(E)-2-(2-hydroxyethyl)-4-[(1S,2R,5S)-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-2-enal

Details

• Internal ID: f0666b59-5220-4c48-b9d5-09d25d2ec0e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-2-(2-hydroxyethyl)-4-[(1S,2R,5S)-2-methyl-5-prop-1-en-2-ylcyclopentyl]but-2-enal
• InChI: InChI=1S/C15H24O2/c1-11(2)14-6-4-12(3)15(14)7-5-13(10-17)8-9-16/h5,10,12,14-16H,1,4,6-9H2,2-3H3/b13-5+/t12-,14-,15+/m1/s1
• InChI Key: LCZZFSWOCAYWFY-NRBRZMSASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8408	84.08%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5193	51.93%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5028	50.28%
BSEP inhibitior	-	0.8446	84.46%
P-glycoprotein inhibitior	-	0.9392	93.92%
P-glycoprotein substrate	-	0.7065	70.65%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.9338	93.38%
CYP2C19 inhibition	-	0.9200	92.00%
CYP2D6 inhibition	-	0.9221	92.21%
CYP1A2 inhibition	-	0.7557	75.57%
CYP2C8 inhibition	-	0.7441	74.41%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.7798	77.98%
Eye irritation	-	0.8857	88.57%
Skin irritation	+	0.5392	53.92%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4063	40.63%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.6160	61.60%
skin sensitisation	+	0.6916	69.16%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.5921	59.21%
Acute Oral Toxicity (c)	III	0.8870	88.70%
Estrogen receptor binding	-	0.5968	59.68%
Androgen receptor binding	-	0.5659	56.59%
Thyroid receptor binding	-	0.5267	52.67%
Glucocorticoid receptor binding	+	0.5699	56.99%
Aromatase binding	-	0.7503	75.03%
PPAR gamma	-	0.5549	55.49%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	92.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.81%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.48%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	83.55%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.43%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.15%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.60%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.22%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163048669
• LOTUS: LTS0004738
• wikiData: Q105150111