5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3H-1,3-benzoxazol-2-one

Details

• Internal ID: f7bb9724-9368-48e2-a25d-d4624cb295aa
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3H-1,3-benzoxazol-2-one
• InChI: InChI=1S/C13H15NO8/c15-4-8-9(16)10(17)11(18)12(21-8)20-5-1-2-7-6(3-5)14-13(19)22-7/h1-3,8-12,15-18H,4H2,(H,14,19)
• InChI Key: DOPHGPCHVJEJEQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₈
• Molecular Weight: 313.26 g/mol
• Exact Mass: 313.07976644 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.70
• 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	+	0.7216	72.16%
Caco-2	-	0.8496	84.96%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4927	49.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9158	91.58%
P-glycoprotein inhibitior	-	0.9431	94.31%
P-glycoprotein substrate	-	0.9576	95.76%
CYP3A4 substrate	+	0.5077	50.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.8966	89.66%
CYP2C19 inhibition	-	0.8445	84.45%
CYP2D6 inhibition	-	0.8808	88.08%
CYP1A2 inhibition	-	0.5570	55.70%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.7252	72.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.8200	82.00%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5232	52.32%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.8478	84.78%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8458	84.58%
Acute Oral Toxicity (c)	III	0.6207	62.07%
Estrogen receptor binding	-	0.6219	62.19%
Androgen receptor binding	+	0.5475	54.75%
Thyroid receptor binding	-	0.5103	51.03%
Glucocorticoid receptor binding	+	0.7141	71.41%
Aromatase binding	+	0.5238	52.38%
PPAR gamma	-	0.4843	48.43%
Honey bee toxicity	-	0.8350	83.50%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	-	0.4594	45.94%

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	98.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.61%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.27%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.45%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	91.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.29%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.21%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.84%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.31%	94.23%
CHEMBL4208	P20618	Proteasome component C5	80.22%	90.00%

Plants that contains it

• Portulaca oleracea

Cross-Links

• PubChem: 72991150
• LOTUS: LTS0173978
• wikiData: Q104986116