[5-Acetyloxy-7-(acetyloxymethyl)-11-hydroxy-3,11-dimethyldodeca-2,6,9-trienyl] acetate

Details

• Internal ID: 09629caf-ade9-4061-a8a0-d6fe0a90d751
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [5-acetyloxy-7-(acetyloxymethyl)-11-hydroxy-3,11-dimethyldodeca-2,6,9-trienyl] acetate
• InChI: InChI=1S/C21H32O7/c1-15(9-11-26-16(2)22)12-20(28-18(4)24)13-19(14-27-17(3)23)8-7-10-21(5,6)25/h7,9-10,13,20,25H,8,11-12,14H2,1-6H3
• InChI Key: APEPJYDHTDGGGS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₇
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9252	92.52%
Caco-2	+	0.6187	61.87%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8773	87.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8663	86.63%
P-glycoprotein inhibitior	+	0.6161	61.61%
P-glycoprotein substrate	-	0.8052	80.52%
CYP3A4 substrate	+	0.5901	59.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.8390	83.90%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8154	81.54%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	-	0.6141	61.41%
CYP inhibitory promiscuity	-	0.8676	86.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6440	64.40%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.8547	85.47%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.6389	63.89%
Skin corrosion	-	0.9875	98.75%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5677	56.77%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	+	0.5063	50.63%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.6468	64.68%
Acute Oral Toxicity (c)	IV	0.5406	54.06%
Estrogen receptor binding	-	0.6034	60.34%
Androgen receptor binding	-	0.7238	72.38%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	+	0.7247	72.47%
Aromatase binding	-	0.5469	54.69%
PPAR gamma	-	0.5965	59.65%
Honey bee toxicity	-	0.7747	77.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	94.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.64%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	81.34%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.66%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.45%	100.00%

Plants that contains it

• Tanacetum densum

Cross-Links

• PubChem: 162859999
• LOTUS: LTS0153157
• wikiData: Q104916205