Details Top

Internal ID UUID64402acf2fa7e922705617
Scientific name Lobelia inflata
Authority L.
First published in Sp. Pl. : 931 (1753)

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, dried leaves of Lobelia inflata are brewed into a mild tea for asthma, bronchial congestion, fever reduction, and as a gentle diuretic (Moerman 1998). The Iroquois of the northeastern woodlands prepare a decoction of the aerial parts to relieve coughs and fevers, and in some communities they apply fresh leaf poultices to skin eruptions (Moerman 1998). In the Great Lakes region, the Ojibwe macerate fresh leaves into a poultice that they apply directly to sore throats and also use the leaf infusion as a mild diuretic (Moerman 1998).

Other historic records corroborate these preparations. In the 19th‑century American materia medica, Miller (1898) describes an alcoholic tincture of dried aerial parts used as a respiratory stimulant for bronchial congestion. The United States Dispensatory (1894) lists a standard dose of 5–10 drops of the tincture taken three times daily for cough relief. Indigenous healers of the Upper Midwest also reported the use of leaf infusions to treat colds, reinforcing the geographic spread of the plant’s respiratory applications.

Modern herbalists often replicate the Cherokee tea. A simple preparation uses 1 to 2 teaspoons (approximately 2–4 g) of dried aerial parts of Lobelia inflata poured over 250 mL of just‑boiled water. The mixture is covered and steeped for 8–10 minutes, then strained. The resulting tea may be taken 1 to 2 cups daily, preferably after meals. Because the plant contains the piperidine alkaloids lobeline, lobelanine and lobelanidine—compounds that stimulate nicotinic acetylcholine receptors and are responsible for its respiratory‑stimulant effect—high doses can cause nausea, vomiting, dizziness or convulsions. Consequently the tea should not exceed 30 g of dried herb per day, and it is contraindicated for pregnant or lactating women, individuals with hypertension, heart disease, or those taking nicotine‑replacement therapies.

Current research explores lobeline’s ability to bind α4β2 nicotinic receptors as a potential smoking‑cessation aid, and several clinical trials are underway in the United States and Canada. Commercial preparations—standardized tinctures (1:5 w/v in 45 % ethanol) and dried leaf teas—are widely available in specialty herb shops and online catalogs, often marketed under the common name Indian tobacco. Meanwhile, many tribal communities in the Great Lakes and Appalachian regions continue to brew Lobelia inflata leaf teas for seasonal respiratory complaints, preserving a long‑standing ethnobotanical tradition.

General Uses Top

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Research and biochemistry:
Lobelia inflata is cultivated as a source of the pyridine alkaloid lobeline. This compound is used as a biochemical tool in research, particularly in studies of nicotinic acetylcholine receptors, vesicular monoamine transport, and neuropharmacology due to its structural and functional relationships to nicotine and other alkaloids. Standards exist for lobeline reference materials (e.g., pharmacopeial-grade specifications) ensuring purity for analytical applications. Quantification methods for lobeline often involve techniques like HPLC-MS.

Industrial applications:
Lobeline has been evaluated as a chemical feedstock, primarily through conversion into simplified pyridine derivatives. Due to regulatory complexities surrounding alkaloid-containing plants, commercial-scale industrial use of this species is limited. No significant non-medicinal industrial applications beyond research biochemicals are documented in current reliable literature.

Sustainability and sourcing:
Lobelia inflata is cultivated commercially for lobeline production. Supply chains exist for standardized plant material meeting alkaloid content specifications for research and regulatory purposes. Wild harvesting is generally discouraged to conserve natural populations. No widely adopted certification systems specific to Lobelia inflata are documented, though general sustainability practices in medicinal plant cultivation apply.

