2-(Hydroxymethyl)-6-(10-oxa-2-azatricyclo[4.3.1.03,9]deca-3(9),4-dien-8-yloxy)oxane-3,4,5-triol

Details

• Internal ID: 29152b74-a4a0-4d2e-8c61-227f27a218b1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-(hydroxymethyl)-6-(10-oxa-2-azatricyclo[4.3.1.03,9]deca-3(9),4-dien-8-yloxy)oxane-3,4,5-triol
• SMILES (Canonical): C1C2C=CC3=C(C1OC4C(C(C(C(O4)CO)O)O)O)C(N3)O2
• SMILES (Isomeric): C1C2C=CC3=C(C1OC4C(C(C(C(O4)CO)O)O)O)C(N3)O2
• InChI: InChI=1S/C14H19NO7/c16-4-8-10(17)11(18)12(19)14(22-8)21-7-3-5-1-2-6-9(7)13(15-6)20-5/h1-2,5,7-8,10-19H,3-4H2
• InChI Key: SHXCRZBGPNESNC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₇
• Molecular Weight: 313.30 g/mol
• Exact Mass: 313.11615195 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6126	61.26%
Caco-2	-	0.8510	85.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4669	46.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9671	96.71%
P-glycoprotein inhibitior	-	0.8804	88.04%
P-glycoprotein substrate	-	0.8559	85.59%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8374	83.74%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.8347	83.47%
CYP2C19 inhibition	-	0.7731	77.31%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.7324	73.24%
CYP2C8 inhibition	-	0.7882	78.82%
CYP inhibitory promiscuity	-	0.8541	85.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5697	56.97%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4427	44.27%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.8028	80.28%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7076	70.76%
Acute Oral Toxicity (c)	III	0.5246	52.46%
Estrogen receptor binding	-	0.6511	65.11%
Androgen receptor binding	+	0.5829	58.29%
Thyroid receptor binding	+	0.5929	59.29%
Glucocorticoid receptor binding	-	0.5111	51.11%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.5579	55.79%
Honey bee toxicity	-	0.7566	75.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.7864	78.64%

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	97.46%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.73%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.54%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.49%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	84.77%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.97%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	82.19%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.22%	96.21%

Plants that contains it

• Cleistanthus gracilis

Cross-Links

• PubChem: 163078997
• LOTUS: LTS0108037
• wikiData: Q105253315