3,7,11-Trimethyl-2,6,10-dodecatrienyl acetate

Details

• Internal ID: bbce2728-5110-4ba2-a3b8-1d1b73d1fb01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCOC(=O)C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/COC(=O)C)/C)/C)C
• InChI: InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+
• InChI Key: ZGIGZINMAOQWLX-NCZFFCEISA-N
• Popularity: 187 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₂
• Molecular Weight: 264.40 g/mol
• Exact Mass: 264.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 29548-30-9
• trans,trans-Farnesyl acetate
• 4128-17-0
• All-trans-Farnesyl acetate
• (2E,6E)-Farnesyl acetate
• 3,7,11-Trimethyl-2,6,10-dodecatrienyl acetate
• [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate
• Farnesyl acetate, (2E,6E)-
• (E,E)-farnesyl acetate
• UNII-D5ZJ1FOC2I
• D5ZJ1FOC2I
• 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, acetate, (E,E)-
• trans2,trans6-Farnesyl acetate
• DTXSID5047110
• (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate
• trans-2-trans-6-Farnesyl acetate
• 2,6,10-dodecatrien-1-ol, 3,7,11-trimethyl-, acetate, (2E,6E)-
• DTXSID2047222
• farneoylacetate
• ((2E,6E)-3,7,11-TRIMETHYLDODECA-2,6,10-TRIENYL) ACETATE
• E,E-Farnesyl Acetate
• (E)-Farnesyl acetate
• 3,7,11 - trimethyldodeca - 2,6,10 - trienyl acetate
• 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, 1-acetate
• 3, 7, 11- trimethyldodeca- 2, 6, 10- trienyl acetate
• Farnesyl acetate, (E,E)-
• (cis,trans)-Farnesyl acetate
• trans, trans-Farnesyl acetate
• CHEMBL3184169
• DTXCID0027222
• DTXCID3027110
• farnesyl acetate, No Antioxidant
• (2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienyl acetate
• 2-trans-6-trans-Farnesyl acetate
• CHEBI:186251
• (E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol acetate
• (E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl acetate
• trans,trans-Farnesyl acetate, 95%
• Tox21_302688
• Tox21_303761
• LMFA07010230
• MFCD00036516
• NSC132958
• s6150
• AKOS025295075
• AKOS037646546
• NSC-132958
• NCGC00256905-01
• NCGC00356962-01
• AS-69473
• CAS-4128-17-0
• CAS-29548-30-9
• HY-128430
• CS-0099265
• FEMA NO. 4213, (2E,6E)-
• 3,11-Trimethyl-2,6,10-dodecatrienyl acetate
• J-500791
• 2,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, acetate
• 3,7,11-trimethyldodeca-2,6,10-trien-1-yl acetate
• Q27276136
• (2E,6Z)-1-Acetoxy-3,7,11-trimethyl-2,6,10-dodecatriene
• (2Z,6Z)-3,7,11-Trimethyl-2,6,10-dodecatriene-1-ol acetate
• 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, acetate (E,E)-
• Acetic acid (6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl ester
• [(E,E)-3,7,11-Trimethyl-2,6,10-dodecatriene-1-yl]ester of acetic acid
• 2,6,10-DODECATRIEN-1-OL, 3,7,11-TRIMETHYL-, 1-ACETATE, (2E,6E)-
• InChI=1/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12
• Y7R

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8698	86.98%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7166	71.66%
P-glycoprotein inhibitior	-	0.8317	83.17%
P-glycoprotein substrate	-	0.9764	97.64%
CYP3A4 substrate	-	0.5646	56.46%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9629	96.29%
CYP inhibitory promiscuity	-	0.7180	71.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	+	0.7105	71.05%
Eye irritation	+	0.7082	70.82%
Skin irritation	+	0.8399	83.99%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6604	66.04%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5505	55.05%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7427	74.27%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.8072	80.72%
Androgen receptor binding	-	0.7930	79.30%
Thyroid receptor binding	-	0.6343	63.43%
Glucocorticoid receptor binding	-	0.5944	59.44%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.5564	55.64%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9912	99.12%

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	92.88%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.44%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.11%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.10%	96.95%

Plants that contains it

• Abies firma
• Alpinia galanga
• Artemisia annua
• Chimonanthus praecox
• Citrus × aurantium
• Citrus deliciosa
• Croton hutchinsonianus
• Eriobotrya japonica
• Foeniculum vulgare
• Justicia heterocarpa
• Lonicera japonica
• Magnolia liliiflora
• Persicaria bistorta
• Tilia miqueliana
• Zanthoxylum armatum
• Zingiber officinale

Cross-Links

• PubChem: 638500
• NPASS: NPC197467
• LOTUS: LTS0257483
• wikiData: Q27276136