[(3Z,4S,6E)-4-acetyloxy-3-(acetyloxymethylidene)-7,11-dimethyldodeca-6,10-dien-8-ynyl] acetate

Details

• Internal ID: a3094e6b-83f5-4c62-ad29-db1001d184e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3Z,4S,6E)-4-acetyloxy-3-(acetyloxymethylidene)-7,11-dimethyldodeca-6,10-dien-8-ynyl] acetate
• SMILES (Canonical): CC(=CC#CC(=CCC(C(=COC(=O)C)CCOC(=O)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(=CC#C/C(=C/C[C@@H](/C(=C\OC(=O)C)/CCOC(=O)C)OC(=O)C)/C)C
• InChI: InChI=1S/C21H28O6/c1-15(2)8-7-9-16(3)10-11-21(27-19(6)24)20(14-26-18(5)23)12-13-25-17(4)22/h8,10,14,21H,11-13H2,1-6H3/b16-10+,20-14-/t21-/m0/s1
• InChI Key: ZHSZIZHZXXIWTG-HRCAWTQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.18858861 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	+	0.6104	61.04%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8637	86.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8609	86.09%
P-glycoprotein inhibitior	+	0.7006	70.06%
P-glycoprotein substrate	-	0.7798	77.98%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.7282	72.82%
CYP2C9 inhibition	-	0.6736	67.36%
CYP2C19 inhibition	-	0.7515	75.15%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.7343	73.43%
CYP2C8 inhibition	-	0.7433	74.33%
CYP inhibitory promiscuity	-	0.6639	66.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5823	58.23%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.7809	78.09%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.5143	51.43%
Skin corrosion	-	0.9799	97.99%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6781	67.81%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7738	77.38%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.6416	64.16%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5337	53.37%
Glucocorticoid receptor binding	+	0.6465	64.65%
Aromatase binding	-	0.6239	62.39%
PPAR gamma	-	0.5589	55.89%
Honey bee toxicity	-	0.6581	65.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9798	97.98%

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	92.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.87%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.76%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.51%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	87.03%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.00%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.36%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	81.47%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.85%	89.34%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.48%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163189481
• LOTUS: LTS0067780
• wikiData: Q105375985