(r)-5-(Hydroxymethyl)dihydrofuran-2(3h)-one

Details

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Internal ID 3bd62ff8-4d24-476c-bcb6-76f0ae52e23a
Taxonomy Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name (5R)-5-(hydroxymethyl)oxolan-2-one
SMILES (Canonical) C1CC(=O)OC1CO
SMILES (Isomeric) C1CC(=O)O[C@H]1CO
InChI InChI=1S/C5H8O3/c6-3-4-1-2-5(7)8-4/h4,6H,1-3H2/t4-/m1/s1
InChI Key NSISJFFVIMQBRN-SCSAIBSYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C5H8O3
Molecular Weight 116.11 g/mol
Exact Mass 116.047344113 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.32
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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(r)-5-(hydroxymethyl)dihydrofuran-2(3h)-one
(5R)-5-(hydroxymethyl)oxolan-2-one
(R)-5-Hydroxymethyldihydrofuran-2-one
(r)-5-hydroxymethyl-dihydro-furan-2-one
(R)-(-)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone
(r)-gamma-hydroxymethyl-gamma-butyro-lactone
(r)-5-(hydroxymethyl)-dihydrofuran-2(3h)-one
(S)-(+)-Dihydro-5-(hydroxymethyl)-2(3H)-furanone
2(3H)-Furanone, dihydro-5-(hydroxymethyl)-, (5R)-
SCHEMBL931042
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)-5-(Hydroxymethyl)dihydrofuran-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 + 0.9650 96.50%
Caco-2 - 0.6374 63.74%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.8511 85.11%
OATP2B1 inhibitior - 0.8444 84.44%
OATP1B1 inhibitior + 0.9485 94.85%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.9631 96.31%
P-glycoprotein inhibitior - 0.9897 98.97%
P-glycoprotein substrate - 0.9906 99.06%
CYP3A4 substrate - 0.7163 71.63%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.8327 83.27%
CYP3A4 inhibition - 0.9803 98.03%
CYP2C9 inhibition - 0.8350 83.50%
CYP2C19 inhibition - 0.8096 80.96%
CYP2D6 inhibition - 0.9657 96.57%
CYP1A2 inhibition - 0.8757 87.57%
CYP2C8 inhibition - 0.9847 98.47%
CYP inhibitory promiscuity - 0.9556 95.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion + 0.5000 50.00%
Eye irritation + 0.9700 97.00%
Skin irritation - 0.7013 70.13%
Skin corrosion - 0.6836 68.36%
Ames mutagenesis - 0.7640 76.40%
Human Ether-a-go-go-Related Gene inhibition - 0.7623 76.23%
Micronuclear - 0.9800 98.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9202 92.02%
Respiratory toxicity - 0.7333 73.33%
Reproductive toxicity - 0.5098 50.98%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity + 0.4804 48.04%
Acute Oral Toxicity (c) III 0.7714 77.14%
Estrogen receptor binding - 0.9419 94.19%
Androgen receptor binding - 0.9185 91.85%
Thyroid receptor binding - 0.9257 92.57%
Glucocorticoid receptor binding - 0.8587 85.87%
Aromatase binding - 0.8358 83.58%
PPAR gamma - 0.8457 84.57%
Honey bee toxicity - 0.9602 96.02%
Biodegradation + 0.9500 95.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity - 0.8051 80.51%

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
CHEMBL3137262 O60341 LSD1/CoREST complex 90.22% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.10% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.07% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.62% 95.89%

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.
Ranunculus ternatus

Cross-Links

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PubChem 6950353
NPASS NPC129383