ITCMDBv1
IngredientID 23077

Isovalerylshikonin

C21H24O6

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Herb: 8Ingredient: 1Target: 13Links: 21
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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
23077
Core Entity Id
28839
Source Entity Count
1
Preferred Name
Isovalerylshikonin
Name En
Pubchem Id
335426
Smiles Canonical
CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Molecular Formula
C21H24O6
Molecular Weight
372.4170
Inchikey
UTOUNDHZJFIVPK-QGZVFWFLSA-N
Inchi
InChI=1S/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3/t17-/m1/s1
Isomeric Smiles
CC(C)CC(=O)O[C@H](CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Cas Id
52387-14-1
Ob Score
6.1060
Mol Logp
3.7174
Num H Donors
2
Num H Acceptors
6
Num Rotatable Bonds
6
Drug Likeness
0.4480
Polar Surface Area
100.9000
Molecular Volume
320.3600
Alogp
4.4030

Names

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

Name
[(1R)-1-(5,8-Dihydroxy-1,4-Dioxo-2-Naphthyl)-4-Methyl-Pent-3-Enyl] 3-Methylbutanoate
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Isovalerylshikonin
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Isovalerylshikonin
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
Isovalerylshikonin
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Isovalerylshikonin
Role
preferred
Source
TCMBank
Preferred
Yes
Name
Isovalerylshikonin
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
[(1R)-1-(5,8-Dihydroxy-1,4-Dioxo-2-Naphthyl)-4-Methyl-Pent-3-Enyl] 3-Methylbutanoate
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Role
preferred
Source
TCMBank
Preferred
Yes
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
[(1r)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
[(1r)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
紫草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
ZI CAO
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
Redroot Gromwell
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate
Role
alias
Source
HERB_v2
Preferred
No
Name
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate
Role
alias
Source
itcmdb_public
Preferred
No
Name
3-methylbutanoic acid [(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methylpent-3-enyl] ester
Role
alias
Source
TCMBank
Preferred
No
Name
3-methylbutyric acid [(1R)-1-(5,8-dihydroxy-1,4-diketo-2-naphthyl)-4-methyl-pent-3-enyl] ester
Role
alias
Source
TCMBank
Preferred
No
Name
52387-14-1
Role
alias
Source
HERB_v2
Preferred
No
Name
52387-14-1
Role
alias
Source
itcmdb_public
Preferred
No
Name
AC1NSX6R
Role
alias
Source
TCMBank
Preferred
No
Name
Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI)
Role
alias
Source
itcmdb_public
Preferred
No
Name
Butanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI)
Role
alias
Source
HERB_v2
Preferred
No
Name
Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
Role
alias
Source
HERB_v2
Preferred
No
Name
Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-
Role
alias
Source
itcmdb_public
Preferred
No
Name
CHEMBL463439
Role
alias
Source
TCMBank
Preferred
No
Name
CJ-25124
Role
alias
Source
TCMBank
Preferred
No
Name
DA-64579
Role
alias
Source
HERB_v2
Preferred
No
Name
DA-64579
Role
alias
Source
itcmdb_public
Preferred
No
Name
FS-8320
Role
alias
Source
itcmdb_public
Preferred
No
Name
FS-8320
Role
alias
Source
HERB_v2
Preferred
No
Name
I14-62674
Role
alias
Source
TCMBank
Preferred
No
Name
Isovalerylshikonin
Role
alias
Source
itcmdb_public
Preferred
No
Name
Isovalerylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
PD119280
Role
alias
Source
itcmdb_public
Preferred
No
Name
PD119280
Role
alias
Source
HERB_v2
Preferred
No
Name
SCHEMBL2873113
Role
alias
Source
HERB_v2
Preferred
No
Name
SCHEMBL2873113
Role
alias
Source
itcmdb_public
Preferred
No
Name
UTOUNDHZJFIVPK-QGZVFWFLSA-N
Role
alias
Source
itcmdb_public
Preferred
No
Name
UTOUNDHZJFIVPK-QGZVFWFLSA-N
Role
alias
Source
HERB_v2
Preferred
No
Name
ZINC1580028
Role
alias
Source
TCMBank
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxo-naphthalen-2-yl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Role
alias
Source
TCMBank
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
Role
alias
Source
HERB_v2
Preferred
No
Name
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate
Role
alias
Source
TCMBank
Preferred
No
Name
isovalerylalkannin
Role
alias
Source
TCMBank
Preferred
No

Aliases

Additional names normalized into the restored final schema.

