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Herb: 4Ingredient: 1Links: 4
Arranging relationship network...
Record Fields
Scalar fields from the final ingredient record.
- Ingredient Id
- 7162
- Core Entity Id
- 11142
- Source Entity Count
- 1
- Preferred Name
- 5-o-caffeoylshikimicacid
- Name En
- Pubchem Id
- 25243950
- Smiles Canonical
- O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1CC(C(=O)O)=C[C@@H](O)[C@H]1O
- Molecular Formula
- C16H15O8-
- Molecular Weight
- 335.2880
- Inchikey
- QMPHZIPNNJOWQI-GDDAOPKQSA-M
- Inchi
- InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/p-1/b4-2+/t12-,13-,15-/m1/s1
- Isomeric Smiles
- C1[C@H]([C@@H]([C@@H](C=C1C(=O)[O-])O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O
- Cas Id
- Ob Score
- Mol Logp
- -1.1754
- Num H Donors
- 4
- Num H Acceptors
- 8
- Num Rotatable Bonds
- 4
- Drug Likeness
- 0.3050
- Polar Surface Area
- 144.5200
- Molecular Volume
- 251.0700
- Alogp
- 0.8740
Names
Preferred names, aliases, and source labels retained in the final schema.
Name
5-O-Caffeoylshikimic acid
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
5-O-Caffeoylshikimicacid
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
5-O-caffeoylshikimic acid
Role
preferred
Source
TCMBank
Preferred
Yes
Name
5-o-caffeoylshikimicacid
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
5-o-caffeoylshikimicacid
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
土伏苓
Role
TCM_name
Source
TCMBank
Preferred
No
Name
Smilax glabra Roxb
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
5--O-caffeoylshikimic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
5--O-caffeoylshikimic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
5-O-[(E)-caffeoyl]-shikimate
Role
alias
Source
itcmdb_public
Preferred
No
Name
5-O-[(E)-caffeoyl]-shikimate
Role
alias
Source
HERB_v2
Preferred
No
Name
5-O-caffeoylshikimate
Role
alias
Source
itcmdb_public
Preferred
No
Name
5-O-caffeoylshikimate
Role
alias
Source
HERB_v2
Preferred
No
Name
5-[(E)-caffeoyl]shikimate
Role
alias
Source
HERB_v2
Preferred
No
Name
5-[(E)-caffeoyl]shikimate
Role
alias
Source
itcmdb_public
Preferred
No
Name
5-[(E)-caffeoyl]shikimate(1-)
Role
alias
Source
HERB_v2
Preferred
No
Name
5-[(E)-caffeoyl]shikimate(1-)
Role
alias
Source
itcmdb_public
Preferred
No
Name
5-caffeoylshikimate
Role
alias
Source
HERB_v2
Preferred
No
Name
5-caffeoylshikimate
Role
alias
Source
itcmdb_public
Preferred
No
Name
CAFFEOYLSHIKIMATE
Role
alias
Source
HERB_v2
Preferred
No
Name
CAFFEOYLSHIKIMATE
Role
alias
Source
itcmdb_public
Preferred
No
Name
CHEBI:91005
Role
alias
Source
HERB_v2
Preferred
No
Name
CHEBI:91005
Role
alias
Source
itcmdb_public
Preferred
No
Name
Q27163013
Role
alias
Source
HERB_v2
Preferred
No
Name
Q27163013
Role
alias
Source
itcmdb_public
Preferred
No
Name
caffeoylshikimic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
caffeoylshikimic acid
Role
alias
Source
itcmdb_public
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
3.清热解毒药(30-30)
Role
level2_name
Source
TCMBank
Preferred
No
Name
heat-clearing and detoxicating medicinal
Role
level2_name_en
Source
TCMBank
Preferred
No
Name
5-o-caffeoylshikimic acid
Role
alias
Source
TCMBank
Preferred
No
Aliases
Additional names normalized into the restored final schema.
5-O-Caffeoylshikimic acid土伏苓Smilax glabra Roxb5--O-caffeoylshikimic acid5-O-[(E)-caffeoyl]-shikimate5-O-caffeoylshikimate5-[(E)-caffeoyl]shikimate5-[(E)-caffeoyl]shikimate(1-)5-caffeoylshikimateCAFFEOYLSHIKIMATECHEBI:91005Q27163013caffeoylshikimic acid2.清热药(64-64)heat-clearing medicinal3.清热解毒药(30-30)heat-clearing and detoxicating medicinal
Cross References
Trusted external identifiers retained for this final record.
