5-Phytyltoluquinone

Details

• Internal ID: f5ea7d8c-60ec-4265-8da3-76f9cc933214
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-methyl-5-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]cyclohexa-3,5-diene-1,2-dione
• SMILES (Canonical): CC1=CC(=CC(=O)C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
• SMILES (Isomeric): CC1=CC(=CC(=O)C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C
• InChI: InChI=1S/C27H44O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-15-23(5)16-17-25-18-24(6)27(29)26(28)19-25/h16,18-22H,7-15,17H2,1-6H3/b23-16+/t21-,22-/m1/s1
• InChI Key: RJMRCKORVKYBGR-UOFXASEASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₂
• Molecular Weight: 400.60 g/mol
• Exact Mass: 400.334130642 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 7.79
• H-Bond Acceptor: 2
• 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	+	0.9952	99.52%
Caco-2	+	0.6592	65.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7428	74.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9509	95.09%
P-glycoprotein inhibitior	+	0.6014	60.14%
P-glycoprotein substrate	-	0.5338	53.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7627	76.27%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.9328	93.28%
CYP2C9 inhibition	-	0.7213	72.13%
CYP2C19 inhibition	-	0.6833	68.33%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.6040	60.40%
CYP2C8 inhibition	-	0.9559	95.59%
CYP inhibitory promiscuity	-	0.7588	75.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9100	91.00%
Eye irritation	-	0.8535	85.35%
Skin irritation	+	0.5722	57.22%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7871	78.71%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	+	0.8366	83.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5719	57.19%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7539	75.39%
Acute Oral Toxicity (c)	III	0.7030	70.30%
Estrogen receptor binding	+	0.6355	63.55%
Androgen receptor binding	-	0.5568	55.68%
Thyroid receptor binding	+	0.6191	61.91%
Glucocorticoid receptor binding	-	0.4870	48.70%
Aromatase binding	+	0.5211	52.11%
PPAR gamma	+	0.6777	67.77%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.17%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	91.44%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.74%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.73%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.13%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.60%	93.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.48%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.37%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.02%	97.21%

Plants that contains it

• Calendula officinalis

Cross-Links

• PubChem: 129669617
• LOTUS: LTS0223528
• wikiData: Q105237585