Relationship Network
Interactive first-hop connections across herbs, ingredients, formulas, targets, diseases, symptoms, syndromes, evidence, and monographs.
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Experiment: 6Herb: 12Ingredient: 1Reference: 6Target: 12Links: 36
Arranging relationship network...
Record Fields
Scalar fields from the final ingredient record.
- Ingredient Id
- 12251
- Core Entity Id
- 16785
- Source Entity Count
- 1
- Preferred Name
- Berberine
- Name En
- Pubchem Id
- 2353
- Smiles Canonical
- C12=N(C([H])([H])C([H])([H])c(c([H])c(OC([H])([H])O3)c3c4[H])c14)C([H])=C(C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C5[H])C5=C2[H]
- Molecular Formula
- C20H18NO4+
- Molecular Weight
- 336.3670
- Inchikey
- YBHILYKTIRIUTE-UHFFFAOYSA-N
- Inchi
- InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
- Isomeric Smiles
- COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
- Cas Id
- 2086-83-1
- Ob Score
- 36.8610
- Mol Logp
- 3.0963
- Num H Donors
- 0
- Num H Acceptors
- 4
- Num Rotatable Bonds
- 2
- Drug Likeness
- 0.6740
- Polar Surface Area
- 40.7900
- Molecular Volume
- 217.0000
- Alogp
- 2.0000
Names
Preferred names, aliases, and source labels retained in the final schema.
Name
Berberine
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Berberime
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Berberime
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Berberine
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
Berberine
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Berberine
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Berberine
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
berberime
Role
preferred
Source
TCMBank
Preferred
Yes
Name
berberine
Role
preferred
Source
TCMBank
Preferred
Yes
Name
狭序唐松草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
百合
Role
TCM_name
Source
TCMBank
Preferred
No
Name
黄连; 黄柏
Role
TCM_name
Source
TCMBank
Preferred
No
Name
Lilium lancifolium
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
XIA XU TANG SONG CAO
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
Coptis chinensis
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
Lily bulb
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
Narrowraceme Meadowrue
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
2086-83-1
Role
alias
Source
HERB_v2
Preferred
No
Name
2086-83-1
Role
alias
Source
itcmdb_public
Preferred
No
Name
9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Role
alias
Source
HERB_v2
Preferred
No
Name
9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Role
alias
Source
itcmdb_public
Preferred
No
Name
Berbericine
Role
alias
Source
itcmdb_public
Preferred
No
Name
Berbericine
Role
alias
Source
HERB_v2
Preferred
No
Name
Berberin
Role
alias
Source
HERB_v2
Preferred
No
Name
Berberin
Role
alias
Source
itcmdb_public
Preferred
No
Name
Berberone
Role
alias
Source
itcmdb_public
Preferred
No
Name
Berberone
Role
alias
Source
HERB_v2
Preferred
No
Name
Majarine
Role
alias
Source
HERB_v2
Preferred
No
Name
Majarine
Role
alias
Source
itcmdb_public
Preferred
No
Name
Thalsine
Role
alias
Source
HERB_v2
Preferred
No
Name
Thalsine
Role
alias
Source
itcmdb_public
Preferred
No
Name
Umbellatin
Role
alias
Source
itcmdb_public
Preferred
No
Name
Umbellatin
Role
alias
Source
HERB_v2
Preferred
No
Name
Umbellatine
Role
alias
Source
HERB_v2
Preferred
No
Name
Umbellatine
Role
alias
Source
itcmdb_public
Preferred
No
Name
berberine
Role
alias
Source
TCMBank
Preferred
No
Name
berberine
Role
alias
Source
HERB_v2
Preferred
No
Name
berberine
Role
alias
Source
itcmdb_public
Preferred
No
Name
isoquinoline alkaloid
Role
alias
Source
TCMBank
Preferred
No
Name
13.补虚药(60-62)
Role
level1_name
Source
TCMBank
Preferred
No
Name
2.清热药(64-64)
Role
level1_name
Source
TCMBank
Preferred
No
Name
heat-clearing medicinal
Role
level1_name_en
Source
TCMBank
Preferred
No
Name
tonifying and replenishing medicinal
Role
level1_name_en
Source
TCMBank
Preferred
No
Name
2.清热燥湿药(10-10)
Role
level2_name
Source
TCMBank
Preferred
No
Name
4.补阴药(17-17)
Role
level2_name
Source
TCMBank
Preferred
No
Name
heat-clearing and dampness-drying medicinal
Role
level2_name_en
Source
TCMBank
Preferred
No
Name
yin-tonifying medicinal
Role
level2_name_en
Source
TCMBank
Preferred
No
Aliases
Additional names normalized into the restored final schema.
