4-(3,7-Dimethylocta-2,6-dienyl)-5-methyl-2-(3-methylbut-2-enyl)benzene-1,3-diol

Details

• Internal ID: 0669471d-5452-406e-87a5-46a4415eae69
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(3,7-dimethylocta-2,6-dienyl)-5-methyl-2-(3-methylbut-2-enyl)benzene-1,3-diol
• SMILES (Canonical): CC1=CC(=C(C(=C1CC=C(C)CCC=C(C)C)O)CC=C(C)C)O
• SMILES (Isomeric): CC1=CC(=C(C(=C1CC=C(C)CCC=C(C)C)O)CC=C(C)C)O
• InChI: InChI=1S/C22H32O2/c1-15(2)8-7-9-17(5)11-13-19-18(6)14-21(23)20(22(19)24)12-10-16(3)4/h8,10-11,14,23-24H,7,9,12-13H2,1-6H3
• InChI Key: PPRBUIHMPCALQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7580	75.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7293	72.93%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6679	66.79%
P-glycoprotein inhibitior	-	0.6030	60.30%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	-	0.5729	57.29%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	+	0.3876	38.76%
CYP3A4 inhibition	+	0.6702	67.02%
CYP2C9 inhibition	+	0.5476	54.76%
CYP2C19 inhibition	+	0.5851	58.51%
CYP2D6 inhibition	-	0.8163	81.63%
CYP1A2 inhibition	+	0.8349	83.49%
CYP2C8 inhibition	-	0.8216	82.16%
CYP inhibitory promiscuity	+	0.7659	76.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7739	77.39%
Carcinogenicity (trinary)	Non-required	0.7074	70.74%
Eye corrosion	-	0.9205	92.05%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.7970	79.70%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7961	79.61%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	+	0.7763	77.63%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8947	89.47%
Acute Oral Toxicity (c)	III	0.7001	70.01%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	+	0.6484	64.84%
Glucocorticoid receptor binding	+	0.6886	68.86%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.9202	92.02%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	98.09%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.66%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.37%	91.49%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.27%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.97%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.09%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.08%	99.15%
CHEMBL4208	P20618	Proteasome component C5	82.71%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.04%	86.33%

Plants that contains it

• Peperomia oreophila

Cross-Links

• PubChem: 162899725
• LOTUS: LTS0202180
• wikiData: Q105213012