(2R)-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1,4-benzoxazin-3-one

Details

• Internal ID: 5316c818-6710-42c4-9506-a39104f72270
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2R)-2-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1,4-benzoxazin-3-one
• InChI: InChI=1S/C14H17NO7/c16-5-8-9(17)10(18)11(19)12(22-8)13-14(20)15-6-3-1-2-4-7(6)21-13/h1-4,8-13,16-19H,5H2,(H,15,20)/t8-,9-,10+,11-,12?,13-/m1/s1
• InChI Key: SFAHCAMKUIRNCU-DMEHNAEFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₇
• Molecular Weight: 311.29 g/mol
• Exact Mass: 311.10050188 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7176	71.76%
Caco-2	-	0.8473	84.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4661	46.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9441	94.41%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	-	0.5080	50.80%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.7754	77.54%
CYP3A4 inhibition	-	0.9106	91.06%
CYP2C9 inhibition	-	0.7867	78.67%
CYP2C19 inhibition	-	0.7697	76.97%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.7228	72.28%
CYP2C8 inhibition	-	0.9048	90.48%
CYP inhibitory promiscuity	-	0.8086	80.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7333	73.33%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.8115	81.15%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5999	59.99%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7175	71.75%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6170	61.70%
Estrogen receptor binding	-	0.7268	72.68%
Androgen receptor binding	-	0.5113	51.13%
Thyroid receptor binding	-	0.5901	59.01%
Glucocorticoid receptor binding	-	0.6286	62.86%
Aromatase binding	-	0.5894	58.94%
PPAR gamma	+	0.5291	52.91%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8393	83.93%

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	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.61%	95.93%
CHEMBL2581	P07339	Cathepsin D	86.15%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.44%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.31%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	81.08%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.53%	94.62%

Plants that contains it

• Ruellia tuberosa

Cross-Links

• PubChem: 162842377
• LOTUS: LTS0142897
• wikiData: Q105251638