BIAdb: A Database for Benzylisoquinoline Alkaloids

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Citation: If you are using this server please cite:- Singla D, Sharma A, Kaur J, Panwar B, and Raghava GPS (2010): BIAdb: A curated database of benzylisoquinoline alkaloids. BMC Pharmacology 10:4.

Record No. 1 of 11

ID	1172
Name	Anonaine
Pubchem ID	160597
KEGG ID	C09339
Source	Nelumbo nucifera
Type	Natural
Function	Antimicrobial
Drug Like Properties	Yes
Molecular Weight	265.31
Exact mass	265.110279
Molecular formula	C₁₇H₁₅NO₂
XlogP	2.8
Topological Polar Surface Area	30.5
H-Bond Donor	1
H-Bond Acceptor	3
Rotational Bond Count	0
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	C1CNC2CC3=CC=CC=C3C4=C2C1=CC5=C4OCO5
Isomeric SMILE	C1CN[C@@H]2CC3=CC=CC=C3C4=C2C1=CC5=C4OCO5
Drugpedia	wiki
References	1. Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21 2. Source 3. Function 4. All Records

Record No. 2 of 11

ID	1180
Name	Anonaine
Pubchem ID	160597
KEGG ID	C09339
Source	Nelumbo nucifera
Type	Natural
Function	Smooth muscle relaxant
Drug Like Properties	Yes
Molecular Weight	265.31
Exact mass	265.110279
Molecular formula	C₁₇H₁₅NO₂
XlogP	2.8
Topological Polar Surface Area	30.5
H-Bond Donor	1
H-Bond Acceptor	3
Rotational Bond Count	0
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	C1CNC2CC3=CC=CC=C3C4=C2C1=CC5=C4OCO5
Isomeric SMILE	C1CN[C@@H]2CC3=CC=CC=C3C4=C2C1=CC5=C4OCO5
Drugpedia	wiki
References	1. Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21 2. Source 3. Function 4. All Records

Record No. 3 of 11

ID	1211
Name	Armepavine
Pubchem ID	442169
KEGG ID	C09342
Source	Nelumbo nucifera
Type	Natural
Function	Convulsions
Drug Like Properties	Yes
Molecular Weight	313.39
Exact mass	313.167794
Molecular formula	C₁₉H₂₃NO₃
XlogP	3.4
Topological Polar Surface Area	41.9
H-Bond Donor	1
H-Bond Acceptor	4
Rotational Bond Count	4
IUPAC Name	4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenol
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)O)OC)OC
Drugpedia	wiki
References	1. Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21 2. Source 3. Function 4. All Records

Record No. 4 of 11

ID	1221
Name	Armepavine
Pubchem ID	442169
KEGG ID	C09342
Source	Nelumbo nucifera
Type	Natural
Function	Immunosuppressive
Drug Like Properties	Yes
Molecular Weight	313.39
Exact mass	313.167794
Molecular formula	C₁₉H₂₃NO₃
XlogP	3.4
Topological Polar Surface Area	41.9
H-Bond Donor	1
H-Bond Acceptor	4
Rotational Bond Count	4
IUPAC Name	4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenol
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)O)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)O)OC)OC
Drugpedia	wiki
References	1. Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21 2. Source 3. Function 4. All Records

Record No. 5 of 11

ID	1804
Name	Coclaurine
Pubchem ID	160487
KEGG ID	C06161
Source	Nelumbo nucifera
Type	Natural
Function	Anti-HIV
Drug Like Properties	Yes
Molecular Weight	285.34
Exact mass	285.136493
Molecular formula	C₁₇H₁₉NO₃
XlogP	2.6
Topological Polar Surface Area	61.7
H-Bond Donor	3
H-Bond Acceptor	4
Rotational Bond Count	3
IUPAC Name	(1S)-1-[(4-hydroxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol
Structure
SDF file
MOL file
PDB file
Canonical SMILE	COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O
Isomeric SMILE	COC1=C(C=C2[C@@H](NCCC2=C1)CC3=CC=C(C=C3)O)O
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 6 of 11

