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MedKoo Cat#: 584890 | Name: Delphanin

Description:

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

Delphanin, also known as Nasunin, is an anthocyanin isolated as purple colored crystals from eggplant peels.

Chemical Structure

Delphanin
Delphanin
CAS#28463-30-1

Theoretical Analysis

MedKoo Cat#: 584890

Name: Delphanin

CAS#: 28463-30-1

Chemical Formula: C42H47ClO23

Exact Mass: 954.2197

Molecular Weight: 955.27

Elemental Analysis: C, 52.81; H, 4.96; Cl, 3.71; O, 38.52

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 #
No Data
Synonym
Delphanin; Nasunin; Violanin
IUPAC/Chemical Name
1-Benzopyrylium, 3-((6-O-(6-deoxy-4-O-(3-(4-hydroxyphenyl)-1-oxo-2-propenyl)-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-(beta-D-glucopyranosyloxy)-7-hydroxy-2-(3,4,5-trihydroxyphenyl)-, chloride, (E)-
InChi Key
OUUYNFWYLXMNQZ-YJIPZLSKSA-N
InChi Code
InChI=1S/C42H46O23.ClH/c1-15-38(65-28(48)7-4-16-2-5-18(44)6-3-16)34(54)37(57)40(59-15)58-14-27-31(51)33(53)36(56)42(64-27)62-25-12-20-23(60-39(25)17-8-21(46)29(49)22(47)9-17)10-19(45)11-24(20)61-41-35(55)32(52)30(50)26(13-43)63-41;/h2-12,15,26-27,30-38,40-43,50-57H,13-14H2,1H3,(H4-,44,45,46,47,48,49);1H/t15-,26+,27+,30+,31+,32-,33-,34-,35+,36+,37+,38-,40+,41+,42+;/m0./s1
SMILES Code
OC1=C(O)C(O)=CC(C2=C(O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]4[C@@H]([C@@H]([C@H]([C@H](C)O4)OC(/C=C/C5=CC=C(O)C=C5)=O)O)O)O3)O)O)O)C=C6C(C=C(O)C=C6O[C@H]7[C@@H]([C@H]([C@@H]([C@@H](CO)O7)O)O)O)=[O+]2)=C1.[Cl-]
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 955.27 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: Komatsu W, Itoh K, Akutsu S, Kishi H, Ohhira S. Nasunin inhibits the lipopolysaccharide-induced pro-inflammatory mediator production in RAW264 mouse macrophages by suppressing ROS-mediated activation of PI3 K/Akt/NF-κB and p38 signaling pathways. Biosci Biotechnol Biochem. 2017 Oct;81(10):1956-1966. doi: 10.1080/09168451.2017.1362973. Epub 2017 Aug 16. PubMed PMID: 28812425. 2: Matsubara K, Kaneyuki T, Miyake T, Mori M. Antiangiogenic activity of nasunin, an antioxidant anthocyanin, in eggplant peels. J Agric Food Chem. 2005 Aug 10;53(16):6272-5. PubMed PMID: 16076105. 3: Ichiyanagi T, Terahara N, Rahman MM, Konishi T. Gastrointestinal uptake of nasunin, acylated anthocyanin in eggplant. J Agric Food Chem. 2006 Jul 26;54(15):5306-12. PubMed PMID: 16848510. 4: Noda Y, Kaneyuki T, Igarashi K, Mori A, Packer L. Antioxidant activity of nasunin, an anthocyanin in eggplant. Res Commun Mol Pathol Pharmacol. 1998 Nov;102(2):175-87. PubMed PMID: 10100509. 5: Noda Y, Kneyuki T, Igarashi K, Mori A, Packer L. Antioxidant activity of nasunin, an anthocyanin in eggplant peels. Toxicology. 2000 Aug 7;148(2-3):119-23. PubMed PMID: 10962130. 6: Kimura Y, Araki Y, Takenaka A, Igarashi K. Protective effects of dietary nasunin on paraquat-induced oxidative stress in rats. Biosci Biotechnol Biochem. 