ITCMDBv1
IngredientID 24813

Loliolide

C11H16O3

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Herb: 12Ingredient: 1Reference: 1Target: 10Links: 23
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Record Fields

Scalar fields from the final ingredient record.

Ingredient Id
24813
Core Entity Id
30775
Source Entity Count
1
Preferred Name
Loliolide
Name En
Pubchem Id
100332
Smiles Canonical
CC1(CC(CC2(C1=CC(=O)O2)C)O)C
Molecular Formula
C11H16O3
Molecular Weight
196.2460
Inchikey
XEVQXKKKAVVSMW-WRWORJQWSA-N
Inchi
InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1
Isomeric Smiles
C[C@@]12C[C@H](CC(C1=CC(=O)O2)(C)C)O
Cas Id
11028-27-6
Ob Score
44.6620
Mol Logp
1.4092
Num H Donors
1
Num H Acceptors
3
Num Rotatable Bonds
0
Drug Likeness
0.5960
Polar Surface Area
46.5300
Molecular Volume
171.1500
Alogp
1.1220

Names

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

Name
Loliolide
Role
Molecule_name
Source
SymMap_v2
Preferred
Yes
Name
Loliolide
Role
preferred
Source
itcmdb_public
Preferred
Yes
Name
Loliolide
Role
preferred
Source
TCMBank
Preferred
Yes
Name
Loliolide
Role
preferred
Source
SymMap_v2
Preferred
Yes
Name
Loliolide
Role
preferred
Source
HERB_v2
Preferred
Yes
Name
Loliolide
Role
preferred
Source
ETCM_v2
Preferred
Yes
Name
白毛夏枯草;大车前;裙带菜
Role
TCM_name
Source
TCMBank
Preferred
No
Name
BAI MAO XIA KU CAO;DA CHE QIAN;QUN DAI CAI
Role
TCM_name2
Source
TCMBank
Preferred
No
Name
Decumbent BugIe;Rippleseed Plantain ;Undaria
Role
TCM_name_en
Source
TCMBank
Preferred
No
Name
(-)-loliolide
Role
alias
Source
HERB_v2
Preferred
No
Name
(-)-loliolide
Role
alias
Source
itcmdb_public
Preferred
No
Name
(3S,5R)-Loliolide
Role
alias
Source
HERB_v2
Preferred
No
Name
(3S,5R)-Loliolide
Role
alias
Source
itcmdb_public
Preferred
No
Name
(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one
Role
alias
Source
TCMBank
Preferred
No
Name
(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-benzofuran-2-one
Role
alias
Source
TCMBank
Preferred
No
Name
1,3-Dihydroxy-3,5,5-trimethylcyclohexylidene-4-acetic acid lactone
Role
alias
Source
TCMBank
Preferred
No
Name
1,3-Dihydroxy-3,5,5-trimethylcyclohexylidene-4-acetic acid lactone
Role
alias
Source
itcmdb_public
Preferred
No
Name
1,3-Dihydroxy-3,5,5-trimethylcyclohexylidene-4-acetic acid lactone
Role
alias
Source
HERB_v2
Preferred
No
Name
11028-27-6
Role
alias
Source
TCMBank
Preferred
No
Name
2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-6-hydroxy-4,4,7a-trimethyl-, (6S-cis)-
Role
alias
Source
TCMBank
Preferred
No
Name
5989-02-6
Role
alias
Source
HERB_v2
Preferred
No
Name
5989-02-6
Role
alias
Source
itcmdb_public
Preferred
No
Name
CAULILIDE
Role
alias
Source
itcmdb_public
Preferred
No
Name
CAULILIDE
Role
alias
Source
HERB_v2
Preferred
No
Name
CHEBI:69774
Role
alias
Source
itcmdb_public
Preferred
No
Name
CHEBI:69774
Role
alias
Source
HERB_v2
Preferred
No
Name
Digiprolactone
Role
alias
Source
HERB_v2
Preferred
No
Name
Digiprolactone
Role
alias
Source
itcmdb_public
Preferred
No
Name
Loliolid
Role
alias
Source
HERB_v2
Preferred
No
Name
Loliolid
Role
alias
Source
itcmdb_public
Preferred
No
Name
NSC 289632
Role
alias
Source
TCMBank
Preferred
No
Name
U3BB4IM281
Role
alias
Source
HERB_v2
Preferred
No
Name
U3BB4IM281
Role
alias
Source
itcmdb_public
Preferred
No
Name
loliolide
Role
alias
Source
TCMBank
Preferred
No

Aliases

Additional names normalized into the restored final schema.

白毛夏枯草;大车前;裙带菜BAI MAO XIA KU CAO;DA CHE QIAN;QUN DAI CAIDecumbent BugIe;Rippleseed Plantain ;Undaria(-)-loliolide(3S,5R)-Loliolide(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-6,7-dihydro-5H-benzofuran-2-one1,3-Dihydroxy-3,5,5-trimethylcyclohexylidene-4-acetic acid lactone11028-27-62(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-6-hydroxy-4,4,7a-trimethyl-, (6S-cis)-5989-02-6CAULILIDECHEBI:69774DigiprolactoneLoliolidNSC 289632U3BB4IM281

Cross References

Trusted external identifiers retained for this final record.

