Honaucin A

Details

• Internal ID: deb3ac46-6c17-43ba-b833-cb49bd99280e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S)-5-oxooxolan-3-yl] (E)-4-chlorobut-2-enoate
• SMILES (Canonical): C1C(COC1=O)OC(=O)C=CCCl
• SMILES (Isomeric): C1[C@@H](COC1=O)OC(=O)/C=C/CCl
• InChI: InChI=1S/C8H9ClO4/c9-3-1-2-7(10)13-6-4-8(11)12-5-6/h1-2,6H,3-5H2/b2-1+/t6-/m0/s1
• InChI Key: UINAZEUJWWJECT-IPWVHJGXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉ClO₄
• Molecular Weight: 204.61 g/mol
• Exact Mass: 204.0189365 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL4171732
• SCHEMBL15746163
• DTXSID701334693
• CCG-257545
• (s)-3-(4-chlorocrotonyloxy)-gamma-butyrolactone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.4943	49.43%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7817	78.17%
P-glycoprotein inhibitior	-	0.9697	96.97%
P-glycoprotein substrate	-	0.9236	92.36%
CYP3A4 substrate	-	0.5512	55.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.8262	82.62%
CYP2C19 inhibition	-	0.5338	53.38%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	-	0.6855	68.55%
CYP2C8 inhibition	-	0.8770	87.70%
CYP inhibitory promiscuity	-	0.6982	69.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7965	79.65%
Carcinogenicity (trinary)	Danger	0.4823	48.23%
Eye corrosion	-	0.5750	57.50%
Eye irritation	+	0.9726	97.26%
Skin irritation	-	0.6229	62.29%
Skin corrosion	+	0.6450	64.50%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8238	82.38%
Micronuclear	-	0.7126	71.26%
Hepatotoxicity	+	0.5181	51.81%
skin sensitisation	-	0.7196	71.96%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4781	47.81%
Acute Oral Toxicity (c)	III	0.5587	55.87%
Estrogen receptor binding	-	0.7968	79.68%
Androgen receptor binding	-	0.8778	87.78%
Thyroid receptor binding	-	0.9001	90.01%
Glucocorticoid receptor binding	-	0.5386	53.86%
Aromatase binding	-	0.6537	65.37%
PPAR gamma	-	0.6056	60.56%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7989	79.89%

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	94.98%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.30%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.75%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.63%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.69%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54759250
• LOTUS: LTS0177472
• wikiData: Q104203036