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Daphniphyllum pentandrum

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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
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Details Top

Internal ID UUID6440378f049a4235109130
Scientific name Daphniphyllum pentandrum
Authority Hayata
First published in J. Coll. Sci. Imp. Univ. Tokyo 30(1): 265 (1911)

Description Top

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Synonyms Top

Scientific name Authority First published in
Webera marchandii H.Lév. Repert. Spec. Nov. Regni Veg. 13: 178. 1914
Daphniphyllum pentandrum var. oldhamii (Hemsl.) Hurus. J. Fac. Sci. Univ. Tokyo, Sect. 3, Bot. 6: 221. 1954
Daphniphyllum crispifolium H.Keng J. Washington Acad. Sci. 41: 203 (1951)
Daphniphyllum formosanum Rosenthal Monogr. Daphniphyllum : 31 (1916)
Daphniphyllum glaucescens var. kengii (Hurus.) T.C.Huang Fl. Taiwan 3: 502 (1977)
Daphniphyllum glaucescens var. longistylum (S.S.Chien) T.C.Huang Taiwania 12: 182 (1966)
Daphniphyllum glaucescens subsp. oldhamii (Hemsl.) T.C.Huang Taiwania 12: 176 (1966)
Daphniphyllum glaucescens var. oldhamii Hemsl. J. Linn. Soc., Bot. 26: 429 (1894)
Daphniphyllum glaucescens var. salicifolium (S.S.Chien) T.C.Huang Taiwania 12: 182 (1966)
Daphniphyllum glaucescens var. taiwanianum S.S.Ying Coloured Ill. Indig. Orchids Taiwan 3: 124 (1988)
Daphniphyllum kengii Hurus. J. Fac. Sci. Univ. Tokyo, Sect. 3, Bot. 6: 223 (1954)
Daphniphyllum longistylum S.S.Chien Contr. Biol. Lab. Sci. Soc. China, Bot. Ser. 8: 239 (1933)
Daphniphyllum marchandii (H.Lév.) Croizat & F.P.Metcalf Lingnan Sci. J. 20: 117 (1941)
Daphniphyllum oblongum S.S.Chien Contr. Biol. Lab. Sci. Soc. China, Bot. Ser. 8: 241 (1933)
Daphniphyllum oblongum subsp. salicifolium (S.S.Chien) J.X.Wang Acta Phytotax. Sin. 19: 79 (1981)
Daphniphyllum oldhamii K.Rosenth. Pflanzenr. , IV, 147a: 8 (1919)
Daphniphyllum oldhamii var. longistylum (S.S.Chien) J.X.Wang Acta Phytotax. Sin. 19: 81 (1981)
Daphniphyllum oldhamii var. oblongo-lanceolatum J.X.Wang Acta Phytotax. Sin. 19: 81 (1981)
Daphniphyllum reticulatum H.Keng J. Washington Acad. Sci. 41: 203 (1951)
Daphniphyllum salicifolium S.S.Chien Contr. Biol. Lab. Sci. Soc. China, Bot. Ser. 8: 242 (1933)
Daphniphyllum teysmannii var. oldhamii (Hemsl.) Hurus. J. Jap. Bot. 18: 273. 1942
Daphniphyllum roxburghii Baill. Étude Euphorb. 565. 1858

Common names Top

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Language Common/alternative name
Chinese 虎皮楠

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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Distribution (via POWO/KEW) Top

Area

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© OpenStreetMap
Legend for the distribution data:
- Doubtful data
- Extinct
- Introduced
- Native
  • Asia-temperate
    • China
      • China South-central
      • China Southeast
    • Eastern Asia
      • Taiwan

Links to other databases Top

Suggest others/fix!
Database ID/link to page
World Flora Online wfo-0000937788
Tropicos 10100027
KEW urn:lsid:ipni.org:names:344255-1
The Plant List kew-56446
NCBI Taxonomy 2855399
IUCN Red List 135809773
IPNI 344255-1
GBIF 4262033
USDA GRIN 460188
Open Tree Of Life 514564

