[(1E,3Z,4S,6E,10E)-4-acetyloxy-3-(acetyloxymethylidene)-7,11-dimethyl-12-oxododeca-1,6,10-trien-8-ynyl] acetate

Details

• Internal ID: 07f5bd2d-7eca-41fc-bcf7-71db5174b082
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1E,3Z,4S,6E,10E)-4-acetyloxy-3-(acetyloxymethylidene)-7,11-dimethyl-12-oxododeca-1,6,10-trien-8-ynyl] acetate
• SMILES (Canonical): CC(=CCC(C(=COC(=O)C)C=COC(=O)C)OC(=O)C)C#CC=C(C)C=O
• SMILES (Isomeric): C/C(=C\C[C@@H](/C(=C\OC(=O)C)/C=C/OC(=O)C)OC(=O)C)/C#C/C=C(\C)/C=O
• InChI: InChI=1S/C21H24O7/c1-15(7-6-8-16(2)13-22)9-10-21(28-19(5)25)20(14-27-18(4)24)11-12-26-17(3)23/h8-9,11-14,21H,10H2,1-5H3/b12-11+,15-9+,16-8+,20-14-/t21-/m0/s1
• InChI Key: HWMRDXWSLUIIGO-BWIZACHYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 7
• 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	+	0.9764	97.64%
Caco-2	+	0.5200	52.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7166	71.66%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8919	89.19%
P-glycoprotein inhibitior	+	0.7506	75.06%
P-glycoprotein substrate	-	0.7130	71.30%
CYP3A4 substrate	+	0.5899	58.99%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7084	70.84%
CYP2C9 inhibition	-	0.8461	84.61%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	-	0.6375	63.75%
CYP inhibitory promiscuity	-	0.6444	64.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5951	59.51%
Carcinogenicity (trinary)	Non-required	0.6482	64.82%
Eye corrosion	+	0.4923	49.23%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.5353	53.53%
Skin corrosion	-	0.9237	92.37%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8355	83.55%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5032	50.32%
skin sensitisation	+	0.4889	48.89%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.8667	86.67%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.4731	47.31%
Acute Oral Toxicity (c)	III	0.5170	51.70%
Estrogen receptor binding	+	0.7071	70.71%
Androgen receptor binding	-	0.6663	66.63%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	+	0.7452	74.52%
Aromatase binding	-	0.6311	63.11%
PPAR gamma	-	0.5061	50.61%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9225	92.25%

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	93.57%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.11%	91.11%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.92%	97.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.85%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.60%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.44%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.74%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21773731
• LOTUS: LTS0166231
• wikiData: Q105034724