(2R)-2,4-dihydroxy-1,4-benzoxazin-3-one

Details

• Internal ID: 4e2298de-8a6a-4c14-aaf8-71ace2349248
• Taxonomy: Organoheterocyclic compounds > Benzoxazines > Benzoxazinones
• IUPAC Name: (2R)-2,4-dihydroxy-1,4-benzoxazin-3-one
• SMILES (Canonical): C1=CC=C2C(=C1)N(C(=O)C(O2)O)O
• SMILES (Isomeric): C1=CC=C2C(=C1)N(C(=O)[C@@H](O2)O)O
• InChI: InChI=1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H/t8-/m1/s1
• InChI Key: COVOPZQGJGUPEY-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181.15 g/mol
• Exact Mass: 181.03750770 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.12
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7650	76.50%
Caco-2	+	0.8785	87.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4176	41.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9148	91.48%
P-glycoprotein inhibitior	-	0.9828	98.28%
P-glycoprotein substrate	-	0.9903	99.03%
CYP3A4 substrate	-	0.6571	65.71%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	-	0.6590	65.90%
CYP2C19 inhibition	-	0.5992	59.92%
CYP2D6 inhibition	-	0.8498	84.98%
CYP1A2 inhibition	+	0.6280	62.80%
CYP2C8 inhibition	-	0.9820	98.20%
CYP inhibitory promiscuity	-	0.6809	68.09%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9847	98.47%
Eye irritation	+	0.9746	97.46%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8346	83.46%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5483	54.83%
Acute Oral Toxicity (c)	III	0.6014	60.14%
Estrogen receptor binding	-	0.7241	72.41%
Androgen receptor binding	-	0.5901	59.01%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	-	0.7650	76.50%
Aromatase binding	-	0.7983	79.83%
PPAR gamma	+	0.6865	68.65%
Honey bee toxicity	-	0.9375	93.75%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.3813	38.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.83%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%

Plants that contains it

• Aphelandra squarrosa

Cross-Links

• PubChem: 40572506
• LOTUS: LTS0138383
• wikiData: Q104967328