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 vessel wall thickness–vessel diameter relationship across woody angiosperms Echeverría A, Petrone‐Mendoza E, Segovia‐Rivas A, Figueroa‐Abundiz VA, Olson ME Am J Bot 12-Jun-2022
PMCID:PMC9328290
doi:10.1002/ajb2.1854
PMID:35435252
The complete chloroplast genome sequence of Corylopsis sinensis (Hamamelidaceae) Zhang H, Gu J, Chang H Mitochondrial DNA B Resour 24-Feb-2022
PMCID:PMC8890515
doi:10.1080/23802359.2022.2044400
PMID:35252573
Dapholdhamines A-D, alkaloids from Daphniphyllum oldhami. Zhang Y, Di YT, Mu SZ, Li CS, Zhang Q, Tan CJ, Zhang Z, Fang X, Hao XJ J Nat Prod 01-Jul-2009
doi:10.1021/NP900112D
PMID:19441852
Alkaloids from Daphniphyllum oldhami. Mu SZ, Wang JS, Yang XS, He HP, Li CS, Di YT, Wang Y, Zhang Y, Fang X, Huang LJ, Hao XJ J Nat Prod 01-Apr-2008
doi:10.1021/NP070512S
PMID:18288811
Alkaloids from Fruits of <i>Daphniphyllum oldhamii</i> Li‐She Gan, Xiao‐Ning Wang, Cheng‐Qi Fan, Yan Wu, Jian‐Min Yue Wiley 14-Dec-2007
doi:10.1002/HLCA.200790246
Alkaloids from Daphniphyllum longeracemosum. Yang SP, Zhang H, Zhang CR, Cheng HD, Yue JM J Nat Prod 01-Jan-2006
doi:10.1021/NP0503449
PMID:16441073
First Nuclear DNA C-values for 18 Eudicot Families HANSON L, BOYD A, JOHNSON MA, BENNETT MD Ann Bot 20-Oct-2005
PMCID:PMC4247082
doi:10.1093/aob/mci283
PMID:16239248
Longistylumphyllines A–C, Three New Alkaloids from <i>Daphniphyllum longistylum</i> Xin Chen, Zha‐Jun Zhan, Jian‐Min Yue Wiley 19-Apr-2005
doi:10.1002/HLCA.200590063
Oldhamiphylline A: a novel hexacyclic alkaloid from Daphniphyllum oldhami. Chen X, Zhan ZJ, Yue JM Chem Biodivers 01-Oct-2004
doi:10.1002/CBDV.200490111
PMID:17191794

