8-(3,4,5-Trihydroxy-6-methyloxan-2-yl)oxy-1,3-benzoxazine-2,4-dione

Details

• Internal ID: 413c8425-595b-41d1-a9c9-f72aa0fd32d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 8-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3-benzoxazine-2,4-dione
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=CC3=C2OC(=O)NC3=O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC=CC3=C2OC(=O)NC3=O)O)O)O
• InChI: InChI=1S/C14H15NO8/c1-5-8(16)9(17)10(18)13(21-5)22-7-4-2-3-6-11(7)23-14(20)15-12(6)19/h2-5,8-10,13,16-18H,1H3,(H,15,19,20)
• InChI Key: QUNQJKAHCZXEPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₈
• Molecular Weight: 325.27 g/mol
• Exact Mass: 325.07976644 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7825	78.25%
Caco-2	-	0.7555	75.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4816	48.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6180	61.80%
P-glycoprotein inhibitior	-	0.8235	82.35%
P-glycoprotein substrate	-	0.7977	79.77%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8642	86.42%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.9619	96.19%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.6144	61.44%
CYP2C8 inhibition	-	0.7807	78.07%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5541	55.41%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.8533	85.33%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6600	66.00%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8285	82.85%
Acute Oral Toxicity (c)	III	0.6282	62.82%
Estrogen receptor binding	-	0.4928	49.28%
Androgen receptor binding	-	0.6254	62.54%
Thyroid receptor binding	-	0.5231	52.31%
Glucocorticoid receptor binding	+	0.6098	60.98%
Aromatase binding	-	0.5188	51.88%
PPAR gamma	+	0.5461	54.61%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7657	76.57%

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	95.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.93%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.75%	99.23%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.14%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.52%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.26%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.50%	97.36%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.16%	83.00%

Plants that contains it

• Hypericum henryi

Cross-Links

• PubChem: 162816317
• LOTUS: LTS0064869
• wikiData: Q105144793