ITCMDBv1
IngredientID 12299

Beta-acetoxyisovalerylshikonin

C23H26O8

Back to Browse

Relationship Network

Interactive first-hop connections across herbs, ingredients, formulas, targets, diseases, symptoms, syndromes, evidence, and monographs.

Click a node to open it in a new tab
Herb: 2Ingredient: 1Target: 7Links: 10
Arranging relationship network...

Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
12299
Core Entity Id
16840
Source Entity Count
1
Preferred Name
Beta-acetoxyisovalerylshikonin
Name En
Pubchem Id
155245
Smiles Canonical
CC(=O)OC(C)(C)CC(=O)O[C@H](CC=C(C)C)C1=CC(=O)c2c(O)ccc(O)c2C1=O
Molecular Formula
C23H26O8
Molecular Weight
430.4530
Inchikey
BQSAGDWOHVQNFB-SFHVURJKSA-N
Inchi
InChI=1S/C23H26O8/c1-12(2)6-9-18(30-19(28)11-23(4,5)31-13(3)24)14-10-17(27)20-15(25)7-8-16(26)21(20)22(14)29/h6-8,10,18,25-26H,9,11H2,1-5H3/t18-/m0/s1
Isomeric Smiles
CC(=CC[C@@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)OC(=O)C)C
Cas Id
Ob Score
5.0296
Mol Logp
3.4031
Num H Donors
2
Num H Acceptors
8
Num Rotatable Bonds
7
Drug Likeness
0.3830
Polar Surface Area
127.2000
Molecular Volume
351.2300
Alogp
3.3610

Names

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

Name
Beta-Acetoxyisovalerylshikonin
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Beta-acetoxyisovalerylshikonin
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Beta-acetoxyisovalerylshikonin
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
beta-acetoxyisovalerylshikonin
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
beta-acetoxyisovalerylshikonin
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
(S)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate
Role
alias
Source
HERB_v2
Preferred
No
Name
(S)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate
Role
alias
Source
itcmdb_public
Preferred
No
Name
69091-17-4
Role
alias
Source
itcmdb_public
Preferred
No
Name
69091-17-4
Role
alias
Source
HERB_v2
Preferred
No
Name
A-
Role
alias
Source
HERB_v2
Preferred
No
Name
Acetoxyisovalerylshikonin,
Role
alias
Source
HERB_v2
Preferred
No
Name
Acetoxyisovalerylshikonin, |A-
Role
alias
Source
itcmdb_public
Preferred
No
Name
Butanoic acid, 3-(acetyloxy)-3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (S)-
Role
alias
Source
itcmdb_public
Preferred
No
Name
Butanoic acid, 3-(acetyloxy)-3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (S)-
Role
alias
Source
HERB_v2
Preferred
No
Name
DTXCID80141622
Role
alias
Source
HERB_v2
Preferred
No
Name
DTXCID80141622
Role
alias
Source
itcmdb_public
Preferred
No
Name
DTXSID60219131
Role
alias
Source
HERB_v2
Preferred
No
Name
DTXSID60219131
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoate
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoate
Role
alias
Source
HERB_v2
Preferred
No
Name
beta-Acetoxyisovalerylalkannin
Role
alias
Source
HERB_v2
Preferred
No
Name
beta-Acetoxyisovalerylalkannin
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.

紫草Radix Lithospermi(S)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate69091-17-4A-Acetoxyisovalerylshikonin,Acetoxyisovalerylshikonin, |A-Butanoic acid, 3-(acetyloxy)-3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (S)-DTXCID80141622DTXSID60219131[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoatebeta-Acetoxyisovalerylalkannin2.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.

Herb
HBIN017951
Npass
NPC152317
Tcmsp
MOL007738
Sym Map
SMIT09117
Pub Chem
15524569295815
Tcmbank
TCMBANKIN047514
Etcm Ingredient
beta-acetoxyisovalerylshikonin
Itcmdb Generated
ITX-INGREDIENT-ADD2CD5B0DAC

