(6-Hydroxy-2,6,10-trimethyldodeca-2,7,9,11-tetraen-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: a9489f8f-9c5f-4e71-830b-6b27afcc2a9c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6-hydroxy-2,6,10-trimethyldodeca-2,7,9,11-tetraen-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(CC(C)(C=CC=C(C)C=C)O)C=C(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC(CC(C)(C=CC=C(C)C=C)O)C=C(C)C
• InChI: InChI=1S/C20H30O3/c1-8-16(5)11-10-12-20(7,22)14-18(13-15(3)4)23-19(21)17(6)9-2/h8-13,18,22H,1,14H2,2-7H3
• InChI Key: DVOGANCJBAEQAP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.7363	73.63%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6784	67.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8152	81.52%
P-glycoprotein inhibitior	-	0.6497	64.97%
P-glycoprotein substrate	-	0.8058	80.58%
CYP3A4 substrate	+	0.5856	58.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.7602	76.02%
CYP2C9 inhibition	-	0.8099	80.99%
CYP2C19 inhibition	-	0.7368	73.68%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	-	0.7367	73.67%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5785	57.85%
Carcinogenicity (trinary)	Non-required	0.5208	52.08%
Eye corrosion	-	0.6075	60.75%
Eye irritation	-	0.8299	82.99%
Skin irritation	+	0.7168	71.68%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.5182	51.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.8188	81.88%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5525	55.25%
skin sensitisation	+	0.8790	87.90%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.8865	88.65%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.5112	51.12%
Acute Oral Toxicity (c)	III	0.5263	52.63%
Estrogen receptor binding	+	0.5425	54.25%
Androgen receptor binding	-	0.7599	75.99%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	-	0.5716	57.16%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.5238	52.38%
Honey bee toxicity	-	0.6778	67.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8564	85.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.70%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.68%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.77%	97.21%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.06%	90.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.50%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.80%	91.07%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.53%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.37%	93.56%

Plants that contains it

• Ageratum fastigiatum

Cross-Links

• PubChem: 162972710
• LOTUS: LTS0051189
• wikiData: Q104990257