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
> Alkaloids and derivatives / Daphniphylline-type alkaloids
(2S)-1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one 101391555 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CC(C(=O)C6(COC7(CCC6O7)C)C)O)C 485.70 unknown https://doi.org/10.1021/NP0503449
(2S)-1-[(1S,4S,5R)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-2-hydroxy-3-[(1R,2S,3R,7S,10R,13R,14S)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one 163105139 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CC(C(=O)C6(COC7(CCC6O7)C)C)O)C 485.70 unknown https://doi.org/10.1021/NP070512S
[(2S)-1-(1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl)-3-[(3S,7S,11S,14R)-11-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]-1-oxopropan-2-yl] acetate 101864270 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3O)CC(C(=O)C6(COC7(CCC6O7)C)C)OC(=O)C)C 543.70 unknown https://doi.org/10.1021/NP0503449
1-(1,4-Dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl)-3-(11-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl)propan-1-one 163088994 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3O)CCC(=O)C6(COC7(CCC6O7)C)C)C 485.70 unknown https://doi.org/10.1021/NP0503449
1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1R,2S,3R,7S,10R,11R,13R,14R)-11-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one 163088996 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3O)CCC(=O)C6(COC7(CCC6O7)C)C)C 485.70 unknown https://doi.org/10.1021/NP070512S
1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1S,2R,3R,7R,10S,11S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]propan-1-one 162955136 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC(=O)C6(COC7(CCC6O7)C)C)C 469.70 unknown https://doi.org/10.1021/NP070512S
1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1S,2R,3R,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]propan-1-one 20056298 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC(=O)C6(COC7(CCC6O7)C)C)C 469.70 unknown https://doi.org/10.1021/NP070512S
1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1S,2R,3R,7R,10S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]propan-1-one 102060135 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC(=O)C6(COC7(CCC6O7)C)C)C 469.70 unknown https://doi.org/10.1021/NP0503449
https://doi.org/10.1002/CBDV.200490111
1-[(1S,4S,5R)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(1R,2S,3R,7S,10R,13R,14S)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one 137187038 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)C6(COC7(CCC6O7)C)C)C 469.70 unknown https://doi.org/10.1021/NP070512S
1-[(1S,4S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3R,7S,10R,13R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one 138113965 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)C6(COC7(CCC6O7)C)C)C 469.70 unknown https://doi.org/10.1021/NP0503449
3-[(1S,4R,5R,8R,9R,12S,13S,14S,18S)-8-hydroxy-5,9-dimethyl-11-azahexacyclo[9.6.1.01,14.04,18.05,13.08,12]octadecan-13-yl]propanoic acid 163105098 Click to see CC1CN2C3C4CCC35CCCC5C6(C2C1(CCC46C)O)CCC(=O)O 359.50 unknown https://doi.org/10.1021/NP900112D
Dapholdhamine A 45269101 Click to see CC1CN2C3C4CCC35CCCC5C6(C2C1(CCC46C)O)CCC(=O)O 359.50 unknown https://doi.org/10.1021/NP900112D
methyl 3-[(1S,2R,3R,7R,10S,11R,13S,14S)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]propanoate 163086718 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC(=O)OC)C 359.50 unknown https://doi.org/10.1021/NP070512S