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.80414
Jx
2.2915
Jy
2.40935
Bic
0.71005
Cic
1.15004
Phi
7.56009
Sic
0.76786
Log D
3.361
Sc 0
31
Sc 1
32
Sc 2
47
Type
Other ingredients
Alog P
3.361
Chi 0
23.5077
Chi 1
14.3191
Chi 2
14.461
In Ch I
InChI=1S/C23H26O8/c1-12(2)6-9-18(30-19(28)11-23(4,5)31-13(3)24)14-10-17(27)20-15(25)7-8-16(26)21(20)22(14)29/h6-8,10,18,25-26H,9,11H2,1-5H3/t18-/m0/s1
Mol Wt
430.4530000000003
Pmi X
253.065
Energy
23.01
Sc 3 C
15
Sc 3 P
56
Smiles
c1([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])OC(=O)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]
Zagreb
158
37 Flag
37
Chi 3 C
3.7368
Chi 3 P
9.70671
Chi V 0
18.1449
Chi V 1
9.70077
Chi V 2
8.17266
C Count
23
Kappa 1
27.2461
Kappa 2
11.4215
Kappa 3
7.5
Mol Log P
3.403100000000002
N Count
0
O Count
8
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
113.081
Chi 3 Ch
0
Dipole X
-3.64991
Dipole Y
-5.04998
Dipole Z
1.24089
Iac Mean
1.44248
In Ch Ikey
BQSAGDWOHVQNFB-SFHVURJKSA-N
Is Chiral
0
Ob Score
5.0296295635.029635.03
Suppress
0
Tcm Name
紫草
Chi V 3 C
1.808
Chi V 3 P
4.53444
Es Sum D O
49.412
Es Sum T N
0
E Adj Equ
453.058
E Adj Mag
616.131
Hba Count
6
Hbd Count
2
Iac Total
82.2214
Jurs Rasa
0.67822
Jurs Rncg
0.12705
Jurs Rncs
4.95537
Jurs Rpcg
0.17561
Jurs Rpcs
0.89074
Jurs Rpsa
0.32177
Jurs Sasa
624.63
Jurs Tasa
423.637
Jurs Tpsa
200.993
Num Atoms
31
Num Bonds
32
Num Rings
2
Shadow Xy
113.833
Shadow Xz
66.1577
Shadow Yz
42.1772
Shadow Nu
2.61707
V Adj Equ
339.324
V Adj Mag
384
Mol2 Path
/TCM_database/2.清热药(64-64)/4.清热凉血药(6-6)/紫草/structure/beta-acetoxyisovalerylshikonin.mol2
Chi V 3 Ch
0
Dipole Mag
6.35325
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
20.09
Es Sum Ss O
10.6
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
24.4891
Kappa 2 Am
9.57008
Kappa 3 Am
6.11263
Num Hdonors
2
Num Chains
11
Num Rings3
0
Num Rings4
0
Num Rings5
0
Num Rings6
2
Num Rings7
0
Num Rings8
0
Es Count D O
4
Es Count T N
0
Es Sum Aa Ch
2.233
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-1.514
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.753
Es Sum Dss C
-1.905
Es Sum S Ch3
7.966
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-325.138
Jurs Dpsa 3
81.2403
Jurs Fnsa 1
0.76026
Jurs Fnsa 2
-2.15484
Jurs Fnsa 3
-0.113
Jurs Fpsa 1
0.23973
Jurs Fpsa 2
0.36082
Jurs Fpsa 3
0.01706
Jurs Pnsa 1
474.884
Jurs Pnsa 2
-1345.97
Jurs Pnsa 3
-70.5786
Jurs Ppsa 1
149.746
Jurs Ppsa 3
10.6617
Jurs Wnsa 1
296.627
Jurs Wnsa 2
-840.737
Jurs Wnsa 3
-44.0855
Jurs Wpsa 1
93.536
Jurs Wpsa 3
6.65962
Num Pi Bonds
0
Tcm Name En
Radix Lithospermi
Level1 Name
2.清热药(64-64)
Level2 Name
4.清热凉血药(6-6)
Admet Psa 2 D
128.694
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
2
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
-0.156
Es Sum Ss Nh2
0
Es Sum Sss Ch
-1.11
Es Sum Sss Nh
0
Es Sum Ssss C
-1.124
Es Sum Ssss N
0
Nplus O Count
8
Num H Donors
2
Admet Alog P98
3.361
Admet Ext Ppb
-1.39718
Drug Likeness
0.383
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
6
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
8
Num Fragments
1
Num Hydrogens
26
Num Ring Bonds
11
Organic Count
31
Rad Of Gyration
4.38207
Shadow Xyfrac
0.63032
Shadow Xzfrac
0.58879
Shadow Yzfrac
0.6112
Strain Energy
22.74
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
430.163
Molecular Sasa
639.944
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
17.1481
Shadow Ylength
10.5315
Shadow Zlength
6.55239
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)OC(=O)C)C
Molecular Savol
562.147
Molecule Weight
430.49
Num Atom Classes
29
Num Bridge Bonds
0
Num H Acceptors
8
Num Repeat Units
0
Admet Ext Cyp2 D6
-6.88787
Admet Solubility
-4.026
Canonical Smiles
CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)OC(=O)C)C
Herb Alias Names
69091-17-4[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoateButanoic acid, 3-(acetyloxy)-3-methyl-, 1-(1,4-dihydro-5,8-dihydroxy-1,4-dioxo-2-naphthalenyl)-4-methyl-3-pentenyl ester, (S)-DTXSID60219131beta-Acetoxyisovalerylalkannin(S)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl 3-acetoxy-3-methylbutanoate((1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl) 3-acetyloxy-3-methylbutanoateAcetoxyisovalerylshikonin, |A-DTXCID80141622
Minimized Energy
0.27
Molecular Weight
430.160
Molecular Volume
351.23
Molecular Weight
430.448
Num Macro Chains
0
Molecular Formula
C23H26O8
Molecular Formula
C23H26O8
Molecular Formula
C23H26O8
Num Rotatable Bonds
7
Num Aromatic Bonds
6
Num Aromatic Rings
1
Num Explicit Atoms
31
Num Explicit Bonds
32
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
9
Molecular Polar Sasa
207.073
Num Bridge Head Atoms
0
Num Chain Assemblies
5
Num Meso Stereo Atoms
0
Molecular Solubility
-4.58
Admet Ext Hepatotoxic
-7.13035
Admet Unknown Alog P98
0
Molecular Surface Area
459.71
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
8
Molecular Polar Surface Area
127.2
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.323
Admet Ext Ppb Applicability#Md
12.0818
Fda Maximum Daily Dose (Fdamdd)
0.291
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
14.4982
Admet Ext Ppb Applicability#Mdpvalue
0.078599
Molecular Fractional Polar Surface Area
0.276
Admet Ext Hepatotoxic Applicability#Md
13.7249
Admet Ext Cyp2 D6 Applicability#Mdpvalue
7e-06
Admet Ext Hepatotoxic Applicability#Mdpvalue
0
Quantitative Estimate Of Drug Likeness（Qed）
0.231