ContaminantDB: Bambermycin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 11:31:23 UTC

Update Date

2026-05-14 19:09:11 UTC

Accession Number

CHEM043989

Identification

Common Name

Bambermycin

Class

Small Molecule

Description

A glycophospholipid antibiotic compound with the lipid portion conjugated to a pentasaccharide fraction via a phosphate linkage.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bambermicina	ChEBI
Bambermycine	ChEBI
Bambermycins	ChEBI
Bambermycinum	ChEBI
Flavomycin	ChEBI
Flavophospholipol	ChEBI
Moenomycin	ChEBI
Moenomycin a	ChEBI
Menomycin	MeSH
Flavomycins	MeSH
Moenomycins	MeSH
Flavophospholipols	MeSH
Bambermycin	KEGG

Chemical Formula

C₆₉H₁₀₇N₄O₃₅P

Average Molecular Mass

1583.582 g/mol

Monoisotopic Mass

1582.645 g/mol

CAS Registry Number

11015-37-5

IUPAC Name

(2S,3S,4R,5R,6R)-4-(carbamoyloxy)-5-{[(2S,3R,4R,5S,6R)-3-acetamido-5-{[(2S,3R,4R,5S,6R)-3-acetamido-4-hydroxy-6-methyl-5-{[(2R,3R,4S,5R,6S)-3,4,5-trihydroxy-6-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)carbamoyl]oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-3-hydroxy-6-({hydroxy[(2R)-2-hydroxy-3-oxo-3-{[(3E,7E,14E)-4,9,9,15,19-pentamethyl-12-methylideneicosa-3,7,14,18-tetraen-1-yl]oxy}propoxy]phosphoryl}oxy)-3-methyloxane-2-carboxylic acid

Traditional Name

flavomycin

SMILES

[H]\C(CC\C(C)=C(/[H])CO[C@]([H])(COP(O)(=O)O[C@@]1([H])O[C@]([H])(C(O)=O)[C@@](C)(O)[C@]([H])(OC(O)=N)[C@@]1([H])O[C@]1([H])O[C@]([H])(CO[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]([H])(O[C@]2([H])O[C@]([H])(C)[C@@]([H])(O[C@]3([H])O[C@]([H])(C(O)=NC4=C(O)CCC4=O)[C@]([H])(O)[C@]([H])(O)[C@@]3([H])O)[C@]([H])(O)[C@@]2([H])N=C(C)O)[C@]([H])(O)[C@@]1([H])N=C(C)O)C(O)=O)=C(\[H])C(C)(C)CCC(=C)C\C([H])=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C69H107N4O35P/c1-30(2)15-14-17-31(3)18-19-33(5)22-25-68(9,10)24-13-12-16-32(4)23-26-96-41(60(88)89)29-98-109(94,95)108-66-56(57(107-67(70)92)69(11,93)58(106-66)61(90)91)105-63-44(72-36(8)76)47(81)54(40(101-63)28-97-64-51(85)48(82)45(79)39(27-74)100-64)103-62-43(71-35(7)75)46(80)53(34(6)99-62)102-65-52(86)49(83)50(84)55(104-65)59(87)73-42-37(77)20-21-38(42)78/h13,15,18,23-24,34,39-41,43-58,62-66,74,77,79-86,93H,5,12,14,16-17,19-22,25-29H2,1-4,6-11H3,(H2,70,92)(H,71,75)(H,72,76)(H,73,87)(H,88,89)(H,90,91)(H,94,95)/b24-13+,31-18+,32-23+/t34-,39-,40-,41-,43-,44-,45-,46-,47-,48+,49+,50-,51-,52-,53-,54-,55+,56-,57-,58-,62+,63+,64-,65-,66-,69+/m1/s1

InChI Key

PERZMHJGZKHNGU-JGYWJTCASA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Terpene glycosides

Alternative Parents

Substituents

Oligosaccharide phosphate
Oligosaccharide
Terpene glycoside
N-acyl-alpha-hexosamine
Fatty acyl glycoside
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Monocyclic monoterpenoid
Monoterpenoid
Glyceric_acid
Dialkyl phosphate
Oxane
Alkyl phosphate
Phosphoric acid ester
Fatty acyl
Organic phosphoric acid derivative
Pyran
Dicarboxylic acid or derivatives
Tertiary alcohol
Vinylogous acid
Ketone
Cyclic ketone
Secondary alcohol
Polyol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Acetal
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organopnictogen compound
Organic oxide
Imine
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Alcohol
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycophospholipid (CHEBI:28908 )
Glycolipids (C06765 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	1.86	ALOGPS
logP	1.68	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	1.53	ChemAxon
pKa (Strongest Basic)	-6.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	37	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	613.34 Å²	ChemAxon
Rotatable Bond Count	38	ChemAxon
Refractivity	384.04 m³·mol⁻¹	ChemAxon
Polarizability	156.62 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9323260500-d05facad477266286e6d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-9600160000-24aa571b570e2950a723	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-054o-9210240010-3ca5bd1129564b81e4ac	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Bambermycin

Chemspider ID

Not Available

ChEBI ID

28908

PubChem Compound ID

11953887

Kegg Compound ID

C06765

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Bambermycin (CHEM043989)

Structure for CHEM043989: Bambermycin