Dehydroandrographolide | CAS#134418-28-3 | Natural TMEM16A & iNOS inhibitor

MedKoo Cat#: 463627 | Name: Dehydroandrographolide

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Description:

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

Dehydroandrographolide is a natural TMEM16A inhibitor and iNOS inhibitor, anti-inflammation, anti-cancer, anti-bacterial, anti-virus, anti-hepatitis.

Chemical Structure

Dehydroandrographolide

CAS#134418-28-3

Theoretical Analysis

MedKoo Cat#: 463627

Name: Dehydroandrographolide

CAS#: 134418-28-3

Chemical Formula: C20H28O4

Exact Mass: 332.1988

Molecular Weight: 332.44

Elemental Analysis: C, 72.26; H, 8.49; O, 19.25

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 350.00	2 Weeks
50mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Dehydroandrographolide; DP; DA;

IUPAC/Chemical Name

(E)-3-(2-((1S,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethylidene)furan-2(3H)-one

InChi Key

YIIRVUDGRKEWBV-CZUXAOBFSA-N

InChi Code

InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5,9,11,15-17,21-22H,1,4,6-8,10,12H2,2-3H3/b14-5+/t15-,16-,17+,19-,20-/m0/s1

SMILES Code

O=C1OC=C/C1=C\C[C@H]2C(CC[C@]3([H])[C@](C)(CO)[C@H](O)CC[C@@]23C)=C

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 332.44 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: Liang-Mian C, Hui-Min G, Xiao-Qian L, Wei-Hong F, Zhi-Min W, Yong-Xin Z, Chen-Xiao-Ning M, Yan-Hui K, De-Qin W, Xin-Tong FU, Jing N. [Recommendations on quality standards of Andrographis Herba and its processed slices in Chinese Pharmacopoeia (2020 edition)]. Zhongguo Zhong Yao Za Zhi. 2020 Sep;45(17):4221-4229. Chinese. doi: 10.19540/j.cnki.cjcmm.20200603.301. PMID: 33164407. 2: Liu D, Wang Z, Liu Y, Zhang Y, Guo E, He M, Liu J, Deng S, Ye W, Xie N. Two New Isomeric Andrographolides with Anti-Inflammatory and Cytotoxic Activity. Chem Biodivers. 2020 Nov;17(11):e1900494. doi: 10.1002/cbdv.201900494. Epub 2020 Oct 6. PMID: 33022147. 3: Guo W, Liu J, Zhang Y, Ma H, Li Y, Gong Q, Cao Y, Hu G, Xie S, Fu S. Dehydroandrographolide inhibits mastitis by activating autophagy without affecting intestinal flora. Aging (Albany NY). 2020 Jul 23;12(14):14050-14065. doi: 10.18632/aging.103312. Epub 2020 Jul 23. PMID: 32702668; PMCID: PMC7425474. 4: Cai W, Wen H, Zhou Q, Wu L, Chen Y, Zhou H, Jin M. 14-Deoxy-11,12-didehydroandrographolide inhibits apoptosis in influenza A(H5N1) virus-infected human lung epithelial cells via the caspase-9-dependent intrinsic apoptotic pathway which contributes to its antiviral activity. Antiviral Res. 2020 Sep;181:104885. doi: 10.1016/j.antiviral.2020.104885. Epub 2020 Jul 20. PMID: 32702348. 5: Chen LM, Gao HM, Zhu JJ, Feng WH, Liu XQ, Yan LH, Zhang YX, Meng CX, Wang ZM, Wang DQ. [Effects of different harvesting and processing methods on quality of Andrographis Herba]. Zhongguo Zhong Yao Za Zhi. 2020 Apr;45(8):1717-1725. Chinese. doi: 10.19540/j.cnki.cjcmm.20200106.201. PMID: 32489054. 6: Wei-Ya C, Yuan-Song W, Chun-Yu L, Yu-Bin J, Fei-Fei Y, Yong-Hong L. Comparison of pulmonary availability and anti-inflammatory effect of dehydroandrographolide succinate via intratracheal and intravenous administration. Eur J Pharm Sci. 2020 Apr 30;147:105290. doi: 10.1016/j.ejps.2020.105290. Epub 2020 Mar 2. PMID: 32135270. 7: Liu X, Fan Y, Xie J, Zhang L, Li L, Wang Z. Dehydroandrographolide Inhibits Osteosarcoma Cell Growth and Metastasis by Targeting SATB2-mediated EMT. Anticancer Agents Med Chem. 2019;19(14):1728-1736. doi: 10.2174/1871520619666190705121614. PMID: 31284872. 8: Fu S, Du L, Yuan Y, He X. Quality Evaluation of Andrographis paniculata Capsules Based on Rapid and Accurate LC-ESI-MS/MS Assay of Three Diterpenoids. J Chromatogr Sci. 2019 Aug 16;57(8):708-714. doi: 10.1093/chromsci/bmz044. PMID: 31260057. 