Natural Product: NPC181999

Natural Product ID:  NPC181999
Common Name:   Physalin I
IUPAC Name:  
Synonyms:  
Molecular Formula:   C29H34O10
Standard InCHIKey:  NNFMRPSQYZBXBB-HNYOFVIESA-N
Standard InCHI:  InChI=1S/C29H34O10/c1-13-20(31)37-19-12-24(13,2)21-28(35)17-7-6-14-10-15(36-5)11-18(30)25(14,3)16(17)8-9-27(34)22(32)38-26(19,4)29(21,27)39-23(28)33/h6-7,10,13,15-17,19,21,34-35H,8-9,11-12H2,1-5H3/t13-,15+,16+,17-,19-,21+,24-,25+,26+,27+,28-,29+/m1/s1
Canonical SMILES:  CO[C@@H]1CC(=O)[C@]2(C(=C1)C=C[C@@H]1[C@@H]2CC[C@]2(O)C(=O)O[C@@]3([C@]42[C@H]([C@@]1(O)C(=O)O4)[C@]1(C)C[C@H]3OC(=O)[C@H]1C)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
NPO14304.1 Physalis alkekengi var. franchetii Varieties Solanaceae Eukaryota calyces Yilan, Heilongjiang Province, China 2004-SEP PMID[18348534]
NPO14304 Physalis alkekengi Species Solanaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 83960 nM 18348534

