(2e,4z,6e,8z)-5,9-Dimethyl-10-oxododeca-2,4,6,8-tetraenoic acid

Details

• Internal ID: 96357bd3-8da5-427a-b37d-577281f38156
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Acyclic monoterpenoids
• IUPAC Name: (2E,4Z,6E,8Z)-5,9-dimethyl-10-oxododeca-2,4,6,8-tetraenoic acid
• SMILES (Canonical): CCC(=O)C(=CC=CC(=CC=CC(=O)O)C)C
• SMILES (Isomeric): CCC(=O)/C(=C\C=C\C(=C/C=C/C(=O)O)\C)/C
• InChI: InChI=1S/C14H18O3/c1-4-13(15)12(3)9-5-7-11(2)8-6-10-14(16)17/h5-10H,4H2,1-3H3,(H,16,17)/b7-5+,10-6+,11-8-,12-9-
• InChI Key: WXPMMIGBSGSNEB-AAEGWTNESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.06
• 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	+	0.9913	99.13%
Caco-2	+	0.8743	87.43%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8832	88.32%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4948	49.48%
P-glycoprotein inhibitior	-	0.9667	96.67%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	-	0.5961	59.61%
CYP2C9 substrate	-	0.7659	76.59%
CYP2D6 substrate	-	0.9025	90.25%
CYP3A4 inhibition	-	0.8645	86.45%
CYP2C9 inhibition	-	0.8745	87.45%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.9320	93.20%
CYP2C8 inhibition	-	0.8990	89.90%
CYP inhibitory promiscuity	-	0.9032	90.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5525	55.25%
Carcinogenicity (trinary)	Non-required	0.7043	70.43%
Eye corrosion	+	0.6448	64.48%
Eye irritation	-	0.4816	48.16%
Skin irritation	+	0.7523	75.23%
Skin corrosion	-	0.5354	53.54%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7004	70.04%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	+	0.7466	74.66%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.4925	49.25%
Acute Oral Toxicity (c)	III	0.8781	87.81%
Estrogen receptor binding	-	0.5630	56.30%
Androgen receptor binding	-	0.8978	89.78%
Thyroid receptor binding	-	0.5945	59.45%
Glucocorticoid receptor binding	-	0.5548	55.48%
Aromatase binding	+	0.6412	64.12%
PPAR gamma	-	0.7274	72.74%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8284	82.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	93.44%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.43%	96.95%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.58%	91.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.16%	99.17%

Plants that contains it

• Helichrysum ambiguum
• Helichrysum subglomeratum

Cross-Links

• PubChem: 129882283
• LOTUS: LTS0262495
• wikiData: Q104948688