[(1R)-1-(5,8-Dihydroxy-1,4-Dioxo-2-Naphthyl)-4-Methyl-Pent-3-Enyl] 3-Methylbutanoate紫草ZI CAORedroot Gromwell(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerate3-methylbutanoic acid [(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methylpent-3-enyl] ester3-methylbutyric acid [(1R)-1-(5,8-dihydroxy-1,4-diketo-2-naphthyl)-4-methyl-pent-3-enyl] ester52387-14-1AC1NSX6RButanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI)Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-CHEMBL463439CJ-25124DA-64579FS-8320I14-62674PD119280SCHEMBL2873113UTOUNDHZJFIVPK-QGZVFWFLSA-NZINC1580028[(1R)-1-(5,8-dihydroxy-1,4-dioxo-naphthalen-2-yl)-4-methyl-pent-3-enyl] 3-methylbutanoate[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoateisovalerylalkannin

Cross References

Trusted external identifiers retained for this final record.

Cas
52387-14-1
Herb
HBIN003013HBIN031337
Npass
NPC32749NPC42262
Tcmid
11762
Tcmsp
MOL003619
Sym Map
SMIT05663SMIT16098
Pub Chem
335426479497
Tcmbank
TCMBANKIN030598TCMBANKIN044980TCMBANKIN053405
Etcm Ingredient
Isovalerylshikonin[(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-methylbutanoate
Itcmdb Generated
ITX-INGREDIENT-09A91B858124ITX-INGREDIENT-3474F48C7FFBITX-INGREDIENT-34CFB072DF2D

