	87.43%	95.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.34%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.85%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.33%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL3194	P02766	Transthyretin	83.68%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.51%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.36%	94.75%

Plants that contains it

• Astragalus galegiformis

Cross-Links

• PubChem: 162950318
• LOTUS: LTS0198918
• wikiData: Q105158441