  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 NPC181999 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
0.8814 High Similarity NPC473590
0.881 High Similarity NPC15215
0.881 High Similarity NPC242486
0.873 High Similarity NPC168879
0.8689 High Similarity NPC67251
0.8689 High Similarity NPC105926
0.8689 High Similarity NPC91693
0.8689 High Similarity NPC18945
0.8689 High Similarity NPC265557
0.8655 High Similarity NPC470775
0.8655 High Similarity NPC176513
0.8651 High Similarity NPC102316
0.8629 High Similarity NPC476008
0.8618 High Similarity NPC24651
0.8618 High Similarity NPC476729
0.8607 High Similarity NPC312833
0.8583 High Similarity NPC470776
0.8571 High Similarity NPC474734
0.8559 High Similarity NPC471204
0.8548 High Similarity NPC477745
0.8525 High Similarity NPC470779
0.8512 High Similarity NPC470186
0.85 High Similarity NPC287343
0.85 High Similarity NPC470854
0.85 High Similarity NPC122033
0.85 High Similarity NPC474654
0.85 High Similarity NPC97908
0.8487 Intermediate Similarity NPC117712
0.848 Intermediate Similarity NPC470780
0.8468 Intermediate Similarity NPC470922
0.843 Intermediate Similarity NPC251310
0.843 Intermediate Similarity NPC17772
0.843 Intermediate Similarity NPC284707
0.8417 Intermediate Similarity NPC96312
0.8417 Intermediate Similarity NPC251236
0.8417 Intermediate Similarity NPC40632
0.8417 Intermediate Similarity NPC328374
0.8417 Intermediate Similarity NPC207217
0.8413 Intermediate Similarity NPC188291
0.8403 Intermediate Similarity NPC49451
0.8385 Intermediate Similarity NPC243014
0.8361 Intermediate Similarity NPC475775
0.8361 Intermediate Similarity NPC476529
0.8347 Intermediate Similarity NPC98249
0.8347 Intermediate Similarity NPC53396
0.8346 Intermediate Similarity NPC264192
0.8333 Intermediate Similarity NPC473798
0.8293 Intermediate Similarity NPC107338
0.8293 Intermediate Similarity NPC109607
0.8293 Intermediate Similarity NPC475003
0.8293 Intermediate Similarity NPC112038
0.8279 Intermediate Similarity NPC188667
0.8279 Intermediate Similarity NPC204552
0.8279 Intermediate Similarity NPC297179
0.8264 Intermediate Similarity NPC474046
0.8264 Intermediate Similarity NPC259306
0.8264 Intermediate Similarity NPC470628
0.8264 Intermediate Similarity NPC179626
0.8264 Intermediate Similarity NPC477509
0.8254 Intermediate Similarity NPC473635
0.825 Intermediate Similarity NPC7921
0.825 Intermediate Similarity NPC208998
0.825 Intermediate Similarity NPC469463
0.825 Intermediate Similarity NPC469496
0.825 Intermediate Similarity NPC469454
0.824 Intermediate Similarity NPC120724
0.8235 Intermediate Similarity NPC157476
0.8235 Intermediate Similarity NPC304180
0.8235 Intermediate Similarity NPC179798
0.8226 Intermediate Similarity NPC477046
0.8226 Intermediate Similarity NPC102822
0.822 Intermediate Similarity NPC42662
0.8217 Intermediate Similarity NPC254614
0.8217 Intermediate Similarity NPC100390
0.8211 Intermediate Similarity NPC470777
0.8211 Intermediate Similarity NPC469488
0.8205 Intermediate Similarity NPC112780
0.8203 Intermediate Similarity NPC231529
0.8197 Intermediate Similarity NPC146432
0.8197 Intermediate Similarity NPC476712
0.8197 Intermediate Similarity NPC476713
0.8197 Intermediate Similarity NPC470778
0.8197 Intermediate Similarity NPC469684
0.8189 Intermediate Similarity NPC470882
0.8182 Intermediate Similarity NPC470919
0.8182 Intermediate Similarity NPC73314
0.8182 Intermediate Similarity NPC469877
0.8167 Intermediate Similarity NPC269530
0.8167 Intermediate Similarity NPC302146
0.816 Intermediate Similarity NPC170538
0.8151 Intermediate Similarity NPC210005
0.8136 Intermediate Similarity NPC208461
0.8136 Intermediate Similarity NPC289702
0.8115 Intermediate Similarity NPC16081
0.8115 Intermediate Similarity NPC134869
0.8115 Intermediate Similarity NPC213084
0.8115 Intermediate Similarity NPC190185
0.8115 Intermediate Similarity NPC270478
0.8115 Intermediate Similarity NPC89929
0.8115 Intermediate Similarity NPC235539
0.8115 Intermediate Similarity NPC476710
