(R)-3-Hydroxy-1-[(S)-4-hydroxy-1,3-dihydroisobenzofuran-1-yl]butan-2-one

Details

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Internal ID 99f7e212-48b6-4a83-ba39-2f7425566965
Taxonomy Organoheterocyclic compounds > Isocoumarans
IUPAC Name (3R)-3-hydroxy-1-[(1S)-4-hydroxy-1,3-dihydro-2-benzofuran-1-yl]butan-2-one
SMILES (Canonical) CC(C(=O)CC1C2=C(CO1)C(=CC=C2)O)O
SMILES (Isomeric) C[C@H](C(=O)C[C@H]1C2=C(CO1)C(=CC=C2)O)O
InChI InChI=1S/C12H14O4/c1-7(13)11(15)5-12-8-3-2-4-10(14)9(8)6-16-12/h2-4,7,12-14H,5-6H2,1H3/t7-,12+/m1/s1
InChI Key BBGDMJGYFNHPDK-KRTXAFLBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C12H14O4
Molecular Weight 222.24 g/mol
Exact Mass 222.08920892 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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CHEBI:69695
Q27138037
(r)-3-hydroxy-1-[(s)-4-hydroxy-1,3-dihydroisobenzofuran-1-yl] butan-2-one

2D Structure

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2D Structure of (R)-3-Hydroxy-1-[(S)-4-hydroxy-1,3-dihydroisobenzofuran-1-yl]butan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 - 0.7246 72.46%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8261 82.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9319 93.19%
OATP1B3 inhibitior + 0.9527 95.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.9340 93.40%
P-glycoprotein inhibitior - 0.9865 98.65%
P-glycoprotein substrate - 0.7088 70.88%
CYP3A4 substrate - 0.5126 51.26%
CYP2C9 substrate - 0.5918 59.18%
CYP2D6 substrate + 0.3514 35.14%
CYP3A4 inhibition - 0.8883 88.83%
CYP2C9 inhibition - 0.7123 71.23%
CYP2C19 inhibition - 0.6185 61.85%
CYP2D6 inhibition - 0.9380 93.80%
CYP1A2 inhibition + 0.7659 76.59%
CYP2C8 inhibition - 0.7763 77.63%
CYP inhibitory promiscuity - 0.7226 72.26%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6018 60.18%
Eye corrosion - 0.9733 97.33%
Eye irritation - 0.6929 69.29%
Skin irritation - 0.6971 69.71%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6821 68.21%
Micronuclear - 0.6882 68.82%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.6608 66.08%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7830 78.30%
Acute Oral Toxicity (c) III 0.6981 69.81%
Estrogen receptor binding - 0.7781 77.81%
Androgen receptor binding - 0.6663 66.63%
Thyroid receptor binding + 0.5184 51.84%
Glucocorticoid receptor binding + 0.5529 55.29%
Aromatase binding - 0.7681 76.81%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.9671 96.71%
Biodegradation - 0.5500 55.00%
Crustacea aquatic toxicity - 0.8000 80.00%
Fish aquatic toxicity + 0.9298 92.98%

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
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.28% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.80% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.90% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.67% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.58% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 85.88% 89.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.75% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.33% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.11% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.00% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.90% 97.09%
CHEMBL5028 O14672 ADAM10 83.49% 97.50%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.32% 83.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.12% 99.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 38354355
LOTUS LTS0011431
wikiData Q27138037