Food and beverages (non-medicinal):
The mature fruits are used as a culinary spice and flavoring, typically in Indonesian and Southeast Asian cooking. Applications include being added to spice pastes and curries (bumbu), soy-sauce-based sauces, pickles, and sambals; the dried, ground material is also incorporated into spice blends and used to flavor beverages. The pungency and aroma derive from piperine and a steam-distillable essential oil (typically 0.4–0.8% of dry fruit) rich in β-caryophyllene, α-humulene, and related sesquiterpenes.

Synonyms Top

Scientific name	Authority	First published in
Piper palawanum	C.DC.	Philipp. J. Sci., C 11: 210 (1916)
Piper maritimum	Blume ex C.DC.	Prodr. 16(1): 356 (1869)
Piper parvifolium	Blanco	Fl. Filip. : 23 (1837)
Amalago antillana	Raf.	Sylva Tellur. : 84 (1838)
Amalago malamiri	Raf.	Sylva Tellur. : 84 (1838)
Chavica arnottiana	Miq.	Syst. Piperac. : 268 (1843)
Chavica chaba	Miq.	Syst. Piperac. : 251 (1843)
Chavica labillardierei	Miq.	Syst. Piperac. : 263 (1843)
Chavica maritima	Miq.	Syst. Piperac. : 262 (1843)
Chavica officinarum	Miq.	Syst. Piperac. : 256 (1843)
Chavica parvifolia	Hassk.	Flora 47: 59 (1864)
Chavica retrofracta	Miq.	Syst. Piperac. : 275 (1843)
Cubeba chaba	Miq.	Comm. Phytogr. : 34 (1840)
Piper chaba	W.Hunter	Asiat. Res. 9: 391 (1809)
Piper officinarum	C.DC.	Prodr. 16(1): 356 (1869)
Piper arnottianum	(Miq.) C.DC.	Prodr. 16(1): 352 (1869)
Piper hapnium	Buch.-Ham. ex Wall.	Numer. List [Wallich] n. 6650 D. 1832
Piper siriboa	B.Heyne	Numer. List [Wallich] n. 6651 B. 1832
Piper callosum	Opiz	Reliq. Haenk. 1: 152 (1828)
Piper chuvya	W.Hunter ex C.DC.	Prodr. 16(1): 353 (1869)

Common names Top

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Filter by language:

Language	Common/alternative name
English	javanese long pepper
ban	tabia bun
Czech	pepřovník lékařský
Indonesian	cabai jawa
Japanese	島胡椒
Japanese	畢撥擬
Japanese	畢撥擬き
Japanese	ヒハツモドキ
jv	cabé
mad	cabbhi alas
Malay	cabai jawa
Serbian	Јавански дуги бибер
Vietnamese	tiêu đôi
Chinese	假荜拔
Chinese	长果荜茇

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

Asia-temperate click to expand
- China
  - China South-central

Asia-tropical click to expand
- Indian Subcontinent
  - Bangladesh
  - East Himalaya
- Indo-China
  - Cambodia
  - Laos
  - Thailand
  - Vietnam
- Malesia
  - Lesser Sunda Islands
  - Malaya
  - Philippines

Southern America click to expand
- Caribbean
  - Leeward Islands
  - Windward Islands

Links to other databases Top

Suggest others/fix!

Database	ID/link to page
World Flora Online	wfo-0001094116
UNII	73UK39X715
USDA Plants	PIRE9
Tropicos	25004117
INPN	630433
KEW	urn:lsid:ipni.org:names:683079-1
The Plant List	tro-25004117
Open Tree Of Life	505281
NCBI Taxonomy	130414
IPNI	683079-1
iNaturalist	346855
GBIF	3086342
Freebase	/m/0ddhg90
EPPO	PIPRE
EOL	489437
USDA GRIN	70508
Wikipedia	Piper_retrofractum
CMAUP	NPO6648

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

UHPLC-HRMS/MS Chemical Fingerprinting of the Bioactive Partition from Cultivated Piper aduncum L.

de Luna AV, Fagundes TD, Ramos YJ, de Araújo MH, Muzitano MF, Calixto SD, Simão TL, de Queiroz GA, Guimarães EF, Marques AM, Moreira DD

Molecules

09-Apr-2024

PMCID:	PMC11051932
doi:	10.3390/molecules29081690
PMID:	38675510

Piper chaba Stem Extract Facilitated the Synthesis of Iron Oxide Nanoparticles as an Adsorbent to Remove Congo Red Dye

