Natural Product: NPC476961

Natural Product ID:  NPC476961
Common Name:   Withametelin J
IUPAC Name:   (1R,5R,8R)-5-methyl-4-methylidene-8-[(5R,6R,12R)-5,6,12-trihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-2,6-dioxabicyclo[3.3.1]nonan-3-one
Synonyms:   withametelin J
Molecular Formula:   C28H38O7
Standard InCHIKey:  NUGSWDUYOFBMPP-RNFOTZJJSA-N
Standard InCHI:  InChI=1S/C28H38O7/c1-14-24(32)35-20-12-25(14,2)34-13-16(20)18-8-7-17-15-10-23(31)28(33)9-5-6-21(29)27(28,4)19(15)11-22(30)26(17,18)3/h5-6,15-20,22-23,30-31,33H,1,7-13H2,2-4H3/t15?,16-,17?,18?,19?,20+,22+,23+,25+,26?,27?,28-/m0/s1
Canonical SMILES:  O=C1O[C@@H]2C[C@@](C1=C)(C)OC[C@H]2C1CCC2C1(C)[C@H](O)CC1C2C[C@H]([C@@]2(C1(C)C(=O)C=CC2)O)O
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
NPO24850 Datura metel Species Solanaceae Eukaryota flowers Yuxi Town, Fuqing City, Fujian Province, China 2005-SEP PMID[17583953]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 17583953
NPT547 Cell Line BGC-823 Homo sapiens IC50 = 5200 nM 17583953
NPT111 Cell Line K562 Homo sapiens IC50 = 2500 nM 17583953

