Pathylactone A

Details

• Internal ID: c239c703-65d0-48ed-9361-13dc7a8a5132
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R,6R,7S,10R)-10-hydroxy-6,7-dimethyl-6-(2-oxopropyl)-1-oxaspiro[4.5]decan-2-one
• SMILES (Canonical): CC1CCC(C2(C1(C)CC(=O)C)CCC(=O)O2)O
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@]2([C@]1(C)CC(=O)C)CCC(=O)O2)O
• InChI: InChI=1S/C14H22O4/c1-9-4-5-11(16)14(7-6-12(17)18-14)13(9,3)8-10(2)15/h9,11,16H,4-8H2,1-3H3/t9-,11+,13+,14-/m0/s1
• InChI Key: IAQWIMUGUMQBNL-FRJFDASCSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.32 g/mol
• Exact Mass: 254.15180918 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• SIMEON061
• (5R,6R,7S,10R)-10-hydroxy-6,7-dimethyl-6-(2-oxopropyl)-1-oxaspiro[4.5]decan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9468	94.68%
Caco-2	+	0.8155	81.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7865	78.65%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.8913	89.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8301	83.01%
P-glycoprotein inhibitior	-	0.8778	87.78%
P-glycoprotein substrate	-	0.8189	81.89%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.6811	68.11%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.8539	85.39%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.8751	87.51%
CYP2C8 inhibition	-	0.8916	89.16%
CYP inhibitory promiscuity	-	0.9845	98.45%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7073	70.73%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6839	68.39%
Skin irritation	+	0.6222	62.22%
Skin corrosion	-	0.8328	83.28%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5924	59.24%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5483	54.83%
skin sensitisation	-	0.8525	85.25%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5902	59.02%
Acute Oral Toxicity (c)	III	0.5236	52.36%
Estrogen receptor binding	-	0.5846	58.46%
Androgen receptor binding	-	0.5598	55.98%
Thyroid receptor binding	-	0.6441	64.41%
Glucocorticoid receptor binding	-	0.8468	84.68%
Aromatase binding	-	0.7570	75.70%
PPAR gamma	-	0.8236	82.36%
Honey bee toxicity	-	0.9473	94.73%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9448	94.48%

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	97.45%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.23%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.35%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.18%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.59%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.28%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11357249
• LOTUS: LTS0140592
• wikiData: Q105036251