Basic information
- CAS
71486-22-1- Standard SMILES
CCC1=CC2CN(C1)Cc1c([nH]c3ccccc13)[C@@](C(=O)OC)(c1cc3c(cc1OC)N(C)[C@H]1[C@@](O)(C(=O)OC)[C@H](OC(C)=O)[C@]4(CC)C=CCN5CC[C@]31[C@@H]54)C2- InChIKey
GBABOYUKABKIAF-BXZSYHTRSA-N- Molecular formula
- C45H54N4O8
- Average molar mass
- 778.9 g/mol
- Monoisotopic mass
- 778.39416469
Names & identifiers
- Preferred name
- Alocrest
- IUPAC
- methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
- English name
- Vinorelbine
- Molecular formula
- C45H54N4O8
- Molecular weight
- 778.93
Names & synonyms
alocrestinx-0125SCHEMBL1653160SCHEMBL16786345SCHEMBL30568940Pharmakon1600-01502272NSC760087NCGC00386325-01NCGC00482514-01methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-4-[(12S)-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylateNS00003348CL069
Show more names
CS-404F 80520NSC32797NSC 32797NSC-32797NVBKW-2307VINORELBINENavelbine(R)KW 2307 base
Database identifiers
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 134 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 10
- Heavy atoms
- 57
- Formal charge
- 0
- Complexity
- 1,690
Physicochemical properties
- alpha
- 20 · D20 +52.4° (c = 0.3 in CHCl3)
- Density
- 1.36 · 1.36±0.1 g/cm3(Predicted)
- storage temp.
- 4 °C, · Store at 4°C, protect from light
- solubility
- 25.9 mg/mL · >25.9mg/mL in DMSO
- form
- Powder
- pka
- 11.36 · 11.36±0.60(Predicted)
- Appearance
- White Powder
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6 C979R91Y · Q6C979R91Y
- ATC code
- 1 CA04 · L01CA04
- Protein binding
- 13.5 · 13.5 (78% bound to platelets)
- Excreted unchanged in urine
- 18.5 % · 18.5%
- Volume of distribution
- 40 · >40(L/kg)
- Biological half-life
- 28 · 28-44 / -
- Symbol(GHS)
- 6 · GHS06,GHS08
- Signal word
- Danger
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 2939799090
- Toxicity
- LD50 in mice (mg/m2): 72 i.v.; 78 orally (Mathé, Reizenstein)
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08
- Hazard statements
- H301-H315-H319-H341
- Precautionary statements
- P260-P280
- Hazardous Substances Data
- 71486-22-1(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionVinorelbine is a semisynthetic vinca alkaloid differing from vinblastine in the catharantine moiety of the molecule. It is claimed to have a broad spectrum of action both in vifro and in vivo; clinically it has been found effective in the treatment of non-small cell lung cancer, advanced breast cancer, ovarian cancer and Hodgkins disease.
Usesantimigraine, 5HT[1B/1D] agonist
UsesVinorelbine base is an antineoplastic agent with anti-mitotic properties.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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