Natural Product: NPC170538

Natural Product ID:  NPC170538
Common Name:   Withanolide A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C28H38O6
Standard InCHIKey:  DXWHOKCXBGLTMQ-SFQAJKIESA-N
Standard InCHI:  InChI=1S/C28H38O6/c1-14-13-20(33-24(30)15(14)2)27(5,31)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26,32)23-22(21)34-23/h6-7,16-18,20-23,31-32H,8-13H2,1-5H3/t16-,17-,18-,20+,21-,22-,23-,25-,26-,27+,28-/m0/s1
Canonical SMILES:  CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H]2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O)(O)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
NPO17823 Lycium chinense Species Solanaceae Eukaryota TCMID*
NPO13927 Withania coagulans Species Solanaceae Eukaryota HerDing*
NPO15698 Withania somnifera Species Solanaceae Eukaryota HerDing*
NPO17823 Lycium chinense Species Solanaceae Eukaryota HerDing*
NPO32637 exodeconus maritimus Species Solanaceae Eukaryota PMID[12027740]
NPO1004 Consolida scleroclada Species Ranunculaceae Eukaryota UNPD*
NPO3822 Rhodophiala bifida Species Amaryllidaceae Eukaryota UNPD*
NPO13927 Withania coagulans Species Solanaceae Eukaryota TCMID*
NPO15698 Withania somnifera Species Solanaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 50000 nM 17150968
NPT2 Others Unspecified IC50 > 10000 nM 24625088
NPT4377 Individual Protein Heat shock 70 kDa protein 6 Homo sapiens FC = 0 24625088

  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 NPC170538 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
0.9912 High Similarity NPC11895
0.9739 High Similarity NPC473635
0.9739 High Similarity NPC293112
0.9652 High Similarity NPC81736
0.9652 High Similarity NPC172154
0.9565 High Similarity NPC469789
0.9483 High Similarity NPC8369
0.9391 High Similarity NPC67569
0.931 High Similarity NPC23786
0.931 High Similarity NPC470265
0.9217 High Similarity NPC475520
0.9211 High Similarity NPC20302
0.9211 High Similarity NPC286528
0.9211 High Similarity NPC167606
0.9211 High Similarity NPC140055
0.9138 High Similarity NPC251226
0.9138 High Similarity NPC476961
0.9138 High Similarity NPC268530
0.9138 High Similarity NPC154491
0.913 High Similarity NPC709
0.913 High Similarity NPC50774
0.9068 High Similarity NPC204812
0.9068 High Similarity NPC120724
0.906 High Similarity NPC4021
0.906 High Similarity NPC159456
0.9052 High Similarity NPC264954
0.9052 High Similarity NPC476960
0.9052 High Similarity NPC42673
0.9043 High Similarity NPC470492
0.9043 High Similarity NPC312824
0.9043 High Similarity NPC470493
0.9043 High Similarity NPC183580
0.9035 High Similarity NPC147912
0.9035 High Similarity NPC67259
0.9008 High Similarity NPC231529
0.9 High Similarity NPC287423
0.8992 High Similarity NPC32868
0.8992 High Similarity NPC241456
0.8992 High Similarity NPC8374
0.8983 High Similarity NPC269642
0.8974 High Similarity NPC474370
0.8966 High Similarity NPC473720
0.8957 High Similarity NPC270929
0.8947 High Similarity NPC122056
0.8938 High Similarity NPC474229
0.8898 High Similarity NPC46570
0.8889 High Similarity NPC475041
0.8889 High Similarity NPC230513
0.8879 High Similarity NPC470959
0.8879 High Similarity NPC469684
0.8879 High Similarity NPC476965
0.887 High Similarity NPC284915
0.8852 High Similarity NPC473593
0.8833 High Similarity NPC469790
0.8824 High Similarity NPC107493
0.8824 High Similarity NPC88326
0.8824 High Similarity NPC153700
0.8803 High Similarity NPC153440
0.8803 High Similarity NPC284707
0.8803 High Similarity NPC329736
0.8793 High Similarity NPC190286
0.877 High Similarity NPC473620
0.876 High Similarity NPC120994
0.876 High Similarity NPC203702
