Tectorigenin 7-O-xylosylglucoside

Details

• Internal ID: 497f1554-8cd6-44a6-91a3-6c1575de92d6
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-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=C(C=C2C(=C1O)C(=O)C(=CO2)C3=CC=C(C=C3)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1O)C(=O)C(=CO2)C3=CC=C(C=C3)O)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/C27H30O15/c1-37-25-15(6-14-17(21(25)33)18(30)12(7-38-14)10-2-4-11(28)5-3-10)41-27-24(36)22(34)20(32)16(42-27)9-40-26-23(35)19(31)13(29)8-39-26/h2-7,13,16,19-20,22-24,26-29,31-36H,8-9H2,1H3/t13-,16-,19+,20-,22+,23-,24-,26+,27-/m1/s1
• InChI Key: MCYJIRFKDCXYCX-YUPZTAPUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• 231288-19-0
• Tectorigenin 7-?O-?Xylosyl Glucoside
• 6''-O-Xylosyltectoridin
• SCHEMBL21693348
• HY-N4172
• AKOS030530344
• MS-30562
• CS-0032309
• 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
• 5-hydroxy-3-(4-hydroxyphenyl)-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5869	58.69%
Caco-2	-	0.9001	90.01%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6520	65.20%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7358	73.58%
P-glycoprotein inhibitior	-	0.6137	61.37%
P-glycoprotein substrate	+	0.5136	51.36%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	0.8664	86.64%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.9439	94.39%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.9037	90.37%
CYP2C8 inhibition	+	0.7165	71.65%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.8291	82.91%
Skin corrosion	-	0.9599	95.99%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7203	72.03%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9197	91.97%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.6299	62.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.5854	58.54%
PPAR gamma	+	0.7087	70.87%
Honey bee toxicity	-	0.7705	77.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.8179	81.79%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.29%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.07%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.24%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.95%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.54%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.14%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.10%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	86.73%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.49%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.48%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.04%	95.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.62%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.63%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	83.53%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.34%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.50%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.08%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.23%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.19%	90.00%

Plants that contains it

• Astragalus condensatus
• Bertya dimerostigma
• Delphinium barbeyi
• Pueraria montana var. lobata
• Sorbus cuspidata

Cross-Links

• PubChem: 100968221
• NPASS: NPC208554
• LOTUS: LTS0260184
• wikiData: Q105161530