Herb
HBIN011847
Npass
NPC273603
Tcmid
292430712
Sym Map
SMIT14548
Tcm Id
7643
Pub Chem
25243950
Tcmbank
TCMBANKIN019487TCMBANKIN021317
Etcm Ingredient
5-O-Caffeoylshikimic acid
Itcmdb Generated
ITX-INGREDIENT-268433065CABITX-INGREDIENT-38DCD38E2382
Attributes
Merged source attributes and domain-specific metadata.
Ic
3.8035
Jx
1.94438
Jy
2.05878
Bic
0.7607
Cic
0.78145
Phi
5.72991
Sic
0.82956
Log D
-0.603
Sc 0
24
Sc 1
25
Sc 2
35
Type
Other ingredients
Alog P
0.874
Chi 0
17.853
Chi 1
11.2738
Chi 2
10.6238
In Ch I
InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/p-1/b4-2+/t12-,13-,15-/m1/s1
Mol Wt
335.2880000000001
Pmi X
109.166
Energy
22.18
Sc 3 C
9
Sc 3 P
42
Smiles
c1([H])c([H])c(O[H])c(O[H])c([H])c1\C([H])=C([H])\C(=O)O[C@]2([H])C([H])([H])C(C(O[H])=O)=C([H])[C@@]([H])(O[H])[C@@]2([H])O[H]
Zagreb
120
37 Flag
37
Chi 3 C
2.05902
Chi 3 P
8.34359
Chi V 0
12.3641
Chi V 1
6.98448
Chi V 2
5.23918
C Count
16
Kappa 1
20.3136
Kappa 2
9.08734
Kappa 3
5.7619
Mol Log P
-1.175400000000001
N Count
0
O Count
8
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
81.99
Chi 3 Ch
0
Dipole X
8.65999
Dipole Y
3.73623
Dipole Z
1.0882
Iac Mean
1.52192
In Ch Ikey
QMPHZIPNNJOWQI-GDDAOPKQSA-M
Is Chiral
0
Suppress
0
Tcm Name
土伏苓
Chi V 3 C
0.6895
Chi V 3 P
3.47743
Es Sum D O
22.733
Es Sum T N
0
E Adj Equ
316.2
E Adj Mag
429.05
Hba Count
3
Hbd Count
4
Iac Total
60.8771
Jurs Rasa
0.42528
Jurs Rncg
0.13516
Jurs Rncs
3.96831
Jurs Rpcg
0.25255
Jurs Rpcs
2.43997
Jurs Rpsa
0.57471
Jurs Sasa
534.413
Jurs Tasa
227.276
Jurs Tpsa
307.137
Num Atoms
24
Num Bonds
25
Num Rings
2
Shadow Xy
89.2718
Shadow Xz
58.7385
Shadow Yz
28.0564
Shadow Nu
3.58775
V Adj Equ
245.213
V Adj Mag
282.193
Mol2 Path
/TCM_database/2.清热药(64-64)/3.清热解毒药(30-30)/土伏苓/structure/5-O-caffeoylshikimic acid.mol2
Chi V 3 Ch
0
Dipole Mag
9.49417
Es Sum Aa N
0
Es Sum Aa O
0
Es Sum D Nh
0
Es Sum Dd C
0
Es Sum Ds N
0
Es Sum S Oh
46.857
Es Sum Ss O
4.978
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
18.1432
Kappa 2 Am
7.57959
Kappa 3 Am
4.65288
Num Hdonors
4
Num Chains
8
Num Rings3
0
Num Rings4
0
Num Rings5
0
Num Rings6
2
Num Rings7
0
Num Rings8
0
Es Count D O
2
Es Count T N
0
Es Sum Aa Ch
3.915
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-0.244
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
3.33
Es Sum Dss C
-2.277
Es Sum S Ch3
0
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-307.378
Jurs Dpsa 3
112.685
Jurs Fnsa 1
0.78758
Jurs Fnsa 2
-2.25671
Jurs Fnsa 3
-0.19164
Jurs Fpsa 1
0.21241
Jurs Fpsa 2
0.24037
Jurs Fpsa 3
0.01922
Jurs Pnsa 1
420.896
Jurs Pnsa 2
-1206.01
Jurs Pnsa 3
-102.412
Jurs Ppsa 1
113.517
Jurs Ppsa 3
10.2722
Jurs Wnsa 1
224.932
Jurs Wnsa 2
-644.508
Jurs Wnsa 3
-54.7304
Jurs Wpsa 1
60.6651
Jurs Wpsa 3
5.48961
Num Pi Bonds
0
Tcm Name En
Smilax glabra Roxb
Level1 Name
2.清热药(64-64)
Level2 Name
3.清热解毒药(30-30)
Admet Psa 2 D
147.609
Es Count Aa N
0
Es Count Aa O
0
Es Count D Nh
0
Es Count Dd C
0
Es Count Ds N
0
Es Count S Oh
5
