polymyxin B2
CHEBI:59063
·resolve ·ANTIBACTERIAL
·EXACT
SEEDED
A polymyxin having a 6-methylheptanoyl group at the amino terminus. — ChEBI
Machine-generated and unreviewed. Identity, structure and
cross-references come straight from ChEBI's and CARD's own data; no curator has
signed off on this record yet.
Classification
nonribosomal peptide antibioticsARO:3009657
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C55H96N16O13 |
|---|
| Charge | 0 |
|---|
| Average mass | 1189.472 Da |
|---|
| Monoisotopic mass | 1188.73428 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | SGPYLFWAQBAXCZ-RUDZPDEXSA-N |
|---|
SMILES
CC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@H](C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CCN)NC1=O)[C@@H](C)O
InChI
InChI=1S/C55H96N16O13/c1-30(2)12-10-11-15-43(74)62-35(16-22-56)50(79)71-45(33(6)73)55(84)67-38(19-25-59)47(76)66-40-21-27-61-54(83)44(32(5)72)70-51(80)39(20-26-60)64-46(75)36(17-23-57)65-52(81)41(28-31(3)4)68-53(82)42(29-34-13-8-7-9-14-34)69-48(77)37(18-24-58)63-49(40)78/h7-9,13-14,30-33,35-42,44-45,72-73H,10-12,15-29,56-60H2,1-6H3,(H,61,83)(H,62,74)(H,63,78)(H,64,75)(H,65,81)(H,66,76)(H,67,84)(H,68,82)(H,69,77)(H,70,80)(H,71,79)/t32-,33-,35+,36+,37+,38+,39+,40+,41+,42-,44+,45+/m1/s1
Also called
- 4,10-anhydro[N-(6-methylheptanoyl)-L-2,4-diaminobutanoyl-L-threonyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-D-phenylalanyl-L-leucyl-L-2,4-diaminobutanoyl-L-2,4-diaminobutanoyl-L-threonine] (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
Source concepts
Every upstream concept that resolved to this record. The merge is
the product: this is what shows ChEBI and CARD are describing the same structure.
Upstream concepts merged into this record
| Source | Native ID | Label | Minted CURIE | Version |
|---|
| ARO |
ARO:3000454 |
polymyxin B |
antibioticmech:aro-d8879a0dcb |
2026-08-30 |
| ARO |
ARO:3000626 |
polymyxin B2 |
antibioticmech:aro-78e2c4a4e1 |
2026-08-30 |
| CHEBI |
CHEBI:59063 |
polymyxin B2 |
antibioticmech:chebi-dfddaf53e3 |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
cell membrane component targeted by antibiotic MEMBRANE ATTACKED_COMPONENT
ARO:3000710
CARD/ARO database assertion; target organism, strain, and assay are not specified. ARO describes interaction with membrane phospholipids and loss of membrane integrity. Evidence status: DATABASE_ASSERTION_ONLY. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).
- ARO:3000710 (CARD/ARO asserts targeted_by_antibiotic ARO:3000626 (polymyxin B2); database assertion, not a primary citation.)
Resistance mechanisms
12 known routes by which microbes
resist this compound, grounded in ARO where CARD models them. Grouped by mechanism
type — expand a group to see its determinants.
ANTIBIOTIC_TARGET_ALTERATION 7
ANTIBIOTIC_TARGET_ALTERATION
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| PmrF |
ARO:3003578 |
not organism-specific |
— |
- ARO:3003578 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| arnA |
ARO:3002985 |
not organism-specific |
— |
- ARO:3002985 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| eptA |
ARO:3003576 |
not organism-specific |
— |
- ARO:3003576 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| eptB |
ARO:3005047 |
not organism-specific |
— |
- ARO:3005047 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| lipid A phosphatase |
ARO:3004287 |
not organism-specific |
— |
- ARO:3004287 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000626 (polymyxin B2); database assertion, not a primary citation.)
|
| pgpB |
ARO:3003920 |
not organism-specific |
— |
- ARO:3003920 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| ugd |
ARO:3003577 |
not organism-specific |
— |
- ARO:3003577 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
ANTIBIOTIC_EFFLUX 3
ANTIBIOTIC_EFFLUX
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| Klebsiella pneumoniae KpnGH-TolC |
ARO:3004598 |
not organism-specific |
— |
- ARO:3004598 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000626 (polymyxin B2); database assertion, not a primary citation.)
|
| LptD |
ARO:3005059 |
not organism-specific |
— |
- ARO:3005059 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| RosAB |
ARO:3004030 |
not organism-specific |
— |
- ARO:3004030 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000626 (polymyxin B2); database assertion, not a primary citation.)
|
REDUCED_PERMEABILITY 2
REDUCED_PERMEABILITY
| Determinant | ARO ID | Organism | Gene families | Evidence |
|---|
| LpsA |
ARO:3005052 |
not organism-specific |
— |
- ARO:3005052 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
| OmpA |
ARO:3005044 |
not organism-specific |
— |
- ARO:3005044 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3000454 (polymyxin B); database assertion, not a primary citation.)
|
Curation history
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
Provenance
Seeded by scripts/seed_from_sources.py from the committed
inventories in data/raw/.
View the record.