Yesmin S, Mahiuddin M, Nazmul Islam AB, Karim KM, Saha P, Khan MA, Ahsan HM

ACS Omega

20-Feb-2024

PMCID:	PMC10918656
doi:	10.1021/acsomega.3c09557
PMID:	38463303

Phytol from Scoparia dulcis prevents NF-κB-mediated inflammatory responses during macrophage polarization

Duraisamy P, Angusamy A, Ravi S, Krishnan M, Martin LC, Manikandan B, Sundaram J, Ramar M

3 Biotech

17-Feb-2024

PMCID:	PMC10874368
doi:	10.1007/s13205-024-03924-9
PMID:	38375513

Characterization, antioxidant and antitumor activities of phenolic compounds from Amomum villosum Lour.

Zhang M, Shuai XX, Wei Z, Dai TT, Wei CB, Li Y, He JJ, Du LQ

Front Nutr

06-Feb-2024

PMCID:	PMC10876855
doi:	10.3389/fnut.2024.1327164
PMID:	38379541

Medicinal herbs and their metabolites with biological potential to protect and combat liver toxicity and its disorders: A review

Islam Shawon S, Nargis Reyda R, Qais N

Heliyon

01-Feb-2024

PMCID:	PMC10864916
doi:	10.1016/j.heliyon.2024.e25340
PMID:	38356556

The interaction of Suk-Saiyasna remedy with GABAA and CB1 receptor-targeting drugs: Enhancing hypnotic and sedative effects in in vivo models

Damjuti W, Thitikornpong W, Saengow S, Thanusuwannasak T, Fuangfoo T, Boonruab J

J Adv Pharm Technol Res

15-Jan-2024

PMCID:	PMC10880918
doi:	10.4103/JAPTR.JAPTR_355_23
PMID:	38389972

Antibacterial and antioxidant potential analysis of Verbascum sinaiticum leaf extract and its synthesized silver nanoparticles

Geyesa JM, Esho TB, Legesse BA, Wotango AS

Heliyon

11-Jan-2024

PMCID:	PMC10803913
doi:	10.1016/j.heliyon.2024.e24215
PMID:	38268826

The Inhibitory Effect of KerraTM, KSTM, and MinozaTM on Human Papillomavirus Infection and Cervical Cancer

Choowongkomon K, Choengpanya K, Pientong C, Ekalaksananan T, Talawat S, Srathong P, Chuerduangphui J

Medicina (Kaunas)

14-Dec-2023

PMCID:	PMC10745032
doi:	10.3390/medicina59122169
PMID:	38138272

Natural Products for Acetaminophen-Induced Acute Liver Injury: A Review

Li X, Lao R, Lei J, Chen Y, Zhou Q, Wang T, Tong Y

Molecules

01-Dec-2023

PMCID:	PMC10708418
doi:	10.3390/molecules28237901
PMID:	38067630

Phytochemical Profiling and Biological Activities of Quercus sp. Galls (Oak Galls): A Systematic Review of Studies Published in the Last 5 Years

Banc R, Rusu ME, Filip L, Popa DS

Plants (Basel)

16-Nov-2023

PMCID:	PMC10674842
doi:	10.3390/plants12223873
PMID:	38005770

Reactive oxygen species (ROS)-mediated oxidative stress in chronic liver diseases and its mitigation by medicinal plants

Sharma P, Nandave M, Nandave D, Yadav S, Vargas-De-La-Cruz C, Singh S, Tandon R, Ramniwas S, Behl T

Am J Transl Res

15-Nov-2023

PMCID:	PMC10703659
PMID:	38074830

The pattern of herbal medicines use for breastfeeding mother in Jogonalan, Klaten, Indonesia: a mini survey

Sayuti NA, Atikah N

BMC Complement Med Ther

07-Nov-2023

PMCID:	PMC10629069
doi:	10.1186/s12906-023-04235-x
PMID:	37936188

Metabolomics of Personalized Body Elements in Thai Traditional Medicine Response to Herbal Medicine for Body Elements Balancing in Healthy Volunteers

Vannabhum M, Mahajaroensiri S, Pattanapholkornsakul S, Tantiwongsekunakorn A, Thippayacharoentam T, Tripatara P, Akarasereenont P

