ITCMDBv1
IngredientID 5874

4-caffeoylquinic acid

C16H18O9

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Herb: 12Ingredient: 1Target: 9Links: 21
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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
5874
Core Entity Id
9714
Source Entity Count
1
Preferred Name
4-caffeoylquinic acid
Name En
Pubchem Id
58427569
Smiles Canonical
O=C(/C=C/c1ccc(O)c(O)c1)OC1[C@H](O)CC(O)(C(=O)O)C[C@H]1O
Molecular Formula
C16H18O9
Molecular Weight
354.3110
Inchikey
GYFFKZTYYAFCTR-AVXJPILUSA-N
Inchi
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/m1/s1
Isomeric Smiles
C1[C@H](C([C@@H](CC1(C(=O)O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O
Cas Id
905-99-7
Ob Score
10.4756
Mol Logp
-0.6459
Num H Donors
6
Num H Acceptors
8
Num Rotatable Bonds
4
Drug Likeness
0.2340
Polar Surface Area
164.7500
Molecular Volume
261.3600
Alogp
-0.3400

Names

Preferred names, aliases, and source labels retained in the final schema.

Name
4-Caffeoylquinic Acid
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
4-O-Caffeoyl Quinic Acid
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Cryptochlorogenic Acid
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
4-Caffeoylquinic Acid
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
4-Caffeoylquinic acid
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
4-O-Caffeoyl Quinic Acid
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
4-O-Caffeoylquinic acid
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
4-O-caffeoylquinic acid
Role
preferred
Source
TCMBank
Preferred
Yes
Name
4-caffeoylquinic acid
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
4-caffeoylquinic acid
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
4-o-caffeoyl quinic acid
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
4-o-caffeoylquinic acid
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Cryptochlorogenic Acid
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
crypto-chlorogenic acid
Role
preferred
Source
TCMBank
Preferred
Yes
Name
crypto-chlorogenic,acid
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
向日葵叶;向日葵茎髓;块茎糙苏;光叶水苏
Role
TCM_name
Source
TCMBank
Preferred
No
Name
地耳草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
鱼腥草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
XIANG RI KUI YE;XIANG RI KUI JING SUI;KUAI JING CAO SU;GUANG YE SHUI SU
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
Houttuynia cordata
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
Sunflower Leaf;Sunflower StemPith ;Tuberousroot Jerusalemsage;Marshy Betony
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
hypericum japonicum
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
4-Caffeoylquinic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
4-Caffeoylquinic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
4-Cqa
Role
alias
Source
HERB_v2
Preferred
No
Name
4-Cqa
Role
alias
Source
itcmdb_public
Preferred
No
Name
4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
4-O-Caffeoylquinic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
4-o-Caffeoyl quinic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
4-o-caffeoylquinic acid
Role
alias
Source
TCMBank
Preferred
No
Name
905-99-7
Role
alias
Source
itcmdb_public
Preferred
No
Name
905-99-7
Role
alias
Source
HERB_v2
Preferred
No
Name
Cryptochlorogenic acid
Role
alias
Source
TCMBank
Preferred
No
Name
Cryptochlorogenic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
Cryptochlorogenic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
MFCD10566638
Role
alias
Source
itcmdb_public
Preferred
No
Name
MFCD10566638
Role
alias
Source
HERB_v2
Preferred
No
Name
Quinic acid 4-O-caffeate
Role
alias
Source
itcmdb_public
Preferred
No
Name
Quinic acid 4-O-caffeate
Role
alias
Source
HERB_v2
Preferred
No
Name
2.清热药(64-64)
Role
level1_name
Source
TCMBank
Preferred
No
Name
4.利水渗湿药(27-27)
Role
level1_name
Source
TCMBank
Preferred
No
Name
dampness-resolving medicinal
Role
level1_name_en
Source
TCMBank
Preferred
No
Name
heat-clearing medicinal
Role
level1_name_en
Source
TCMBank
Preferred
No
Name
3.利水退黄药(5-5)
Role
level2_name
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
water-draining and anti-icteric medicinal
Role
level2_name_en
Source
TCMBank
Preferred
No

Aliases

Additional names normalized into the restored final schema.

