Beauvericin J

Details

• Internal ID: b0826d09-9e1e-4729-bf94-debc4dcdf419
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6R,9S,12R,15S,18R)-3,9-dibenzyl-15-[(4-hydroxyphenyl)methyl]-4,10,16-trimethyl-6,12,18-tri(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
• InChI: InChI=1S/C45H57N3O10/c1-27(2)37-40(50)46(7)35(25-31-18-14-11-15-19-31)44(54)57-39(29(5)6)42(52)48(9)36(26-32-20-22-33(49)23-21-32)45(55)58-38(28(3)4)41(51)47(8)34(43(53)56-37)24-30-16-12-10-13-17-30/h10-23,27-29,34-39,49H,24-26H2,1-9H3/t34-,35-,36-,37+,38+,39+/m0/s1
• InChI Key: KDXYYRZHRDVSQM-FFCOJMSVSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₇N₃O₁₀
• Molecular Weight: 799.90 g/mol
• Exact Mass: 799.40439502 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

• (3S,6R,9S,12R,15S,18R)-3,9-dibenzyl-15-(4-hydroxybenzyl)-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexaone
• Hydroxybeauvericin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7212	72.12%
Caco-2	-	0.7724	77.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5922	59.22%
OATP2B1 inhibitior	+	0.5738	57.38%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9177	91.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9731	97.31%
P-glycoprotein inhibitior	+	0.8471	84.71%
P-glycoprotein substrate	-	0.5871	58.71%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8270	82.70%
CYP3A4 inhibition	-	0.7793	77.93%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.8426	84.26%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	-	0.8632	86.32%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7707	77.07%
Carcinogenicity (trinary)	Non-required	0.6199	61.99%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9226	92.26%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.6308	63.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6796	67.96%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8212	82.12%
Nephrotoxicity	-	0.7087	70.87%
Acute Oral Toxicity (c)	III	0.7414	74.14%
Estrogen receptor binding	+	0.7353	73.53%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	+	0.5536	55.36%
Glucocorticoid receptor binding	+	0.7477	74.77%
Aromatase binding	+	0.5384	53.84%
PPAR gamma	+	0.7540	75.40%
Honey bee toxicity	-	0.9123	91.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8601	86.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.89%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.67%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.38%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.63%	95.50%
CHEMBL3891	P07384	Calpain 1	81.64%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.39%	93.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.17%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.59%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54769024
• LOTUS: LTS0161795
• wikiData: Q75063078