Evid Based Complement Alternat Med

04-Nov-2023

PMCID:	PMC10640159
doi:	10.1155/2023/6684263
PMID:	37954926

Exploring the Therapeutic Potential of Traditional Antimalarial and Antidengue Plants: A Mechanistic Perspective

Kamaraj C, Ragavendran C, Prem P, Naveen Kumar S, Ali A, Kazmi A, Ullah A, Chandra Satish Kumar R, Khan SU, Luna-Arias JP, Mashwani ZU, Balasubramani G, Rehman SU

Can J Infect Dis Med Microbiol

28-Oct-2023

PMCID:	PMC10625492
doi:	10.1155/2023/1860084
PMID:	37927532

Advanced biomaterial agent from chitosan/poloxamer 407-based thermosensitive hydrogen containing biosynthesized silver nanoparticles using Eucalyptus camaldulensis leaf extract

Wunnoo S, Lorenzo-Leal AC, Voravuthikunchai SP, Bach H

PLoS One

20-Oct-2023

PMCID:	PMC10588896
doi:	10.1371/journal.pone.0291505
PMID:	37862295

Phytochemical Profile Top

Add a new one!

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
2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)-	4840	Click to see	285.34	unknown	https://doi.org/10.1016/0031-9422(92)83736-I https://doi.org/10.1016/J.INTIMP.2004.08.005 https://doi.org/10.1002/JBT.20251 https://doi.org/10.1271/BBB.57.1329 https://doi.org/10.1016/J.FCT.2008.06.014
Chavicine	1548912	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	via CMAUP database
Isochavicine	1548914	Click to see	285.34	unknown	via CMAUP database
Isopiperine	1548913	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	via CMAUP database
Piperine	638024	Click to see C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	285.34	unknown	https://doi.org/10.1016/S0031-9422(00)86838-7 https://doi.org/10.1016/J.FCT.2008.06.014 https://doi.org/10.1016/0031-9422(92)83736-I https://doi.org/10.1055/S-2002-34410 https://doi.org/10.1038/JA.2011.27 https://doi.org/10.1016/S0031-9422(01)00364-8 https://doi.org/10.1271/BBB.57.1329 https://doi.org/10.1055/S-1999-14031 https://doi.org/10.1002/CHIN.199246266
> Alkaloids and derivatives / Aporphines
(6aR)-2,10-dimethoxy-6,6-dimethyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-6-ium-1,11-diol	929259	Click to see	342.40	unknown	via CMAUP database
(R)-5,6,6a,7-Tetrahydro-1,2,9,10-tetramethoxy-6-methyl-4H-dibenzo(de,g)quinoline	1078819	Click to see	355.40	unknown	via CMAUP database
> Alkaloids and derivatives / Protoberberine alkaloids and derivatives
Berberine	2353	Click to see	336.40	unknown	via CMAUP database
Corypalmine	11186895	Click to see COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)O)OC)C=C1)OC	341.40	unknown	via CMAUP database
Jatrorrhizine	72323	Click to see	338.40	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Methoxybenzenes / Dimethoxybenzenes
(e)-4-(3,4-Dimethoxy-phenyl)but-3-en-1-yl palmitate	21668972	Click to see CCCCCCCCCCCCCCCC(=O)OCCC=CC1=CC(=C(C=C1)OC)OC	446.70	unknown	via CMAUP database
> Benzenoids / Benzene and substituted derivatives / Phenylmethylamines / Phenylbenzamines
Bamipine	72075	Click to see	280.40	unknown	https://doi.org/10.1016/S0031-9422(00)88190-X
> Benzenoids / Phenol ethers / Anisoles
2-(2,3,5-Trimethoxyphenyl)acetic acid	83892492	Click to see	226.23	unknown	https://doi.org/10.1016/S0031-9422(00)83537-2
> Benzenoids / Phenols / Benzenediols / Catechols
Hydroxychavicol	70775	Click to see	150.17	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
> Benzenoids / Phenols / Methoxyphenols
(2r)-3-(4-Hydroxy-3-methoxyphenyl)-1,2-propanediol	101154580	Click to see	198.22	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
> Lignans, neolignans and related compounds