Berberime狭序唐松草百合黄连; 黄柏Lilium lancifoliumXIA XU TANG SONG CAOCoptis chinensisLily bulbNarrowraceme Meadowrue2086-83-19,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-iumBerbericineBerberinBerberoneMajarineThalsineUmbellatinUmbellatineisoquinoline alkaloid13.补虚药(60-62)2.清热药(64-64)heat-clearing medicinaltonifying and replenishing medicinal2.清热燥湿药(10-10)4.补阴药(17-17)heat-clearing and dampness-drying medicinalyin-tonifying medicinal
Cross References
Trusted external identifiers retained for this final record.
Cas
2086-83-1
Hit
C1171
Herb
HBIN017892HBIN017893
Npass
NPC183485NPC53069
Tcmid
230324513
Tcmsp
MOL001454
Sym Map
SMIT00104
Tcm Id
10184101851018610187101881018910190101911019210193101941019510196101971019810199102001020110202102031020410205102061027610277116711167212387123881238912390123911239212393123941239512396123971239812399124001240112402124031240412405124061240712408124091241012411124331243412435124361243712438124391244012441124421377913780137811378214229142301423114232142331482815433154631546415503155541555515556155571595315954160861639816399164001640116402164031640416405164061640716408164091641016411164121641316414164151641616417164181641916420164211642216423164241642517137171381713917140177911779217793177941779517796177971779817799178001780117802178031780417805178061782517826178271782817829189961899719627196281962919630196311963220770207712157121572215732157421575215762157721578215792158021581215822158321584215852158621587215882158921590215912159221593215942159521596215972159821599216002160121602216032160421605216062160721608216092161021751217522175321754217552175621757217582175921760217612176221763217642176521766217672176821769217702177121772217732177421775217762177721778217792178021781217822178321784217852178621787217882178921822218232182421825218262182721828218292183024410244112441224413244142441524416244172441824419244202442124422244232442424425244262442724428244292443024431244322443324434244352443624437244382443924440244412444224443244442444524446244476346
Pub Chem
235325201694
Tcmbank
TCMBANKIN036815TCMBANKIN054432TCMBANKIN054687TCMBANKIN061675
Drug Bank
DB04115
Etcm Ingredient
Berberine
Itcmdb Generated
ITX-INGREDIENT-2373171FE794ITX-INGREDIENT-F0F59295179BITX-INGREDIENT-FDFBEF98F592
Attributes
Merged source attributes and domain-specific metadata.
Ic
3.45947
Jx
1.69224
Jy
1.77146
Bic
0.66161
Cic
1.18438
Phi
3.36141
Sic
0.74495
Log D
3.962
Sc 0
25
Sc 1
29
Sc 2
43
Type
Blood ingredients,Other ingredients,Metabolic ingredients,QC ingredients
Alog P
233.962
Chi 0
16.9659
Chi 1
12.2795
Chi 2
11.0608
In Ch I
InChI=1S/C20H18NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,7-10H,5-6,11H2,1-2H3/q+1
Mol Wt
336.3670000000001
Pmi X
118.854
Energy
59.08
Sc 3 C
10
Sc 3 P
64
Smiles