0.8115 Intermediate Similarity NPC152199
0.8115 Intermediate Similarity NPC173686
0.8115 Intermediate Similarity NPC476711
0.811 Intermediate Similarity NPC293112
0.8099 Intermediate Similarity NPC477126
0.8099 Intermediate Similarity NPC56448
0.8099 Intermediate Similarity NPC94509
0.8095 Intermediate Similarity NPC41129
0.8095 Intermediate Similarity NPC11895
0.8092 Intermediate Similarity NPC471137
0.8092 Intermediate Similarity NPC475500
0.8092 Intermediate Similarity NPC471136
0.8092 Intermediate Similarity NPC100017
0.8092 Intermediate Similarity NPC475154
0.8092 Intermediate Similarity NPC182266
0.8092 Intermediate Similarity NPC223356
0.8092 Intermediate Similarity NPC473548
0.8083 Intermediate Similarity NPC171888
0.8083 Intermediate Similarity NPC146945
0.8083 Intermediate Similarity NPC188738
0.808 Intermediate Similarity NPC473250
0.8077 Intermediate Similarity NPC254146
0.8077 Intermediate Similarity NPC33378
0.8077 Intermediate Similarity NPC470185
0.8077 Intermediate Similarity NPC6274
0.8067 Intermediate Similarity NPC141350
0.8065 Intermediate Similarity NPC77689
0.8065 Intermediate Similarity NPC305260
0.8065 Intermediate Similarity NPC270850
0.8065 Intermediate Similarity NPC473636
0.8049 Intermediate Similarity NPC23046
0.8049 Intermediate Similarity NPC134430
0.8049 Intermediate Similarity NPC473968
0.8047 Intermediate Similarity NPC473265
0.8045 Intermediate Similarity NPC596
0.8034 Intermediate Similarity NPC258532
0.8033 Intermediate Similarity NPC323821
0.8033 Intermediate Similarity NPC299849
0.8033 Intermediate Similarity NPC474906
0.8033 Intermediate Similarity NPC45218
0.8033 Intermediate Similarity NPC18547
0.8033 Intermediate Similarity NPC268238
0.8033 Intermediate Similarity NPC143268
0.8033 Intermediate Similarity NPC247069
0.8031 Intermediate Similarity NPC8369
0.8031 Intermediate Similarity NPC473255
0.8031 Intermediate Similarity NPC81736
0.8031 Intermediate Similarity NPC172154
0.803 Intermediate Similarity NPC262813
0.8017 Intermediate Similarity NPC474516
0.8017 Intermediate Similarity NPC11252
0.8017 Intermediate Similarity NPC289312
0.8017 Intermediate Similarity NPC473877
0.8016 Intermediate Similarity NPC473231
0.8016 Intermediate Similarity NPC269642
0.8016 Intermediate Similarity NPC222688
0.8 Intermediate Similarity NPC251564
0.8 Intermediate Similarity NPC477189
0.8 Intermediate Similarity NPC476961
0.8 Intermediate Similarity NPC475389
0.8 Intermediate Similarity NPC474585
0.8 Intermediate Similarity NPC281624
0.8 Intermediate Similarity NPC473838
0.8 Intermediate Similarity NPC475314
0.8 Intermediate Similarity NPC472004
0.8 Intermediate Similarity NPC475606
0.8 Intermediate Similarity NPC478051
0.8 Intermediate Similarity NPC5103
0.7984 Intermediate Similarity NPC21326
0.7984 Intermediate Similarity NPC473720
0.7984 Intermediate Similarity NPC106644
0.7984 Intermediate Similarity NPC473620
0.7983 Intermediate Similarity NPC151393
0.7983 Intermediate Similarity NPC293850
0.797 Intermediate Similarity NPC251998
0.797 Intermediate Similarity NPC471089
0.797 Intermediate Similarity NPC190065
0.797 Intermediate Similarity NPC141215
0.797 Intermediate Similarity NPC68282
0.7969 Intermediate Similarity NPC471939
0.7967 Intermediate Similarity NPC476963
0.7966 Intermediate Similarity NPC477125
0.7953 Intermediate Similarity NPC473979
0.7953 Intermediate Similarity NPC469789
0.7951 Intermediate Similarity NPC25909
0.7951 Intermediate Similarity NPC51978
0.7951 Intermediate Similarity NPC478212
0.7951 Intermediate Similarity NPC470120
0.7939 Intermediate Similarity NPC473485
0.7939 Intermediate Similarity NPC474508
0.7939 Intermediate Similarity NPC475139
0.7939 Intermediate Similarity NPC471855
0.7939 Intermediate Similarity NPC180902
0.7937 Intermediate Similarity NPC46570
0.7934 Intermediate Similarity NPC201992
0.7923 Intermediate Similarity NPC470880
0.792 Intermediate Similarity NPC211093
0.792 Intermediate Similarity NPC473839
0.792 Intermediate Similarity NPC5292

