17-Acetoxythymifodioic acid

Details

• Internal ID: 7a0e87eb-e0d2-4065-ace8-a2498e8a89d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E,6E)-2-[(Z)-5-acetyloxy-4-methylpent-3-enyl]-6-[3-(furan-3-yl)propylidene]hept-2-enedioic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC1=COC=C1)C(=O)O)C(=O)O)COC(=O)C
• SMILES (Isomeric): C/C(=C/CC/C(=C\CC/C(=C\CCC1=COC=C1)/C(=O)O)/C(=O)O)/COC(=O)C
• InChI: InChI=1S/C22H28O7/c1-16(14-29-17(2)23)6-3-8-19(21(24)25)10-5-11-20(22(26)27)9-4-7-18-12-13-28-15-18/h6,9-10,12-13,15H,3-5,7-8,11,14H2,1-2H3,(H,24,25)(H,26,27)/b16-6-,19-10+,20-9+
• InChI Key: HZACVSICXUMUFW-PNRYRWEJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₇
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.18350323 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.8344	83.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7994	79.94%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.7641	76.41%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7070	70.70%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	+	0.5934	59.34%
P-glycoprotein substrate	-	0.8512	85.12%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.9054	90.54%
CYP3A4 inhibition	-	0.5478	54.78%
CYP2C9 inhibition	-	0.6577	65.77%
CYP2C19 inhibition	-	0.7794	77.94%
CYP2D6 inhibition	-	0.8472	84.72%
CYP1A2 inhibition	+	0.5108	51.08%
CYP2C8 inhibition	+	0.4683	46.83%
CYP inhibitory promiscuity	-	0.6703	67.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.6524	65.24%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.8694	86.94%
Skin irritation	-	0.7597	75.97%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4139	41.39%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7559	75.59%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5121	51.21%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.7118	71.18%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	-	0.4874	48.74%
Thyroid receptor binding	-	0.5909	59.09%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	+	0.6443	64.43%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.44%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.81%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.91%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.72%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	82.86%	92.51%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.98%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.58%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.77%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.55%	92.08%

Plants that contains it

• Baccharis thymifolia

Cross-Links

• PubChem: 163184457
• LOTUS: LTS0139629
• wikiData: Q105035559