ITCMDBv1
IngredientID 12445

Beta-hydroxyisovalerylshikonin

C21H24O7

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Herb: 10Ingredient: 1Target: 12Links: 22
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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
12445
Core Entity Id
17002
Source Entity Count
1
Preferred Name
Beta-hydroxyisovalerylshikonin
Name En
Pubchem Id
100203
Smiles Canonical
CC(C)=CC[C@@H](O[C@H](O)CC(C)(C)O)C1=CC(=O)c2c(O)ccc(O)c2C1=O
Molecular Formula
C21H24O7
Molecular Weight
388.4160
Inchikey
MXANJRGHSFELEJ-MRXNPFEDSA-N
Inchi
InChI=1S/C21H24O7/c1-11(2)5-8-16(28-17(25)10-21(3,4)27)12-9-15(24)18-13(22)6-7-14(23)19(18)20(12)26/h5-7,9,16,22-23,27H,8,10H2,1-4H3/t16-/m1/s1
Isomeric Smiles
CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C
Cas Id
Ob Score
7.9259
Mol Logp
2.8323
Num H Donors
3
Num H Acceptors
7
Num Rotatable Bonds
6
Drug Likeness
0.3890
Polar Surface Area
121.1300
Molecular Volume
316.5800
Alogp
2.8120

Names

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

Name
Beta-Hydroxyisovalerylshikonin
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
[(1R)-1-(5,8-Dihydroxy-1,4-Dioxo-2-Naphthyl)-4-Methyl-Pent-3-Enyl] 3-Hydroxy-3-Methyl-Butanoate
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Beta-Hydro-Xyisovalerylshikonin
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Beta-hydroxyisovalerylshikonin
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Beta-hydroxyisovalerylshikonin
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Beta-hydroxyisovalerylshikonin
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
[(1R)-1-(5,8-Dihydroxy-1,4-Dioxo-2-Naphthyl)-4-Methyl-Pent-3-Enyl] 3-Hydroxy-3-Methyl-Butanoate
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-hydroxy-3-methyl-butanoate
Role
preferred
Source
TCMBank
Preferred
Yes
Name
[(1r)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-hydroxy-3-methyl-butanoate
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
[(1r)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-hydroxy-3-methyl-butanoate
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
beta-Hydroxyisovalerylshikonin
Role
preferred
Source
TCMBank
Preferred
Yes
Name
紫草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
Radix Lithospermi
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate
Role
alias
Source
itcmdb_public
Preferred
No
Name
(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate
Role
alias
Source
HERB_v2
Preferred
No
Name
-Hydroxyisovalerylshikonin
Role
alias
Source
itcmdb_public
Preferred
No
Name
-Hydroxyisovalerylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
3'-Hydroxyisovalerylshikonin
Role
alias
Source
itcmdb_public
Preferred
No
Name
3'-Hydroxyisovalerylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
3-hydroxy-3-methyl-butyric acid [(1R)-1-(5,8-dihydroxy-1,4-diketo-2-naphthyl)-4-methyl-pent-3-enyl] ester
Role
alias
Source
TCMBank
Preferred
No
Name
3-hydroxy-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
7415-78-3
Role
alias
Source
HERB_v2
Preferred
No
Name
7415-78-3
Role
alias
Source
itcmdb_public
Preferred
No
Name
NSC 110263
Role
alias
Source
HERB_v2
Preferred
No
Name
NSC 110263
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-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-hydroxy-3-methylbutanoate
Role
alias
Source
TCMBank
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate
Role
alias
Source
HERB_v2
Preferred
No
Name
b-Hydroxyisovalerylshikonin
Role
alias
Source
itcmdb_public
Preferred
No
Name
b-Hydroxyisovalerylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
beta-HIVS
Role
alias
Source
HERB_v2
Preferred
No
Name
beta-HIVS
Role
alias
Source
itcmdb_public
Preferred
No
Name
beta-Hydroxyisovalerylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
beta-Hydroxyisovalerylshikonin
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
4.清热凉血药(6-6)
Role
level2_name
Source
TCMBank
Preferred
No
Name
heat-clearing and blood-cooling medicinal
Role
level2_name_en
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-Hydroxy-3-Methyl-ButanoateBeta-Hydro-Xyisovalerylshikonin紫草Radix Lithospermi(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate-Hydroxyisovalerylshikonin3'-Hydroxyisovalerylshikonin3-hydroxy-3-methyl-butyric acid [(1R)-1-(5,8-dihydroxy-1,4-diketo-2-naphthyl)-4-methyl-pent-3-enyl] ester3-hydroxy-3-methylbutanoic acid [(1R)-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methylpent-3-enyl] ester7415-78-3NSC 110263[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoateb-Hydroxyisovalerylshikoninbeta-HIVS2.清热药(64-64)heat-clearing medicinal4.清热凉血药(6-6)heat-clearing and blood-cooling medicinal

Cross References

Trusted external identifiers retained for this final record.

