Natural Product: NPC175842

Natural Product ID:  NPC175842
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H28O8
Standard InCHIKey:  NPUVRWFJDAPMIA-BDPKFFACSA-N
Standard InCHI:  InChI=1S/C22H28O8/c1-6-12(2)19(24)28-16-9-13(3)22(26)8-7-21(5,30-22)10-17-18(16)15(20(25)29-17)11-27-14(4)23/h6,10,13,16,26H,7-9,11H2,1-5H3/b12-6+,17-10+/t13-,16+,21-,22+/m1/s1
Canonical SMILES:  C/C=C(/C(=O)O[C@H]1C[C@@H](C)[C@]2(O)CC[C@](/C=C/3C1=C(COC(=O)C)C(=O)O3)(O2)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
NPO33276 vernonia cinerea Species Asteraceae Eukaryota Flowers PMID[22850207]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4097 Individual Protein Signal transducer and activator of transcription 1 Mus musculus Activity = 68 % 15332845
NPT2 Others Unspecified Activity = 67 % 12398531
NPT83 Cell Line MCF7 Homo sapiens IC50 = 10400 nM 15711537
NPT2 Others Unspecified IC50 = 2000 nM 15711537
NPT2 Others Unspecified IC50 = 600 nM 24195447
NPT6622 Individual Protein Signal transducer and activator of transcription 3 Mus musculus Activity = 49 % 19271765
NPT2 Others Unspecified Inhibition = 45 % 26147490
NPT6612 Individual Protein Microtubule-associated protein 1B Homo sapiens FC = 0.6486 18198840
NPT2 Others Unspecified FC = 2.014 18198840
NPT2 Others Unspecified IC50 = 3500 nM 19928902
NPT2 Others Unspecified IC50 = 7500 nM 19928902
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 2000 nM 10.6019/CHEMBL1201861
NPT113 Cell Line RAW264.7 Mus musculus Survival = 31.1 % 10.6019/CHEMBL1201861
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 1800 nM 25025991
NPT2 Others Unspecified Inhibition = 99.6 % 16033252
NPT38 Individual Protein Signal transducer and activator of transcription 3 Homo sapiens IC50 = 2200 nM 23398362
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 98 % 20550196
NPT2 Others Unspecified IC50 = 1700 nM 18710917
NPT38 Individual Protein Signal transducer and activator of transcription 3 Homo sapiens IC50 = 2300 nM Open TG-GATES in vivo data: Biochemistry
NPT71 Cell Line HEK293 Homo sapiens Survival = 102.3 % PubChem BioAssay data set
NPT2 Others Unspecified Inhibition = 25 % 25442304
NPT2 Others Unspecified Inhibition = 90 % 25442304
NPT2 Others Unspecified FC = 0.4487 17190464
NPT2 Others Unspecified FC = 0.3076 22209731
NPT6474 Individual Protein Heat shock protein HSP105 Homo sapiens FC = 0.5012 22209731
NPT2 Others Unspecified Inhibition = 45 % 21925888

