[2-Hydroxy-6-methyl-3-(6-methylhept-5-en-2-yl)phenyl] 3-methylbut-2-enoate

Details

• Internal ID: 809d57db-9f42-4fff-8152-2fdfcfe98563
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [2-hydroxy-6-methyl-3-(6-methylhept-5-en-2-yl)phenyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC1=C(C(=C(C=C1)C(C)CCC=C(C)C)O)OC(=O)C=C(C)C
• SMILES (Isomeric): CC1=C(C(=C(C=C1)C(C)CCC=C(C)C)O)OC(=O)C=C(C)C
• InChI: InChI=1S/C20H28O3/c1-13(2)8-7-9-15(5)17-11-10-16(6)20(19(17)22)23-18(21)12-14(3)4/h8,10-12,15,22H,7,9H2,1-6H3
• InChI Key: QAVBSJZOLIVQMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8909	89.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8525	85.25%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7647	76.47%
P-glycoprotein inhibitior	-	0.5820	58.20%
P-glycoprotein substrate	-	0.7965	79.65%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	+	0.6409	64.09%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	+	0.6389	63.89%
CYP2C19 inhibition	+	0.6000	60.00%
CYP2D6 inhibition	-	0.7172	71.72%
CYP1A2 inhibition	+	0.7088	70.88%
CYP2C8 inhibition	-	0.8494	84.94%
CYP inhibitory promiscuity	+	0.5560	55.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7120	71.20%
Carcinogenicity (trinary)	Non-required	0.6153	61.53%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.7733	77.33%
Skin irritation	-	0.5595	55.95%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7171	71.71%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5974	59.74%
skin sensitisation	+	0.5111	51.11%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7026	70.26%
Acute Oral Toxicity (c)	III	0.8066	80.66%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	-	0.5712	57.12%
Thyroid receptor binding	+	0.6210	62.10%
Glucocorticoid receptor binding	+	0.6858	68.58%
Aromatase binding	-	0.5467	54.67%
PPAR gamma	+	0.8457	84.57%
Honey bee toxicity	-	0.9060	90.60%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.86%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.53%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.00%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.25%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.63%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.46%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.09%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.14%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.55%	86.33%

Plants that contains it

• Rutidosis murchisonii

Cross-Links

• PubChem: 163018375
• LOTUS: LTS0263667
• wikiData: Q105217631