Dendrobine | CAS#2115-91-5 | Apoptosis inducer in A549 cells

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

MedKoo CAT#: 112198

CAS#: 2115-91-5

Description: Dendrobine induces apoptosis in A549 cells.

Chemical Structure

Dendrobine

CAS# 2115-91-5

Instruction

Theoretical Analysis

MedKoo Cat#: 112198
Name: Dendrobine
CAS#: 2115-91-5
Chemical Formula: C16H25NO2
Exact Mass: 263.19
Molecular Weight: 263.380
Elemental Analysis: C, 72.97; H, 9.57; N, 5.32; O, 12.15

Price and Availability

Size	Price	Availability
5mg	USD 300	2 Weeks
10mg	USD 570	2 Weeks
25mg	USD 970	2 Weeks
50mg	USD 1450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Dendrobine; (–)-Dendrobine

IUPAC/Chemical Name: (2aS,2a1R,4aS,5R,8R,8aS,9S)-9-isopropyl-2a1,4-dimethyldecahydro-7H-6-oxa-4-aza-5,8-methanocyclopenta[cd]azulen-7-one

InChi Key: RYAHJFGVOCZDEI-UFFNCVEVSA-N

InChi Code: InChI=1S/C16H25NO2/c1-8(2)11-12-10-6-5-9-7-17(4)14(16(9,10)3)13(11)19-15(12)18/h8-14H,5-7H2,1-4H3/t9-,10+,11+,12-,13-,14-,16+/m1/s1

SMILES Code: CN1[C@@]2([C@](OC3=O)([C@H]([C@]3([C@]4([C@@]2([C@@]([H])(C1)CC4)C)[H])[H])C(C)C)[H])[H]

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 263.38 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Deng W, Ding Z, Wang Y, Zou B, Zheng J, Tan Y, Yang Q, Ke M, Chen Y, Wang S, Li X. Dendrobine attenuates osteoclast differentiation through modulating ROS/NFATc1/ MMP9 pathway and prevents inflammatory bone destruction. Phytomedicine. 2022 Feb;96:153838. doi: 10.1016/j.phymed.2021.153838. Epub 2021 Nov 6. PMID: 34801352.

2: Zhang MS, Linghu L, Wang G, He YQ, Sun CX, Xiao SJ. Dendrobine-type alkaloids from Dendrobium nobile. Nat Prod Res. 2022 Nov;36(21):5393-5399. doi: 10.1080/14786419.2021.2019731. Epub 2021 Dec 20. PMID: 34930072.

3: Gong DY, Chen XY, Guo SX, Wang BC, Li B. Recent advances and new insights in biosynthesis of dendrobine and sesquiterpenes. Appl Microbiol Biotechnol. 2021 Sep;105(18):6597-6606. doi: 10.1007/s00253-021-11534-1. Epub 2021 Aug 31. PMID: 34463801.

4: Jia Q, Wang L, Qian X, Jin H, Shu F, Sarsaiya S, Jin L, Chen J. Transcriptome Analysis of Dendrobine Biosynthesis in Trichoderma longibrachiatum MD33. Front Microbiol. 2022 Aug 1;13:890733. doi: 10.3389/fmicb.2022.890733. PMID: 35979500; PMCID: PMC9376458.

5: Feng Y, Jia B, Feng Q, Zhang Y, Chen Y, Meng J. Dendrobine attenuates gestational diabetes mellitus in mice by inhibiting Th17 cells. Basic Clin Pharmacol Toxicol. 2021 Mar;128(3):379-385. doi: 10.1111/bcpt.13524. Epub 2020 Nov 11. PMID: 33119198.

6: Lou D, Xing X, Liang Y. Dendrobine modulates autophagy to alleviate ox-LDL- induced oxidative stress and senescence in HUVECs. Drug Dev Res. 2022 Aug;83(5):1125-1137. doi: 10.1002/ddr.21937. Epub 2022 Apr 13. PMID: 35417048.

7: Meng J, Song X, Yan G, Wang H, Li H, Lou D. Dendrobine suppresses endoplasmic reticulum stress-induced apoptosis through upregulating microRNA miR-381-3p to decrease caspase-4. Bioengineered. 2021 Dec;12(1):4452-4463. doi: 10.1080/21655979.2021.1956672. PMID: 34308746; PMCID: PMC8806451.

8: Ci R, Zhang K, Zhu A, Zang W. Dendrobine attenuates isoniazid- and rifampicin-induced liver injury by inhibiting miR-295-5p. Hum Exp Toxicol. 2020 Dec;39(12):1671-1680. doi: 10.1177/0960327120937047. Epub 2020 Jul 7. PMID: 32633153.

