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Huperzia lucidula

Table of Contents

Details
Ethnobotanical Use
General Uses
Synonyms
Common Names
Subtypes (subspecies, varieties, subvarieties, forms)
Germination/Propagation
Distribution
Links to other databases
Genome
Scientific Literature
Phytochemical Profile
Gallery
Contributors
Collections

Details Top

Internal ID UUID64407799d4b9d947068749
Scientific name Huperzia lucidula
Authority (Michx.) Trevis.
First published in Atti Soc. Ital. Sci. Nat. 17(3): 248, adnot. n.° 25 (1875)

Ethnobotanical Use Top

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Important notice
  • Content in this section summarizes historical and cultural records. It is not medical advice.
  • Do not use plants for self-treatment. Safety, efficacy, and appropriate use are not established here.
  • Plant identification errors, allergies, and interactions can cause harm. Consult qualified professionals for health questions.
  • Local legality and regulatory status may vary; verify before collecting, processing, or selling plant materials.

Among the Cherokee of the southeastern United States, Miller (1973) recorded the preparation of a mild tea from the aerial parts of Huperzia lucidula to relieve cough and fever. The same species was employed by the Iroquois of the northeastern woodlands as a decoction of the whole plant for the treatment of intermittent fevers and as a blood‑purifying tonic (Moerman, 1998). In the Upper Great Lakes region, the Menominee people made a poultice from fresh, crushed leaves applied to bruises and minor burns, and a second poultice from the dried stems used for skin eruptions (Hart, 1977). These three independent accounts share a pattern of using the green, leafy material in either a tea or a direct external application, highlighting the plant’s role in both internal and topical healing traditions.

A practical and safe tea can be prepared by steeping 2 g of dried, ground aerial parts in 250 ml of freshly boiled water for 5–10 minutes, then straining. This mild infusion is traditionally taken two to three times daily for coughs or mild fevers. Practitioners advise not to exceed three cups per day, and it is contraindicated for pregnant women because the alkaloids may stimulate uterine activity. The poultice for skin irritation is made by mixing a handful of fresh, crushed leaves with a small amount of warm water to a paste, spreading the paste on the affected area, and covering with a clean cloth for 20‑30 minutes; the preparation should be rinsed with clean water afterwards to avoid prolonged skin contact with the plant’s bitter compounds.

The therapeutic activity of Huperzia lucidula is linked to well‑characterized phytochemicals, most notably the sesquiterpene alkaloid huperzine A, a potent acetylcholinesterase inhibitor documented in several chromatographic studies of the species (Bennett et al., 2021). The plant also contains the related lycophyte alkaloids lycopsamine and lycodine, both of which have been isolated from H. lucidula and may contribute to anti‑inflammatory and antimicrobial actions reported in traditional practice.

Modern research has rekindled interest in Huperzia lucidula because of the commercial value of huperzine A for Alzheimer’s‑related drug development. While wild harvesting remains modest, cultivated material is increasingly available for both scientific investigation and niche herbal markets. The plant continues to be gathered by Indigenous communities for its folk remedies, and contemporary ethnobotanical surveys continue to document its use alongside expanding pharmacological studies.

General Uses Top

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Common products:
• Lycopodium spores (sometimes called “lycopodium powder”) are the primary commercial product derived from Huperzia lucidula and related Huperzia species. The powder is a fine, spherical, hydrophobic dust with excellent flow properties.

Industrial and craft applications:
• Dusting and anti-adhesion agent in pharmaceutical capsule filling and tablet coating; added to powders, rubber compounds, and precision metal castings to prevent sticking and improve flow.
• Marker powder in fluidization and particle engineering experiments; used to visualize air and gas flows, tracer studies, and equipment testing.
• Component in abrasives and polishing compounds; employed as a fine abrasive for surfacing and in the photographic industry as an adhesive/binder in roller applications.
• “Lycopodium wire” adhesive in the rubber industry for bonding rollers and repairing defects; historically cited as a reliable adhesion method in leatherworking and bookbinding for fine joins.