  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 NPC476961 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
0.9727 High Similarity NPC476965
0.9727 High Similarity NPC470959
0.9554 High Similarity NPC476960
0.9369 High Similarity NPC470953
0.9298 High Similarity NPC476962
0.9224 High Similarity NPC11895
0.9138 High Similarity NPC170538
0.9115 High Similarity NPC476963
0.9068 High Similarity NPC293112
0.906 High Similarity NPC469789
0.9027 High Similarity NPC67259
0.9027 High Similarity NPC147912
0.8983 High Similarity NPC172154
0.8983 High Similarity NPC8369
0.8983 High Similarity NPC81736
0.8929 High Similarity NPC470960
0.8908 High Similarity NPC473635
0.8898 High Similarity NPC204812
0.8889 High Similarity NPC67569
0.887 High Similarity NPC476959
0.8843 High Similarity NPC231529
0.8843 High Similarity NPC476966
0.8824 High Similarity NPC241456
0.8824 High Similarity NPC32868
0.8814 High Similarity NPC470265
0.8814 High Similarity NPC269642
0.8814 High Similarity NPC23786
0.8783 High Similarity NPC270929
0.8772 High Similarity NPC194273
0.8729 High Similarity NPC46570
0.8718 High Similarity NPC475041
0.8707 High Similarity NPC286528
0.8707 High Similarity NPC20302
0.8707 High Similarity NPC134430
0.8707 High Similarity NPC140055
0.8707 High Similarity NPC167606
0.8696 High Similarity NPC243354
0.8678 High Similarity NPC470882
0.8678 High Similarity NPC287423
0.8667 High Similarity NPC473255
0.8655 High Similarity NPC107493
0.8632 High Similarity NPC709
0.8632 High Similarity NPC50774
0.8632 High Similarity NPC257457
0.8632 High Similarity NPC329736
0.8632 High Similarity NPC473720
0.8632 High Similarity NPC311554
0.8629 High Similarity NPC316915
0.8609 High Similarity NPC122056
0.8609 High Similarity NPC320118
0.8607 High Similarity NPC473620
0.8607 High Similarity NPC245094
0.8596 High Similarity NPC471243
0.8583 High Similarity NPC473979
0.8583 High Similarity NPC120724
0.8559 High Similarity NPC42673
0.8559 High Similarity NPC77689
0.8559 High Similarity NPC475520
0.8559 High Similarity NPC230513
0.8559 High Similarity NPC473636
0.8559 High Similarity NPC61520
0.8559 High Similarity NPC473203
0.8559 High Similarity NPC264954
0.8548 High Similarity NPC231240
0.8548 High Similarity NPC471855
0.8547 High Similarity NPC470492
0.8547 High Similarity NPC218970
0.8547 High Similarity NPC312824
0.8547 High Similarity NPC470493
0.8547 High Similarity NPC475809
0.8547 High Similarity NPC284068
0.8547 High Similarity NPC55296
0.8547 High Similarity NPC183580
0.8547 High Similarity NPC239273
0.8525 High Similarity NPC473253
0.8525 High Similarity NPC473265
0.8522 High Similarity NPC476964
0.8522 High Similarity NPC277769
0.8522 High Similarity NPC269530
0.8512 High Similarity NPC24651
0.8512 High Similarity NPC470922
0.8512 High Similarity NPC8374
0.8487 Intermediate Similarity NPC154491
0.8487 Intermediate Similarity NPC474370
0.8487 Intermediate Similarity NPC79579
0.8487 Intermediate Similarity NPC251226
0.8487 Intermediate Similarity NPC268530
0.8475 Intermediate Similarity NPC153440
0.8468 Intermediate Similarity NPC470954
0.8468 Intermediate Similarity NPC173347
0.8462 Intermediate Similarity NPC190286
0.8462 Intermediate Similarity NPC64318
0.8462 Intermediate Similarity NPC44170
0.8455 Intermediate Similarity NPC311534
0.8448 Intermediate Similarity NPC194100
0.8448 Intermediate Similarity NPC962
0.8448 Intermediate Similarity NPC255017
0.8448 Intermediate Similarity NPC25909
0.8435 Intermediate Similarity NPC146945
0.8435 Intermediate Similarity NPC474229
0.8435 Intermediate Similarity NPC171888
0.8435 Intermediate Similarity NPC474315
0.843 Intermediate Similarity NPC67251
0.843 Intermediate Similarity NPC18945
0.843 Intermediate Similarity NPC91693
0.843 Intermediate Similarity NPC105926
0.843 Intermediate Similarity NPC265557
