Akolactone B

Details

• Internal ID: 93d9b896-db63-4c68-9977-ecc34b3646ac
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-methyl-4-[(1E,11E)-tetradeca-1,11,13-trienyl]-2H-furan-5-one
• SMILES (Canonical): CC1C=C(C(=O)O1)C=CCCCCCCCCC=CC=C
• SMILES (Isomeric): C[C@H]1C=C(C(=O)O1)/C=C/CCCCCCCC/C=C/C=C
• InChI: InChI=1S/C19H28O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16-17(2)21-19(18)20/h3-5,14-17H,1,6-13H2,2H3/b5-4+,15-14+/t17-/m0/s1
• InChI Key: CKNMIUIXUQWTEQ-CFMQPCBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• CHEMBL455498

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.5998	59.98%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6008	60.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5566	55.66%
P-glycoprotein inhibitior	-	0.7112	71.12%
P-glycoprotein substrate	-	0.8843	88.43%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	0.6247	62.47%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.8660	86.60%
CYP2C9 inhibition	-	0.8921	89.21%
CYP2C19 inhibition	-	0.6231	62.31%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.5903	59.03%
CYP2C8 inhibition	-	0.9060	90.60%
CYP inhibitory promiscuity	-	0.5606	56.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5699	56.99%
Eye corrosion	+	0.5466	54.66%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6273	62.73%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7369	73.69%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5668	56.68%
skin sensitisation	+	0.5681	56.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5909	59.09%
Acute Oral Toxicity (c)	III	0.8198	81.98%
Estrogen receptor binding	+	0.6800	68.00%
Androgen receptor binding	-	0.7471	74.71%
Thyroid receptor binding	+	0.5494	54.94%
Glucocorticoid receptor binding	+	0.6573	65.73%
Aromatase binding	-	0.5329	53.29%
PPAR gamma	+	0.5206	52.06%
Honey bee toxicity	-	0.7182	71.82%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9540	95.40%

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	91.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.87%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.84%	96.09%

Plants that contains it

• Litsea akoensis
• Litsea japonica

Cross-Links

• PubChem: 44566941
• LOTUS: LTS0272309
• wikiData: Q104962576