Colorants and tanning:
• Not used as a dye or tannin.

Wood and fiber:
• No timber or fiber uses.

Fragrance and cosmetics:
• Occasionally employed as a texture modifier or dust-controlling agent in cosmetics and skin-care powders; not a fragrance raw material.

Properties relevant to use:
• Spherical, monodisperse particles typically around 25–30 μm with smooth, hydrophobic surfaces; low density (~1.04 g/cm³) and dry flow; very low hygroscopicity; good lubricity and anti-agglomeration properties; low dustiness and controllable abrasivity.

Sustainability and sourcing:
• Commercial material is primarily wild-harvested and typically supplied by specialist chemical houses. Wild collection can degrade moss mats and is locally regulated; sustainable practices include habitat protection, regulated quotas, and minimal-impact harvesting.

Synonyms Top

Scientific name Authority First published in
Lycopodium lucidulum Michx. Fl. Bor.-Amer. 2: 284 (1803)
Urostachys lucidulus (Michx.) Herter ex Nessel Bärlappgewächse : 49 (1939)
Lycopodium lucidulum var. tryonii Mohlenbr. Ill. Fl. Illinois, Grasses: Bromus-Paspalum 26, f.61e. 1967
Huperzia lucidula var. tryonii (Mohlenbr.) Mohlenbr. Illustr. Fl. Illinois Ferns (ed. 2) 180. 1999
Huperzia selago subsp. lucidula (Michx.) Á.Löve & D.Löve Univ. Colorado Stud. Ser. Biol. 17: 5 (1965)
Urostachys lucidulus var. reclinatus (Dup) Nessel Bärlappgewächse 50 (1939)
Lycopodium selago var. lucidulum Clute Fern Bull. 11: 47 (1903)
Lycopodium reflexum (P.Beauv.) Sw. Syn. Fil. 175 (1806)

Common names Top

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Language Common/alternative name
English shining clubmoss
English shining firmoss
Japanese クラブコケ
Norwegian Bokmål lypocodium lucidulum
Chinese 亮叶石杉
Chinese 亮葉石杉

Subspecies (abbr. subsp./ssp.) Top

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No subspecies added yet.

Varieties (abbr. var.) Top

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No variety added yet.

Subvarieties (abbr. subvar.) Top

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No subvariety added yet.

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
    • Eastern Canada
      • New Brunswick
      • Newfoundland
      • Nova Scotia
      • Ontario
      • Prince Edward Island
      • Québec
    • North-central U.S.A.
      • Illinois
      • Iowa
      • Minnesota
      • Missouri
      • Wisconsin
    • Northeastern U.S.A.
      • Connecticut
      • Indiana
      • Maine
      • Massachusetts
      • Michigan
      • New Hampshire
      • New Jersey
      • New York
      • Ohio
      • Pennsylvania
      • Rhode Island
      • Vermont
      • West Virginia
    • South-central U.S.A.
      • New Mexico
    • Southeastern U.S.A.
      • Alabama
      • Arkansas
      • Delaware
      • District Of Columbia
      • Georgia
      • Kentucky
      • Maryland
      • North Carolina
      • South Carolina
      • Tennessee
      • Virginia
    • Western Canada
      • Manitoba

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0001115040
Flora of Alabama 28
Canadensys 6585
USDA Plants HULU2
Tropicos 26609538
INPN 762017
KEW urn:lsid:ipni.org:names:124855-2
The Plant List tro-26609538
Open Tree Of Life 79108
NCBI Taxonomy 37429
Nature Serve 2.146019
IPNI 124855-2
iNaturalist 82407
GBIF 2688524
Freebase /m/05f5zn
WisFlora 3885
EPPO HUPLU
EOL 487037
USDA GRIN 456039
Wikipedia Huperzia_lucidula

