(R)-4-Hydroxydihydrofuran-2(3H)-one

Details

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Internal ID 00d088cc-19d2-427e-914a-179e9a29bfc3
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (4R)-4-hydroxyoxolan-2-one
SMILES (Canonical) C1C(COC1=O)O
SMILES (Isomeric) C1[C@H](COC1=O)O
InChI InChI=1S/C4H6O3/c5-3-1-4(6)7-2-3/h3,5H,1-2H2/t3-/m1/s1
InChI Key FUDDLSHBRSNCBV-GSVOUGTGSA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C4H6O3
Molecular Weight 102.09 g/mol
Exact Mass 102.031694049 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP -0.80
Atomic LogP (AlogP) -0.71
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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(R)-4-Hydroxydihydrofuran-2(3H)-one
(R)-3-Hydroxy-gamma-butyrolactone
(4R)-4-hydroxyoxolan-2-one
(R)-(+)-beta-Hydroxy-gamma-butyrolactone
(R)-3-Hydroxybutyrolactone
2(3H)-Furanone, dihydro-4-hydroxy-, (4R)-
3-Hydroxybutyrolactone, (3R)-
2B1M965970
MFCD00211248
(4R)-4-hydroxytetrahydrofuran-2-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 (R)-4-Hydroxydihydrofuran-2(3H)-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9862 98.62%
Caco-2 + 0.5458 54.58%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.7286 72.86%
Subcellular localzation Mitochondria 0.7587 75.87%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9639 96.39%
OATP1B3 inhibitior + 0.9484 94.84%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9315 93.15%
P-glycoprotein inhibitior - 0.9861 98.61%
P-glycoprotein substrate - 0.9656 96.56%
CYP3A4 substrate - 0.7290 72.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8271 82.71%
CYP3A4 inhibition - 0.9892 98.92%
CYP2C9 inhibition - 0.9729 97.29%
CYP2C19 inhibition - 0.9421 94.21%
CYP2D6 inhibition - 0.9642 96.42%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition - 0.9943 99.43%
CYP inhibitory promiscuity - 0.9784 97.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6475 64.75%
Eye corrosion + 0.7307 73.07%
Eye irritation + 0.9958 99.58%
Skin irritation + 0.5000 50.00%
Skin corrosion + 0.5107 51.07%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7859 78.59%
Micronuclear - 0.7094 70.94%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.9128 91.28%
Respiratory toxicity - 0.7333 73.33%
Reproductive toxicity - 0.6889 68.89%
Mitochondrial toxicity - 0.8375 83.75%
Nephrotoxicity + 0.6425 64.25%
Acute Oral Toxicity (c) III 0.5712 57.12%
Estrogen receptor binding - 0.9184 91.84%
Androgen receptor binding - 0.9280 92.80%
Thyroid receptor binding - 0.8923 89.23%
Glucocorticoid receptor binding - 0.8577 85.77%
Aromatase binding - 0.8484 84.84%
PPAR gamma - 0.8581 85.81%
Honey bee toxicity - 0.8323 83.23%
Biodegradation + 0.9250 92.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.8624 86.24%

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 87.94% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.16% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.08% 97.09%

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.
Anoectochilus formosanus

Cross-Links

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PubChem 7060520
LOTUS LTS0121788
wikiData Q27254500