ITCMDBv1
IngredientID 9486

Acetylshikonin

C18H18O6

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Herb: 10Ingredient: 1Reference: 7Target: 13Links: 30
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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
9486
Core Entity Id
13712
Source Entity Count
1
Preferred Name
Acetylshikonin
Name En
Pubchem Id
131674214
Smiles Canonical
CC(=O)O[C@@H](CC=C(C)C)C1=CC(=O)c2c(O)ccc(O)c2C1=O
Molecular Formula
C18H18O6
Molecular Weight
330.3360
Inchikey
WNFXUXZJJKTDOZ-HNNXBMFYSA-N
Inchi
InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m0/s1
Isomeric Smiles
CC(=CC[C@@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C
Cas Id
Ob Score
62.3878
Mol Logp
2.6912
Num H Donors
2
Num H Acceptors
6
Num Rotatable Bonds
4
Drug Likeness
0.5000
Polar Surface Area
100.9000
Molecular Volume
264.7900
Alogp
2.8240

Names

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

Name
Acetylalkannin
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Acetylshikonin
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Acetylalkannin
Role
preferred
Source
TCMBank
Preferred
Yes
Name
Acetylalkannin
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Acetylalkannin
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Acetylalkannin
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
Acetylalkannin
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Acetylshikonin
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Acetylshikonin
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
Acetylshikonin
Role
preferred
Source
TCMBank
Preferred
Yes
Name
Acetylshikonin
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Acetylshikonin
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
假紫草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
紫草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
细花滇紫草;滇紫草;紫草;新藏假紫草;假紫草
Role
TCM_name
Source
TCMBank
Preferred
No
Name
JIA ZI CAO
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
XI HUA DIAN ZI CAO; DIAN ZI CAO; ZI CAO; XIN ZANG JIA ZI CAO; JIA ZI CAO
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
Common Arnebia
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
Hooker Onosma; Paniculate Onosma ; Redroot Gromwell ; Sinkiang-Tibet Arnebia; Common Arnebia
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
Radix Lithospermi
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
(+)-Acetate 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone
Role
alias
Source
HERB_v2
Preferred
No
Name
(+)-Acetate 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone
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 acetate
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 acetate
Role
alias
Source
HERB_v2
Preferred
No
Name
(R)-2-[1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
itcmdb_public
Preferred
No
Name
(R)-2-[1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
HERB_v2
Preferred
No
Name
(S)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl acetate
Role
alias
Source
itcmdb_public
Preferred
No
Name
(S)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl acetate
Role
alias
Source
HERB_v2
Preferred
No
Name
11-O-Acetylalkannin
Role
alias
Source
SymMap_v2
Preferred
No
Name
11-O-Acetylalkannin
Role
alias
Source
TCMBank
Preferred
No
Name
2-[(1R)-1-(Acetyloxy)-4-methyl-3-penten-1-yl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
itcmdb_public
Preferred
No
Name
2-[(1R)-1-(Acetyloxy)-4-methyl-3-penten-1-yl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
HERB_v2
Preferred
No
Name
2-[(1R)-1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
itcmdb_public
Preferred
No
Name
2-[(1R)-1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione
Role
alias
Source
HERB_v2
Preferred
No
Name
24502-78-1
Role
alias
Source
itcmdb_public
Preferred
No
Name
24502-78-1
Role
alias
Source
HERB_v2
Preferred
No
Name
AKOS040763655
Role
alias
Source
HERB_v2
Preferred
No
Name
AKOS040763655
Role
alias
Source
itcmdb_public
Preferred
No
Name
Acetylalkannin
Role
alias
Source
SymMap_v2
Preferred
No
Name
Acetylalkannin
Role
alias
Source
TCMBank
Preferred
No
Name
Acetylshikonin
Role
alias
Source
HERB_v2
Preferred
No
Name
Acetylshikonin
Role
alias
Source
itcmdb_public
Preferred
No
Name
CHEMBL112415
Role
alias
Source
SymMap_v2
Preferred
No
Name
CHEMBL112415
Role
alias
Source
TCMBank
Preferred
No
Name
DA-50141
Role
alias
Source
itcmdb_public
Preferred
No
Name
DA-50141
Role
alias
Source
HERB_v2
Preferred
No
Name
DTXSID901317360
Role
alias
Source
HERB_v2
Preferred
No
Name
DTXSID901317360
Role
alias
Source
itcmdb_public
Preferred
No
Name
HY-N2181
Role
alias
Source
itcmdb_public
Preferred
No
Name
HY-N2181
Role
alias
Source
HERB_v2
Preferred
No
Name
HY-N7610
Role
alias
Source
HERB_v2
Preferred
No
Name
HY-N7610
Role
alias
Source
itcmdb_public
Preferred
No
Name
MFCD00143538
Role
alias
Source
HERB_v2
Preferred
No
Name
MFCD00143538
Role
alias
Source
itcmdb_public
Preferred
No
Name
NSC 110199
Role
alias
Source
itcmdb_public
Preferred
No
Name
NSC 110199
Role
alias
Source
HERB_v2
Preferred
No
Name
SCHEMBL219826
Role
alias
Source
HERB_v2
Preferred
No
Name
SCHEMBL219826
Role
alias
Source
itcmdb_public
Preferred
No
Name
SCHEMBL4289438
Role
alias
Source
itcmdb_public
Preferred
No
Name
SCHEMBL4289438
Role
alias
Source
HERB_v2
Preferred
No
Name
SCHEMBL4289438
Role
alias
Source
SymMap_v2
Preferred
No
Name
SCHEMBL4289438
Role
alias
Source
TCMBank
Preferred
No
Name
Shikonin, acetyl
Role
alias
Source
HERB_v2
Preferred
No
Name
Shikonin, acetyl
Role
alias
Source
itcmdb_public
Preferred
No
Name
ZINC16954710
Role
alias
Source
SymMap_v2
Preferred
No
Name
ZINC16954710
Role
alias
Source
TCMBank
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Role
alias
Source
HERB_v2
Preferred
No
Name
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Role
alias
Source
itcmdb_public
Preferred
No
Name
[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Role
alias
Source
HERB_v2
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.