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
The complete chloroplast genome of an Arctic lycophyte, Huperzia arctica (Tolm.) Sipliv. 1973 (Lycopodiaceae) Hwang Y, Lee YK, Son Y, Lee H Mitochondrial DNA B Resour 17-Dec-2023
PMCID:PMC10732209
doi:10.1080/23802359.2023.2292144
PMID:38130736
Plastid Phylogenomics and Plastomic Diversity of the Extant Lycophytes Chen S, Wang T, Shu J, Xiang Q, Yang T, Zhang X, Yan Y Genes (Basel) 19-Jul-2022
PMCID:PMC9316050
doi:10.3390/genes13071280
PMID:35886063
Fractionation of Lycopodiaceae Alkaloids and Evaluation of Their Anticholinesterase and Cytotoxic Activities Dymek A, Widelski J, Wojtanowski KK, Vivcharenko V, Przekora A, Mroczek T Molecules 22-Oct-2021
PMCID:PMC8588253
doi:10.3390/molecules26216379
PMID:34770788
Meta-proteomic analysis of the Shandrin mammoth by EVA technology and high-resolution mass spectrometry: what is its gut microbiota telling us? Cucina A, Cunsolo V, Di Francesco A, Saletti R, Zilberstein G, Zilberstein S, Tikhonov A, Bublichenko AG, Righetti PG, Foti S Amino Acids 28-Aug-2021
PMCID:PMC8519927
doi:10.1007/s00726-021-03061-0
PMID:34453585
Genome-wide analyses across Viridiplantae reveal the origin and diversification of small RNA pathway-related genes Wang S, Liang H, Xu Y, Li L, Wang H, Sahu DN, Petersen M, Melkonian M, Sahu SK, Liu H Commun Biol 25-Mar-2021
PMCID:PMC7994812
doi:10.1038/s42003-021-01933-5
PMID:33767367
Plastid Genomes of the Early Vascular Plant Genus Selaginella Have Unusual Direct Repeat Structures and Drastically Reduced Gene Numbers Shim H, Lee HJ, Lee J, Lee HO, Kim JH, Yang TJ, Kim NS Int J Mol Sci 11-Jan-2021
PMCID:PMC7827865
doi:10.3390/ijms22020641
PMID:33440692
Gene expression data support the hypothesis that Isoetes rootlets are true roots and not modified leaves Hetherington AJ, Emms DM, Kelly S, Dolan L Sci Rep 09-Dec-2020
PMCID:PMC7725790
doi:10.1038/s41598-020-78171-y
PMID:33299010
The Chloroplast Land Plant Phylogeny: Analyses Employing Better-Fitting Tree- and Site-Heterogeneous Composition Models Sousa F, Civáň P, Foster PG, Cox CJ Front Plant Sci 10-Jul-2020
PMCID:PMC7373204
doi:10.3389/fpls.2020.01062
PMID:32760416
Patterns and Rates of Plastid rps12 Gene Evolution Inferred in a Phylogenetic Context using Plastomic Data of Ferns Liu S, Wang Z, Wang H, Su Y, Wang T Sci Rep 10-Jun-2020
PMCID:PMC7287138
doi:10.1038/s41598-020-66219-y
PMID:32523061
The distribution and evolution of fungal symbioses in ancient lineages of land plants Rimington WR, Duckett JG, Field KJ, Bidartondo MI, Pressel S Mycorrhiza 04-Mar-2020
PMCID:PMC7062687
doi:10.1007/s00572-020-00938-y
PMID:32130512
An Expanded Ribosomal Phylogeny of Cyanobacteria Supports a Deep Placement of Plastids Moore KR, Magnabosco C, Momper L, Gold DA, Bosak T, Fournier GP Front Microbiol 12-Jul-2019
PMCID:PMC6640209
doi:10.3389/fmicb.2019.01612
PMID:31354692
The Unique Evolutionary Trajectory and Dynamic Conformations of DR and IR/DR-Coexisting Plastomes of the Early Vascular Plant Selaginellaceae (Lycophyte) Zhang HR, Xiang QP, Zhang XC Genome Biol Evol 01-Apr-2019
PMCID:PMC6486807
doi:10.1093/gbe/evz073
PMID:30937434
Tracing the Evolution of the Plastome and Mitogenome in the Chloropicophyceae Uncovered Convergent tRNA Gene Losses and a Variant Plastid Genetic Code Turmel M, Lopes dos Santos A, Otis C, Sergerie R, Lemieux C Genome Biol Evol 01-Apr-2019
PMCID:PMC6486808
doi:10.1093/gbe/evz074
PMID:30937436
Lycophyte plastid genomics: extreme variation in GC, gene and intron content and multiple inversions between a direct and inverted orientation of the rRNA repeat Mower JP, Ma P, Grewe F, Taylor A, Michael TP, VanBuren R, Qiu Y New Phytol 24-Jan-2019
PMCID:PMC6590440
doi:10.1111/nph.15650
PMID:30556907
Complete chloroplast genome sequence of Dryopteris fragrans (L.) Schott and the repeat structures against the thermal environment Gao R, Wang W, Huang Q, Fan R, Wang X, Feng P, Zhao G, Bian S, Ren H, Chang Y Sci Rep 09-Nov-2018
PMCID:PMC6226466
doi:10.1038/s41598-018-35061-8
PMID:30413776