methyl 3-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propanoate 102058172 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)OC)C 359.50 unknown https://doi.org/10.1021/NP900112D
> Alkaloids and derivatives / Lupin alkaloids / Anagyrine-type alkaloids
(+)-Thermopsine 682648 Click to see C1CCN2CC3CC(C2C1)CN4C3=CC=CC4=O 244.33 unknown https://doi.org/10.1021/NP070512S
Anagyrin 71056954 Click to see C1CCN2CC3CC(C2C1)CN4C3=CC=CC4=O 244.33 unknown https://doi.org/10.1021/NP0503449
> Alkaloids and derivatives / Lupin alkaloids / Matrine alkaloids
(13S)-13-oxido-7-aza-13-azoniatetracyclo[7.7.1.02,7.013,17]heptadecan-6-one 137705180 Click to see C1CC2C3CCC[N+]4(C3C(CCC4)CN2C(=O)C1)[O-] 264.36 unknown https://doi.org/10.1021/NP0503449
Matrine 91466 Click to see C1CC2C3CCCN4C3C(CCC4)CN2C(=O)C1 248.36 unknown https://doi.org/10.1021/NP070512S
https://doi.org/10.1021/NP0503449
Matrine oxide 24864132 Click to see C1CC2C3CCC[N+]4(C3C(CCC4)CN2C(=O)C1)[O-] 264.36 unknown https://doi.org/10.1021/NP070512S
Sophocarpine 115269 Click to see C1CC2CN3C(CC=CC3=O)C4C2N(C1)CCC4 246.35 unknown https://doi.org/10.1021/NP070512S
https://doi.org/10.1021/NP0503449
> Hydrocarbons / Unsaturated hydrocarbons / Olefins / Cyclic olefins / Azulenes
(12S,16S,17R,19R,20S)-22-hydroxy-16,20-dimethyl-4-oxa-14-azahexacyclo[15.4.1.02,7.08,21.012,20.014,19]docosa-1(22),2(7),8(21)-triene-3,9-dione 54720923 Click to see CC1CN2CC3CCC(=O)C4=C5C3(C2CC1C(=C5C6=C4CCOC6=O)O)C 367.40 unknown https://doi.org/10.1021/NP900112D
https://doi.org/10.1002/HLCA.200590063
22-Hydroxy-16,20-dimethyl-4-oxa-14-azahexacyclo[15.4.1.02,7.08,21.012,20.014,19]docosa-1(22),2(7),8(21)-triene-3,9-dione 76184626 Click to see CC1CN2CC3CCC(=O)C4=C5C3(C2CC1C(=C5C6=C4CCOC6=O)O)C 367.40 unknown https://doi.org/10.1002/HLCA.200590063
methyl (2S,3R,5R,10S)-2,6-dimethyl-21-oxo-14-oxa-8-azahexacyclo[11.6.1.15,19.02,10.03,8.017,20]henicosa-1(19),13(20),17-triene-18-carboxylate 138114028 Click to see CC1CN2CC3CCC4=C5C(=C(C6=C5C3(C2CC1C6=O)C)C(=O)OC)CCO4 381.50 unknown https://doi.org/10.1021/NP900112D
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
(1'S,3R,5'R,11'S,12'S)-3'-methyl-6-propan-2-ylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylic acid 162966333 Click to see CC(C)C1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C 371.50 unknown https://doi.org/10.1002/HLCA.200590063
(1S,2'S,5R,11S,12S,15R)-2'-hydroxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylic acid 162942132 Click to see CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C)O 389.50 unknown https://doi.org/10.1002/HLCA.200790246
(1S,2'S,5R,11S,12S,15R)-2'-methoxy-3-methyl-2'-propan-2-ylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylic acid 163080290 Click to see CC(C)C1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C)OC 403.60 unknown https://doi.org/10.1002/HLCA.200790246
[(1S,2S,5S,7R,8S)-7-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163051524 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C 513.80 unknown https://doi.org/10.1021/NP070512S
3-[(1S,2S,3S,7S,8R,10S,13S,14R)-3-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoic acid 163106570 Click to see CC(C)C1CCC2(C3CC4C5CCCC4(C2(C1N5C3)CCC(=O)O)O)C 361.50 unknown https://doi.org/10.1021/NP900112D
3-[(2S,3S,7S,8R,13S,14R)-3-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoic acid 163194597 Click to see CC(C)C1CCC2(C3CC4C5CCCC4(C2(C1N5C3)CCC(=O)O)O)C 361.50 unknown https://doi.org/10.1021/NP900112D
3'-Methyl-6-propan-2-ylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylic acid 162966332 Click to see CC(C)C1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C 371.50 unknown https://doi.org/10.1002/HLCA.200590063