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC181999 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
0.8136 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7795 Intermediate Similarity NPD8515 Approved
0.7795 Intermediate Similarity NPD8517 Approved
0.7795 Intermediate Similarity NPD8513 Phase 3
0.7795 Intermediate Similarity NPD8516 Approved
0.7519 Intermediate Similarity NPD6921 Approved
0.7519 Intermediate Similarity NPD7319 Approved
0.748 Intermediate Similarity NPD7115 Discovery
0.7442 Intermediate Similarity NPD6319 Approved
0.7405 Intermediate Similarity NPD8328 Phase 3
0.7368 Intermediate Similarity NPD8074 Phase 3
0.7348 Intermediate Similarity NPD7492 Approved
0.7344 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD7736 Approved
0.7308 Intermediate Similarity NPD6054 Approved
0.7293 Intermediate Similarity NPD7507 Approved
0.7293 Intermediate Similarity NPD6616 Approved
0.728 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD7260 Phase 2
0.7241 Intermediate Similarity NPD6411 Approved
0.7239 Intermediate Similarity NPD7078 Approved
0.72 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD6370 Approved
0.7179 Intermediate Similarity NPD5778 Approved
0.7179 Intermediate Similarity NPD5779 Approved
0.7176 Intermediate Similarity NPD6059 Approved
0.7165 Intermediate Similarity NPD8297 Approved
0.7121 Intermediate Similarity NPD6015 Approved
0.7121 Intermediate Similarity NPD6016 Approved
0.7111 Intermediate Similarity NPD8293 Discontinued
0.7109 Intermediate Similarity NPD4632 Approved
0.7101 Intermediate Similarity NPD6845 Suspended
0.7087 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6650 Approved
0.7087 Intermediate Similarity NPD6649 Approved
0.7069 Intermediate Similarity NPD6101 Approved
0.7069 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD5988 Approved
0.7063 Intermediate Similarity NPD6373 Approved
0.7063 Intermediate Similarity NPD6372 Approved
0.704 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD4225 Approved
0.6984 Remote Similarity NPD6899 Approved
0.6984 Remote Similarity NPD6881 Approved
0.6984 Remote Similarity NPD7320 Approved
0.6984 Remote Similarity NPD6686 Approved
0.697 Remote Similarity NPD7516 Approved
0.696 Remote Similarity NPD6008 Approved
0.696 Remote Similarity NPD5739 Approved
0.696 Remote Similarity NPD6402 Approved
0.696 Remote Similarity NPD7128 Approved
0.696 Remote Similarity NPD6675 Approved
0.6949 Remote Similarity NPD7983 Approved
0.6905 Remote Similarity NPD5697 Approved
0.6899 Remote Similarity NPD6882 Approved
0.6894 Remote Similarity NPD7327 Approved
0.6894 Remote Similarity NPD7328 Approved
0.6875 Remote Similarity NPD6883 Approved
0.6875 Remote Similarity NPD7290 Approved
0.6875 Remote Similarity NPD7102 Approved
0.6875 Remote Similarity NPD4634 Approved
0.6866 Remote Similarity NPD7503 Approved
0.6833 Remote Similarity NPD5282 Discontinued
0.6822 Remote Similarity NPD8130 Phase 1
0.6822 Remote Similarity NPD6617 Approved
0.6822 Remote Similarity NPD6869 Approved
0.6822 Remote Similarity NPD6847 Approved
0.6818 Remote Similarity NPD6009 Approved
0.6797 Remote Similarity NPD6012 Approved
0.6797 Remote Similarity NPD6013 Approved
0.6797 Remote Similarity NPD6014 Approved
0.6772 Remote Similarity NPD5701 Approved
0.6765 Remote Similarity NPD7604 Phase 2
0.675 Remote Similarity NPD6399 Phase 3
0.6748 Remote Similarity NPD7638 Approved
0.6741 Remote Similarity NPD8033 Approved
0.6741 Remote Similarity NPD8335 Approved
0.6741 Remote Similarity NPD8296 Approved
0.6741 Remote Similarity NPD5983 Phase 2
0.6741 Remote Similarity NPD8379 Approved
0.6741 Remote Similarity NPD8380 Approved
0.6741 Remote Similarity NPD8378 Approved
0.6719 Remote Similarity NPD6011 Approved
0.6718 Remote Similarity NPD8133 Approved
0.6694 Remote Similarity NPD7640 Approved
0.6694 Remote Similarity NPD7639 Approved
0.6694 Remote Similarity NPD6648 Approved
0.6691 Remote Similarity NPD6033 Approved
0.6667 Remote Similarity NPD6336 Discontinued
0.6667 Remote Similarity NPD8377 Approved
0.6667 Remote Similarity NPD8294 Approved
0.6667 Remote Similarity NPD7902 Approved
0.6641 Remote Similarity NPD6053 Discontinued
0.6641 Remote Similarity NPD6412 Phase 2
0.664 Remote Similarity NPD5344 Discontinued
0.6639 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6371 Approved
0.6587 Remote Similarity NPD5211 Phase 2
0.6583 Remote Similarity NPD6698 Approved
0.6583 Remote Similarity NPD46 Approved
0.6565 Remote Similarity NPD6401 Clinical (unspecified phase)