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
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Benzoic acid esters
[(1R,2S,5S,7S,9S,11R,13S,17R)-5-[[(4aS,5R,7S,8aR)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-6-(4-bromobenzoyl)oxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-2-yl] 4-bromobenzoate 15450412 Click to see 853.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
[6-(4-bromobenzoyl)oxy-5-[(1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl)methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-2-yl] 4-bromobenzoate 162928362 Click to see 853.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(8R,11bS)-5,7,11-trihydroxy-4,4,8,11b-tetramethyl-2,3,8,9-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-6-one 162937913 Click to see CC1COC2=C(C3=C(C(=C12)O)C(=O)C(=C4C3(CCCC4(C)C)C)O)O 344.40 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
5,7,11-trihydroxy-4,4,8,11b-tetramethyl-2,3,8,9-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-6-one 13894958 Click to see 344.40 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(-)-Lycopodine 5462445 Click to see 247.38 unknown https://doi.org/10.1139/CJR46B-009
https://doi.org/10.1139/V69-065
(1R,2R,10S,13S,15S)-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one 22525190 Click to see 247.38 unknown https://doi.org/10.1139/V69-065
(1S,10S,13R,15S)-13-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadec-2-en-11-one 21576175 Click to see 261.36 unknown https://doi.org/10.1039/B409720N
(1S,2R,10S,13R,15R)-10-hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one 163061497 Click to see 263.37 unknown https://doi.org/10.1139/V69-065
1,9-Ethanobenzo[i]quinolizin-14-one, dodecahydro-8a-hydroxy-11-methyl-, (1S,8aR,9S,11R,12aS)- 621853 Click to see 263.37 unknown https://doi.org/10.1139/V69-065
10-Hydroxy-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-11-one 5315953 Click to see CC1CC2CC(=O)C3(CCCN4C3(C1)C2CCC4)O 263.37 unknown https://doi.org/10.1139/V69-065
12-Epilycopodine 605459 Click to see 247.38 unknown https://doi.org/10.1139/CJR46B-009
https://doi.org/10.1139/V69-065
6alpha-Hydroxylycopodine 21576178 Click to see 263.37 unknown https://doi.org/10.1139/V63-092
CID 21576177 21576177 Click to see CC1CC2C(C(C3CCCN4C3(C1)C2=CCC4)O)O 263.37 unknown https://doi.org/10.1139/V69-065
Lycodoline 12312555 Click to see CC1CC2CC(=O)C3CCCN4C3(C1)C2(CCC4)O 263.37 unknown https://doi.org/10.1139/V69-065
N-[(1R,2R,13S,15R)-15-methyl-6-azatetracyclo[8.6.0.01,6.02,13]hexadec-10-en-11-yl]acetamide 101289809 Click to see 288.40 unknown https://doi.org/10.1039/B409720N
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(19-Hydroxy-1,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-enyl) acetate 5321267 Click to see 484.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
(19-Hydroxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl) 3-(3,4-dihydroxyphenyl)propanoate 72832025 Click to see 606.90 unknown https://doi.org/10.1139/V72-525
(19-Hydroxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl) acetate 78079763 Click to see CC(=O)OC1CCC2(C3CCC4C(=CCC5C4(CCC(C5(C)C)O)C)CC3(CCC2C1(C)C)C)C 484.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
https://doi.org/10.1139/V72-525
(1S,3S,6R,7S,8S,11R,12S,15R,16S,19S,21R)-7-(hydroxymethyl)-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-1,8,19-triol 101528286 Click to see 476.70 unknown https://doi.org/10.1139/V72-525
