7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: e13b99dc-2a04-487b-a9d5-b61bfe818e66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H](C([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-30,32-36H,10H2,1-2H3/t11-,19+,21-,22+,23?,24-,25+,26+,27-,28+/m0/s1
• InChI Key: MLWDGPFGTFOLRJ-UAERVJNZSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 7-[(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5478	54.78%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6613	66.13%
OATP2B1 inhibitior	-	0.7078	70.78%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7251	72.51%
P-glycoprotein inhibitior	-	0.6996	69.96%
P-glycoprotein substrate	-	0.5082	50.82%
CYP3A4 substrate	+	0.6285	62.85%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.9369	93.69%
CYP2C19 inhibition	-	0.9450	94.50%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9341	93.41%
CYP2C8 inhibition	+	0.6484	64.84%
CYP inhibitory promiscuity	-	0.7416	74.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9340	93.40%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7009	70.09%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9429	94.29%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9399	93.99%
Acute Oral Toxicity (c)	III	0.7160	71.60%
Estrogen receptor binding	+	0.8219	82.19%
Androgen receptor binding	+	0.6433	64.33%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6350	63.50%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.7433	74.33%
Honey bee toxicity	-	0.7096	70.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6931	69.31%

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	99.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.62%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.66%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.13%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.15%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.88%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.55%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.29%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.92%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.65%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	85.43%	93.31%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.26%	81.11%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL3194	P02766	Transthyretin	83.60%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.15%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.21%	90.71%

Plants that contains it

• Clinopodium acinos

Cross-Links

• PubChem: 15559330
• LOTUS: LTS0111298
• wikiData: Q105167223