0.8421 Intermediate Similarity NPC41405
0.8417 Intermediate Similarity NPC4021
0.8417 Intermediate Similarity NPC159456
0.8417 Intermediate Similarity NPC470921
0.8403 Intermediate Similarity NPC473839
0.8403 Intermediate Similarity NPC473270
0.8403 Intermediate Similarity NPC475775
0.8403 Intermediate Similarity NPC5292
0.8403 Intermediate Similarity NPC211093
0.8403 Intermediate Similarity NPC476529
0.839 Intermediate Similarity NPC287343
0.839 Intermediate Similarity NPC97908
0.839 Intermediate Similarity NPC122033
0.839 Intermediate Similarity NPC474654
0.839 Intermediate Similarity NPC471854
0.839 Intermediate Similarity NPC470854
0.839 Intermediate Similarity NPC473968
0.8387 Intermediate Similarity NPC473593
0.8387 Intermediate Similarity NPC470880
0.8387 Intermediate Similarity NPC471407
0.8376 Intermediate Similarity NPC238667
0.8376 Intermediate Similarity NPC474181
0.8376 Intermediate Similarity NPC284915
0.8362 Intermediate Similarity NPC476801
0.8362 Intermediate Similarity NPC152117
0.8362 Intermediate Similarity NPC4573
0.8362 Intermediate Similarity NPC205534
0.8362 Intermediate Similarity NPC234042
0.8362 Intermediate Similarity NPC90952
0.8362 Intermediate Similarity NPC474927
0.8362 Intermediate Similarity NPC280782
0.8362 Intermediate Similarity NPC236217
0.8361 Intermediate Similarity NPC476729
0.8361 Intermediate Similarity NPC318135
0.8348 Intermediate Similarity NPC197428
0.8348 Intermediate Similarity NPC320383
0.8348 Intermediate Similarity NPC5284
0.8348 Intermediate Similarity NPC37116
0.8348 Intermediate Similarity NPC137104
0.8348 Intermediate Similarity NPC474786
0.8347 Intermediate Similarity NPC88326
0.8347 Intermediate Similarity NPC153700
0.8347 Intermediate Similarity NPC312833
0.8333 Intermediate Similarity NPC471094
0.8333 Intermediate Similarity NPC109607
0.8333 Intermediate Similarity NPC107338
0.8333 Intermediate Similarity NPC474585
0.8333 Intermediate Similarity NPC473410
0.8333 Intermediate Similarity NPC275539
0.8333 Intermediate Similarity NPC472825
0.8333 Intermediate Similarity NPC469984
0.8333 Intermediate Similarity NPC189075
0.8319 Intermediate Similarity NPC17772
0.8319 Intermediate Similarity NPC297179
0.8319 Intermediate Similarity NPC251310
0.8319 Intermediate Similarity NPC96377
0.8319 Intermediate Similarity NPC113448
0.8305 Intermediate Similarity NPC49492
0.8305 Intermediate Similarity NPC40632
0.8305 Intermediate Similarity NPC96312
0.8305 Intermediate Similarity NPC328374
0.8305 Intermediate Similarity NPC196931
0.8305 Intermediate Similarity NPC268954
0.8305 Intermediate Similarity NPC148458
0.8305 Intermediate Similarity NPC266728
0.8305 Intermediate Similarity NPC251236
0.8305 Intermediate Similarity NPC176840
0.8304 Intermediate Similarity NPC264048
0.8291 Intermediate Similarity NPC250109
0.8291 Intermediate Similarity NPC208998
0.8291 Intermediate Similarity NPC7921
0.8291 Intermediate Similarity NPC49451
0.8276 Intermediate Similarity NPC213320
0.8273 Intermediate Similarity NPC114274
0.8264 Intermediate Similarity NPC310511
0.8264 Intermediate Similarity NPC470779
0.8261 Intermediate Similarity NPC475065
0.8261 Intermediate Similarity NPC310546
0.8261 Intermediate Similarity NPC274827
0.8261 Intermediate Similarity NPC131903
0.8261 Intermediate Similarity NPC102741
0.8261 Intermediate Similarity NPC5475
0.8261 Intermediate Similarity NPC472216
0.8261 Intermediate Similarity NPC173905
0.8261 Intermediate Similarity NPC284828
0.825 Intermediate Similarity NPC305260
0.825 Intermediate Similarity NPC472933
0.825 Intermediate Similarity NPC270850
0.825 Intermediate Similarity NPC469488
0.825 Intermediate Similarity NPC470777
0.825 Intermediate Similarity NPC473274
0.8246 Intermediate Similarity NPC329048
0.8246 Intermediate Similarity NPC330011

