2(5H)-Furanone, 5-[(2S)-2-hydroxybutyl]-4-methoxy-

Details

• Internal ID: 605118f8-671e-45d1-a084-a1232b48304b
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 2-[(2S)-2-hydroxybutyl]-3-methoxy-2H-furan-5-one
• SMILES (Canonical): CCC(CC1C(=CC(=O)O1)OC)O
• SMILES (Isomeric): CC[C@@H](CC1C(=CC(=O)O1)OC)O
• InChI: InChI=1S/C9H14O4/c1-3-6(10)4-8-7(12-2)5-9(11)13-8/h5-6,8,10H,3-4H2,1-2H3/t6-,8?/m0/s1
• InChI Key: SZLBWIXYZSVWJX-UUEFVBAFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20 g/mol
• Exact Mass: 186.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.60
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 2(5H)-Furanone, 5-[(2S)-2-hydroxybutyl]-4-methoxy-
• 628302-59-0
• DTXSID80465037

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.6777	67.77%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5976	59.76%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8978	89.78%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.6295	62.95%
CYP2C9 substrate	-	0.6538	65.38%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.9359	93.59%
CYP2C9 inhibition	-	0.9383	93.83%
CYP2C19 inhibition	-	0.7685	76.85%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8440	84.40%
CYP2C8 inhibition	-	0.9397	93.97%
CYP inhibitory promiscuity	-	0.8326	83.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.6189	61.89%
Skin irritation	-	0.5697	56.97%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6994	69.94%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	+	0.5086	50.86%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6947	69.47%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	-	0.7968	79.68%
Androgen receptor binding	-	0.5497	54.97%
Thyroid receptor binding	-	0.6211	62.11%
Glucocorticoid receptor binding	-	0.5802	58.02%
Aromatase binding	-	0.8992	89.92%
PPAR gamma	-	0.6197	61.97%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.3806	38.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.03%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.76%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.51%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.62%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.45%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11412791
• LOTUS: LTS0265940
• wikiData: Q75069511