5-(3-Hydroxy-2-methyl-5-oxocyclopenten-1-yl)-4-(1-hydroxy-3-oxobutyl)-3-methylideneoxolan-2-one

Details

• Internal ID: cdecc048-815f-4f88-b813-198f1395bb55
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5-(3-hydroxy-2-methyl-5-oxocyclopenten-1-yl)-4-(1-hydroxy-3-oxobutyl)-3-methylideneoxolan-2-one
• SMILES (Canonical): CC1=C(C(=O)CC1O)C2C(C(=C)C(=O)O2)C(CC(=O)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC1O)C2C(C(=C)C(=O)O2)C(CC(=O)C)O
• InChI: InChI=1S/C15H18O6/c1-6(16)4-10(18)13-8(3)15(20)21-14(13)12-7(2)9(17)5-11(12)19/h9-10,13-14,17-18H,3-5H2,1-2H3
• InChI Key: PIUNLNXDSDCATM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 6
• 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	+	0.9730	97.30%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8921	89.21%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9665	96.65%
P-glycoprotein inhibitior	-	0.8487	84.87%
P-glycoprotein substrate	-	0.8127	81.27%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8535	85.35%
CYP2C19 inhibition	-	0.8201	82.01%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8146	81.46%
CYP2C8 inhibition	-	0.9082	90.82%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9592	95.92%
Eye irritation	+	0.6308	63.08%
Skin irritation	-	0.5544	55.44%
Skin corrosion	-	0.8559	85.59%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6512	65.12%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7126	71.26%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5643	56.43%
Acute Oral Toxicity (c)	III	0.5437	54.37%
Estrogen receptor binding	-	0.6720	67.20%
Androgen receptor binding	-	0.5974	59.74%
Thyroid receptor binding	-	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5862	58.62%
Aromatase binding	-	0.8158	81.58%
PPAR gamma	-	0.6683	66.83%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9667	96.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.58%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.62%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.47%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.89%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.36%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.22%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.21%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.31%	98.75%

Plants that contains it

• Artemisia ludoviciana

Cross-Links

• PubChem: 14829061
• LOTUS: LTS0055877
• wikiData: Q105209726