4-O-Caffeoyl Quinic AcidCryptochlorogenic Acid4-O-Caffeoylquinic acidcrypto-chlorogenic acidcrypto-chlorogenic,acid向日葵叶;向日葵茎髓;块茎糙苏;光叶水苏地耳草鱼腥草XIANG RI KUI YE;XIANG RI KUI JING SUI;KUAI JING CAO SU;GUANG YE SHUI SUHouttuynia cordataSunflower Leaf;Sunflower StemPith ;Tuberousroot Jerusalemsage;Marshy Betonyhypericum japonicum(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid4-Cqa4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid905-99-7MFCD10566638Quinic acid 4-O-caffeate2.清热药(64-64)4.利水渗湿药(27-27)dampness-resolving medicinalheat-clearing medicinal3.利水退黄药(5-5)3.清热解毒药(30-30)heat-clearing and detoxicating medicinalwater-draining and anti-icteric medicinal

Cross References

Trusted external identifiers retained for this final record.

Cas
905-99-7
Herb
HBIN010285HBIN010757HBIN010940HBIN021777
Npass
NPC92774
Tcmid
291830709337763377733989343823718840095
Tcmsp
MOL003065MOL006503
Sym Map
SMIT05201SMIT21546SMIT23164
Tcm Id
20955
Pub Chem
584275699798666
Tcmbank
TCMBANKIN025729TCMBANKIN041551TCMBANKIN053174TCMBANKIN058485
Etcm Ingredient
4-Caffeoylquinic acid4-O-Caffeoylquinic acid4-o-caffeoylquinic,acidcrypto-chlorogenic acidcrypto-chlorogenic,acid
Itcmdb Generated
ITX-INGREDIENT-0192ACFBE5F6ITX-INGREDIENT-11C56FE73972ITX-INGREDIENT-423D94D4CBCCITX-INGREDIENT-43CA7210413FITX-INGREDIENT-9DAB7B654BD8ITX-INGREDIENT-BAB37EEBB141ITX-INGREDIENT-D35808AA7FF6ITX-INGREDIENT-D683D74DDA4CITX-INGREDIENT-DFDEEF793ACFITX-INGREDIENT-F653398B2AFC

