Natural Product: NPC305260

Natural Product ID:  NPC305260
Common Name:   17Beta-Hydroxywithanolide K
IUPAC Name:   (2R)-2-[(1S)-1-[(8R,9S,10R,13S,14R,17S)-14,17-dihydroxy-10,13-dimethyl-1-oxo-2,7,8,9,11,12,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-1-hydroxyethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
Synonyms:   17Beta-Hydroxywithanolide K
Molecular Formula:   C28H38O6
Standard InCHIKey:  HYSIDFWCYWFQMQ-MEZCUPPISA-N
Standard InCHI:  InChI=1S/C28H38O6/c1-16-15-22(34-23(30)17(16)2)26(5,31)28(33)14-13-27(32)20-10-9-18-7-6-8-21(29)25(18,4)19(20)11-12-24(27,28)3/h6-7,9,19-20,22,31-33H,8,10-15H2,1-5H3/t19-,20+,22+,24-,25-,26-,27+,28-/m0/s1
Canonical SMILES:  CC1=C(C)C(=O)O[C@H](C1)[C@@]([C@]1(O)CC[C@@]2([C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)C(=O)CC=C2)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
NPO13927 Withania coagulans Species Solanaceae Eukaryota fruits PMID[18952419]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 20.4 % 19013063
NPT29 Organism Rattus norvegicus Rattus norvegicus Activity = 15.8 % 19013063