(1S,14R)-20,21,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-6-ol	5320345	Click to see CN1CCC2=CC(=C(C3=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=CC(=C(C=C7CCN6C)OC)O3)O)OC)OC	608.70	unknown	via CMAUP database
Berbamine	275182	Click to see CN1CCC2=CC(=C3C=C2C1CC4=CC=C(C=C4)OC5=C(C=CC(=C5)CC6C7=C(O3)C(=C(C=C7CCN6C)OC)OC)O)OC	608.70	unknown	via CMAUP database
Oxyacanthine	442333	Click to see	608.70	unknown	via CMAUP database
> Lignans, neolignans and related compounds / Furanoid lignans
5-[(3R,3aS,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole	7059611	Click to see	354.40	unknown	via CMAUP database
Episesamin	5204	Click to see C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6	354.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
Sesamin	72307	Click to see C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6	354.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8 https://doi.org/10.1016/S0031-9422(00)83537-2
Sesamin, (-)-	382073	Click to see	354.40	unknown	https://doi.org/10.1007/S11418-007-0159-2
> Lignans, neolignans and related compounds / Furanoid lignans / Tetrahydrofuran lignans / 9,9-epoxylignans / Dibenzylbutyrolactols
(2R,3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4-dimethoxyphenyl)methyl]oxolan-2-ol	102317093	Click to see	372.40	unknown	via CMAUP database
> Lipids and lipid-like molecules / Fatty Acyls / Fatty acyl glycosides / Fatty acyl glycosides of mono- and disaccharides
(2R,3R,4S,5S,6R)-2-[(2S)-heptan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol	118711819	Click to see	410.50	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol	5280656	Click to see C1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)CO)O)O)O	296.31	unknown	via CMAUP database
(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2S)-heptan-2-yl]oxyoxane-3,4,5-triol	118711820	Click to see	410.50	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol	44521560	Click to see C1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O	458.50	unknown	https://doi.org/10.1248/CPB.57.1292
Butyl Glucoside	111068	Click to see	236.26	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
icariside B5	14135399	Click to see CC1=CC(=O)CC(C1(CCC(C)OC2C(C(C(C(O2)CO)O)O)O)O)(C)C	388.50	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
> Lipids and lipid-like molecules / Fatty Acyls / Fatty alcohol esters
[(2Z,8Z)-10-hydroxydeca-2,8-dien-4,6-diynyl] acetate	90471873	Click to see CC(=O)OCC=CC#CC#CC=CCO	204.22	unknown	https://doi.org/10.1248/CPB.57.1292
> Lipids and lipid-like molecules / Fatty Acyls / Fatty amides / N-acyl amines
(2E,4E,10Z)-N-[(2S)-butan-2-yl]docosa-2,4,10-trienamide	162900951	Click to see	389.70	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
(2E,4E,8Z)-N-(2-methylpropyl)tetradeca-2,4,8-trienamide	73355665	Click to see	277.40	unknown	via CMAUP database
(2e,4e,8z)-N-isobutylicosa-2,4,8-trienamide	129753325	Click to see	361.60	unknown	https://doi.org/10.1016/S0031-9422(00)88799-3
(2E,4E)-N-[(2R)-butan-2-yl]deca-2,4-dienamide	154497067	Click to see	223.35	unknown	https://doi.org/10.1007/S11418-007-0159-2
2,4-Hexadecadienamide, N-(2-methylpropyl)-, (E,E)-	6442402	Click to see	307.50	unknown	https://doi.org/10.1055/S-2006-960460 https://doi.org/10.1016/J.BMC.2009.08.050
2,4,12-Octadecatrienoic acid isobutylamide	25221579	Click to see CCCCCC=CCCCCCCC=CC=CC(=O)NCC(C)C	333.60	unknown	https://doi.org/10.1271/BBB.57.1329
2,4,14-Eicosatrienoic acid isobutylamide	10338645	Click to see	361.60	unknown	https://doi.org/10.1271/BBB.57.1329
Dodecatetraenoic acid isobutylamide, (2E,4E)-	6443006	Click to see	251.41	unknown	via CMAUP database