Cas
7415-78-3
Hit
C0946
Herb
HBIN003012HBIN018159
Npass
NPC113829NPC257003
Tcmid
102652327624746
Tcmsp
MOL007739
Sym Map
SMIT02274SMIT02452SMIT09118SMIT15866SMIT22599
Tcm Id
6278
Pub Chem
100203479502
Tcmbank
TCMBANKIN020170TCMBANKIN026434TCMBANKIN056141
Etcm Ingredient
Beta-hydroxyisovalerylshikonin
Itcmdb Generated
ITX-INGREDIENT-1597DCF4B139ITX-INGREDIENT-E4D9E14366FEITX-INGREDIENT-EE62515B4697ITX-INGREDIENT-F42F4A04064C

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.721413.74837
Jx
2.343832.35785
Jy
2.451392.46652
Bic
0.714350.72503
Cic
1.058981.08594
Phi
6.460386.6906
Sic
0.77410.77971
Log D
2.8112.982
Sc 0
28
Sc 1
29
Sc 2
43
Type
Other ingredients
Alog P
2.8122.982
Chi 0
21.2233
Chi 1
12.9026
Chi 2
13.2595
In Ch I
InChI=1S/C21H24O7/c1-11(2)5-8-16(28-17(25)10-21(3,4)27)12-9-15(24)18-13(22)6-7-14(23)19(18)20(12)26/h5-7,9,16,22-23,27H,8,10H2,1-4H3/t16-/m1/s1
Mol Wt
388.4160000000002
Pmi X
252.35268.797
Energy
18.8721.1
Sc 3 C
14
Sc 3 P
51
Smiles
c1([H])c(O[H])c(C(=O)C([H])=C([C@]([H])(O[C@]([H])(O[H])C([H])([H])C(C([H])([H])[H])(O[H])C([H])([H])[H])C([H])([H])\C([H])=C(/C([H])([H])[H])\C([H])([H])[H])C2=O)c2c(O[H])c1[H]c1([H])c([H])c(O[H])c(C(=O)C([H])=C([C@]([H])(OC(=O)C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])O[H])C([H])([H])\C([H])=C(/C([H])([H])[H])\C([H])([H])[H])C2=O)c2c1O[H]
Zagreb
144
37 Flag
37
Chi 3 C
3.68211
Chi 3 P
8.80566
Chi V 0
16.275616.3919
Chi V 1
8.8128.95235
Chi V 2
7.631757.75997
C Count
21
Kappa 1
24.2711
Kappa 2
9.87128
Kappa 3
6.4975
Mol Log P
2.832300000000001
N Count
0
O Count
7
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1v1,v2v2
Alog P Mr
103.93104.902
Chi 3 Ch
0
Dipole X
-0.174138.11238
Dipole Y
-0.32059-4.96725
Dipole Z
-0.98805-1.81593
Iac Mean
1.419671.43256
In Ch Ikey
MXANJRGHSFELEJ-MRXNPFEDSA-N
Is Chiral
0
Ob Score
7.9259075087.9259087.926
Suppress
01
Tcm Name
紫草紫草; 新藏假紫草
Chi V 3 C
1.771711.78732
Chi V 3 P
4.12134.26616
Es Sum D O
25.46337.606
Es Sum T N
0
E Adj Equ
400.414
E Adj Mag
552.659
Hba Count
34
Hbd Count
2
Iac Total
74.493676.6623
Jurs Rasa
0.669140.67349
Jurs Rncg
0.139880.14715
Jurs Rncs
4.466555.01378
Jurs Rpcg
0.184260.21829
Jurs Rpcs
1.054491.20162
Jurs Rpsa
0.32650.33085
Jurs Sasa
576.795591.354
Jurs Tasa
385.959398.277
Jurs Tpsa
190.836193.077
Num Atoms
28
Num Bonds
29
Num Rings
2
Shadow Xy
105.755106.525
Shadow Xz
55.568157.0068
Shadow Yz
38.865740.3947
Shadow Nu
2.668512.83051
Tcm Name2
ZI CAO; XIN ZANG JIA 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/beta-hydroxyisovalerylshikonin.mol2/TCM_database/2003_3d_all/4078.mol2
Reference
6
Chi V 3 Ch
0
Dipole Mag
5.067548.31931
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
29.77540.049
Es Sum Ss O
5.3915.585
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
21.845622.1325
Kappa 2 Am
8.28048.46433
Kappa 3 Am
5.305785.44198
Num Hdonors
3
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
23
Es Count T N
0
Es Sum Aa Ch
2.2452.277
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-1.364-1.456
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.7662.849
Es Sum Dss C
-0.39-1.281
Es Sum S Ch3
6.5596.726
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-410.625-436.777
Jurs Dpsa 3
82.025984.8359
Jurs Fnsa 1
0.855950.8693
Jurs Fnsa 2
-2.26795-2.42513
Jurs Fnsa 3
-0.12745-0.13276
Jurs Fpsa 1
0.130690.14404
Jurs Fpsa 2
0.138130.17439
Jurs Fpsa 3
0.01070.01476
Jurs Pnsa 1
493.71514.066
Jurs Pnsa 2
-1308.14-1434.11
Jurs Pnsa 3
-73.5085-78.5071
Jurs Ppsa 1
77.288483.085
Jurs Ppsa 3
6.328828.51745
Jurs Wnsa 1
284.77303.995
