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

Details

• Internal ID: f0e6edb3-a79d-437c-8a67-16d3652639a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: 6-[(2S,3R,4S,5S,6S)-3-[(2S,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• InChI: InChI=1S/C26H28O15/c27-6-16-19(33)21(35)23(41-25-24(36)26(37,7-28)8-38-25)22(40-16)18-13(32)5-15-17(20(18)34)12(31)4-14(39-15)9-1-2-10(29)11(30)3-9/h1-5,16,19,21-25,27-30,32-37H,6-8H2/t16-,19+,21-,22-,23+,24+,25-,26+/m0/s1
• InChI Key: NOXWKJVYHCKSIY-SRIOYRDCSA-N
• Popularity: 2 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): 256.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.9193	91.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.5572	55.72%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7615	76.15%
P-glycoprotein inhibitior	-	0.5366	53.66%
P-glycoprotein substrate	-	0.6036	60.36%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7090	70.90%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8565	85.65%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8296	82.96%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	+	0.6183	61.83%
Glucocorticoid receptor binding	+	0.6035	60.35%
Aromatase binding	+	0.7094	70.94%
PPAR gamma	+	0.8012	80.12%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.41%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.70%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.80%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.66%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.91%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	92.63%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	91.97%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.83%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.69%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.47%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL4530	P00488	Coagulation factor XIII	85.03%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.32%	97.28%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.89%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.04%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.25%	100.00%

Plants that contains it

• Achillea nobilis

Cross-Links

• PubChem: 163105241
• LOTUS: LTS0190711
• wikiData: Q105182877