(2S)-4-[(3E,5R)-5-hydroxy-4,8-dimethylnona-3,7-dienyl]-2-methoxy-2H-furan-5-one

Details

• Internal ID: 0eefcdda-0846-45ff-8af7-70b41aa78ded
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2S)-4-[(3E,5R)-5-hydroxy-4,8-dimethylnona-3,7-dienyl]-2-methoxy-2H-furan-5-one
• InChI: InChI=1S/C16H24O4/c1-11(2)8-9-14(17)12(3)6-5-7-13-10-15(19-4)20-16(13)18/h6,8,10,14-15,17H,5,7,9H2,1-4H3/b12-6+/t14-,15+/m1/s1
• InChI Key: KWJDQWGBHWFRJA-KOHOMEMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	+	0.6278	62.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7266	72.66%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9200	92.00%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5070	50.70%
P-glycoprotein inhibitior	-	0.7484	74.84%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.5696	56.96%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.8409	84.09%
CYP2C9 inhibition	-	0.8247	82.47%
CYP2C19 inhibition	-	0.6977	69.77%
CYP2D6 inhibition	-	0.9160	91.60%
CYP1A2 inhibition	-	0.7709	77.09%
CYP2C8 inhibition	-	0.8447	84.47%
CYP inhibitory promiscuity	-	0.7972	79.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8853	88.53%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9701	97.01%
Eye irritation	-	0.7635	76.35%
Skin irritation	-	0.5927	59.27%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6096	60.96%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5337	53.37%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6491	64.91%
Acute Oral Toxicity (c)	III	0.4308	43.08%
Estrogen receptor binding	-	0.5322	53.22%
Androgen receptor binding	-	0.7628	76.28%
Thyroid receptor binding	-	0.6777	67.77%
Glucocorticoid receptor binding	-	0.5611	56.11%
Aromatase binding	-	0.5962	59.62%
PPAR gamma	+	0.6137	61.37%
Honey bee toxicity	-	0.7005	70.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7663	76.63%

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	96.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.11%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.96%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.66%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.87%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.06%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162900329
• LOTUS: LTS0189436
• wikiData: Q105146977