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476961 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
0.8707 High Similarity NPD7115 Discovery
0.8182 Intermediate Similarity NPD6319 Approved
0.8017 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.8017 Intermediate Similarity NPD6881 Approved
0.8017 Intermediate Similarity NPD6899 Approved
0.7983 Intermediate Similarity NPD4632 Approved
0.7966 Intermediate Similarity NPD6649 Approved
0.7966 Intermediate Similarity NPD6650 Approved
0.7953 Intermediate Similarity NPD7319 Approved
0.7931 Intermediate Similarity NPD5697 Approved
0.792 Intermediate Similarity NPD7492 Approved
0.7899 Intermediate Similarity NPD8297 Approved
0.7886 Intermediate Similarity NPD6054 Approved
0.7881 Intermediate Similarity NPD4634 Approved
0.7881 Intermediate Similarity NPD6883 Approved
0.7881 Intermediate Similarity NPD7102 Approved
0.7881 Intermediate Similarity NPD7290 Approved
0.7874 Intermediate Similarity NPD7736 Approved
0.7857 Intermediate Similarity NPD6616 Approved
0.7857 Intermediate Similarity NPD7507 Approved
0.7845 Intermediate Similarity NPD5739 Approved
0.7845 Intermediate Similarity NPD6402 Approved
0.7845 Intermediate Similarity NPD7128 Approved
0.7845 Intermediate Similarity NPD6675 Approved
0.784 Intermediate Similarity NPD8328 Phase 3
0.7815 Intermediate Similarity NPD8130 Phase 1
0.7815 Intermediate Similarity NPD6869 Approved
0.7815 Intermediate Similarity NPD6617 Approved
0.7815 Intermediate Similarity NPD6847 Approved
0.7797 Intermediate Similarity NPD6013 Approved
0.7797 Intermediate Similarity NPD6012 Approved
0.7797 Intermediate Similarity NPD6372 Approved
0.7797 Intermediate Similarity NPD6373 Approved
0.7797 Intermediate Similarity NPD6014 Approved
0.7795 Intermediate Similarity NPD7078 Approved
0.7788 Intermediate Similarity NPD7638 Approved
0.776 Intermediate Similarity NPD6370 Approved
0.775 Intermediate Similarity NPD6882 Approved
0.7727 Intermediate Similarity NPD6079 Approved
0.7719 Intermediate Similarity NPD7640 Approved
0.7719 Intermediate Similarity NPD7639 Approved
0.7712 Intermediate Similarity NPD6011 Approved
0.7712 Intermediate Similarity NPD7320 Approved
0.7692 Intermediate Similarity NPD6008 Approved
0.768 Intermediate Similarity NPD6015 Approved
0.768 Intermediate Similarity NPD6016 Approved
0.7642 Intermediate Similarity NPD6009 Approved
0.7632 Intermediate Similarity NPD4225 Approved
0.7627 Intermediate Similarity NPD5701 Approved
0.7619 Intermediate Similarity NPD5988 Approved
0.76 Intermediate Similarity NPD6059 Approved
0.7586 Intermediate Similarity NPD5211 Phase 2
0.7565 Intermediate Similarity NPD5285 Approved
0.7565 Intermediate Similarity NPD5286 Approved
0.7565 Intermediate Similarity NPD4696 Approved
0.7559 Intermediate Similarity NPD7604 Phase 2
0.7545 Intermediate Similarity NPD5328 Approved
0.754 Intermediate Similarity NPD5983 Phase 2
0.754 Intermediate Similarity NPD8513 Phase 3
0.754 Intermediate Similarity NPD8517 Approved
0.754 Intermediate Similarity NPD8516 Approved
0.754 Intermediate Similarity NPD8515 Approved
0.754 Intermediate Similarity NPD8033 Approved
0.754 Intermediate Similarity NPD7503 Approved
0.7519 Intermediate Similarity NPD8293 Discontinued
0.75 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6399 Phase 3
0.75 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7479 Intermediate Similarity NPD6412 Phase 2
0.746 Intermediate Similarity NPD8294 Approved
0.746 Intermediate Similarity NPD8377 Approved
0.7458 Intermediate Similarity NPD5141 Approved
0.7456 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD5222 Approved
0.7456 Intermediate Similarity NPD5221 Approved
0.7442 Intermediate Similarity NPD6336 Discontinued
0.7436 Intermediate Similarity NPD5224 Approved
0.7436 Intermediate Similarity NPD5226 Approved
0.7436 Intermediate Similarity NPD4633 Approved
0.7436 Intermediate Similarity NPD5225 Approved
0.7434 Intermediate Similarity NPD7748 Approved
0.7417 Intermediate Similarity NPD6686 Approved
0.7411 Intermediate Similarity NPD7515 Phase 2
0.7402 Intermediate Similarity NPD8380 Approved
0.7402 Intermediate Similarity NPD8335 Approved
0.7402 Intermediate Similarity NPD8378 Approved
0.7402 Intermediate Similarity NPD8379 Approved
0.7402 Intermediate Similarity NPD8296 Approved
0.7398 Intermediate Similarity NPD8133 Approved
0.7391 Intermediate Similarity NPD4755 Approved
0.7391 Intermediate Similarity NPD6084 Phase 2
0.7391 Intermediate Similarity NPD7902 Approved
0.7391 Intermediate Similarity NPD6083 Phase 2
0.7391 Intermediate Similarity NPD5173 Approved
0.7381 Intermediate Similarity NPD7101 Approved
0.7381 Intermediate Similarity NPD7100 Approved
0.7381 Intermediate Similarity NPD7516 Approved
0.7377 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7373 Intermediate Similarity NPD5175 Approved
