2,3-Dehydroillifunone

Details

• Internal ID: 570aa276-7e17-4328-8c9d-5b27cac17b68
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (2R,3aR)-3a-hydroxy-2-(2-hydroxypropan-2-yl)-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one
• SMILES (Canonical): CC(C)(C1CC2(C=C(C(=O)C=C2O1)CC=C)O)O
• SMILES (Isomeric): CC(C)([C@H]1C[C@]2(C=C(C(=O)C=C2O1)CC=C)O)O
• InChI: InChI=1S/C14H18O4/c1-4-5-9-7-14(17)8-12(13(2,3)16)18-11(14)6-10(9)15/h4,6-7,12,16-17H,1,5,8H2,2-3H3/t12-,14+/m1/s1
• InChI Key: WCLMJRDKWOPYPI-OCCSQVGLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL565015

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.5227	52.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7288	72.88%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8961	89.61%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9003	90.03%
P-glycoprotein inhibitior	-	0.9033	90.33%
P-glycoprotein substrate	-	0.8313	83.13%
CYP3A4 substrate	+	0.5497	54.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.8810	88.10%
CYP2C9 inhibition	-	0.8223	82.23%
CYP2C19 inhibition	-	0.7431	74.31%
CYP2D6 inhibition	-	0.8799	87.99%
CYP1A2 inhibition	-	0.8018	80.18%
CYP2C8 inhibition	-	0.8569	85.69%
CYP inhibitory promiscuity	-	0.7236	72.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5690	56.90%
Eye corrosion	-	0.9811	98.11%
Eye irritation	+	0.5259	52.59%
Skin irritation	-	0.5669	56.69%
Skin corrosion	-	0.8842	88.42%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7398	73.98%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	-	0.6578	65.78%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5825	58.25%
Acute Oral Toxicity (c)	I	0.3377	33.77%
Estrogen receptor binding	+	0.5588	55.88%
Androgen receptor binding	-	0.6192	61.92%
Thyroid receptor binding	-	0.5088	50.88%
Glucocorticoid receptor binding	-	0.6420	64.20%
Aromatase binding	-	0.6113	61.13%
PPAR gamma	+	0.5454	54.54%
Honey bee toxicity	-	0.7820	78.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9554	95.54%

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	95.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.93%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.50%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.44%	94.45%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.00%	80.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.30%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.45%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.39%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.23%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.18%	89.34%

Plants that contains it

• Illicium parvifolium subsp. oligandrum

Cross-Links

• PubChem: 45267410
• LOTUS: LTS0147819
• wikiData: Q105301862