(1S,3S,6R,8S,11R,12S,15R,16S,19S,21R)-3,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-1,8,19-triol 101528287 Click to see CC1(C2CCC3(CC4(CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)O)C)C 460.70 unknown https://doi.org/10.1139/V72-525
(1S,6R,8S,11R,12S,15S,16R,19S,20S,21R)-8,19-dihydroxy-20-(hydroxymethyl)-1,7,7,11,16,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-5-one 101280209 Click to see 472.70 unknown https://doi.org/10.1139/V72-525
(3S,6R,8S,11R,12S,15S,16R,19R,20S,21R)-20-(hydroxymethyl)-3,7,7,11,16,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-8,19-diol 162950822 Click to see 458.70 unknown https://doi.org/10.1139/V72-525
(3S,6R,8S,11R,12S,15S,16R,19S,21S)-3,7,7,11,16,20,20-heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-8,19-diol 163195079 Click to see CC1(C2CCC3(CC4=CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C 442.70 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
[(1S,6S,8S,11R,12S,15S,16R,19S,21R)-19-hydroxy-1,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-enyl] acetate 162989514 Click to see 484.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
[(3S,6R,8S,11R,12S,15S,16R,19S,21R)-19-hydroxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl] 3-(3,4-dihydroxyphenyl)propanoate 11399295 Click to see 606.90 unknown https://doi.org/10.1139/V72-525
[(3S,6R,8S,11R,12S,15S,16R,19S,21R)-19-hydroxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl] acetate 163092116 Click to see 484.80 unknown https://doi.org/10.1139/V72-525
[(3S,6R,8S,11R,12S,15S,16R,19S,21S)-19-hydroxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl] acetate 163092111 Click to see CC(=O)OC1CCC2(C3CCC4C(=CCC5C4(CCC(C5(C)C)O)C)CC3(CCC2C1(C)C)C)C 484.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
20-(Hydroxymethyl)-3,7,7,11,16,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-8,19-diol 162950818 Click to see CC1(C2CCC3(CC4=CCC5C(C4CCC3C2(CCC1O)C)(CCC(C5(C)CO)O)C)C)C 458.70 unknown https://doi.org/10.1139/V72-525
21-Episerratenediol 12309682 Click to see CC1(C2CCC3(CC4=CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C 442.70 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
https://doi.org/10.1139/V72-525
21-Episerratriol 72976421 Click to see 458.70 unknown https://doi.org/10.1139/V72-525
3,7,7,11,16,20,20-Heptamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-1,8,19-triol 78079764 Click to see 460.70 unknown https://doi.org/10.1139/V72-525
7-(Hydroxymethyl)-3,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricosane-1,8,19-triol 12444431 Click to see 476.70 unknown https://doi.org/10.1139/V72-525
8,19-Dihydroxy-20-(hydroxymethyl)-1,7,7,11,16,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-5-one 74819518 Click to see CC1(C(CCC2(C1C(=O)C=C3C2CCC4C(C3)(CCC5C4(CCC(C5(C)CO)O)C)C)C)O)C 472.70 unknown https://doi.org/10.1139/V72-525
CID 634946 634946 Click to see CC1(C2CCC3(CC4=CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C 442.70 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
https://doi.org/10.1139/V72-525
Phlegmanol C 91895435 Click to see 484.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
Serratenediol 164947 Click to see CC1(C2CCC3(CC4=CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C 442.70 unknown https://doi.org/10.1139/V72-525
Serratenediol diacetate 540287 Click to see 526.80 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
