7-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 92c01760-e9c3-4ad9-be4b-65fe9fdc877d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3S,4R,5S,6R)-3,4-dihydroxy-6-methyl-5-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,6-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O)OC5C(C(C(CO5)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O)O[C@@H]5[C@H]([C@@H]([C@H](CO5)O)O)O
• InChI: InChI=1S/C26H28O14/c1-9-24(40-25-22(34)18(30)13(29)8-36-25)21(33)23(35)26(37-9)39-16-7-15-17(20(32)19(16)31)12(28)6-14(38-15)10-2-4-11(27)5-3-10/h2-7,9,13,18,21-27,29-35H,8H2,1H3/t9-,13+,18-,21-,22+,23+,24-,25-,26+/m1/s1
• InChI Key: PWSLQEGYLXOJNB-HVXCJYDASA-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: -0.50
• Atomic LogP (AlogP): -0.75
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7160	71.60%
Caco-2	-	0.8948	89.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5591	55.91%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8200	82.00%
P-glycoprotein inhibitior	-	0.6832	68.32%
P-glycoprotein substrate	+	0.5661	56.61%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.7038	70.38%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9538	95.38%
CYP2C19 inhibition	-	0.9355	93.55%
CYP2D6 inhibition	-	0.9268	92.68%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	+	0.6955	69.55%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9154	91.54%
Skin irritation	-	0.7836	78.36%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6839	68.39%
Micronuclear	+	0.7433	74.33%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.9187	91.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9387	93.87%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	+	0.7213	72.13%
Thyroid receptor binding	+	0.5430	54.30%
Glucocorticoid receptor binding	+	0.6329	63.29%
Aromatase binding	+	0.5535	55.35%
PPAR gamma	+	0.6907	69.07%
Honey bee toxicity	-	0.6702	67.02%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8557	85.57%

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	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.55%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.91%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.67%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.22%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.60%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.44%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.95%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.96%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.76%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.50%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.21%	94.73%
CHEMBL3194	P02766	Transthyretin	83.55%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.34%	86.92%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.42%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.02%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.03%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.00%	95.83%

Plants that contains it

• Centaurea corcubionensis
• Dendrophthoe falcata
• Dorstenia barteri
• Salvia cyanescens
• Sorbaria sorbifolia

Cross-Links

• PubChem: 59991324
• NPASS: NPC80353
• LOTUS: LTS0008697
• wikiData: Q105215970