5-Hydroxy-4-(2-hydroxyethyl)-1,4,5,6-tetrahydrocyclopenta[c]furan-3-one

Details

• Internal ID: 24d44dec-37db-48db-b737-fce0596bda52
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 5-hydroxy-4-(2-hydroxyethyl)-1,4,5,6-tetrahydrocyclopenta[c]furan-3-one
• SMILES (Canonical): C1C(C(C2=C1COC2=O)CCO)O
• SMILES (Isomeric): C1C(C(C2=C1COC2=O)CCO)O
• InChI: InChI=1S/C9H12O4/c10-2-1-6-7(11)3-5-4-13-9(12)8(5)6/h6-7,10-11H,1-4H2
• InChI Key: IVRPRMNKXQYVJC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.19 g/mol
• Exact Mass: 184.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	-	0.7719	77.19%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.9471	94.71%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6820	68.20%
BSEP inhibitior	-	0.9218	92.18%
P-glycoprotein inhibitior	-	0.9748	97.48%
P-glycoprotein substrate	-	0.9187	91.87%
CYP3A4 substrate	-	0.5563	55.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.9251	92.51%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.8250	82.50%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.7444	74.44%
CYP2C8 inhibition	-	0.9704	97.04%
CYP inhibitory promiscuity	-	0.9175	91.75%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6213	62.13%
Eye corrosion	-	0.9586	95.86%
Eye irritation	+	0.7529	75.29%
Skin irritation	-	0.7495	74.95%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6499	64.99%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6460	64.60%
Acute Oral Toxicity (c)	III	0.5604	56.04%
Estrogen receptor binding	-	0.9163	91.63%
Androgen receptor binding	-	0.6171	61.71%
Thyroid receptor binding	-	0.7185	71.85%
Glucocorticoid receptor binding	-	0.6643	66.43%
Aromatase binding	-	0.8601	86.01%
PPAR gamma	-	0.6817	68.17%
Honey bee toxicity	-	0.9242	92.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7056	70.56%

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	91.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.75%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.13%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.20%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.64%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.60%	91.24%

Plants that contains it

• Vitex rotundifolia

Cross-Links

• PubChem: 85238792
• LOTUS: LTS0114586
• wikiData: Q105121246