MedKoo Cat#: 145949 | Name: Patrinoside

Description:

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

Patrinoside is a plant growth regulator that is primarily used for enhancing the growth and development of various crops. It functions by affecting the plant's hormone balance, particularly by modulating the levels of gibberellins, which are hormones involved in cell elongation and growth. This leads to improved root development, stronger plant structures, and increased resistance to environmental stress. Patrinoside is commonly applied in agriculture to optimize crop yield, promote healthier plant growth, and improve overall crop quality, especially in fruit and vegetable cultivation.

Chemical Structure

Patrinoside
Patrinoside
CAS#53962-20-2

Theoretical Analysis

MedKoo Cat#: 145949

Name: Patrinoside

CAS#: 53962-20-2

Chemical Formula: C21H34O11

Exact Mass: 462.2100

Molecular Weight: 462.49

Elemental Analysis: C, 54.54; H, 7.41; O, 38.05

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
Patrinoside;
IUPAC/Chemical Name
(1S,4aS,6S,7S,7aS)-6-hydroxy-7-(hydroxymethyl)-4-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl 3-methylbutanoate
InChi Key
BGDMXWQJUGENQP-QPCLWJSESA-N
InChi Code
1S/C21H34O11/c1-9(2)3-15(25)32-20-16-11(4-13(24)12(16)5-22)10(7-29-20)8-30-21-19(28)18(27)17(26)14(6-23)31-21/h7,9,11-14,16-24,26-28H,3-6,8H2,1-2H3/t11-,12+,13+,14-,16+,17-,18+,19-,20+,21-/m1/s1
SMILES Code
[H][C@]12C[C@H](O)[C@H](CO)[C@@]1([H])[C@H](OC(=O)CC(C)C)OC=C2CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O
Appearance
To be determined
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 462.49 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: Liu Z, Wang M, Liu Y, Ren M, Xi X, Li S, Kang W. Patrinoside and Patrinoside A from Patrinia scabiosaefolia Improve Insulin Resistance by Inhibiting NF-κB, MAPK Pathways and Oxidative Stress in RAW264.7 and 3 T3-L1 Cells. Oxid Med Cell Longev. 2023 Jan 24;2023:9069645. doi: 10.1155/2023/9069645. PMID: 36733419; PMCID: PMC9889156. 2: Taguchi H, Endo T. Letter: Patrinoside, a new iridoid glycoside from Patrinia scabiosaefolia. Chem Pharm Bull (Tokyo). 1974 Aug;22(8):1935-7. doi: 10.1248/cpb.22.1935. PMID: 4430045. 3: Tomassini L, Ventrone A, Frezza C, Cometa MF. A new iridoid diglycoside from Sambucus ebulus L. Nat Prod Res. 2020 Aug;34(15):2137-2143. doi: 10.1080/14786419.2019.1577836. Epub 2019 Feb 27. PMID: 30810365. 4: Pieri V, Schwaiger S, Ellmerer EP, Stuppner H. Iridoid glycosides from the leaves of Sambucus ebulus. J Nat Prod. 2009 Oct;72(10):1798-803. doi: 10.1021/np900373u. PMID: 19795902. 5: Takeda S, Yuasa K, Endo T, Aburada M. Pharmacological studies on iridoid compounds. II. Relationship between structures and choleretic actions of iridoid compound. J Pharmacobiodyn. 1980 Oct;3(10):485-92. doi: 10.1248/bpb1978.3.485. PMID: 7205532. 6: Tomassini L, Gao J, Foddai S, Serafini M, Ventrone A, Nicoletti M. Iridoid glucosides from Viburnum chinshanense. Nat Prod Res. 2006 Jul 10;20(8):697-700. doi: 10.1080/14786410500056678. PMID: 16753900. 7: Takeda S, Endo T, Aburada M. Pharmacological studies on iridoid compounds. III. The choleretic mechanism of iridoid compounds. J Pharmacobiodyn. 1981 Aug;4(8):612-23. doi: 10.1248/bpb1978.4.612. PMID: 7299624. 8: Liu Z, Meng L, Wang M, Wang L, Liu Y, Hou G, Li S, Kang W. New iridoids from Patrinia scabiosaefolia and their hypoglycemic effects by activating PI3K/Akt signaling pathway. Fitoterapia. 2023 Mar;165:105423. doi: 10.1016/j.fitote.2022.105423. Epub 2023 Jan 3. PMID: 36608711. 9: Cometa MF, Parisi L, Palmery M, Meneguz A, Tomassini L. In vitro relaxant and spasmolytic effects of constituents from Viburnum prunifolium and HPLC quantification of the bioactive isolated iridoids. J Ethnopharmacol. 2009 Jun 22;123(2):201-7. doi: 10.1016/j.jep.2009.03.021. Epub 2009 Mar 26. PMID: 19429363. 10: Liu Z, Xu L, Xu X, Niu Y, Saadeldeen FA, Kang W. Effects and mechanisms of iridoid glycosides from Patrinia scabiosaefolia on improving insulin resistance in 3T3-L1 adipocytes. Food Chem Toxicol. 2019 Dec;134:110806. doi: 10.1016/j.fct.2019.110806. Epub 2019 Sep 12. PMID: 31521635. 11: Mizoguchi Y, Sakagami Y, Miyajima K, Yamamoto S, Takeda S, Aburada M, Morisawa S. [Effects of iridoid compounds on bile flow]. Nihon Shokakibyo Gakkai Zasshi. 1985 Dec;82(12):2942-8. Japanese. PMID: 3831446.