Es Count Ss O
1
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
-0.23
Es Sum Ss Nh2
0
Es Sum Sss Ch
-4.065
Es Sum Sss Nh
0
Es Sum Ssss C
0
Es Sum Ssss N
0
Nplus O Count
8
Num H Donors
5
Admet Alog P98
0.874
Admet Ext Ppb
-4.6279
Drug Likeness
0.305
Es Count Aa Ch
3
Es Count Aa Nh
0
Es Count Aaa C
0
Es Count Aas C
3
Es Count Aas N
0
Es Count D Ch2
0
Es Count Dds N
0
Es Count Ds Ch
3
Es Count Dss C
3
Es Count S Ch3
0
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
8
Num Fragments
1
Num Hydrogens
16
Num Ring Bonds
12
Organic Count
24
Rad Of Gyration
4.56934
Shadow Xyfrac
0.60476
Shadow Xzfrac
0.65644
Shadow Yzfrac
0.6819
Strain Energy
19.83
Es Count Ss Ch2
1
Es Count Ss Nh2
0
Es Count Sss Ch
3
Es Count Sss Nh
0
Es Count Ssss C
0
Es Count Ssss N
0
Molecular Mass
336.085
Molecular Sasa
508.432
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
17.9173
Shadow Ylength
8.23865
Shadow Zlength
4.99403
Level1 Name En
heat-clearing medicinal
Level2 Name En
heat-clearing and detoxicating medicinal
Admet Bbb Level
4
Isomeric Smiles
C1[C@H]([C@@H]([C@@H](C=C1C(=O)[O-])O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O
Molecular Savol
452.052
Num Atom Classes
24
Num Bridge Bonds
0
Num H Acceptors
8
Num Repeat Units
0
Admet Ext Cyp2 D6
-6.89051
Admet Solubility
-1.808
Canonical Smiles
C1C(C(C(C=C1C(=O)[O-])O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O
Herb Alias Names
5-O-caffeoylshikimateCAFFEOYLSHIKIMATE5-caffeoylshikimatecaffeoylshikimic acid5--O-caffeoylshikimic acid5-[(E)-caffeoyl]shikimate5-O-[(E)-caffeoyl]-shikimateCHEBI:910055-[(E)-caffeoyl]shikimate(1-)Q27163013
Minimized Energy
2.35
Molecular Weight
336.080
Molecular Volume
251.07
Molecular Weight
336.293
Molecule Formula
C16H16O8
Num Macro Chains
0
Molecular Formula
C16H16O8
Molecular Formula
C16H16O8
Molecular Formula
C16H15O8-
Num Rotatable Bonds
4
Num Aromatic Bonds
6
Num Aromatic Rings
1
Num Explicit Atoms
24
Num Explicit Bonds
25
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
2
Num Rotatable Bonds
5
Molecular Polar Sasa
253.868
Num Bridge Head Atoms
0
Num Chain Assemblies
6
Num Meso Stereo Atoms
0
Molecular Solubility
-2.629
Admet Ext Hepatotoxic
-7.7772
Admet Unknown Alog P98
0
Molecular Surface Area
320.24
Num Explicit Hydrogens
0
Num H Donors Lipinski
5
Num Pseudo Stereo Atoms
0
Admet Absorption Level
2
Admet Solubility Level
4
Admet Ext Ppb#Prediction
0
Num H Acceptors Lipinski
8
Molecular Polar Surface Area
144.52
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.499
Admet Ext Ppb Applicability#Md
13.2203
Fda Maximum Daily Dose (Fdamdd)
0.043
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
13.3354
Admet Ext Ppb Applicability#Mdpvalue
0.002568
Molecular Fractional Polar Surface Area
0.451
Admet Ext Hepatotoxic Applicability#Md
11.7098
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0.000136
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.000511
Quantitative Estimate Of Drug Likeness（Qed）
0.353