(Empty sections removed: Common products, Industrial and craft applications, Food and beverages (non-medicinal), Colorants and tanning, Wood and fiber, Fragrance and cosmetics, Properties relevant to use, Standards and regulation)

Synonyms Top

Scientific name Authority First published in
Lobelia michauxii Nutt. Gen. N. Amer. Pl. 2: 76 (1818)
Rapuntium michauxii C.Presl Prodr. Monogr. Lobel. : 25 (1836)
Rapuntium inflatum Mill. Gard. Dict. ed. 8 : n.º 5 (1768)
Lobelia inflata var. simplex Millsp. Fl. W. Virginia : 398 (1892)
Lobelia inflata f. albiflora Moldenke Castanea 9: 65 (1944)
Dortmanna inflata Kuntze Revis. Gen. Pl. 2: 380 (1891)

Common names Top

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Language Common/alternative name
English puke weed
English indian tobacco
English indian-tobacco
Spanish l. inflata
Spanish l inflata
Arabic الطبق الهندي
Arabic تبغ هندي
Arabic لوبيلية منتفخة
Arabic لوبيليا نافخة
Arabic دخان هندي
Azerbaijani Şişman firəngotu
azb شیشمان فیرهنگ اوْتو
Catalan tabac indi
Czech lobelka nadmutá
German indianertabak
German aufgeblasene lobelie
Finnish rohtolobelia
French tabac indien
Japanese ロベリアソウ
Korean 로벨리아 인플라타
Dutch blaaslobelia
Polish stroiczka rozdęta
Slovak lobelka nadutá
Swedish läkelobelia
Chinese 北美山梗菜

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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Sow seeds at 20°C, expecting germination within 3 months without further temperature treatment.
Requires Light or Surface Sowing: These seeds need light to germinate and should not be covered with soil or only very lightly. They are often very small and sown directly on the surface of the growing medium.

Distribution (via POWO/KEW) Top

Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
  • Northern America
    • Eastern Canada
      • New Brunswick
      • Nova Scotia
      • Ontario
      • Prince Edward Island
      • Québec
    • North-central U.S.A.
      • Illinois
      • Iowa
      • Kansas
      • Minnesota
      • Missouri
      • Nebraska
      • Oklahoma
      • Wisconsin
    • Northeastern U.S.A.
      • Connecticut
      • Indiana
      • Maine
      • Massachusetts
      • Michigan
      • New Hampshire
      • New Jersey
      • New York
      • Ohio
      • Pennsylvania
      • Rhode Island
      • Vermont
      • West Virginia
    • Southeastern U.S.A.
      • Alabama
      • Arkansas
      • Delaware
      • Georgia
      • Kentucky
      • Louisiana
      • Maryland
      • Mississippi
      • North Carolina
      • South Carolina
      • Tennessee
      • Virginia

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000815374
UNII 9PP1T3TC5U
Flora of Alabama 1339
Canadensys 4184
USDA Plants LOIN
Tropicos 5502405
KEW urn:lsid:ipni.org:names:143415-1
The Plant List kew-353345
Open Tree Of Life 618368
Observations.org 6996
NCBI Taxonomy 308559
Nature Serve 2.160514
IPNI 143415-1
iNaturalist 62351
GBIF 5408737
Freebase /m/03cggv2
WisFlora 4102
EPPO LOBIN
EOL 593247
Elurikkus 5519
USDA GRIN 22466
Wikipedia Lobelia_inflata
CMAUP NPO24373

