Honaucin B

Details

• Internal ID: 694fc4d6-73b4-4a2c-85ea-498db553bc7b
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: ethyl (3S)-4-[(E)-4-chlorobut-2-enoyl]oxy-3-hydroxybutanoate
• SMILES (Canonical): CCOC(=O)CC(COC(=O)C=CCCl)O
• SMILES (Isomeric): CCOC(=O)C[C@@H](COC(=O)/C=C/CCl)O
• InChI: InChI=1S/C10H15ClO5/c1-2-15-10(14)6-8(12)7-16-9(13)4-3-5-11/h3-4,8,12H,2,5-7H2,1H3/b4-3+/t8-/m0/s1
• InChI Key: YQZICEWUDHFMQN-RTMURIBGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₅ClO₅
• Molecular Weight: 250.67 g/mol
• Exact Mass: 250.0608013 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• SCHEMBL16512641
• DTXSID501334011

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9541	95.41%
Caco-2	+	0.7535	75.35%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6857	68.57%
P-glycoprotein inhibitior	-	0.9327	93.27%
P-glycoprotein substrate	-	0.9467	94.67%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.8568	85.68%
CYP2C9 inhibition	-	0.8543	85.43%
CYP2C19 inhibition	-	0.7767	77.67%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.8570	85.70%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6295	62.95%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	+	0.4802	48.02%
Eye irritation	-	0.6246	62.46%
Skin irritation	+	0.5450	54.50%
Skin corrosion	+	0.7244	72.44%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6240	62.40%
Micronuclear	-	0.7226	72.26%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5671	56.71%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.6558	65.58%
Acute Oral Toxicity (c)	II	0.5817	58.17%
Estrogen receptor binding	-	0.5537	55.37%
Androgen receptor binding	-	0.8670	86.70%
Thyroid receptor binding	-	0.7173	71.73%
Glucocorticoid receptor binding	-	0.4640	46.40%
Aromatase binding	-	0.8078	80.78%
PPAR gamma	-	0.6298	62.98%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7642	76.42%

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	93.92%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.49%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.31%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.65%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	87.91%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.51%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.45%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.09%	97.29%
CHEMBL230	P35354	Cyclooxygenase-2	84.06%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL2664	P23526	Adenosylhomocysteinase	81.21%	86.67%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.48%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.45%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71744718
• LOTUS: LTS0168684
• wikiData: Q104203041