(2E)-6-[(1R)-4-formylcyclohex-3-en-1-yl]-2-methylhepta-2,6-dienoic acid

Details

• Internal ID: 6c8e471d-6080-4d4b-bf3a-dd33396c0b84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2E)-6-[(1R)-4-formylcyclohex-3-en-1-yl]-2-methylhepta-2,6-dienoic acid
• SMILES (Canonical): CC(=CCCC(=C)C1CCC(=CC1)C=O)C(=O)O
• SMILES (Isomeric): C/C(=C\CCC(=C)[C@@H]1CCC(=CC1)C=O)/C(=O)O
• InChI: InChI=1S/C15H20O3/c1-11(4-3-5-12(2)15(17)18)14-8-6-13(10-16)7-9-14/h5-6,10,14H,1,3-4,7-9H2,2H3,(H,17,18)/b12-5+/t14-/m0/s1
• InChI Key: PVVVTFHRBLVGBX-CLUXPMKYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.28
• 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	+	0.9791	97.91%
Caco-2	-	0.5710	57.10%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7721	77.21%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6256	62.56%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.8867	88.67%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.8217	82.17%
CYP2D6 substrate	-	0.9138	91.38%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8903	89.03%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9126	91.26%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	-	0.7379	73.79%
CYP inhibitory promiscuity	-	0.9310	93.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8085	80.85%
Carcinogenicity (trinary)	Non-required	0.7168	71.68%
Eye corrosion	+	0.4474	44.74%
Eye irritation	-	0.5422	54.22%
Skin irritation	+	0.5934	59.34%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	+	0.7728	77.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6988	69.88%
Acute Oral Toxicity (c)	III	0.7636	76.36%
Estrogen receptor binding	-	0.4850	48.50%
Androgen receptor binding	-	0.6114	61.14%
Thyroid receptor binding	-	0.5929	59.29%
Glucocorticoid receptor binding	+	0.5929	59.29%
Aromatase binding	-	0.6542	65.42%
PPAR gamma	+	0.8035	80.35%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	96.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.76%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.08%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.47%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%

Plants that contains it

• Calea sickii

Cross-Links

• PubChem: 163032020
• LOTUS: LTS0264827
• wikiData: Q105215626