[2-(3,7-Dimethylocta-2,6-dienyl)-3,5-dihydroxy-6-(3-methylbut-2-enyl)phenyl] acetate

Details

• Internal ID: 2b29b0f4-0a94-44f2-93c4-e9f9075f35a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [2-(3,7-dimethylocta-2,6-dienyl)-3,5-dihydroxy-6-(3-methylbut-2-enyl)phenyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=C(C(=C1OC(=O)C)CC=C(C)C)O)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=C(C=C(C(=C1OC(=O)C)CC=C(C)C)O)O)C)C
• InChI: InChI=1S/C23H32O4/c1-15(2)8-7-9-17(5)11-13-20-22(26)14-21(25)19(12-10-16(3)4)23(20)27-18(6)24/h8,10-11,14,25-26H,7,9,12-13H2,1-6H3
• InChI Key: ADBQRDHBBYFMGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 5.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.5252	52.52%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8702	87.02%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.8567	85.67%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5529	55.29%
P-glycoprotein inhibitior	-	0.4451	44.51%
P-glycoprotein substrate	-	0.9298	92.98%
CYP3A4 substrate	-	0.5454	54.54%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	+	0.5165	51.65%
CYP2C9 inhibition	+	0.6868	68.68%
CYP2C19 inhibition	+	0.7333	73.33%
CYP2D6 inhibition	-	0.8125	81.25%
CYP1A2 inhibition	+	0.7102	71.02%
CYP2C8 inhibition	-	0.8332	83.32%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8005	80.05%
Carcinogenicity (trinary)	Non-required	0.7347	73.47%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.5255	52.55%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6666	66.66%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5403	54.03%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6862	68.62%
Acute Oral Toxicity (c)	III	0.4809	48.09%
Estrogen receptor binding	+	0.8682	86.82%
Androgen receptor binding	+	0.6689	66.89%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.7663	76.63%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.9062	90.62%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.70%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.57%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.84%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.22%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.69%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.66%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.33%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.89%	86.33%

Plants that contains it

• Bosistoa pentacocca

Cross-Links

• PubChem: 162873733
• LOTUS: LTS0052863
• wikiData: Q104909457