Page last updated: 2024-12-11

neoandrographolide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

neoandrographolide: structure in first source; isolated from Andrographis paniculata [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
AndrographisgenusA plant genus of the family ACANTHACEAE. Members contain andrographolide and other DITERPENES and androechin, a CHALCONE.[MeSH]AcanthaceaeA plant family of the order Lamiales. It is characterized by simple leaves in opposite pairs, cystoliths (enlarged cells containing crystals of calcium carbonate), and bilaterally symmetrical and bisexual flowers that are usually crowded together. The common name for Ruellia of wild petunia is easily confused with PETUNIA.[MeSH]
Andrographis paniculataspeciesA plant species in the genus Andrographis, family Acanthaceae. Its bitter tasting leaves have been used in traditional medicine and contain labdane-type diterpene lactone andrographolide.[MeSH]AcanthaceaeA plant family of the order Lamiales. It is characterized by simple leaves in opposite pairs, cystoliths (enlarged cells containing crystals of calcium carbonate), and bilaterally symmetrical and bisexual flowers that are usually crowded together. The common name for Ruellia of wild petunia is easily confused with PETUNIA.[MeSH]

Cross-References

ID SourceID
PubMed CID9848024
CHEMBL ID480853
SCHEMBL ID2225354
MeSH IDM0219794

Synonyms (31)

Synonym
ACON1_000667
neoandrographolide
MEGXP0_000981
NCGC00169477-01
BRD-K66516195-001-01-4
CHEMBL480853
(-)-neoandrographolide
neoandrographiside
27215-14-1
2(5h)-furanone, 3-(2-(5-((beta-d-glucopyranosyloxy)methyl)decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-, (1r-(1alpha,4abeta,5alpha,8aalpha))-
xby0z806j2 ,
unii-xby0z806j2
S9157
2(5h)-furanone, 3-(2-((1r,4as,5r,8as)-5-((.beta.-d-glucopyranosyloxy)methyl)decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-
5.beta.,9.beta.h,10.alpha.-labda-8(20),13-dien-16-oic acid, 18-(glucosyloxy)-15-hydroxy-, .gamma.-lactone
neoandrographolide (constituent of andrographis) [dsc]
2(5h)-furanone, 3-(2-(5-((.beta.-d-glucopyranosyloxy)methyl)decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethyl)-, (1r-(1.alpha.,4a.beta.,5.alpha.,8a.alpha.))-
CS-3656
SCHEMBL2225354
W-202147
HY-N0721
AKOS030526126
neoandrographolide, analytical standard
NCGC00169477-02
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
mfcd07779130
CCG-269552
Q27293767
DTXSID80904895
AS-56986
3-[2-[(4as,5r,8as)-5,8a-dimethyl-2-methylidene-5-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1h-naphthalen-1-yl]ethyl]-5h-furan-2-one

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" Compared with the model group, the plasma TC levels of experimental groups with AND and NEO at 100 mg/kg dosage decreased by 23."( Hypolipidemic effects of andrographolide and neoandrographolide in mice and rats.
Shi, HX; Wang, CH; Wang, ZT; Yang, T, 2013
)
0.65
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (29)