Acetylalkannin假紫草紫草细花滇紫草;滇紫草;紫草;新藏假紫草;假紫草JIA ZI CAOXI HUA DIAN ZI CAO; DIAN ZI CAO; ZI CAO; XIN ZANG JIA ZI CAO; JIA ZI CAOCommon ArnebiaHooker Onosma; Paniculate Onosma ; Redroot Gromwell ; Sinkiang-Tibet Arnebia; Common ArnebiaRadix Lithospermi(+)-Acetate 5,8-dihydroxy-2-(1-hydroxy-4-methyl-3-pentenyl)-1,4-naphthoquinone(R)-1-(5,8-Dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-en-1-yl acetate(R)-2-[1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione(S)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl acetate11-O-Acetylalkannin2-[(1R)-1-(Acetyloxy)-4-methyl-3-penten-1-yl]-5,8-dihydroxy-1,4-naphthalenedione2-[(1R)-1-(Acetyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthalenedione24502-78-1AKOS040763655CHEMBL112415DA-50141DTXSID901317360HY-N2181HY-N7610MFCD00143538NSC 110199SCHEMBL219826SCHEMBL4289438Shikonin, acetylZINC16954710[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate2.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
24502-78-1
Herb
HBIN014444HBIN014493
Tcmid
309514
Tcmsp
MOL007716
Sym Map
SMIT00273SMIT14132
Tcm Id
1181513879138801723318973189747215
Pub Chem
131674214137628887324644795019967285
Tcmbank
TCMBANKIN039088TCMBANKIN046421TCMBANKIN053748
Etcm Ingredient
AcetylalkanninAcetylshikonin
Itcmdb Generated
ITX-INGREDIENT-BA9F63943516ITX-INGREDIENT-DC5A14FC5E2EITX-INGREDIENT-E9B89637BDD5

