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

Details

• Internal ID: 8e9eff2f-f9cc-417f-af4c-f251b775aec6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2R,3S,4R,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@H]([C@@H]([C@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c27-8-18-21(33)22(34)23(35)25(39-18)40-24-20(32)15(31)9-36-26(24)37-12-5-13(29)19-14(30)7-16(38-17(19)6-12)10-1-3-11(28)4-2-10/h1-7,15,18,20-29,31-35H,8-9H2/t15-,18+,20+,21+,22-,23+,24-,25-,26+/m0/s1
• InChI Key: YPXSIOWYKIAZIB-GFYVIFLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.49
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5692	56.92%
Caco-2	-	0.9201	92.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5464	54.64%
OATP2B1 inhibitior	-	0.5573	55.73%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7187	71.87%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.6335	63.35%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9374	93.74%
CYP2C9 inhibition	-	0.9702	97.02%
CYP2C19 inhibition	-	0.9449	94.49%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.6585	65.85%
CYP inhibitory promiscuity	-	0.8820	88.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.8232	82.32%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4368	43.68%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.8821	88.21%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9396	93.96%
Acute Oral Toxicity (c)	III	0.4924	49.24%
Estrogen receptor binding	+	0.7808	78.08%
Androgen receptor binding	+	0.6683	66.83%
Thyroid receptor binding	+	0.5231	52.31%
Glucocorticoid receptor binding	-	0.4799	47.99%
Aromatase binding	+	0.6989	69.89%
PPAR gamma	+	0.8193	81.93%
Honey bee toxicity	-	0.6396	63.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.6667	66.67%

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	99.71%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.94%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.80%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.45%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.39%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.38%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.06%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.57%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.47%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.16%	96.21%
CHEMBL3194	P02766	Transthyretin	86.91%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.33%	90.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.33%	95.83%
CHEMBL242	Q92731	Estrogen receptor beta	86.12%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	85.58%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.19%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.89%	83.57%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.80%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.50%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.39%	95.64%

Plants that contains it

• Colchicum speciosum

Cross-Links

• PubChem: 163043420
• LOTUS: LTS0219793
• wikiData: Q105352048