[(4S,6E,10E)-12-hydroxy-2,6,10-trimethyldodeca-2,6,10-trien-4-yl] acetate

Details

• Internal ID: 09354202-dce9-4f37-b580-12b726cb701b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(4S,6E,10E)-12-hydroxy-2,6,10-trimethyldodeca-2,6,10-trien-4-yl] acetate
• SMILES (Canonical): CC(=CC(CC(=CCCC(=CCO)C)C)OC(=O)C)C
• SMILES (Isomeric): CC(=C[C@H](C/C(=C/CC/C(=C/CO)/C)/C)OC(=O)C)C
• InChI: InChI=1S/C17H28O3/c1-13(2)11-17(20-16(5)19)12-15(4)8-6-7-14(3)9-10-18/h8-9,11,17-18H,6-7,10,12H2,1-5H3/b14-9+,15-8+/t17-/m1/s1
• InChI Key: WMCHUQAYMVXDOR-MKQLORFQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	+	0.7933	79.33%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8202	82.02%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4838	48.38%
P-glycoprotein inhibitior	-	0.8409	84.09%
P-glycoprotein substrate	-	0.9086	90.86%
CYP3A4 substrate	+	0.5326	53.26%
CYP2C9 substrate	-	0.8100	81.00%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.8439	84.39%
CYP2C9 inhibition	-	0.8221	82.21%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	-	0.7548	75.48%
CYP2C8 inhibition	-	0.8077	80.77%
CYP inhibitory promiscuity	-	0.7658	76.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6823	68.23%
Carcinogenicity (trinary)	Non-required	0.6550	65.50%
Eye corrosion	-	0.7773	77.73%
Eye irritation	+	0.6451	64.51%
Skin irritation	-	0.5359	53.59%
Skin corrosion	-	0.9894	98.94%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6468	64.68%
skin sensitisation	+	0.6450	64.50%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.9222	92.22%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.7165	71.65%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	-	0.7639	76.39%
Androgen receptor binding	-	0.6940	69.40%
Thyroid receptor binding	-	0.6286	62.86%
Glucocorticoid receptor binding	-	0.5649	56.49%
Aromatase binding	-	0.5678	56.78%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8064	80.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9374	93.74%

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	93.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.88%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.64%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.90%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.84%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.04%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.21%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.26%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.06%	94.33%

Plants that contains it

• Artemisia koidzumii

Cross-Links

• PubChem: 162875483
• LOTUS: LTS0003042
• wikiData: Q105308471