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

Details

• Internal ID: eeed63d0-af9a-47c0-ab3e-41849b9d6493
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)-3-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C33H40O22/c1-8-18(38)23(43)26(46)31(50-8)49-7-16-21(41)25(45)28(48)33(54-16)55-30-22(42)17-11(35)4-10(51-32-27(47)24(44)20(40)15(6-34)53-32)5-14(17)52-29(30)9-2-12(36)19(39)13(37)3-9/h2-5,8,15-16,18,20-21,23-28,31-41,43-48H,6-7H2,1H3/t8-,15+,16+,18-,20+,21+,23-,24-,25+,26+,27+,28-,31+,32+,33-/m0/s1
• InChI Key: DTSVAGTXAHLUAU-PBRLYLEESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₂
• Molecular Weight: 788.70 g/mol
• Exact Mass: 788.20112290 g/mol
• Topological Polar Surface Area (TPSA): 365.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.51
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5372	53.72%
Caco-2	-	0.9035	90.35%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.9642	96.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7559	75.59%
P-glycoprotein inhibitior	-	0.4457	44.57%
P-glycoprotein substrate	+	0.5437	54.37%
CYP3A4 substrate	+	0.6273	62.73%
CYP2C9 substrate	-	0.6847	68.47%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9550	95.50%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.7242	72.42%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7939	79.39%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9289	92.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.5517	55.17%
Thyroid receptor binding	+	0.5165	51.65%
Glucocorticoid receptor binding	-	0.5216	52.16%
Aromatase binding	+	0.5429	54.29%
PPAR gamma	+	0.7292	72.92%
Honey bee toxicity	-	0.7737	77.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.8024	80.24%

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	99.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.31%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.29%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.55%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.61%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.56%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.41%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.04%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.16%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.09%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.04%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.63%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.85%	86.92%
CHEMBL3194	P02766	Transthyretin	83.31%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.26%	80.33%

Plants that contains it

• Limnanthes douglasii

Cross-Links

• PubChem: 163103897
• LOTUS: LTS0130284
• wikiData: Q104989004