N-(2-Methylpropyl)octadeca-2,4,12-trienamide	71346377	Click to see CCCCCC=CCCCCCCC=CC=CC(=O)NCC(C)C	333.60	unknown	https://doi.org/10.1271/BBB.57.1329
n-Isobutyl-2,4-decadienamide	3009280	Click to see	223.35	unknown	https://doi.org/10.1271/BBB.57.1329
Pellitorine	5318516	Click to see	223.35	unknown	https://doi.org/10.1055/S-2002-34410 https://doi.org/10.1007/S11418-007-0159-2 https://doi.org/10.1271/BBB.57.1329 https://doi.org/10.1021/NP100606U
Pipericine	9974234	Click to see CCCCCCCCCCCCCC=CC=CC(=O)NCC(C)C	335.60	unknown	https://doi.org/10.1055/S-2006-960460 https://doi.org/10.1016/J.BMC.2009.08.050
Tetradeca-2E,4E-Dienoic Acid Isobutylamide	10731388	Click to see	279.50	unknown	https://doi.org/10.1016/0031-9422(81)83098-1
> Lipids and lipid-like molecules / Prenol lipids / Sesquiterpenoids
4,12,12-Trimethyl-9-methylene-5-oxatricyclo(8.2.0.04,6)dodecane	14350	Click to see	220.35	unknown	https://doi.org/10.1080/10412905.2000.9712168
Caryophyllene	5281515	Click to see CC1=CCCC(=C)C2CC(C2CC1)(C)C	204.35	unknown	https://doi.org/10.1080/10412905.2000.9712168
Caryophyllene oxide	1742210	Click to see	220.35	unknown	https://doi.org/10.1080/10412905.2000.9712168
> Lipids and lipid-like molecules / Prenol lipids / Terpene lactones / Diterpene lactones
[(1S,2R,3S,4R,7S,8Z,12R,13S,14S)-2,14-diacetyloxy-3-hydroxy-4,9,13,17-tetramethyl-5-oxo-6-oxatricyclo[11.4.0.03,7]heptadeca-8,16-dien-12-yl] butanoate	21778081	Click to see	520.60	unknown	https://doi.org/10.1016/0031-9422(92)83736-I
> Lipids and lipid-like molecules / Prenol lipids / Triterpenoids
9-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one	56671304	Click to see CC1(CCC23CCC4(C5(CCC6C(C5C7C(C4(C2C1)OC3=O)O7)(CCC(C6(C)CO)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C	780.90	unknown	https://doi.org/10.1055/S-2002-34410 https://doi.org/10.1271/BBB.57.1329 https://doi.org/10.1002/CHIN.199246266
> Lipids and lipid-like molecules / Saccharolipids
Piperchabaoside B	44521607	Click to see	602.60	unknown	https://doi.org/10.1248/CPB.57.1292
> Lipids and lipid-like molecules / Steroids and steroid derivatives / Stigmastanes and derivatives
(-)-beta-Sitosterol	222284	Click to see	414.70	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
(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	via CMAUP database
> Organic acids and derivatives / Carboximidic acids and derivatives / Carboximidic acids
N-(2-methylpropyl)icosa-2,4,14-trienamide	85114799	Click to see	361.60	unknown	https://doi.org/10.1271/BBB.57.1329
N-(2-methylpropyl)icosa-2,4,8-trienamide	85916327	Click to see CCCCCCCCCCCC=CCCC=CC=CC(=O)NCC(C)C	361.60	unknown	https://doi.org/10.1016/S0031-9422(00)88799-3
> Organic acids and derivatives / Carboxylic acids and derivatives / Carboxylic acid derivatives / Carboxylic acid amides / Secondary carboxylic acid amides
(1S,4R,5R,6S)-N-(2-methylpropyl)-6-[(E)-3-(2-methylpropylamino)-3-oxoprop-1-enyl]-4,5-dipentylcyclohex-2-ene-1-carboxamide	53243800	Click to see	446.70	unknown	via CMAUP database
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / O-glycosyl compounds
Benzyl beta-d-glucopyranoside	188977	Click to see	270.28	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
Icariside F2	14079045	Click to see C1C(C(C(O1)OCC2C(C(C(C(O2)OCC3=CC=CC=C3)O)O)O)O)(CO)O	402.40	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
Isopropyl beta-D-glucopyranoside	21572943	Click to see CC(C)OC1C(C(C(C(O1)CO)O)O)O	222.24	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
Xyl(b1-6)Glc(b)-O-iPr	118711818	Click to see	354.35	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Glycosyl compounds / Phenolic glycosides
