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

Details

• Internal ID: fcf374dd-334d-4b0d-99a0-f237d3daf1ce
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-2-(4-methoxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C24H26O12/c1-31-11-6-4-10(5-7-11)21-23(36-24-20(30)19(29)16(26)14(9-25)35-24)18(28)15-12(34-21)8-13(32-2)22(33-3)17(15)27/h4-8,14,16,19-20,24-27,29-30H,9H2,1-3H3/t14-,16+,19+,20-,24+/m1/s1
• InChI Key: BRNFEHVTCPLRQY-MUTRJVMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₁₂
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.14242626 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8223	82.23%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5202	52.02%
P-glycoprotein inhibitior	+	0.6417	64.17%
P-glycoprotein substrate	-	0.6515	65.15%
CYP3A4 substrate	+	0.6411	64.11%
CYP2C9 substrate	-	0.8485	84.85%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7637	76.37%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8840	88.40%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4521	45.21%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9142	91.42%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.7879	78.79%
Androgen receptor binding	+	0.7089	70.89%
Thyroid receptor binding	+	0.5351	53.51%
Glucocorticoid receptor binding	+	0.7419	74.19%
Aromatase binding	+	0.5885	58.85%
PPAR gamma	+	0.6155	61.55%
Honey bee toxicity	-	0.8084	80.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.7605	76.05%

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	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.57%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.89%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.35%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.97%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.30%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.23%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.51%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.32%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.23%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	88.43%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.76%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.37%	96.00%
CHEMBL4208	P20618	Proteasome component C5	84.93%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.33%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.85%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.50%	92.62%

Plants that contains it

• Anvillea garcinii

Cross-Links

• PubChem: 162880283
• LOTUS: LTS0259645
• wikiData: Q104944923