Neotuberostemonine | CAS#143120-46-1 | Alkaloid

MedKoo Cat#: 461982 | Name: Neotuberostemonine

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Description:

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

Neotuberostemonine is an alkaloid originally isolated from S. tuberosa that has diverse biological activities. It inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS) protein levels and NO production in RAW 264.7 cells when used at a concentration of 100 µM.

Chemical Structure

Neotuberostemonine

CAS#143120-46-1

Theoretical Analysis

MedKoo Cat#: 461982

Name: Neotuberostemonine

CAS#: 143120-46-1

Chemical Formula: C22H33NO4

Exact Mass: 375.2410

Molecular Weight: 375.51

Elemental Analysis: C, 70.37; H, 8.86; N, 3.73; O, 17.04

Price and Availability

Size	Price	Availability
1mg	USD 230.00	2 Weeks
5mg	USD 515.00	2 Weeks
10mg	USD 845.00	2 Weeks

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Synonym

Neotuberostemonine; Tuberostemonine LG; (+)-Neotuberostemonine

IUPAC/Chemical Name

(2S,7aR,8R,8aR,11S,11aR,11bS,11cR)-8-ethyldodecahydro-11-methyl-2-[(2S,4S)-tetrahydro-4-methyl-5-oxo-2-furanyl]-furo[2,3-h]pyrrolo[3,2,1-jk][1]benzazepin-10(2H)-one

InChi Key

GYOGHROCTSEKDY-UEIGSNQUSA-N

InChi Code

InChI=1S/C22H33NO4/c1-4-13-14-7-5-6-8-23-16(17-9-11(2)21(24)26-17)10-15(19(14)23)18-12(3)22(25)27-20(13)18/h11-20H,4-10H2,1-3H3/t11-,12-,13+,14+,15-,16-,17-,18-,19+,20+/m0/s1

SMILES Code

O=C(O1)[C@@H](C)[C@@]([C@@]1([H])[C@@H]2CC)([H])[C@@]3([H])[C@@]4([H])[C@]2([H])CCCCN4[C@H]([C@H](C[C@@H]5C)OC5=O)C3

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Neotuberostemonine is an alkaloid originally isolated from S. tuberosa that has diverse biological activities.

In vitro activity:

The purpose of this study is to investigate whether NTS (neotuberostemonine) can modulate the osteoclastogenesis induced by RANKL or cancer cells. This study found that NTS inhibits RANKL- or cancer cell-mediated osteoclastogenesis via blockade of TRAF6 and NF-κB activation. NTS also impairs the formation of F-actin ring structure, an important feature of osteoclast differentiation and function. Reference: Biochimie. 2019 Feb;157:81-91. https://pubmed.ncbi.nlm.nih.gov/30439408/

In vivo activity:

In a mouse model of lung fibrosis, oral administration of NTS (neotuberostemonine) (30 mg·kg-1·d-1, for 1 or 2 weeks) effectively attenuated bleomycin-induced pulmonary fibrosis by inhibiting the levels of HIF-1α and its downstream profibrotic factors (TGF-β, FGF2 and α-SMA). Taken together, these results demonstrate that NTS inhibits the protein expression of HIF-1α and its downstream factors TGF-β, FGF2 and α-SMA both in hypoxia-exposed fibroblasts and in lung tissues of BLM-treated mice. Reference: Acta Pharmacol Sin. 2018 Sep;39(9):1501-1512. https://pubmed.ncbi.nlm.nih.gov/29645000/

	Solvent	mg/mL	mM
Solubility
	DMSO	62.5	166.44
	Ethanol	18.0	47.93

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 375.51 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:

1. Yun J, Lee KY, Park B. Neotuberostemonine inhibits osteoclastogenesis via blockade of NF-κB pathway. Biochimie. 2019 Feb;157:81-91. doi: 10.1016/j.biochi.2018.11.008. Epub 2018 Nov 13. PMID: 30439408. 2. Xiang J, Cheng S, Feng T, Wu Y, Xie W, Zhang M, Xu X, Zhang C. Neotuberostemonine attenuates bleomycin-induced pulmonary fibrosis by suppressing the recruitment and activation of macrophages. Int Immunopharmacol. 2016 Jul;36:158-164. doi: 10.1016/j.intimp.2016.04.016. Epub 2016 May 1. PMID: 27144994. 3. Lv XM, Li MD, Cheng S, Liu BL, Liu K, Zhang CF, Xu XH, Zhang M. Neotuberostemonine inhibits the differentiation of lung fibroblasts into myofibroblasts in mice by regulating HIF-1α signaling. Acta Pharmacol Sin. 2018 Sep;39(9):1501-1512. doi: 10.1038/aps.2017.202. Epub 2018 Apr 12. PMID: 29645000; PMCID: PMC6289346.

In vitro protocol:

In vivo protocol:

1. Lv XM, Li MD, Cheng S, Liu BL, Liu K, Zhang CF, Xu XH, Zhang M. Neotuberostemonine inhibits the differentiation of lung fibroblasts into myofibroblasts in mice by regulating HIF-1α signaling. Acta Pharmacol Sin. 2018 Sep;39(9):1501-1512. doi: 10.1038/aps.2017.202. Epub 2018 Apr 12. PMID: 29645000; PMCID: PMC6289346. 2. Xiang J, Cheng S, Feng T, Wu Y, Xie W, Zhang M, Xu X, Zhang C. Neotuberostemonine attenuates bleomycin-induced pulmonary fibrosis by suppressing the recruitment and activation of macrophages. Int Immunopharmacol. 2016 Jul;36:158-164. doi: 10.1016/j.intimp.2016.04.016. Epub 2016 May 1. PMID: 27144994.

1: Xiang J, Cheng S, Feng T, Wu Y, Xie W, Zhang M, Xu X, Zhang C. Neotuberostemonine attenuates bleomycin-induced pulmonary fibrosis by suppressing the recruitment and activation of macrophages. Int Immunopharmacol. 2016Jul;36:158-164. doi: 10.1016/j.intimp.2016.04.016. Epub 2016 May 1. PubMed PMID: 27144994. 2: Yun J, Lee KY, Park B. Neotuberostemonine inhibits osteoclastogenesis via blockade of NF-κB pathway. Biochimie. 2019 Feb;157:81-91. doi: 10.1016/j.biochi.2018.11.008. Epub 2018 Nov 13. PubMed PMID: 30439408. 3: Yun J, Lee KY, Park B. Neotuberostemonine inhibits osteoclastogenesis via blockade of NF-κB pathway. Biochimie. 2019 Feb;157:81-91. doi: 10.1016/j.biochi.2018.11.008. Epub 2018 Nov 13. PubMed PMID: 30439408.