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

Details

• Internal ID: 23ba77d1-efb5-4087-80b7-2f4ea2b5a866
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-3,5-dihydroxy-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)O)OC
• 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)O)OC
• InChI: InChI=1S/C23H24O12/c1-31-12-4-3-9(5-13(12)32-2)22-20(29)18(27)16-11(25)6-10(7-14(16)34-22)33-23-21(30)19(28)17(26)15(8-24)35-23/h3-7,15,17,19,21,23-26,28-30H,8H2,1-2H3/t15-,17-,19+,21-,23-/m1/s1
• InChI Key: PVZIBZZGLSJVOB-MQEWLLHDSA-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	-	0.8757	87.57%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5532	55.32%
OATP1B1 inhibitior	+	0.9259	92.59%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5566	55.66%
P-glycoprotein inhibitior	-	0.5562	55.62%
P-glycoprotein substrate	-	0.5494	54.94%
CYP3A4 substrate	+	0.6406	64.06%
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	+	0.8532	85.32%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7048	70.48%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7198	71.98%
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	-	0.8924	89.24%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8177	81.77%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	+	0.6830	68.30%
Aromatase binding	+	0.5971	59.71%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.7733	77.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6349	63.49%
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	98.15%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.33%	94.00%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.90%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.04%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.06%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.18%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.47%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.40%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.83%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.14%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.42%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.32%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.61%	94.45%
CHEMBL3194	P02766	Transthyretin	83.04%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.49%	97.36%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.09%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.68%	90.71%

Plants that contains it

• Zanthoxylum bungeanum

Cross-Links

• PubChem: 162843221
• LOTUS: LTS0023514
• wikiData: Q105215679