Natural Product: NPC151648

Natural Product ID:  NPC151648
Common Name:   Tuberatolide A
IUPAC Name:   (2R)-2-[(E)-2-methyl-6-oxohept-2-enyl]-4-(4-methylpent-3-enyl)-2H-furan-5-one
Synonyms:   Tuberatolide A
Molecular Formula:   C18H26O3
Standard InCHIKey:  HPYAKDUQYJHSJJ-LEHPZIBWSA-N
Standard InCHI:  InChI=1S/C18H26O3/c1-13(2)7-5-10-16-12-17(21-18(16)20)11-14(3)8-6-9-15(4)19/h7-8,12,17H,5-6,9-11H2,1-4H3/b14-8+/t17-/m1/s1
Canonical SMILES:  C/C(=CCCC(=O)C)/C[C@@H]1C=C(C(=O)O1)CCC=C(C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO21423 Botryllus tuberatus Species Styelidae Eukaryota Korea PMID[21142112]
NPO21423 Botryllus tuberatus Species Styelidae Eukaryota PMID[21142112]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens IC50 = 3900 nM 21142112

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC151648 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9194 High Similarity NPC203335
0.9032 High Similarity NPC248125
0.875 High Similarity NPC470256
0.8615 High Similarity NPC476591
0.8615 High Similarity NPC88877
0.8548 High Similarity NPC68110
0.8548 High Similarity NPC474658
0.8525 High Similarity NPC79756
0.8462 Intermediate Similarity NPC218477
0.8361 Intermediate Similarity NPC286189
0.8308 Intermediate Similarity NPC194871
0.8281 Intermediate Similarity NPC131174
0.8254 Intermediate Similarity NPC179087
0.8254 Intermediate Similarity NPC210303
0.8254 Intermediate Similarity NPC44343
0.8116 Intermediate Similarity NPC117746
0.8116 Intermediate Similarity NPC259599
0.8116 Intermediate Similarity NPC294434
0.8116 Intermediate Similarity NPC15499
0.8088 Intermediate Similarity NPC84038
0.8088 Intermediate Similarity NPC186531
0.807 Intermediate Similarity NPC236338
0.8 Intermediate Similarity NPC470688
0.8 Intermediate Similarity NPC282760
0.8 Intermediate Similarity NPC182794
0.8 Intermediate Similarity NPC133904
0.7971 Intermediate Similarity NPC474705
0.7969 Intermediate Similarity NPC473737
0.7969 Intermediate Similarity NPC474774
0.7903 Intermediate Similarity NPC478096
0.7895 Intermediate Similarity NPC135698
0.7887 Intermediate Similarity NPC123360
0.7857 Intermediate Similarity NPC476355
0.7857 Intermediate Similarity NPC476590
0.7857 Intermediate Similarity NPC114727
0.7857 Intermediate Similarity NPC474758
0.7826 Intermediate Similarity NPC163003
0.7808 Intermediate Similarity NPC178277
0.7778 Intermediate Similarity NPC10572
0.7778 Intermediate Similarity NPC57744
0.7778 Intermediate Similarity NPC478095
0.7761 Intermediate Similarity NPC225272
0.7759 Intermediate Similarity NPC15789
0.7746 Intermediate Similarity NPC478194
0.7746 Intermediate Similarity NPC478191
0.7746 Intermediate Similarity NPC329852
0.7746 Intermediate Similarity NPC478195
0.7746 Intermediate Similarity NPC478193
0.7746 Intermediate Similarity NPC469414
0.7746 Intermediate Similarity NPC478192
0.7746 Intermediate Similarity NPC329826
0.7746 Intermediate Similarity NPC478196
0.7714 Intermediate Similarity NPC287878
0.7671 Intermediate Similarity NPC128276
0.7656 Intermediate Similarity NPC26223
0.7647 Intermediate Similarity NPC287705
0.7647 Intermediate Similarity NPC474823
0.7647 Intermediate Similarity NPC276290
0.7639 Intermediate Similarity NPC27205
0.7606 Intermediate Similarity NPC140287
0.76 Intermediate Similarity NPC471325
0.7581 Intermediate Similarity NPC245002
0.7571 Intermediate Similarity NPC257618
0.7568 Intermediate Similarity NPC270126
0.7568 Intermediate Similarity NPC471299
0.7544 Intermediate Similarity NPC197467
0.7544 Intermediate Similarity NPC128280
0.7541 Intermediate Similarity NPC151761
0.7541 Intermediate Similarity NPC159535
0.7536 Intermediate Similarity NPC475982
0.7536 Intermediate Similarity NPC475004
0.7534 Intermediate Similarity NPC68156
0.75 Intermediate Similarity NPC159650
0.75 Intermediate Similarity NPC472266
0.75 Intermediate Similarity NPC21998
0.75 Intermediate Similarity NPC173609
0.75 Intermediate Similarity NPC22897
0.75 Intermediate Similarity NPC133600
0.7465 Intermediate Similarity NPC269206
0.7465 Intermediate Similarity NPC58956
0.7465 Intermediate Similarity NPC295633
0.7463 Intermediate Similarity NPC470123
0.746 Intermediate Similarity NPC293437
0.746 Intermediate Similarity NPC135863
0.746 Intermediate Similarity NPC249850
0.7432 Intermediate Similarity NPC108816
0.7432 Intermediate Similarity NPC299235
0.7432 Intermediate Similarity NPC93763
0.7429 Intermediate Similarity NPC469660
0.7429 Intermediate Similarity NPC202011
