MedKoo Cat#: 461768 | Name: Norsanguinarine

Description:

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

Norsanguinarine is an isoquinoline alkaloid isolated from methanolic extract of the whole plant of Eschscholzia californica.

Chemical Structure

Norsanguinarine
Norsanguinarine
CAS#522-30-5

Theoretical Analysis

MedKoo Cat#: 461768

Name: Norsanguinarine

CAS#: 522-30-5

Chemical Formula: C19H11NO4

Exact Mass: 317.0688

Molecular Weight: 317.30

Elemental Analysis: C, 71.92; H, 3.49; N, 4.41; O, 20.17

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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Synonym
Norsanguinarine;
IUPAC/Chemical Name
[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridine
InChi Key
CNXVDVMAYXLWPD-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H11NO4/c1-2-12-11-3-4-15-19(24-9-21-15)14(11)7-20-18(12)13-6-17-16(5-10(1)13)22-8-23-17/h1-7H,8-9H2
SMILES Code
C1(C=CC2=C3C=CC(OCO4)=C4C3=CN=C2C1=C5)=CC6=C5OCO6
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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 317.30 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: Shang XY, Shi JG, Yang YC, Liu X, Li C, Zhang CZ. [Alkaloids from a Tibetan medicine Meconopsis quintuplinervia Regel]. Yao Xue Xue Bao. 2003 Apr;38(4):276-8. Chinese. PubMed PMID: 12889127. 2: Singh S, Jain L, Pandey MB, Singh UP, Pandey VB. Antifungal activity of the alkaloids from Eschscholzia californica. Folia Microbiol (Praha). 2009;54(3):204-6. doi: 10.1007/s12223-009-0032-7. Epub 2009 Aug 2. PubMed PMID: 19649736. 3: Lee DU, Park JH, Wessjohann L, Schmidt J. Alkaloids from Papaver coreanum. Nat Prod Commun. 2011 Nov;6(11):1593-4. PubMed PMID: 22224268. 4: Ye F, Feng F, Liu W. [Alkaloids from Macleaya cordata]. Zhongguo Zhong Yao Za Zhi. 2009 Jul;34(13):1683-6. Chinese. PubMed PMID: 19873781. 5: Chen JJ, Duh CY, Chen IS. New tetrahydroprotoberberine N-oxide alkaloids and cytotoxic constituents of Corydalis tashiroi. Planta Med. 1999 Oct;65(7):643-7. PubMed PMID: 17260290. 6: Dasgupta B, Seth KK, Pandey VB, Ray AB. Alkaloids of Fumaria indica: Further Studies on Narceimine and Narlumidine. Planta Med. 1984 Dec;50(6):481-5. PubMed PMID: 17340359. 7: Wangchuk P, Keller PA, Pyne SG, Lie W, Willis AC, Rattanajak R, Kamchonwongpaisan S. A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain. J Ethnopharmacol. 2013 Dec 12;150(3):953-9. doi: 10.1016/j.jep.2013.09.052. Epub 2013 Oct 9. Erratum in: J Ethnopharmacol. 2014 May 14;153(3):934. Phurpa, Wangchuk [corrected to Wangchuk, Phurpa]. PubMed PMID: 24120516. 8: Thomas AG, Rojas C, Tanega C, Shen M, Simeonov A, Boxer MB, Auld DS, Ferraris DV, Tsukamoto T, Slusher BS. Kinetic characterization of ebselen, chelerythrine and apomorphine as glutaminase inhibitors. Biochem Biophys Res Commun. 2013 Aug 23;438(2):243-8. doi: 10.1016/j.bbrc.2013.06.110. Epub 2013 Jul 10. PubMed PMID: 23850693; PubMed Central PMCID: PMC4094369.