(5S)-5-hydroxy-4-methoxy-5-propan-2-ylfuran-2-one

Details

• Internal ID: 631da3b6-115b-498b-838e-4d823226138d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5S)-5-hydroxy-4-methoxy-5-propan-2-ylfuran-2-one
• SMILES (Canonical): CC(C)C1(C(=CC(=O)O1)OC)O
• SMILES (Isomeric): CC(C)[C@]1(C(=CC(=O)O1)OC)O
• InChI: InChI=1S/C8H12O4/c1-5(2)8(10)6(11-3)4-7(9)12-8/h4-5,10H,1-3H3/t8-/m0/s1
• InChI Key: XMLBVCBGTUQJHY-QMMMGPOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18 g/mol
• Exact Mass: 172.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9236	92.36%
Caco-2	+	0.7761	77.61%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9398	93.98%
P-glycoprotein inhibitior	-	0.9562	95.62%
P-glycoprotein substrate	-	0.9644	96.44%
CYP3A4 substrate	-	0.6010	60.10%
CYP2C9 substrate	+	0.5807	58.07%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9026	90.26%
CYP2C9 inhibition	-	0.9500	95.00%
CYP2C19 inhibition	-	0.7996	79.96%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8661	86.61%
CYP2C8 inhibition	-	0.9871	98.71%
CYP inhibitory promiscuity	-	0.8005	80.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Danger	0.4315	43.15%
Eye corrosion	-	0.8644	86.44%
Eye irritation	+	0.5785	57.85%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.9726	97.26%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7838	78.38%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5873	58.73%
skin sensitisation	-	0.7580	75.80%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.8254	82.54%
Acute Oral Toxicity (c)	III	0.4226	42.26%
Estrogen receptor binding	-	0.8869	88.69%
Androgen receptor binding	-	0.5222	52.22%
Thyroid receptor binding	-	0.8210	82.10%
Glucocorticoid receptor binding	-	0.9158	91.58%
Aromatase binding	-	0.8377	83.77%
PPAR gamma	-	0.7418	74.18%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7270	72.70%

Targets

Proven Targets:

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	95.80%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.52%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.87%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.79%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.37%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 40561655
• LOTUS: LTS0142670
• wikiData: Q105331193