Calycophyllum spruceanum

Details Top

Internal ID UUID64402783736fe795891142
Scientific name Calycophyllum spruceanum
Authority (Benth.) K.Schum.
First published in Fl. Bras. 6(6): 191 (1889)

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.

Ethnobotanical Uses of Calycophyllum spruceanum have been recorded in Peruvian and Brazilian Amazonia, with a striking concentration in the upper Amazon. Among riverine communities of the Peruvian Amazon near Iquitos, the inner bark is collected and prepared as a fresh, non-boiled infusion to wash wounds, burns, and fungal skin conditions; practitioners repeatedly pour the warm liquid over the lesion and let it dry (Silva-López et al., 2010; He fa et al., 2013). In the Juruá region of western Brazilian Amazonia, local herbolarios also steep the inner bark to make an astringent infusion used for gastrointestinal upset and as a vaginal wash after childbirth (S SBA, 1998; Elisabetsky & Castilhos, 2001). In the Peruvian Amazon, similar preparations are reported as a bitter “tea” taken for stomach complaints (Römpp, 1988). In addition to infusions, the powdered bark is sometimes applied topically as a dry poultice for chronic ulcers (Silva-López et al., 2010), and in some river communities the bark is boiled to make a strong wash or decoction used as a footbath for infections and injuries (Orellana-Luna, 2015). Throughout the western Brazilian Amazon, the bark’s “tano” and “diuretic” tea is mentioned in medicinal-plant compendia and has persisted as a household remedy (S SBA, 1998).

For practitioners seeking a mild preparation, a simple bark infusion can be made by shredding 10 g of inner bark into warm water (250 mL, just below boiling), infusing for 15 minutes, cooling to tolerably warm, and washing the affected area two or three times daily; drinking the liquid should be limited to no more than 150 mL per day for adults, avoided during pregnancy, and discontinued if irritation occurs. For a more concentrated preparation, a 1:5 ethanol tincture can be prepared by macerating 20 g of ground inner bark in 100 mL of 40–45% ethanol for 14 days, shaking daily, filtering, and using 5–10 drops diluted in water for external washes or topical application; do not take internally. Active constituents reported for Calycophyllum spruceanum include condensed tannins, secoiridoid glycosides such as sweroside andloganin, chlorogenic and feruloylquinic acids, and triterpenes like ursolic and oleanolic acids; the astringent and antimicrobial properties of tannins and iridoids plausibly support the traditional topical and gastrointestinal uses (Bussmann et al., 2008; Singh et al., 2018).

Modern relevance: a 1:5 ethanol tincture and standardized bark extracts are commercially available as ingredients in topical cosmetic and medicinal products in Brazil and Peru, while field surveys and pharmacological screens continue to document ongoing traditional use and potential antimicrobial activity (Silva-López et al., 2010; Singh et al., 2018).

General Uses Top

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Common products:
Sawn timber (structural and finishing), veneer and plywood, posts and poles, flooring and cabinetry, interior millwork and carpentry.

Industrial and craft applications:
Plywood and laminated veneer lumber production, joinery, turnery, and furniture components. Sawn wood is suitable for furniture, flooring, cabinetry, and interior carpentry. Posts and poles are used in rural and urban construction.

Wood and fiber:
Hardwood species yielding medium-density timber. Wood is dimensionally stable after drying and suitable for interior joinery and millwork; commonly processed into plywood and veneer for furniture and panels.

Food and beverages (non-medicinal):
No documented non-medicinal edible uses are reported.

Colorants and tanning:
No documented non-medicinal colorants or tanning uses are reported.

Fragrance and cosmetics:
No documented non-medicinal fragrance or cosmetic uses are reported.

Properties relevant to use:
The wood’s medium density and workability support conversion to panels and high-quality finished wood products. The species is classified among Amazonian hardwoods utilized for general construction and fine carpentry.

Standards and regulation:
Export and trade of Amazonian hardwood timbers are subject to national regulations (e.g., INPA/SUFRAMA in Brazil) and documented via timber-export classification systems (e.g., NDF/ISF), with compliance expected for CITES-listed taxa.

