Relationship Network
Interactive first-hop connections across herbs, ingredients, formulas, targets, diseases, symptoms, syndromes, evidence, and monographs.
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Herb: 12Ingredient: 1Reference: 2Target: 9Links: 23
Arranging relationship network...
Record Fields
Scalar fields from the final ingredient record.
- Ingredient Id
- 24764
- Core Entity Id
- 30719
- Source Entity Count
- 1
- Preferred Name
- Lithospermic acid
- Name En
- Pubchem Id
- 168839
- Smiles Canonical
- C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
- Molecular Formula
- C27H22O12
- Molecular Weight
- 538.4610
- Inchikey
- UJZQBMQZMKFSRV-RGKBJLTCSA-N
- Inchi
- InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1
- Isomeric Smiles
- C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=C3[C@@H]([C@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
- Cas Id
- 11075-67-5
- Ob Score
- 2.6740
- Mol Logp
- 2.7688
- Num H Donors
- 7
- Num H Acceptors
- 10
- Num Rotatable Bonds
- 8
- Drug Likeness
- 0.1250
- Polar Surface Area
- 211.2700
- Molecular Volume
- 395.8200
- Alogp
- 3.4540
Names
Preferred names, aliases, and source labels retained in the final schema.
Name
Lithospermic Acid
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Lithospermic acid
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Lithospermic acid
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
lithospermic acid
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
lithospermic acid
Role
preferred
Source
TCMBank
Preferred
Yes
Name
(2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(1R)-1-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-2-oxoethoxy]-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid
Role
alias
Source
TCMBank
Preferred
No
Name
(2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dihydroxyphenyl)-1-hydroxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
Role
alias
Source
TCMBank
Preferred
No
Name
(2S,3S)-4-[(1E)-3-[(1R)-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHOXY]-3-OXOPROP-1-EN-1-YL]-2-(3,4-DIHYDROXYPHENYL)-7-HYDROXY-2,3-DIHYDRO-1-BENZOFURAN-3-CARBOXYLIC ACID
Role
alias
Source
TCMBank
Preferred
No
Name
(2S,3S)-4-[(E)-3-[(1R)-1-(3,4-dihydroxybenzyl)-2-hydroxy-2-keto-ethoxy]-3-keto-prop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid
Role
alias
Source
TCMBank
Preferred
No
Name
(2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
(2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
100IP83JAC
Role
alias
Source
itcmdb_public
Preferred
No
Name
100IP83JAC
Role
alias
Source
HERB_v2
Preferred
No
Name
100IP83JAC
Role
alias
Source
TCMBank
Preferred
No
Name
11075-67-5
Role
alias
Source
TCMBank
Preferred
No
Name
28831-65-4
Role
alias
Source
HERB_v2
Preferred
No
Name
28831-65-4
Role
alias
Source
TCMBank
Preferred
No
Name
28831-65-4
Role
alias
Source
itcmdb_public
Preferred
No
Name
3-Benzofurancarboxylic acid, 4-(3-(1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-
Role
alias
Source
TCMBank
Preferred
No
Name
3-Benzofurancarboxylic acid, 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-, (2S,3S)-
Role
alias
Source
itcmdb_public
Preferred
No
Name
3-Benzofurancarboxylic acid, 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-, (2S,3S)-
Role
alias
Source
HERB_v2
Preferred
No
Name
3-Benzofurancarboxylicacid,4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-,(2S,3S)-