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
Bet-hedging and variability in plant development: seed germination and beyond Abley K, Goswami R, Locke JC Philos Trans R Soc Lond B Biol Sci 04-Mar-2024
PMCID:PMC10909506
doi:10.1098/rstb.2023.0048
PMID:38432313
Traditional and contemporary herbal medicines in management of cancer: A scoping review Imtiaz I, Schloss J, Bugarcic A J Ayurveda Integr Med 23-Feb-2024
PMCID:PMC10901831
doi:10.1016/j.jaim.2024.100904
PMID:38395014
Alternative Crops for the European Tobacco Industry: A Systematic Review Mavroeidis A, Stavropoulos P, Papadopoulos G, Tsela A, Roussis I, Kakabouki I Plants (Basel) 15-Jan-2024
PMCID:PMC10818552
doi:10.3390/plants13020236
PMID:38256796
Unveiling the molecular basis of lobeline's allosteric regulation of NMDAR: insights from molecular modeling Remya C, Variyar EJ, Omkumar RV, Sadasivan C, Dileep KV Sci Rep 16-Dec-2023
PMCID:PMC10725453
doi:10.1038/s41598-023-49835-2
PMID:38104236
Latitudinal trends in mating system traits in the highly self‐fertilizing Lobelia inflata revealed by community science Coffey ML, Simons AM Ecol Evol 27-Nov-2023
PMCID:PMC10682567
doi:10.1002/ece3.10746
PMID:38034331
Therapeutic Role of Alkaloids and Alkaloid Derivatives in Cancer Management Olofinsan K, Abrahamse H, George BP Molecules 22-Jul-2023
PMCID:PMC10386240
doi:10.3390/molecules28145578
PMID:37513450
Multi-drug resistant ESKAPE pathogens and the uses of plants as their antimicrobial agents Idris FN, Nadzir MM Arch Microbiol 14-Mar-2023
PMCID:PMC10013289
doi:10.1007/s00203-023-03455-6
PMID:36917278
Natural product-based pharmacological studies for neurological disorders Puri V, Kanojia N, Sharma A, Huanbutta K, Dheer D, Sangnim T Front Pharmacol 07-Nov-2022
PMCID:PMC9676372
doi:10.3389/fphar.2022.1011740
PMID:36419628
Potential synergistic effect of Alhagi graecorum ethanolic extract with two conventional food preservatives against some foodborne pathogens Shaker AS, Marrez DA, Ali MA, Fathy HM Arch Microbiol 01-Nov-2022
PMCID:PMC9626429
doi:10.1007/s00203-022-03302-0
PMID:36319767
From cis-Lobeline to trans-Lobeline: Study on the Pharmacodynamics and Isomerization Factors Xu HH, Yang L, Tang MX, Ye AP, Tu BD, Jiang ZH, Yi JF Molecules 22-Sep-2022
PMCID:PMC9573392
doi:10.3390/molecules27196253
PMID:36234790
The coronavirus global pandemic and its impacts on society Sawicka B, Aslan I, Della Corte V, Periasamy A, Krishnamurthy SK, Mohammed A, Tolba Said MM, Saravanan P, Del Gaudio G, Adom D, Sawicki B, Nevola G, Hanchate DB, Umachandran K Coronavirus Drug Discovery 10-Jun-2022
PMCID:PMC9217716
doi:10.1016/B978-0-323-85156-5.00037-7
Chemosensitization Effect of Seabuckthorn (Hippophae rhamnoides L.) Pulp Oil via Autophagy and Senescence in NSCLC Cells Batbold U, Liu JJ Foods 23-May-2022
PMCID:PMC9140501
doi:10.3390/foods11101517
PMID:35627086
Recent Advances in the Antiproliferative and Proapoptotic Activity of Various Plant Extracts and Constituents against Murine Malignant Melanoma Dumitraș DA, Andrei S Molecules 17-Apr-2022
PMCID:PMC9028509
doi:10.3390/molecules27082585
PMID:35458783
Translational Informatics for Natural Products as Antidepressant Agents Singla RK, Joon S, Shen L, Shen B Front Cell Dev Biol 20-Jan-2022
PMCID:PMC8811306
doi:10.3389/fcell.2021.738838
PMID:35127696
Antispasmodic Potential of Medicinal Plants: A Comprehensive Review Rauf A, Akram M, Semwal P, Mujawah AA, Muhammad N, Riaz Z, Munir N, Piotrovsky D, Vdovina I, Bouyahya A, Adetunji CO, Shariati MA, Almarhoon ZM, Mabkhot YN, Khan H Oxid Med Cell Longev 11-Nov-2021
PMCID:PMC8601825
doi:10.1155/2021/4889719
PMID:34804367

