[(2E,6E,8S,10E)-8-acetyloxy-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate

Details

• Internal ID: 59a33a9c-139c-49f2-84fb-bc46c13d57d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,6E,8S,10E)-8-acetyloxy-12-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CCOC(=O)C)CCC=C(C)C(CC=C(C)CO)OC(=O)C
• SMILES (Isomeric): C/C(=C\COC(=O)C)/CC/C=C(\C)/[C@H](C/C=C(\C)/CO)OC(=O)C
• InChI: InChI=1S/C19H30O5/c1-14(11-12-23-17(4)21)7-6-8-16(3)19(24-18(5)22)10-9-15(2)13-20/h8-9,11,19-20H,6-7,10,12-13H2,1-5H3/b14-11+,15-9+,16-8+/t19-/m0/s1
• InChI Key: JGEWUIBXRZWCKD-NLGPPDNISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9036	90.36%
Caco-2	+	0.7029	70.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8376	83.76%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9128	91.28%
P-glycoprotein inhibitior	-	0.5324	53.24%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5512	55.12%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.6854	68.54%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.8492	84.92%
CYP2D6 inhibition	-	0.8736	87.36%
CYP1A2 inhibition	-	0.7943	79.43%
CYP2C8 inhibition	-	0.8418	84.18%
CYP inhibitory promiscuity	-	0.8680	86.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.7179	71.79%
Eye corrosion	-	0.8889	88.89%
Eye irritation	-	0.8290	82.90%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.9913	99.13%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3830	38.30%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.7296	72.96%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.6368	63.68%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	-	0.6096	60.96%
Androgen receptor binding	-	0.7123	71.23%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.5710	57.10%
Aromatase binding	+	0.5260	52.60%
PPAR gamma	+	0.6075	60.75%
Honey bee toxicity	-	0.8127	81.27%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9444	94.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.77%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.48%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%

Plants that contains it

• Ursinia anthemoides

Cross-Links

• PubChem: 163001038
• LOTUS: LTS0122918
• wikiData: Q105127310