[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[3-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate

Details

• Internal ID: 7199fccd-c487-497e-a6c6-168f98d140e6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[3-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-but-2-enoate
• SMILES (Canonical): CC=CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C=C2)C(=O)C(=CO3)C4=CC(=C(C=C4)OC)O)O)O)O
• SMILES (Isomeric): C/C=C/C(=O)OC[C@@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC3=C(C=C2)C(=O)C(=CO3)C4=CC(=C(C=C4)OC)O)O)O)O
• InChI: InChI=1S/C26H26O11/c1-3-4-21(28)35-12-20-23(30)24(31)25(32)26(37-20)36-14-6-7-15-19(10-14)34-11-16(22(15)29)13-5-8-18(33-2)17(27)9-13/h3-11,20,23-27,30-32H,12H2,1-2H3/b4-3+/t20-,23+,24-,25-,26-/m1/s1
• InChI Key: SRYJIKRETOWENJ-YBPBFOGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₁
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.14751164 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5497	54.97%
Caco-2	-	0.8459	84.59%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5992	59.92%
OATP2B1 inhibitior	-	0.8389	83.89%
OATP1B1 inhibitior	+	0.9140	91.40%
OATP1B3 inhibitior	+	0.9722	97.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7827	78.27%
P-glycoprotein inhibitior	+	0.6513	65.13%
P-glycoprotein substrate	-	0.6203	62.03%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.8455	84.55%
CYP2C9 inhibition	-	0.8273	82.73%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.7747	77.47%
CYP inhibitory promiscuity	-	0.7127	71.27%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6664	66.64%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4130	41.30%
Micronuclear	+	0.7392	73.92%
Hepatotoxicity	-	0.8198	81.98%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8541	85.41%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.6974	69.74%
Thyroid receptor binding	+	0.5329	53.29%
Glucocorticoid receptor binding	+	0.7827	78.27%
Aromatase binding	-	0.5825	58.25%
PPAR gamma	+	0.7226	72.26%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9512	95.12%

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	98.99%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.93%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.75%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.21%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.77%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	89.39%	93.31%
CHEMBL3438	Q05513	Protein kinase C zeta	89.16%	88.48%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.76%	80.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.30%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.13%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.97%	99.15%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.46%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.72%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.72%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.31%	97.09%
CHEMBL3194	P02766	Transthyretin	80.97%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.74%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.54%	97.28%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.46%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.16%	95.53%

Plants that contains it

• Astragalus mongholicus

Cross-Links

• PubChem: 163191261
• LOTUS: LTS0155635
• wikiData: Q105259518