2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one

Details

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Internal ID 6afddf7a-30fd-422a-af2a-683a591799b5
Taxonomy Organoheterocyclic compounds > Benzoxazines > Benzoxazinones
IUPAC Name 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C9H9NO5/c1-14-5-2-3-6-7(4-5)15-9(12)8(11)10(6)13/h2-4,9,12-13H,1H3
InChI Key GDNZNIJPBQATCZ-UHFFFAOYSA-N
Popularity 391 references in papers

Physical and Chemical Properties

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Molecular Formula C9H9NO5
Molecular Weight 211.17 g/mol
Exact Mass 211.04807239 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.13
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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15893-52-4
2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one
2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
2H-1,4-BENZOXAZIN-3(4H)-ONE, 2,4-DIHYDROXY-7-METHOXY-
2,4-Dihydroxy-7-methoxy-1,4-benzoxazinone
TI783RU0DR
2,4-Dihydroxy-7-methoxy-2H,1,4-benzoxazin-3(4H)one
2,4-Dihydroxy-7-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one
CHEBI:18048
(+/-)-2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2,4-Dihydroxy-7-methoxy-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 + 0.7296 72.96%
Caco-2 + 0.7903 79.03%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.3922 39.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9461 94.61%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7700 77.00%
P-glycoprotein inhibitior - 0.9707 97.07%
P-glycoprotein substrate - 0.9633 96.33%
CYP3A4 substrate - 0.5465 54.65%
CYP2C9 substrate - 0.6153 61.53%
CYP2D6 substrate - 0.7722 77.22%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.6591 65.91%
CYP2C19 inhibition - 0.5847 58.47%
CYP2D6 inhibition - 0.8623 86.23%
CYP1A2 inhibition + 0.5426 54.26%
CYP2C8 inhibition - 0.9670 96.70%
CYP inhibitory promiscuity + 0.5381 53.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.5723 57.23%
Eye corrosion - 0.9833 98.33%
Eye irritation + 0.8555 85.55%
Skin irritation - 0.7951 79.51%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8130 81.30%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5224 52.24%
skin sensitisation - 0.8625 86.25%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.5573 55.73%
Acute Oral Toxicity (c) III 0.6587 65.87%
Estrogen receptor binding - 0.5556 55.56%
Androgen receptor binding - 0.4867 48.67%
Thyroid receptor binding + 0.5605 56.05%
Glucocorticoid receptor binding - 0.6937 69.37%
Aromatase binding - 0.6206 62.06%
PPAR gamma - 0.5154 51.54%
Honey bee toxicity - 0.9323 93.23%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity - 0.4744 47.44%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.02% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.91% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.76% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.68% 86.33%
CHEMBL4208 P20618 Proteasome component C5 85.74% 90.00%
CHEMBL2581 P07339 Cathepsin D 84.81% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 84.10% 83.82%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.38% 93.40%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.49% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.50% 97.14%

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 2358
LOTUS LTS0045907
wikiData Q1748422