(2R)-2-hydroxy-7-methoxy-4H-1,4-benzoxazin-3-one

Details

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Internal ID 8778a945-0e1e-4d57-99e4-aa916af052b9
Taxonomy Organoheterocyclic compounds > Benzoxazines > Benzoxazinones
IUPAC Name (2R)-2-hydroxy-7-methoxy-4H-1,4-benzoxazin-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C9H9NO4/c1-13-5-2-3-6-7(4-5)14-9(12)8(11)10-6/h2-4,9,12H,1H3,(H,10,11)/t9-/m1/s1
InChI Key NDEPTLCFICMYLH-SECBINFHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C9H9NO4
Molecular Weight 195.17 g/mol
Exact Mass 195.05315777 g/mol
Topological Polar Surface Area (TPSA) 67.80 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.34
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-hydroxy-7-methoxy-4H-1,4-benzoxazin-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8325 83.25%
Caco-2 + 0.7182 71.82%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.4653 46.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9560 95.60%
OATP1B3 inhibitior + 0.9654 96.54%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.8327 83.27%
P-glycoprotein inhibitior - 0.9796 97.96%
P-glycoprotein substrate - 0.9411 94.11%
CYP3A4 substrate + 0.5174 51.74%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.7804 78.04%
CYP3A4 inhibition - 0.8744 87.44%
CYP2C9 inhibition - 0.9091 90.91%
CYP2C19 inhibition - 0.8666 86.66%
CYP2D6 inhibition - 0.9230 92.30%
CYP1A2 inhibition + 0.5925 59.25%
CYP2C8 inhibition - 0.9288 92.88%
CYP inhibitory promiscuity - 0.8371 83.71%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6685 66.85%
Eye corrosion - 0.9920 99.20%
Eye irritation + 0.6698 66.98%
Skin irritation - 0.8079 80.79%
Skin corrosion - 0.9687 96.87%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6113 61.13%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8865 88.65%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.5152 51.52%
Acute Oral Toxicity (c) III 0.5740 57.40%
Estrogen receptor binding - 0.7333 73.33%
Androgen receptor binding + 0.5842 58.42%
Thyroid receptor binding + 0.5385 53.85%
Glucocorticoid receptor binding - 0.8529 85.29%
Aromatase binding - 0.7450 74.50%
PPAR gamma - 0.5553 55.53%
Honey bee toxicity - 0.9066 90.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.6132 61.32%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 97.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.57% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.08% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.20% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.44% 95.56%
CHEMBL4208 P20618 Proteasome component C5 88.53% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.99% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.15% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.15% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Zea mays

Cross-Links

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PubChem 92287040
LOTUS LTS0098152
wikiData Q105177505