2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 1cb37bc1-b1ca-4c04-b9e3-e6d039fd7914
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]oxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C26H28O17/c27-6-13-15(31)17(33)20(36)25(41-13)39-8-4-11(30)14-12(5-8)40-22(7-1-2-9(28)10(29)3-7)23(16(14)32)42-26-21(37)18(34)19(35)24(38)43-26/h1-5,13,15,17-21,24-31,33-38H,6H2/t13-,15-,17+,18-,19+,20-,21-,24-,25-,26+/m1/s1
• InChI Key: SQCSCAWRXKPACJ-FEYSWINJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₇
• Molecular Weight: 612.50 g/mol
• Exact Mass: 612.13264942 g/mol
• Topological Polar Surface Area (TPSA): 286.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.11
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5116	51.16%
Caco-2	-	0.9279	92.79%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6068	60.68%
OATP2B1 inhibitior	-	0.5473	54.73%
OATP1B1 inhibitior	+	0.9389	93.89%
OATP1B3 inhibitior	+	0.9265	92.65%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5640	56.40%
P-glycoprotein inhibitior	-	0.5758	57.58%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.6311	63.11%
CYP2C9 substrate	-	0.6554	65.54%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9296	92.96%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.8318	83.18%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7144	71.44%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8687	86.87%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.7136	71.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6944	69.44%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6696	66.96%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8391	83.91%
Acute Oral Toxicity (c)	III	0.4045	40.45%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	+	0.6530	65.30%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	-	0.5407	54.07%
Aromatase binding	-	0.5261	52.61%
PPAR gamma	+	0.7294	72.94%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.8218	82.18%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.65%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.66%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.48%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.93%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.97%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.32%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.94%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.49%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.06%	95.64%
CHEMBL3194	P02766	Transthyretin	84.05%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.31%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.25%	95.83%

Plants that contains it

• Phytolacca americana

Cross-Links

• PubChem: 5320827
• NPASS: NPC201089