Daphmacropodine 137346000 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C 513.80 unknown https://doi.org/10.1021/NP0503449
Dapholdhamine B 45269103 Click to see CC(C)C1CCC2(C3CC4C5CCCC4(C2(C1N5C3)CCC(=O)O)O)C 361.50 unknown https://doi.org/10.1021/NP900112D
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones
(1S,5S,10R,11S,14R,15S,18S)-11-methyl-14-propan-2-yl-6-oxa-16-azahexacyclo[14.4.1.01,5.05,10.010,15.011,18]henicosan-7-one 101586923 Click to see CC(C)C1CCC2(C3CCC45CCCC46C2(C1N(C3)C5)CCC(=O)O6)C 357.50 unknown https://doi.org/10.1021/NP900112D
[(1R,2S,5R,8R)-1,5-dimethyl-8-[2-[(1S,2R,3S,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]ethyl]-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl] acetate 162852161 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 511.70 unknown https://doi.org/10.1021/NP070512S
Daphmacrine 129316617 Click to see CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 511.70 unknown https://doi.org/10.1021/NP0503449
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
(1S,2S,5S,7R,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol 163105187 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)O)C)C 471.70 unknown https://doi.org/10.1021/NP070512S
(1S,2S,5S,8S)-2-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-7-one 163104116 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)O)C)C 469.70 unknown https://doi.org/10.1021/NP070512S
(1S,2S,7R,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol 163193384 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)O)C)C 471.70 unknown https://doi.org/10.1021/NP070512S
(2S,8S)-2-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-7-one 163187967 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)O)C)C 469.70 unknown https://doi.org/10.1021/NP070512S
[(1R,2S,5R,7R,8S)-7-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,7R,10S,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate 101491666 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C 513.80 unknown https://doi.org/10.1021/NP0503449
[(1S,2S,5S,7R,8R)-7-hydroxy-1,5-dimethyl-8-[2-[(1R,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163065823 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C 513.80 unknown https://doi.org/10.1021/NP070512S
[(1S,2S,5S,8R)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163106313 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 511.70 unknown https://doi.org/10.1021/NP070512S
[(1S,2S,5S,8S)-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadec-12-en-2-yl]ethyl]-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163008107 Click to see CC(C)C1CCC2(C3CCC45C3N=C1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 509.70 unknown https://doi.org/10.1021/NP070512S
[(1S,2S,7R,8R)-7-hydroxy-1,5-dimethyl-8-[2-[(1R,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163185813 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)OC(=O)C)C)C 513.80 unknown https://doi.org/10.1021/NP070512S
[1,5-Dimethyl-8-[2-(1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl)ethyl]-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl] acetate 163106312 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 511.70 unknown https://doi.org/10.1021/NP0503449
[1,5-dimethyl-8-[2-[(3R,7R,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadec-12-en-2-yl]ethyl]-7-oxo-6-oxabicyclo[3.2.1]octan-2-yl] acetate 101864271 Click to see CC(C)C1CCC2(C3CCC45C3N=C1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)OC(=O)C)C)C 509.70 unknown https://doi.org/10.1021/NP0503449