Assay IDTitleYearJournalArticle
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347149Furin counterscreen qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID339171Immunostimulant activity in sheep RBC-immunized BALB/c albino mouse assessed as hemagglutininating antibody titer at 1 mg/kg, po administered daily for 7 days by microtiter hemagglutinination technique1993Journal of natural products, Jul, Volume: 56, Issue:7
Immunostimulant agents from Andrographis paniculata.
AID1204903Cytotoxicity against human Jurkat T cells assessed as apoptosis after 24 hrs by annexin V-FLUOS/propidium iodide staining-based flow cytometric analysis2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Specificity and inhibitory mechanism of andrographolide and its analogues as antiasthma agents on NF-κB p50.
AID1204909Inhibition of TNF-alpha-stimulated NF-kappaB p50 (unknown origin) expressed in HEK293 cells preincubated for 4 hrs followed by TNF-alpha challenge measured after 24 hrs by secreted alkaline phosphatase reporter assay2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Specificity and inhibitory mechanism of andrographolide and its analogues as antiasthma agents on NF-κB p50.
AID339164Immunostimulant activity in sheep RBC-immunized BALB/c albino mouse assessed as hemagglutininating antibody titer at 4 mg/kg, ip administered on day 7 and 3 prior to immunization measured after 5 days by microtiter hemagglutinination technique1993Journal of natural products, Jul, Volume: 56, Issue:7
Immunostimulant agents from Andrographis paniculata.
AID380100Antimicrobial activity against Bacillus subtilis at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID1544513Induction of neurite outgrowth in rat PC12 cells assessed as neurite bearing cells in absence of 20 ng/ml NGF incubated for 48 hrs by light microscopy2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID380104Antimicrobial activity against Candida albicans at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID1204906Binding affinity to 6His-tagged recombinant human NF-kappaB p50 N-terminal domain expressed in Escherichia coli BL21 (DE3) up to 10:1 compound to protein molar ratio after 2 hrs by mass spectrometric analysis2015Journal of natural products, Feb-27, Volume: 78, Issue:2
Specificity and inhibitory mechanism of andrographolide and its analogues as antiasthma agents on NF-κB p50.
AID1544507Cytotoxicity in mouse BV2 cells assessed as reduction in cell viability2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID380106Antimicrobial activity against Aspergillus niger at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID339170Immunostimulant activity in sheep RBC-immunized BALB/c albino mouse assessed as macrophage migration index at 1 mg/kg, po administered daily for 7 days measured after 18 to 24 hrs1993Journal of natural products, Jul, Volume: 56, Issue:7
Immunostimulant agents from Andrographis paniculata.
AID1544501Neuroprotective activity against H2O2-induced toxicity in rat PC12 cells assessed as increase in cell viability at 20 uM pretreated for 24 hrs followed by H2O2 challenge and measured after 24 hrs by MTT assay2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID1544506Induction of neurite outgrowth in NGF-induced rat PC12 cells assessed as neurite bearing cells cotreated with 20 ng/ml NGF incubated for 48 hrs by light microscopy2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID380101Antimicrobial activity against Staphylococcus aureus at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID1544493Antiinflammatory activity in mouse BV2 cells assessed as reduction in LPS-induced NO production at 20 uM incubated for 24 hrs by Griess method2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID380102Antimicrobial activity against Escherichia coli at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID383495Antiproliferative activity against human HL60 cells by trypan blue assay2008Journal of natural products, May, Volume: 71, Issue:5
ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata.
AID339167Nonspecific immunostimulant activity in sheep RBC-immunized BALB/c albino mouse assessed as macrophage migration index at 4 mg/kg, ip administered on day 7 and 3 prior to immunization measured after 18 to 24 hrs1993Journal of natural products, Jul, Volume: 56, Issue:7
Immunostimulant agents from Andrographis paniculata.
AID1544494Lipophilicity, log P of the compound2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID380105Antimicrobial activity against Candida sake at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID380103Antimicrobial activity against Micrococcus luteus at 10 ug/ml by disk diffusion assay2006Journal of natural products, Mar, Volume: 69, Issue:3
ent-Labdane diterpenoids from Andrographis paniculata.
AID1544514Induction of neurite outgrowth in NGF-induced rat PC12 cells assessed as neurite bearing cells at 20 uM cotreated with 20 ng/ml NGF incubated for 48 hrs by methylene blue staining based light microscopy2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
AID1544503Neuroprotective activity against 6-OHDA -induced toxicity in rat PC12 cells assessed as increase in cell viability at 20 uM pretreated for 24 hrs followed by 6-OHDA challenge and measured after 24 hrs by MTT assay2019Bioorganic & medicinal chemistry, 06-01, Volume: 27, Issue:11
Synthesis of andrographolide analogues and their neuroprotection and neurite outgrowth-promoting activities.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (45)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (6.67)18.2507
2000's12 (26.67)29.6817
2010's24 (53.33)24.3611
2020's6 (13.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.31 (24.57)
Research Supply Index3.89 (2.92)
Research Growth Index5.01 (4.65)
Search Engine Demand Index34.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.08%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other47 (97.92%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]