(2S,3R,4S,5S,6R)-2-[4-[(2R)-2,3-dihydroxypropyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol	118711729	Click to see	360.36	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
3,4-Dihydroxyallylbenzene 3,4-di-O-glucoside	23757231	Click to see	474.50	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
Tachioside	11962143	Click to see COC1=C(C=CC(=C1)OC2C(C(C(C(O2)CO)O)O)O)O	302.28	unknown	https://doi.org/10.1016/J.BMCL.2014.07.057
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides
D-(-)-Fructose	5984	Click to see	180.16	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
> Organic oxygen compounds / Organooxygen compounds / Carbohydrates and carbohydrate conjugates / Monosaccharides / Hexoses
alpha-D-talopyranose	81696	Click to see	180.16	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
> Organoheterocyclic compounds / Benzodioxoles
(1R,2S,5R,6S)-2,6-bis(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-5-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide	53242461	Click to see	532.60	unknown	via CMAUP database
(2E,15E)-16-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hexadeca-2,4,15-trienamide	6324843	Click to see	425.60	unknown	via CMAUP database
(2E,4E,12E)-13-(1,3-benzodioxol-5-yl)-N-[(2R)-butan-2-yl]trideca-2,4,12-trienamide	154496701	Click to see CCC(C)NC(=O)C=CC=CCCCCCCC=CC1=CC2=C(C=C1)OCO2	383.50	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
(2E,4E,8E)-9-(1,3-benzodioxol-5-yl)-N-[(2R)-butan-2-yl]nona-2,4,8-trienamide	154497349	Click to see	327.40	unknown	https://doi.org/10.1016/S0031-9422(00)83537-2
(2E,4E)-5-(1,3-benzodioxol-5-yl)-N-(3-methylbutyl)penta-2,4-dienamide	45482110	Click to see	287.35	unknown	via CMAUP database
(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-N-[(5E)-10-methylundec-5-en-1-yl]penta-2,4-dienamide	90472536	Click to see	383.50	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
[(1S,4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-6-(pyrrolidine-1-carbonyl)cyclohex-2-en-1-yl]-pyrrolidin-1-ylmethanone	102480093	Click to see C1CCN(C1)C(=O)C2C=CC(C(C2C(=O)N3CCCC3)C=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7	542.60	unknown	via CMAUP database
[(4R,5R,6S)-4-(1,3-benzodioxol-5-yl)-5-[(E)-2-(1,3-benzodioxol-5-yl)ethenyl]-6-(piperidine-1-carbonyl)cyclohex-2-en-1-yl]-piperidin-1-ylmethanone	11319094	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7	570.70	unknown	https://doi.org/10.1055/S-2002-34410
10-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)deca-2,4,9-trienamide	163034810	Click to see	341.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
11-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)undeca-2,4,10-trienamide	585120	Click to see	355.50	unknown	https://doi.org/10.1271/BBB.57.1329
13-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide	179663	Click to see CC(C)CNC(=O)C=CC=CCCCCCCC=CC1=CC2=C(C=C1)OCO2	383.50	unknown	https://doi.org/10.1271/BBB.57.1329
15-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)pentadeca-2,4,14-trienamide	85102874	Click to see CC(C)CNC(=O)C=CC=CCCCCCCCCC=CC1=CC2=C(C=C1)OCO2	411.60	unknown	via CMAUP database
16-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)hexadeca-2,4,15-trienamide	78384608	Click to see CC(C)CNC(=O)C=CC=CCCCCCCCCCC=CC1=CC2=C(C=C1)OCO2	425.60	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
2,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)-, methyl ester, (E,Z)-	71326308	Click to see COC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	232.23	unknown	https://doi.org/10.1271/BBB.57.1329
4,5-Dihydropiperlonguminine	12682184	Click to see	275.34	unknown	via CMAUP database