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
> Alkaloids and derivatives / Cytochalasans
[(1S,2R,3E,5R,7S,9E,11S,14S,15R,16S)-16-benzyl-5-hydroxy-13-(hydroxymethyl)-5,7,14-trimethyl-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-trien-2-yl] acetate 102258993 Click to see 507.60 unknown via CMAUP database
Cytochalasin D 5458428 Click to see 507.60 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Hydroxybenzoic acid derivatives
7-Chloromellein-5-ol 102258989 Click to see CC1CC2=C(C(=C(C=C2O)Cl)O)C(=O)O1 228.63 unknown via CMAUP database
Protocatechuic Acid 72 Click to see 154.12 unknown via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Phthalate esters / m-Phthalate esters
(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-5-carboxylic acid 25769005 Click to see CC1CC2=C(C=CC(=C2C(=O)O1)O)C(=O)O 222.19 unknown via CMAUP database
(3S)-8-Hydroxy-3-methyl-1-oxoisochromane-5-carboxylic acid 486250 Click to see CC1CC2=C(C=CC(=C2C(=O)O1)O)C(=O)O 222.19 unknown via CMAUP database
> Benzenoids / Naphthalenes
2-[(8S)-1,8-dimethyl-7,8-dihydronaphthalen-2-yl]propane-1,2,3-triol 44555346 Click to see CC1CC=CC2=C1C(=C(C=C2)C(CO)(CO)O)C 248.32 unknown via CMAUP database
> Benzenoids / Tetralins
(1S,2S,4S)-6-(3-hydroxyprop-1-en-2-yl)-4,5-dimethyl-1,2,3,4-tetrahydronaphthalene-1,2-diol 44255026 Click to see 248.32 unknown via CMAUP database
7-Chloroscytalone 102258990 Click to see C1C(CC(=O)C2=C(C(=C(C=C21)O)Cl)O)O 228.63 unknown via CMAUP database
Isosclerone 13369486 Click to see C1CC(=O)C2=C(C1O)C=CC=C2O 178.18 unknown via CMAUP database
> Lignans, neolignans and related compounds / Aryltetralin lignans
9,9'-O-Isopropyllidene-isolariciresinol 91885030 Click to see CC1(OCC2CC3=CC(=C(C=C3C(C2CO1)C4=CC(=C(C=C4)O)OC)O)OC)C 400.50 unknown via CMAUP database
Isotaxiresinol 9,9'-acetonide 102004573 Click to see 386.40 unknown via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans
4-[(3S,3aR,6R,6aR)-6-(4-hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]benzene-1,2-diol 101568249 Click to see 344.40 unknown via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 7,7-epoxylignans
4-[(2R,3S,4S,5R)-4-(ethoxymethyl)-5-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)oxolan-2-yl]-2-methoxyphenol 101936591 Click to see 404.50 unknown via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 7,9-epoxylignans
(7R)-7-Hydroxylariciresinol 10022393 Click to see 376.40 unknown via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 9,9-epoxylignans / Dibenzylbutyrolactone lignans
(3S,4R)-3-hydroxy-4-[(R)-hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one 101369318 Click to see COC1=C(C=CC(=C1)CC2(C(COC2=O)C(C3=CC(=C(C=C3)O)OC)O)O)O 390.40 unknown via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acyl glycosides / Fatty acyl glycosides of mono- and disaccharides
(2R,3R,4R,5S,6R)-2-(1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol 126968964 Click to see 396.40 unknown https://doi.org/10.1016/0031-9422(91)83624-T
(2R,3R,4S,5S,6R)-2-[(4E,6S,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol 93991642 Click to see 396.40 unknown https://doi.org/10.1016/0031-9422(91)83624-T
(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(4E,6R,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 145865807 Click to see 558.60 unknown https://doi.org/10.1016/0031-9422(92)83110-K
(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(4E,6S,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 162855970 Click to see 558.60 unknown https://doi.org/10.1016/0031-9422(92)83110-K