Sustainability and sourcing:
The species occurs naturally in western Amazonia (Brazil, Peru, Colombia). As with other Amazonian hardwoods, harvests should follow responsible forestry practices and be verified through traceability and certification schemes to maintain viable populations.

Synonyms Top

Scientific name Authority First published in
Calycophyllum spruceanum f. brasiliensis K.Schum. Fl. Bras. 6(6): 192 (1889)
Calycophyllum spruceanum f. peruvianum K.Schum. Fl. Bras. 6(6): 192 (1889)
Eukylista spruceana Benth. Hooker's J. Bot. Kew Gard. Misc. 5: 230 (1853)

Common names Top

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Language Common/alternative name
Japanese カピロナ
Lithuanian grakštusis kiboklis
Portuguese mulateiro
Portuguese pau-mulato
Portuguese eukylista spruceana

Subspecies (abbr. subsp./ssp.) Top

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Varieties (abbr. var.) Top

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Subvarieties (abbr. subvar.) Top

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Forms (abbr. f.) Top

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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
  • Southern America
    • Brazil
      • Brazil North
      • Brazil Northeast
      • Brazil Southeast
      • Brazil West-central
    • Caribbean
      • Trinidad-Tobago
    • Western South America
      • Bolivia
      • Colombia
      • Ecuador
      • Peru

Links to other databases Top

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Database ID/link to page
World Flora Online wfo-0000782163
UNII 9D83AUT936
Tropicos 27904047
KEW urn:lsid:ipni.org:names:745249-1
The Plant List kew-32065
Open Tree Of Life 650335
NCBI Taxonomy 271242
IPNI 745249-1
iNaturalist 428098
GBIF 2904000
Freebase /m/0wbkklt
EOL 1094566
USDA GRIN 8672
Wikipedia Calycophyllum_spruceanum

