(3S,5R,6R)-3,5-dimethyl-6-[(E,6R)-6-methyl-7-oxooct-2-en-2-yl]oxan-2-one

Details

• Internal ID: 522e825c-c351-4241-982a-c49b81d0bf6e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3S,5R,6R)-3,5-dimethyl-6-[(E,6R)-6-methyl-7-oxooct-2-en-2-yl]oxan-2-one
• SMILES (Canonical): CC1CC(C(=O)OC1C(=CCCC(C)C(=O)C)C)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](C(=O)O[C@H]1/C(=C/CC[C@@H](C)C(=O)C)/C)C
• InChI: InChI=1S/C16H26O3/c1-10(14(5)17)7-6-8-11(2)15-12(3)9-13(4)16(18)19-15/h8,10,12-13,15H,6-7,9H2,1-5H3/b11-8+/t10-,12-,13+,15+/m1/s1
• InChI Key: HVAVVMZBLGYKBB-SDBMDCLLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.7644	76.44%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8197	81.97%
P-glycoprotein substrate	-	0.6841	68.41%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8856	88.56%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.8828	88.28%
CYP1A2 inhibition	-	0.5226	52.26%
CYP2C8 inhibition	-	0.9825	98.25%
CYP inhibitory promiscuity	-	0.8210	82.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9422	94.22%
Eye irritation	-	0.8738	87.38%
Skin irritation	+	0.6614	66.14%
Skin corrosion	-	0.8717	87.17%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4629	46.29%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6806	68.06%
skin sensitisation	-	0.5544	55.44%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7281	72.81%
Acute Oral Toxicity (c)	III	0.7295	72.95%
Estrogen receptor binding	-	0.6654	66.54%
Androgen receptor binding	+	0.5208	52.08%
Thyroid receptor binding	-	0.6548	65.48%
Glucocorticoid receptor binding	-	0.5607	56.07%
Aromatase binding	-	0.8580	85.80%
PPAR gamma	-	0.7182	71.82%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9422	94.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	89.29%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.92%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.71%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.60%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.36%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	84.17%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.88%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.60%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162899911
• LOTUS: LTS0038689
• wikiData: Q105034168