3-[7-[(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-methyloxan-2-yl]oxy-5-hydroxy-3-(4-methoxyphenyl)-4-oxochromen-2-yl]oxy-3-oxopropanoic acid

Details

• Internal ID: c61ceb2d-1ffb-406e-af9d-d15bd7a36cf1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 3-[7-[(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-(hydroxymethyl)-5-methyloxan-2-yl]oxy-5-hydroxy-3-(4-methoxyphenyl)-4-oxochromen-2-yl]oxy-3-oxopropanoic acid
• SMILES (Canonical): CC1C(OC(C(C1O)O)OC2=CC(=C3C(=C2)OC(=C(C3=O)C4=CC=C(C=C4)OC)OC(=O)CC(=O)O)O)CO
• SMILES (Isomeric): C[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)OC2=CC(=C3C(=C2)OC(=C(C3=O)C4=CC=C(C=C4)OC)OC(=O)CC(=O)O)O)CO
• InChI: InChI=1S/C26H26O13/c1-11-17(10-27)38-26(24(34)22(11)32)36-14-7-15(28)21-16(8-14)37-25(39-19(31)9-18(29)30)20(23(21)33)12-3-5-13(35-2)6-4-12/h3-8,11,17,22,24,26-28,32,34H,9-10H2,1-2H3,(H,29,30)/t11-,17-,22+,24-,26-/m1/s1
• InChI Key: MINOQTRBVVMNPP-GNSJEBBWSA-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): 199.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7762	77.62%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	0.7067	70.67%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8461	84.61%
P-glycoprotein inhibitior	+	0.5826	58.26%
P-glycoprotein substrate	-	0.5180	51.80%
CYP3A4 substrate	+	0.6614	66.14%
CYP2C9 substrate	-	0.6094	60.94%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.9042	90.42%
CYP2C9 inhibition	-	0.8871	88.71%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7192	71.92%
CYP inhibitory promiscuity	-	0.9037	90.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7316	73.16%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7036	70.36%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8837	88.37%
Acute Oral Toxicity (c)	III	0.6891	68.91%
Estrogen receptor binding	+	0.7969	79.69%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	-	0.5188	51.88%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	-	0.4879	48.79%
PPAR gamma	+	0.7133	71.33%
Honey bee toxicity	-	0.7795	77.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8659	86.59%

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	99.40%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.60%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	95.30%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.42%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.37%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.06%	95.64%
CHEMBL220	P22303	Acetylcholinesterase	93.01%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.42%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.26%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.03%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	86.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.17%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.37%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.27%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.57%	87.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.19%	90.71%

Plants that contains it

• Cicer arietinum

Cross-Links

• PubChem: 162879603
• LOTUS: LTS0087808
• wikiData: Q105165108