4,6,7,9-Tetraacetyloxy-5-hydroxy-8-oxododec-2-enoic acid

Details

• Internal ID: 78db18c9-2b27-4bfb-8b66-25134e54705f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: 4,6,7,9-tetraacetyloxy-5-hydroxy-8-oxododec-2-enoic acid
• SMILES (Canonical): CCCC(C(=O)C(C(C(C(C=CC(=O)O)OC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCCC(C(=O)C(C(C(C(C=CC(=O)O)OC(=O)C)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H28O12/c1-6-7-14(29-10(2)21)17(27)19(31-12(4)23)20(32-13(5)24)18(28)15(30-11(3)22)8-9-16(25)26/h8-9,14-15,18-20,28H,6-7H2,1-5H3,(H,25,26)
• InChI Key: VMXYLMGDDIKJPC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₂
• Molecular Weight: 460.40 g/mol
• Exact Mass: 460.15807632 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 11
• 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	+	0.8876	88.76%
Caco-2	-	0.7066	70.66%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6633	66.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7429	74.29%
P-glycoprotein inhibitior	+	0.7087	70.87%
P-glycoprotein substrate	-	0.7303	73.03%
CYP3A4 substrate	+	0.5376	53.76%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.7985	79.85%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.8760	87.60%
CYP2D6 inhibition	-	0.9303	93.03%
CYP1A2 inhibition	-	0.8573	85.73%
CYP2C8 inhibition	-	0.7318	73.18%
CYP inhibitory promiscuity	-	0.9180	91.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6181	61.81%
Carcinogenicity (trinary)	Non-required	0.6329	63.29%
Eye corrosion	-	0.7072	70.72%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.8907	89.07%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7470	74.70%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6019	60.19%
skin sensitisation	-	0.7028	70.28%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.9111	91.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6049	60.49%
Acute Oral Toxicity (c)	III	0.8317	83.17%
Estrogen receptor binding	+	0.7597	75.97%
Androgen receptor binding	-	0.5842	58.42%
Thyroid receptor binding	-	0.5485	54.85%
Glucocorticoid receptor binding	+	0.6949	69.49%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	+	0.5421	54.21%
Honey bee toxicity	-	0.7288	72.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7436	74.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.57%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.44%	93.56%

Plants that contains it

• Aeollanthus parvifolius

Cross-Links

• PubChem: 162994179
• LOTUS: LTS0253393
• wikiData: Q105289379