Bengamide L

Details

• Internal ID: e40eedf8-742f-41f6-986f-08ba78d89364
• Taxonomy: Organoheterocyclic compounds > Azepines
• IUPAC Name: [(3S,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methylnon-6-enoyl]amino]azepan-3-yl] 13-methyltetradecanoate
• InChI: InChI=1S/C32H58N2O8/c1-22(2)15-13-11-9-7-6-8-10-12-14-16-27(36)42-24-18-19-25(31(39)33-21-24)34-32(40)30(41-5)29(38)28(37)26(35)20-17-23(3)4/h17,20,22-26,28-30,35,37-38H,6-16,18-19,21H2,1-5H3,(H,33,39)(H,34,40)/b20-17+/t24-,25-,26+,28-,29+,30+/m0/s1
• InChI Key: UOYYVGZKHDRMEE-RDKMJLGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₈N₂O₈
• Molecular Weight: 598.80 g/mol
• Exact Mass: 598.41931681 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 21

Synonyms

• CHEMBL456787
• [(3S,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8-methyl-non-6-enoyl]amino]azepan-3-yl] 13-methyltetradecanoate
• 6-(4S,2R,3R,5R)-3,4,5-Trihydroxy-2-methoxy-8-methylnon-6-enoylamino)(3S,6S)-7-oxoazaperhydroepin-3-yl 13-methyltetradecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7524	75.24%
Caco-2	-	0.8293	82.93%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6289	62.89%
OATP2B1 inhibitior	-	0.5699	56.99%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9013	90.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8621	86.21%
P-glycoprotein inhibitior	+	0.6814	68.14%
P-glycoprotein substrate	+	0.7255	72.55%
CYP3A4 substrate	+	0.6693	66.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.8939	89.39%
CYP2C19 inhibition	-	0.9190	91.90%
CYP2D6 inhibition	-	0.9067	90.67%
CYP1A2 inhibition	-	0.9240	92.40%
CYP2C8 inhibition	-	0.6631	66.31%
CYP inhibitory promiscuity	-	0.9858	98.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.7541	75.41%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4032	40.32%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6343	63.43%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5406	54.06%
Acute Oral Toxicity (c)	III	0.6648	66.48%
Estrogen receptor binding	+	0.7790	77.90%
Androgen receptor binding	-	0.5785	57.85%
Thyroid receptor binding	-	0.6090	60.90%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	+	0.5615	56.15%
PPAR gamma	+	0.6094	60.94%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5476	54.76%
Fish aquatic toxicity	-	0.4108	41.08%

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	99.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	95.55%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.40%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.33%	85.14%
CHEMBL4302	P08183	P-glycoprotein 1	94.93%	92.98%
CHEMBL2474	P53582	Methionine aminopeptidase 1	94.83%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.74%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	93.40%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.00%	96.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.40%	90.08%
CHEMBL325	Q13547	Histone deacetylase 1	90.86%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.58%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	87.94%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.87%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.86%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.84%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.34%	98.05%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.96%	92.12%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.90%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.89%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.47%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.37%	97.29%
CHEMBL1075317	P61964	WD repeat-containing protein 5	85.35%	96.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.26%	94.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.90%	98.59%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	84.61%	96.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.92%	93.10%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.83%	94.66%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.90%	91.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.77%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.61%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.08%	89.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.79%	96.38%
CHEMBL3524	P56524	Histone deacetylase 4	80.94%	92.97%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.66%	92.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.09%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6476096
• LOTUS: LTS0021825
• wikiData: Q105276648