[(3S)-2-(2,3-dihydroxy-4-methylphenyl)-6-methylhepta-1,5-dien-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 7e61fa2c-7e46-4ebb-a21c-3c00badf4d3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3S)-2-(2,3-dihydroxy-4-methylphenyl)-6-methylhepta-1,5-dien-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC(CC=C(C)C)C(=C)C1=C(C(=C(C=C1)C)O)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H](CC=C(C)C)C(=C)C1=C(C(=C(C=C1)C)O)O
• InChI: InChI=1S/C20H26O4/c1-7-13(4)20(23)24-17(11-8-12(2)3)15(6)16-10-9-14(5)18(21)19(16)22/h7-10,17,21-22H,6,11H2,1-5H3/b13-7-/t17-/m0/s1
• InChI Key: SCWFHGJMMYKSLU-FUIJVIPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 4
• 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	+	0.9853	98.53%
Caco-2	+	0.6917	69.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.7232	72.32%
OATP1B1 inhibitior	+	0.9066	90.66%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6403	64.03%
P-glycoprotein inhibitior	-	0.6883	68.83%
P-glycoprotein substrate	-	0.8298	82.98%
CYP3A4 substrate	+	0.5271	52.71%
CYP2C9 substrate	-	0.5802	58.02%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.7496	74.96%
CYP2C9 inhibition	-	0.5750	57.50%
CYP2C19 inhibition	+	0.5478	54.78%
CYP2D6 inhibition	-	0.7586	75.86%
CYP1A2 inhibition	-	0.5093	50.93%
CYP2C8 inhibition	-	0.6381	63.81%
CYP inhibitory promiscuity	-	0.6945	69.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7984	79.84%
Carcinogenicity (trinary)	Non-required	0.7174	71.74%
Eye corrosion	-	0.9723	97.23%
Eye irritation	+	0.5727	57.27%
Skin irritation	-	0.6861	68.61%
Skin corrosion	-	0.9223	92.23%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4018	40.18%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5939	59.39%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.6171	61.71%
Estrogen receptor binding	+	0.5359	53.59%
Androgen receptor binding	+	0.6173	61.73%
Thyroid receptor binding	+	0.6542	65.42%
Glucocorticoid receptor binding	-	0.5077	50.77%
Aromatase binding	+	0.5555	55.55%
PPAR gamma	+	0.7498	74.98%
Honey bee toxicity	-	0.7977	79.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.18%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.22%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.15%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.05%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.00%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.29%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.71%	91.24%

Plants that contains it

• Ligularia altaica

Cross-Links

• PubChem: 163017845
• LOTUS: LTS0246819
• wikiData: Q105250457