1,5-Dimethyl-8-[2-(1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl)ethyl]-6-oxabicyclo[3.2.1]octane-2,7-diol 163105186 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(O7)O)C)O)C)C 471.70 unknown https://doi.org/10.1021/NP0503449
2-Hydroxy-1,5-dimethyl-8-[2-(1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl)ethyl]-6-oxabicyclo[3.2.1]octan-7-one 73302045 Click to see CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)O)C)C 469.70 unknown https://doi.org/10.1021/NP0503449
> Organoheterocyclic compounds / Azaspirodecane derivatives
(1S,2'R,5R,11S,12S,15R)-2'-ethyl-2'-methoxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylic acid 162940489 Click to see CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)O)CN(C3)C)OC 389.50 unknown https://doi.org/10.1002/HLCA.200790246
Deoxyyuzurimine 70682265 Click to see CC1CN2CC3CCC4=C5C(CC4)C(CC56C2C1CC(C63COC(=O)C)OC(=O)C)C(=O)OC 471.60 unknown https://doi.org/10.1021/NP0503449
methyl (1'S,3R,11'R,12'S)-6-ethyl-3'-methylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate 163185504 Click to see CCC1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C 371.50 unknown https://doi.org/10.1021/NP070512S
methyl (1'S,3R,5'R,11'R,12'R)-6-ethyl-3'-methylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate 101864273 Click to see CCC1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C 371.50 unknown https://doi.org/10.1021/NP0503449
methyl (1'S,3R,5'S,11'R,12'S)-6-ethyl-3'-methylspiro[2,4-dihydropyran-3,15'-3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene]-12'-carboxylate 162892532 Click to see CCC1=CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C 371.50 unknown https://doi.org/10.1021/NP070512S
methyl (1R,10R,14S,15R,18R,19S)-19-hydroxy-14,18-dimethyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosa-3,7(20)-diene-3-carboxylate 102154904 Click to see CC1CN2CC3CCC4=C5C(=C(CC56C3(CCC1C62O)C)C(=O)OC)CC4 369.50 unknown https://doi.org/10.1002/CBDV.200490111
methyl (1R,2'S,5S,11R,12R,15R)-2'-ethyl-2'-methoxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate 162946387 Click to see CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)OC 403.60 unknown https://doi.org/10.1021/NP070512S
methyl (1R,2'S,5S,11S,12S,15R)-2'-ethyl-2'-methoxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate 102267541 Click to see CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)OC 403.60 unknown https://doi.org/10.1021/NP0503449
methyl (1R,2S,5S,6S,7R,8R,11S,17R,18R)-8-hydroxy-2,6-dimethyl-4-oxa-9-azaheptacyclo[12.5.1.13,7.01,8.02,11.05,9.017,20]henicos-14(20)-ene-18-carboxylate 102076505 Click to see CC1C2CC3C4(C5CCC6=C7C4(C2(N(C5)C1O3)O)CC(C7CC6)C(=O)OC)C 385.50 unknown https://doi.org/10.1021/NP900112D
methyl (1R,3R,4R,10S,14S,15R,18R,19R)-18-(acetyloxymethyl)-19-hydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate 21580233 Click to see CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(CCC1C62O)COC(=O)C)C(=O)OC 429.50 unknown https://doi.org/10.1021/NP070512S
methyl (1R,3R,4R,14S,20S)-18-(acetyloxymethyl)-17,20-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosane-3-carboxylate 101403981 Click to see CC1CN2CC3CCC4CCC5C4(C6(C2C1CC(C36COC(=O)C)O)CC5C(=O)OC)O 447.60 unknown https://doi.org/10.1021/NP0503449
methyl (1R,3R,4R,14S,20S)-20-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosane-3-carboxylate 101403980 Click to see CC1CN2CC3CCC4CCC5C4(C6(C2C1CCC36CO)CC5C(=O)OC)O 389.50 unknown https://doi.org/10.1021/NP0503449
