[5-Acetyloxy-3-(acetyloxymethyl)-7,11-dimethyl-12-oxododeca-2,6,10-trienyl] acetate

Details

• Internal ID: 3f20c9e7-d3a5-48cd-8f11-b75be756520d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [5-acetyloxy-3-(acetyloxymethyl)-7,11-dimethyl-12-oxododeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CC(CC(=CCOC(=O)C)COC(=O)C)OC(=O)C)CCC=C(C)C=O
• SMILES (Isomeric): CC(=CC(CC(=CCOC(=O)C)COC(=O)C)OC(=O)C)CCC=C(C)C=O
• InChI: InChI=1S/C21H30O7/c1-15(7-6-8-16(2)13-22)11-21(28-19(5)25)12-20(14-27-18(4)24)9-10-26-17(3)23/h8-9,11,13,21H,6-7,10,12,14H2,1-5H3
• InChI Key: FWUMLHDMPGDCOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₇
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.19915329 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9686	96.86%
Caco-2	+	0.5820	58.20%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8256	82.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9692	96.92%
P-glycoprotein inhibitior	+	0.8301	83.01%
P-glycoprotein substrate	-	0.7078	70.78%
CYP3A4 substrate	+	0.5892	58.92%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.8139	81.39%
CYP2C9 inhibition	-	0.8867	88.67%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.8338	83.38%
CYP2C8 inhibition	-	0.7005	70.05%
CYP inhibitory promiscuity	-	0.8025	80.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6523	65.23%
Carcinogenicity (trinary)	Non-required	0.6267	62.67%
Eye corrosion	-	0.7578	75.78%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9937	99.37%
Ames mutagenesis	+	0.6346	63.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4131	41.31%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.8198	81.98%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.7393	73.93%
Acute Oral Toxicity (c)	IV	0.5857	58.57%
Estrogen receptor binding	-	0.5739	57.39%
Androgen receptor binding	-	0.6938	69.38%
Thyroid receptor binding	-	0.5137	51.37%
Glucocorticoid receptor binding	+	0.6721	67.21%
Aromatase binding	-	0.5280	52.80%
PPAR gamma	-	0.5314	53.14%
Honey bee toxicity	-	0.7712	77.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9783	97.83%

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	94.82%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.85%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.30%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.64%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.33%	86.92%

Plants that contains it

• Arctotheca calendula

Cross-Links

• PubChem: 162992831
• LOTUS: LTS0173815
• wikiData: Q105003585