4-[(2R,3S)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]butan-2-one

Details

• Internal ID: 94cff025-3ae2-4667-ac27-461c04ce01de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 4-[(2R,3S)-3-[(3E)-4,8-dimethylnona-3,7-dienyl]-3-methyloxiran-2-yl]butan-2-one
• SMILES (Canonical): CC(=CCCC(=CCCC1(C(O1)CCC(=O)C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC[C@]1([C@H](O1)CCC(=O)C)C)/C)C
• InChI: InChI=1S/C18H30O2/c1-14(2)8-6-9-15(3)10-7-13-18(5)17(20-18)12-11-16(4)19/h8,10,17H,6-7,9,11-13H2,1-5H3/b15-10+/t17-,18+/m1/s1
• InChI Key: YZNVJVWNDZBBBA-QTHAKQSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.99
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7879	78.79%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5501	55.01%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7893	78.93%
P-glycoprotein inhibitior	-	0.8053	80.53%
P-glycoprotein substrate	-	0.8806	88.06%
CYP3A4 substrate	+	0.5559	55.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7989	79.89%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.6351	63.51%
CYP2C19 inhibition	-	0.5379	53.79%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	+	0.6102	61.02%
CYP2C8 inhibition	-	0.9119	91.19%
CYP inhibitory promiscuity	-	0.7537	75.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7028	70.28%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.9059	90.59%
Eye irritation	-	0.6431	64.31%
Skin irritation	+	0.6116	61.16%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6415	64.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.8426	84.26%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.7079	70.79%
Estrogen receptor binding	-	0.7335	73.35%
Androgen receptor binding	-	0.7616	76.16%
Thyroid receptor binding	+	0.5762	57.62%
Glucocorticoid receptor binding	-	0.7175	71.75%
Aromatase binding	-	0.5934	59.34%
PPAR gamma	+	0.5267	52.67%
Honey bee toxicity	-	0.7887	78.87%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9385	93.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	88.04%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.31%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.58%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.35%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.38%	91.24%
CHEMBL2581	P07339	Cathepsin D	83.20%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.48%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.45%	92.08%
CHEMBL255	P29275	Adenosine A2b receptor	80.87%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162883032
• LOTUS: LTS0250029
• wikiData: Q105369376