methyl (1R,3R,4R,7R,10S,14S,15R,18R,19S,20S)-20-hydroxy-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosane-3-carboxylate 162890812 Click to see CC1CN2CC3CCC4CCC5C4(C6(C2C1CCC36CO)CC5C(=O)OC)O 389.50 unknown https://doi.org/10.1021/NP070512S
methyl (1R,3R,4R,7S,10S,14S,15R,17R,18S,19S,20S)-18-(acetyloxymethyl)-17,20-dihydroxy-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icosane-3-carboxylate 163026304 Click to see CC1CN2CC3CCC4CCC5C4(C6(C2C1CC(C36COC(=O)C)O)CC5C(=O)OC)O 447.60 unknown https://doi.org/10.1021/NP070512S
methyl (1R,3R,4S,10S,14R,15R,18R,19S)-18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate 162947907 Click to see CC1CN2CC3CCC4=C5C(CC4)C(CC56C2C1CCC63CO)C(=O)OC 371.50 unknown https://doi.org/10.1021/NP070512S
methyl (1R,3R,4S,10S,14S,15R,18R,19S)-18-(acetyloxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate 162932131 Click to see CC1CN2CC3CCC4=C5C(CC4)C(CC56C2C1CCC63COC(=O)C)C(=O)OC 413.50 unknown https://doi.org/10.1021/NP070512S
methyl (1R,5S,14R,15R)-7-(hydroxymethyl)-3-methyl-5-propanoyl-3-azapentacyclo[9.5.1.01,7.04,8.014,17]heptadec-11(17)-ene-15-carboxylate 101864272 Click to see CCC(=O)C1CC2(C3C1N(CC24CC(C5C4=C(CC5)CC3)C(=O)OC)C)CO 387.50 unknown https://doi.org/10.1021/NP0503449
methyl (1S,2'S,5R,11S,12S,15R)-2'-ethyl-2'-hydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate 102146074 Click to see CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O 389.50 unknown https://doi.org/10.1021/NP0503449
methyl (1S,2'S,5S,11R,12R,15R)-2'-ethyl-2'-hydroxy-3-methylspiro[3-azatetracyclo[6.5.1.11,5.011,14]pentadec-8(14)-ene-15,5'-oxane]-12-carboxylate 162974597 Click to see CCC1(CCC2(CO1)C3CCC4=C5C2(CC(C5CC4)C(=O)OC)CN(C3)C)O 389.50 unknown https://doi.org/10.1021/NP070512S
Methyl 18-(hydroxymethyl)-14-methyl-12-azahexacyclo[10.6.1.11,4.010,18.015,19.07,20]icos-7(20)-ene-3-carboxylate 12445007 Click to see CC1CN2CC3CCC4=C5C(CC4)C(CC56C2C1CCC63CO)C(=O)OC 371.50 unknown https://doi.org/10.1021/NP0503449
> Organoheterocyclic compounds / Cycloheptapyrans
Dapholdhamine C 44233427 Click to see CC1CN2CC3CCC4=C5C(=C(C6=C5C3(C2(CC1(C6=O)O)O)C)C(=O)OC)C=CO4 411.40 unknown https://doi.org/10.1021/NP900112D
Dapholdhamine D 45273379 Click to see CC1CN2CC3CCC4=C5C(=C(C6=C5C3(C2(CC1(C6=O)O)CC(=O)C)C)C(=O)OC)C=CO4 451.50 unknown https://doi.org/10.1021/NP900112D
methyl (2S,3S,5S,6R,10S)-5-hydroxy-2,6-dimethyl-21-oxo-3-(2-oxopropyl)-14-oxa-8-azahexacyclo[11.6.1.15,19.02,10.03,8.017,20]henicosa-1(19),13(20),15,17-tetraene-18-carboxylate 44233429 Click to see CC1CN2CC3CCC4=C5C(=C(C6=C5C3(C2(CC1(C6=O)O)CC(=O)C)C)C(=O)OC)C=CO4 451.50 unknown https://doi.org/10.1021/NP900112D
> Organoheterocyclic compounds / Indoles and derivatives
daphmanidin A 10895219 Click to see CC1CN=C2C13CCC4(C25CC(C6C5=C(CC6)CCC4C3O)C(=O)OC)COC(=O)C 427.50 unknown https://doi.org/10.1021/NP070512S
methyl (1S,5S,6R,9S,10S,16R,17R,20R)-9-(acetyloxymethyl)-20-hydroxy-5-methyl-3-azahexacyclo[11.5.1.16,10.01,9.02,6.016,19]icosa-2,13(19)-diene-17-carboxylate 101194540 Click to see CC1CN=C2C13CCC4(C25CC(C6C5=C(CC6)CCC4C3O)C(=O)OC)COC(=O)C 427.50 unknown https://doi.org/10.1021/NP0503449
> Organoheterocyclic compounds / Indolizidines
(10R)-7,14-diazatetracyclo[7.6.1.02,7.010,14]hexadeca-2,4-dien-6-one 139031188 Click to see C1CC2C3CC(CN2C1)C4=CC=CC(=O)N4C3 230.31 unknown https://doi.org/10.1021/NP0503449
(1R,11S,21R)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricosan-4-one 101403982 Click to see CC1CN2CC3CCC4CCC(C4C56C3(CCC1C52O)COC(=O)CC6)O 375.50 unknown https://doi.org/10.1021/NP0503449
