(2S,3R,4S,5R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: b4e3f5a6-19bd-458b-bab9-5d7868f875d0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: (2S,3R,4S,5R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(CO4)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H](CO4)O)O)O)O)O
• InChI: InChI=1S/C22H22O11/c1-29-15-3-9(4-16(30-2)19(15)27)21-17(33-22-20(28)18(26)13(25)8-31-22)7-11-12(24)5-10(23)6-14(11)32-21/h3-7,13,18,20,22,25-26,28H,8H2,1-2H3,(H2-,23,24,27)/p+1/t13-,18+,20-,22+/m1/s1
• InChI Key: ZWAAFZOEMBEAAF-OEUULTMXSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃O₁₁+
• Molecular Weight: 463.40 g/mol
• Exact Mass: 463.12403655 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6627	66.27%
Caco-2	-	0.8080	80.80%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4162	41.62%
OATP2B1 inhibitior	-	0.5637	56.37%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7645	76.45%
P-glycoprotein inhibitior	-	0.4467	44.67%
P-glycoprotein substrate	-	0.5553	55.53%
CYP3A4 substrate	+	0.6218	62.18%
CYP2C9 substrate	-	0.8069	80.69%
CYP2D6 substrate	-	0.8024	80.24%
CYP3A4 inhibition	-	0.9291	92.91%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.8466	84.66%
CYP1A2 inhibition	-	0.8597	85.97%
CYP2C8 inhibition	+	0.7301	73.01%
CYP inhibitory promiscuity	-	0.8951	89.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8457	84.57%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3625	36.25%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9202	92.02%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9363	93.63%
Acute Oral Toxicity (c)	III	0.6707	67.07%
Estrogen receptor binding	+	0.8480	84.80%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8252	82.52%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.6616	66.16%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.7243	72.43%

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	99.10%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	97.37%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.38%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.33%	89.00%
CHEMBL204	P00734	Thrombin	90.84%	96.01%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.47%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.91%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	87.49%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.11%	99.15%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.43%	89.32%
CHEMBL2581	P07339	Cathepsin D	84.29%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	83.94%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.20%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.57%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.02%	96.00%

Plants that contains it

• Impatiens balsamina
• Medicago sativa

Cross-Links

• PubChem: 6325587
• NPASS: NPC258957