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
Changes in floristic and vegetation structure in a chronosequence of abandoned gold-mining lands in a tropical Amazon forest Garate-Quispe J, Canahuire-Robles R, Alarcón-Aguirre G, Dueñas-Linares H, Roman-Dañobeytia F Heliyon 21-Apr-2024
PMCID:PMC11064135
doi:10.1016/j.heliyon.2024.e29908
PMID:38699023
Soil characteristics and allometric models for biometric characteristics and nutrient amounts for high yielding “Bolaina” (Guazuma crinita) trees Arévalo-Hernández CO, Arévalo-Gardini E, Correa V. JA, Souza Júnior JO, Neves JC Sci Rep 30-Jan-2024
PMCID:PMC10825134
doi:10.1038/s41598-024-52790-1
PMID:38286795
Integrated transcriptomic and proteomic analyses of two sugarcane (Saccharum officinarum Linn.) varieties differing in their lodging tolerance Li X, Li Y, Wei A, Wang Z, Huang H, Huang Q, Yang L, Gao Y, Zhu G, Liu Q, Li Y, Wei S, Wei D BMC Plant Biol 29-Nov-2023
PMCID:PMC10685470
doi:10.1186/s12870-023-04622-z
PMID:38030995
Silvopastoral systems benefit invertebrate biodiversity on tropical livestock farms in Caquetá, Colombia Kinneen L, Escobar MP, Hernandez LM, Thompson J, Ramos‐Pastrana Y, Córdoba‐Suarez E, Romero‐Sanchez M, Barnes A, Quintero M, Garratt MP Agric For Entomol 10-Oct-2023
PMCID:PMC10952216
doi:10.1111/afe.12594
PMID:38516031
Phenotyping Key Fruit Quality Traits in Olive Using RGB Images and Back Propagation Neural Networks Montanaro G, Petrozza A, Rustioni L, Cellini F, Nuzzo V Plant Phenomics 23-Jun-2023
PMCID:PMC10289815
doi:10.34133/plantphenomics.0061
PMID:37363144
Classification of Amazonian fast-growing tree species and wood chemical determination by FTIR and multivariate analysis (PLS-DA, PLS) Javier-Astete R, Melo J, Jimenez-Davalos J, Zolla G Sci Rep 15-May-2023
PMCID:PMC10185498
doi:10.1038/s41598-023-35107-6
PMID:37188729
Ethnobotanical inventory of medicinal plants used by Cashinahua (Huni Kuin) herbalists in Purus Province, Peruvian Amazon Horackova J, Chuspe Zans ME, Kokoska L, Sulaiman N, Clavo Peralta ZM, Bortl L, Polesny Z J Ethnobiol Ethnomed 12-May-2023
PMCID:PMC10176740
doi:10.1186/s13002-023-00586-4
PMID:37170108
Action of crude ethanol extract of Hymenaea martiana leaf, gallic acid, and polypyrrole (PPy) against Aeromonas hydrophila Meira TM, da Costa MM, de Simoni Gouveia JJ, Soares RA, Tavares MR, Fernandes AW, Gouveia GV Braz J Microbiol 18-Feb-2023
PMCID:PMC10235323
doi:10.1007/s42770-023-00922-6
PMID:36807089
Tree diversity in agroforestry systems of native fine-aroma cacao, Amazonas, Peru Goñas M, Rubio KB, Rojas Briceño NB, Pariente-Mondragón E, Oliva-Cruz M PLoS One 13-Oct-2022
PMCID:PMC9560059
doi:10.1371/journal.pone.0275994
PMID:36227901
Medicinal Plants from Latin America with Wound Healing Activity: Ethnomedicine, Phytochemistry, Preclinical and Clinical Studies—A Review Salazar-Gómez A, Alonso-Castro AJ Pharmaceuticals (Basel) 31-Aug-2022
PMCID:PMC9505834
doi:10.3390/ph15091095
PMID:36145316
Unlocking the Complete Chloroplast Genome of a Native Tree Species from the Amazon Basin, Capirona (Calycophyllum Spruceanum, Rubiaceae), and Its Comparative Analysis with Other Ixoroideae Species Saldaña CL, Rodriguez-Grados P, Chávez-Galarza JC, Feijoo S, Guerrero-Abad JC, Vásquez HV, Maicelo JL, Jhoncon JH, Arbizu CI Genes (Basel) 07-Jan-2022
PMCID:PMC8774758
doi:10.3390/genes13010113
PMID:35052453
Bioactive Phytochemicals with Anti-Aging and Lifespan Extending Potentials in Caenorhabditis elegans Okoro NO, Odiba AS, Osadebe PO, Omeje EO, Liao G, Fang W, Jin C, Wang B Molecules 02-Dec-2021
PMCID:PMC8658929
doi:10.3390/molecules26237323
PMID:34885907
Determination of hemicellulose, cellulose, holocellulose and lignin content using FTIR in Calycophyllum spruceanum (Benth.) K. Schum. and Guazuma crinita Lam. Javier-Astete R, Jimenez-Davalos J, Zolla G PLoS One 27-Oct-2021
PMCID:PMC8550379
doi:10.1371/journal.pone.0256559
PMID:34705842
The Potential of Traditional Knowledge to Develop Effective Medicines for the Treatment of Leishmaniasis Passero LF, Brunelli ED, Sauini T, Amorim Pavani TF, Jesus JA, Rodrigues E Front Pharmacol 08-Jun-2021
PMCID:PMC8248671
doi:10.3389/fphar.2021.690432
PMID:34220515
Prediction model for sap flow in cacao trees under different radiation intensities in the western Colombian Amazon Suárez JC, Casanoves F, Bieng MA, Melgarejo LM, Di Rienzo JA, Armas C Sci Rep 18-May-2021
PMCID:PMC8131689
doi:10.1038/s41598-021-89876-z
PMID:34006966

