[(2E,5S,6E,10E)-1,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-5-yl] acetate

Details

• Internal ID: e8406a27-78d0-4e9d-80ed-de43f5369d10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,5S,6E,10E)-1,12-dihydroxy-3,7,11-trimethyldodeca-2,6,10-trien-5-yl] acetate
• SMILES (Canonical): CC(=CC(CC(=CCO)C)OC(=O)C)CCC=C(C)CO
• SMILES (Isomeric): C/C(=C\[C@H](C/C(=C/CO)/C)OC(=O)C)/CC/C=C(\C)/CO
• InChI: InChI=1S/C17H28O4/c1-13(6-5-7-15(3)12-19)10-17(21-16(4)20)11-14(2)8-9-18/h7-8,10,17-19H,5-6,9,11-12H2,1-4H3/b13-10+,14-8+,15-7+/t17-/m1/s1
• InChI Key: YVXXFTKPCWYGHH-CYFAXRFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 4
• 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	+	0.8994	89.94%
Caco-2	+	0.8024	80.24%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8026	80.26%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6317	63.17%
P-glycoprotein inhibitior	-	0.8289	82.89%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	+	0.5488	54.88%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.7596	75.96%
CYP2C9 inhibition	-	0.8909	89.09%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.7946	79.46%
CYP2C8 inhibition	-	0.7733	77.33%
CYP inhibitory promiscuity	-	0.7970	79.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7223	72.23%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9174	91.74%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9925	99.25%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5066	50.66%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.7332	73.32%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7800	78.00%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	-	0.6781	67.81%
Androgen receptor binding	-	0.7011	70.11%
Thyroid receptor binding	-	0.5563	55.63%
Glucocorticoid receptor binding	-	0.5357	53.57%
Aromatase binding	-	0.5614	56.14%
PPAR gamma	-	0.5620	56.20%
Honey bee toxicity	-	0.8378	83.78%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9179	91.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.93%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.67%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.98%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.37%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.06%	94.33%

Plants that contains it

• Inula salsoloides

Cross-Links

• PubChem: 162849066
• LOTUS: LTS0050397
• wikiData: Q105366279