7-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 14d7d0a4-39a4-41b2-b73f-b42c952c8873
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 7-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methoxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)OC)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=CC(=C(C=C3C2=O)OC)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-36-14-5-3-13(4-6-14)16-9-38-17-8-19(18(37-2)7-15(17)21(16)30)41-26-24(33)23(32)22(31)20(42-26)10-39-27-25(34)28(35,11-29)12-40-27/h3-9,20,22-27,29,31-35H,10-12H2,1-2H3
• InChI Key: MZJUGRMCXKZMOG-UHFFFAOYSA-N
• Popularity: 1 reference 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: -0.80
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6887	68.87%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6723	67.23%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7874	78.74%
P-glycoprotein inhibitior	-	0.4379	43.79%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.8528	85.28%
CYP2C9 inhibition	-	0.9101	91.01%
CYP2C19 inhibition	-	0.8532	85.32%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.6395	63.95%
CYP inhibitory promiscuity	-	0.8191	81.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6033	60.33%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.8219	82.19%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7169	71.69%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	-	0.8758	87.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7650	76.50%
Acute Oral Toxicity (c)	III	0.6058	60.58%
Estrogen receptor binding	+	0.8578	85.78%
Androgen receptor binding	+	0.7077	70.77%
Thyroid receptor binding	+	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	+	0.6015	60.15%
PPAR gamma	+	0.7271	72.71%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8108	81.08%

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	99.17%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.74%	94.00%
CHEMBL4302	P08183	P-glycoprotein 1	96.53%	92.98%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.39%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.59%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.22%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	89.90%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.88%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.29%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.08%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.37%	96.77%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.46%	95.53%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.11%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.66%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.63%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.51%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.31%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	84.09%	93.31%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.65%	92.38%
CHEMBL5747	Q92793	CREB-binding protein	82.91%	95.12%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.55%	96.67%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	80.89%	94.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.87%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.69%	94.33%

Plants that contains it

• Glycosmis pentaphylla

Cross-Links

• PubChem: 156603056
• LOTUS: LTS0156975
• wikiData: Q105175671