Neoandrographolide
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Hodoodo CAT#: H330173

CAS#: 27215-14-1

Description: Neoandrographolide is one of the principle diterpenoids isolated from A. paniculata, a well-recognized medicinal plant in Asia. Extracts from A. paniculata have been reported to exert a wide range of therapeutic actions, including immunosuppressant, antithrombotic, anti-inflammatory, antineoplastic, anti-viral, anti-bacterial, anti-diabetic, anti-oxidative stress, antipyretic, anti-edematogenic, and anti-nociceptive activities.


Chemical Structure

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Neoandrographolide
CAS# 27215-14-1

Theoretical Analysis

Hodoodo Cat#: H330173
Name: Neoandrographolide
CAS#: 27215-14-1
Chemical Formula: C26H40O8
Exact Mass: 480.27
Molecular Weight: 480.598
Elemental Analysis: C, 64.98; H, 8.39; O, 26.63

Price and Availability

Size Price Availability Quantity
5mg USD 295 2 Weeks
10mg USD 545 2 Weeks
25mg USD 950 2 Weeks
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Synonym: Neoandrographolide

IUPAC/Chemical Name: 3-(2-((1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylene-5-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)decahydronaphthalen-1-yl)ethyl)furan-2(5H)-one

InChi Key: YGCYRQKJYWQXHG-RDNQFMDVSA-N

InChi Code: InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1

SMILES Code: C[C@@]12[C@@]([H])([C@@](C)(CCC2)CO[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)CCC([C@H]1CCC4=CCOC4=O)=C

Appearance: Solid powder

Purity: >95% (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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 480.60 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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2: 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). pii: E3362. doi: 10.3390/molecules23123362. PubMed PMID: 30572573; PubMed Central PMCID: PMC6321225.

3: Sun W, Leng L, Yin Q, Xu M, Huang M, Xu Z, Zhang Y, Yao H, Wang C, Xiong C, Chen S, Jiang C, Xie N, Zheng X, Wang Y, Song C, Peters RJ, Chen S. The genome of the medicinal plant Andrographis paniculata provides insight into the biosynthesis of the bioactive diterpenoid neoandrographolide. Plant J. 2018 Nov 16. doi: 10.1111/tpj.14162. [Epub ahead of print] PubMed PMID: 30444296.

4: Li Y, Lin HX, Wang J, Yang J, Lai CJ, Wang X, Ma BW, Tang JF, Li Y, Li XL, Guo J, Gao W, Huang LQ. Glucosyltransferase Capable of Catalyzing the Last Step in Neoandrographolide Biosynthesis. Org Lett. 2018 Oct 5;20(19):5999-6002. doi: 10.1021/acs.orglett.8b02146. Epub 2018 Sep 20. PubMed PMID: 30234309.

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6: 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). pii: E1047. doi: 10.3390/molecules23051047. PubMed PMID: 29710865; PubMed Central PMCID: PMC6102597.

7: Singh S, Pandey P, Ghosh S, Banerjee S. Anti-cancer labdane diterpenoids from adventitious roots of Andrographis paniculata: augmentation of production prospect endowed with pathway gene expression. Protoplasma. 2018 Sep;255(5):1387-1400. doi: 10.1007/s00709-018-1211-7. Epub 2018 Mar 20. PubMed PMID: 29560544.

8: Sharma V, Kapoor KK, Mukherjee D, Gupta VK, Dhar MK, Kaul S. Camphor sulphonic acid mediated quantitative 1,3-diol protection of major Labdane diterpenes isolated from Andrographis paniculata. Nat Prod Res. 2018 Aug;32(15):1751-1759. doi: 10.1080/14786419.2017.1402313. Epub 2017 Nov 16. PubMed PMID: 29143537.

9: Nantajit D, Jetawattana S, Suriyo T, Grdina DJ, Satayavivad J. Andrographis paniculata Diterpenoids Protect against Radiation-Induced Transformation in BALB/3T3 Cells. Radiat Res. 2017 Jul;188(1):66-74. doi: 10.1667/RR14698.1. Epub 2017 May 11. PubMed PMID: 28492344.

10: Suzuki R, Matsushima Y, Okudaira N, Sakagami H, Shirataki Y. Cytotoxic Components Against Human Oral Squamous Cell Carcinoma Isolated from Andrographis paniculata. Anticancer Res. 2016 Nov;36(11):5931-5935. PubMed PMID: 27793918.

11: Pholphana N, Panomvana D, Rangkadilok N, Suriyo T, Puranajoti P, Ungtrakul T, Pongpun W, Thaeopattha S, Songvut P, Satayavivad J. Andrographis paniculata: Dissolution investigation and pharmacokinetic studies of four major active diterpenoids after multiple oral dose administration in healthy Thai volunteers. J Ethnopharmacol. 2016 Dec 24;194:513-521. doi: 10.1016/j.jep.2016.09.058. Epub 2016 Oct 3. PubMed PMID: 27702690.

12: Khan A, Sharma P, Khan F, Ajayakumar PV, Shanker K, Samad A. In silico and in vitro Studies on Begomovirus Induced Andrographolide Biosynthesis Pathway in Andrographis Paniculata for Combating Inflammation and Cancer. Mol Inform. 2016 Jul;35(6-7):253-61. doi: 10.1002/minf.201501010. Epub 2016 May 3. PubMed PMID: 27492239.

13: Liu FF, Fan CL, Huang XJ, Wang GY, Wang Y, Ye WC. [HPLC Specific Fingerprint of Alcohol Extract of Andrographis paniculata]. Zhong Yao Cai. 2015 Jul;38(7):1505-8. Chinese. PubMed PMID: 26946847.

14: Yang N, Xiong A, Wang R, Yang L, Wang Z. Quality Evaluation of Traditional Chinese Medicine Compounds in Xiaoyan Lidan Tablets: Fingerprint and Quantitative Analysis Using UPLC-MS. Molecules. 2016 Jan 22;21(2):83. doi: 10.3390/molecules21020083. PubMed PMID: 26805803; PubMed Central PMCID: PMC6273587.

15: Pholphana N, Panomvana D, Rangkadilok N, Suriyo T, Ungtrakul T, Pongpun W, Thaeopattha S, Satayavivad J. A Simple and Sensitive LC-MS/MS Method for Determination of Four Major Active Diterpenoids from Andrographis paniculata in Human Plasma and Its Application to a Pilot Study. Planta Med. 2016 Jan;82(1-2):113-20. doi: 10.1055/s-0035-1558115. Epub 2015 Nov 17. Erratum in: Planta Med. 2016 Jan;82(1-02):E2. PubMed PMID: 26576030.

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17: Xu FF, Fu SJ, Gu SP, Wang ZM, Wang ZZ, He X, Xiao W. Simultaneous determination of andrographolide, dehydroandrographolide and neoandrographolide in dog plasma by LC-MS/MS and its application to a dog pharmacokinetic study of Andrographis paniculata tablet. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 May 15;990:125-31. doi: 10.1016/j.jchromb.2015.03.014. Epub 2015 Mar 30. PubMed PMID: 25864014.

18: Huang JY, Liu XL, Zhou SP, Tong L, Ding L. [Research on UPLC-PDA fingerprint of andrographis paniculata and quantitative determination of 4 major constituents]. Zhongguo Zhong Yao Za Zhi. 2014 Nov;39(21):4240-5. Chinese. PubMed PMID: 25775801.

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