Role
alias
Source
TCMBank
Preferred
No
Name
4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
Role
alias
Source
itcmdb_public
Preferred
No
Name
4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
Role
alias
Source
TCMBank
Preferred
No
Name
4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid
Role
alias
Source
HERB_v2
Preferred
No
Name
4-{(E)-2-[1-Carboxy-2-(3,4-dihydroxy-phenyl)-ethoxycarbonyl]-vinyl}-2-(3,4-dihydroxy-phenyl)-7-hydroxy-2,3-dihydro-benzofuran-3-carboxylic acid
Role
alias
Source
TCMBank
Preferred
No
Name
54814-35-6
Role
alias
Source
TCMBank
Preferred
No
Name
AC1O5VFB
Role
alias
Source
TCMBank
Preferred
No
Name
AIDS071478
Role
alias
Source
TCMBank
Preferred
No
Name
AK199160
Role
alias
Source
TCMBank
Preferred
No
Name
AKOS026674259
Role
alias
Source
TCMBank
Preferred
No
Name
BDBM50250808
Role
alias
Source
TCMBank
Preferred
No
Name
CHEMBL518243
Role
alias
Source
TCMBank
Preferred
No
Name
CHEMBL518243
Role
alias
Source
itcmdb_public
Preferred
No
Name
CHEMBL518243
Role
alias
Source
HERB_v2
Preferred
No
Name
D06ALC
Role
alias
Source
TCMBank
Preferred
No
Name
LITHOSPERMIC ACID A
Role
alias
Source
itcmdb_public
Preferred
No
Name
LITHOSPERMIC ACID A
Role
alias
Source
HERB_v2
Preferred
No
Name
LITHOSPERMIC ACID, (+)-
Role
alias
Source
itcmdb_public
Preferred
No
Name
LITHOSPERMIC ACID, (+)-
Role
alias
Source
HERB_v2
Preferred
No
Name
MolPort-020-005-934
Role
alias
Source
TCMBank
Preferred
No
Name
SCHEMBL13284084
Role
alias
Source
TCMBank
Preferred
No
Name
UNII-100IP83JAC
Role
alias
Source
TCMBank
Preferred
No
Name
UNII-100IP83JAC
Role
alias
Source
itcmdb_public
Preferred
No
Name
UNII-100IP83JAC
Role
alias
Source
HERB_v2
Preferred
No
Name
ZINC4097774
Role
alias
Source
TCMBank
Preferred
No
Name
lithospermicacid
Role
alias
Source
TCMBank
Preferred
No
Aliases
Additional names normalized into the restored final schema.
(2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(1R)-1-[(3,4-dihydroxyphenyl)methyl]-2-hydroxy-2-oxoethoxy]-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid(2S,3S)-2-(3,4-dihydroxyphenyl)-4-[(E)-3-[(2R)-3-(3,4-dihydroxyphenyl)-1-hydroxy-1-oxopropan-2-yl]oxy-3-oxoprop-1-enyl]-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid(2S,3S)-4-[(1E)-3-[(1R)-1-CARBOXY-2-(3,4-DIHYDROXYPHENYL)ETHOXY]-3-OXOPROP-1-EN-1-YL]-2-(3,4-DIHYDROXYPHENYL)-7-HYDROXY-2,3-DIHYDRO-1-BENZOFURAN-3-CARBOXYLIC ACID(2S,3S)-4-[(E)-3-[(1R)-1-(3,4-dihydroxybenzyl)-2-hydroxy-2-keto-ethoxy]-3-keto-prop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydrobenzofuran-3-carboxylic acid(2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid100IP83JAC11075-67-528831-65-43-Benzofurancarboxylic acid, 4-(3-(1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-Benzofurancarboxylic acid, 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-, (2S,3S)-3-Benzofurancarboxylicacid,4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-,(2S,3S)-4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid4-{(E)-2-[1-Carboxy-2-(3,4-dihydroxy-phenyl)-ethoxycarbonyl]-vinyl}-2-(3,4-dihydroxy-phenyl)-7-hydroxy-2,3-dihydro-benzofuran-3-carboxylic acid54814-35-6AC1O5VFBAIDS071478AK199160AKOS026674259BDBM50250808CHEMBL518243D06ALCLITHOSPERMIC ACID ALITHOSPERMIC ACID, (+)-MolPort-020-005-934SCHEMBL13284084UNII-100IP83JACZINC4097774lithospermicacid
Cross References
Trusted external identifiers retained for this final record.
