OWN02816 | CAS#32602-81-6 | Antioxidant flavonoid

MedKoo Cat#: 465301 | Name: OWN02816

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Description:

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

OWN02816 is a flavonoid that has been found in D. calycinum and has antioxidant and antidiabetic activities. It scavenges DPPH radicals in a cell-free assay (IC50 = 79.6 µg/ml). OWN02816 (1 and 100 nM) increases glucose uptake in isolated rat soleus muscle. It also increases glycogen synthesis in isolated rat soleus muscle, an effect that can be blocked by the PI3K inhibitor wortmannin. This product has no formal name. For the convenience of scientific communication, we named it by combining its InChi Key (3 letters from the first letter of each section) with the last 5 digit of its CAS#) according to MedKoo Chemical Nomenclature (https://www.medkoo.com/page/naming).

Chemical Structure

OWN02816

CAS#32602-81-6

Theoretical Analysis

MedKoo Cat#: 465301

Name: OWN02816

CAS#: 32602-81-6

Chemical Formula: C27H30O15

Exact Mass: 594.1585

Molecular Weight: 594.52

Elemental Analysis: C, 54.55; H, 5.09; O, 40.37

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Related CAS #

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Synonym

OWN02816; OWN 02816; OWN-02816; Kaempferol 3-neohesperidoside; Kaempferol 3 neohesperidoside; Kaempferol 3-O-β-neohesperidoside;

IUPAC/Chemical Name

3-(((2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

InChi Key

OHOBPOYHROOXEI-JWMUNMLDSA-N

InChi Code

InChI=1S/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17-,18+,20+,21-,22+,25+,26-,27-/m0/s1

SMILES Code

O=C1C(O[C@H]2[C@H](O[C@H]3[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O3)[C@@H](O)[C@H](O)[C@@H](CO)O2)=C(OC4=CC(O)=CC(O)=C14)C5=CC=C(O)C=C5

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

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	DMF	1.0	1.68
	DMSO	1.0	1.68
	PBS (pH 7.2)	1.0	1.68

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 594.52 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.

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: Li Z, Geng G, Xie H, Zhou L, Wang L, Qiao F. Metabolomic and transcriptomic reveal flavonoid biosynthesis and regulation mechanism in Phlomoides rotata from different habitats. Genomics. 2024 May;116(3):110850. doi: 10.1016/j.ygeno.2024.110850. Epub 2024 Apr 27. PMID: 38685286. 2: Rao MJ, Feng B, Ahmad MH, Tahir Ul Qamar M, Aslam MZ, Khalid MF, Hussain S, Zhong R, Ali Q, Xu Q, Ma C, Wang L. LC-MS/MS-based metabolomics approach identified novel antioxidant flavonoids associated with drought tolerance in citrus species. Front Plant Sci. 2023 Aug 10;14:1150854. doi: 10.3389/fpls.2023.1150854. PMID: 37636085; PMCID: PMC10450343. 3: Malak N, Alotaibi BS, Khan A, Khan A, Ullah S, Nasreen N, Niaz S, Chen CC. Density Functional Theory Calculations and Molecular Docking Analyses of Flavonoids for Their Possible Application against the Acetylcholinesterase and Triose-Phosphate Isomerase Proteins of Rhipicephalus microplus. Molecules. 2023 Apr 20;28(8):3606. doi: 10.3390/molecules28083606. PMID: 37110838; PMCID: PMC10145301. 4: Zarei A, Ramazani A, Rezaei A, Moradi S. Screening of honey bee pollen constituents against COVID-19: an emerging hot spot in targeting SARS- CoV-2-ACE-2 interaction. Nat Prod Res. 2023 Mar;37(6):974-980. doi: 10.1080/14786419.2022.2092865. Epub 2022 Jun 25. PMID: 35758279. 5: Colombo PS, Flamini G, Fico G. Primula latifolia Lapeyr. and Primula vulgaris Hudson flavonoids. Nat Prod Res. 2014;28(19):1641-4. doi: 10.1080/14786419.2014.924003. Epub 2014 Jun 27. PMID: 24969099. 6: Wang LQ, Tang ZR, Mu WH, Kou JF, He DY. A new natural naphtho[1,2-b]furan from the leaves of Cassia fistula. J Asian Nat Prod Res. 2013 Nov;15(11):1210-3. doi: 10.1080/10286020.2013.812077. Epub 2013 Jul 4. PMID: 23822190. 7: Zhang J, Li X, Ren L, Fang C, Wang F. [Chemical constituents from Exochorda racemosa]. Zhongguo Zhong Yao Za Zhi. 2011 May;36(9):1198-201. Chinese. PMID: 21842649. 8: Cazarolli LH, Folador P, Pizzolatti MG, Mena Barreto Silva FR. Signaling pathways of kaempferol-3-neohesperidoside in glycogen synthesis in rat soleus muscle. Biochimie. 2009 Jul;91(7):843-9. doi: 10.1016/j.biochi.2009.04.004. Epub 2009 Apr 17. PMID: 19376191. 9: Zanatta L, Rosso A, Folador P, Figueiredo MS, Pizzolatti MG, Leite LD, Silva FR. Insulinomimetic effect of kaempferol 3-neohesperidoside on the rat soleus muscle. J Nat Prod. 2008 Apr;71(4):532-5. doi: 10.1021/np070358+. Epub 2008 Feb 28. PMID: 18303854.