9: Chen LM, Gao HM, Hu XH, Zhu JJ, Feng WH, Yan LH, Liu XQ, Zhang YX, Wang ZM. [Establishment of QAMS method with dehydroandrographolide as internal reference substance for quality control of Andrographis Herba]. Zhongguo Zhong Yao Za Zhi. 2019 Feb;44(4):730-739. Chinese. doi: 10.19540/j.cnki.cjcmm.20181129.006. PMID: 30989886. 10: Che D, Hou Y, Zeng Y, Li C, Zhang Y, Wei D, Hu S, Liu R, An H, Wang Y, Zhang T. Dehydroandrographolide inhibits IgE-mediated anaphylactic reactions via calcium signaling pathway. Toxicol Appl Pharmacol. 2019 Mar 1;366:46-53. doi: 10.1016/j.taap.2019.01.019. Epub 2019 Jan 23. PMID: 30684531. 11: Zhang X, Wu H, Yu X, Luo H, Lu Y, Yang H, Li X, Li Z, Tang L, Wang Z. Determination of Bitterness of Andrographis Herba Based on Electronic Tongue Technology and Discovery of the Key Compounds of Bitter Substances. Molecules. 2018 Dec 19;23(12):3362. doi: 10.3390/molecules23123362. PMID: 30572573; PMCID: PMC6321225. 12: Lu Z, Xie P, Zhang D, Sun P, Yang H, Ye J, Cao H, Huo C, Zhou H, Chen Y, Ye W, Yu L, Liu J. 3-Dehydroandrographolide protects against lipopolysaccharide- induced inflammation through the cholinergic anti-inflammatory pathway. Biochem Pharmacol. 2018 Dec;158:305-317. doi: 10.1016/j.bcp.2018.10.034. Epub 2018 Nov 2. PMID: 30391477. 13: Yan L, Dai YX, Gu GL, Pan MB, Wu SC, Cao Y, Huang WL. Design, synthesis, and biological evaluation of novel nitric oxide releasing dehydroandrographolide derivatives. Chin J Nat Med. 2018 Oct;16(10):782-790. doi: 10.1016/S1875-5364(18)30118-3. PMID: 30322612. 14: Weng Z, Chi Y, Xie J, Liu X, Hu J, Yang F, Li L. Anti-Inflammatory Activity of Dehydroandrographolide by TLR4/NF-κB Signaling Pathway Inhibition in Bile Duct-Ligated Mice. Cell Physiol Biochem. 2018;49(3):1083-1096. doi: 10.1159/000493292. Epub 2018 Sep 7. PMID: 30196285. 15: Yin XL, Gu HW, Wu Q, Peng TQ, Zhang SH, Liu Y. Second-order calibration serves as a remedial measure for the simultaneous determination of andrographolide and dehydroandrographolide in Andrographis paniculata and its preparations by HPLC without complete baseline separation. J Sep Sci. 2018 Aug;41(16):3232-3240. doi: 10.1002/jssc.201800502. Epub 2018 Jul 25. PMID: 30009500. 16: Wang Y, Jiao J, Yang Y, Yang M, Zheng Q. Screening and Identification for Immunological Active Components from Andrographis Herba Using Macrophage Biospecific Extraction Coupled with UPLC/Q-TOF-MS. Molecules. 2018 Apr 30;23(5):1047. doi: 10.3390/molecules23051047. PMID: 29710865; PMCID: PMC6102597. 17: Chassagne F, Haddad M, Amiel A, Phakeovilay C, Manithip C, Bourdy G, Deharo E, Marti G. A metabolomic approach to identify anti-hepatocarcinogenic compounds from plants used traditionally in the treatment of liver diseases. Fitoterapia. 2018 Jun;127:226-236. doi: 10.1016/j.fitote.2018.02.021. Epub 2018 Feb 23. PMID: 29477305. 18: Weng Z, Liu X, Hu J, Mu J, Xie J, Yao C, Li L. Protective effect of dehydroandrographolide on obstructive cholestasis in bile duct-ligated mice. Oncotarget. 2017 Sep 23;8(50):87903-87913. doi: 10.18632/oncotarget.21233. PMID: 29152129; PMCID: PMC5675681. 19: Lin Y, Wang C, Hou Y, He H, Huang L, Yang L, Sun M. The human mast cell line-1 cell membrane chromatography coupled with HPLC-ESI-MS/MS method for screening potentical anaphylactic components from chuanxinlian injection. Biomed Chromatogr. 2017 Dec;31(12). doi: 10.1002/bmc.4015. Epub 2017 Jul 6. PMID: 28556951. 20: Hsieh MJ, Lin CW, Chiou HL, Yang SF, Chen MK. Correction: Dehydroandrographolide, an iNOS inhibitor, extracted from Andrographis paniculata (Burm.f.) Nees, induces autophagy in human oral cancer cells. Oncotarget. 2017 Feb 21;8(8):14268. doi: 10.18632/oncotarget.15541. Erratum for: Oncotarget. 2015 Oct 13;6(31):30831-49. PMID: 28403578; PMCID: PMC5355175.

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