(5R)-5-[4-[(1S,5R)-1-hydroxy-5-[(E,2R)-2-hydroxypent-3-enyl]-4-oxocyclopent-2-en-1-yl]butyl]oxolan-2-one

Details

• Internal ID: c3520810-f41e-4109-a809-7c236e3724c9
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R)-5-[4-[(1S,5R)-1-hydroxy-5-[(E,2R)-2-hydroxypent-3-enyl]-4-oxocyclopent-2-en-1-yl]butyl]oxolan-2-one
• InChI: InChI=1S/C18H26O5/c1-2-5-13(19)12-15-16(20)9-11-18(15,22)10-4-3-6-14-7-8-17(21)23-14/h2,5,9,11,13-15,19,22H,3-4,6-8,10,12H2,1H3/b5-2+/t13-,14+,15-,18-/m0/s1
• InChI Key: HOOVMTNOKXFQSW-DUSQIUKFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8769	87.69%
Caco-2	-	0.7001	70.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8511	85.11%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6492	64.92%
P-glycoprotein inhibitior	-	0.8099	80.99%
P-glycoprotein substrate	-	0.6366	63.66%
CYP3A4 substrate	+	0.6284	62.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8937	89.37%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9093	90.93%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	-	0.9171	91.71%
CYP2C8 inhibition	-	0.6480	64.80%
CYP inhibitory promiscuity	-	0.9809	98.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.9904	99.04%
Skin irritation	-	0.5548	55.48%
Skin corrosion	-	0.8645	86.45%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5266	52.66%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7407	74.07%
Acute Oral Toxicity (c)	III	0.5915	59.15%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	-	0.6178	61.78%
Thyroid receptor binding	+	0.5589	55.89%
Glucocorticoid receptor binding	+	0.6302	63.02%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5503	55.03%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8326	83.26%

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	98.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.57%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.68%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.45%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.60%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.50%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.13%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.40%	98.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.11%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.37%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

• Tectona philippinensis

Cross-Links

• PubChem: 24850097
• LOTUS: LTS0162969
• wikiData: Q105031436