2-(4-Methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: f8227d3c-fa5f-4d0f-b8ab-d3d2a42de1d0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC=C(C=C5)OC)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O13/c1-12-21(30)23(32)25(34)27(38-12)37-11-20-22(31)24(33)26(35)28(41-20)39-15-7-8-16-17(29)10-18(40-19(16)9-15)13-3-5-14(36-2)6-4-13/h3-10,12,20-28,30-35H,11H2,1-2H3
• InChI Key: VDRRDZMMTOMOMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₃
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.18429107 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 13
• 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	-	0.5129	51.29%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7197	71.97%
OATP2B1 inhibitior	-	0.8439	84.39%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8790	87.90%
P-glycoprotein inhibitior	-	0.6790	67.90%
P-glycoprotein substrate	-	0.5287	52.87%
CYP3A4 substrate	+	0.6010	60.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.9289	92.89%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	+	0.5747	57.47%
CYP inhibitory promiscuity	-	0.6937	69.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.8266	82.66%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7978	79.78%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9465	94.65%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9411	94.11%
Acute Oral Toxicity (c)	III	0.7286	72.86%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.6475	64.75%
Thyroid receptor binding	+	0.5209	52.09%
Glucocorticoid receptor binding	+	0.5820	58.20%
Aromatase binding	+	0.5289	52.89%
PPAR gamma	+	0.6967	69.67%
Honey bee toxicity	-	0.8005	80.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8051	80.51%

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	99.37%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.94%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.49%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	94.83%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.64%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.75%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.42%	83.57%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.87%	81.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.58%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.30%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.43%	87.67%
CHEMBL1951	P21397	Monoamine oxidase A	88.94%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.18%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.66%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.42%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.02%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.71%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.62%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.43%	92.62%

Plants that contains it

• Scoparia dulcis

Cross-Links

• PubChem: 75576306
• LOTUS: LTS0247693
• wikiData: Q105284339