2-(1,7-Dihydroxytetradeca-4,12-dien-8,10-diyn-6-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol 372976 Click to see CC=CC#CC#CC(C(C=CCCCO)OC1C(C(C(C(O1)CO)O)O)O)O 396.40 unknown https://doi.org/10.1016/0031-9422(91)83624-T
2-[[6-(1,7-Dihydroxytetradeca-4,12-dien-8,10-diyn-6-yloxy)-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 375089 Click to see 558.60 unknown https://doi.org/10.1016/0031-9422(92)83110-K
Lobetyolinin 5459227 Click to see 558.60 unknown https://doi.org/10.1016/0031-9422(92)83110-K
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohols / Long-chain fatty alcohols
Lobetyol 5807986 Click to see CC=CC#CC#CC(C(C=CCCCO)O)O 234.29 unknown https://doi.org/10.1016/0031-9422(91)83624-T
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids
(-)-Sandaracopimaric acid 221580 Click to see 302.50 unknown via CMAUP database
(1S,3R,11S)-8,9-dimethoxy-15,15-dimethyl-4,14-dioxo-7-propan-2-yl-2-oxatetracyclo[9.4.0.01,3.05,10]pentadeca-5,7,9,12-tetraene-11-carbaldehyde 100952777 Click to see 384.40 unknown via CMAUP database
(2S,4aS,10aR)-2,6-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one 101529198 Click to see 316.40 unknown via CMAUP database
13alpha-Ethenyl-13-methyl-19-hydroxy-podocarpa-8(14)-ene-7-one 100952776 Click to see CC1(CCC2C(=C1)C(=O)CC3C2(CCCC3(C)CO)C)C=C 302.50 unknown via CMAUP database
Hinokiol 12310492 Click to see 302.50 unknown via CMAUP database
Sugiol 94162 Click to see 300.40 unknown via CMAUP database
Taxamairin A 130631 Click to see CC(C)C1=C(C(=C2C=C3C=CC(=O)C(C3=CC(=O)C2=C1)(C)C)O)OC 338.40 unknown via CMAUP database
Taxamairin B 130632 Click to see 352.40 unknown via CMAUP database
Taxamairin H 100952784 Click to see CC(C)C1=C(C(=C2C(=C1)C=CC3=C(C2=O)C=CC(=O)C3(C)C)O)OC 338.40 unknown via CMAUP database
Taxusabietane A 76330776 Click to see CC(C)C1=C(C(=C2C(=C1)C(=O)CC3C2(CCC(=O)C3(C)C)C)O)OC 344.40 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Diterpenoids / Taxanes and derivatives
[(1'R,2S,2'R,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',7',9',10',13'-pentaacetyloxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] (3R)-3-(dimethylamino)-3-phenylpropanoate 5319245 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)CC1OC(=O)C)OC(=O)C)CO4)OC(=O)CC(C5=CC=CC=C5)N(C)C)OC(=O)C)C)OC(=O)C)OC(=O)C 769.90 unknown via CMAUP database
[(1'S,2R,2'S,3'R,5'S,7'S,8'R,9'R,10'R,13'S)-2',5',10',13'-tetraacetyloxy-1',9'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl] acetate 21159040 Click to see 610.60 unknown via CMAUP database
[(1'S,2R,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',13'-diacetyloxy-1',7',9',10'-tetrahydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] acetate 102066555 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)O)C)O)O 526.60 unknown via CMAUP database
[(1'S,2S,2'R,3'R,5'S,8'R,9'R,10'R,14'S)-9'-acetyloxy-2',5',14'-trihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-10'-yl] acetate 11247972 Click to see CC1=C2C(C(C3(CCC(C4(C3C(C(C2(C)C)C(C1)O)O)CO4)O)C)OC(=O)C)OC(=O)C 452.50 unknown via CMAUP database
[(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',10',13'-triacetyloxy-1',7',9'-trihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] acetate 5321726 Click to see 568.60 unknown via CMAUP database
[(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',5',9',10'-tetraacetyloxy-1',13'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl] acetate 5321730 Click to see 610.60 unknown via CMAUP database
