Fusariumin

Details

• Internal ID: 48b5e068-d243-4718-9588-ac8cba133cfc
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6,8-dihydroxy-3-[(E,8S)-8-hydroxynon-5-enyl]isochromen-1-one
• SMILES (Canonical): CC(CC=CCCCCC1=CC2=CC(=CC(=C2C(=O)O1)O)O)O
• SMILES (Isomeric): C[C@@H](C/C=C/CCCCC1=CC2=CC(=CC(=C2C(=O)O1)O)O)O
• InChI: InChI=1S/C18H22O5/c1-12(19)7-5-3-2-4-6-8-15-10-13-9-14(20)11-16(21)17(13)18(22)23-15/h3,5,9-12,19-21H,2,4,6-8H2,1H3/b5-3+/t12-/m0/s1
• InChI Key: MIICTKRWRNNLEI-PYEVWLCESA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• CHEMBL1684400

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9529	95.29%
Caco-2	+	0.5174	51.74%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.6018	60.18%
OATP2B1 inhibitior	-	0.7130	71.30%
OATP1B1 inhibitior	+	0.8428	84.28%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6156	61.56%
P-glycoprotein inhibitior	-	0.6073	60.73%
P-glycoprotein substrate	-	0.7730	77.30%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	+	0.6505	65.05%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	+	0.8688	86.88%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.8437	84.37%
CYP1A2 inhibition	-	0.6007	60.07%
CYP2C8 inhibition	-	0.6580	65.80%
CYP inhibitory promiscuity	-	0.7372	73.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6100	61.00%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.7287	72.87%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4017	40.17%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8124	81.24%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7650	76.50%
Acute Oral Toxicity (c)	III	0.6305	63.05%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	+	0.5375	53.75%
Glucocorticoid receptor binding	+	0.6482	64.82%
Aromatase binding	+	0.6321	63.21%
PPAR gamma	+	0.8912	89.12%
Honey bee toxicity	-	0.9288	92.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	98.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.04%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.12%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.78%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	90.08%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.23%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.28%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.24%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.71%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.23%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.28%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.73%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.46%	90.00%
CHEMBL4581	P52732	Kinesin-like protein 1	80.45%	93.18%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 53322161
• LOTUS: LTS0142297
• wikiData: Q77519501