7-Methyl-1,3-dihydro-2-benzofuran-4,5,6-triol

Details

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Internal ID 39ddc770-f423-4426-9f35-243059df3fcf
Taxonomy Organoheterocyclic compounds > Isocoumarans
IUPAC Name 7-methyl-1,3-dihydro-2-benzofuran-4,5,6-triol
SMILES (Canonical) CC1=C2COCC2=C(C(=C1O)O)O
SMILES (Isomeric) CC1=C2COCC2=C(C(=C1O)O)O
InChI InChI=1S/C9H10O4/c1-4-5-2-13-3-6(5)8(11)9(12)7(4)10/h10-12H,2-3H2,1H3
InChI Key VPYMCXHMAIDUNK-UHFFFAOYSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C9H10O4
Molecular Weight 182.17 g/mol
Exact Mass 182.05790880 g/mol
Topological Polar Surface Area (TPSA) 69.90 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.14
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 0

Synonyms

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185018-44-4
7-methyl-1,3-dihydroisobenzofuran-4,5,6-triol
NC-3B
4,5,6-Isobenzofurantriol, 1,3-dihydro-7-methyl-
CHEMBL4170170
DTXSID10445665
AKOS006327724
EN300-269985
4,5,6-trihydroxy-7-methyl-1,3-dihydroisobenzofuran

2D Structure

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2D Structure of 7-Methyl-1,3-dihydro-2-benzofuran-4,5,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9306 93.06%
Caco-2 - 0.6224 62.24%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.5494 54.94%
OATP2B1 inhibitior - 0.8518 85.18%
OATP1B1 inhibitior + 0.9092 90.92%
OATP1B3 inhibitior + 0.9691 96.91%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.8488 84.88%
P-glycoprotein inhibitior - 0.9486 94.86%
P-glycoprotein substrate - 0.9453 94.53%
CYP3A4 substrate - 0.6252 62.52%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.6955 69.55%
CYP3A4 inhibition - 0.8226 82.26%
CYP2C9 inhibition - 0.7609 76.09%
CYP2C19 inhibition - 0.7536 75.36%
CYP2D6 inhibition - 0.9042 90.42%
CYP1A2 inhibition + 0.5708 57.08%
CYP2C8 inhibition - 0.9255 92.55%
CYP inhibitory promiscuity - 0.6999 69.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4995 49.95%
Eye corrosion - 0.9825 98.25%
Eye irritation + 0.8782 87.82%
Skin irritation - 0.6725 67.25%
Skin corrosion - 0.8889 88.89%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6650 66.50%
Micronuclear - 0.6119 61.19%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.7147 71.47%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.6392 63.92%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5906 59.06%
Acute Oral Toxicity (c) III 0.5914 59.14%
Estrogen receptor binding - 0.6480 64.80%
Androgen receptor binding + 0.5593 55.93%
Thyroid receptor binding - 0.7509 75.09%
Glucocorticoid receptor binding - 0.6285 62.85%
Aromatase binding - 0.8256 82.56%
PPAR gamma - 0.6711 67.11%
Honey bee toxicity - 0.9662 96.62%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9176 91.76%

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 92.10% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 91.50% 91.49%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 81.95% 93.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.82% 95.56%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.96% 85.11%

Cross-Links

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PubChem 10845133
NPASS NPC278906
LOTUS LTS0094724
wikiData Q82264173