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Helenium microcephalum

Helenium microcephalum - Unknown
Part: Unknown
Author: Public Domain - WikiMedia
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Table of Contents

Details
Description
Synonyms
Common Names
Subtypes (subspecies, varieties, subvarieties, forms)
Germination/Propagation
Distribution
Links to other databases
Genome
Scientific Literature
Phytochemical Profile
Biological Material
Contributors
Collections

Details Top

Internal ID UUID643fd34b9468c774264710
Scientific name Helenium microcephalum
Authority DC.
First published in Prodr. 5: 667 (1836)

Description Top

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Synonyms Top

Scientific name Authority First published in
Heleniastrum microcephalum Kuntze Revis. Gen. Pl. 1: 342 (1891)
Helenium heterophyllum DC. Prodr. 5: 667 (1836)
Helenium microcephalum var. microcephalum DC. 1836
Helenium texanum Buckley Proc. Acad. Nat. Sci. Philadelphia 1861: 460 (1862)

Common names Top

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Language Common/alternative name
English smallhead sneezeweed
English littlehead tarweed
English small-head sneezeweed

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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Name Authority First published in
Helenium microcephalum var. ooclinium (A.Gray) Bierner Sida 5: 47 (1972)

Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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No forms added yet.

Germination/Propagation Top

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No germination or propagation data was added yet.

Distribution (via POWO/KEW) Top

Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
  • Northern America
    • Mexico
      • Mexico Northeast
    • North-central U.S.A.
      • Oklahoma
    • South-central U.S.A.
      • New Mexico
      • Texas
    • Southwestern U.S.A.
      • Arizona

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000130760
USDA Plants HEMI
Tropicos 2702611
KEW urn:lsid:ipni.org:names:211859-1
The Plant List gcc-9165
Open Tree Of Life 3900012
NCBI Taxonomy 2741159
Nature Serve 2.130833
IPNI 211859-1
iNaturalist 163589
GBIF 5401883
EOL 582628
USDA GRIN 18214
Wikipedia Helenium_microcephalum

Genomes (via NCBI) Top

No reference genome is available on NCBI yet. We are constantly monitoring for new data.

Scientific Literature Top

Below are displayed the latest 15 articles published in PMC (PubMed Central®) and other sources (DOI number only)!
If you wish to see all the related articles click here.
Title Authors Publication Released IDs
H N/A Saunders Comprehensive Veterinary Dictionary 16-Oct-2020
PMCID:PMC9771681
doi:10.1016/B978-0-7020-7463-9.50016-1
Novel natural product therapeutics targeting both inflammation and cancer QIN J, WANG W, ZHANG R Chin J Nat Med 01-Jun-2017
PMCID:PMC6663108
doi:10.1016/S1875-5364(17)30062-6
PMID:28629530
Emerging Anti-Mitotic Activities and Other Bioactivities of Sesquiterpene Compounds upon Human Cells Bosco A, Golsteyn RM Molecules 13-Mar-2017
PMCID:PMC6155193
doi:10.3390/molecules22030459
PMID:28335397
Herbal medicinal products target defined biochemical and molecular mediators of inflammatory autoimmune arthritis Venkatesha SH, Berman BM, Moudgil KD Bioorg Med Chem 31-Oct-2010
PMCID:PMC3020797
doi:10.1016/j.bmc.2010.10.053
PMID:21115252
Discovery and Development of Natural Product-derived Chemotherapeutic Agents Based on a Medicinal Chemistry Approach Lee KH J Nat Prod 26-Mar-2010
PMCID:PMC2893734
doi:10.1021/np900821e
PMID:20187635
Quantitation of hymenoxon and related sesquiterpene lactones Hyeong L. Kim, Stephen H. Safe, Millard C. Calhoun American Chemical Society (ACS) 10-Mar-2005
doi:10.1021/JF00078A010
Antitumor sesquiterpene lactones from Helenium microcephalum: Isolation of mexicanin-E and structural characterization of microhelenin-B and -C Lee Kuo-Hsiung, Yasuhiro Imakura, Donald Sims, Andrew T. McPhail, Kay D. Onan Elsevier BV 25-Jul-2002
doi:10.1016/0031-9422(77)80074-5
Antitumor agents 57. The isolation and structural elucidation of microhelenin-E, a new antileukemic nor-pseudoguaianolide, and microhelenin-F from Helenium microcephalum. Kasai R, Shingu T, Wu RY, Hall IH, Lee KH J Nat Prod 01-May-1982
doi:10.1021/NP50021A013
PMID:7119807
Antitumor agents XXXVI: Structural elucidation of sesquiterpene lactones microhelenins-A, B, and C, microlenin acetate, and plenolin from Helenium microcephalum. Imakura Y, Lee KH, Sims D, Wu RY, Hall IH, Furukawa H, Itoigawa M, Yonaha K J Pharm Sci 01-Sep-1980
doi:10.1002/JPS.2600690916
PMID:7411405
Antitumor agents 37. The isolation and structural elucidation of isohelenol, a new antileukemic sesquiterpene lactone, and isohelenalin from Helenium microcephalum. Sims D, Lee KH, Wu RY J Nat Prod 01-May-1979
doi:10.1021/NP50003A007
PMID:490173
Antitumor agents XVII; Structure and stereochemistry of microhelenin-A, a new antitumor sesquiterpene lactone from Helenium microcephalum. Lee KH, Imakura Y, Sims D J Pharm Sci 01-Sep-1976
doi:10.1002/JPS.2600650940
PMID:966167

