[(1E,3E,7R,10E)-3-(acetyloxymethylidene)-7-formyl-11,15-dimethylhexadeca-1,10,14-trienyl] acetate

Details

• Internal ID: 75d9f2f6-1062-4f9a-9509-0440e5779f40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(1E,3E,7R,10E)-3-(acetyloxymethylidene)-7-formyl-11,15-dimethylhexadeca-1,10,14-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(CCCC(=COC(=O)C)C=COC(=O)C)C=O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC[C@@H](CCC/C(=C\OC(=O)C)/C=C/OC(=O)C)C=O)/C)C
• InChI: InChI=1S/C24H36O5/c1-19(2)9-6-10-20(3)11-7-12-23(17-25)13-8-14-24(18-29-22(5)27)15-16-28-21(4)26/h9,11,15-18,23H,6-8,10,12-14H2,1-5H3/b16-15+,20-11+,24-18+/t23-/m0/s1
• InChI Key: DCQMGZPVUPLZDY-UQRHOHPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5231	52.31%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6927	69.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9863	98.63%
P-glycoprotein inhibitior	+	0.9005	90.05%
P-glycoprotein substrate	-	0.6384	63.84%
CYP3A4 substrate	+	0.5940	59.40%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.8576	85.76%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	-	0.7271	72.71%
CYP inhibitory promiscuity	-	0.8192	81.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5823	58.23%
Carcinogenicity (trinary)	Non-required	0.6649	66.49%
Eye corrosion	-	0.6198	61.98%
Eye irritation	-	0.9396	93.96%
Skin irritation	+	0.5737	57.37%
Skin corrosion	-	0.9901	99.01%
Ames mutagenesis	-	0.7091	70.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.8327	83.27%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.5396	53.96%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.5645	56.45%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.5741	57.41%
Androgen receptor binding	-	0.6853	68.53%
Thyroid receptor binding	-	0.5296	52.96%
Glucocorticoid receptor binding	+	0.6156	61.56%
Aromatase binding	-	0.5349	53.49%
PPAR gamma	-	0.5117	51.17%
Honey bee toxicity	-	0.7509	75.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.84%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.61%	91.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.27%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.54%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.32%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.94%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.24%	94.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.84%	94.08%

Plants that contains it

• Tridax trilobata

Cross-Links

• PubChem: 162929628
• LOTUS: LTS0154533
• wikiData: Q105250720