(5S,6S)-5-methyl-6-[(2E,4E,6E)-octa-2,4,6-trien-2-yl]oxane-2,4-dione

Details

• Internal ID: f0655f90-f517-4dd3-af4a-57cbd15749bb
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (5S,6S)-5-methyl-6-[(2E,4E,6E)-octa-2,4,6-trien-2-yl]oxane-2,4-dione
• SMILES (Canonical): CC=CC=CC=C(C)C1C(C(=O)CC(=O)O1)C
• SMILES (Isomeric): C/C=C/C=C/C=C(\C)/[C@@H]1[C@@H](C(=O)CC(=O)O1)C
• InChI: InChI=1S/C14H18O3/c1-4-5-6-7-8-10(2)14-11(3)12(15)9-13(16)17-14/h4-8,11,14H,9H2,1-3H3/b5-4+,7-6+,10-8+/t11-,14-/m1/s1
• InChI Key: DXBJPNHJQDZLKI-DVJPBPTDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.6659	66.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6372	63.72%
P-glycoprotein inhibitior	-	0.8798	87.98%
P-glycoprotein substrate	-	0.8651	86.51%
CYP3A4 substrate	-	0.5283	52.83%
CYP2C9 substrate	-	0.6257	62.57%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.8978	89.78%
CYP2C9 inhibition	-	0.9662	96.62%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8312	83.12%
CYP2C8 inhibition	-	0.9678	96.78%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8041	80.41%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.8312	83.12%
Eye irritation	-	0.9099	90.99%
Skin irritation	+	0.7433	74.33%
Skin corrosion	-	0.8650	86.50%
Ames mutagenesis	-	0.5347	53.47%
Human Ether-a-go-go-Related Gene inhibition	+	0.7158	71.58%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6625	66.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5728	57.28%
Acute Oral Toxicity (c)	II	0.4861	48.61%
Estrogen receptor binding	-	0.6641	66.41%
Androgen receptor binding	-	0.7569	75.69%
Thyroid receptor binding	-	0.8922	89.22%
Glucocorticoid receptor binding	-	0.7055	70.55%
Aromatase binding	-	0.7845	78.45%
PPAR gamma	-	0.6094	60.94%
Honey bee toxicity	-	0.8564	85.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8239	82.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.57%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.69%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.49%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.78%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.39%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.81%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.68%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682554
• LOTUS: LTS0184980
• wikiData: Q104990919