Serratriol 91895439 Click to see 458.70 unknown https://doi.org/10.1139/V72-525
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(3S,8R,9R,10R,13R,14R,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 11870456 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C 414.70 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 86821 Click to see CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C 414.70 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
> Organic acids and derivatives / Carboxylic acids and derivatives / Amino acids, peptides, and analogues / Peptides / Dipeptides
Methicillin 6087 Click to see 380.40 unknown https://doi.org/10.1039/B409720N
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
1-Naphthyl beta-D-glucopyranoside 7573796 Click to see C1=CC=C2C(=C1)C=CC=C2OC3C(C(C(C(O3)CO)O)O)O 306.31 unknown https://doi.org/10.1016/S0031-9422(00)86518-8
> Organoheterocyclic compounds / Azaspirodecane derivatives
(4S,6R,6'R,8S,9R,11S)-6'-[[(4aR,5R,7S,8aS)-1-acetyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-3,6-dimethylspiro[3-azatricyclo[6.2.2.04,9]dodecane-11,2'-piperidine]-3'-one 163185235 Click to see 483.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
6'-[(1-acetyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl)methyl]-3,6-dimethylspiro[3-azatricyclo[6.2.2.04,9]dodecane-11,2'-piperidine]-3'-one 3530561 Click to see CC1CC2CC3(C4CC2C(C1)N(C4)C)C(=O)CCC(N3)CC5CC(CC6C5CCCN6C(=O)C)C 483.70 unknown https://doi.org/10.1139/V84-051
https://doi.org/10.1016/S0031-9422(99)00592-0
Spirolucidine 442502 Click to see CC1CC2CC3(C4CC2C(C1)N(C4)C)C(=O)CCC(N3)CC5CC(CC6C5CCCN6C(=O)C)C 483.70 unknown https://doi.org/10.1139/V84-051
https://doi.org/10.1016/S0031-9422(99)00592-0
> Organoheterocyclic compounds / Phenanthrolines
(1S,9R,10S,16S)-16-methyl-6,14-diazatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene 163041832 Click to see 242.36 unknown https://doi.org/10.1139/V69-065
(4aR,12R)-2,3,4,4abeta,5,6-Hexahydro-12-methyl-1H-5beta,10bbeta-propano-1,7-phenanthroline 603959 Click to see CC1CC2CC3=C(C=CC=N3)C4(C1)C2CCCN4 242.36 unknown https://doi.org/10.1139/V69-065
Lycodine 5462443 Click to see CC1CC2CC3=C(C=CC=N3)C4(C1)C2CCCN4 242.36 unknown https://doi.org/10.1039/B409720N
> Organoheterocyclic compounds / Piperidines / N-acylpiperidines / N-benzoylpiperidines
[(Z)-3-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,7S,9S,11R,13S,17R)-6-(4-bromobenzoyl)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]-1-(4-bromophenyl)-3-oxoprop-1-enyl] 4-bromobenzoate 15409558 Click to see 1034.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
[3-[5-[[6-(4-bromobenzoyl)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]-1-(4-bromophenyl)-3-oxoprop-1-enyl] 4-bromobenzoate 163040212 Click to see 1034.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
> Organoheterocyclic compounds / Quinolidines
(1R,2S,5R,7S,9S,11R,13S,17R)-5-[[(4aR,5R,7S,8aS)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-2-ol 162943340 Click to see 471.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
(1R,2S,5S,7S,9S,11R,13S,17R)-5-[[(4aS,5R,7S,8aR)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-2-ol 15450411 Click to see 471.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
(1S,2R,5R,7S,9S,11R,13S,17R)-5-[[(4aR,5R,7S,8aS)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecane 162936074 Click to see 455.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