C12=N(C([H])([H])C([H])([H])c(c([H])c(OC([H])([H])O3)c3c4[H])c14)C([H])=C(C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C5[H])C5=C2[H]COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OCc12c(OC([H])([H])O1)c([H])c3c(C([H])([H])C([H])([H])N(=C([H])c(c(OC([H])([H])[H])c(OC([H])([H])[H])c([H])c4[H])c45)C3=C5[H])c2[H]c12c(OC([H])([H])O1)c([H])c3c(C([H])([H])C([H])([H])[n+](c([H])c(c(OC([H])([H])[H])c(OC([H])([H])[H])c([H])c4[H])c4c5[H])c35)c2[H]
Zagreb
144
37 Flag
37
Chi 3 C
1.54433
Chi 3 P
10.4809
Chi V 0
14.1656
Chi V 1
8.29334
Chi V 2
6.26866
C Count
20
Kappa 1
17.1225
Kappa 2
6.86641
Kappa 3
2.83593
Mol Log P
3.096300000000001
N Count
1
O Count
4
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
93.522
Chi 3 Ch
0
Dipole X
-4.90867
Dipole Y
-1.38183
Dipole Z
0.13211
Iac Mean
1.48446
In Ch Ikey
YBHILYKTIRIUTE-UHFFFAOYSA-N
Is Chiral
0
Ob Score
36.86136.86124536.86124504
Suppress
0
Tcm Name
狭序唐松草百合黄连; 黄柏
Admet Bbb
0.261
Chi V 3 C
0.71337
Chi V 3 P
5.00072
Es Sum D O
0
Es Sum T N
0
E Adj Equ
400.414
E Adj Mag
552.659
Hba Count
4
Hbd Count
0
Iac Total
63.8322
Jurs Rasa
0.84974
Jurs Rncg
0.2319
Jurs Rncs
2.48481
Jurs Rpcg
0.2223
Jurs Rpcs
0.34035
Jurs Rpsa
0.15025
Jurs Sasa
510.77
Jurs Tasa
434.023
Jurs Tpsa
76.7476
Num Atoms
25
Num Bonds
29
Num Rings
5
Shadow Xy
92.835
Shadow Xz
50.0175
Shadow Yz
26.1697
Shadow Nu
3.94087
Tcm Name2
Lilium lancifoliumXIA XU TANG SONG CAO
V Adj Equ
278.592
V Adj Mag
339.763
Mol2 Path
/TCM_database/13.补虚药(60-62)/4.补阴药(17-17)/百合/Lilium lancifolium/3D/berberine.mol2/TCM_database/2.清热药(64-64)/2.清热燥湿药(10-10)/黄连/structure/berberine.mol2/TCM_database/2003_3d_all/865.mol2
Reference
1, 2, 4, 538, 660, 5364, 5369, 5418, 5501, 5507 , 5508, 5510
Chi V 3 Ch
0
Dipole Mag
5.10116
Es Sum Aa N
5.117
Es Sum Aa O
0
Es Sum D Nh
0
Es Sum Dd C
0
Es Sum Ds N
0
Es Sum S Oh
0
Es Sum Ss O
21.994
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
14.985
Kappa 2 Am
5.60796
Kappa 3 Am
2.20963
Num Hdonors
0
Num Chains
2
Num Rings3
0
Num Rings4
0
Num Rings5
1
Num Rings6
4
Num Rings7
0
Num Rings8
0
Es Count D O
0
Es Count T N
0
Es Sum Aa Ch
12.044
Es Sum Aa Nh
0
Es Sum Aaa C
1.997
Es Sum Aas C
6.264
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
0
Es Sum Dss C
0
Es Sum S Ch3
3.29
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
99.9718
Jurs Dpsa 3
50.2702
Jurs Fnsa 1
0.40213
Jurs Fnsa 2
-0.60091
Jurs Fnsa 3
-0.0551
Jurs Fpsa 1
0.59786
Jurs Fpsa 2
0.80454
Jurs Fpsa 3
0.04332
Jurs Pnsa 1
205.399
Jurs Pnsa 2
-306.925
Jurs Pnsa 3
-28.1413
Jurs Ppsa 1
305.371
Jurs Ppsa 3
22.1289
Jurs Wnsa 1
104.912
Jurs Wnsa 2
-156.768
Jurs Wnsa 3
-14.3738
Jurs Wpsa 1
155.974
Jurs Wpsa 3
11.3028
Num Pi Bonds
0
Tcm Name En
Coptis chinensisLily bulbNarrowraceme Meadowrue
Level1 Name
13.补虚药(60-62)2.清热药(64-64)
Level2 Name
2.清热燥湿药(10-10)4.补阴药(17-17)
Admet Psa 2 D
41.068
Es Count Aa N
1
Es Count Aa O
0
Es Count D Nh
0
Es Count Dd C
0
Es Count Ds N
0
Es Count S Oh
0
Es Count Ss O
4
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
1.791
Es Sum Ss Nh2
0
Es Sum Sss Ch
0
Es Sum Sss Nh
0
Es Sum Ssss C
