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

Details

• Internal ID: f5c19f81-0409-440c-9764-6e9014f65534
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2E)-6-[(1R)-4-(acetyloxymethyl)cyclohex-3-en-1-yl]-2-methylhepta-2,6-dienoic acid
• InChI: InChI=1S/C17H24O4/c1-12(5-4-6-13(2)17(19)20)16-9-7-15(8-10-16)11-21-14(3)18/h6-7,16H,1,4-5,8-11H2,2-3H3,(H,19,20)/b13-6+/t16-/m0/s1
• InChI Key: CHHBOUOBKUQWFC-XNWJVHIKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• 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	+	0.9596	95.96%
Caco-2	-	0.5817	58.17%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8680	86.80%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.5832	58.32%
P-glycoprotein inhibitior	-	0.8125	81.25%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9188	91.88%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.7780	77.80%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.8212	82.12%
CYP1A2 inhibition	-	0.7881	78.81%
CYP2C8 inhibition	+	0.4680	46.80%
CYP inhibitory promiscuity	-	0.8272	82.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8250	82.50%
Carcinogenicity (trinary)	Non-required	0.7437	74.37%
Eye corrosion	-	0.8784	87.84%
Eye irritation	-	0.5654	56.54%
Skin irritation	-	0.5399	53.99%
Skin corrosion	-	0.9922	99.22%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3834	38.34%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5228	52.28%
skin sensitisation	+	0.6672	66.72%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7368	73.68%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.7947	79.47%
Estrogen receptor binding	-	0.6100	61.00%
Androgen receptor binding	-	0.6083	60.83%
Thyroid receptor binding	-	0.6325	63.25%
Glucocorticoid receptor binding	+	0.5569	55.69%
Aromatase binding	-	0.6452	64.52%
PPAR gamma	+	0.5358	53.58%
Honey bee toxicity	-	0.8827	88.27%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.08%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.67%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.00%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%

Plants that contains it

• Calea sickii

Cross-Links

• PubChem: 162917150
• LOTUS: LTS0141656
• wikiData: Q104958768