0.875 High Similarity NPC473979
0.8739 High Similarity NPC310511
0.8729 High Similarity NPC5292
0.8729 High Similarity NPC473203
0.8729 High Similarity NPC61520
0.8729 High Similarity NPC473274
0.8718 High Similarity NPC55296
0.8718 High Similarity NPC53396
0.8718 High Similarity NPC58662
0.8718 High Similarity NPC98249
0.871 High Similarity NPC231240
0.8707 High Similarity NPC238667
0.8699 High Similarity NPC476966
0.8696 High Similarity NPC269530
0.8689 High Similarity NPC473253
0.8684 High Similarity NPC253906
0.8678 High Similarity NPC3381
0.8678 High Similarity NPC470494
0.8655 High Similarity NPC476962
0.8655 High Similarity NPC79579
0.8655 High Similarity NPC474585
0.8644 High Similarity NPC186525
0.864 High Similarity NPC316915
0.8632 High Similarity NPC176840
0.8609 High Similarity NPC469656
0.8609 High Similarity NPC470960
0.8609 High Similarity NPC474846
0.8609 High Similarity NPC469655
0.8596 High Similarity NPC469370
0.8583 High Similarity NPC470878
0.8583 High Similarity NPC473256
0.8571 High Similarity NPC77689
0.8571 High Similarity NPC473636
0.8571 High Similarity NPC305260
0.8571 High Similarity NPC270850
0.8571 High Similarity NPC472667
0.8559 High Similarity NPC243065
0.8559 High Similarity NPC474518
0.8559 High Similarity NPC134430
0.8559 High Similarity NPC284068
0.8548 High Similarity NPC470880
0.8547 High Similarity NPC470953
0.8547 High Similarity NPC474181
0.8537 High Similarity NPC42399
0.8537 High Similarity NPC470882
0.8534 High Similarity NPC236217
0.8525 High Similarity NPC24651
0.8522 High Similarity NPC472214
0.8522 High Similarity NPC472215
0.8522 High Similarity NPC37116
0.8522 High Similarity NPC473627
0.8487 Intermediate Similarity NPC257457
0.8487 Intermediate Similarity NPC113448
0.8487 Intermediate Similarity NPC311554
0.8475 Intermediate Similarity NPC64318
0.8468 Intermediate Similarity NPC245094
0.8462 Intermediate Similarity NPC317210
0.8462 Intermediate Similarity NPC477126
0.8462 Intermediate Similarity NPC25909
0.8448 Intermediate Similarity NPC474315
0.8443 Intermediate Similarity NPC18945
0.8443 Intermediate Similarity NPC91693
0.8443 Intermediate Similarity NPC105926
0.8443 Intermediate Similarity NPC67251
0.8443 Intermediate Similarity NPC265557
0.8435 Intermediate Similarity NPC173905
0.8435 Intermediate Similarity NPC5475
0.8435 Intermediate Similarity NPC472216
0.8435 Intermediate Similarity NPC284828
0.8421 Intermediate Similarity NPC180744
0.8417 Intermediate Similarity NPC473839
0.8417 Intermediate Similarity NPC211093
0.8417 Intermediate Similarity NPC473270
0.8413 Intermediate Similarity NPC471855
0.8403 Intermediate Similarity NPC239273
0.8403 Intermediate Similarity NPC476959
0.8403 Intermediate Similarity NPC13713
0.8403 Intermediate Similarity NPC475809
0.8403 Intermediate Similarity NPC478204
0.839 Intermediate Similarity NPC243354
0.8387 Intermediate Similarity NPC473265
0.8376 Intermediate Similarity NPC191620
0.8376 Intermediate Similarity NPC277769
0.8376 Intermediate Similarity NPC476163
0.8376 Intermediate Similarity NPC476801
0.8374 Intermediate Similarity NPC473255
0.8374 Intermediate Similarity NPC470922
0.8374 Intermediate Similarity NPC476729
0.8362 Intermediate Similarity NPC29133
0.8362 Intermediate Similarity NPC474567
0.8362 Intermediate Similarity NPC76084
0.8361 Intermediate Similarity NPC312833
0.8348 Intermediate Similarity NPC475418
0.8348 Intermediate Similarity NPC473482
0.8348 Intermediate Similarity NPC318363
0.8347 Intermediate Similarity NPC143755
0.8333 Intermediate Similarity NPC470979
0.8333 Intermediate Similarity NPC251310
