MedKoo Cat#: 414338 | Name: Nervosine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nervosine is one of the known saturated pyrrolizidine alkaloids isolated from the plant of Liparis nervosa with antitumor activity.

Chemical Structure

Nervosine
Nervosine
CAS#23179-26-2

Theoretical Analysis

MedKoo Cat#: 414338

Name: Nervosine

CAS#: 23179-26-2

Chemical Formula: C36H53NO12

Exact Mass: 691.3568

Molecular Weight: 691.82

Elemental Analysis: C, 62.50; H, 7.72; N, 2.02; O, 27.75

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Nervosine
IUPAC/Chemical Name
((7aR)-hexahydro-1H-pyrrolizin-1-yl)methyl 4-(((2R,3R,4S,5S,6R)-3-(((3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3,5-bis(3-methylbut-2-en-1-yl)benzoate
InChi Key
LLZLNFVFAZZRDM-NYGIAEFMSA-N
InChi Code
InChI=1S/C36H53NO12/c1-19(2)7-9-21-14-24(34(44)45-18-23-11-13-37-12-5-6-25(23)37)15-22(10-8-20(3)4)32(21)48-36-33(30(42)28(40)26(16-38)47-36)49-35-31(43)29(41)27(17-39)46-35/h7-8,14-15,23,25-31,33,35-36,38-43H,5-6,9-13,16-18H2,1-4H3/t23?,25-,26-,27+,28-,29+,30+,31-,33-,35?,36-/m1/s1
SMILES Code
C/C(C)=C\Cc1c(O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2OC3O[C@H]([C@@H]([C@H]3O)O)CO)O)O)CO)c(C/C=C(C)\C)cc(C(OCC4CCN5CCC[C@H]45)=O)c1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 691.82 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Huang S, Zhao SM, Shan LH, Zhou XL. Antitumor activity of nervosine VII, and the crosstalk between apoptosis and autophagy in HCT116 human colorectal cancer cells. Chin J Nat Med. 2020 Feb;18(2):81-89. doi: 10.1016/S1875-5364(20)30009-1. PMID: 32172951. 2: Chen L, Huang S, Li CY, Gao F, Zhou XL. Pyrrolizidine alkaloids from Liparis nervosa with antitumor activity by modulation of autophagy and apoptosis. Phytochemistry. 2018 Sep;153:147-155. doi: 10.1016/j.phytochem.2018.06.001. Epub 2018 Jun 29. PMID: 29980107; PMCID: PMC6596299. 3: Nishikawa K, Hirata Y. Chemotaxonomical alkaloid studies. I. Structure of nervosine. Tetrahedron Lett. 1967 Jul;27:2591-6. doi: 10.1016/s0040-4039(00)70354-6. PMID: 6047195. 4: Huang S, Zhou XL, Wang CJ, Wang YS, Xiao F, Shan LH, Guo ZY, Weng J. Pyrrolizidine alkaloids from Liparis nervosa with inhibitory activities against LPS-induced NO production in RAW264.7 macrophages. Phytochemistry. 2013 Sep;93:154-61. doi: 10.1016/j.phytochem.2013.03.009. Epub 2013 Apr 6. PMID: 23571028.