0.7373 Intermediate Similarity NPD5174 Approved
0.7364 Intermediate Similarity NPD3573 Approved
0.7355 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD5223 Approved
0.7317 Intermediate Similarity NPD6053 Discontinued
0.7304 Intermediate Similarity NPD4697 Phase 3
0.7302 Intermediate Similarity NPD7328 Approved
0.7302 Intermediate Similarity NPD7327 Approved
0.7302 Intermediate Similarity NPD6335 Approved
0.7295 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD6868 Approved
0.728 Intermediate Similarity NPD6274 Approved
0.7273 Intermediate Similarity NPD3618 Phase 1
0.7266 Intermediate Similarity NPD6921 Approved
0.7265 Intermediate Similarity NPD4700 Approved
0.7257 Intermediate Similarity NPD6411 Approved
0.7222 Intermediate Similarity NPD6317 Approved
0.7179 Intermediate Similarity NPD5696 Approved
0.7165 Intermediate Similarity NPD6313 Approved
0.7165 Intermediate Similarity NPD6314 Approved
0.7154 Intermediate Similarity NPD6371 Approved
0.7143 Intermediate Similarity NPD7632 Discontinued
0.7132 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD4729 Approved
0.7131 Intermediate Similarity NPD4730 Approved
0.713 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7900 Approved
0.7117 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4786 Approved
0.708 Intermediate Similarity NPD6101 Approved
0.708 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD5210 Approved
0.7069 Intermediate Similarity NPD4629 Approved
0.7069 Intermediate Similarity NPD5695 Phase 3
0.7069 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD6033 Approved
0.7049 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD5778 Approved
0.7043 Intermediate Similarity NPD5779 Approved
0.7043 Intermediate Similarity NPD4202 Approved
0.7037 Intermediate Similarity NPD7260 Phase 2
0.7018 Intermediate Similarity NPD5785 Approved
0.7016 Intermediate Similarity NPD5249 Phase 3
0.7016 Intermediate Similarity NPD5250 Approved
0.7016 Intermediate Similarity NPD5247 Approved
0.7016 Intermediate Similarity NPD5251 Approved
0.7016 Intermediate Similarity NPD5248 Approved
0.7 Intermediate Similarity NPD6908 Approved
0.7 Intermediate Similarity NPD6909 Approved
0.6992 Remote Similarity NPD5128 Approved
0.6992 Remote Similarity NPD8074 Phase 3
0.6991 Remote Similarity NPD6672 Approved
0.6991 Remote Similarity NPD5737 Approved
0.6991 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6967 Remote Similarity NPD4768 Approved
0.6967 Remote Similarity NPD4767 Approved
0.6964 Remote Similarity NPD5330 Approved
0.6964 Remote Similarity NPD7521 Approved
0.6964 Remote Similarity NPD7146 Approved
0.6964 Remote Similarity NPD6684 Approved
0.6964 Remote Similarity NPD7334 Approved
0.6964 Remote Similarity NPD6409 Approved
0.696 Remote Similarity NPD5216 Approved
0.696 Remote Similarity NPD5217 Approved
0.696 Remote Similarity NPD5215 Approved
0.6957 Remote Similarity NPD8034 Phase 2
0.6957 Remote Similarity NPD7637 Suspended
0.6957 Remote Similarity NPD5693 Phase 1
0.6957 Remote Similarity NPD8035 Phase 2
0.6942 Remote Similarity NPD4754 Approved
0.693 Remote Similarity NPD4753 Phase 2
0.6917 Remote Similarity NPD5344 Discontinued
0.6909 Remote Similarity NPD3667 Approved
0.688 Remote Similarity NPD5135 Approved
0.688 Remote Similarity NPD5169 Approved
0.688 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1694 Approved
0.6855 Remote Similarity NPD5168 Approved
0.6842 Remote Similarity NPD6903 Approved
0.6825 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6825 Remote Similarity NPD5127 Approved
0.681 Remote Similarity NPD5284 Approved
0.681 Remote Similarity NPD5281 Approved
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6783 Remote Similarity NPD6673 Approved
0.6783 Remote Similarity NPD6080 Approved
0.6783 Remote Similarity NPD6904 Approved
0.6774 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6738 Remote Similarity NPD6334 Approved
0.6738 Remote Similarity NPD6333 Approved
0.6724 Remote Similarity NPD46 Approved
0.6724 Remote Similarity NPD6698 Approved
0.6718 Remote Similarity NPD4522 Approved
0.6695 Remote Similarity NPD5282 Discontinued
0.6695 Remote Similarity NPD6001 Approved
0.6667 Remote Similarity NPD5167 Approved
0.6622 Remote Similarity NPD7236 Approved

Structure

External Identifiers

PubChem CID   44425444
ChEMBL   CHEMBL425993
ZINC  

Physicochemical Properties

Molecular Weight:  486.26
ALogP:  -0.1171
MLogP:  3.77
XLogP:  1.9
# Rotatable Bonds:  7
Polar Surface Area:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  6
# Heavy Atoms:  35

Download Data

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Structure MOL file  
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Biological Activities  
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