Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID001329

Phytochemical name: Piperine

Synonymous chemical names:
piperin, piperine, Piperine

External chemical identifiers:
CID:CID_638024, ChEMBL:CHEMBL43185, ChEBI:CHEBI:28821, ZINC:ZINC000001529772, FDASRS:U71XL721QK, SureChEMBL:SCHEMBL94058, MolPort-001-759-210

---

Chemical structure information

SMILES:
O=C(N1CCCCC1)/C=C/C=C/c1ccc2c(c1)OCO2

InChI:
InChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+

InChIKey:
MXXWOMGUGJBKIW-YPCIICBESA-N

DeepSMILES:
O=CNCCCCC6))))))/C=C/C=C/cccccc6)OCO5

Functional groups:
c/C=C/C=C/C(=O)N(C)C, c1cOCO1

Link to spectral information:
MSBNK-RIKEN_NPDepo-NGA02813, MSBNK-NaToxAq-NA000163, MSBNK-NaToxAq-NA000164, MSBNK-NaToxAq-NA000165, MSBNK-NaToxAq-NA000166, MSBNK-NaToxAq-NA000167, MSBNK-NaToxAq-NA000168, MSBNK-RIKEN_NPDepo-CB000031, MSBNK-RIKEN_NPDepo-NGA02814, MSBNK-UFZ-WANA411311C9CFPH, MSBNK-RIKEN_NPDepo-NGA02816, MSBNK-UFZ-WANA411301AD6CPH, MSBNK-UFZ-WANA411303B085PH, MSBNK-UFZ-WANA411305070APH, MSBNK-NaToxAq-NA000161, MSBNK-UFZ-WANA411313D9F1PH, MSBNK-UFZ-WANA4113155BE0PH, MSBNK-UFZ-WANA4113213166PH, MSBNK-UFZ-WANA4113237762PH, MSBNK-UFZ-WANA411325AF82PH, MSBNK-RIKEN_NPDepo-NGA02815, MSBNK-NaToxAq-NA000160, MSBNK-NaToxAq-NA000162, MSBNK-NaToxAq-NA000158, MSBNK-Athens_Univ-AU252301, MSBNK-NaToxAq-NA000159, MSBNK-Athens_Univ-AU252303, MSBNK-Athens_Univ-AU252304, MSBNK-Athens_Univ-AU252305, MSBNK-Athens_Univ-AU252306, MSBNK-LCSB-LU109601, MSBNK-LCSB-LU109602, MSBNK-LCSB-LU109603, MSBNK-LCSB-LU109604, MSBNK-Athens_Univ-AU252302, MSBNK-LCSB-LU109606, MSBNK-LCSB-LU109605, MSBNK-NaToxAq-NA000156, MSBNK-NaToxAq-NA000155, MSBNK-NaToxAq-NA000154, MSBNK-NaToxAq-NA000157, MSBNK-NaToxAq-NA000152, MSBNK-NaToxAq-NA000151, MSBNK-NaToxAq-NA000150, MSBNK-NaToxAq-NA000149, MSBNK-NaToxAq-NA000153

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=CC=Cc1ccc2c(c1)OCO2)N1CCCCC1

Scaffold Graph/Node level:
OC(CCCCC1CCC2OCOC2C1)N1CCCCC1

Scaffold Graph level:
CC(CCCCC1CCC2CCCC2C1)C1CCCCC1

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Lysine alkaloids

NP Classifier Class: Piperidine alkaloids

NP-Likeness score: 0.125

---

Chemical structure download