(2S,6E,9S)-9-(hydroxymethyl)-2,6,10-trimethylundeca-6,10-dienoic acid

Details

• Internal ID: 29e446d3-5eca-455c-a825-f753e752eb38
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,6E,9S)-9-(hydroxymethyl)-2,6,10-trimethylundeca-6,10-dienoic acid
• SMILES (Canonical): CC(CCCC(=CCC(CO)C(=C)C)C)C(=O)O
• SMILES (Isomeric): C[C@@H](CCC/C(=C/C[C@H](CO)C(=C)C)/C)C(=O)O
• InChI: InChI=1S/C15H26O3/c1-11(2)14(10-16)9-8-12(3)6-5-7-13(4)15(17)18/h8,13-14,16H,1,5-7,9-10H2,2-4H3,(H,17,18)/b12-8+/t13-,14+/m0/s1
• InChI Key: GRLWJUVQYWFKEO-AMNUONFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.5199	51.99%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6355	63.55%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9153	91.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7352	73.52%
BSEP inhibitior	-	0.4684	46.84%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	-	0.5571	55.71%
CYP2C9 substrate	-	0.5473	54.73%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7064	70.64%
CYP2C9 inhibition	-	0.7724	77.24%
CYP2C19 inhibition	-	0.8780	87.80%
CYP2D6 inhibition	-	0.8868	88.68%
CYP1A2 inhibition	-	0.7664	76.64%
CYP2C8 inhibition	-	0.9484	94.84%
CYP inhibitory promiscuity	-	0.8549	85.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.6904	69.04%
Eye corrosion	-	0.7791	77.91%
Eye irritation	-	0.5645	56.45%
Skin irritation	-	0.6590	65.90%
Skin corrosion	-	0.9814	98.14%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5125	51.25%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.5799	57.99%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.8889	88.89%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6625	66.25%
Acute Oral Toxicity (c)	IV	0.5638	56.38%
Estrogen receptor binding	-	0.7990	79.90%
Androgen receptor binding	-	0.7703	77.03%
Thyroid receptor binding	-	0.7005	70.05%
Glucocorticoid receptor binding	-	0.6079	60.79%
Aromatase binding	-	0.6640	66.40%
PPAR gamma	+	0.5439	54.39%
Honey bee toxicity	-	0.9183	91.83%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.55%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	90.40%	97.34%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.09%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.02%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.36%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.12%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.18%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.52%	100.00%

Plants that contains it

• Helenium puberulum

Cross-Links

• PubChem: 163009126
• LOTUS: LTS0037215
• wikiData: Q105016205