  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 NPC175842 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
1.0 High Similarity NPC32494
0.9655 High Similarity NPC59646
0.9545 High Similarity NPC470521
0.9535 High Similarity NPC242877
0.9535 High Similarity NPC64913
0.9425 High Similarity NPC3436
0.9318 High Similarity NPC470520
0.931 High Similarity NPC225283
0.9231 High Similarity NPC471490
0.9011 High Similarity NPC471492
0.8977 High Similarity NPC260343
0.8817 High Similarity NPC2666
0.871 High Similarity NPC473333
0.8421 Intermediate Similarity NPC471462
0.8222 Intermediate Similarity NPC130030
0.8105 Intermediate Similarity NPC474338
0.8081 Intermediate Similarity NPC197835
0.8081 Intermediate Similarity NPC189609
0.8081 Intermediate Similarity NPC291500
0.8081 Intermediate Similarity NPC303653
0.8081 Intermediate Similarity NPC140591
0.7961 Intermediate Similarity NPC38154
0.7938 Intermediate Similarity NPC299396
0.7938 Intermediate Similarity NPC301596
0.7778 Intermediate Similarity NPC187268
0.7755 Intermediate Similarity NPC172998
0.7742 Intermediate Similarity NPC469483
0.7708 Intermediate Similarity NPC158061
0.7653 Intermediate Similarity NPC273197
0.7653 Intermediate Similarity NPC234339
0.7634 Intermediate Similarity NPC471185
0.7629 Intermediate Similarity NPC189651
0.7629 Intermediate Similarity NPC471483
0.7629 Intermediate Similarity NPC475098
0.7579 Intermediate Similarity NPC476805
0.7579 Intermediate Similarity NPC475819
0.7576 Intermediate Similarity NPC288350
0.7576 Intermediate Similarity NPC173329
0.7576 Intermediate Similarity NPC230800
0.7553 Intermediate Similarity NPC204048
0.7553 Intermediate Similarity NPC305475
0.7553 Intermediate Similarity NPC475461
0.7553 Intermediate Similarity NPC261721
0.7551 Intermediate Similarity NPC469632
0.7529 Intermediate Similarity NPC232812
0.7528 Intermediate Similarity NPC315394
0.7526 Intermediate Similarity NPC261607
0.7526 Intermediate Similarity NPC111114
0.7526 Intermediate Similarity NPC300312
0.7525 Intermediate Similarity NPC469864
0.7525 Intermediate Similarity NPC469872
0.75 Intermediate Similarity NPC329852
0.7475 Intermediate Similarity NPC471141
0.7474 Intermediate Similarity NPC160138
0.7451 Intermediate Similarity NPC469851
0.7449 Intermediate Similarity NPC156553
0.7447 Intermediate Similarity NPC470755
0.7447 Intermediate Similarity NPC255307
0.7442 Intermediate Similarity NPC37929
0.7442 Intermediate Similarity NPC64234
0.7426 Intermediate Similarity NPC203627
0.7419 Intermediate Similarity NPC475947
0.74 Intermediate Similarity NPC16967
0.7396 Intermediate Similarity NPC469653
0.7396 Intermediate Similarity NPC471047
0.7396 Intermediate Similarity NPC469628
0.7396 Intermediate Similarity NPC475906
0.7396 Intermediate Similarity NPC471956
0.7396 Intermediate Similarity NPC469631
0.7391 Intermediate Similarity NPC325031
0.7391 Intermediate Similarity NPC474894
0.7391 Intermediate Similarity NPC78677
0.7391 Intermediate Similarity NPC141810
0.7391 Intermediate Similarity NPC8538
0.7391 Intermediate Similarity NPC59994
0.7391 Intermediate Similarity NPC315731
0.7391 Intermediate Similarity NPC112868
0.7391 Intermediate Similarity NPC184208
0.7386 Intermediate Similarity NPC470686
0.7374 Intermediate Similarity NPC256368
0.7374 Intermediate Similarity NPC167219
0.7374 Intermediate Similarity NPC191521
0.7374 Intermediate Similarity NPC474247
0.7374 Intermediate Similarity NPC477131
0.7374 Intermediate Similarity NPC140543
0.7368 Intermediate Similarity NPC162071
0.7368 Intermediate Similarity NPC150755
0.7347 Intermediate Similarity NPC2882
0.734 Intermediate Similarity NPC475706
0.734 Intermediate Similarity NPC158756
0.734 Intermediate Similarity NPC114979
0.734 Intermediate Similarity NPC191476
0.732 Intermediate Similarity NPC295312
0.732 Intermediate Similarity NPC212598
0.73 Intermediate Similarity NPC304886
0.7292 Intermediate Similarity NPC72513
0.7282 Intermediate Similarity NPC219038
0.7282 Intermediate Similarity NPC110443
0.7282 Intermediate Similarity NPC128733
0.7282 Intermediate Similarity NPC4637
