(5S)-5-[(2E,5E)-docosa-2,5-dienyl]-1,4-dioxane-2,3-dione

Details

• Internal ID: 2f6b65aa-fc07-4b52-a8b2-c32c9616b21a
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,4-dioxanes
• IUPAC Name: (5S)-5-[(2E,5E)-docosa-2,5-dienyl]-1,4-dioxane-2,3-dione
• InChI: InChI=1S/C26H44O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-24-23-29-25(27)26(28)30-24/h17-18,20-21,24H,2-16,19,22-23H2,1H3/b18-17+,21-20+/t24-/m0/s1
• InChI Key: KKLIWBRQYWFBNJ-POFJHILVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₄
• Molecular Weight: 420.60 g/mol
• Exact Mass: 420.32395988 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 10.50
• Atomic LogP (AlogP): 7.22
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	-	0.6485	64.85%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8472	84.72%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.7950	79.50%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6933	69.33%
P-glycoprotein inhibitior	+	0.5852	58.52%
P-glycoprotein substrate	-	0.8018	80.18%
CYP3A4 substrate	-	0.5186	51.86%
CYP2C9 substrate	+	0.5894	58.94%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.9511	95.11%
CYP2C19 inhibition	-	0.7752	77.52%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.7955	79.55%
CYP2C8 inhibition	-	0.8489	84.89%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6591	65.91%
Eye corrosion	-	0.9582	95.82%
Eye irritation	-	0.7090	70.90%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6969	69.69%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8761	87.61%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7849	78.49%
Mitochondrial toxicity	-	0.8500	85.00%
Nephrotoxicity	+	0.4746	47.46%
Acute Oral Toxicity (c)	III	0.7144	71.44%
Estrogen receptor binding	+	0.7264	72.64%
Androgen receptor binding	-	0.6165	61.65%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	-	0.5215	52.15%
Aromatase binding	-	0.7374	73.74%
PPAR gamma	-	0.5996	59.96%
Honey bee toxicity	-	0.9753	97.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.7653	76.53%
Fish aquatic toxicity	+	0.9658	96.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.10%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	96.83%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.25%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.68%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.11%	85.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.04%	91.81%
CHEMBL3401	O75469	Pregnane X receptor	85.59%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.77%	97.25%
CHEMBL1781	P11387	DNA topoisomerase I	82.93%	97.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.70%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.80%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.64%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%

Plants that contains it

• Lawsonia inermis

Cross-Links

• PubChem: 162978357
• LOTUS: LTS0074616
• wikiData: Q105142239