ID	2761
Name	Neferine
Pubchem ID	159654
KEGG ID	N/A
Source	Nelumbo nucifera
Type	Natural
Function	Anti-HIV
Drug Like Properties	No
Molecular Weight	624.77
Exact mass	624.319937
Molecular formula	C₃₈H₄₄N₂O₆
XlogP	6.7
Topological Polar Surface Area	72.9
H-Bond Donor	1
H-Bond Acceptor	8
Rotational Bond Count	10
IUPAC Name	4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC
Isomeric SMILE	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC)OC4=C(C=CC(=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 7 of 11

ID	2762
Name	Neferine
Pubchem ID	159654
KEGG ID	N/A
Source	Nelumbo nucifera
Type	Natural
Function	Hypotensive
Drug Like Properties	No
Molecular Weight	624.77
Exact mass	624.319937
Molecular formula	C₃₈H₄₄N₂O₆
XlogP	6.7
Topological Polar Surface Area	72.9
H-Bond Donor	1
H-Bond Acceptor	8
Rotational Bond Count	10
IUPAC Name	4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC
Isomeric SMILE	CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC)OC4=C(C=CC(=C4)C[C@@H]5C6=CC(=C(C=C6CCN5C)OC)OC)O)OC
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 8 of 11

ID	2837
Name	Nuciferine
Pubchem ID	10146
KEGG ID	N/A
Source	Nelumbo nucifera
Type	Natural
Function	CNS depressant
Drug Like Properties	Yes
Molecular Weight	295.38
Exact mass	295.157229
Molecular formula	C₁₉H₂₁NO₂
XlogP	3.4
Topological Polar Surface Area	21.7
H-Bond Donor	0
H-Bond Acceptor	3
Rotational Bond Count	2
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C3=C2C1CC4=CC=CC=C43)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC=CC=C43)OC)OC
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 9 of 11

ID	2838
Name	Nuciferine
Pubchem ID	10146
KEGG ID	N/A
Source	Nelumbo nucifera
Type	Natural
Function	Glutamic acid antagonist
Drug Like Properties	Yes
Molecular Weight	295.38
Exact mass	295.157229
Molecular formula	C₁₉H₂₁NO₂
XlogP	3.4
Topological Polar Surface Area	21.7
H-Bond Donor	0
H-Bond Acceptor	3
Rotational Bond Count	2
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C3=C2C1CC4=CC=CC=C43)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC=CC=C43)OC)OC
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 10 of 11

ID	2839
Name	Nuciferine
Pubchem ID	10146
KEGG ID	N/A
Source	Nelumbo nucifera
Type	Natural
Function	Anti-HIV
Drug Like Properties	Yes
Molecular Weight	295.38
Exact mass	295.157229
Molecular formula	C₁₉H₂₁NO₂
XlogP	3.4
Topological Polar Surface Area	21.7
H-Bond Donor	0
H-Bond Acceptor	3
Rotational Bond Count	2
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C3=C2C1CC4=CC=CC=C43)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC=CC=C43)OC)OC
Drugpedia	wiki
References	1. Source 2. Function 3. All Records

Record No. 11 of 11

ID	2959
Name	Pronuciferine
Pubchem ID	200480
KEGG ID	C09611
Source	Nelumbo nucifera
Type	Natural
Function	Anaesthetic
Drug Like Properties	Yes
Molecular Weight	311.37
Exact mass	311.152144
Molecular formula	C₁₉H₂₁NO₃
XlogP	2.5
Topological Polar Surface Area	38.8
H-Bond Donor	0
H-Bond Acceptor	4
Rotational Bond Count	2
IUPAC Name	N/A
Structure
SDF file
MOL file
PDB file
Canonical SMILE	CN1CCC2=CC(=C(C3=C2C1CC34C=CC(=O)C=C4)OC)OC
Isomeric SMILE	CN1CCC2=CC(=C(C3=C2[C@H]1CC34C=CC(=O)C=C4)OC)OC
Drugpedia	wiki
References	1. Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21 2. Source 3. Function 4. All Records