Secocuparenal

Details

• Internal ID: 6f6411ad-f3fd-4e8a-a132-e517ab21d706
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-6-oxo-3-[(1R)-1,2,2-trimethylcyclopentyl]hept-2-enal
• SMILES (Canonical): CC(=O)CCC(=CC=O)C1(CCCC1(C)C)C
• SMILES (Isomeric): CC(=O)CC/C(=C\C=O)/[C@@]1(CCCC1(C)C)C
• InChI: InChI=1S/C15H24O2/c1-12(17)6-7-13(8-11-16)15(4)10-5-9-14(15,2)3/h8,11H,5-7,9-10H2,1-4H3/b13-8+/t15-/m0/s1
• InChI Key: XIXWLCCEDTUEIX-NRUITVPNSA-N
• Popularity: 0 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): 34.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 6-Oxo-3-(1,2,2-trimethyl-cyclopentyl)-hept-2-enal
• (2E)-6-oxo-3-(1,2,2-trimethylcyclopentyl)hept-2-enal
• 2-heptenal, 6-oxo-3-[(1R)-1,2,2-trimethylcyclopentyl]-, (2E)-
• InChI=1/C15H24O2/c1-12(17)6-7-13(8-11-16)15(4)10-5-9-14(15,2)3/h8,11H,5-7,9-10H2,1-4H3/b13-8+/t15-/m0/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.9601	96.01%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6117	61.17%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.8605	86.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.4925	49.25%
P-glycoprotein inhibitior	-	0.9617	96.17%
P-glycoprotein substrate	-	0.8306	83.06%
CYP3A4 substrate	+	0.5108	51.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8695	86.95%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.7596	75.96%
CYP2C8 inhibition	-	0.9706	97.06%
CYP inhibitory promiscuity	-	0.7431	74.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9078	90.78%
Eye irritation	-	0.5676	56.76%
Skin irritation	+	0.6377	63.77%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4277	42.77%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6024	60.24%
skin sensitisation	+	0.8829	88.29%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	III	0.7447	74.47%
Estrogen receptor binding	-	0.7927	79.27%
Androgen receptor binding	-	0.5968	59.68%
Thyroid receptor binding	-	0.6055	60.55%
Glucocorticoid receptor binding	-	0.7254	72.54%
Aromatase binding	-	0.7286	72.86%
PPAR gamma	-	0.5528	55.28%
Honey bee toxicity	-	0.9367	93.67%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9754	97.54%

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	95.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.94%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.75%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.75%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.51%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.63%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

• Jungermannia infusca

Cross-Links

• PubChem: 637201
• LOTUS: LTS0111377
• wikiData: Q105328790