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.86576
Jx
2.47676
Jy
2.5785
Bic
0.74206
Cic
0.94159
Phi
6.49185
Sic
0.80413
Log D
4.403
Sc 0
28
Sc 1
29
Sc 2
43
Type
Other ingredients
Alog P
4.403
Chi 0
21.2233
Chi 1
12.9579
Chi 2
12.8906
In Ch I
InChI=1S/C21H24O6/c1-11(2)5-8-17(27-18(25)9-12(3)4)13-10-16(24)19-14(22)6-7-15(23)20(19)21(13)26/h5-7,10,12,17,22-23H,8-9H2,1-4H3/t17-/m1/s1
Mol Wt
372.4170000000001
Pmi X
272.305315.438
Cas Id
52387-14-1
Energy
29.4731.54
Sc 3 C
14
Sc 3 P
54
Smiles
CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)Oc1(O[H])c(C(=O)C([H])=C([C@](OC(=O)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])\C([H])=C(/C([H])([H])[H])\C([H])([H])[H])C2=O)c2c(O[H])c([H])c1[H]
Zagreb
144
37 Flag
37
Chi 3 C
3.14738
Chi 3 P
9.23703
Chi V 0
16.8284
Chi V 1
9.17284
Chi V 2
7.89369
C Count
22
Kappa 1
24.2711
Kappa 2
9.87128
Kappa 3
5.79561
Mol Log P
3.717400000000004
N Count
0
O Count
6
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
106.886
Chi 3 Ch
0
Dipole X
1.114422.68159
Dipole Y
-0.40299-2.89013
Dipole Z
0.491260.83398
Iac Mean
1.38768
In Ch Ikey
UTOUNDHZJFIVPK-QGZVFWFLSA-N
Is Chiral
0
Ob Score
6.1066.106185596.106186
Suppress
0
Tcm Name
紫草
Chi V 3 C
1.68741
Chi V 3 P
4.53845
Es Sum D O
38.089
Es Sum T N
0
E Adj Equ
400.414
E Adj Mag
552.659
Hba Count
4
Hbd Count
2
Iac Total
74.9352
Jurs Rasa
0.741770.7498
Jurs Rncg
0.15164
Jurs Rncs
5.816945.84944
Jurs Rpcg
0.23288
Jurs Rpcs
0.337481.12495
Jurs Rpsa
0.250190.25822
Jurs Sasa
593.345598.788
Jurs Tasa
444.167444.891
Jurs Tpsa
148.454154.621
Num Atoms
28
Num Bonds
29
Num Rings
2
Shadow Xy
103.583106.435
Shadow Xz
57.795660.63
Shadow Yz
44.078745.2458
Shadow Nu
2.493452.50859
Tcm Name2
ZI CAO
V Adj Equ
298.392
V Adj Mag
339.763
Mol2 Path
/TCM_database/2.清热药(64-64)/4.清热凉血药(6-6)/紫草/structure/Isovalerylshikonin.mol2/TCM_database/2003_3d_all/4563.mol2
Reference
2
Chi V 3 Ch
0
Dipole Mag
2.755843.20784
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
20.11
Es Sum Ss O
5.673
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
21.8852
Kappa 2 Am
8.3057
Kappa 3 Am
4.72325
Num Hdonors
2
Num Chains
10
Num Rings3
0
Num Rings4
0
Num Rings5
0
Num Rings6
2
Num Rings7
0
Num Rings8
0
Es Count D O
3
Es Count T N
0
Es Sum Aa Ch
2.309
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-1.309
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.907
Es Sum Dss C
-0.819
Es Sum S Ch3
9.072
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-450.844-455.804
Jurs Dpsa 3
70.795172.467
Jurs Fnsa 1
0.879910.8806
Jurs Fnsa 2
-2.08957-2.0912
Jurs Fnsa 3
-0.10879-0.10948
Jurs Fpsa 1
0.119390.12008
Jurs Fpsa 2
0.134280.13505
Jurs Fpsa 3
0.010520.01155
Jurs Pnsa 1
522.095527.296
Jurs Pnsa 2
-1239.83-1252.18
Jurs Pnsa 3
-64.5489-65.5505
Jurs Ppsa 1
71.250271.4917
Jurs Ppsa 3
6.246216.91651
Jurs Wnsa 1
309.782315.738
Jurs Wnsa 2
-735.647-749.791
Jurs Wnsa 3
-38.2998-39.2508
Jurs Wpsa 1
42.27642.8084
Jurs Wpsa 3
3.706154.14152
Num Pi Bonds
0
Tcm Name En
Redroot Gromwell
Admet Psa 2 D
102.463
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
2
Es Count Ss O
1
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
0.362
Es Sum Ss Nh2
0
Es Sum Sss Ch
0.068
Es Sum Sss Nh
0
Es Sum Ssss C
-1.384
Es Sum Ssss N
0
Nplus O Count
6
Num H Donors
2
Admet Alog P98
4.403
Admet Ext Ppb
-0.725786
Drug Likeness
0.448
Es Count Aa Ch
2
Es Count Aa Nh
0
Es Count Aaa C
0
Es Count Aas C
4
Es Count Aas N
0
Es Count D Ch2
0
Es Count Dds N
0
Es Count Ds Ch
2
Es Count Dss C
5
Es Count S Ch3
5
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
6
Num Fragments
1
Num Hydrogens
26
Num Ring Bonds
11
Organic Count
28
Rad Of Gyration
3.675133.69991
Shadow Xyfrac
0.584630.6009
Shadow Xzfrac
0.586230.60117
Shadow Yzfrac
0.61970.64147
Strain Energy
25.6727.36
Es Count Ss Ch2
2
Es Count Ss Nh2
0
Es Count Sss Ch
1
Es Count Sss Nh
0
Es Count Ssss C
1
Es Count Ssss N
0
Molecular Mass
386.173
Molecular Sasa
597.88
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
15.678815.906
Shadow Ylength
10.837211.6114
Shadow Zlength
6.287986.34058
Admet Bbb Level
4
Isomeric Smiles
CC(C)CC(=O)O[C@H](CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Molecular Savol
523.242
Molecule Weight
372.45
Num Atom Classes
26
Num Bridge Bonds
0
Num H Acceptors
6
Num Repeat Units
0
Admet Ext Cyp2 D6
-4.73283
Admet Solubility
-4.849
Canonical Smiles
CC(C)CC(=O)OC(CC=C(C)C)C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O
Herb Alias Names
Isovalerylshikonin52387-14-1[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-methylbutanoate(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydro-2-naphthyl)-4-methyl-3-pentenyl isovalerateSCHEMBL2873113UTOUNDHZJFIVPK-QGZVFWFLSA-NButanoic acid, 3-methyl-, (1R)-1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester (9CI)Butanoic acid, 3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (R)-FS-8320DA-64579PD119280
Minimized Energy
3.84.18
Molecular Weight
372.160386.170
Molecular Volume
320.36324.47
Molecular Weight
372.4 g/mol372.41386.438
Molecule Formula
C21H24O6
Num Macro Chains
0
Molecular Formula
C21H24O6C22H26O6
Molecular Formula
C21H24O6C22H26O6
Molecular Formula
C21H24O6
Num Rotatable Bonds
6
Num Aromatic Bonds
6
Num Aromatic Rings
1
Num Explicit Atoms
28
Num Explicit Bonds
29
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
7
Molecular Polar Sasa
174.203
Num Bridge Head Atoms
0
Num Chain Assemblies
5
Num Meso Stereo Atoms
0
Molecular Solubility
-4.558
Admet Ext Hepatotoxic
-7.03393
Admet Unknown Alog P98
0
Molecular Surface Area
419.19
Num Explicit Hydrogens
0
Num H Donors Lipinski
2
Num Pseudo Stereo Atoms
0
Admet Absorption Level
1
Admet Solubility Level
2
Admet Ext Ppb#Prediction
1
Num H Acceptors Lipinski
6
Molecular Polar Surface Area
100.9
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.291
Admet Ext Ppb Applicability#Md
12.6957
Fda Maximum Daily Dose (Fdamdd)
0.6160.905
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
14.1158
Admet Ext Ppb Applicability#Mdpvalue
0.015038
Molecular Fractional Polar Surface Area
0.24
Admet Ext Hepatotoxic Applicability#Md
11.8003
Admet Ext Cyp2 D6 Applicability#Mdpvalue
2e-05
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.00036
Quantitative Estimate Of Drug Likeness（Qed）
0.2650.433