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

Details

• Internal ID: 737c19b2-e608-4d0b-8d63-4452f73f5e51
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-methoxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(C=C3OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-36-13-5-3-12(4-6-13)17-9-15(29)21-18(37-2)7-14(8-19(21)41-17)40-28-26(35)24(33)23(32)20(42-28)11-39-27-25(34)22(31)16(30)10-38-27/h3-9,16,20,22-28,30-35H,10-11H2,1-2H3/t16-,20-,22+,23-,24+,25-,26-,27+,28-/m1/s1
• InChI Key: GGDFFHNOKNWBNL-AQLOEVPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4745	47.45%
Caco-2	-	0.8699	86.99%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6806	68.06%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7263	72.63%
P-glycoprotein inhibitior	-	0.5907	59.07%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6397	63.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8241	82.41%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	-	0.9559	95.59%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.5790	57.90%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9374	93.74%
Skin irritation	-	0.8396	83.96%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7926	79.26%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9567	95.67%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	+	0.8336	83.36%
Androgen receptor binding	+	0.6708	67.08%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.5762	57.62%
Aromatase binding	+	0.5342	53.42%
PPAR gamma	+	0.6912	69.12%
Honey bee toxicity	-	0.7798	77.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.8078	80.78%

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	99.15%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.83%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.63%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	95.56%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.85%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.41%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.00%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.31%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.06%	86.92%
CHEMBL1907	P15144	Aminopeptidase N	88.62%	93.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.57%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.00%	92.62%
CHEMBL4208	P20618	Proteasome component C5	86.98%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.13%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.78%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.41%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.84%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.67%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.33%	97.14%

Plants that contains it

• Dirca palustris

Cross-Links

• PubChem: 10651075
• LOTUS: LTS0207160
• wikiData: Q105007964