0.656 Remote Similarity NPD4696 Approved
0.656 Remote Similarity NPD5285 Approved
0.656 Remote Similarity NPD5286 Approved
0.6557 Remote Similarity NPD7748 Approved
0.6552 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6532 Remote Similarity NPD4755 Approved
0.6529 Remote Similarity NPD7637 Suspended
0.6509 Remote Similarity NPD8407 Phase 2
0.6508 Remote Similarity NPD1700 Approved
0.6504 Remote Similarity NPD5695 Phase 3
0.6496 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6484 Remote Similarity NPD5141 Approved
0.6471 Remote Similarity NPD3573 Approved
0.6471 Remote Similarity NPD7101 Approved
0.6471 Remote Similarity NPD7100 Approved
0.6457 Remote Similarity NPD5226 Approved
0.6457 Remote Similarity NPD4633 Approved
0.6457 Remote Similarity NPD5224 Approved
0.6457 Remote Similarity NPD5225 Approved
0.6441 Remote Similarity NPD1694 Approved
0.6433 Remote Similarity NPD8434 Phase 2
0.6429 Remote Similarity NPD4700 Approved
0.6429 Remote Similarity NPD8368 Discontinued
0.6423 Remote Similarity NPD7900 Approved
0.6423 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6406 Remote Similarity NPD5175 Approved
0.6406 Remote Similarity NPD5174 Approved
0.64 Remote Similarity NPD6083 Phase 2
0.64 Remote Similarity NPD6084 Phase 2
0.6397 Remote Similarity NPD6335 Approved
0.6393 Remote Similarity NPD5284 Approved
0.6393 Remote Similarity NPD7515 Phase 2
0.6393 Remote Similarity NPD5281 Approved
0.6386 Remote Similarity NPD7799 Discontinued
0.6378 Remote Similarity NPD5223 Approved
0.637 Remote Similarity NPD6274 Approved
0.6364 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5696 Approved
0.6349 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6336 Remote Similarity NPD4730 Approved
0.6336 Remote Similarity NPD4729 Approved
0.6324 Remote Similarity NPD6317 Approved
0.632 Remote Similarity NPD5221 Approved
0.632 Remote Similarity NPD5222 Approved
0.632 Remote Similarity NPD5220 Clinical (unspecified phase)
0.632 Remote Similarity NPD7839 Suspended
0.632 Remote Similarity NPD4697 Phase 3
0.6312 Remote Similarity NPD8451 Approved
0.6311 Remote Similarity NPD7838 Discovery
0.6311 Remote Similarity NPD5207 Approved
0.6308 Remote Similarity NPD4767 Approved
0.6308 Remote Similarity NPD4768 Approved
0.6301 Remote Similarity NPD8415 Approved
0.6277 Remote Similarity NPD6313 Approved
0.6277 Remote Similarity NPD6314 Approved
0.627 Remote Similarity NPD5173 Approved
0.6268 Remote Similarity NPD8448 Approved
0.6264 Remote Similarity NPD8361 Approved
0.6264 Remote Similarity NPD8360 Approved
0.6264 Remote Similarity NPD8435 Approved
0.626 Remote Similarity NPD6079 Approved
0.626 Remote Similarity NPD5694 Approved
0.626 Remote Similarity NPD8035 Phase 2
0.626 Remote Similarity NPD8034 Phase 2
0.626 Remote Similarity NPD6050 Approved
0.6259 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6909 Approved
0.6259 Remote Similarity NPD6908 Approved
0.625 Remote Similarity NPD6868 Approved
0.625 Remote Similarity NPD8390 Approved
0.625 Remote Similarity NPD8392 Approved
0.625 Remote Similarity NPD8391 Approved
0.6241 Remote Similarity NPD5248 Approved
0.6241 Remote Similarity NPD5247 Approved
0.6241 Remote Similarity NPD5250 Approved
0.6241 Remote Similarity NPD5249 Phase 3
0.6241 Remote Similarity NPD5251 Approved
0.624 Remote Similarity NPD6356 Clinical (unspecified phase)
0.623 Remote Similarity NPD5328 Approved
0.6202 Remote Similarity NPD7632 Discontinued
0.6198 Remote Similarity NPD7524 Approved
0.6194 Remote Similarity NPD7236 Approved
0.6179 Remote Similarity NPD5692 Phase 3
0.6154 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4754 Approved
0.6148 Remote Similarity NPD5737 Approved
0.6148 Remote Similarity NPD6672 Approved
0.6143 Remote Similarity NPD8444 Approved
0.6138 Remote Similarity NPD5956 Approved
0.6129 Remote Similarity NPD5693 Phase 1
0.6127 Remote Similarity NPD8341 Approved
0.6127 Remote Similarity NPD8299 Approved
0.6127 Remote Similarity NPD8340 Approved
0.6127 Remote Similarity NPD8342 Approved
0.6116 Remote Similarity NPD5279 Phase 3
0.6116 Remote Similarity NPD3618 Phase 1
0.6101 Remote Similarity NPD7239 Suspended

Structure

External Identifiers

PubChem CID   44577486
ChEMBL   CHEMBL501438
ZINC  

Physicochemical Properties

Molecular Weight:  542.22
ALogP:  -0.3223
MLogP:  3.55
XLogP:  1.22
# Rotatable Bonds:  8
Polar Surface Area:  145.66
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  39

Download Data

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