0.7424 Intermediate Similarity NPC155849
0.7424 Intermediate Similarity NPC217940
0.7424 Intermediate Similarity NPC132243
0.7419 Intermediate Similarity NPC478117
0.7368 Intermediate Similarity NPC325031
0.7368 Intermediate Similarity NPC47946
0.7368 Intermediate Similarity NPC26600
0.7368 Intermediate Similarity NPC270706
0.7368 Intermediate Similarity NPC42470
0.7344 Intermediate Similarity NPC21946
0.7344 Intermediate Similarity NPC254095
0.7333 Intermediate Similarity NPC99651
0.7313 Intermediate Similarity NPC25747
0.7313 Intermediate Similarity NPC308457
0.7313 Intermediate Similarity NPC148233
0.7297 Intermediate Similarity NPC471225
0.7297 Intermediate Similarity NPC116177
0.7297 Intermediate Similarity NPC320630
0.7297 Intermediate Similarity NPC141789
0.7297 Intermediate Similarity NPC171204
0.7297 Intermediate Similarity NPC41780
0.7297 Intermediate Similarity NPC476028
0.7297 Intermediate Similarity NPC187568
0.7297 Intermediate Similarity NPC7563
0.7297 Intermediate Similarity NPC65603
0.7297 Intermediate Similarity NPC97516
0.7286 Intermediate Similarity NPC473603
0.7286 Intermediate Similarity NPC151481
0.7286 Intermediate Similarity NPC265574
0.7286 Intermediate Similarity NPC476059
0.7286 Intermediate Similarity NPC470693
0.7273 Intermediate Similarity NPC26810
0.726 Intermediate Similarity NPC226669
0.726 Intermediate Similarity NPC193351
0.726 Intermediate Similarity NPC138408
0.726 Intermediate Similarity NPC260396
0.726 Intermediate Similarity NPC155587
0.7246 Intermediate Similarity NPC122627
0.7237 Intermediate Similarity NPC281132
0.7231 Intermediate Similarity NPC82465
0.7222 Intermediate Similarity NPC16349
0.7222 Intermediate Similarity NPC222244
0.7206 Intermediate Similarity NPC220766
0.7206 Intermediate Similarity NPC478099
0.7206 Intermediate Similarity NPC478098
0.72 Intermediate Similarity NPC471220
0.72 Intermediate Similarity NPC267231
0.72 Intermediate Similarity NPC253749
0.7188 Intermediate Similarity NPC294938
0.7188 Intermediate Similarity NPC129150
0.7183 Intermediate Similarity NPC67183
0.7179 Intermediate Similarity NPC144415
0.7179 Intermediate Similarity NPC193198
0.7167 Intermediate Similarity NPC275316
0.7164 Intermediate Similarity NPC2328
0.7162 Intermediate Similarity NPC205615
0.7162 Intermediate Similarity NPC16279
0.7162 Intermediate Similarity NPC301207
0.7162 Intermediate Similarity NPC256640
0.7162 Intermediate Similarity NPC235906
0.7162 Intermediate Similarity NPC68819
0.7143 Intermediate Similarity NPC301477
0.7143 Intermediate Similarity NPC275507
0.7143 Intermediate Similarity NPC173157
0.7143 Intermediate Similarity NPC25684
0.7143 Intermediate Similarity NPC150502
0.7143 Intermediate Similarity NPC281949
0.7125 Intermediate Similarity NPC308412
0.7125 Intermediate Similarity NPC210218
0.7125 Intermediate Similarity NPC204686
0.7125 Intermediate Similarity NPC134807
0.7125 Intermediate Similarity NPC219498
0.7125 Intermediate Similarity NPC134885
0.7125 Intermediate Similarity NPC473687
0.7125 Intermediate Similarity NPC261721
0.7121 Intermediate Similarity NPC143857
0.7121 Intermediate Similarity NPC130953
0.7121 Intermediate Similarity NPC309408
0.7121 Intermediate Similarity NPC229252
0.7105 Intermediate Similarity NPC472965
0.7105 Intermediate Similarity NPC63649
0.7105 Intermediate Similarity NPC264227
0.7101 Intermediate Similarity NPC478101
0.7101 Intermediate Similarity NPC475675
0.7101 Intermediate Similarity NPC124586
0.7101 Intermediate Similarity NPC191233
0.7101 Intermediate Similarity NPC37382
0.7101 Intermediate Similarity NPC276299
0.7101 Intermediate Similarity NPC146811
0.7101 Intermediate Similarity NPC475555
0.7089 Intermediate Similarity NPC474865
0.7089 Intermediate Similarity NPC31086
0.7083 Intermediate Similarity NPC316185
0.7083 Intermediate Similarity NPC133098
0.7077 Intermediate Similarity NPC474084
0.7077 Intermediate Similarity NPC223679
0.7067 Intermediate Similarity NPC125365
0.7067 Intermediate Similarity NPC176329
0.7067 Intermediate Similarity NPC474818
0.7067 Intermediate Similarity NPC470240
0.7067 Intermediate Similarity NPC51809
0.7067 Intermediate Similarity NPC476794
0.7067 Intermediate Similarity NPC49302
0.7059 Intermediate Similarity NPC34883
0.7051 Intermediate Similarity NPC26624
0.7051 Intermediate Similarity NPC11332
0.7051 Intermediate Similarity NPC73310
0.7051 Intermediate Similarity NPC474959
0.7051 Intermediate Similarity NPC473529
0.7051 Intermediate Similarity NPC475046