Cas
11075-67-5
Herb
HBIN033409
Npass
NPC144557
Tcmid
1291923254
Tcmsp
MOL007113MOL008884
Sym Map
SMIT00676
Tcm Id
23052
Pub Chem
16883924862414448201052813026123454644149895359683
Tcmbank
TCMBANKIN049299
Etcm Ingredient
lithospermic acid
Itcmdb Generated
ITX-INGREDIENT-BFB1CD767DDF
Attributes
Merged source attributes and domain-specific metadata.
Ic
3.68846
Jx
1.52968
Jy
1.61166
Bic
0.63799
Cic
1.59694
Phi
8.22426
Sic
0.69785
Log D
0.4
Sc 0
39
Sc 1
42
Sc 2
61
Type
Blood ingredients,Other ingredients
Alog P
3.454
Chi 0
28.43
Chi 1
18.4553
Chi 2
17.5962
In Ch I
InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23+,24-/m1/s1
Mol Wt
538.4610000000004
Pmi X
439.664
Cas Id
11075-67-5
Energy
90.24
Sc 3 C
16
Sc 3 P
80
Smiles
C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
Zagreb
206
37 Flag
37
Chi 3 C
3.33236
Chi 3 P
14.2807
Chi V 0
19.8844
Chi V 1
11.3545
Chi V 2
8.64351
C Count
27
Kappa 1
31.9252
Kappa 2
13.9806
Kappa 3
7.695
Mol Log P
2.768800000000002
N Count
0
O Count
12
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
131.713
Chi 3 Ch
0
Dipole X
2.02411
Dipole Y
5.43407
Dipole Z
-1.19709
Iac Mean
1.51255
In Ch Ikey
UJZQBMQZMKFSRV-RGKBJLTCSA-N
Is Chiral
0
Ob Score
2.6742.674083722.674084
Suppress
0
Chi V 3 C
1.13158
Chi V 3 P
6.0554
Es Sum D O
36.356
Es Sum T N
0
E Adj Equ
639.952
E Adj Mag
845.55
Hba Count
5
Hbd Count
5
Iac Total
92.266
Jurs Rasa
0.44335
Jurs Rncg
0.08336
Jurs Rncs
3.69786
Jurs Rpcg
0.1554
Jurs Rpcs
0.93838
Jurs Rpsa
0.55664
Jurs Sasa
752.872
Jurs Tasa
333.789
Jurs Tpsa
419.083
Num Atoms
39
Num Bonds
42
Num Rings
4
Shadow Xy
143.339
Shadow Xz
84.0112
Shadow Yz
41.5885
Shadow Nu
4.11159
V Adj Equ
468.77
V Adj Mag
536.955
Mol2 Path
/TCM_database/8.活血化瘀药(33-33)/2.活血调经药(11-11)/丹蔘(鼠尾草)/Structure/lithospermic acid.mol2
Chi V 3 Ch
0
Dipole Mag
5.92108
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
68.234
Es Sum Ss O
10.752
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
28.0681
Kappa 2 Am
11.4274
Kappa 3 Am
6.04748
Num Hdonors
7
Num Chains
12
Num Rings3
0
Num Rings4
0
Num Rings5
1
Num Rings6
3
Num Rings7
0
Num Rings8
0
Es Count D O
3
Es Count T N
0
Es Sum Aa Ch
9.833
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-1.667
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.066
Es Sum Dss C
-3.871
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
-476.083
Jurs Dpsa 3
154.643
Jurs Fnsa 1
0.81617
Jurs Fnsa 2
-3.50692
Jurs Fnsa 3
-0.18791
Jurs Fpsa 1
0.18382
Jurs Fpsa 2
0.34131
Jurs Fpsa 3
0.0175
Jurs Pnsa 1
614.477
Jurs Pnsa 2
-2640.26
Jurs Pnsa 3
-141.465
Jurs Ppsa 1
138.395
Jurs Ppsa 3
13.1773
Jurs Wnsa 1
462.623
Jurs Wnsa 2
-1987.78
Jurs Wnsa 3
-106.505
Jurs Wpsa 1
104.193
Jurs Wpsa 3
9.92078
Num Pi Bonds
0
Admet Psa 2 D
215.471
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
7
Es Count Ss O
2
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
-0.313
Es Sum Ss Nh2
0
Es Sum Sss Ch
-4.229
Es Sum Sss Nh
0
Es Sum Ssss C
0
Es Sum Ssss N
0
Nplus O Count
12
Num H Donors
7
Admet Alog P98
3.455
Admet Ext Ppb
-6.17725
Drug Likeness
0.125
Es Count Aa Ch
8
Es Count Aa Nh
0
Es Count Aaa C
0
Es Count Aas C
10
Es Count Aas N
0
Es Count D Ch2
0
Es Count Dds N
0
Es Count Ds Ch
2
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
10
Num Fragments
1
Num Hydrogens
22
Num Ring Bonds
22
Organic Count
39
Rad Of Gyration
5.43298
Shadow Xyfrac
0.52391
Shadow Xzfrac
0.65869
Shadow Yzfrac
0.625
Strain Energy
66.49
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
538.111
Molecular Sasa
726.156
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
22.8998
Shadow Ylength
11.9474
Shadow Zlength
5.56956
Admet Bbb Level
4
Isomeric Smiles
C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=C3[C@@H]([C@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
Molecular Savol
649.697
Molecule Weight
538.49
Num Atom Classes
39
Num Bridge Bonds
0
Num H Acceptors
12
Num Repeat Units
0
Admet Ext Cyp2 D6
-3.20997
Admet Solubility
-5.81
Canonical Smiles
C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O)O)O
Herb Alias Names
28831-65-4LITHOSPERMIC ACID AUNII-100IP83JAC100IP83JACCHEMBL5182434-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acidLITHOSPERMIC ACID, (+)-(2S,3S)-4-[(E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-enyl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid3-Benzofurancarboxylic acid, 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-, (2S,3S)-
Minimized Energy
23.75
Molecular Weight
538.110
Molecular Volume
395.82
Molecular Weight
538.46
Molecule Formula
C27H22O12
Num Macro Chains
0
Molecular Formula
C27H22O12
Molecular Formula
C27H22O12
Molecular Formula
C27H22O12
Num Rotatable Bonds
8
Num Aromatic Bonds
18
Num Aromatic Rings
3
Num Explicit Atoms
39
Num Explicit Bonds
42
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
3
Num Rotatable Bonds
9
Molecular Polar Sasa
357.741
Num Bridge Head Atoms
0
Num Chain Assemblies
8
Num Meso Stereo Atoms
0
Molecular Solubility
-4.555
Admet Ext Hepatotoxic
-7.25997
Admet Unknown Alog P98
0
Molecular Surface Area
493.13
Num Explicit Hydrogens
0
Num H Donors Lipinski
7
Num Pseudo Stereo Atoms
0
Admet Absorption Level
3
Admet Solubility Level
2
Admet Ext Ppb#Prediction
0
Num H Acceptors Lipinski
12
Molecular Polar Surface Area
211.27
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.492
Admet Ext Ppb Applicability#Md
15.0403
Fda Maximum Daily Dose (Fdamdd)
0.016
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
14.2062
Admet Ext Ppb Applicability#Mdpvalue
1e-06
Molecular Fractional Polar Surface Area
0.428
Admet Ext Hepatotoxic Applicability#Md
12.2669
Admet Ext Cyp2 D6 Applicability#Mdpvalue
1.6e-05
Admet Ext Hepatotoxic Applicability#Mdpvalue
5.3e-05
Quantitative Estimate Of Drug Likeness（Qed）
0.125