Arenaemycin E
Basic information
- CAS
31501-48-1- Standard SMILES
CC1=C[C@@]23[C@H](C=C(C(=O)O)[C@@H]2COC(=O)[C@]32CO2)[C@H]1C- InChIKey
NUPNVWUYFVEAIT-ULEBWITMSA-N- Molecular formula
- C15H16O5
- Average molar mass
- 276.28 g/mol
- Monoisotopic mass
- 276.09977361
Overview
from Streptomyces species; arenaemycin C is the chlorhydrin of the parent cpd, arenaemycin D is the diol & arenaemycin E is the epoxide; structure
Names & identifiers
- Preferred name
- Arenaemycin E
- IUPAC
- (1R,4aR,6aR,7R,9aS)-7,8-dimethyl-2-oxospiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid
Names & synonyms
Arenaemycin ERefChem:113814AT 116Antibiotic PA-132NSC 136036DTXSID50953491Spiro(oxirane-2,1'(2H)-pentaleno(1,6a-c)pyran)-5'-carboxylic acid, 4',4'a,6'a,7'-tetrahydro-7',8'-dimethyl-2'-oxo-, (1'R-(1'-alpha,4'a-alpha,6'a-beta,7'-alpha,9'aS*))-(1R,4aR,6aR,7R,9aS)-7,8-dimethyl-2-oxo-spiro[4,4a,6a,7-tetrahydropentaleno[1,6a-c]pyran-1,2'-oxirane]-5-carboxylic acid(2R,4'aS,7'R,7'aR,9'aR)-6',7'-Dimethyl-3'-oxo-1',7',7'a,9'a-tetrahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acid6',7'-Dimethyl-3'-oxo-1',7',7'a,9'a-tetrahydro-3'H-spiro[oxirane-2,4'-pentaleno[1,6a-c]pyran]-9'-carboxylic acidSpiro[oxirane-2,1'(2'H)-pentaleno[1,6a-c]pyran]-5'-carboxylic acid, 4',4'a,6'a,7'-tetrahydro-7',8'-dimethyl-2'-oxo-, (1'R,4'aR,6'aR,7'S,9'aS)-
Database identifiers
- CAS
31501-48-1- PubChem CID
- 5486758
- DTXSID
DTXSID50953491
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 76.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 603
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…