(5Z)-5-[(2S,3S)-2,3-dihydroxybutylidene]-3-propylfuran-2-one

Details

• Internal ID: f29aa1f9-0775-486a-b515-3fbceb1f4980
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-5-[(2S,3S)-2,3-dihydroxybutylidene]-3-propylfuran-2-one
• SMILES (Canonical): CCCC1=CC(=CC(C(C)O)O)OC1=O
• SMILES (Isomeric): CCCC1=C/C(=C/[C@@H]([C@H](C)O)O)/OC1=O
• InChI: InChI=1S/C11H16O4/c1-3-4-8-5-9(15-11(8)14)6-10(13)7(2)12/h5-7,10,12-13H,3-4H2,1-2H3/b9-6-/t7-,10-/m0/s1
• InChI Key: UBKACRCUIDSXLA-UAADGWBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24 g/mol
• Exact Mass: 212.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9265	92.65%
Caco-2	+	0.5310	53.10%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6499	64.99%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8855	88.55%
P-glycoprotein inhibitior	-	0.9674	96.74%
P-glycoprotein substrate	-	0.8995	89.95%
CYP3A4 substrate	-	0.6135	61.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7695	76.95%
CYP2C19 inhibition	-	0.6718	67.18%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	-	0.6464	64.64%
CYP2C8 inhibition	-	0.9390	93.90%
CYP inhibitory promiscuity	-	0.7555	75.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5293	52.93%
Eye corrosion	-	0.9424	94.24%
Eye irritation	-	0.8161	81.61%
Skin irritation	-	0.5774	57.74%
Skin corrosion	-	0.8683	86.83%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8156	81.56%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5363	53.63%
skin sensitisation	-	0.7150	71.50%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.5347	53.47%
Estrogen receptor binding	-	0.9173	91.73%
Androgen receptor binding	-	0.7387	73.87%
Thyroid receptor binding	-	0.5758	57.58%
Glucocorticoid receptor binding	-	0.7067	70.67%
Aromatase binding	-	0.8584	85.84%
PPAR gamma	-	0.6636	66.36%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.8852	88.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.05%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.25%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.01%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.45%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	81.60%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	81.12%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.72%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683020
• LOTUS: LTS0231246
• wikiData: Q105269409