0.8333 Intermediate Similarity NPC108581
0.8333 Intermediate Similarity NPC470975
0.8333 Intermediate Similarity NPC103088
0.8333 Intermediate Similarity NPC478205
0.8333 Intermediate Similarity NPC478206
0.8333 Intermediate Similarity NPC124676
0.8333 Intermediate Similarity NPC173347
0.8333 Intermediate Similarity NPC146280
0.832 Intermediate Similarity NPC311534
0.8319 Intermediate Similarity NPC470075
0.8319 Intermediate Similarity NPC270478
0.8319 Intermediate Similarity NPC476963
0.8305 Intermediate Similarity NPC471204
0.8305 Intermediate Similarity NPC962
0.8305 Intermediate Similarity NPC194273
0.8305 Intermediate Similarity NPC250109
0.8293 Intermediate Similarity NPC473802
0.8293 Intermediate Similarity NPC55602
0.8291 Intermediate Similarity NPC471243
0.8291 Intermediate Similarity NPC470961
0.8291 Intermediate Similarity NPC470076
0.8279 Intermediate Similarity NPC470779
0.8279 Intermediate Similarity NPC477046
0.8279 Intermediate Similarity NPC102822
0.8276 Intermediate Similarity NPC475065
0.8264 Intermediate Similarity NPC470186
0.8264 Intermediate Similarity NPC312536
0.8264 Intermediate Similarity NPC475775
0.8264 Intermediate Similarity NPC476529
0.8261 Intermediate Similarity NPC329048
0.8261 Intermediate Similarity NPC330011
0.8261 Intermediate Similarity NPC91034
0.8261 Intermediate Similarity NPC263729
0.8254 Intermediate Similarity NPC221414
0.8254 Intermediate Similarity NPC35109
0.8254 Intermediate Similarity NPC471407
0.825 Intermediate Similarity NPC474654
0.825 Intermediate Similarity NPC473656

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC170538 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
0.9211 High Similarity NPD7115 Discovery
0.8049 Intermediate Similarity NPD6319 Approved
0.7969 Intermediate Similarity NPD7319 Approved
0.7966 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7899 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7863 Intermediate Similarity NPD6008 Approved
0.7851 Intermediate Similarity NPD4632 Approved
0.7795 Intermediate Similarity NPD7492 Approved
0.7769 Intermediate Similarity NPD8297 Approved
0.776 Intermediate Similarity NPD6054 Approved
0.7752 Intermediate Similarity NPD7736 Approved
0.7734 Intermediate Similarity NPD6616 Approved
0.7734 Intermediate Similarity NPD7507 Approved
0.7731 Intermediate Similarity NPD6899 Approved
0.7731 Intermediate Similarity NPD6881 Approved
0.7686 Intermediate Similarity NPD6649 Approved
0.7686 Intermediate Similarity NPD6650 Approved
0.7674 Intermediate Similarity NPD7078 Approved
0.7652 Intermediate Similarity NPD4225 Approved
0.7652 Intermediate Similarity NPD7638 Approved
0.7647 Intermediate Similarity NPD5697 Approved
0.7647 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD6370 Approved
0.7603 Intermediate Similarity NPD6883 Approved
0.7603 Intermediate Similarity NPD7102 Approved
0.7603 Intermediate Similarity NPD4634 Approved
0.7603 Intermediate Similarity NPD7290 Approved
0.7586 Intermediate Similarity NPD7640 Approved
0.7586 Intermediate Similarity NPD7639 Approved
0.7578 Intermediate Similarity NPD7604 Phase 2
0.7563 Intermediate Similarity NPD6402 Approved
0.7563 Intermediate Similarity NPD7128 Approved
0.7563 Intermediate Similarity NPD5739 Approved
0.7563 Intermediate Similarity NPD6675 Approved
0.7559 Intermediate Similarity NPD6016 Approved
0.7559 Intermediate Similarity NPD6015 Approved
0.7541 Intermediate Similarity NPD6617 Approved
0.7541 Intermediate Similarity NPD6869 Approved
0.7541 Intermediate Similarity NPD6847 Approved
0.7541 Intermediate Similarity NPD8130 Phase 1
0.7521 Intermediate Similarity NPD6372 Approved