Jurs Wnsa 2
-754.528-848.066
Jurs Wnsa 3
-42.3993-46.4255
Jurs Wpsa 1
45.704847.923
Jurs Wpsa 3
3.742574.91282
Num Pi Bonds
0
Tcm Name En
Radix LithospermiRedroot Gromwell ; Sinkiang-Tibet Arnebia
Level1 Name
2.清热药(64-64)
Level2 Name
4.清热凉血药(6-6)
Admet Psa 2 D
123.278126.793
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
34
Es Count Ss O
1
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
-0.1570.098
Es Sum Ss Nh2
0
Es Sum Sss Ch
-1.074-2.351
Es Sum Sss Nh
0
Es Sum Ssss C
-1.197-1.297
Es Sum Ssss N
0
Nplus O Count
7
Num H Donors
34
Admet Alog P98
2.8122.982
Admet Ext Ppb
-0.979066-3.37365
Drug Likeness
0.389
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
45
Es Count S Ch3
4
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
7
Num Fragments
1
Num Hydrogens
2426
Num Ring Bonds
11
Organic Count
28
Rad Of Gyration
3.925693.93943
Shadow Xyfrac
0.630060.6377
Shadow Xzfrac
0.629910.65201
Shadow Yzfrac
0.637570.66335
Strain Energy
18.922.09
Es Count Ss Ch2
2
Es Count Ss Nh2
0
Es Count Sss Ch
12
Es Count Sss Nh
0
Es Count Ssss C
1
Es Count Ssss N
0
Molecular Mass
388.152390.168
Molecular Sasa
588.02592.653
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
15.531615.5402
Shadow Ylength
10.677410.8794
Shadow Zlength
5.487215.82354
Level1 Name En
heat-clearing medicinal
Level2 Name En
heat-clearing and blood-cooling medicinal
Admet Bbb Level
4
Isomeric Smiles
CC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C
Molecular Savol
516.462518.243
Molecule Weight
388.45
Num Atom Classes
26
Num Bridge Bonds
0
Num H Acceptors
7
Num Repeat Units
0
Admet Ext Cyp2 D6
-6.01407-6.24499
Admet Solubility
-3.234-3.577
Canonical Smiles
CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)O)C
Herb Alias Names
beta-Hydroxyisovalerylshikoninbeta-HIVS7415-78-33'-Hydroxyisovalerylshikonin[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoateNSC 110263(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-hydroxy-3-methylbutanoate((1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl) 3-hydroxy-3-methylbutanoate-Hydroxyisovalerylshikoninb-Hydroxyisovalerylshikonin
Minimized Energy
-0.03-0.99
Molecular Weight
388.150
Molecular Volume
316.58322.41
Molecular Weight
388.411388.45390.427
Molecule Formula
C21H24O7
Num Macro Chains
0
Molecular Formula
C21H24O7
Molecular Formula
C21H24O7C21H26O7
Molecular Formula
C21H24O7
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
Link Ingredient Id
2274.0
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
7
Molecular Polar Sasa
209.704218.367
Num Bridge Head Atoms
0
Num Chain Assemblies
5
Num Meso Stereo Atoms
0
Molecular Solubility
-3.521-3.796
Admet Ext Hepatotoxic
-2.68159-6.16126
Admet Unknown Alog P98
0
Molecular Surface Area
414.24419.28
Num Explicit Hydrogens
0
Num H Donors Lipinski
34
Num Pseudo Stereo Atoms
0
Admet Absorption Level
1
Admet Solubility Level
3
Admet Ext Ppb#Prediction
01
Num H Acceptors Lipinski
7
Molecular Polar Surface Area
121.13124.29
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.3560.368
Admet Ext Ppb Applicability#Md
12.047219.5708
Fda Maximum Daily Dose (Fdamdd)
0.313
Admet Ext Hepatotoxic#Prediction
01
Admet Ext Cyp2 D6 Applicability#Md
13.768515.0831
Admet Ext Ppb Applicability#Mdpvalue
00.085125
Molecular Fractional Polar Surface Area
0.2920.296
Admet Ext Hepatotoxic Applicability#Md
13.009413.1334
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0.0000472e-06
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.0000012e-06
Quantitative Estimate Of Drug Likeness（Qed）
0.229