1999 May;63(5):799-804. PubMed PMID: 10380622. 7: Ichiyanagi T, Kashiwada Y, Shida Y, Ikeshiro Y, Kaneyuki T, Konishi T. Nasunin from eggplant consists of cis-trans isomers of delphinidin 3-[4-(p-coumaroyl)-L-rhamnosyl (1-->6)glucopyranoside]-5-glucopyranoside. J Agric Food Chem. 2005 Nov 30;53(24):9472-7. PubMed PMID: 16302764. 8: Jing P, Qian B, Zhao S, Qi X, Ye L, Mónica Giusti M, Wang X. Effect of glycosylation patterns of Chinese eggplant anthocyanins and other derivatives on antioxidant effectiveness in human colon cell lines. Food Chem. 2015 Apr 1;172:183-9. doi: 10.1016/j.foodchem.2014.08.100. Epub 2014 Sep 6. Review. PubMed PMID: 25442541. 9: Das S, Raychaudhuri U, Falchi M, Bertelli A, Braga PC, Das DK. Cardioprotective properties of raw and cooked eggplant (Solanum melongena L). Food Funct. 2011 Jul;2(7):395-9. doi: 10.1039/c1fo10048c. Epub 2011 Jun 10. PubMed PMID: 21894326. 10: Toppino L, Barchi L, Lo Scalzo R, Palazzolo E, Francese G, Fibiani M, D'Alessandro A, Papa V, Laudicina VA, Sabatino L, Pulcini L, Sala T, Acciarri N, Portis E, Lanteri S, Mennella G, Rotino GL. Mapping Quantitative Trait Loci Affecting Biochemical and Morphological Fruit Properties in Eggplant (Solanum melongena L.). Front Plant Sci. 2016 Mar 4;7:256. doi: 10.3389/fpls.2016.00256. eCollection 2016. PubMed PMID: 26973692; PubMed Central PMCID: PMC4777957. 11: Kaneyuki T, Noda Y, Traber MG, Mori A, Packer L. Superoxide anion and hydroxyl radical scavenging activities of vegetable extracts measured using electron spin resonance. Biochem Mol Biol Int. 1999 Jun;47(6):979-89. PubMed PMID: 10410244. 12: Lo Scalzo R, Fibiani M, Francese G, D'Alessandro A, Rotino GL, Conte P, Mennella G. Cooking influence on physico-chemical fruit characteristics of eggplant (Solanum melongena L.). Food Chem. 2016 Mar 1;194:835-42. doi: 10.1016/j.foodchem.2015.08.063. Epub 2015 Aug 20. PubMed PMID: 26471625. 13: Azuma K, Ohyama A, Ippoushi K, Ichiyanagi T, Takeuchi A, Saito T, Fukuoka H. Structures and antioxidant activity of anthocyanins in many accessions of eggplant and its related species. J Agric Food Chem. 2008 Nov 12;56(21):10154-9. doi: 10.1021/jf801322m. Epub 2008 Oct 3. PubMed PMID: 18831559. 14: Yoshiki Y, Okubo K, Igarashi K. Chemiluminescence of anthocyanins in the presence of acetaldehyde and tert-butyl hydroperoxide. J Biolumin Chemilumin. 1995 Nov-Dec;10(6):335-8. PubMed PMID: 8588509. 15: Mennella G, Lo Scalzo R, Fibiani M, D'Alessandro A, Francese G, Toppino L, Acciarri N, de Almeida AE, Rotino GL. Chemical and bioactive quality traits during fruit ripening in eggplant (S. melongena L.) and allied species. J Agric Food Chem. 2012 Nov 28;60(47):11821-31. doi: 10.1021/jf3037424. Epub 2012 Nov 19. PubMed PMID: 23134376.

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RO-48-2485

RO-48-2485