Methyl 2,5-dihydroxy-4-(6-methyl-4-oxoheptan-2-yl)benzoate

Details

• Internal ID: 3ee3c2c2-6995-471a-8f66-3a5964d3fc89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2,5-dihydroxy-4-(6-methyl-4-oxoheptan-2-yl)benzoate
• SMILES (Canonical): CC(C)CC(=O)CC(C)C1=CC(=C(C=C1O)C(=O)OC)O
• SMILES (Isomeric): CC(C)CC(=O)CC(C)C1=CC(=C(C=C1O)C(=O)OC)O
• InChI: InChI=1S/C16H22O5/c1-9(2)5-11(17)6-10(3)12-7-15(19)13(8-14(12)18)16(20)21-4/h7-10,18-19H,5-6H2,1-4H3
• InChI Key: SVYGEXBYZBSPNY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	+	0.6908	69.08%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9073	90.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.8931	89.31%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8112	81.12%
P-glycoprotein inhibitior	-	0.9329	93.29%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	-	0.5678	56.78%
CYP2C9 substrate	+	0.6027	60.27%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.8343	83.43%
CYP2C9 inhibition	-	0.6271	62.71%
CYP2C19 inhibition	-	0.6636	66.36%
CYP2D6 inhibition	-	0.7673	76.73%
CYP1A2 inhibition	-	0.6078	60.78%
CYP2C8 inhibition	-	0.8861	88.61%
CYP inhibitory promiscuity	-	0.8659	86.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6463	64.63%
Carcinogenicity (trinary)	Non-required	0.6911	69.11%
Eye corrosion	-	0.9579	95.79%
Eye irritation	+	0.6577	65.77%
Skin irritation	-	0.8870	88.70%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4680	46.80%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5248	52.48%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5591	55.91%
Acute Oral Toxicity (c)	III	0.4338	43.38%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7744	77.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7359	73.59%
Aromatase binding	-	0.5180	51.80%
PPAR gamma	-	0.5051	50.51%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	97.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.08%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.49%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.22%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.38%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.16%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.70%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.60%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	83.58%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.82%	97.21%

Plants that contains it

• Abies sachalinensis

Cross-Links

• PubChem: 162867881
• LOTUS: LTS0244206
• wikiData: Q105262533