[2-(4-Formyl-6-oxohex-4-enylidene)-7-hydroxy-6,10-dimethylundeca-5,9-dienyl] acetate

Details

• Internal ID: f682a9f3-5716-4e6a-a835-e3a88ac601a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [2-(4-formyl-6-oxohex-4-enylidene)-7-hydroxy-6,10-dimethylundeca-5,9-dienyl] acetate
• SMILES (Canonical): CC(=CCC(C(=CCCC(=CCCC(=CC=O)C=O)COC(=O)C)C)O)C
• SMILES (Isomeric): CC(=CCC(C(=CCCC(=CCCC(=CC=O)C=O)COC(=O)C)C)O)C
• InChI: InChI=1S/C22H32O5/c1-17(2)11-12-22(26)18(3)7-5-9-21(16-27-19(4)25)10-6-8-20(15-24)13-14-23/h7,10-11,13-15,22,26H,5-6,8-9,12,16H2,1-4H3
• InChI Key: MDPQKRFXKXCPOC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	-	0.5888	58.88%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8837	88.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.8021	80.21%
P-glycoprotein substrate	-	0.7558	75.58%
CYP3A4 substrate	+	0.5806	58.06%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.8142	81.42%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.8293	82.93%
CYP2C8 inhibition	-	0.7485	74.85%
CYP inhibitory promiscuity	-	0.8683	86.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.7624	76.24%
Eye corrosion	-	0.8698	86.98%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.5457	54.57%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4073	40.73%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5448	54.48%
skin sensitisation	-	0.5561	55.61%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.8508	85.08%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.6383	63.83%
Estrogen receptor binding	+	0.7516	75.16%
Androgen receptor binding	-	0.7716	77.16%
Thyroid receptor binding	-	0.5099	50.99%
Glucocorticoid receptor binding	+	0.7194	71.94%
Aromatase binding	-	0.5702	57.02%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.8117	81.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9471	94.71%

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	93.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.41%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.85%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.40%	97.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.08%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.48%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.17%	98.75%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 163022076
• LOTUS: LTS0027336
• wikiData: Q105161890