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

Details

• Internal ID: a309ef29-9e95-4b1c-a6f8-a5f663eb1c8c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
• InChI: InChI=1S/C28H32O18/c1-41-24-11(33)5-12-15(17(24)35)18(36)26(23(42-12)8-2-3-9(31)10(32)4-8)46-28-22(40)20(38)25(14(7-30)44-28)45-27-21(39)19(37)16(34)13(6-29)43-27/h2-5,13-14,16,19-22,25,27-35,37-40H,6-7H2,1H3/t13-,14-,16-,19+,20-,21-,22-,25-,27+,28+/m1/s1
• InChI Key: RNGVGEPULHATPP-OBAUXQEASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₈
• Molecular Weight: 656.50 g/mol
• Exact Mass: 656.15886417 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.71
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9160	91.60%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.5764	57.64%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5142	51.42%
P-glycoprotein inhibitior	-	0.5356	53.56%
P-glycoprotein substrate	-	0.6519	65.19%
CYP3A4 substrate	+	0.6529	65.29%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.7564	75.64%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4090	40.90%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9610	96.10%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8355	83.55%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	+	0.5326	53.26%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.6197	61.97%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	99.76%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.11%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.01%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.76%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.48%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.81%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.32%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.03%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.71%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.81%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	82.54%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.88%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.23%	94.33%

Plants that contains it

• Bidens andicola
• Ipomopsis aggregata
• Wyethia helenioides

Cross-Links

• PubChem: 102403055
• LOTUS: LTS0258723
• wikiData: Q104246482