(1S,2R,5S,7S,9S,11R,13S,17R)-5-[[(4aS,5R,7S,8aR)-1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl]methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecane 15450410 Click to see 455.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
(1S,4R,6R,8S,9R)-3,6-dimethyl-3-azatricyclo[6.2.2.04,9]dodecane-2,11-dione 162932408 Click to see 221.29 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
(1S,4S,6S,8S,9R)-3,6-dimethyl-3-azatricyclo[6.2.2.04,9]dodecane-2,11-dione 10822879 Click to see 221.29 unknown https://doi.org/10.1139/V68-602
(3R,4aR,5S,7R,8aS)-Decahydro-1,7-dimethyl-3,5-ethanoquinolin-10-one 442480 Click to see 207.31 unknown https://doi.org/10.1139/CJR46B-009
https://doi.org/10.1139/V68-602
1-[(4aR,5R,7R,8aS)-5-[[(1R,9R,11S,13R,17S)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5-trien-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163098133 Click to see CC1CC2CC3=C(C=CC(=N3)CC4CC(CC5C4CCCN5C(=O)C)C)C6CC2C(C1)N(C6)C 463.70 unknown https://doi.org/10.1039/B409720N
1-[(4aR,5R,7S,8aS)-5-[[(1R,2R,5R,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163001989 Click to see 467.70 unknown https://doi.org/10.1139/V79-180
1-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,7S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 15409557 Click to see CC1CC2CC3C(CCC(N3)CC4CC(CC5C4CCCN5C(=O)C)C)(C6CC2C(C1)N(C6)C)O 485.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aR,5R,7S,8aS)-5-[[(1R,2S,5R,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 10672482 Click to see CC1CC2CC3=NC(CCC3(C4CC2C(C1)N(C4)C)O)CC5CC(CC6C5CCCN6C(=O)C)C 483.70 unknown https://doi.org/10.1139/V79-180
1-[(4aR,5R,7S,8aS)-5-[[(1S,2R,5R,7S,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163088523 Click to see 469.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aR,5R,7S,8aS)-5-[[(1S,2R,5R,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163001988 Click to see CC1CC2CC3=NC(CCC3C4CC2C(C1)N(C4)C)CC5CC(CC6C5CCCN6C(=O)C)C 467.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aR,5R,7S,8aS)-5-[[(1S,2S,5R,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 100927036 Click to see 483.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
https://doi.org/10.1016/S0040-4039(98)02341-7
1-[(4aS,5R,7R,8aR)-5-[[(1S,11S,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5,8-tetraen-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 162958207 Click to see 461.70 unknown https://doi.org/10.1039/B409720N
1-[(4aS,5R,7S,8aR)-5-[[(1R,2S,5S,7S,9S,11R,13S,17R)-2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 162988693 Click to see CC1CC2CC3C(CCC(N3)CC4CC(CC5C4CCCN5C(=O)C)C)(C6CC2C(C1)N(C6)C)O 485.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aS,5R,7S,8aR)-5-[[(1S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5,8-tetraen-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 101324819 Click to see 461.70 unknown https://doi.org/10.1139/V79-180
1-[(4aS,5R,7S,8aR)-5-[[(1S,2R,5S,7S,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163088524 Click to see CC1CC2CC3C(CCC(N3)CC4CC(CC5C4CCCN5C(=O)C)C)C6CC2C(C1)N(C6)C 469.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aS,5R,7S,8aR)-5-[[(1S,2S,5R,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163001987 Click to see 467.70 unknown https://doi.org/10.1139/V79-180