0.7282 Intermediate Similarity NPC185141
0.7282 Intermediate Similarity NPC98859
0.7282 Intermediate Similarity NPC133907
0.7282 Intermediate Similarity NPC46998
0.7273 Intermediate Similarity NPC475838
0.7273 Intermediate Similarity NPC205034
0.7273 Intermediate Similarity NPC228451
0.7273 Intermediate Similarity NPC152778
0.7273 Intermediate Similarity NPC469692
0.7273 Intermediate Similarity NPC469645
0.7273 Intermediate Similarity NPC475302
0.7273 Intermediate Similarity NPC472954
0.7273 Intermediate Similarity NPC476300
0.7273 Intermediate Similarity NPC162615
0.7273 Intermediate Similarity NPC125674
0.7264 Intermediate Similarity NPC475074
0.7263 Intermediate Similarity NPC261380
0.7263 Intermediate Similarity NPC215364
0.7263 Intermediate Similarity NPC11804
0.7263 Intermediate Similarity NPC165162
0.7255 Intermediate Similarity NPC141191
0.7255 Intermediate Similarity NPC474440
0.7253 Intermediate Similarity NPC93763
0.7253 Intermediate Similarity NPC108816
0.7245 Intermediate Similarity NPC475995
0.7245 Intermediate Similarity NPC144133
0.7245 Intermediate Similarity NPC177668
0.7245 Intermediate Similarity NPC129419
0.7245 Intermediate Similarity NPC475855
0.7245 Intermediate Similarity NPC179394
0.7245 Intermediate Similarity NPC474098
0.7245 Intermediate Similarity NPC474232
0.7245 Intermediate Similarity NPC80875
0.7245 Intermediate Similarity NPC473448
0.7241 Intermediate Similarity NPC315285
0.7234 Intermediate Similarity NPC474809
0.7234 Intermediate Similarity NPC131669
0.7234 Intermediate Similarity NPC169575
0.7234 Intermediate Similarity NPC16488
0.7234 Intermediate Similarity NPC473390
0.7234 Intermediate Similarity NPC475714
0.7234 Intermediate Similarity NPC44261
0.7234 Intermediate Similarity NPC40746
0.7234 Intermediate Similarity NPC116543
0.7228 Intermediate Similarity NPC279621
0.7222 Intermediate Similarity NPC301525
0.7222 Intermediate Similarity NPC469880
0.7222 Intermediate Similarity NPC123360
0.7216 Intermediate Similarity NPC472378
0.7216 Intermediate Similarity NPC473658
0.7216 Intermediate Similarity NPC475902
0.7216 Intermediate Similarity NPC476803
0.7212 Intermediate Similarity NPC149371
0.7212 Intermediate Similarity NPC471599
0.7204 Intermediate Similarity NPC281949
0.7204 Intermediate Similarity NPC301477
0.7204 Intermediate Similarity NPC25684
0.72 Intermediate Similarity NPC477241
0.72 Intermediate Similarity NPC476267
0.72 Intermediate Similarity NPC121825
0.7191 Intermediate Similarity NPC474758
0.7188 Intermediate Similarity NPC469910
0.7188 Intermediate Similarity NPC311163
0.7188 Intermediate Similarity NPC284902
0.7188 Intermediate Similarity NPC107787
0.7184 Intermediate Similarity NPC288876
0.7174 Intermediate Similarity NPC19841
0.7174 Intermediate Similarity NPC471537
0.7174 Intermediate Similarity NPC617
0.7172 Intermediate Similarity NPC133698
0.717 Intermediate Similarity NPC81630
0.717 Intermediate Similarity NPC469852
0.7158 Intermediate Similarity NPC141193
0.7158 Intermediate Similarity NPC476804
0.7158 Intermediate Similarity NPC96259
0.7158 Intermediate Similarity NPC82297
0.7158 Intermediate Similarity NPC115786
0.7157 Intermediate Similarity NPC169205
0.7157 Intermediate Similarity NPC475709
0.7143 Intermediate Similarity NPC115179
0.7143 Intermediate Similarity NPC472755
0.7143 Intermediate Similarity NPC471225
0.7143 Intermediate Similarity NPC68156
0.7143 Intermediate Similarity NPC307092
0.7143 Intermediate Similarity NPC268298
0.7143 Intermediate Similarity NPC97516
0.7143 Intermediate Similarity NPC106040
0.7143 Intermediate Similarity NPC133450
0.7143 Intermediate Similarity NPC471938
0.7129 Intermediate Similarity NPC475659
0.7129 Intermediate Similarity NPC209355
0.7129 Intermediate Similarity NPC67584
0.7129 Intermediate Similarity NPC193645
0.7129 Intermediate Similarity NPC48803
0.7129 Intermediate Similarity NPC275960
0.7129 Intermediate Similarity NPC471142
0.7129 Intermediate Similarity NPC90121
0.7129 Intermediate Similarity NPC13924
0.7129 Intermediate Similarity NPC36954
0.7128 Intermediate Similarity NPC11383