Cas
11028-27-6
Hit
C0632
Herb
HBIN033483
Npass
NPC80471
Tcmid
29317
Tcmsp
MOL001500
Sym Map
SMIT03905
Pub Chem
100332
Tcmbank
TCMBANKIN039345TCMBANKIN051357
Etcm Ingredient
(-)-loliolideLoliolide
Itcmdb Generated
ITX-INGREDIENT-50445553BB87ITX-INGREDIENT-59726C4DDE8EITX-INGREDIENT-DFD673F2DB6C

Attributes

Merged source attributes and domain-specific metadata.

Ic
3.32486
Jx
2.35428
Jy
2.4481
Bic
0.81342
Cic
0.48249
Phi
1.88484
Sic
0.87327
Log D
1.122
Sc 0
14
Sc 1
15
Sc 2
25
Type
Blood ingredients,Other ingredients
Alog P
1.122
Chi 0
10.5605
Chi 1
6.33395
Chi 2
7.25361
In Ch I
InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1
Mol Wt
196.246
Pmi X
67.709567.8353
Cas Id
11028-27-6
Energy
34.0636.13
Sc 3 C
11
Sc 3 P
31
Smiles
CC1(CC(CC2(C1=CC(=O)O2)C)O)C[C@]1([H])(O[H])C([H])([H])[C@]2(C([H])([H])[H])C(=C([H])C(=O)O2)C(C([H])([H])[H])(C([H])([H])[H])C1([H])[H]
Zagreb
80
37 Flag
37
Chi 3 C
2.53247
Chi 3 P
4.92676
Chi V 0
8.83262
Chi V 1
4.97152
Chi V 2
5.155915.15592
C Count
11
Kappa 1
10.5155
Kappa 2
2.99519
Kappa 3
1.64828
Mol Log P
1.4092
N Count
0
O Count
3
P Count
0
Sc 3 Ch
0
S Count
0
Version
v1,v2
Alog P Mr
52.632
Chi 3 Ch
0
Dipole X
2.118152.12333
Dipole Y
-3.21601-3.33907
Dipole Z
-0.33114-0.90428
Iac Mean
1.3466
In Ch Ikey
XEVQXKKKAVVSMW-WRWORJQWSA-N
Is Chiral
0
Ob Score
44.66244.66218844.66218848
Suppress
0
Tcm Name
白毛夏枯草;大车前;裙带菜
Admet Bbb
-0.552
Chi V 3 C
1.70183
Chi V 3 P
3.25799
Es Sum D O
11.228
Es Sum T N
0
E Adj Equ
171.946
E Adj Mag
282.193
Hba Count
2
Hbd Count
1
Iac Total
40.3981
Jurs Rasa
0.64950.6519
Jurs Rncg
0.34123
Jurs Rncs
14.698115.0637
Jurs Rpcg
0.61698
Jurs Rpcs
4.768545.06657
Jurs Rpsa
0.348090.35049
Jurs Sasa
346.784347.318
Jurs Tasa
225.585226.069
Jurs Tpsa
120.715121.732
Num Atoms
14
Num Bonds
15
Num Rings
2
Shadow Xy
45.812546.0084
Shadow Xz
35.569935.6151
Shadow Yz
34.250134.2691
Shadow Nu
1.562071.56744
Tcm Name2
BAI MAO XIA KU CAO;DA CHE QIAN;QUN DAI CAI
V Adj Equ
121.02
V Adj Mag
147.207
Mol2 Path
/TCM_database/2.清热药(64-64)/3.清热解毒药(30-30)/紫花地丁/structure/loliolide.mol2/TCM_database/2003_3d_all/4964.mol2
Reference
6, 660, 693
Chi V 3 Ch
0
Dipole Mag
3.95843.96807
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
9.724
Es Sum Ss O
5.267
Es Sum T Ch
0
Es Sum Ts C
0
Kappa 1 Am
9.86879
Kappa 2 Am
2.67385
Kappa 3 Am
1.4415
Num Hdonors
1
Num Chains
5
Num Rings3
0
Num Rings4
0
Num Rings5
1
Num Rings6
1
Num Rings7
0
Num Rings8
0
Es Count D O
1
Es Count T N
0
Es Sum Aa Ch
0
Es Sum Aa Nh
0
Es Sum Aaa C
0
Es Sum Aas C
0
Es Sum Aas N
0
Es Sum D Ch2
0
Es Sum Dds N
0
Es Sum Ds Ch
1.589
Es Sum Dss C
0.754
Es Sum S Ch3
5.968
Es Sum S Nh2
0
Es Sum S Nh3
0
Es Sum Ss Nh
0
Es Sum Sss N
0
Jurs Dpsa 1
-204.766-208.199
Jurs Dpsa 3
46.625846.9975
Jurs Fnsa 1
0.795230.79972
Jurs Fnsa 2
-0.91575-0.92092
Jurs Fnsa 3
-0.12404-0.12534
Jurs Fpsa 1
0.200270.20476
Jurs Fpsa 2
0.092910.09499
Jurs Fpsa 3
0.009970.01041
Jurs Pnsa 1
275.775277.758
Jurs Pnsa 2
-317.566-319.849
Jurs Pnsa 3
-43.0137-43.5317
Jurs Ppsa 1
69.559571.0087
Jurs Ppsa 3
3.465833.61215
Jurs Wnsa 1
95.634496.4704
Jurs Wnsa 2