0.7521 Intermediate Similarity NPD6373 Approved
0.7521 Intermediate Similarity NPD6014 Approved
0.7521 Intermediate Similarity NPD6013 Approved
0.7521 Intermediate Similarity NPD6012 Approved
0.752 Intermediate Similarity NPD6009 Approved
0.75 Intermediate Similarity NPD5988 Approved
0.748 Intermediate Similarity NPD6059 Approved
0.748 Intermediate Similarity NPD6882 Approved
0.7438 Intermediate Similarity NPD6011 Approved
0.7438 Intermediate Similarity NPD7320 Approved
0.7434 Intermediate Similarity NPD6079 Approved
0.7422 Intermediate Similarity NPD5983 Phase 2
0.7422 Intermediate Similarity NPD7503 Approved
0.7405 Intermediate Similarity NPD8293 Discontinued
0.7402 Intermediate Similarity NPD7516 Approved
0.7373 Intermediate Similarity NPD5344 Discontinued
0.7368 Intermediate Similarity NPD6399 Phase 3
0.7355 Intermediate Similarity NPD5701 Approved
0.7339 Intermediate Similarity NPD6053 Discontinued
0.7328 Intermediate Similarity NPD6336 Discontinued
0.7323 Intermediate Similarity NPD7327 Approved
0.7323 Intermediate Similarity NPD7328 Approved
0.7317 Intermediate Similarity NPD6371 Approved
0.7311 Intermediate Similarity NPD5211 Phase 2
0.7308 Intermediate Similarity NPD8328 Phase 3
0.7295 Intermediate Similarity NPD6686 Approved
0.7288 Intermediate Similarity NPD4696 Approved
0.7288 Intermediate Similarity NPD5285 Approved
0.7288 Intermediate Similarity NPD5286 Approved
0.7287 Intermediate Similarity NPD8513 Phase 3
0.7257 Intermediate Similarity NPD5328 Approved
0.7213 Intermediate Similarity NPD6412 Phase 2
0.719 Intermediate Similarity NPD5141 Approved
0.7179 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD5221 Approved
0.7179 Intermediate Similarity NPD5222 Approved
0.7167 Intermediate Similarity NPD4633 Approved
0.7167 Intermediate Similarity NPD5224 Approved
0.7167 Intermediate Similarity NPD5225 Approved
0.7167 Intermediate Similarity NPD5226 Approved
0.7155 Intermediate Similarity NPD7748 Approved
0.7154 Intermediate Similarity NPD8378 Approved
0.7154 Intermediate Similarity NPD6921 Approved
0.7154 Intermediate Similarity NPD8516 Approved
0.7154 Intermediate Similarity NPD8380 Approved
0.7154 Intermediate Similarity NPD8335 Approved
0.7154 Intermediate Similarity NPD8515 Approved
0.7154 Intermediate Similarity NPD8379 Approved
0.7154 Intermediate Similarity NPD8033 Approved
0.7154 Intermediate Similarity NPD8517 Approved
0.7154 Intermediate Similarity NPD8296 Approved
0.7143 Intermediate Similarity NPD6648 Approved
0.7132 Intermediate Similarity NPD7101 Approved
0.7132 Intermediate Similarity NPD7100 Approved
0.712 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD5173 Approved
0.7119 Intermediate Similarity NPD6083 Phase 2
0.7119 Intermediate Similarity NPD4755 Approved
0.7119 Intermediate Similarity NPD6084 Phase 2
0.7119 Intermediate Similarity NPD7902 Approved
0.7107 Intermediate Similarity NPD5174 Approved
0.7107 Intermediate Similarity NPD5175 Approved
0.7094 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5223 Approved
0.708 Intermediate Similarity NPD3573 Approved
0.7077 Intermediate Similarity NPD8294 Approved
0.7077 Intermediate Similarity NPD8377 Approved
0.7059 Intermediate Similarity NPD7260 Phase 2
0.7059 Intermediate Similarity NPD5696 Approved
0.7054 Intermediate Similarity NPD6335 Approved
0.7034 Intermediate Similarity NPD4697 Phase 3
0.7031 Intermediate Similarity NPD6868 Approved
0.7031 Intermediate Similarity NPD6274 Approved
0.7025 Intermediate Similarity NPD7632 Discontinued
0.7 Intermediate Similarity NPD4700 Approved