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.6531
Jx
2.43192
Jy
2.54169
Bic
0.72419
Cic
0.93185
Phi
5.23391
Sic
0.79675
Log D
2.823
Sc 0
24
Sc 1
25
Sc 2
36
Type
Other ingredients
Alog P
2.824
Chi 0
18.0161
Chi 1
11.2181
Chi 2
10.7834
In Ch I
InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m0/s1InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m1/s1
Mol Wt
330.3360000000001
Pmi X
194.634194.689
Energy
20.8521.09
Sc 3 C
10
Sc 3 P
46
Smiles
c1([H])c(O[H])c(C(=O)C([H])=C([C@@]([H])(OC(C([H])([H])[H])=O)C([H])([H])\C([H])=C(/C([H])([H])[H])\C([H])([H])[H])C2=O)c2c(O[H])c1[H]c1([H])c(O[H])c(C(=O)C([H])=C([C@]([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
122
37 Flag
37
Chi 3 C
2.24102
Chi 3 P
7.91386
Chi V 0
13.6213
Chi V 1
7.38129
Chi V 2
5.762115.76212
C Count
18
Kappa 1
20.3136
Kappa 2
8.5895
Kappa 3
4.8034
Mol Log P
2.691200000000002
N Count
0
O Count
6
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
88.472
Chi 3 Ch
0
Dipole X
-0.76536-0.76753
Dipole Y
-4.25985-4.26121
Dipole Z
-0.067290.07094
Iac Mean
1.44881
In Ch Ikey
WNFXUXZJJKTDOZ-HNNXBMFYSA-NWNFXUXZJJKTDOZ-OAHLLOKOSA-N
Is Chiral
0
Ob Score
62.38784762.3878472362.388
Suppress
0
Tcm Name
假紫草紫草细花滇紫草;滇紫草;紫草;新藏假紫草;假紫草
Admet Bbb
-0.903
Chi V 3 C
0.90273
Chi V 3 P
3.57887
Es Sum D O
36.327
Es Sum T N
0
E Adj Equ
322.128
E Adj Mag
444.235
Hba Count
4
Hbd Count
2
Iac Total
60.8503
Jurs Rasa
0.664210.66776
Jurs Rncg
0.16452
Jurs Rncs
6.416696.45195
Jurs Rpcg
0.23558
Jurs Rpcs
1.19491.59321
Jurs Rpsa
0.332230.33578
Jurs Sasa
516.715524.096
Jurs Tasa
343.209349.971
Jurs Tpsa
173.506174.125
Num Atoms
24
Num Bonds
25
Num Rings
2
Shadow Xy
93.392893.3936
Shadow Xz
45.923245.9276
Shadow Yz
33.171833.2152
Shadow Nu
3.087523.08806
Tcm Name2
JIA ZI CAOXI HUA DIAN ZI CAO; DIAN ZI CAO; ZI CAO; XIN ZANG JIA ZI CAO; JIA ZI CAO
V Adj Equ
245.213
V Adj Mag
282.193
Mol2 Path
/TCM_database/2.清热药(64-64)/4.清热凉血药(6-6)/紫草/structure/Acetylshikonin.mol2/TCM_database/2003_3d_all/147.mol2/TCM_database/2007_3d_all/00309.mol2
Reference
1, 2, 658, 660, 21931521, 2193, 4916, 5501, 5508
Chi V 3 Ch
0
Dipole Mag
4.328964.32997
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
19.744
Es Sum Ss O
5.175
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
17.9363
Kappa 2 Am
7.00334
Kappa 3 Am
3.75469
Num Hdonors
2
Num Chains
8
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
2.281
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
-1.306
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
2.833
Es Sum Dss C
-0.924
Es Sum S Ch3
4.917
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-262.765-268.426
Jurs Dpsa 3
70.392470.9005
Jurs Fnsa 1
0.750680.75974
Jurs Fnsa 2
-1.64314-1.66296
Jurs Fnsa 3
-0.118-0.12003
Jurs Fpsa 1
0.240250.24931
Jurs Fpsa 2
0.263370.2733
Jurs Fpsa 3
0.01620.01728
Jurs Pnsa 1
392.57393.431
Jurs Pnsa 2
-859.275-861.159
Jurs Pnsa 3
-61.8404-62.0196
Jurs Ppsa 1
124.144130.666
Jurs Ppsa 3
8.372819.06021
Jurs Wnsa 1
202.847206.196
Jurs Wnsa 2
-444-451.33
Jurs Wnsa 3
-32.0464-32.4103
Jurs Wpsa 1
64.147368.4814
Jurs Wpsa 3
4.326354.74842
