Fusarisetin A

Details

• Internal ID: 531df5a7-46e3-449c-a1b3-5adafc24b198
• Taxonomy: Organoheterocyclic compounds > Furopyrroles
• IUPAC Name: (1R,2R,3R,5S,6R,9S,11R,12S,15S,17R)-5-hydroxy-6-(hydroxymethyl)-3,7,11,15-tetramethyl-4-oxa-7-azapentacyclo[9.8.0.02,9.05,9.012,17]nonadec-18-ene-8,10-dione
• InChI: InChI=1S/C22H31NO5/c1-11-5-7-14-13(9-11)6-8-15-17-12(2)28-22(27)16(10-24)23(4)19(26)21(17,22)18(25)20(14,15)3/h6,8,11-17,24,27H,5,7,9-10H2,1-4H3/t11-,12+,13-,14-,15+,16+,17+,20+,21+,22+/m0/s1
• InChI Key: IIZSEOKGOHTBLK-BYAYHNKYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₅
• Molecular Weight: 389.50 g/mol
• Exact Mass: 389.22022309 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• J-005735

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8871	88.71%
Caco-2	-	0.5325	53.25%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4990	49.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.9252	92.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8602	86.02%
BSEP inhibitior	-	0.7437	74.37%
P-glycoprotein inhibitior	-	0.7342	73.42%
P-glycoprotein substrate	-	0.5427	54.27%
CYP3A4 substrate	+	0.6696	66.96%
CYP2C9 substrate	-	0.8164	81.64%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.7360	73.60%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.8460	84.60%
CYP2D6 inhibition	-	0.9400	94.00%
CYP1A2 inhibition	-	0.9002	90.02%
CYP2C8 inhibition	-	0.8166	81.66%
CYP inhibitory promiscuity	-	0.8387	83.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5358	53.58%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9863	98.63%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7052	70.52%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4765	47.65%
Acute Oral Toxicity (c)	III	0.6367	63.67%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.7239	72.39%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.7255	72.55%
Aromatase binding	+	0.5867	58.67%
PPAR gamma	+	0.5583	55.83%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9070	90.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	91.65%	98.46%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.25%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.49%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.13%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.67%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.82%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.64%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.89%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.83%	85.14%

Plants that contains it

• Quercus salicina

Cross-Links

• PubChem: 53240379
• LOTUS: LTS0048805
• wikiData: Q105142605