5-[1-(3,5-Dihydroxy-2,3-dimethylcyclopentyl)ethylidene]-3-hydroxyfuran-2-one

Details

• Internal ID: bf403253-2cd0-40da-b45d-c5b99f8599bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 5-[1-(3,5-dihydroxy-2,3-dimethylcyclopentyl)ethylidene]-3-hydroxyfuran-2-one
• SMILES (Canonical): CC1C(C(CC1(C)O)O)C(=C2C=C(C(=O)O2)O)C
• SMILES (Isomeric): CC1C(C(CC1(C)O)O)C(=C2C=C(C(=O)O2)O)C
• InChI: InChI=1S/C13H18O5/c1-6(10-4-8(14)12(16)18-10)11-7(2)13(3,17)5-9(11)15/h4,7,9,11,14-15,17H,5H2,1-3H3
• InChI Key: ACOBBIYNRWPMSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9449	94.49%
Caco-2	+	0.5281	52.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4609	46.09%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7993	79.93%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.6446	64.46%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.7884	78.84%
CYP2C8 inhibition	-	0.9384	93.84%
CYP inhibitory promiscuity	-	0.9155	91.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.4732	47.32%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9094	90.94%
Skin irritation	+	0.5105	51.05%
Skin corrosion	-	0.8782	87.82%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5453	54.53%
skin sensitisation	-	0.6459	64.59%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.5322	53.22%
Estrogen receptor binding	-	0.5687	56.87%
Androgen receptor binding	-	0.6819	68.19%
Thyroid receptor binding	+	0.5807	58.07%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6512	65.12%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.8546	85.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7854	78.54%

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	99.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.07%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.31%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.08%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.40%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.00%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.08%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163080742
• LOTUS: LTS0038550
• wikiData: Q104085077