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.65366
Jx
1.92026
Jy
2.04146
Bic
0.73073
Cic
0.99019
Phi
5.80295
Sic
0.78677
Log D
-1.82
Sc 0
25
Sc 1
26
Sc 2
38
Type
Blood ingredients,Other ingredientsOther ingredients
Alog P
-0.34
Chi 0
18.7756
Chi 1
11.6197
Chi 2
11.3873
In Ch I
InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/m1/s1
Mol Wt
354.311
Pmi X
110.643181.82593.9544
Cas Id
905-99-7
Energy
25.9641.5346.02
Sc 3 C
12
Sc 3 P
46
Smiles
C1([H])([H])C(C(O[H])=O)(O[H])C([H])([H])[C@@]([H])(O[H])C([H])(OC(=O)\C([H])=C([H])\c2c([H])c([H])c(O[H])c(O[H])c2[H])[C@]1([H])O[H]C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)Oc1(O[H])c(O[H])c([H])c([H])c(\C([H])=C([H])/C(OC([H])([C@@]([H])(O[H])C([H])([H])C(C(O[H])=O)(O[H])C2([H])[H])[C@]2([H])O[H])=O)c1[H]c1([H])c(O[H])c(O[H])c([H])c(\C([H])=C([H])\C(=O)OC2([H])[C@@]([H])(O[H])C([H])([H])C(C(=O)O[H])(O[H])C([H])([H])[C@]2([H])O[H])c1[H]
Zagreb
128
37 Flag
37
Chi 3 C
2.66295
Chi 3 P
8.88125
Chi V 0
12.941
Chi V 1
7.34788
Chi V 2
5.86266
C Count
16
Kappa 1
21.3018
Kappa 2
8.79224
Kappa 3
5.4896
Mol Log P
-0.6458999999999999
N Count
0
O Count
9
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2v2
Alog P Mr
82.736
Chi 3 Ch
0
Dipole X
-0.06213-1.803784.51436
Dipole Y
-6.943656.465918.96077
Dipole Z
0.523520.724540.85491
Iac Mean
1.52886
In Ch Ikey
GYFFKZTYYAFCTR-AVXJPILUSA-N
Is Chiral
0
Ob Score
10.4756263610.476
Suppress
0
Tcm Name
向日葵叶;向日葵茎髓;块茎糙苏;光叶水苏地耳草鱼腥草
Chi V 3 C
1.00338
Chi V 3 P
3.91378
Es Sum D O
22.778
Es Sum T N
0
E Adj Equ
342.861
E Adj Mag
474.842
Hba Count
3
Hbd Count
4
Iac Total
65.7414
Jurs Rasa
0.37510.379340.4042
Jurs Rncg
0.1216
Jurs Rncs
1.719863.752433.93484
Jurs Rpcg
0.2293
Jurs Rpcs
0.498441.107641.2184
Jurs Rpsa
0.595790.620650.62489
Jurs Sasa
512.688540.554544.084
Jurs Tasa
204.09205.056207.229
Jurs Tpsa
305.459335.498339.994
Num Atoms
25
Num Bonds
26
Num Rings
2
Shadow Xy
85.154988.381288.5658
Shadow Xz
53.236965.11865.2437
Shadow Yz
28.882531.472537.0734
Shadow Nu
2.401633.080153.28362
Tcm Name2
XIANG RI KUI YE;XIANG RI KUI JING SUI;KUAI JING CAO SU;GUANG YE SHUI SU
V Adj Equ
258.347
V Adj Mag
296.423
Mol2 Path
/TCM_database/2.清热药(64-64)/3.清热解毒药(30-30)/鱼腥草/structure/crypto-chlorogenic acid.mol2/TCM_database/2003_3d_all/1072.mol2/TCM_database/4.利水渗湿药(27-27)/3.利水退黄药(5-5)/地耳草/structure/4-O-caffeoylquinic acid.mol2
Reference
6
Chi V 3 Ch
0
Dipole Mag
6.522488.298669.16919
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
57.052
Es Sum Ss O
4.922
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
19.3461
Kappa 2 Am
7.49886
Kappa 3 Am
4.55454
Num Hdonors
6
Num Chains
9
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
3.855
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-0.308
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.249
Es Sum Dss C
-2.501
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
-291.45-319.799-325.261
Jurs Dpsa 3
112.28123.255124.602
Jurs Fnsa 1
0.784230.79580.7989
Jurs Fnsa 2
-2.51611-2.55323-2.56318
Jurs Fnsa 3
-0.20754-0.21199-0.21584
Jurs Fpsa 1
0.201090.204190.21576
Jurs Fpsa 2
0.254830.258760.27342
Jurs Fpsa 3
0.011460.013170.01603
Jurs Pnsa 1
402.069430.176434.673
Jurs Pnsa 2
-1289.98-1380.16-1394.58
Jurs Pnsa 3
-106.4-114.588-117.432
Jurs Ppsa 1
109.411110.377110.619
Jurs Ppsa 3
5.879737.170528.66752
Jurs Wnsa 1
206.136232.533236.498
Jurs Wnsa 2
-661.358-746.048-758.77
Jurs Wnsa 3
-54.5502-61.9407-63.8927
Jurs Wpsa 1
56.713159.52959.6649
