5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 500b3739-1893-4997-ad3f-5e2856acad87
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)OC)O
• InChI: InChI=1S/C23H24O12/c1-31-13-4-3-9(5-11(13)25)21-22(32-2)18(28)16-12(26)6-10(7-14(16)34-21)33-23-20(30)19(29)17(27)15(8-24)35-23/h3-7,15,17,19-20,23-27,29-30H,8H2,1-2H3/t15-,17-,19+,20-,23-/m1/s1
• InChI Key: DBZKCUWFRLLAMD-BPAZWDACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₂
• Molecular Weight: 492.40 g/mol
• Exact Mass: 492.12677620 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5543	55.43%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6726	67.26%
P-glycoprotein inhibitior	-	0.6159	61.59%
P-glycoprotein substrate	-	0.6103	61.03%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.8340	83.40%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6504	65.04%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.5915	59.15%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.7019	70.19%
Aromatase binding	+	0.5314	53.14%
PPAR gamma	+	0.7397	73.97%
Honey bee toxicity	-	0.7781	77.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.7522	75.22%

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	98.14%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.23%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.50%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.11%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.78%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.37%	86.92%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.41%	95.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.15%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.99%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.12%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.81%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.46%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL3194	P02766	Transthyretin	82.40%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.98%	95.53%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Zanthoxylum bungeanum

Cross-Links

• PubChem: 162978396
• LOTUS: LTS0251914
• wikiData: Q104975045