(2S,3S,4R,5S,6S)-6-(hydroxymethyl)-4-indol-1-yloxyoxane-2,3,5-triol

Details

• Internal ID: 1046ac7f-29b9-4c32-80e4-fb2419ced60d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
• IUPAC Name: (2S,3S,4R,5S,6S)-6-(hydroxymethyl)-4-indol-1-yloxyoxane-2,3,5-triol
• SMILES (Canonical): C1=CC=C2C(=C1)C=CN2OC3C(C(OC(C3O)O)CO)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CN2O[C@@H]3[C@H]([C@@H](O[C@@H]([C@H]3O)O)CO)O
• InChI: InChI=1S/C14H17NO6/c16-7-10-11(17)13(12(18)14(19)20-10)21-15-6-5-8-3-1-2-4-9(8)15/h1-6,10-14,16-19H,7H2/t10-,11-,12-,13+,14-/m0/s1
• InChI Key: WDXKGXOQUMSNJH-YHQUGGNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.29 g/mol
• Exact Mass: 295.10558726 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.13
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6377	63.77%
Caco-2	-	0.6832	68.32%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4014	40.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9561	95.61%
P-glycoprotein inhibitior	-	0.8957	89.57%
P-glycoprotein substrate	-	0.9442	94.42%
CYP3A4 substrate	-	0.5292	52.92%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8084	80.84%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.8076	80.76%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	-	0.6800	68.00%
CYP2C8 inhibition	-	0.7452	74.52%
CYP inhibitory promiscuity	-	0.7520	75.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4570	45.70%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8922	89.22%
Skin irritation	-	0.7914	79.14%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5631	56.31%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5075	50.75%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5126	51.26%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	-	0.7550	75.50%
Androgen receptor binding	+	0.5373	53.73%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	-	0.6916	69.16%
Aromatase binding	-	0.5861	58.61%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4387	43.87%

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	93.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.98%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.68%	94.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.29%	95.93%
CHEMBL3891	P07384	Calpain 1	81.51%	93.04%
CHEMBL2581	P07339	Cathepsin D	81.34%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.12%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	80.66%	94.73%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.39%	88.00%

Plants that contains it

• Moricandia arvensis

Cross-Links

• PubChem: 162817366
• LOTUS: LTS0025872
• wikiData: Q105302759