Enniatin B4

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	2183c505-0f95-41d6-99fd-d35e2c2e2fa7
Taxonomy	Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
IUPAC Name	(3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3-(2-methylpropyl)-6,9,12,15,18-penta(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone
SMILES (Canonical)	CC(C)CC1C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N(C(C(=O)OC(C(=O)N1C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C
SMILES (Isomeric)	CC(C)C[C@H]1C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N1C)C(C)C)C(C)C)C)C(C)C)C(C)C)C)C(C)C
InChI	InChI=1S/C34H59N3O9/c1-17(2)16-23-32(41)44-27(21(9)10)30(39)36(14)25(19(5)6)34(43)46-28(22(11)12)31(40)37(15)24(18(3)4)33(42)45-26(20(7)8)29(38)35(23)13/h17-28H,16H2,1-15H3/t23-,24-,25-,26+,27+,28+/m0/s1
InChI Key	PKDCQKBQAKLZBD-SCUYQTRWSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₄H₅₉N₃O₉
Molecular Weight	653.80 g/mol
Exact Mass	653.42513047 g/mol
Topological Polar Surface Area (TPSA)	140.00 Å²
XlogP	6.90
Atomic LogP (AlogP)	3.54
H-Bond Acceptor	9
H-Bond Donor	0
Rotatable Bonds	7

Synonyms

Top

Enniatin D

CHEBI:64650

19893-21-1

(3S,6R,9S,12R,15S,18R)-3-isobutyl-6,9,12,15,18-pentaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

(3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3-(2-methylpropyl)-6,9,12,15,18-penta(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

CHEMBL446988

DTXSID601017783

Q27133361

3-Isobutyl-6,9,12,15,18-pentaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7039	70.39%
Caco-2	-	0.7060	70.60%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3981	39.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9123	91.23%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6901	69.01%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	-	0.6926	69.26%
CYP3A4 substrate	-	0.5437	54.37%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9381	93.81%
CYP2C9 inhibition	-	0.9096	90.96%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.9393	93.93%
CYP2C8 inhibition	-	0.9897	98.97%
CYP inhibitory promiscuity	-	0.9905	99.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7907	79.07%
Carcinogenicity (trinary)	Non-required	0.6535	65.35%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.8852	88.52%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9228	92.28%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7269	72.69%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8850	88.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6212	62.12%
Nephrotoxicity	+	0.4737	47.37%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	+	0.7317	73.17%
Androgen receptor binding	+	0.5659	56.59%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	+	0.5917	59.17%
Aromatase binding	+	0.5878	58.78%
PPAR gamma	+	0.5563	55.63%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6360	63.60%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.03%	96.09%
CHEMBL4072	P07858	Cathepsin B	88.28%	93.67%
CHEMBL1949	P62937	Cyclophilin A	86.18%	98.57%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.74%	91.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.08%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.40%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.70%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.83%	85.14%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.65%	94.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.55%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	82.13%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.05%	90.71%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.