0
Es Sum Ssss N
0
Nplus O Count
5
Num H Donors
01
Admet Alog P98
3.447
Admet Ext Ppb
6.79215
Drug Likeness
0.674
Es Count Aa Ch
6
Es Count Aa Nh
0
Es Count Aaa C
2
Es Count Aas C
7
Es Count Aas N
0
Es Count D Ch2
0
Es Count Dds N
0
Es Count Ds Ch
0
Es Count Dss C
0
Es Count S Ch3
2
Es Count S Nh2
0
Es Count S Nh3
0
Es Count Ss Nh
0
Es Count Sss N
0
Es Sum Sssss P
0
Num Hacceptors
4
Num Fragments
1
Num Hydrogens
18
Num Ring Bonds
25
Organic Count
25
Rad Of Gyration
4.20866
Shadow Xyfrac
0.68982
Shadow Xzfrac
0.77976
Shadow Yzfrac
0.76633
Strain Energy
45.6
Es Count Ss Ch2
3
Es Count Ss Nh2
0
Es Count Sss Ch
0
Es Count Sss Nh
0
Es Count Ssss C
0
Es Count Ssss N
0
Molecular Mass
336.124
Molecular Sasa
541.308
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
15.8992
Shadow Ylength
8.4644
Shadow Zlength
4.03444
Level1 Name En
heat-clearing medicinaltonifying and replenishing medicinal
Level2 Name En
heat-clearing and dampness-drying medicinalyin-tonifying medicinal
Admet Bbb Level
1
Isomeric Smiles
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
Molecular Savol
477.721
Molecule Weight
336.39
Num Atom Classes
25
Num Bridge Bonds
0
Num H Acceptors
4
Num Repeat Units
0
Admet Ext Cyp2 D6
0.868871
Admet Solubility
-5.541
Canonical Smiles
COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC
Herb Alias Names
berberine2086-83-1UmbellatineBerberinBerbericineMajarineThalsineUmbellatinBerberone9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium
Minimized Energy
13.48
Molecular Weight
336.120
Molecular Volume
217263.42
Molecular Weight
336.361336.4 g/mol337
Molecule Formula
C20H17NO4|C20H18NO4|C20H18NO4+
Num Macro Chains
0
Molecular Formula
C20H18NO4+
Molecular Formula
C20H18NO4C20H18NO4+
Molecular Formula
C20H18NO4+
Num Rotatable Bonds
2
Num Aromatic Bonds
17
Num Aromatic Rings
3
Num Explicit Atoms
25
Num Explicit Bonds
29
Num Negative Atoms
0
Num Positive Atoms
1
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
2
Molecular Polar Sasa
54.9998
Num Bridge Head Atoms
0
Num Chain Assemblies
2
Num Meso Stereo Atoms
0
Molecular Solubility
-5.151
Admet Ext Hepatotoxic
4.36137
Admet Unknown Alog P98
0
Molecular Surface Area
325.21
Num Explicit Hydrogens
0
Num H Donors Lipinski
0
Num Pseudo Stereo Atoms
0
Admet Absorption Level
0
Admet Solubility Level
2
Admet Ext Ppb#Prediction
1
Num H Acceptors Lipinski
5
Molecular Polar Surface Area
40.7944
Admet Ext Cyp2 D6#Prediction
1
Molecular Fractional Polar Sasa
0.101
Admet Ext Ppb Applicability#Md
12.0806
Fda Maximum Daily Dose (Fdamdd)
0.885
Admet Ext Hepatotoxic#Prediction
1
Admet Ext Cyp2 D6 Applicability#Md
16.6417
Admet Ext Ppb Applicability#Mdpvalue
0.07882
Molecular Fractional Polar Surface Area
0.125
Admet Ext Hepatotoxic Applicability#Md
14.7925
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0
Admet Ext Hepatotoxic Applicability#Mdpvalue
0
Quantitative Estimate Of Drug Likeness（Qed）
0.674