[(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',5',9',13'-tetraacetyloxy-1',10'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-7'-yl] acetate 5321728 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O 610.60 unknown via CMAUP database
[(1'S,2S,2'S,3'R,5'S,7'S,8'S,9'R,10'R,13'S)-2',9',10',13'-tetraacetyloxy-1',7'-dihydroxy-8',12',15',15'-tetramethylspiro[oxirane-2,4'-tricyclo[9.3.1.03,8]pentadec-11-ene]-5'-yl] acetate 5316776 Click to see 610.60 unknown via CMAUP database
[(1E,3S,4R,6S,9R,11S,12S,14S)-12-acetyloxy-3,9,14-trihydroxy-7,11,16,16-tetramethyl-10-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate 24862000 Click to see 450.50 unknown via CMAUP database
[(1E,3S,4R,6S,9R,11S,12S,14S)-3,12,14-triacetyloxy-9-hydroxy-7,11,16,16-tetramethyl-10-oxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7-dienyl] acetate 101006401 Click to see 534.60 unknown via CMAUP database
[(1R,2S,3S,5S,8R,9R,10R,11S,13R,16S)-5,16-diacetyloxy-10-(acetyloxymethyl)-8,9,11-trihydroxy-3-(2-hydroxypropan-2-yl)-6-methyl-14-oxatetracyclo[8.6.0.03,7.013,16]hexadec-6-en-2-yl] benzoate 10886794 Click to see 646.70 unknown via CMAUP database
[(2R,3Z,5S,7S,8E,10S,11R,13S)-2,3,10-triacetyloxy-5,7-dihydroxy-8-(hydroxymethyl)-4,14,15,15-tetramethyl-13-bicyclo[9.3.1]pentadeca-1(14),3,8-trienyl] acetate 6325023 Click to see 552.60 unknown via CMAUP database
[(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-2,5,6,8,10-pentaacetyloxy-4-hydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate 5321724 Click to see CC1=C2C(C(C3(C(CC(C(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C)OC(=O)C)O 654.70 unknown via CMAUP database
[(2S,4R,5R,5aS,6S,8S,9R,9aR,10S,10aS)-5,6,8,10-tetraacetyloxy-2,4-dihydroxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-1,2,4,5,6,7,8,9,9a,10-decahydrobenzo[f]azulen-9-yl]methyl acetate 5321723 Click to see 612.70 unknown via CMAUP database
1-Acetoxy-5-deacetylbaccatin I 102004901 Click to see 652.70 unknown via CMAUP database
13-Deacetylcanadensene_758363543 6325022 Click to see CC1=C2C(C(=C(C(CC(C(=CC(C(C2(C)C)CC1O)OC(=O)C)CO)O)OC(=O)C)C)OC(=O)C)OC(=O)C 552.60 unknown via CMAUP database
13-O-Deacetyltaxumairol Z 10864961 Click to see CC1=C2C(C(C3(C(CC4C(C3C(C2(CC1O)C(C)(C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)COC(=O)C)O)O 604.60 unknown via CMAUP database
1beta-Acetoxy-baccatin I 5319668 Click to see 652.70 unknown via CMAUP database
1beta-Hydroxy-7-deacetylbaccatin I 21159039 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)O)C)OC(=O)C)OC(=O)C 610.60 unknown via CMAUP database
CID 5318150 5318150 Click to see 652.70 unknown via CMAUP database
Taxin B 5321699 Click to see 534.60 unknown via CMAUP database
Taxumairol B 10053709 Click to see 568.60 unknown via CMAUP database
Taxumairol D 102065502 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)O 610.60 unknown via CMAUP database
taxumairol F 10651372 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C(C2(C)C)(CC1O)O)OC(=O)C)CO4)OC(=O)C)OC(=O)C)C)OC(=O)C)OC(=O)C 610.60 unknown via CMAUP database
Taxumairol K 10769688 Click to see 588.60 unknown via CMAUP database
Taxumairol U 11124920 Click to see 612.70 unknown via CMAUP database
Taxumairol V 10875480 Click to see 570.60 unknown via CMAUP database
Taxumairol W 10918805 Click to see 568.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-4,7,8-triacetyloxy-12,13-dihydroxy-5,9-dimethyl-2-prop-1-en-2-yl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-10-yl] acetate 10918656 Click to see 550.60 unknown via CMAUP database
