Vancomycin
Also known as Vancomicina, Vancomycine, Vancomycinum
Key facts
What buyers check first
- CAS number
- 1404-90-6
- Formula
- C66H75Cl2N9O24
- Molar mass
- 1,449.27 g/mol
- Solubility
- White solid, solubility in water: greater than 100 mg/mL, moderately soluble in methanol…
- HS code
- 294190
- Category
- Antibiotics and anti-infectives
What is Vancomycin?
Plain description, key identifiers and synonyms
Vancomycin is a complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile. It has a role as an antimicrobial agent, an antibacterial drug and a bacterial metabolite. It is functionally related to a vancomycin aglycone. It is a conjugate base of a vancomycin(1+).
Vancomycin is a pharmaceutical drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (1S,2R,18R,19R,22S,25R,28R,40S)-48-[(2S,3R,4S,5S,6R)-3-[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34(39),35,37,46,49-pentadecaene-40-carboxylic acid
- CAS number
- 1404-90-6 CAS number cross-checked
- EC number
- 215-772-6
- Molecular formula
- C66H75Cl2N9O24
- UNII
- 6Q205EH1VU
- MDL number
- MFCD05664587
- InChIKey
- MYPYJXKWCTUITO-LYRMYLQWSA-N
- InChI
- InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1
- Canonical SMILES
- CNC(CC(C)C)C(=O)NC1C(=O)NC(CC(N)=O)C(=O)NC2C(=O)NC3C(=O)NC(C(=O)NC(C(=O)O)c4cc(O)cc(O)c4-c4cc3ccc4O)C(O)c3ccc(c(Cl)c3)Oc3cc2cc(c3OC2OC(CO)C(O)C(O)C2OC2CC(C)(N)C(O)C(C)O2)Oc2ccc(cc2Cl)C1O
- Isomeric SMILES
- C[C@H]1[C@H]([C@@](C[C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
Synonyms
- Vancomicina
- Vancomycine
- Vancomycinum
- Vancocin HCL
- Vancomycin Lilly
- Sulfate, Vancomycin
- Vancocine
- Vancomycin EP Impurity I
- C66H75Cl2N9O24
- Vancomycin ( >85%)
- Vancomycin (USP)
- vancomicin
- vanomycin
- Vancomycin hydrochloride from Streptomyces orientalis
- Viomycin derivative
- Vancomycin Impurity M
- Vancomycin (Standard)
- Glycopeptide Antibiotic
- Chloroorienticin B derivative
- N-demethylvancomycin derivative
- Sdccgsbi-0051233.p002
- 4-Naphthalen-2-ylmethyl-4,5-dihydro-1H-imidazole
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Solubility | White solid, solubility in water: greater than 100 mg/mL, moderately soluble in methanol, insoluble in higher alcohols, acetone, ether, UV max absorption (water): 282 nm (e = 40, 1%, 1 cm) /Vancomycin hydrochloride/exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 1,449.27 g/molcalc.Computed value |
|---|---|
| Exact mass | 1,447.4302 Dacalc.Computed value |
| LogP (octanol/water) | 0.11calc.Computed value |
| Topological polar surface area | 530.5 Ųcalc.Computed value |
| Hydrogen bond donors | 19calc.Computed value |
| Hydrogen bond acceptors | 25calc.Computed value |
| Rotatable bonds | 13calc.Computed value |
| Heavy atoms | 101calc.Computed value |
| Rings | 12calc.Computed value |
| Aromatic rings | 5calc.Computed value |
| Fraction sp3 carbons | 0.42calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 18calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1CCc2ccc(cc2)Oc2cc3cc(c2OC2OCCCC2OC2CCCCO2)Oc2ccc(cc2)CC2NC(=O)C(NC(=O)C3NC(=O)CN1)c1cccc(c1)-c1ccccc1CNC2=O
12 rings, 69 atoms.
17 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
Precautionary statements (8)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P271Use only outdoors or in a well-ventilated area.
- P284In case of inadequate ventilation wear respiratory protection.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P403Store in a well-ventilated place.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidVancomycin suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Bangladesh, Dhaka ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Romania, Otopeni ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Vietnam, Quy Nhon Nam Ward, ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Egypt, Cairo ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Syria, Aleppo ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Pakistan, Karachi ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Denmark, København S ManufacturerUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- India, New DelhiUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- India, SuratUnclaimed profileVancomycinGrade, purity and minimum order on requestPrice on request
- Price on request
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Where suppliers are based
66 suppliers in 18 countries
- United States19
- China16
- India7
- Germany4
- Spain2
- United Kingdom2
- and 12 more countries
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Vancomycin price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Medicine (antibiotic) (Vancomycin hydrochloride).
Therapeutic category: Antibacterial.
Industries and functions
Pharmacological actions
- Anti-Bacterial Agents
Roles
- antibacterial agent
- antibacterial drug
- antiinfective agent
- antimicrobial agent
- antimicrobial drug
- bacterial metabolite
- metabolite
- pharmaceutical
- prokaryotic metabolite
Pharmacology
Vancomycin is a Glycopeptide Antibacterial.
How it is made
Found in the culture broth of Streptomyces orientalis.
Vancomycin is produced by the submerged fermentation process.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Vancomycin is traded under.
Antibiotics, other
- China39.7%
- United States11.3%
- Switzerland * partner reported10.9%
* Partner reported figures, a lower bound.
The HS code shown for Vancomycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Vancomycin, based on the data on this page
What is Vancomycin?
What is the CAS number of Vancomycin?
What is the molecular formula and weight of Vancomycin?
What is Vancomycin used for?
Is Vancomycin hazardous?
What is the HS code of Vancomycin?
Where can I buy Vancomycin?
Where can I buy Vancomycin in India?
What is the price of Vancomycin?
Guides for buyers
Practical guides that help when you source, ship or handle Vancomycin
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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