  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 NPC305260 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 NPC270850
0.9727 High Similarity NPC153440
0.964 High Similarity NPC5292
0.9554 High Similarity NPC474585
0.9554 High Similarity NPC79579
0.9545 High Similarity NPC190286
0.9386 High Similarity NPC107493
0.9298 High Similarity NPC46570
0.9196 High Similarity NPC176840
0.8957 High Similarity NPC475041
0.8814 High Similarity NPC473979
0.8761 High Similarity NPC236217
0.8729 High Similarity NPC269642
0.8684 High Similarity NPC471204
0.8655 High Similarity NPC469789
0.8609 High Similarity NPC474181
0.8596 High Similarity NPC191620
0.8584 High Similarity NPC473627
0.8584 High Similarity NPC37116
0.8571 High Similarity NPC170538
0.856 High Similarity NPC158350
0.8537 High Similarity NPC173347
0.8522 High Similarity NPC194100
0.8512 High Similarity NPC293112
0.8512 High Similarity NPC159499
0.8512 High Similarity NPC473635
0.85 High Similarity NPC6193
0.85 High Similarity NPC11895
0.8487 Intermediate Similarity NPC67569
0.8468 Intermediate Similarity NPC155529
0.8455 Intermediate Similarity NPC231529
0.8455 Intermediate Similarity NPC221414
0.8448 Intermediate Similarity NPC473898
0.8443 Intermediate Similarity NPC287423
0.843 Intermediate Similarity NPC8369
0.843 Intermediate Similarity NPC172154
0.843 Intermediate Similarity NPC81736
0.843 Intermediate Similarity NPC8374
0.8421 Intermediate Similarity NPC197428
0.8417 Intermediate Similarity NPC470265
0.8417 Intermediate Similarity NPC23786
0.8403 Intermediate Similarity NPC474370
0.8376 Intermediate Similarity NPC476963
0.8374 Intermediate Similarity NPC311534
0.8374 Intermediate Similarity NPC473888
0.8374 Intermediate Similarity NPC245094
0.8362 Intermediate Similarity NPC962
0.8362 Intermediate Similarity NPC469463
0.8362 Intermediate Similarity NPC469496
0.8362 Intermediate Similarity NPC469454
0.8362 Intermediate Similarity NPC250109
0.8348 Intermediate Similarity NPC179798
0.8348 Intermediate Similarity NPC470961
0.8348 Intermediate Similarity NPC304180
0.8347 Intermediate Similarity NPC204812
0.8333 Intermediate Similarity NPC472216
0.8333 Intermediate Similarity NPC284828
0.8333 Intermediate Similarity NPC310511
0.8333 Intermediate Similarity NPC173905
0.8333 Intermediate Similarity NPC5475
0.832 Intermediate Similarity NPC471855
0.8319 Intermediate Similarity NPC144459
0.8319 Intermediate Similarity NPC264954
0.8319 Intermediate Similarity NPC278681
0.8305 Intermediate Similarity NPC476959
0.8291 Intermediate Similarity NPC470953
0.8291 Intermediate Similarity NPC326542
0.8288 Intermediate Similarity NPC22388
0.8288 Intermediate Similarity NPC475320
0.8279 Intermediate Similarity NPC32868
0.8279 Intermediate Similarity NPC241456
0.8276 Intermediate Similarity NPC126691
0.8264 Intermediate Similarity NPC88326
0.8264 Intermediate Similarity NPC153700
0.8261 Intermediate Similarity NPC29133
0.825 Intermediate Similarity NPC476962
0.825 Intermediate Similarity NPC145074
0.825 Intermediate Similarity NPC112936
0.825 Intermediate Similarity NPC476961
0.825 Intermediate Similarity NPC114939
0.825 Intermediate Similarity NPC41123
0.8246 Intermediate Similarity NPC473482
0.8246 Intermediate Similarity NPC475418
0.8246 Intermediate Similarity NPC472825
0.8246 Intermediate Similarity NPC318363
0.824 Intermediate Similarity NPC213634
0.8235 Intermediate Similarity NPC186525
0.8235 Intermediate Similarity NPC284707
0.8235 Intermediate Similarity NPC257457
0.8235 Intermediate Similarity NPC50774
0.8235 Intermediate Similarity NPC709
0.8235 Intermediate Similarity NPC475913
0.8235 Intermediate Similarity NPC16701
0.8235 Intermediate Similarity NPC311554
0.823 Intermediate Similarity NPC469607
0.823 Intermediate Similarity NPC323834
0.822 Intermediate Similarity NPC148458
0.822 Intermediate Similarity NPC64318
0.822 Intermediate Similarity NPC49492
0.822 Intermediate Similarity NPC266728
0.8217 Intermediate Similarity NPC75616
0.8205 Intermediate Similarity NPC317210
