(Z,3R,6R)-6-[[4-[(E)-but-1-enyl]-2,5-dioxofuran-3-yl]methyl]oct-4-ene-1,3,4-tricarboxylic acid

Details

• Internal ID: c55b4d5c-83b3-4700-847b-9d1d4d168cba
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: (Z,3R,6R)-6-[[4-[(E)-but-1-enyl]-2,5-dioxofuran-3-yl]methyl]oct-4-ene-1,3,4-tricarboxylic acid
• InChI: InChI=1S/C20H24O9/c1-3-5-6-13-15(20(28)29-19(13)27)10-11(4-2)9-14(18(25)26)12(17(23)24)7-8-16(21)22/h5-6,9,11-12H,3-4,7-8,10H2,1-2H3,(H,21,22)(H,23,24)(H,25,26)/b6-5+,14-9-/t11-,12+/m0/s1
• InChI Key: IRKXZIBEKDUKQO-AHBBVIJESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₉
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.14203234 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.8222	82.22%
Blood Brain Barrier	+	0.5855	58.55%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7027	70.27%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.7623	76.23%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8070	80.70%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	-	0.7298	72.98%
P-glycoprotein substrate	-	0.7864	78.64%
CYP3A4 substrate	+	0.5237	52.37%
CYP2C9 substrate	+	0.6065	60.65%
CYP2D6 substrate	-	0.9012	90.12%
CYP3A4 inhibition	-	0.8250	82.50%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.8356	83.56%
CYP2C8 inhibition	-	0.7038	70.38%
CYP inhibitory promiscuity	-	0.9211	92.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8825	88.25%
Carcinogenicity (trinary)	Non-required	0.6432	64.32%
Eye corrosion	-	0.9441	94.41%
Eye irritation	-	0.8591	85.91%
Skin irritation	-	0.5772	57.72%
Skin corrosion	-	0.6876	68.76%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6838	68.38%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8166	81.66%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	-	0.6233	62.33%
Thyroid receptor binding	-	0.6187	61.87%
Glucocorticoid receptor binding	+	0.7939	79.39%
Aromatase binding	-	0.6155	61.55%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.9128	91.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9107	91.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.73%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.31%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.46%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.35%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	82.74%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.29%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.44%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.26%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	80.43%	94.73%

Plants that contains it

• Picea rubens

Cross-Links

• PubChem: 162983859
• LOTUS: LTS0062779
• wikiData: Q105118925