[(2E,6E)-3,7,15-trimethyl-11-methylidene-10,13-dioxohexadeca-2,6,14-trienyl] acetate

Details

• Internal ID: 28bdd5c7-f60c-445c-bd7d-f3d2e535586c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2E,6E)-3,7,15-trimethyl-11-methylidene-10,13-dioxohexadeca-2,6,14-trienyl] acetate
• SMILES (Canonical): CC(=CC(=O)CC(=C)C(=O)CCC(=CCCC(=CCOC(=O)C)C)C)C
• SMILES (Isomeric): CC(=CC(=O)CC(=C)C(=O)CC/C(=C/CC/C(=C/COC(=O)C)/C)/C)C
• InChI: InChI=1S/C22H32O4/c1-16(2)14-21(24)15-19(5)22(25)11-10-17(3)8-7-9-18(4)12-13-26-20(6)23/h8,12,14H,5,7,9-11,13,15H2,1-4,6H3/b17-8+,18-12+
• InChI Key: YSAUIJBHWDSQNX-NVJLSHBWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 4
• 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	+	0.9787	97.87%
Caco-2	+	0.6847	68.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8307	83.07%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8791	87.91%
P-glycoprotein inhibitior	+	0.6172	61.72%
P-glycoprotein substrate	-	0.8279	82.79%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.6571	65.71%
CYP2C9 inhibition	-	0.7881	78.81%
CYP2C19 inhibition	-	0.8285	82.85%
CYP2D6 inhibition	-	0.9239	92.39%
CYP1A2 inhibition	-	0.7650	76.50%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.8003	80.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6223	62.23%
Carcinogenicity (trinary)	Non-required	0.6081	60.81%
Eye corrosion	-	0.7461	74.61%
Eye irritation	-	0.7012	70.12%
Skin irritation	+	0.6545	65.45%
Skin corrosion	-	0.9933	99.33%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3609	36.09%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6299	62.99%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.7065	70.65%
Acute Oral Toxicity (c)	III	0.5271	52.71%
Estrogen receptor binding	-	0.6187	61.87%
Androgen receptor binding	-	0.5598	55.98%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	-	0.4742	47.42%
Aromatase binding	+	0.5837	58.37%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.7989	79.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	92.79%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.86%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.18%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.11%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.38%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.46%	96.90%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.11%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21575414
• LOTUS: LTS0161468
• wikiData: Q105359489