0.6991 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6991 Remote Similarity NPD3618 Phase 1
0.6983 Remote Similarity NPD7515 Phase 2
0.6983 Remote Similarity NPD7637 Suspended
0.6977 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6317 Approved
0.6963 Remote Similarity NPD6033 Approved
0.696 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6949 Remote Similarity NPD5695 Phase 3
0.6935 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6314 Approved
0.6923 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD6313 Approved
0.6923 Remote Similarity NPD5779 Approved
0.6903 Remote Similarity NPD1694 Approved
0.6897 Remote Similarity NPD6698 Approved
0.6897 Remote Similarity NPD46 Approved
0.6897 Remote Similarity NPD5785 Approved
0.6894 Remote Similarity NPD6291 Clinical (unspecified phase)
0.688 Remote Similarity NPD4730 Approved
0.688 Remote Similarity NPD4729 Approved
0.6875 Remote Similarity NPD8133 Approved
0.687 Remote Similarity NPD5737 Approved
0.687 Remote Similarity NPD7513 Clinical (unspecified phase)
0.687 Remote Similarity NPD6672 Approved
0.6864 Remote Similarity NPD7900 Approved
0.6864 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5330 Approved
0.6842 Remote Similarity NPD7521 Approved
0.6842 Remote Similarity NPD6684 Approved
0.6842 Remote Similarity NPD7146 Approved
0.6842 Remote Similarity NPD7334 Approved
0.6842 Remote Similarity NPD6409 Approved
0.6838 Remote Similarity NPD5693 Phase 1
0.6838 Remote Similarity NPD8035 Phase 2
0.6838 Remote Similarity NPD8034 Phase 2
0.6838 Remote Similarity NPD6411 Approved
0.6814 Remote Similarity NPD4786 Approved
0.6807 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6807 Remote Similarity NPD4629 Approved
0.6807 Remote Similarity NPD5210 Approved
0.678 Remote Similarity NPD4202 Approved
0.6772 Remote Similarity NPD5250 Approved
0.6772 Remote Similarity NPD5251 Approved
0.6772 Remote Similarity NPD5247 Approved
0.6772 Remote Similarity NPD5248 Approved
0.6772 Remote Similarity NPD5249 Phase 3
0.6767 Remote Similarity NPD6908 Approved
0.6767 Remote Similarity NPD6909 Approved
0.6765 Remote Similarity NPD8074 Phase 3
0.6746 Remote Similarity NPD5128 Approved
0.6724 Remote Similarity NPD6903 Approved
0.6723 Remote Similarity NPD6001 Approved
0.672 Remote Similarity NPD4768 Approved
0.672 Remote Similarity NPD4767 Approved
0.6719 Remote Similarity NPD5216 Approved
0.6719 Remote Similarity NPD5215 Approved
0.6719 Remote Similarity NPD5217 Approved
0.6695 Remote Similarity NPD5281 Approved
0.6695 Remote Similarity NPD5284 Approved
0.6694 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6643 Remote Similarity NPD6845 Suspended
0.6641 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6641 Remote Similarity NPD5169 Approved
0.6641 Remote Similarity NPD5135 Approved
0.6638 Remote Similarity NPD7524 Approved
0.6637 Remote Similarity NPD3667 Approved
0.6637 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6614 Remote Similarity NPD5168 Approved
0.661 Remote Similarity NPD7838 Discovery
0.6609 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6589 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6589 Remote Similarity NPD5127 Approved
0.6555 Remote Similarity NPD7983 Approved
0.6533 Remote Similarity NPD7236 Approved
0.6532 Remote Similarity NPD4159 Approved

Structure

External Identifiers

PubChem CID   11294368
ChEMBL   CHEMBL445041
ZINC  

Physicochemical Properties

Molecular Weight:  470.27
ALogP:  1.1
MLogP:  3.88
XLogP:  2.786
# Rotatable Bonds:  9
Polar Surface Area:  96.36
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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