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC175842 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
0.7423 Intermediate Similarity NPD7838 Discovery
0.7129 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4225 Approved
0.6804 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6771 Remote Similarity NPD5209 Approved
0.6733 Remote Similarity NPD6698 Approved
0.6733 Remote Similarity NPD46 Approved
0.6701 Remote Similarity NPD7154 Phase 3
0.6699 Remote Similarity NPD5282 Discontinued
0.6667 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD7983 Approved
0.66 Remote Similarity NPD4251 Approved
0.66 Remote Similarity NPD4250 Approved
0.6577 Remote Similarity NPD6686 Approved
0.6571 Remote Similarity NPD7839 Suspended
0.6569 Remote Similarity NPD5785 Approved
0.6566 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6648 Approved
0.6471 Remote Similarity NPD1695 Approved
0.646 Remote Similarity NPD6371 Approved
0.6442 Remote Similarity NPD5778 Approved
0.6442 Remote Similarity NPD5779 Approved
0.6429 Remote Similarity NPD4752 Clinical (unspecified phase)
0.64 Remote Similarity NPD5363 Approved
0.6392 Remote Similarity NPD4820 Approved
0.6392 Remote Similarity NPD4819 Approved
0.6392 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6392 Remote Similarity NPD4822 Approved
0.6392 Remote Similarity NPD4821 Approved
0.6348 Remote Similarity NPD6053 Discontinued
0.6346 Remote Similarity NPD7637 Suspended
0.6333 Remote Similarity NPD7503 Approved
0.633 Remote Similarity NPD5344 Discontinued
0.6311 Remote Similarity NPD6101 Approved
0.6311 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6261 Remote Similarity NPD8413 Clinical (unspecified phase)
0.625 Remote Similarity NPD4756 Discovery
0.6238 Remote Similarity NPD1733 Clinical (unspecified phase)
0.62 Remote Similarity NPD5362 Discontinued
0.6198 Remote Similarity NPD8513 Phase 3
0.6198 Remote Similarity NPD8515 Approved
0.6198 Remote Similarity NPD8516 Approved
0.6198 Remote Similarity NPD8517 Approved
0.619 Remote Similarity NPD6411 Approved
0.6186 Remote Similarity NPD4268 Approved
0.6186 Remote Similarity NPD4271 Approved
0.6162 Remote Similarity NPD5369 Approved
0.6134 Remote Similarity NPD7505 Discontinued
0.61 Remote Similarity NPD4269 Approved
0.61 Remote Similarity NPD4270 Approved
0.6083 Remote Similarity NPD7327 Approved
0.6083 Remote Similarity NPD7328 Approved
0.6078 Remote Similarity NPD1694 Approved
0.6066 Remote Similarity NPD8033 Approved
0.604 Remote Similarity NPD5332 Approved
0.604 Remote Similarity NPD5331 Approved
0.6033 Remote Similarity NPD7516 Approved
0.6019 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD4790 Discontinued
0.6 Remote Similarity NPD7638 Approved
0.5984 Remote Similarity NPD8377 Approved
0.5984 Remote Similarity NPD7319 Approved
0.5984 Remote Similarity NPD8294 Approved
0.598 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5968 Remote Similarity NPD7829 Approved
0.5968 Remote Similarity NPD7830 Approved
0.5952 Remote Similarity NPD8074 Phase 3
0.5946 Remote Similarity NPD7639 Approved
0.5946 Remote Similarity NPD7640 Approved
0.5941 Remote Similarity NPD6435 Approved
0.5935 Remote Similarity NPD8380 Approved
0.5935 Remote Similarity NPD8379 Approved
0.5935 Remote Similarity NPD8296 Approved
0.5935 Remote Similarity NPD8335 Approved
0.5935 Remote Similarity NPD8378 Approved
0.5909 Remote Similarity NPD7966 Clinical (unspecified phase)
0.59 Remote Similarity NPD4252 Approved
0.5882 Remote Similarity NPD6695 Phase 3
0.5876 Remote Similarity NPD8039 Approved
0.5873 Remote Similarity NPD7507 Approved
0.5868 Remote Similarity NPD7500 Approved
0.5826 Remote Similarity NPD4211 Phase 1
0.5798 Remote Similarity NPD6882 Approved
0.5798 Remote Similarity NPD969 Suspended
0.5763 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5763 Remote Similarity NPD2067 Discontinued
0.5748 Remote Similarity NPD8451 Approved
0.5743 Remote Similarity NPD5368 Approved
0.5727 Remote Similarity NPD5695 Phase 3
0.5714 Remote Similarity NPD2204 Approved
0.5714 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7642 Approved
0.5703 Remote Similarity NPD8448 Approved
0.5701 Remote Similarity NPD6051 Approved
0.5701 Remote Similarity NPD5370 Suspended
0.57 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6399 Phase 3
0.568 Remote Similarity NPD8444 Approved
0.5678 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5669 Remote Similarity NPD7492 Approved
0.566 Remote Similarity NPD7524 Approved
0.566 Remote Similarity NPD7750 Discontinued
0.5652 Remote Similarity NPD6647 Phase 2
0.5652 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5641 Remote Similarity NPD5697 Approved
0.5635 Remote Similarity NPD8080 Discontinued
0.5625 Remote Similarity NPD6083 Phase 2
0.5625 Remote Similarity NPD6616 Approved
0.5625 Remote Similarity NPD8273 Phase 1
0.5625 Remote Similarity NPD6084 Phase 2
0.5612 Remote Similarity NPD6924 Approved
0.5612 Remote Similarity NPD6926 Approved
0.561 Remote Similarity NPD8137 Clinical (unspecified phase)
0.56 Remote Similarity NPD7299 Clinical (unspecified phase)
0.56 Remote Similarity NPD6054 Approved

Structure

External Identifiers

PubChem CID   10002209
ChEMBL   CHEMBL2062865
ZINC  

Physicochemical Properties

Molecular Weight:  420.18
ALogP:  1.0659
MLogP:  3
XLogP:  2.318
# Rotatable Bonds:  12
Polar Surface Area:  108.36
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  30

Download Data

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