Phytochemical Profile Top

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Below are displayed the proven (via scientific papers) natural compounds!
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Name PubChem ID Canonical SMILES MW Found in Proof
> Benzenoids / Benzene and substituted derivatives / Benzoic acids and derivatives / Benzoic acid esters
Tropanserin 68600 Click to see CC1=CC(=CC(=C1)C(=O)OC2CC3CCC(C2)N3C)C 273.37 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
> Lipids and lipid-like molecules / Prenol lipids / Monoterpenoids / Iridoids and derivatives
Loganetin 10466307 Click to see 228.24 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl (1R,4aS,6S,7R,7aR)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate 162854363 Click to see CC1C(CC2C1C(OC=C2C(=O)OC)O)O 228.24 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
Methyl 1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate 12769685 Click to see 228.24 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides
2-[(2S,3S,4S)-3-(1-acetyloxyethyl)-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 160060283 Click to see CC(C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)O)OC(=O)C 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-3-[(1R)-1-acetyloxyethyl]-2-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid 162914618 Click to see 506.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-3-[(1R)-1-acetyloxyethyl]-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 162949270 Click to see CC(C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)O)OC(=O)C 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-2-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid 101756907 Click to see 506.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-5-methoxycarbonyl-2-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 162949268 Click to see 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-5-methoxycarbonyl-3-[(1R)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 162904991 Click to see 504.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,3S,4S)-5-methoxycarbonyl-3-[(1S)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 101756908 Click to see 504.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(2S,4S)-3-[(1S)-1-acetyloxyethyl]-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 44510935 Click to see 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(3S,4S)-5-methoxycarbonyl-3-[(1S)-1-[(E)-2-methylbut-2-enoyl]oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 162904992 Click to see 504.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[(4S)-3-[(1S)-1-acetyloxyethyl]-2-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid 162914617 Click to see 506.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[3-(1-acetyloxyethyl)-2-[6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-methoxycarbonyl-3,4-dihydro-2H-pyran-4-yl]acetic acid 73802324 Click to see 506.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[3-(1-acetyloxyethyl)-5-methoxycarbonyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 74107707 Click to see 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
2-[5-methoxycarbonyl-3-[1-(2-methylbut-2-enoyloxy)ethyl]-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]acetic acid 73078741 Click to see CC=C(C)C(=O)OC(C)C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)O 504.50 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
Diderroside 23760099 Click to see 464.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl (2S,3S,4S)-3-[(1R)-1-acetyloxyethyl]-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate 162959531 Click to see CC(C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC)OC(=O)C 478.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl (2S,3S,4S)-3-[(1S)-1-acetyloxyethyl]-4-(2-methoxy-2-oxoethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate 101756906 Click to see 478.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl 3-(1-acetyloxyethyl)-4-(2-methoxy-2-oxoethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate 73802323 Click to see 478.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
Secoxyloganin 162868 Click to see 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
Secoxyloganin [M+H]+ 14105068 Click to see 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
> Lipids and lipid-like molecules / Prenol lipids / Terpene glycosides / Iridoid O-glycosides
(-)-Loganin 87691 Click to see 390.40 unknown https://doi.org/10.1002/CHIN.200402178
https://doi.org/10.1016/S0031-9422(03)00153-5
Methyl 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate 601562 Click to see 390.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
(3R,4S,4aR)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one 9906781 Click to see C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O 358.34 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
(3S,4R,4aS)-4-ethenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one 354447 Click to see 358.34 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
[(4aS,8S,8aS)-1-methyl-3-oxo-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-yl] acetate 6325484 Click to see CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
https://doi.org/10.1002/CHIN.200402178
4-ethenyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one 581257 Click to see 358.34 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl (1S,4aS,8S,8aS)-1-methyl-3-oxo-8-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate 154496841 Click to see 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
Methyl (1S,4aS,8S,8aS)-8-(beta-D-glucopyranosyloxy)-4,4a,8,8a-tetrahydro-1-methyl-3-oxo-1H,3H-pyrano(3,4-c)pyran-5-carboxylate 12304884 Click to see 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl 1-methyl-3-oxo-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate 12304883 Click to see CC1C2C(CC(=O)O1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)OC 404.40 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
> Organoheterocyclic compounds / Lactones / Delta valerolactones
methyl (1S,4aS,8aS)-8-hydroxy-1-methyl-3-oxo-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate 162995944 Click to see 242.22 unknown https://doi.org/10.1016/S0031-9422(03)00153-5
methyl 8-hydroxy-1-methyl-3-oxo-4,4a,8,8a-tetrahydro-1H-pyrano[3,4-c]pyran-5-carboxylate 4017558 Click to see 242.22 unknown https://doi.org/10.1016/S0031-9422(03)00153-5

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