methyl (1S,2S,4S,5R,6S,7S)-4'-[(1S)-1-hydroxyethyl]-5'-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-furan]-10-carboxylate

Details

• Internal ID: 08b578e9-56ca-41e7-99bf-1f94a24fd8fe
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1S,2S,4S,5R,6S,7S)-4'-[(1S)-1-hydroxyethyl]-5'-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-furan]-10-carboxylate
• SMILES (Canonical): CC(C1=CC2(C3C(C4C2O4)C(=COC3OC5C(C(C(C(O5)CO)O)O)O)C(=O)OC)OC1=O)O
• SMILES (Isomeric): C[C@@H](C1=C[C@]2([C@@H]3[C@H]([C@H]4[C@@H]2O4)C(=CO[C@H]3O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C(=O)OC)OC1=O)O
• InChI: InChI=1S/C21H26O13/c1-6(23)7-3-21(34-18(7)28)11-10(15-16(21)32-15)8(17(27)29-2)5-30-19(11)33-20-14(26)13(25)12(24)9(4-22)31-20/h3,5-6,9-16,19-20,22-26H,4H2,1-2H3/t6-,9+,10+,11+,12+,13-,14+,15-,16-,19-,20-,21+/m0/s1
• InChI Key: UQXYPTGJEROWIM-NQPMCGTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₁₃
• Molecular Weight: 486.40 g/mol
• Exact Mass: 486.13734088 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.17
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6479	64.79%
Caco-2	-	0.8408	84.08%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7264	72.64%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.7728	77.28%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7499	74.99%
P-glycoprotein inhibitior	-	0.6410	64.10%
P-glycoprotein substrate	-	0.5462	54.62%
CYP3A4 substrate	+	0.6684	66.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.8488	84.88%
CYP2C9 inhibition	-	0.8719	87.19%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.4864	48.64%
CYP inhibitory promiscuity	-	0.7627	76.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6053	60.53%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7399	73.99%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4797	47.97%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	-	0.6957	69.57%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7092	70.92%
Acute Oral Toxicity (c)	I	0.3804	38.04%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	-	0.4935	49.35%
Glucocorticoid receptor binding	-	0.4799	47.99%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.5573	55.73%
Honey bee toxicity	-	0.7655	76.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.3718	37.18%

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	98.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.20%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.41%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.52%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.27%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.18%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.82%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.31%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.40%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.33%	91.07%

Plants that contains it

• Allamanda schottii

Cross-Links

• PubChem: 101423564
• LOTUS: LTS0227214
• wikiData: Q105277561