5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)penta-2,4-dienamide	276752	Click to see CC(C)CNC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	273.33	unknown	https://doi.org/10.1271/BBB.57.1329
5-[(1E)-dodec-1-en-1-yl]-2H-1,3-benzodioxole	9922008	Click to see	288.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
5alpha,6beta-Bis(piperidinocarbonyl)-4beta-[(E)-2-(1,3-benzodioxole-5-yl)ethenyl]-3beta-(1,3-benzodioxole-5-yl)cyclohexene	10438004	Click to see C1CCN(CC1)C(=O)C2C=CC(C(C2C(=O)N3CCCCC3)C=CC4=CC5=C(C=C4)OCO5)C6=CC7=C(C=C6)OCO7	570.70	unknown	via CMAUP database
9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,4,8-trienamide	85366440	Click to see	327.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8 https://doi.org/10.1016/S0031-9422(00)83537-2
9-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)nona-2,8-dienamide	74435504	Click to see	329.40	unknown	https://doi.org/10.1016/S0031-9422(00)83537-2 https://doi.org/10.1016/S0031-9422(01)00364-8
9-(2H-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)nona-2,8-dien-1-one	71319353	Click to see	341.40	unknown	https://doi.org/10.1016/0031-9422(92)83736-I
Brachystamide B	10047263	Click to see CC(C)CNC(=O)C=CC=CCCCCCCCCC=CC1=CC2=C(C=C1)OCO2	411.60	unknown	via CMAUP database
Chabamide G	102480094	Click to see C1CCN(C1)C(=O)C2C=CC(C(C2C=CC3=CC4=C(C=C3)OCO4)C(=O)N5CCCC5)C6=CC7=C(C=C6)OCO7	542.60	unknown	via CMAUP database
Cinnamamide, N-isobutyl-3,4-(methylenedioxy)-	96931	Click to see	247.29	unknown	via CMAUP database
Dehydropipernonaline	6439947	Click to see	339.40	unknown	via CMAUP database
Guineesine	6442405	Click to see	383.50	unknown	via CMAUP database
Ilepcimide	641115	Click to see C1CCN(CC1)C(=O)C=CC2=CC3=C(C=C2)OCO3	259.30	unknown	via CMAUP database
Methyl Piperate	9921021	Click to see COC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	232.23	unknown	https://doi.org/10.1055/S-2002-34410 https://doi.org/10.1271/BBB.57.1329 https://doi.org/10.1016/S0031-9422(01)00364-8
Piperanine	5320618	Click to see C1CCN(CC1)C(=O)C=CCCC2=CC3=C(C=C2)OCO3	287.35	unknown	via CMAUP database
Piperchabamide B	44453655	Click to see	369.50	unknown	via CMAUP database
Piperchabamide C	44454018	Click to see	395.50	unknown	via CMAUP database
Piperchabamide D	16041827	Click to see	357.50	unknown	via CMAUP database
Piperchabamide F	44521561	Click to see	343.50	unknown	via CMAUP database
Pipercide	5372162	Click to see	355.50	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8 https://doi.org/10.1271/BBB.57.1329
Piperlonguminine	5320621	Click to see CC(C)CNC(=O)C=CC=CC1=CC2=C(C=C1)OCO2	273.33	unknown	https://doi.org/10.1271/BBB.57.1329
Pipernonaline	9974595	Click to see C1CCN(CC1)C(=O)C=CCCCCC=CC2=CC3=C(C=C2)OCO3	341.40	unknown	https://doi.org/10.1016/0031-9422(92)83736-I https://doi.org/10.1055/S-2002-34410
Piperoleine B	21580213	Click to see	343.50	unknown	via CMAUP database
Piperonal	8438	Click to see	150.13	unknown	via CMAUP database
Piperundecalidine	44453654	Click to see	367.50	unknown	via CMAUP database
Piperyline	636537	Click to see C1CCN(C1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3	271.31	unknown	via CMAUP database
Retrofractamide A	11012859	Click to see CC(C)CNC(=O)C=CC=CCCC=CC1=CC2=C(C=C1)OCO2	327.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8 https://doi.org/10.1016/S0031-9422(00)83537-2
Retrofractamide C	25255091	Click to see	329.40	unknown	https://doi.org/10.1016/S0031-9422(00)83537-2 https://doi.org/10.1016/S0031-9422(01)00364-8
Retrofractamide D	131751424	Click to see	341.40	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
