illifunone C

Details

• Internal ID: 34de3c3f-e676-4191-bd13-6173e5a45a91
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2R,3aS,5R)-3a-hydroxy-2-(2-hydroxypropan-2-yl)-5-prop-2-enyl-2,3,4,5-tetrahydro-1-benzofuran-6-one
• SMILES (Canonical): CC(C)(C1CC2(CC(C(=O)C=C2O1)CC=C)O)O
• SMILES (Isomeric): CC(C)([C@H]1C[C@]2(C[C@H](C(=O)C=C2O1)CC=C)O)O
• InChI: InChI=1S/C14H20O4/c1-4-5-9-7-14(17)8-12(13(2,3)16)18-11(14)6-10(9)15/h4,6,9,12,16-17H,1,5,7-8H2,2-3H3/t9-,12-,14+/m1/s1
• InChI Key: WTNZYSLGDGRFTH-IUPBHXKESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31 g/mol
• Exact Mass: 252.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL559236

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.6051	60.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7199	71.99%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9297	92.97%
P-glycoprotein inhibitior	-	0.9014	90.14%
P-glycoprotein substrate	-	0.8421	84.21%
CYP3A4 substrate	+	0.5379	53.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.8807	88.07%
CYP2C9 inhibition	-	0.8674	86.74%
CYP2C19 inhibition	-	0.7834	78.34%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.8111	81.11%
CYP2C8 inhibition	-	0.8696	86.96%
CYP inhibitory promiscuity	-	0.7856	78.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.7459	74.59%
Skin irritation	-	0.5735	57.35%
Skin corrosion	-	0.8705	87.05%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7557	75.57%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5586	55.86%
skin sensitisation	-	0.6686	66.86%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5739	57.39%
Acute Oral Toxicity (c)	III	0.3475	34.75%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	-	0.6577	65.77%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6230	62.30%
Aromatase binding	-	0.6487	64.87%
PPAR gamma	-	0.5056	50.56%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9501	95.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.53%	89.34%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.71%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.10%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.56%	98.00%

Plants that contains it

• Illicium arborescens
• Illicium majus
• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 15700250
• LOTUS: LTS0055987
• wikiData: Q104397896