[(2E,5R,6E,10E)-5,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trienyl] acetate

Details

• Internal ID: 9f4cb160-2443-49af-8b8a-7d8a317afd99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,5R,6E,10E)-5,12-dihydroxy-2,6,10-trimethyldodeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CCO)CCC=C(C)C(CC=C(C)COC(=O)C)O
• SMILES (Isomeric): C/C(=C\CO)/CC/C=C(\C)/[C@@H](C/C=C(\C)/COC(=O)C)O
• InChI: InChI=1S/C17H28O4/c1-13(10-11-18)6-5-7-15(3)17(20)9-8-14(2)12-21-16(4)19/h7-8,10,17-18,20H,5-6,9,11-12H2,1-4H3/b13-10+,14-8+,15-7+/t17-/m1/s1
• InChI Key: STABTSMVMWIOSJ-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	+	0.9163	91.63%
Caco-2	+	0.7398	73.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8290	82.90%
P-glycoprotein inhibitior	-	0.7227	72.27%
P-glycoprotein substrate	-	0.8949	89.49%
CYP3A4 substrate	+	0.5156	51.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.7494	74.94%
CYP2C9 inhibition	-	0.9036	90.36%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	-	0.8483	84.83%
CYP inhibitory promiscuity	-	0.8582	85.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.7521	75.21%
Eye corrosion	-	0.9276	92.76%
Eye irritation	-	0.7986	79.86%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9899	98.99%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6732	67.32%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.7269	72.69%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.5921	59.21%
Androgen receptor binding	-	0.7937	79.37%
Thyroid receptor binding	-	0.6202	62.02%
Glucocorticoid receptor binding	-	0.5413	54.13%
Aromatase binding	-	0.6229	62.29%
PPAR gamma	+	0.5650	56.50%
Honey bee toxicity	-	0.8635	86.35%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.8791	87.91%

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	97.81%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.18%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.02%	99.17%
CHEMBL2664	P23526	Adenosylhomocysteinase	87.57%	86.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.40%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.30%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.99%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.45%	94.33%

Plants that contains it

• Ursinia anthemoides

Cross-Links

• PubChem: 163185659
• LOTUS: LTS0236759
• wikiData: Q105285331