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

Details

• Internal ID: e3cf9bdf-b548-4923-b3c8-aaf6d3eeb2a9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-(4-methylpent-3-enyl)-6-[3-(5-oxo-2H-furan-3-yl)propylidene]hept-2-enedioic acid
• InChI: InChI=1S/C20H26O6/c1-14(2)6-3-8-16(19(22)23)10-5-11-17(20(24)25)9-4-7-15-12-18(21)26-13-15/h6,9-10,12H,3-5,7-8,11,13H2,1-2H3,(H,22,23)(H,24,25)
• InChI Key: OOEGASWQMOHZOT-UHFFFAOYSA-N
• Popularity: 0 references 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: 3.10
• 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	+	0.9550	95.50%
Caco-2	-	0.7553	75.53%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8177	81.77%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5180	51.80%
BSEP inhibitior	+	0.8827	88.27%
P-glycoprotein inhibitior	-	0.6187	61.87%
P-glycoprotein substrate	-	0.8685	86.85%
CYP3A4 substrate	-	0.5389	53.89%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.9186	91.86%
CYP3A4 inhibition	-	0.8031	80.31%
CYP2C9 inhibition	-	0.7454	74.54%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.8270	82.70%
CYP1A2 inhibition	-	0.6812	68.12%
CYP2C8 inhibition	-	0.9137	91.37%
CYP inhibitory promiscuity	-	0.9038	90.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.7204	72.04%
Eye corrosion	-	0.9332	93.32%
Eye irritation	-	0.6252	62.52%
Skin irritation	-	0.7076	70.76%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6658	66.58%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7557	75.57%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5728	57.28%
Acute Oral Toxicity (c)	III	0.6566	65.66%
Estrogen receptor binding	+	0.5635	56.35%
Androgen receptor binding	-	0.5418	54.18%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	-	0.5845	58.45%
Aromatase binding	-	0.6036	60.36%
PPAR gamma	+	0.7637	76.37%
Honey bee toxicity	-	0.9059	90.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	97.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.34%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.82%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.26%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.04%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.97%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.51%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73197365
• LOTUS: LTS0005250
• wikiData: Q105195323