[[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethylamino]-methyl-oxoazanium

Details

• Internal ID: b452d82b-1607-4445-8a8a-cc519f281947
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethylamino]-methyl-oxoazanium
• SMILES (Canonical): C[N+](=O)NCOC1C(C(C(C(O1)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C[N+](=O)NCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C14H27N2O12/c1-16(24)15-4-25-13-11(23)12(8(20)6(3-18)26-13)28-14-10(22)9(21)7(19)5(2-17)27-14/h5-14,17-23H,2-4H2,1H3,(H,15,24)/q+1/t5-,6-,7-,8-,9+,10-,11-,12+,13-,14+/m1/s1
• InChI Key: JDTTYBHTYVYHKN-FUMFZKGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₇N₂O₁₂+
• Molecular Weight: 415.37 g/mol
• Exact Mass: 415.15639930 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.50
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9572	95.72%
Caco-2	-	0.9054	90.54%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4644	46.44%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7859	78.59%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.9391	93.91%
CYP3A4 substrate	+	0.5358	53.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.9179	91.79%
CYP2C9 inhibition	-	0.7864	78.64%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.8410	84.10%
CYP1A2 inhibition	-	0.7927	79.27%
CYP2C8 inhibition	-	0.9032	90.32%
CYP inhibitory promiscuity	-	0.8427	84.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4350	43.50%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9802	98.02%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4654	46.54%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7572	75.72%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6634	66.34%
Acute Oral Toxicity (c)	II	0.4721	47.21%
Estrogen receptor binding	-	0.5144	51.44%
Androgen receptor binding	-	0.5786	57.86%
Thyroid receptor binding	+	0.6686	66.86%
Glucocorticoid receptor binding	-	0.6150	61.50%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.6064	60.64%
Honey bee toxicity	-	0.7574	75.74%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.8963	89.63%

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	93.74%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.21%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.87%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.17%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.67%	94.33%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.31%	86.92%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.73%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.18%	86.33%

Plants that contains it

• Cycas revoluta

Cross-Links

• PubChem: 101697846
• LOTUS: LTS0264388
• wikiData: Q104388250