3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[6-methoxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

Details

• Internal ID: 74c32d08-5cfb-4fad-bcac-75660c3704a6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[6-methoxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid
• InChI: InChI=1S/C26H26O13/c1-34-13-5-3-12(4-6-13)15-10-36-16-8-18(17(35-2)7-14(16)22(15)30)38-26-25(33)24(32)23(31)19(39-26)11-37-21(29)9-20(27)28/h3-8,10,19,23-26,31-33H,9,11H2,1-2H3,(H,27,28)/t19-,23-,24+,25-,26-/m1/s1
• InChI Key: HOWDEROVXAADRI-OMJUENHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₃
• Molecular Weight: 546.50 g/mol
• Exact Mass: 546.13734088 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4789	47.89%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6110	61.10%
OATP2B1 inhibitior	-	0.8437	84.37%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7581	75.81%
P-glycoprotein inhibitior	+	0.6947	69.47%
P-glycoprotein substrate	-	0.6426	64.26%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.8113	81.13%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8278	82.78%
CYP2C9 inhibition	-	0.9356	93.56%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.9186	91.86%
CYP2C8 inhibition	+	0.6561	65.61%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.8400	84.00%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3609	36.09%
Micronuclear	+	0.7018	70.18%
Hepatotoxicity	-	0.5565	55.65%
skin sensitisation	-	0.9327	93.27%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9072	90.72%
Acute Oral Toxicity (c)	III	0.6752	67.52%
Estrogen receptor binding	+	0.8619	86.19%
Androgen receptor binding	+	0.7121	71.21%
Thyroid receptor binding	+	0.5264	52.64%
Glucocorticoid receptor binding	+	0.7771	77.71%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.8690	86.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.9267	92.67%

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	98.37%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.03%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.62%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.49%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.77%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.00%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.04%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.73%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.77%	92.50%
CHEMBL220	P22303	Acetylcholinesterase	82.64%	94.45%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	82.64%	92.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.89%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	81.76%	91.19%
CHEMBL2535	P11166	Glucose transporter	81.76%	98.75%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.67%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.39%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.20%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.75%	95.89%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 101089085
• LOTUS: LTS0247865
• wikiData: Q105031562