5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one

Details

• Internal ID: b997430a-066e-4d05-a33f-623cb22aaec3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-8-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8-(3,4,5-trihydroxyoxan-2-yl)oxychromen-4-one
• SMILES (Canonical): C1C(C(C(C(O1)OC2=C3C(=C(C(=C2O)OC4C(C(C(C(O4)CO)O)O)O)O)C(=O)C=C(O3)C5=CC=C(C=C5)O)O)O)O
• SMILES (Isomeric): C1C(C(C(C(O1)OC2=C3C(=C(C(=C2O)OC4C(C(C(C(O4)CO)O)O)O)O)C(=O)C=C(O3)C5=CC=C(C=C5)O)O)O)O
• InChI: InChI=1S/C26H28O16/c27-6-13-16(32)18(34)20(36)26(40-13)41-23-17(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-22(14)24(21(23)37)42-25-19(35)15(31)11(30)7-38-25/h1-5,11,13,15-16,18-20,25-28,30-37H,6-7H2
• InChI Key: NIABBGMPPWXWOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₆
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.13773480 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.43
• H-Bond Acceptor: 16
• 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	-	0.5110	51.10%
Caco-2	-	0.9219	92.19%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	0.5562	55.62%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7290	72.90%
P-glycoprotein inhibitior	-	0.5557	55.57%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.6415	64.15%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9395	93.95%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9304	93.04%
CYP2C8 inhibition	+	0.6826	68.26%
CYP inhibitory promiscuity	-	0.8779	87.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8836	88.36%
Skin irritation	-	0.8205	82.05%
Skin corrosion	-	0.9667	96.67%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7118	71.18%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7946	79.46%
skin sensitisation	-	0.9071	90.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9458	94.58%
Acute Oral Toxicity (c)	III	0.4508	45.08%
Estrogen receptor binding	+	0.8049	80.49%
Androgen receptor binding	+	0.7255	72.55%
Thyroid receptor binding	+	0.5876	58.76%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.7325	73.25%
Honey bee toxicity	-	0.6640	66.40%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.7253	72.53%

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	99.60%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.83%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.64%	83.57%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.99%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.18%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.93%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.60%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.00%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	89.22%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.87%	91.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.64%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	87.54%	98.35%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.67%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.22%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.16%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.11%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.92%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.54%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.97%	97.28%
CHEMBL3194	P02766	Transthyretin	80.45%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.28%	95.89%

Plants that contains it

• Acanthus ebracteatus
• Arisaema heterophyllum
• Ceratonia siliqua
• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Oryza sativa
• Potentilla anserina

Cross-Links

• PubChem: 56674846
• NPASS: NPC109816
• LOTUS: LTS0140687
• wikiData: Q105179699