0.8205 Intermediate Similarity NPC25909
0.8205 Intermediate Similarity NPC56448
0.8203 Intermediate Similarity NPC127656
0.8197 Intermediate Similarity NPC55602
0.8197 Intermediate Similarity NPC27363
0.8197 Intermediate Similarity NPC120724
0.819 Intermediate Similarity NPC262083
0.819 Intermediate Similarity NPC188738
0.819 Intermediate Similarity NPC471484
0.8182 Intermediate Similarity NPC202051
0.8182 Intermediate Similarity NPC312481
0.8174 Intermediate Similarity NPC475065
0.8167 Intermediate Similarity NPC61520
0.8167 Intermediate Similarity NPC475520
0.8167 Intermediate Similarity NPC474179
0.8167 Intermediate Similarity NPC213761
0.8167 Intermediate Similarity NPC35171
0.8167 Intermediate Similarity NPC473203
0.8167 Intermediate Similarity NPC475834
0.8167 Intermediate Similarity NPC472667
0.816 Intermediate Similarity NPC471407
0.8158 Intermediate Similarity NPC330011
0.8158 Intermediate Similarity NPC329048
0.8151 Intermediate Similarity NPC98249
0.8151 Intermediate Similarity NPC185287
0.8151 Intermediate Similarity NPC470492
0.8151 Intermediate Similarity NPC140055
0.8151 Intermediate Similarity NPC167606
0.8151 Intermediate Similarity NPC23046
0.8151 Intermediate Similarity NPC53396
0.8151 Intermediate Similarity NPC286528
0.8151 Intermediate Similarity NPC157380
0.8151 Intermediate Similarity NPC20302
0.8151 Intermediate Similarity NPC239273
0.8145 Intermediate Similarity NPC473253
0.8145 Intermediate Similarity NPC470882
0.8145 Intermediate Similarity NPC473265
0.8142 Intermediate Similarity NPC477812
0.8142 Intermediate Similarity NPC473175
0.8136 Intermediate Similarity NPC305044
0.8136 Intermediate Similarity NPC147912
0.8136 Intermediate Similarity NPC265290
0.8136 Intermediate Similarity NPC67259
0.8136 Intermediate Similarity NPC178289
0.813 Intermediate Similarity NPC469790
0.812 Intermediate Similarity NPC269530
0.812 Intermediate Similarity NPC475524
0.812 Intermediate Similarity NPC221144
0.812 Intermediate Similarity NPC44537
0.812 Intermediate Similarity NPC152117
0.812 Intermediate Similarity NPC207251
0.812 Intermediate Similarity NPC100267
0.812 Intermediate Similarity NPC234042
0.8115 Intermediate Similarity NPC222688
0.8103 Intermediate Similarity NPC16270
0.8103 Intermediate Similarity NPC15551
0.8103 Intermediate Similarity NPC41551
0.8103 Intermediate Similarity NPC6206
0.8103 Intermediate Similarity NPC5103
0.8099 Intermediate Similarity NPC184555
0.8099 Intermediate Similarity NPC268530
0.8099 Intermediate Similarity NPC154491
0.8099 Intermediate Similarity NPC251226
0.8087 Intermediate Similarity NPC65941
0.8087 Intermediate Similarity NPC329417
0.8087 Intermediate Similarity NPC472218
0.8087 Intermediate Similarity NPC472219
0.8087 Intermediate Similarity NPC472217
0.8083 Intermediate Similarity NPC329736
0.8083 Intermediate Similarity NPC473617
0.8083 Intermediate Similarity NPC473828
0.8083 Intermediate Similarity NPC475372
0.8083 Intermediate Similarity NPC146786
0.807 Intermediate Similarity NPC278628
0.807 Intermediate Similarity NPC60681
0.807 Intermediate Similarity NPC231530
0.807 Intermediate Similarity NPC477125
0.8067 Intermediate Similarity NPC138372
0.8067 Intermediate Similarity NPC196931
0.8067 Intermediate Similarity NPC106228
0.8065 Intermediate Similarity NPC181999
0.8065 Intermediate Similarity NPC250556
0.8065 Intermediate Similarity NPC63186
0.8065 Intermediate Similarity NPC469750
0.8062 Intermediate Similarity NPC62172
0.8062 Intermediate Similarity NPC289700
0.8053 Intermediate Similarity NPC236390
0.8053 Intermediate Similarity NPC23584
0.8053 Intermediate Similarity NPC474775
0.8051 Intermediate Similarity NPC255017
0.8051 Intermediate Similarity NPC73050
0.8051 Intermediate Similarity NPC101400
0.8051 Intermediate Similarity NPC101965
0.8036 Intermediate Similarity NPC99411
0.8034 Intermediate Similarity NPC474315
0.8034 Intermediate Similarity NPC255401
0.8034 Intermediate Similarity NPC71680
0.8034 Intermediate Similarity NPC470076

