1-[(2S)-2-(hydroxymethyl)-2-methylchromen-6-yl]ethanone

Details

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Internal ID 997fc5a4-b2d8-4e0d-aa61-3ffedebe80a8
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
IUPAC Name 1-[(2S)-2-(hydroxymethyl)-2-methylchromen-6-yl]ethanone
SMILES (Canonical) CC(=O)C1=CC2=C(C=C1)OC(C=C2)(C)CO
SMILES (Isomeric) CC(=O)C1=CC2=C(C=C1)O[C@](C=C2)(C)CO
InChI InChI=1S/C13H14O3/c1-9(15)10-3-4-12-11(7-10)5-6-13(2,8-14)16-12/h3-7,14H,8H2,1-2H3/t13-/m0/s1
InChI Key RTFMELNIBACUEH-ZDUSSCGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C13H14O3
Molecular Weight 218.25 g/mol
Exact Mass 218.094294304 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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1-[(S)-2-(Hydroxymethyl)-2-methyl-2H-1-benzopyran-6-yl]ethanone

2D Structure

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2D Structure of 1-[(2S)-2-(hydroxymethyl)-2-methylchromen-6-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9917 99.17%
Caco-2 + 0.8293 82.93%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7058 70.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9190 91.90%
OATP1B3 inhibitior + 0.9584 95.84%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.5893 58.93%
P-glycoprotein inhibitior - 0.9707 97.07%
P-glycoprotein substrate - 0.8165 81.65%
CYP3A4 substrate - 0.5132 51.32%
CYP2C9 substrate - 0.5979 59.79%
CYP2D6 substrate - 0.7840 78.40%
CYP3A4 inhibition - 0.5326 53.26%
CYP2C9 inhibition - 0.6215 62.15%
CYP2C19 inhibition + 0.5371 53.71%
CYP2D6 inhibition - 0.8580 85.80%
CYP1A2 inhibition + 0.7345 73.45%
CYP2C8 inhibition + 0.4553 45.53%
CYP inhibitory promiscuity + 0.6183 61.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.6584 65.84%
Eye corrosion - 0.9701 97.01%
Eye irritation + 0.7578 75.78%
Skin irritation - 0.7087 70.87%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6047 60.47%
Micronuclear - 0.6299 62.99%
Hepatotoxicity + 0.5331 53.31%
skin sensitisation + 0.5384 53.84%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5371 53.71%
Acute Oral Toxicity (c) III 0.6351 63.51%
Estrogen receptor binding - 0.5100 51.00%
Androgen receptor binding - 0.6977 69.77%
Thyroid receptor binding - 0.7632 76.32%
Glucocorticoid receptor binding - 0.5456 54.56%
Aromatase binding + 0.5251 52.51%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.9757 97.57%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.7303 73.03%

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 95.13% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.16% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.28% 96.09%
CHEMBL4208 P20618 Proteasome component C5 89.46% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.93% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.93% 94.80%
CHEMBL2581 P07339 Cathepsin D 86.04% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.45% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 84.05% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.22% 85.14%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.66% 87.67%

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.
Artemisia campestris
Conocliniopsis prasiifolia

Cross-Links

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PubChem 90477028
LOTUS LTS0177102
wikiData Q105245120