Asperfuranone B

Details

• Internal ID: dbc680cd-f401-487d-a677-67be2caf055e
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: (5R)-5-[(1E,3E)-hexa-1,3-dienyl]-2,5-dimethyl-4-oxofuran-3-carboxylic acid
• SMILES (Canonical): CCC=CC=CC1(C(=O)C(=C(O1)C)C(=O)O)C
• SMILES (Isomeric): CC/C=C/C=C/[C@@]1(C(=O)C(=C(O1)C)C(=O)O)C
• InChI: InChI=1S/C13H16O4/c1-4-5-6-7-8-13(3)11(14)10(12(15)16)9(2)17-13/h5-8H,4H2,1-3H3,(H,15,16)/b6-5+,8-7+/t13-/m1/s1
• InChI Key: ZKFHZUMENBQGNN-YGIFUYDNSA-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: 3.10
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• (5R)-5-((1E,3E)-hexa-1,3-dienyl)-2,5-dimethyl-4-oxofuran-3-carboxylic acid
• (5R)-5-[(1E,3E)-hexa-1,3-dienyl]-2,5-dimethyl-4-oxofuran-3-carboxylic acid
• RefChem:114783
• CHEBI:210716
• (5R)-5-[(1E,3E)-hexa-1,3-dienyl]-2,5-dimethyl-4-oxouran-3-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	+	0.6706	67.06%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7064	70.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5054	50.54%
P-glycoprotein inhibitior	-	0.9316	93.16%
P-glycoprotein substrate	-	0.9590	95.90%
CYP3A4 substrate	-	0.5481	54.81%
CYP2C9 substrate	+	0.6071	60.71%
CYP2D6 substrate	-	0.9013	90.13%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.8617	86.17%
CYP2C19 inhibition	-	0.8400	84.00%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.8249	82.49%
CYP2C8 inhibition	-	0.8471	84.71%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Danger	0.3963	39.63%
Eye corrosion	-	0.9198	91.98%
Eye irritation	-	0.6281	62.81%
Skin irritation	-	0.5320	53.20%
Skin corrosion	-	0.8777	87.77%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5634	56.34%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5711	57.11%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6627	66.27%
Acute Oral Toxicity (c)	III	0.6401	64.01%
Estrogen receptor binding	-	0.7208	72.08%
Androgen receptor binding	-	0.7245	72.45%
Thyroid receptor binding	-	0.6659	66.59%
Glucocorticoid receptor binding	-	0.7913	79.13%
Aromatase binding	-	0.5401	54.01%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.9658	96.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8727	87.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.58%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.95%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	83.70%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.24%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.84%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.63%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.21%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683350
• LOTUS: LTS0045415
• wikiData: Q105378415