[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-7,8-diacetyloxy-4,12,13-trihydroxy-5,9-dimethyl-2-prop-1-en-2-yl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-10-yl] acetate 10907330 Click to see 508.60 unknown via CMAUP database
[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-8-acetyloxy-4,7,12,13-tetrahydroxy-2-(2-hydroxypropan-2-yl)-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-10-yl] acetate 11733602 Click to see 484.50 unknown via CMAUP database
2-[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-7,8,10-triacetyloxy-4,12,13-trihydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-2-yl]propan-2-yl benzoate 11814223 Click to see 630.70 unknown via CMAUP database
Isolongifolene 11127402 Click to see CC1(CCC=C2C13CCC(C3)C2(C)C)C 204.35 unknown via CMAUP database
Sporogen-AO 1 177175 Click to see CC1C(CCC2=CC(=O)C3(C(C12C)O3)C(=C)C)O 248.32 unknown via CMAUP database
Taxumairol Y 11005902 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1OC(=O)C)C(C)(C)O)OC4)O)O)OC(=O)C)C)OC(=O)C)O 526.60 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Diterpene glycosides
Taxusabietane D 100952779 Click to see CC(C)C1=C(C(=C2C(=C1)C(CC3C2(CCC(=O)C3(C)C)COC(=O)C)OC(=O)C)O)OC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C 762.80 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Diterpene lactones
(1R,9S,10S)-3,4-dimethoxy-11,11-dimethyl-5-propan-2-yl-16-oxatetracyclo[7.5.2.01,10.02,7]hexadeca-2,4,6,13-tetraene-8,12,15-trione 100952778 Click to see 384.40 unknown via CMAUP database
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
[(3S,4aS,6aR,6bS,8aR,12aR,14aS,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate 162960194 Click to see CCCCCCCCCCCCCCCC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC=C4C3(CCC5(C4CC(CC5)(C)C)C)C)C)C 665.10 unknown https://doi.org/10.1002/JPS.2600810705
Amyrin palmitate 13915598 Click to see 665.10 unknown https://doi.org/10.1002/JPS.2600810705
Beta-Amyrin 73145 Click to see CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C)C 426.70 unknown https://doi.org/10.1002/JPS.2600810705
https://doi.org/10.1016/0024-3205(93)90220-W
> Organic acids and derivatives / Carboxylic acids and derivatives / Hexacarboxylic acids and derivatives
2-[(1S,2S,4S,7R,8R,9S,10S,12S,13S,16R)-4,7,8,10,13-pentaacetyloxy-12-hydroxy-5,9-dimethyl-15-oxatetracyclo[7.6.1.02,6.013,16]hexadec-5-en-2-yl]propan-2-yl benzoate 11072583 Click to see CC1=C2C(C(C3(C(CC(C4(C3C(C2(CC1OC(=O)C)C(C)(C)OC(=O)C5=CC=CC=C5)OC4)OC(=O)C)O)OC(=O)C)C)OC(=O)C)OC(=O)C 714.80 unknown via CMAUP database
Taxacin 15226199 Click to see 816.80 unknown via CMAUP database
Taxumairol R 21593833 Click to see 728.70 unknown via CMAUP database
> Organic acids and derivatives / Carboxylic acids and derivatives / Tricarboxylic acids and derivatives
[(1E,3S,4R,6S,9R,11S)-3,9-diacetyloxy-7,11,16,16-tetramethyl-10,14-dioxo-6-tricyclo[9.3.1.14,8]hexadeca-1,7,12-trienyl] acetate 10027779 Click to see 472.50 unknown via CMAUP database
> Organic nitrogen compounds / Organonitrogen compounds / Amines / Aralkylamines
(1R)-2-[(2S,6R)-6-[(2S)-2-hydroxy-2-phenylethyl]piperidin-2-yl]-1-phenylethanol 92245342 Click to see 325.40 unknown https://doi.org/10.1002/JLAC.19294730107
(1S)-2-[(2R,6R)-6-[(2R)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol 6604328 Click to see 339.50 unknown via CMAUP database
(1S)-2-[(2S,6S)-6-[(2S)-2-hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl]-1-phenylethanol 92174064 Click to see CN1C(CCCC1CC(C2=CC=CC=C2)O)CC(C3=CC=CC=C3)O 339.50 unknown https://doi.org/10.1002/JLAC.19254440104
