(E,6E)-2-(4-methylpent-3-enyl)-6-[3-(5-oxo-2H-furan-4-yl)propylidene]hept-2-enedioic acid

Details

• Internal ID: b8dfd56e-3b49-417f-91e9-2dd61bfe475a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (E,6E)-2-(4-methylpent-3-enyl)-6-[3-(5-oxo-2H-furan-4-yl)propylidene]hept-2-enedioic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC1=CCOC1=O)C(=O)O)C(=O)O)C
• SMILES (Isomeric): CC(=CCC/C(=C\CC/C(=C\CCC1=CCOC1=O)/C(=O)O)/C(=O)O)C
• InChI: InChI=1S/C20H26O6/c1-14(2)6-3-7-15(18(21)22)8-4-9-16(19(23)24)10-5-11-17-12-13-26-20(17)25/h6,8,10,12H,3-5,7,9,11,13H2,1-2H3,(H,21,22)(H,23,24)/b15-8+,16-10+
• InChI Key: PNULYALODGNHHJ-FAYHMPLTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9493	94.93%
Caco-2	-	0.7965	79.65%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8428	84.28%
OATP2B1 inhibitior	-	0.7146	71.46%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5430	54.30%
BSEP inhibitior	+	0.8269	82.69%
P-glycoprotein inhibitior	-	0.6801	68.01%
P-glycoprotein substrate	-	0.9048	90.48%
CYP3A4 substrate	-	0.5512	55.12%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.9186	91.86%
CYP3A4 inhibition	-	0.8147	81.47%
CYP2C9 inhibition	-	0.7618	76.18%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.8299	82.99%
CYP1A2 inhibition	-	0.6522	65.22%
CYP2C8 inhibition	-	0.9376	93.76%
CYP inhibitory promiscuity	-	0.8887	88.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.7166	71.66%
Eye corrosion	-	0.9565	95.65%
Eye irritation	-	0.6023	60.23%
Skin irritation	-	0.6712	67.12%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6464	64.64%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7806	78.06%
skin sensitisation	-	0.7632	76.32%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.6062	60.62%
Androgen receptor binding	-	0.6122	61.22%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	-	0.5883	58.83%
Aromatase binding	-	0.6399	63.99%
PPAR gamma	+	0.6775	67.75%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9942	99.42%

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	96.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.88%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.05%	99.17%

Plants that contains it

• Baccharis thymifolia

Cross-Links

• PubChem: 24799148
• LOTUS: LTS0103621
• wikiData: Q105212199