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
You can also contribute to this by clicking here.
Name PubChem ID Canonical SMILES MW Found in Proof
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
Isohelenalin 164614 Click to see CC1CC2C(=C(C(=O)O2)C)C(C3(C1C=CC3=O)C)O 262.30 unknown https://doi.org/10.1021/NP50003A007
Isohelenol 155585 Click to see CC1CC2C(=C(C(=O)O2)CO)C(C3(C1C=CC3=O)C)O 278.30 unknown https://doi.org/10.1021/NP50003A007
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Sesquiterpene lactones
(1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl) 2-methylbutanoate 14656906 Click to see CCC(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C 348.40 unknown https://doi.org/10.1002/JPS.2600690916
(5,8a,9'-Trimethyl-4'-methylidene-2,5',8,14'-tetraoxospiro[3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-1,13'-6-oxatetracyclo[9.2.2.01,10.03,7]pentadecane]-9-yl) acetate 74347005 Click to see CC1CC2C(C(C3(C1C=CC3=O)C)OC(=O)C)C4(CC5CC(=O)C46C5C(CC7C(C6)C(=C)C(=O)O7)C)C(=O)O2 536.60 unknown https://doi.org/10.1002/JPS.2600690916
[(1S,1'R,3'R,3aR,5R,5aR,7'R,8aR,9S,9'R,9aR,10'R,11'S)-5,8a,9'-trimethyl-4'-methylidene-2,5',8,14'-tetraoxospiro[3a,4,5,5a,9,9a-hexahydroazuleno[6,5-b]furan-1,13'-6-oxatetracyclo[9.2.2.01,10.03,7]pentadecane]-9-yl] acetate 24893480 Click to see CC1CC2C(C(C3(C1C=CC3=O)C)OC(=O)C)C4(CC5CC(=O)C46C5C(CC7C(C6)C(=C)C(=O)O7)C)C(=O)O2 536.60 unknown https://doi.org/10.1002/JPS.2600690916
[(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (2R)-2-methylbutanoate 162971274 Click to see CCC(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C 348.40 unknown https://doi.org/10.1002/JPS.2600690916
9-hydroxy-1,5,8a-trimethyl-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,7-b]furan-2,8-dione 4364540 Click to see CC1CC2C(C(C(=O)O2)C)C(C3(C1C=CC3=O)C)O 264.32 unknown https://doi.org/10.1002/JPS.2600690916
Brevilin-A; 6-OAP; 6-O-Angeloylplenolin; 6OAngeloylplenolin 3483300 Click to see CC=C(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C 346.40 unknown https://doi.org/10.1002/JPS.2600690916
Helenalin 23205 Click to see CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2 262.30 unknown https://doi.org/10.1002/JPS.2600690916
https://doi.org/10.1021/JF00078A010
Microhelenin C 5281483 Click to see CC=C(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C 346.40 unknown https://doi.org/10.1002/JPS.2600690916
Plenolin 442294 Click to see CC1CC2C(C(C(=O)O2)C)C(C3(C1C=CC3=O)C)O 264.32 unknown https://doi.org/10.1002/JPS.2600690916
Sample A of helenalin 52167 Click to see CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2 262.30 unknown https://doi.org/10.1002/JPS.2600690916
> Organoheterocyclic compounds / Lactones / Gamma butyrolactones
(3aR,5R,5aR,8aR,9aR)-5a-hydroxy-5-methyl-1-methylidene-3a,4,5,8a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione 162849874 Click to see CC1CC2C(CC3C1(C=CC3=O)O)C(=C)C(=O)O2 248.27 unknown https://doi.org/10.1021/NP50021A013
5a-Hydroxy-5-methyl-1-methylidene-3a,4,5,8a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione 78178185 Click to see CC1CC2C(CC3C1(C=CC3=O)O)C(=C)C(=O)O2 248.27 unknown https://doi.org/10.1021/NP50021A013
8a-Hydroxy-5-methyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione 73319577 Click to see CC1CC2C(CC3(C1C=CC3=O)O)C(=C)C(=O)O2 248.27 unknown https://doi.org/10.1021/NP50021A013
Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-4a-hydroxy-8-methyl-3-methylene-, (3aR,4aS,7aR,8R,9aR)- 158338 Click to see CC1CC2C(CC3(C1C=CC3=O)O)C(=C)C(=O)O2 248.27 unknown https://doi.org/10.1021/NP50021A013
Azuleno(6,5-b)furan-2,5-dione, 3,3a,4,4a,7a,8,9,9a-octahydro-7a-hydroxy-8-methyl-3-methylene-, (3aR,4aR,7aS,8R,9aR)- 158187 Click to see CC1CC2C(CC3C1(C=CC3=O)O)C(=C)C(=O)O2 248.27 unknown https://doi.org/10.1021/NP50021A013
Mexicanin E 22226 Click to see CC1CC2C(CC3C1C=CC3=O)C(=C)C(=O)O2 232.27 unknown https://doi.org/10.1016/0031-9422(77)80074-5
https://doi.org/10.1021/JF00078A010
Mexicanine E 319598 Click to see CC1CC2C(CC3C1C=CC3=O)C(=C)C(=O)O2 232.27 unknown https://doi.org/10.1016/0031-9422(77)80074-5
https://doi.org/10.1021/JF00078A010
> Organoheterocyclic compounds / Oxanes
Microhelenin A 5462436 Click to see CC1CC2C(CC34C1C(CC3=O)OC4)C(=C)C(=O)O2 262.30 unknown https://doi.org/10.1002/JPS.2600650940
https://doi.org/10.1002/JPS.2600690916
Microhelenins 162945 Click to see CC1CC2C(CC34C1C(CC3=O)OC4)C(=C)C(=O)O2 262.30 unknown https://doi.org/10.1002/JPS.2600690916

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