> Organoheterocyclic compounds / Piperidines / N-acylpiperidines
(2E,4E,14E)-1-piperidin-1-yloctadeca-2,4,14-trien-1-one	101630180	Click to see CCCC=CCCCCCCCCC=CC=CC(=O)N1CCCCC1	345.60	unknown	https://doi.org/10.1002/CHIN.199246266 https://doi.org/10.1016/0031-9422(92)83736-I
(2E,4E,14Z)-1-piperidin-1-ylicosa-2,4,14-trien-1-one	46244274	Click to see	373.60	unknown	https://doi.org/10.1271/BBB.57.1329
(2E,4E)-1-(Piperidin-1-yl)octadeca-2,4-dien-1-one	11782985	Click to see	347.60	unknown	https://doi.org/10.1271/BBB.57.1329
(2E,4E)-1-Piperidinoicosa-2,4-dien-1-one	12575247	Click to see CCCCCCCCCCCCCCCC=CC=CC(=O)N1CCCCC1	375.60	unknown	https://doi.org/10.1271/BBB.57.1329
1-(Piperidin-1-YL)octadeca-2,4-dien-1-one	71346378	Click to see	347.60	unknown	https://doi.org/10.1271/BBB.57.1329
1-(Piperidin-1-YL)octadeca-2,4,14-trien-1-one	71345783	Click to see	345.60	unknown	https://doi.org/10.1016/0031-9422(92)83736-I
1-Piperidin-1-ylicosa-2,14-dien-1-one	156825315	Click to see	375.60	unknown	https://doi.org/10.1271/BBB.57.1329
1-Piperidin-1-ylicosa-2,4-dien-1-one	156825317	Click to see CCCCCCCCCCCCCCCC=CC=CC(=O)N1CCCCC1	375.60	unknown	https://doi.org/10.1271/BBB.57.1329
1-Piperidin-1-ylicosa-2,4,14-trien-1-one	75184729	Click to see	373.60	unknown	https://doi.org/10.1271/BBB.57.1329
1-Piperidin-1-ylicosa-2,4,16-trien-1-one	163042228	Click to see	373.60	unknown	https://doi.org/10.1016/0031-9422(92)83736-I
1-Piperidin-1-yloctadeca-2,4,12-trien-1-one	74063590	Click to see	345.60	unknown	https://doi.org/10.1271/BBB.57.1329
Pipereicosalidine	101634668	Click to see	373.60	unknown	https://doi.org/10.1016/0031-9422(92)83736-I
Piperidine, 1-(1-oxo-2,14-eicosadienyl)-, (E,Z)-	165347965	Click to see	375.60	unknown	https://doi.org/10.1271/BBB.57.1329
Piperidine, 1-(1-oxo-2,4,12-octadecatrienyl)-, (E,E,Z)-	46244553	Click to see	345.60	unknown	https://doi.org/10.1271/BBB.57.1329
> Organoheterocyclic compounds / Pyridines and derivatives / Hydropyridines
1-(3-phenylpropanoyl)-5,6-dihydropyridin-2(1H)-one	44453778	Click to see C1CN(C(=O)C=C1)C(=O)CCC2=CC=CC=C2	229.27	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives
Piperidine, 1-(1-oxo-3-phenyl-2-propenyl)-	223147	Click to see C1CCN(CC1)C(=O)C=CC2=CC=CC=C2	215.29	unknown	via CMAUP database
Piperlongumine	637858	Click to see COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O	317.34	unknown	https://doi.org/10.1007/S11418-007-0159-2 https://doi.org/10.1016/0031-9422(81)85125-4 https://doi.org/10.1016/S0031-9422(01)00364-8
> Phenylpropanoids and polyketides / Cinnamic acids and derivatives / Hydroxycinnamic acids and derivatives / Coumaric acids and derivatives
Methyl 4-hydroxy-3-methoxy-cinnamate	16830	Click to see	208.21	unknown	via CMAUP database
> Phenylpropanoids and polyketides / Flavonoids / Flavones / Flavonols
3,5,7-Trihydroxy-2-(4-hydroxy-3-methylphenyl)chromen-4-one	20670066	Click to see	300.26	unknown	https://doi.org/10.1055/S-2002-34410
> Phenylpropanoids and polyketides / Phenylpropanoic acids
3-(3,4,5-Trimethoxyphenyl)propanoic acid	64860	Click to see COC1=CC(=CC(=C1OC)OC)CCC(=O)O	240.25	unknown	https://doi.org/10.1016/S0031-9422(01)00364-8
> Phenylpropanoids and polyketides / Stilbenes
(1S,2S,5R,6R)-5,6-bis(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-2-(piperidine-1-carbonyl)cyclohex-3-ene-1-carboxamide	53242460	Click to see CC(C)CNC(=O)C1C(C=CC(C1C2=CC3=C(C=C2)OCO3)C4=CC5=C(C=C4)OCO5)C(=O)N6CCCCC6	532.60	unknown	via CMAUP database

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Piper retrofractum

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