5-[(2E,6Z,7Z)-6-ethylidene-2-methylnona-2,7-dienyl]-2,3-dimethoxycyclohexa-2,5-diene-1,4-dione

Details

• Internal ID: 76051930-fff2-4594-b444-596f4abe3d22
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones > Ubiquinones
• IUPAC Name: 5-[(2E,6Z,7Z)-6-ethylidene-2-methylnona-2,7-dienyl]-2,3-dimethoxycyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC=CC(=CC)CCC=C(C)CC1=CC(=O)C(=C(C1=O)OC)OC
• SMILES (Isomeric): C/C=C\C(=C/C)\CC/C=C(\C)/CC1=CC(=O)C(=C(C1=O)OC)OC
• InChI: InChI=1S/C20H26O4/c1-6-9-15(7-2)11-8-10-14(3)12-16-13-17(21)19(23-4)20(24-5)18(16)22/h6-7,9-10,13H,8,11-12H2,1-5H3/b9-6-,14-10+,15-7+
• InChI Key: ANADSPNYXLLDHF-BNNQPLILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 4
• 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	+	0.9891	98.91%
Caco-2	+	0.8959	89.59%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8306	83.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8487	84.87%
P-glycoprotein inhibitior	+	0.6878	68.78%
P-glycoprotein substrate	-	0.7401	74.01%
CYP3A4 substrate	+	0.5335	53.35%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8564	85.64%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.6651	66.51%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	-	0.7692	76.92%
CYP2C8 inhibition	-	0.8172	81.72%
CYP inhibitory promiscuity	-	0.8512	85.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7914	79.14%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9640	96.40%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6693	66.93%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9025	90.25%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5987	59.87%
skin sensitisation	-	0.7769	77.69%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.5497	54.97%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6177	61.77%
Acute Oral Toxicity (c)	III	0.7338	73.38%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	-	0.5427	54.27%
Thyroid receptor binding	+	0.6545	65.45%
Glucocorticoid receptor binding	+	0.7220	72.20%
Aromatase binding	-	0.5822	58.22%
PPAR gamma	+	0.7333	73.33%
Honey bee toxicity	-	0.8089	80.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9892	98.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.09%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.51%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.69%	96.00%

Plants that contains it

• Arnebia euchroma
• Arnebia hispidissima

Cross-Links

• PubChem: 5320195
• LOTUS: LTS0075265
• wikiData: Q105096411