(2E,5E)-2-[(E)-6-methoxy-4-methylhex-4-enylidene]-6,10-dimethylundeca-5,9-dienoic acid

Details

• Internal ID: bb966792-2a94-431f-bcd5-44032f70dc7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,5E)-2-[(E)-6-methoxy-4-methylhex-4-enylidene]-6,10-dimethylundeca-5,9-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCOC)C)C(=O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C\CC/C(=C/COC)/C)/C(=O)O)/C)C
• InChI: InChI=1S/C21H34O3/c1-17(2)9-6-10-18(3)11-7-13-20(21(22)23)14-8-12-19(4)15-16-24-5/h9,11,14-15H,6-8,10,12-13,16H2,1-5H3,(H,22,23)/b18-11+,19-15+,20-14+
• InChI Key: PSFGNZBYXOCWDG-YLDXEQCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.84
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7873	78.73%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7772	77.72%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9005	90.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8862	88.62%
P-glycoprotein inhibitior	-	0.4613	46.13%
P-glycoprotein substrate	-	0.9431	94.31%
CYP3A4 substrate	-	0.5174	51.74%
CYP2C9 substrate	+	0.6103	61.03%
CYP2D6 substrate	-	0.9116	91.16%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.7937	79.37%
CYP2C19 inhibition	-	0.8872	88.72%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8192	81.92%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	-	0.9103	91.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6523	65.23%
Carcinogenicity (trinary)	Non-required	0.6363	63.63%
Eye corrosion	-	0.7412	74.12%
Eye irritation	-	0.7343	73.43%
Skin irritation	-	0.6343	63.43%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4029	40.29%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5716	57.16%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6147	61.47%
Acute Oral Toxicity (c)	IV	0.5415	54.15%
Estrogen receptor binding	-	0.6537	65.37%
Androgen receptor binding	-	0.6412	64.12%
Thyroid receptor binding	+	0.6248	62.48%
Glucocorticoid receptor binding	-	0.6466	64.66%
Aromatase binding	-	0.5271	52.71%
PPAR gamma	+	0.7232	72.32%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9803	98.03%

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	92.41%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.17%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.61%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.79%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.67%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.47%	94.33%

Plants that contains it

• Microglossa pyrifolia

Cross-Links

• PubChem: 14733502
• LOTUS: LTS0061869
• wikiData: Q105214159