Limacellone

Details

• Internal ID: a5a657bf-fa6f-47d0-9acd-44b4365b5d14
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (1R,3R,7S,9R)-11-hydroxy-3,7,14,14-tetramethyl-8,12,13-trioxatetracyclo[7.3.1.17,11.01,6]tetradec-5-en-4-one
• SMILES (Canonical): CC1CC23C(=CC1=O)C4(C(C(O2)(CC(O4)O3)O)(C)C)C
• SMILES (Isomeric): C[C@@H]1C[C@]23C(=CC1=O)[C@@]4(C(C(O2)(C[C@H](O4)O3)O)(C)C)C
• InChI: InChI=1S/C15H20O5/c1-8-6-14-10(5-9(8)16)13(4)12(2,3)15(17,20-14)7-11(18-13)19-14/h5,8,11,17H,6-7H2,1-4H3/t8-,11-,13-,14-,15?/m1/s1
• InChI Key: JJKCMWNJRYLLKG-PTKJDVLHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1R,3R,7S,9R)-11-hydroxy-3,7,14,14-tetramethyl-8,12,13-trioxatetracyclo[7.3.1.17,11.01,6]tetradec-5-en-4-one
• (1R,3R,7S,9R)-11-hydroxy-3,7,14,14-tetramethyl-8,12,13-trioxatetracyclo(7.3.1.17,11.01,6)tetradec-5-en-4-one
• RefChem:153453
• CHEBI:227068

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.7801	78.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9147	91.47%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7904	79.04%
P-glycoprotein inhibitior	-	0.8883	88.83%
P-glycoprotein substrate	-	0.7482	74.82%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.8099	80.99%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.7898	78.98%
CYP2C9 inhibition	-	0.8902	89.02%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	-	0.8463	84.63%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5189	51.89%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.7851	78.51%
Skin irritation	+	0.5455	54.55%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6460	64.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5251	52.51%
skin sensitisation	-	0.6696	66.96%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4910	49.10%
Acute Oral Toxicity (c)	III	0.4271	42.71%
Estrogen receptor binding	+	0.7279	72.79%
Androgen receptor binding	+	0.7289	72.89%
Thyroid receptor binding	+	0.7248	72.48%
Glucocorticoid receptor binding	-	0.5835	58.35%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5115	51.15%
Honey bee toxicity	-	0.8096	80.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9637	96.37%

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	95.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.77%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.98%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.90%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.50%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586715
• LOTUS: LTS0050635
• wikiData: Q77512943