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC305260 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
0.8151 Intermediate Similarity NPD7115 Discovery
0.812 Intermediate Similarity NPD6053 Discontinued
0.8065 Intermediate Similarity NPD7507 Approved
0.8051 Intermediate Similarity NPD4632 Approved
0.8033 Intermediate Similarity NPD7503 Approved
0.7966 Intermediate Similarity NPD8297 Approved
0.7951 Intermediate Similarity NPD6319 Approved
0.7931 Intermediate Similarity NPD6881 Approved
0.7931 Intermediate Similarity NPD6899 Approved
0.7913 Intermediate Similarity NPD6675 Approved
0.7913 Intermediate Similarity NPD6402 Approved
0.7913 Intermediate Similarity NPD7128 Approved
0.7913 Intermediate Similarity NPD5739 Approved
0.7874 Intermediate Similarity NPD7319 Approved
0.7845 Intermediate Similarity NPD5697 Approved
0.7797 Intermediate Similarity NPD7290 Approved
0.7797 Intermediate Similarity NPD7102 Approved
0.7797 Intermediate Similarity NPD6883 Approved
0.7778 Intermediate Similarity NPD7320 Approved
0.7759 Intermediate Similarity NPD6008 Approved
0.7731 Intermediate Similarity NPD6649 Approved
0.7731 Intermediate Similarity NPD6847 Approved
0.7731 Intermediate Similarity NPD6650 Approved
0.7731 Intermediate Similarity NPD8130 Phase 1
0.7731 Intermediate Similarity NPD6617 Approved
0.7731 Intermediate Similarity NPD6869 Approved
0.7712 Intermediate Similarity NPD6012 Approved
0.7712 Intermediate Similarity NPD6014 Approved
0.7712 Intermediate Similarity NPD6013 Approved
0.7712 Intermediate Similarity NPD6373 Approved
0.7712 Intermediate Similarity NPD6372 Approved
0.7705 Intermediate Similarity NPD6009 Approved
0.7699 Intermediate Similarity NPD7638 Approved
0.7698 Intermediate Similarity NPD7492 Approved
0.7692 Intermediate Similarity NPD6412 Phase 2
0.7692 Intermediate Similarity NPD5701 Approved
0.7667 Intermediate Similarity NPD6882 Approved
0.7661 Intermediate Similarity NPD6054 Approved
0.7656 Intermediate Similarity NPD7736 Approved
0.7638 Intermediate Similarity NPD6616 Approved
0.7636 Intermediate Similarity NPD5281 Approved
0.7636 Intermediate Similarity NPD5284 Approved
0.7632 Intermediate Similarity NPD7640 Approved
0.7632 Intermediate Similarity NPD7639 Approved
0.7627 Intermediate Similarity NPD6011 Approved
0.7619 Intermediate Similarity NPD7604 Phase 2
0.76 Intermediate Similarity NPD8033 Approved
0.76 Intermediate Similarity NPD5983 Phase 2
0.7589 Intermediate Similarity NPD5695 Phase 3
0.7578 Intermediate Similarity NPD7078 Approved
0.754 Intermediate Similarity NPD6370 Approved
0.752 Intermediate Similarity NPD6059 Approved
0.75 Intermediate Similarity NPD5211 Phase 2
0.75 Intermediate Similarity NPD6336 Discontinued
0.75 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD4634 Approved
0.75 Intermediate Similarity NPD7328 Approved
0.7481 Intermediate Similarity NPD7260 Phase 2
0.7478 Intermediate Similarity NPD5285 Approved
0.7478 Intermediate Similarity NPD5286 Approved
0.7478 Intermediate Similarity NPD4696 Approved
0.746 Intermediate Similarity NPD6015 Approved
0.746 Intermediate Similarity NPD6016 Approved
0.7456 Intermediate Similarity NPD6083 Phase 2
0.7456 Intermediate Similarity NPD4755 Approved
0.7456 Intermediate Similarity NPD6084 Phase 2
0.7442 Intermediate Similarity NPD8293 Discontinued
0.744 Intermediate Similarity NPD7516 Approved
0.7438 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD5988 Approved
0.7381 Intermediate Similarity NPD8377 Approved
0.7381 Intermediate Similarity NPD8294 Approved
0.7373 Intermediate Similarity NPD5141 Approved
0.735 Intermediate Similarity NPD5224 Approved
0.735 Intermediate Similarity NPD5225 Approved
0.735 Intermediate Similarity NPD5226 Approved
0.735 Intermediate Similarity NPD4633 Approved
0.7333 Intermediate Similarity NPD6686 Approved
0.7328 Intermediate Similarity NPD4700 Approved
0.7323 Intermediate Similarity NPD8379 Approved
0.7323 Intermediate Similarity NPD8296 Approved
0.7323 Intermediate Similarity NPD8378 Approved
0.7323 Intermediate Similarity NPD8513 Phase 3
0.7323 Intermediate Similarity NPD8380 Approved
0.7323 Intermediate Similarity NPD8335 Approved
0.7321 Intermediate Similarity NPD6050 Approved
0.7321 Intermediate Similarity NPD5694 Approved
0.7302 Intermediate Similarity NPD7101 Approved
0.7302 Intermediate Similarity NPD7100 Approved
0.7288 Intermediate Similarity NPD5175 Approved
0.7288 Intermediate Similarity NPD5174 Approved
0.7265 Intermediate Similarity NPD5223 Approved
0.7257 Intermediate Similarity NPD5779 Approved
0.7257 Intermediate Similarity NPD6399 Phase 3
0.7257 Intermediate Similarity NPD5778 Approved
0.7241 Intermediate Similarity NPD5696 Approved
0.7232 Intermediate Similarity NPD5207 Approved
0.7232 Intermediate Similarity NPD5692 Phase 3
0.7222 Intermediate Similarity NPD6335 Approved