Jurs Wpsa 3
3.014473.901364.68526
Num Pi Bonds
0
Tcm Name En
Houttuynia cordataSunflower Leaf;Sunflower StemPith ;Tuberousroot Jerusalemsage;Marshy Betony hypericum japonicum
Level1 Name
2.清热药(64-64)4.利水渗湿药(27-27)
Level2 Name
3.利水退黄药(5-5)3.清热解毒药(30-30)
Admet Psa 2 D
168.424
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
6
Es Count Ss O
1
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
-1.181
Es Sum Ss Nh2
0
Es Sum Sss Ch
-4.496
Es Sum Sss Nh
0
Es Sum Ssss C
-2.291
Es Sum Ssss N
0
Nplus O Count
9
Num H Donors
6
Admet Alog P98
-0.34
Admet Ext Ppb
-5.87514
Drug Likeness
0.234
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
2
Es Count Dss C
2
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
18
Num Ring Bonds
12
Organic Count
25
Rad Of Gyration
3.682194.087284.64702
Shadow Xyfrac
0.609340.648350.7147
Shadow Xzfrac
0.580640.64460.65149
Shadow Yzfrac
0.651260.71250.74728
Strain Energy
20.6827.0727.2
Es Count Ss Ch2
2
Es Count Ss Nh2
0
Es Count Sss Ch
3
Es Count Sss Nh
0
Es Count Ssss C
1
Es Count Ssss N
0
Molecular Mass
354.095
Molecular Sasa
515.717
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
14.083618.133918.5858
Shadow Ylength
7.349697.998488.45994
Shadow Zlength
5.522525.864186.03404
Level1 Name En
dampness-resolving medicinalheat-clearing medicinal
Level2 Name En
heat-clearing and detoxicating medicinalwater-draining and anti-icteric medicinal
Admet Bbb Level
4
Isomeric Smiles
C1[C@H](C([C@@H](CC1(C(=O)O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O
Molecular Savol
456.526
Molecule Weight
353.33
Num Atom Classes
2225
Num Bridge Bonds
0
Num H Acceptors
9
Num Repeat Units
0
Admet Ext Cyp2 D6
-7.10652
Admet Solubility
-1.243
Canonical Smiles
C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O
Herb Alias Names
Cryptochlorogenic acid905-99-74-O-Caffeoylquinic acid4-Cqa4-o-Caffeoyl quinic acidQuinic acid 4-O-caffeate4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acidMFCD10566638(3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
Minimized Energy
14.4618.825.28
Molecular Weight
353.090354.100368.110
Molecular Volume
261.36262.73267.19
Molecular Weight
354.309354.31 g/mol
Molecule Formula
C16H18O9
Num Macro Chains
0
Molecular Formula
C16H17O9-C16H18O9C17H20O9
Molecular Formula
C16H18O9
Molecular Formula
C16H18O9
Num Rotatable Bonds
4
Num Aromatic Bonds
6
Num Aromatic Rings
1
Num Explicit Atoms
25
Num Explicit Bonds
26
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
2
Num Rotatable Bonds
5
Molecular Polar Sasa
289.37
Num Bridge Head Atoms
0
Num Chain Assemblies
6
Num Meso Stereo Atoms
02
Molecular Solubility
-1.806
Admet Ext Hepatotoxic
-5.7428
Admet Unknown Alog P98
0
Molecular Surface Area
338.25
Num Explicit Hydrogens
0
Num H Donors Lipinski
6
Num Pseudo Stereo Atoms
02
Admet Absorption Level
3
Admet Solubility Level
4
Admet Ext Ppb#Prediction
0
Num H Acceptors Lipinski
9
Molecular Polar Surface Area
164.75
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.561
Admet Ext Ppb Applicability#Md
15.3918
Fda Maximum Daily Dose (Fdamdd)
0.0320.0620.4600.479
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
12.6967
Admet Ext Ppb Applicability#Mdpvalue
0
Molecular Fractional Polar Surface Area
0.487
Admet Ext Hepatotoxic Applicability#Md
10.4371
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0.00062
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.031722
Quantitative Estimate Of Drug Likeness（Qed）
0.2340.284