Sutchuenoside A

Details

• Internal ID: d9d21cbf-0ce0-4806-817b-f48ee6ad05db
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)OC(=O)C)O)O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)OC(=O)C)O)O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C29H32O15/c1-10-19(33)21(35)23(37)28(39-10)42-15-8-16(32)18-17(9-15)43-26(13-4-6-14(31)7-5-13)27(20(18)34)44-29-24(38)22(36)25(11(2)40-29)41-12(3)30/h4-11,19,21-25,28-29,31-33,35-38H,1-3H3/t10-,11-,19-,21+,22-,23+,24+,25-,28-,29-/m0/s1
• InChI Key: BNUCXCGZTSEDGK-PPGKSNAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₅
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.17412031 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• 138079-60-4
• 4H-1-Benzopyran-4-one, 3-[(4-O-acetyl-6-deoxy-alpha-L-mannopyranosyl)oxy]-7-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-
• MEGxp0_001451
• ACon1_000109
• DTXSID601317042
• AKOS040735918
• NCGC00180872-01
• BRD-K75320952-001-01-3
• NCGC00180872-02![(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-methyloxan-3-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7169	71.69%
Caco-2	-	0.8959	89.59%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.5580	55.80%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.8716	87.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8902	89.02%
P-glycoprotein inhibitior	+	0.6202	62.02%
P-glycoprotein substrate	-	0.5300	53.00%
CYP3A4 substrate	+	0.6582	65.82%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9605	96.05%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	+	0.7568	75.68%
CYP inhibitory promiscuity	-	0.7994	79.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3865	38.65%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8026	80.26%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.7067	70.67%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	-	0.5051	50.51%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	-	0.5534	55.34%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.7496	74.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9712	97.12%

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	98.96%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.34%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.78%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.52%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.00%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.15%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.67%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.56%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.98%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.94%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.73%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.74%	94.45%
CHEMBL3194	P02766	Transthyretin	82.89%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.59%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.73%	94.80%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.56%	97.36%

Plants that contains it

• Dryopteris crassirhizoma
• Lotus hirsutus

Cross-Links

• PubChem: 10371677
• NPASS: NPC271861
• LOTUS: LTS0131330
• wikiData: Q104939025