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MedKoo Cat#: 112198 | Name: Dendrobine
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Description:

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

Dendrobine induces apoptosis in A549 cells.

Chemical Structure

Dendrobine
Dendrobine
CAS#2115-91-5

Theoretical Analysis

MedKoo Cat#: 112198

Name: Dendrobine

CAS#: 2115-91-5

Chemical Formula: C16H25NO2

Exact Mass: 263.1885

Molecular Weight: 263.38

Elemental Analysis: C, 72.97; H, 9.57; N, 5.32; O, 12.15

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
25mg USD 1,250.00 2 Weeks
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Related CAS #
No Data
Synonym
Dendrobine; (–)-Dendrobine; NSC-607862; NSC607862; NSC 607862
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

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.

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: 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.