Enniatin B1 - Compound Card

Enniatin B1

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Enniatin B1

Structure
Zoomed Structure
  • Family: Fungi - Nectriaceae
  • Kingdom: Fungi
  • Class: Peptide
    • Subclass: Cyclic Depsipeptide
Canonical Smiles CC[C@@H]([C@H]1C(=O)O[C@H](C(C)C)C(=O)N(C)[C@@H](C(C)C)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
InChI InChI=1S/C34H59N3O9/c1-16-22(12)25-34(43)46-27(20(8)9)30(39)36(14)23(17(2)3)32(41)44-26(19(6)7)29(38)35(13)24(18(4)5)33(42)45-28(21(10)11)31(40)37(25)15/h17-28H,16H2,1-15H3/t22-,23-,24-,25-,26+,27+,28+/m0/s1
InChIKey UQCSETXJXJTMKO-UMURLBKASA-N
Formula C34H59N3O9
HBA 9
HBD 0
MW 653.86
Rotatable Bonds 7
TPSA 139.83
LogP 3.54
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 653.43
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Fusarium tricinctum Nectriaceae Fungi 61284

Showing of synonyms

  • Ola AR, Thomy D, et al. (2013). Inducing secondary metabolite production by the endophytic fungus Fusarium tricinctum through coculture with Bacillus subtilis. Journal of Natural Products,2013,76(11),2094-2099. [View] [PubMed]
Pubchem: 11262300
Nmrshiftdb2: 70007143
CPRiL: 417841
Structure

SMILES: O=C1COC(=O)CNC(=O)COC(=O)CNC(=O)COC(=O)CN1

Level: 0

Mol. Weight: 653.86 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.0
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.77
Plasma Protein Binding
69.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
8.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.5
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.51
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.1
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-9490.73
Rat (Acute)
4.02
Rat (Chronic Oral)
1.23
Fathead Minnow
26.13
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
331.2
Hydration Free Energy
-2.9
Log(D) at pH=7.4
2.27
Log(P)
4.12
Log S
-4.09
Log(Vapor Pressure)
-13.97
Melting Point
206.76
pKa Acid
6.32
pKa Basic
5.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7175
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7175
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7015
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7015

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