0.7213 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6371 Approved
0.7207 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6274 Approved
0.719 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD8516 Approved
0.7188 Intermediate Similarity NPD8515 Approved
0.7188 Intermediate Similarity NPD8517 Approved
0.7182 Intermediate Similarity NPD6409 Approved
0.7182 Intermediate Similarity NPD5330 Approved
0.7182 Intermediate Similarity NPD7334 Approved
0.7182 Intermediate Similarity NPD7521 Approved
0.7182 Intermediate Similarity NPD6684 Approved
0.7182 Intermediate Similarity NPD7146 Approved
0.7168 Intermediate Similarity NPD5693 Phase 1
0.7168 Intermediate Similarity NPD6411 Approved
0.7168 Intermediate Similarity NPD6079 Approved
0.7143 Intermediate Similarity NPD5328 Approved
0.7143 Intermediate Similarity NPD6317 Approved
0.713 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4202 Approved
0.7087 Intermediate Similarity NPD6313 Approved
0.7087 Intermediate Similarity NPD6314 Approved
0.7059 Intermediate Similarity NPD7632 Discontinued
0.7054 Intermediate Similarity NPD6909 Approved
0.7054 Intermediate Similarity NPD6908 Approved
0.7054 Intermediate Similarity NPD6903 Approved
0.7049 Intermediate Similarity NPD4729 Approved
0.7049 Intermediate Similarity NPD4730 Approved
0.7043 Intermediate Similarity NPD7748 Approved
0.704 Intermediate Similarity NPD8133 Approved
0.7037 Intermediate Similarity NPD6845 Suspended
0.7027 Intermediate Similarity NPD4694 Approved
0.7027 Intermediate Similarity NPD5280 Approved
0.7025 Intermediate Similarity NPD4767 Approved
0.7025 Intermediate Similarity NPD4768 Approved
0.7009 Intermediate Similarity NPD7902 Approved
0.7 Intermediate Similarity NPD4754 Approved
0.6992 Remote Similarity NPD6033 Approved
0.6991 Remote Similarity NPD4753 Phase 2
0.6991 Remote Similarity NPD6080 Approved
0.6991 Remote Similarity NPD6673 Approved
0.6991 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6991 Remote Similarity NPD6101 Approved
0.6991 Remote Similarity NPD6904 Approved
0.6967 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6967 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6949 Remote Similarity NPD4225 Approved
0.6947 Remote Similarity NPD8328 Phase 3
0.6935 Remote Similarity NPD5250 Approved
0.6935 Remote Similarity NPD5247 Approved
0.6935 Remote Similarity NPD5251 Approved
0.6935 Remote Similarity NPD5248 Approved
0.6935 Remote Similarity NPD5249 Phase 3
0.693 Remote Similarity NPD46 Approved
0.693 Remote Similarity NPD6698 Approved
0.6923 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5222 Approved
0.6923 Remote Similarity NPD5221 Approved
0.6911 Remote Similarity NPD5128 Approved
0.6903 Remote Similarity NPD5737 Approved
0.6903 Remote Similarity NPD6672 Approved
0.6897 Remote Similarity NPD7236 Approved
0.6891 Remote Similarity NPD6648 Approved
0.688 Remote Similarity NPD5217 Approved
0.688 Remote Similarity NPD5215 Approved
0.688 Remote Similarity NPD5216 Approved
0.6875 Remote Similarity NPD5279 Phase 3
0.6875 Remote Similarity NPD5690 Phase 2
0.687 Remote Similarity NPD7637 Suspended
0.687 Remote Similarity NPD7983 Approved
0.687 Remote Similarity NPD7515 Phase 2
0.6864 Remote Similarity NPD5173 Approved
0.6855 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6847 Remote Similarity NPD3133 Approved
0.6847 Remote Similarity NPD3666 Approved
0.6847 Remote Similarity NPD3665 Phase 1
0.6842 Remote Similarity NPD6051 Approved
0.6838 Remote Similarity NPD5654 Approved
0.6838 Remote Similarity NPD4629 Approved
0.6838 Remote Similarity NPD5210 Approved
0.6833 Remote Similarity NPD5344 Discontinued
0.6818 Remote Similarity NPD4223 Phase 3
0.6818 Remote Similarity NPD6435 Approved
0.6818 Remote Similarity NPD4221 Approved
0.6814 Remote Similarity NPD3573 Approved
0.68 Remote Similarity NPD5134 Clinical (unspecified phase)
0.68 Remote Similarity NPD5169 Approved
0.68 Remote Similarity NPD5135 Approved
0.6797 Remote Similarity NPD6868 Approved
0.6791 Remote Similarity NPD8074 Phase 3
0.6786 Remote Similarity NPD1694 Approved
0.6786 Remote Similarity NPD5329 Approved
0.6783 Remote Similarity NPD5785 Approved
0.6783 Remote Similarity NPD7838 Discovery
0.678 Remote Similarity NPD4697 Phase 3
0.6754 Remote Similarity NPD4518 Approved
0.6754 Remote Similarity NPD5208 Approved
0.6752 Remote Similarity NPD6001 Approved

Structure

External Identifiers

PubChem CID   44562998
ChEMBL   CHEMBL530114
ZINC  

Physicochemical Properties

Molecular Weight:  470.27
ALogP:  1.092
MLogP:  3.88
XLogP:  2.448
# Rotatable Bonds:  10
Polar Surface Area:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  34

Download Data

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Biological Activities  
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