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

Details

• Internal ID: 6868e665-66ba-4e42-819f-5147eed25e7c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,5S)-4,5-dihydroxy-6-[[(2R,3S,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
• InChI: InChI=1S/C28H32O16/c1-39-15-4-10(2-3-12(15)31)26-27(23(36)20-13(32)5-11(30)6-16(20)42-26)44-19-7-14(33)21(34)18(41-19)9-40-28-25(38)24(37)22(35)17(8-29)43-28/h2-6,14,17-19,21-22,24-25,28-35,37-38H,7-9H2,1H3/t14?,17?,18?,19-,21-,22-,24?,25-,28+/m0/s1
• InChI Key: BIEQICZHZAAILC-PWJGBWFESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.16903493 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5547	55.47%
Caco-2	-	0.9201	92.01%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5814	58.14%
OATP2B1 inhibitior	-	0.5807	58.07%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6232	62.32%
P-glycoprotein inhibitior	-	0.5310	53.10%
P-glycoprotein substrate	+	0.5736	57.36%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	0.6728	67.28%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.9485	94.85%
CYP2C19 inhibition	-	0.9205	92.05%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.8281	82.81%
CYP inhibitory promiscuity	-	0.8888	88.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7019	70.19%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.8309	83.09%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4679	46.79%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	-	0.9203	92.03%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8565	85.65%
Acute Oral Toxicity (c)	III	0.6828	68.28%
Estrogen receptor binding	+	0.8712	87.12%
Androgen receptor binding	+	0.6561	65.61%
Thyroid receptor binding	-	0.5294	52.94%
Glucocorticoid receptor binding	+	0.6002	60.02%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7685	76.85%
Honey bee toxicity	-	0.7470	74.70%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.7103	71.03%

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	99.28%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.01%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.33%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.07%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.26%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	94.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.42%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.09%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.95%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.19%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.76%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL4208	P20618	Proteasome component C5	84.58%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.19%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.84%	95.50%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.67%	95.64%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.84%	95.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.77%	95.78%
CHEMBL3194	P02766	Transthyretin	81.12%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.05%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.08%	92.62%

Plants that contains it

• Aerva javanica

Cross-Links

• PubChem: 162817597
• LOTUS: LTS0178589
• wikiData: Q104936414