Napalilactone

Details

• Internal ID: 7fd94f75-566c-404b-9e9e-31fe31f72e4b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5R,6R,7S,10R)-10-chloro-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)Cl
• SMILES (Isomeric): C[C@H]1CC[C@H]([C@]2([C@]1(C)CC(=O)C)CCC(=O)O2)Cl
• InChI: InChI=1S/C14H21ClO3/c1-9-4-5-11(15)14(7-6-12(17)18-14)13(9,3)8-10(2)16/h9,11H,4-8H2,1-3H3/t9-,11+,13+,14-/m0/s1
• InChI Key: FOARAEKNOSLPCO-FRJFDASCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁ClO₃
• Molecular Weight: 272.77 g/mol
• Exact Mass: 272.1179222 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.8725	87.25%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7484	74.84%
P-glycoprotein inhibitior	-	0.8030	80.30%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	+	0.5937	59.37%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.8501	85.01%
CYP2C9 inhibition	-	0.7539	75.39%
CYP2C19 inhibition	-	0.8029	80.29%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	-	0.8528	85.28%
CYP inhibitory promiscuity	-	0.9453	94.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.7334	73.34%
Skin irritation	-	0.6067	60.67%
Skin corrosion	-	0.5987	59.87%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5487	54.87%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6984	69.84%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6291	62.91%
Acute Oral Toxicity (c)	III	0.6099	60.99%
Estrogen receptor binding	-	0.5597	55.97%
Androgen receptor binding	-	0.5301	53.01%
Thyroid receptor binding	-	0.6012	60.12%
Glucocorticoid receptor binding	-	0.8169	81.69%
Aromatase binding	-	0.7113	71.13%
PPAR gamma	-	0.6866	68.66%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	97.75%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.33%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.90%	89.05%
CHEMBL4040	P28482	MAP kinase ERK2	87.63%	83.82%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.72%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.41%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.18%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23427405
• LOTUS: LTS0257437
• wikiData: Q104998654