-110.127-111.089
Jurs Wnsa 3
-14.9164-15.1193
Jurs Wpsa 1
24.159324.6247
Jurs Wpsa 3
1.203741.25263
Num Pi Bonds
0
Tcm Name En
Decumbent BugIe;Rippleseed Plantain ;Undaria
Admet Psa 2 D
47.046
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
1
Es Count Ss O
1
Es Count T Ch
0
Es Count Ts C
0
Es Sum Ss Ch2
1.221
Es Sum Ss Nh2
0
Es Sum Sss Ch
-0.377
Es Sum Sss Nh
0
Es Sum Ssss C
-0.712
Es Sum Ssss N
0
Nplus O Count
3
Num H Donors
1
Admet Alog P98
1.122
Admet Ext Ppb
-4.8688
Drug Likeness
0.596
Es Count Aa Ch
0
Es Count Aa Nh
0
Es Count Aaa C
0
Es Count Aas C
0
Es Count Aas N
0
Es Count D Ch2
0
Es Count Dds N
0
Es Count Ds Ch
1
Es Count Dss C
2
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
3
Num Fragments
1
Num Hydrogens
16
Num Ring Bonds
10
Organic Count
14
Rad Of Gyration
1.752871.75435
Shadow Xyfrac
0.620090.62166
Shadow Xzfrac
0.595120.5971
Shadow Yzfrac
0.724560.72539
Strain Energy
7.057.29
Es Count Ss Ch2
2
Es Count Ss Nh2
0
Es Count Sss Ch
1
Es Count Sss Nh
0
Es Count Ssss C
2
Es Count Ssss N
0
Molecular Mass
196.11
Molecular Sasa
348.081
Num Metal Atoms
0
Num Rings9 Plus
0
Shadow Xlength
9.663029.66857
Shadow Ylength
7.641237.65893
Shadow Zlength
6.164816.18958
Admet Bbb Level
3
Isomeric Smiles
C[C@@]12C[C@H](CC(C1=CC(=O)O2)(C)C)O
Molecular Savol
300.995
Molecule Weight
196.27
Num Atom Classes
13
Num Bridge Bonds
0
Num H Acceptors
3
Num Repeat Units
0
Admet Ext Cyp2 D6
-6.14021
Admet Solubility
-2.052
Canonical Smiles
CC1(CC(CC2(C1=CC(=O)O2)C)O)C
Herb Alias Names
Loliolid5989-02-6(-)-loliolideDigiprolactone(3S,5R)-LoliolideCAULILIDEU3BB4IM281CHEBI:697741,3-Dihydroxy-3,5,5-trimethylcyclohexylidene-4-acetic acid lactone
Minimized Energy
26.7729.08
Molecular Weight
196.110
Molecular Volume
171.15172.87
Molecular Weight
196.24196.243
Molecule Formula
C11H16O3
Num Macro Chains
0
Molecular Formula
C11H16O3
Molecular Formula
C11H16O3
Molecular Formula
C11H16O3
Num Rotatable Bonds
0
Num Aromatic Bonds
0
Num Aromatic Rings
0
Num Explicit Atoms
14
Num Explicit Bonds
15
Num Negative Atoms
0
Num Positive Atoms
0
Num Macro Residues
0
Num Ring Assemblies
1
Num Rotatable Bonds
0
Molecular Polar Sasa
85.0228
Num Bridge Head Atoms
0
Num Chain Assemblies
4
Num Meso Stereo Atoms
0
Molecular Solubility
-1.858
Admet Ext Hepatotoxic
-4.16613
Admet Unknown Alog P98
0
Molecular Surface Area
217.77
Num Explicit Hydrogens
0
Num H Donors Lipinski
1
Num Pseudo Stereo Atoms
0
Admet Absorption Level
0
Admet Solubility Level
3
Admet Ext Ppb#Prediction
0
Num H Acceptors Lipinski
3
Molecular Polar Surface Area
46.53
Admet Ext Cyp2 D6#Prediction
0
Molecular Fractional Polar Sasa
0.244
Admet Ext Ppb Applicability#Md
11.5142
Fda Maximum Daily Dose (Fdamdd)
0.898
Admet Ext Hepatotoxic#Prediction
0
Admet Ext Cyp2 D6 Applicability#Md
8.84268
Admet Ext Ppb Applicability#Mdpvalue
0.242487
Molecular Fractional Polar Surface Area
0.213
Admet Ext Hepatotoxic Applicability#Md
10.2623
Admet Ext Cyp2 D6 Applicability#Mdpvalue
0.450821
Admet Ext Hepatotoxic Applicability#Mdpvalue
0.04931
Quantitative Estimate Of Drug Likeness（Qed）
0.596