enniatin J1

Details

• Internal ID: ab50f4b1-98e1-4af3-852c-3a91f15eef45
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6R,9S,12R,15S,18R)-3,4,10,16-tetramethyl-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): 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): 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/C31H53N3O9/c1-15(2)21-30(39)42-23(17(5)6)26(35)32(12)20(11)29(38)41-24(18(7)8)27(36)33(13)22(16(3)4)31(40)43-25(19(9)10)28(37)34(21)14/h15-25H,1-14H3/t20-,21-,22-,23+,24+,25+/m0/s1
• InChI Key: IEUFDXNGDNWAKU-MAKNZWJESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₃N₃O₉
• Molecular Weight: 611.80 g/mol
• Exact Mass: 611.37818028 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL455737
• DTXSID701017631
• 19893-15-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.6821	68.21%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5190	51.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9301	93.01%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9013	90.13%
P-glycoprotein inhibitior	+	0.7034	70.34%
P-glycoprotein substrate	-	0.7945	79.45%
CYP3A4 substrate	-	0.5775	57.75%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.9484	94.84%
CYP2C9 inhibition	-	0.9077	90.77%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9384	93.84%
CYP2C8 inhibition	-	0.9953	99.53%
CYP inhibitory promiscuity	-	0.9883	98.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8007	80.07%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9637	96.37%
Eye irritation	-	0.8576	85.76%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5528	55.28%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6551	65.51%
skin sensitisation	-	0.9188	91.88%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5337	53.37%
Nephrotoxicity	+	0.4899	48.99%
Acute Oral Toxicity (c)	III	0.5560	55.60%
Estrogen receptor binding	+	0.7257	72.57%
Androgen receptor binding	+	0.5282	52.82%
Thyroid receptor binding	+	0.5931	59.31%
Glucocorticoid receptor binding	-	0.5316	53.16%
Aromatase binding	+	0.5300	53.00%
PPAR gamma	+	0.5597	55.97%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.8273	82.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.31%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.07%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL1949	P62937	Cyclophilin A	84.96%	98.57%
CHEMBL1907	P15144	Aminopeptidase N	82.66%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.44%	90.71%
CHEMBL4072	P07858	Cathepsin B	80.45%	93.67%

Plants that contains it

• Alcea rosea
• Alpinia roxburghii
• Balanops australiana
• Davallia perdurans
• Euonymus tingens
• Euphorbia cornigera
• Gonzalezia decurrens
• Hylocomium splendens
• Kokoona reflexa
• Maesa ramentacea
• Millettia laurentii
• Monodora tenuifolia
• Ocimum tenuiflorum
• Pinus strobus
• Pinus sylvestris
• Pluchea odorata
• Salacia lehmbachii
• Salvia yosgadensis
• Sideritis brevibracteata
• Sideroxylon cubense

Cross-Links

• PubChem: 11814110
• NPASS: NPC10716
• LOTUS: LTS0154992
• wikiData: Q75057331