Chojalactone A

Details

• Internal ID: 647d0a0a-8692-450f-8b90-53c1cb48c8b0
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,4S)-3-hydroxy-4-methyl-3-[(2E,4E,6E)-octa-2,4,6-trienoyl]oxolan-2-one
• SMILES (Canonical): CC=CC=CC=CC(=O)C1(C(COC1=O)C)O
• SMILES (Isomeric): C/C=C/C=C/C=C/C(=O)[C@@]1([C@H](COC1=O)C)O
• InChI: InChI=1S/C13H16O4/c1-3-4-5-6-7-8-11(14)13(16)10(2)9-17-12(13)15/h3-8,10,16H,9H2,1-2H3/b4-3+,6-5+,8-7+/t10-,13+/m0/s1
• InChI Key: RWASPUYSBCKZER-HHGKQKDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9030	90.30%
Caco-2	+	0.5531	55.31%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7868	78.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7136	71.36%
P-glycoprotein inhibitior	-	0.9656	96.56%
P-glycoprotein substrate	-	0.8838	88.38%
CYP3A4 substrate	-	0.5184	51.84%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.9110	91.10%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.8920	89.20%
CYP2C19 inhibition	-	0.9311	93.11%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.8808	88.08%
CYP2C8 inhibition	-	0.9468	94.68%
CYP inhibitory promiscuity	-	0.9536	95.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9071	90.71%
Carcinogenicity (trinary)	Non-required	0.5649	56.49%
Eye corrosion	-	0.9200	92.00%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.6530	65.30%
Skin corrosion	-	0.8199	81.99%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8626	86.26%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5947	59.47%
skin sensitisation	-	0.7702	77.02%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	-	0.5110	51.10%
Androgen receptor binding	-	0.6713	67.13%
Thyroid receptor binding	-	0.7404	74.04%
Glucocorticoid receptor binding	-	0.4844	48.44%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6705	67.05%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8707	87.07%

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	94.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.65%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.82%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.71%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.55%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.08%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122219530
• LOTUS: LTS0052998
• wikiData: Q77385211