Num Pi Bonds
0
Tcm Name En
Common ArnebiaHooker Onosma; Paniculate Onosma ; Redroot Gromwell ; Sinkiang-Tibet Arnebia; Common ArnebiaRadix Lithospermi
Level1 Name
2.清热药(64-64)
Level2 Name
4.清热凉血药(6-6)
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
0.223
Es Sum Ss Nh2
0
Es Sum Sss Ch
-0.942
Es Sum Sss Nh
0
Es Sum Ssss C
0
Es Sum Ssss N
0
Nplus O Count
6
Num H Donors
2
Admet Alog P98
2.824
Admet Ext Ppb
-1.64982
Drug Likeness
0.5
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
3
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
18
Num Ring Bonds
11
Organic Count
24
Rad Of Gyration
3.432883.433
Shadow Xyfrac
0.63995
Shadow Xzfrac
0.69849
Shadow Yzfrac
0.701920.70272
Strain Energy
19.9520.12
Es Count Ss Ch2
1
Es Count Ss Nh2
0
Es Count Sss Ch
1
Es Count Sss Nh
0
Es Count Ssss C
0
Es Count Ssss N
0
Molecular Mass
330.11
Molecular Sasa
520.391
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
14.248214.2488
Shadow Ylength
10.242110.2424
Shadow Zlength
4.614134.61476
Level1 Name En
heat-clearing medicinal
Level2 Name En
heat-clearing and blood-cooling medicinal
Admet Bbb Level
3
Isomeric Smiles
CC(=CC[C@@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)CCC(=CC[C@H](C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C
Molecular Savol
460.217
Molecule Weight
330.36
Num Atom Classes
23
Num Bridge Bonds
0
Num H Acceptors
6
Num Repeat Units
0
Admet Ext Cyp2 D6
-4.80614
Admet Solubility
-3.495
Canonical Smiles
CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)C)C
Herb Alias Names
Acetylshikonin(S)-1-(5,8-dihydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-4-methylpent-3-enyl acetate[(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate((1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl) acetateSCHEMBL428943824502-78-1HY-N7610AKOS040763655DA-50141
Minimized Energy
0.90.97
Molecular Weight
330.110
Molecular Volume
264.79267.53
Molecular Weight
330.3 g/mol330.332
Molecule Formula
C18H18O6
Num Macro Chains
0
Molecular Formula
C18H18O6
Molecular Formula
C18H18O6
Molecular Formula
C18H18O6
Num Rotatable Bonds
4
Num Aromatic Bonds
6
Num Aromatic Rings
1
Num Explicit Atoms
24
Num Explicit Bonds
25
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
5
Molecular Polar Sasa
174.203
Num Bridge Head Atoms
0
Num Chain Assemblies
5
Num Meso Stereo Atoms
0
Molecular Solubility
-3.463
Admet Ext Hepatotoxic
-4.93459
Admet Unknown Alog P98
0
Molecular Surface Area
340.98
Num Explicit Hydrogens
0
Num H Donors Lipinski
2
Num Pseudo Stereo Atoms
0
Admet Absorption Level
0
Admet Solubility Level
3
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
0.334
Admet Ext Ppb Applicability#Md
11.8761
Fda Maximum Daily Dose (Fdamdd)
0.824
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
12.7627
Admet Ext Ppb Applicability#Mdpvalue
0.123608
Molecular Fractional Polar Surface Area
0.295
Admet Ext Hepatotoxic Applicability#Md
12.7027
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0.000532
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.0000077e-06
Quantitative Estimate Of Drug Likeness（Qed）
0.297