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

Details

• Internal ID: ae2da51a-6452-414e-8275-fdd938308251
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2E,6E,8R,10E)-12-acetyloxy-8-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate
• InChI: InChI=1S/C19H30O5/c1-14(11-12-23-17(4)20)7-6-8-16(3)19(22)10-9-15(2)13-24-18(5)21/h8-9,11,19,22H,6-7,10,12-13H2,1-5H3/b14-11+,15-9+,16-8+/t19-/m1/s1
• InChI Key: MKBFOZIRSDHHCO-LSUZVSBASA-N
• Popularity: 2 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	+	0.9245	92.45%
Caco-2	+	0.6786	67.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8397	83.97%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7499	74.99%
P-glycoprotein inhibitior	-	0.5098	50.98%
P-glycoprotein substrate	-	0.8851	88.51%
CYP3A4 substrate	+	0.5109	51.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.8840	88.40%
CYP2D6 inhibition	-	0.8962	89.62%
CYP1A2 inhibition	-	0.8453	84.53%
CYP2C8 inhibition	-	0.8576	85.76%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7260	72.60%
Eye corrosion	-	0.8584	85.84%
Eye irritation	-	0.7726	77.26%
Skin irritation	-	0.5797	57.97%
Skin corrosion	-	0.9889	98.89%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.8841	88.41%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5197	51.97%
Acute Oral Toxicity (c)	III	0.5851	58.51%
Estrogen receptor binding	-	0.6270	62.70%
Androgen receptor binding	-	0.7545	75.45%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6036	60.36%
PPAR gamma	-	0.5158	51.58%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9553	95.53%

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	96.00%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.92%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.05%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.11%	89.50%

Plants that contains it

• Ursinia anthemoides

Cross-Links

• PubChem: 163022661
• LOTUS: LTS0201393
• wikiData: Q105165805