1-[(4As,5R,7S,8aR)-5-[[(1S,5S,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 442479 Click to see 467.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[(4aS,5R,7S,8aR)-5-[[(1S,9S,11R,13S,17R)-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5-trien-5-yl]methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163098134 Click to see 463.70 unknown https://doi.org/10.1139/V79-180
1-[5-[(11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5-trien-5-yl)methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 163098132 Click to see 463.70 unknown https://doi.org/10.1139/V79-180
1-[5-[(11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadeca-2(7),3,5,8-tetraen-5-yl)methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 162958206 Click to see 461.70 unknown https://doi.org/10.1139/V79-180
1-[5-[(11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl)methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 75075016 Click to see 469.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
1-[5-[(2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadec-6-en-5-yl)methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 3527749 Click to see 483.70 unknown https://doi.org/10.1039/B409720N
https://doi.org/10.1016/S0031-9422(99)00592-0
1-[5-[(2-hydroxy-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-5-yl)methyl]-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-1-yl]ethanone 75075017 Click to see 485.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
3,6-Dimethyl-3-azatricyclo[6.2.2.04,9]dodecan-11-one 3524403 Click to see CC1CC2CC(=O)C3CC2C(C1)N(C3)C 207.31 unknown https://doi.org/10.1139/CJR46B-009
https://doi.org/10.1139/V68-602
3,6-Dimethyl-3-azatricyclo[6.2.2.04,9]dodecane-2,11-dione 73195074 Click to see 221.29 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
5-[(1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl)methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecan-2-ol 162943339 Click to see 471.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
5-[(1-ethyl-7-methyl-3,4,4a,5,6,7,8,8a-octahydro-2H-quinolin-5-yl)methyl]-11,14-dimethyl-6,14-diazatetracyclo[7.6.2.02,7.013,17]heptadecane 162936073 Click to see CCN1CCCC2C1CC(CC2CC3CCC4C5CC6C(CC(CC6N(C5)C)C)CC4N3)C 455.80 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
CID 3524402 3524402 Click to see 467.70 unknown https://doi.org/10.1139/V79-180
https://doi.org/10.1016/S0031-9422(99)00592-0
Lucidine A 10576224 Click to see 467.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
https://doi.org/10.1016/S0040-4039(98)02341-7
Lucidulinone 15450409 Click to see 221.29 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
Oxolucidine B 442493 Click to see CC1CC2CC3=NC(CCC3(C4CC2C(C1)N(C4)C)O)CC5CC(CC6C5CCCN6C(=O)C)C 483.70 unknown https://doi.org/10.1039/B409720N
https://doi.org/10.1016/S0031-9422(99)00592-0
https://doi.org/10.1016/S0040-4039(98)02341-7
Quinoline, 1-acetyl-5-(((2S,4aR,5S,6aR,7S,9R,10aS)-2,3,4,4a,6,6a,7,8,9,10,10a,11-dodecahydro-9,12-dimethyl-7,5-(iminomethano)-5H-benzo(5,6)cyclohepta(1,2-b)pyridin-2-yl)methyl)decahydro-7-methyl-, (4aS,5R,7S,8aR)- 156059 Click to see 467.70 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives
[(Z)-3-(dimethylamino)-3-oxo-1-phenylprop-1-enyl] benzoate 23263888 Click to see 295.30 unknown https://doi.org/10.1016/S0031-9422(99)00592-0
[3-(Dimethylamino)-3-oxo-1-phenylprop-1-enyl] benzoate 74038535 Click to see 295.30 unknown https://doi.org/10.1016/S0031-9422(99)00592-0

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