(2S,3R,4S,5S,6R)-2-[5-hydroxy-2-[(2R)-8-(2-hydroxyethyl)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 291ff204-1073-40c9-b507-346565943b67
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[5-hydroxy-2-[(2R)-8-(2-hydroxyethyl)-7-methoxy-3,4-dihydro-2H-chromen-2-yl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C24H30O10/c1-31-16-6-2-12-3-7-17(32-23(12)15(16)8-9-25)14-5-4-13(27)10-18(14)33-24-22(30)21(29)20(28)19(11-26)34-24/h2,4-6,10,17,19-22,24-30H,3,7-9,11H2,1H3/t17-,19-,20-,21+,22-,24-/m1/s1
• InChI Key: WBKDVBYNRYJLRH-VGNWFYMRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₀
• Molecular Weight: 478.50 g/mol
• Exact Mass: 478.18389715 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.18
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5928	59.28%
Caco-2	-	0.8223	82.23%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6658	66.58%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5117	51.17%
P-glycoprotein inhibitior	-	0.5421	54.21%
P-glycoprotein substrate	+	0.5091	50.91%
CYP3A4 substrate	+	0.6792	67.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	-	0.9466	94.66%
CYP2C9 inhibition	-	0.8959	89.59%
CYP2C19 inhibition	-	0.8516	85.16%
CYP2D6 inhibition	-	0.9120	91.20%
CYP1A2 inhibition	-	0.8172	81.72%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	-	0.8744	87.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6615	66.15%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6540	65.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7927	79.27%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8389	83.89%
Acute Oral Toxicity (c)	III	0.6512	65.12%
Estrogen receptor binding	+	0.8219	82.19%
Androgen receptor binding	+	0.5705	57.05%
Thyroid receptor binding	+	0.5586	55.86%
Glucocorticoid receptor binding	-	0.4690	46.90%
Aromatase binding	+	0.5764	57.64%
PPAR gamma	+	0.5487	54.87%
Honey bee toxicity	-	0.7836	78.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7249	72.49%
Fish aquatic toxicity	-	0.4626	46.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.49%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.96%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.85%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.18%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.95%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.68%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.40%	89.05%
CHEMBL220	P22303	Acetylcholinesterase	90.72%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.19%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.79%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.61%	89.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.34%	94.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.27%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.92%	97.33%
CHEMBL2535	P11166	Glucose transporter	83.50%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.03%	96.39%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.76%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.72%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.45%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	82.12%	95.93%
CHEMBL4581	P52732	Kinesin-like protein 1	82.01%	93.18%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.99%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.57%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.02%	97.36%

Plants that contains it

• Morus wittiorum

Cross-Links

• PubChem: 162947813
• LOTUS: LTS0202980
• wikiData: Q105300817