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134381-21-8 molecular structure
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(2S,3S)-N-[(1S,2R)-2-hydroxy-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}propyl]-3-methyl-2-[(2S,3S)-3-methyl-2-(N-methylacetamido)pentanamido]pentanamide

ChemBase ID: 127272
Molecular Formular: C28H50N4O7
Molecular Mass: 554.7192
Monoisotopic Mass: 554.36794996
SMILES and InChIs

SMILES:
O=C([C@@]1(C)CO1)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H]([C@@H](C)CC)N(C)C(=O)C)[C@H](O)C
Canonical SMILES:
CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@]1(C)OC1)CC(C)C)[C@H](O)C)NC(=O)[C@@H](N(C(=O)C)C)[C@H](CC)C)C
InChI:
InChI=1S/C28H50N4O7/c1-11-16(5)21(30-27(38)23(17(6)12-2)32(10)19(8)34)25(36)31-22(18(7)33)26(37)29-20(13-15(3)4)24(35)28(9)14-39-28/h15-18,20-23,33H,11-14H2,1-10H3,(H,29,37)(H,30,38)(H,31,36)/t16-,17-,18+,20-,21-,22-,23-,28+/m0/s1
InChIKey:
DOGIDQKFVLKMLQ-JTHVHQAWSA-N

Cite this record

CBID:127272 http://www.chembase.cn/molecule-127272.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S)-N-[(1S,2R)-2-hydroxy-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}propyl]-3-methyl-2-[(2S,3S)-3-methyl-2-(N-methylacetamido)pentanamido]pentanamide
IUPAC Traditional name
epoxomicin
Synonyms
BU 4061T
Epoxomicin
N-Acetyl-N-methyl-L-isoleucyl-L-isoleucyl-N-[(1S)-3-methyl-1-[[(2R)-2-methyloxiranyl]carbonyl]butyl]-L-threoninamide
Epoxomicin
CAS Number
134381-21-8
MDL Number
MFCD03791061
PubChem SID
162221593
PubChem CID
11226684
16760412
CHEMBL
207990
Wikipedia Title
Epoxomicin

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
E3652 external link Add to cart Please log in.

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.898782  H Acceptors
H Donor LogD (pH = 5.5) 1.770858 
LogD (pH = 7.4) 1.7708464  Log P 1.7708585 
Molar Refractivity 146.0534 cm3 Polarizability 57.873833 Å3
Polar Surface Area 157.44 Å2 Rotatable Bonds 16 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
10 mg/mL in DMSO expand Show data source
Apperance
solid expand Show data source
White solid expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥95% (HPLC) expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - E3652 external link
Biochem/physiol Actions
Epoxomicin, a natural product isolated from Actinomyces sp., is a cell-permeable, potent, selective and irreversible proteasome inhibitor.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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