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC151648 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.7931 Intermediate Similarity NPD6927 Phase 3
0.7206 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD5343 Approved
0.7051 Intermediate Similarity NPD5209 Approved
0.6625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.661 Remote Similarity NPD6097 Approved
0.661 Remote Similarity NPD6096 Approved
0.6579 Remote Similarity NPD1452 Discontinued
0.6418 Remote Similarity NPD8779 Phase 3
0.641 Remote Similarity NPD4756 Discovery
0.6386 Remote Similarity NPD1694 Approved
0.6377 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6324 Remote Similarity NPD6109 Phase 1
0.6265 Remote Similarity NPD6400 Clinical (unspecified phase)
0.623 Remote Similarity NPD4222 Approved
0.623 Remote Similarity NPD3174 Discontinued
0.6207 Remote Similarity NPD5785 Approved
0.619 Remote Similarity NPD1733 Clinical (unspecified phase)
0.619 Remote Similarity NPD4220 Pre-registration
0.6164 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6154 Remote Similarity NPD8039 Approved
0.6081 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6034 Remote Similarity NPD5783 Phase 3
0.6023 Remote Similarity NPD6698 Approved
0.6023 Remote Similarity NPD46 Approved
0.6 Remote Similarity NPD5363 Approved
0.5976 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5952 Remote Similarity NPD7154 Phase 3
0.5938 Remote Similarity NPD3173 Approved
0.5934 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5909 Remote Similarity NPD1695 Approved
0.589 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5857 Remote Similarity NPD69 Approved
0.5857 Remote Similarity NPD9119 Approved
0.5843 Remote Similarity NPD7838 Discovery
0.5814 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5783 Remote Similarity NPD4252 Approved
0.5765 Remote Similarity NPD5362 Discontinued
0.5758 Remote Similarity NPD28 Approved
0.5758 Remote Similarity NPD29 Approved
0.5753 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5747 Remote Similarity NPD7521 Approved
0.5747 Remote Similarity NPD7334 Approved
0.5747 Remote Similarity NPD6684 Approved
0.5747 Remote Similarity NPD5330 Approved
0.5747 Remote Similarity NPD6409 Approved
0.5747 Remote Similarity NPD7146 Approved
0.5745 Remote Similarity NPD4225 Approved
0.5732 Remote Similarity NPD4268 Approved
0.5732 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5732 Remote Similarity NPD4271 Approved
0.5714 Remote Similarity NPD4265 Approved
0.5714 Remote Similarity NPD39 Approved
0.5714 Remote Similarity NPD9118 Approved
0.5676 Remote Similarity NPD3197 Phase 1
0.5647 Remote Similarity NPD4270 Approved
0.5647 Remote Similarity NPD4269 Approved
0.5645 Remote Similarity NPD9411 Phase 1
0.5645 Remote Similarity NPD5326 Phase 3
0.5618 Remote Similarity NPD6903 Approved
0.5618 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5616 Remote Similarity NPD9418 Clinical (unspecified phase)
0.5606 Remote Similarity NPD2268 Discontinued

Structure

External Identifiers

PubChem CID   50993673
ChEMBL   CHEMBL1668773
ZINC  

Physicochemical Properties

Molecular Weight:  290.19
ALogP:  3.018
MLogP:  3.11
XLogP:  3.408
# Rotatable Bonds:  12
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  1
# Heavy Atoms:  21

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs