4H-1,4-Benzoxazine-4-carboxaldehyde, 3-hydroxy-7-methoxy-2-methyl-

Details

• Internal ID: c3222d51-fd66-4cd0-8165-4a5b6060ab55
• Taxonomy: Organoheterocyclic compounds > Benzoxazines
• IUPAC Name: 3-hydroxy-7-methoxy-2-methyl-1,4-benzoxazine-4-carbaldehyde
• SMILES (Canonical): CC1=C(N(C2=C(O1)C=C(C=C2)OC)C=O)O
• SMILES (Isomeric): CC1=C(N(C2=C(O1)C=C(C=C2)OC)C=O)O
• InChI: InChI=1S/C11H11NO4/c1-7-11(14)12(6-13)9-4-3-8(15-2)5-10(9)16-7/h3-6,14H,1-2H3
• InChI Key: FSESDGVQESQCTF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.06880783 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-Hydroxy-7-methoxy-2-methyl-4H-benzo[b][1,4]oxazine-4-carbaldehyde
• 4H-1,4-Benzoxazine-4-carboxaldehyde, 3-hydroxy-7-methoxy-2-methyl-
• CHEMBL445889
• DTXSID70438932

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9494	94.94%
Caco-2	+	0.8746	87.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4246	42.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8059	80.59%
P-glycoprotein inhibitior	-	0.9517	95.17%
P-glycoprotein substrate	-	0.9609	96.09%
CYP3A4 substrate	-	0.5190	51.90%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	+	0.5297	52.97%
CYP2C9 inhibition	-	0.7724	77.24%
CYP2C19 inhibition	-	0.5079	50.79%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	+	0.6423	64.23%
CYP2C8 inhibition	-	0.7880	78.80%
CYP inhibitory promiscuity	+	0.5279	52.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4923	49.23%
Eye corrosion	-	0.9851	98.51%
Eye irritation	+	0.9125	91.25%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7205	72.05%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6954	69.54%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6005	60.05%
Acute Oral Toxicity (c)	III	0.6494	64.94%
Estrogen receptor binding	+	0.6333	63.33%
Androgen receptor binding	-	0.5646	56.46%
Thyroid receptor binding	+	0.5688	56.88%
Glucocorticoid receptor binding	-	0.6331	63.31%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7103	71.03%

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	94.49%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL4208	P20618	Proteasome component C5	91.86%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.06%	93.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.53%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.39%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.86%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.55%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.89%	90.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.34%	96.00%

Plants that contains it

• Capparis sikkimensis

Cross-Links

• PubChem: 10376205
• LOTUS: LTS0007314
• wikiData: Q82254783