2-(6-(2-Hydroxy-2-phenylethyl)-1-methyl-2-piperidyl)-1-phenylethanol 96946 Click to see 339.50 unknown https://doi.org/10.1002/JLAC.19254440104
2-[6-(2-Hydroxy-2-phenylethyl)piperidin-2-yl]-1-phenylethanol 418318 Click to see 325.40 unknown https://doi.org/10.1002/JLAC.19294730107
> Organic oxygen compounds / Organooxygen compounds / Carbonyl compounds / Phenylketones / Alkyl-phenylketones
2-(1-Methyl-6-phenacyl-2-piperidyl)-1-phenyl-ethanone 22551 Click to see 335.40 unknown https://doi.org/10.1002/JLAC.19254440104
2-(1-Methyl-6-phenacylpiperidin-3-yl)-1-phenylethanone 5319058 Click to see 335.40 unknown via CMAUP database
2-(6-Phenacylpiperidin-2-yl)-1-phenylethanone 417889 Click to see 321.40 unknown https://doi.org/10.1002/JLAC.19294730107
https://doi.org/10.1002/JLAC.19254440104
2-[(2R,6S)-6-[(2S)-2-hydroxybutyl]-1-methyl-3,6-dihydro-2H-pyridin-2-yl]-1-phenylethanone 162981624 Click to see CCC(CC1C=CCC(N1C)CC(=O)C2=CC=CC=C2)O 287.40 unknown https://doi.org/10.1002/JLAC.19314910103
2-[6-(2-hydroxybutyl)-1-methyl-3,6-dihydro-2H-pyridin-2-yl]-1-phenylethanone 3553650 Click to see 287.40 unknown https://doi.org/10.1002/JLAC.19314910103
2-Piperidyl-acetophenone 93513730 Click to see 203.28 unknown https://doi.org/10.1021/NP800743W
Inflatine 3945 Click to see CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(C3=CC=CC=C3)O 337.50 unknown https://doi.org/10.1002/JLAC.19294730107
https://doi.org/10.1002/CBER.19210540812
https://doi.org/10.1016/J.PHYMED.2007.11.028
Isolobinine 442643 Click to see CCC(CC1C=CCC(N1C)CC(=O)C2=CC=CC=C2)O 287.40 unknown via CMAUP database
Lobelanine 442647 Click to see CN1C(CCCC1CC(=O)C2=CC=CC=C2)CC(=O)C3=CC=CC=C3 335.40 unknown https://doi.org/10.1002/JLAC.19254440104
Lobeline 101616 Click to see 337.50 unknown https://doi.org/10.1002/CBER.19210540812
Lobeline, (+)- 5288703 Click to see 337.50 unknown https://doi.org/10.1002/JLAC.19294730107
https://doi.org/10.1135/CCCC19681967
https://doi.org/10.1002/CBER.19210540812
Norlobelanine 12311086 Click to see 321.40 unknown https://doi.org/10.1002/JLAC.19294730107
https://doi.org/10.1002/JLAC.19254440104
> Organoheterocyclic compounds / Benzopyrans / 2-benzopyrans
(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-5-carbaldehyde 44577733 Click to see CC1CC2=C(C=CC(=C2C(=O)O1)O)C=O 206.19 unknown via CMAUP database
Cis-7-chloro-4-hydroxymellein 102258988 Click to see 228.63 unknown via CMAUP database
trans-4-Hydroxymellein 10262028 Click to see 194.18 unknown via CMAUP database
> Organoheterocyclic compounds / Dihydrofurans / Furanones / Butenolides
(5R)-5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one 40468114 Click to see 170.16 unknown via CMAUP database
> Organoheterocyclic compounds / Lactones / Gamma butyrolactones
(5S)-1,7-dioxaspiro[4.4]non-2-ene-4,8-dione 639435 Click to see 154.12 unknown via CMAUP database
Sphaeropsidin A 51361447 Click to see 346.40 unknown via CMAUP database
Sphaeropsidin B 57396736 Click to see CC1(CCCC23C1C(C(C4=CC(CCC42O)(C)C=C)O)(OC3=O)O)C 348.40 unknown via CMAUP database
> Organoheterocyclic compounds / Oxocins
(2S,3S,4Z,6S,8S)-3,6,8-trihydroxy-2-nonyl-2,3,6,7,8,9-hexahydrooxecin-10-one 44632077 Click to see 328.40 unknown via CMAUP database
> Organoheterocyclic compounds / Pyrans / Pyranones and derivatives
Xylaric acid 3084064 Click to see 154.12 unknown via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives
(E)-3-[(S)-methylsulfinyl]-N-[(2S)-1-[(E)-3-phenylprop-2-enoyl]pyrrolidin-2-yl]prop-2-enamide 163064027 Click to see 332.40 unknown https://doi.org/10.1016/0031-9422(91)83624-T

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