9: Li QM, Li X, Su SQ, Wang YT, Xu T, Zha XQ, Pan LH, Shang ZZ, Zhang FY, Luo JP. Dendrobine inhibits dopaminergic neuron apoptosis via MANF-mediated ER stress suppression in MPTP/MPP+-induced Parkinson's disease models. Phytomedicine. 2022 Jul 20;102:154193. doi: 10.1016/j.phymed.2022.154193. Epub 2022 May 22. PMID: 35636177.

10: Yang D, Cheng ZQ, Hou B, Yang L, Zi CT, Dong FW, Hu JM, Zhou J. Two unusual dendrobine-type alkaloids from Dendrobium findlayanum. Fitoterapia. 2020 Jul;144:104607. doi: 10.1016/j.fitote.2020.104607. Epub 2020 May 6. PMID: 32387373.

11: Li L, Liu C, Wen W, Li Q, Pan T, Li Z, Qian G, He Y, Xu D. Dendrobine biosynthesis in Dendrobium nobile in four different habitats is affected by the variations in the endophytic fungal community. Front Microbiol. 2022 Sep 13;13:981070. doi: 10.3389/fmicb.2022.981070. PMID: 36177465; PMCID: PMC9513314.

12: Kim YR, Han AR, Kim JB, Jung CH. Dendrobine Inhibits γ-Irradiation-Induced Cancer Cell Migration, Invasion and Metastasis in Non-Small Cell Lung Cancer Cells. Biomedicines. 2021 Aug 3;9(8):954. doi: 10.3390/biomedicines9080954. PMID: 34440158; PMCID: PMC8392411.

13: Yue Q, Chen X, Gao J, Gong Q, Shi J, Li F. Dendrobine protects HACAT cells from H2O2-induced oxidative stress and apoptosis damage via Nrf2/Keap1/ARE signaling pathway. Toxicol Appl Pharmacol. 2022 Nov 1;454:116217. doi: 10.1016/j.taap.2022.116217. Epub 2022 Sep 1. PMID: 36058301.

14: Bai JQ, Guo QX, Zhang J, Huang J, Xu W, Gong L, Su H, Luo YB, Li JH, Qiu XH, Huang ZH. Metabolic Profile of Dendrobine in Rats Determined by Ultra-high- performance Liquid Chromatography/Quadrupole Time-of-flight Mass Spectrometry. Comb Chem High Throughput Screen. 2021;24(9):1364-1376. doi: 10.2174/1386207323666201023115744. PMID: 33100199.

15: Li R, Liu T, Liu M, Chen F, Liu S, Yang J. Anti-influenza A Virus Activity of Dendrobine and Its Mechanism of Action. J Agric Food Chem. 2017 May 10;65(18):3665-3674. doi: 10.1021/acs.jafc.7b00276. Epub 2017 Apr 26. PMID: 28417634.

16: Liu GY, Tan L, Cheng L, Ding LS, Zhou Y, Deng Y, He YQ, Guo DL, Xiao SJ. Dendrobine-type alkaloids and bibenzyl derivatives from Dendrobium findlayanum. Fitoterapia. 2020 Apr;142:104497. doi: 10.1016/j.fitote.2020.104497. Epub 2020 Feb 10. PMID: 32058054.

17: Luo Y, Liu G, Hou P. Synergism Effect of Dendrobine on Cisplatin in Treatment of H1299 by Modulating the Balance of Treg/Th17. Anticancer Agents Med Chem. 2023;23(1):105-112. doi: 10.2174/1871520622666220520093837. PMID: 35619309.

18: Chen H, Tu M, Liu S, Wen Y, Chen L. Dendrobine Alleviates Cellular Senescence and Osteoarthritis via the ROS/NF-κB Axis. Int J Mol Sci. 2023 Jan 25;24(3):2365. doi: 10.3390/ijms24032365. PMID: 36768689; PMCID: PMC9916903.

19: Pan H, Shi FG, Fang C, Shi JS. Metabolic characterization of a potent natural neuroprotective agent dendrobine in vitro and in rats. Acta Pharmacol Sin. 2022 Apr;43(4):1059-1071. doi: 10.1038/s41401-021-00690-9. Epub 2021 Jun 28. PMID: 34183753; PMCID: PMC8975833.

20: Yang D, Cheng ZQ, Yang L, Hou B, Yang J, Li XN, Zi CT, Dong FW, Liu ZH, Zhou J, Ding ZT, Hu JM. Seco-Dendrobine-Type Alkaloids and Bioactive Phenolics from Dendrobium findlayanum. J Nat Prod. 2018 Feb 23;81(2):227-235. doi: 10.1021/acs.jnatprod.7b00150. Epub 2018 Jan 17. PMID: 29338260.

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