(1R,7R,10R,11S,15S,18S,21R,22R,23R)-21,23-dihydroxy-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricosan-4-one 162917423 Click to see CC1CN2CC3CCC4CCC(C4C56C3(CCC1C52O)COC(=O)CC6)O 375.50 unknown https://doi.org/10.1021/NP070512S
(1R,7R,10R,11S,15S,18S,23S)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricos-21-en-4-one 163009003 Click to see CC1CN2CC3CCC4CCC=C4C56C2C1CCC35COC(=O)CC6 341.50 unknown https://doi.org/10.1021/NP070512S
(1R,9R,10R)-7,14-diazatetracyclo[7.6.1.02,7.010,14]hexadeca-2,4-dien-6-one 6352153 Click to see C1CC2C3CC(CN2C1)C4=CC=CC(=O)N4C3 230.31 unknown https://doi.org/10.1021/NP070512S
(1S,7S,10S,11R,15R,22R,23R)-11-methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricos-18-en-4-one 162994678 Click to see CC1CN2CC3CCC4=CCCC4C56C2C1CCC35COC(=O)CC6 341.50 unknown https://doi.org/10.1021/NP070512S
11-Methyl-5-oxa-13-azahexacyclo[11.9.1.01,7.07,15.010,23.018,22]tricos-18-en-4-one 162994677 Click to see CC1CN2CC3CCC4=CCCC4C56C2C1CCC35COC(=O)CC6 341.50 unknown https://doi.org/10.1021/NP0503449
> Organoheterocyclic compounds / Quinolidines
(1S,6R,7S,10R,15R,19R,22S)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 137706389 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1002/CBDV.200490111
https://doi.org/10.1021/NP0503449
https://doi.org/10.1021/NP900112D
(1S,6R,7S,10S,15R,18S,19R,22S)-6,18-dimethyl-16-oxido-5-oxa-16-azoniahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 163186529 Click to see CC1C[N+]2(C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C)[O-] 357.50 unknown https://doi.org/10.1021/NP070512S
(1S,6R,7S,10S,15R,18S,19R,22S)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 162923742 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1021/NP070512S
(1S,6S,7S,10S,15R,18S,19R,22S)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 162923744 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1021/NP070512S
(6R,7S,10S,15R,16S,18S,19R,22S)-6,18-dimethyl-16-oxido-5-oxa-16-azoniahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 163189853 Click to see CC1C[N+]2(C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C)[O-] 357.50 unknown https://doi.org/10.1021/NP070512S
(6R,7S,10S,15R,18S,19R,22S)-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 163185445 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1021/NP070512S
9-Hydroxy-6,18-dimethyl-5-oxa-16-azahexacyclo[14.5.1.01,6.07,15.010,14.019,22]docos-13-en-4-one 163106686 Click to see CC1CN2C3C(CC(C4C3=CCC4)O)C5(C6(C2C1CC6)CCC(=O)O5)C 357.50 unknown https://doi.org/10.1002/CBDV.200490111
CID 5243215 5243215 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1002/HLCA.200590063
daphnioldhanine J 24850198 Click to see CC1CN2C3C4CCCC4C(=O)CC3C5(C6(C2C1CC6)CCC(=O)O5)C 357.50 unknown https://doi.org/10.1021/NP070512S
https://doi.org/10.1021/NP0503449
Deoxycalyciphylline B 10871573 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1002/HLCA.200590063
Deoxyisocalyciphylline B 10871574 Click to see CC1CN2C3C(CCC4C3=CCC4)C5(C6(C2C1CC6)CCC(=O)O5)C 341.50 unknown https://doi.org/10.1002/HLCA.200590063
Methyl 3-(11-hydroxy-11,16-dimethyl-1-azapentacyclo[10.5.1.02,10.03,7.015,18]octadec-3-en-12-yl)propanoate 74392197 Click to see CC1CN2C3C(CCC4C3=CCC4)C(C5(C2C1CC5)CCC(=O)OC)(C)O 373.50 unknown https://doi.org/10.1002/HLCA.200590063
methyl 3-[(2S,7S,10R,11S,12R,15S,16R,18R)-11-hydroxy-11,16-dimethyl-1-azapentacyclo[10.5.1.02,10.03,7.015,18]octadec-3-en-12-yl]propanoate 102349719 Click to see CC1CN2C3C(CCC4C3=CCC4)C(C5(C2C1CC5)CCC(=O)OC)(C)O 373.50 unknown https://doi.org/10.1002/HLCA.200590063

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