Gymnoside IX

Details

• Internal ID: 123877da-c71f-4be5-81d5-92ab7825b395
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-[(2S,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-2-(2-methylpropyl)butanedioate
• SMILES (Canonical): CC(C)CC(CC(=O)OCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)COC(=O)C)OC(=O)C=CC6=CC=CC=C6)O)O
• SMILES (Isomeric): CC(C)C[C@@](CC(=O)OCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)OC(=O)/C=C/C6=CC=CC=C6)O)O
• InChI: InChI=1S/C51H64O24/c1-26(2)19-51(50(65)68-24-30-11-16-32(17-12-30)70-48-44(63)41(60)39(58)34(22-53)72-48,20-37(56)67-23-29-9-14-31(15-10-29)69-47-43(62)40(59)38(57)33(21-52)71-47)75-49-45(64)42(61)46(35(73-49)25-66-27(3)54)74-36(55)18-13-28-7-5-4-6-8-28/h4-18,26,33-35,38-49,52-53,57-64H,19-25H2,1-3H3/b18-13+/t33-,34-,35-,38-,39-,40+,41+,42-,43-,44-,45-,46-,47-,48-,49+,51-/m1/s1
• InChI Key: VGDRWWNKEHJEQB-CDMCBZOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₆₄O₂₄
• Molecular Weight: 1061.00 g/mol
• Exact Mass: 1060.37875290 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.34
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5103	51.03%
Caco-2	-	0.8640	86.40%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8372	83.72%
OATP2B1 inhibitior	-	0.7290	72.90%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.8517	85.17%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9677	96.77%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6911	69.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7559	75.59%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.8630	86.30%
CYP2D6 inhibition	-	0.9399	93.99%
CYP1A2 inhibition	-	0.8483	84.83%
CYP2C8 inhibition	+	0.7526	75.26%
CYP inhibitory promiscuity	-	0.9254	92.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6525	65.25%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8011	80.11%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8816	88.16%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.6284	62.84%
Glucocorticoid receptor binding	+	0.7279	72.79%
Aromatase binding	-	0.5153	51.53%
PPAR gamma	+	0.7804	78.04%
Honey bee toxicity	-	0.6513	65.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.11%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	96.02%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.98%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.25%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.28%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.39%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.06%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.56%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.87%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.69%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	84.76%	92.51%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.09%	94.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.80%	89.67%
CHEMBL4208	P20618	Proteasome component C5	81.66%	90.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.40%	85.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.70%	96.95%

Plants that contains it

• Bletilla striata
• Gymnadenia conopsea

Cross-Links

• PubChem: 11651021
• NPASS: NPC148599
• LOTUS: LTS0206723
• wikiData: Q105285738