Natural Product: NPC474379

Natural Product ID:  NPC474379
Common Name:   Hexahydrogedunin
IUPAC Name:  
Synonyms:   Hexahydrogedunin
Molecular Formula:   C28H40O7
Standard InCHIKey:  ZLMLDQGGOFVZEN-SFLDSBRCSA-N
Standard InCHI:  InChI=1S/C28H40O7/c1-15(29)33-20-13-18-24(2,3)19(30)8-10-25(18,4)17-7-11-26(5)21(16-9-12-32-14-16)34-23(31)22-28(26,35-22)27(17,20)6/h16-18,20-22H,7-14H2,1-6H3/t16?,17-,18+,20-,21+,22-,25-,26+,27+,28-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)CC[C@@]2([C@@H]2[C@]1(C)[C@@]13O[C@@H]1C(=O)O[C@H]([C@@]3(CC2)C)C1CCOC1)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
NPO20413 Meliaceae spp. Species Meliaceae Eukaryota PMID[9134742]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens Activity = 99 % 22940450
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 0.94 % 14510589
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 10 ug/ml 2362268
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 0.39 % 10.6019/CHEMBL1201861
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 2.13 ug/ml 21570834

  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 NPC474379 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
0.8864 High Similarity NPC477441
0.8791 High Similarity NPC216137
0.8478 Intermediate Similarity NPC477433
0.8478 Intermediate Similarity NPC477444
0.8478 Intermediate Similarity NPC477442
0.8416 Intermediate Similarity NPC474242
0.8404 Intermediate Similarity NPC309127
0.8404 Intermediate Similarity NPC247877
0.837 Intermediate Similarity NPC477440
0.837 Intermediate Similarity NPC477443
0.8295 Intermediate Similarity NPC329490
0.8295 Intermediate Similarity NPC328639
0.8229 Intermediate Similarity NPC163685
0.8229 Intermediate Similarity NPC235109
0.8222 Intermediate Similarity NPC65133
0.8222 Intermediate Similarity NPC477434
0.8211 Intermediate Similarity NPC477495
0.8182 Intermediate Similarity NPC125366
0.8172 Intermediate Similarity NPC67653
0.8172 Intermediate Similarity NPC471459
0.8125 Intermediate Similarity NPC82633
0.8111 Intermediate Similarity NPC476721
0.8105 Intermediate Similarity NPC228700
0.8065 Intermediate Similarity NPC236459
0.8046 Intermediate Similarity NPC143250
0.8043 Intermediate Similarity NPC83242
0.8041 Intermediate Similarity NPC477264
0.8022 Intermediate Similarity NPC237938
0.8022 Intermediate Similarity NPC181871
0.8022 Intermediate Similarity NPC475689
0.8022 Intermediate Similarity NPC219535
0.8022 Intermediate Similarity NPC9060
0.7961 Intermediate Similarity NPC153587
0.7959 Intermediate Similarity NPC266417
0.7957 Intermediate Similarity NPC470920
0.7938 Intermediate Similarity NPC62407
0.7938 Intermediate Similarity NPC287354
0.7935 Intermediate Similarity NPC474572
0.7885 Intermediate Similarity NPC204652
0.7885 Intermediate Similarity NPC16657
0.7872 Intermediate Similarity NPC476379
0.7872 Intermediate Similarity NPC221993
0.7872 Intermediate Similarity NPC471221
0.7849 Intermediate Similarity NPC120395
0.7849 Intermediate Similarity NPC476717
0.7849 Intermediate Similarity NPC248216
0.7826 Intermediate Similarity NPC473299
0.7778 Intermediate Similarity NPC134227
0.7778 Intermediate Similarity NPC475490
0.7755 Intermediate Similarity NPC470031
0.7742 Intermediate Similarity NPC477445
0.7742 Intermediate Similarity NPC477205
0.7736 Intermediate Similarity NPC473062
0.7732 Intermediate Similarity NPC476189
0.7723 Intermediate Similarity NPC178853
0.7714 Intermediate Similarity NPC227879
0.7714 Intermediate Similarity NPC208333
0.7708 Intermediate Similarity NPC472146
0.7708 Intermediate Similarity NPC475211
0.7708 Intermediate Similarity NPC77756
0.7708 Intermediate Similarity NPC88337
0.7708 Intermediate Similarity NPC185529
0.7706 Intermediate Similarity NPC146432
0.7706 Intermediate Similarity NPC470778
0.7701 Intermediate Similarity NPC55508
0.7692 Intermediate Similarity NPC203974
0.7685 Intermediate Similarity NPC470115
0.7685 Intermediate Similarity NPC470116
0.7684 Intermediate Similarity NPC477614
0.7684 Intermediate Similarity NPC131104
0.7684 Intermediate Similarity NPC473319
0.7684 Intermediate Similarity NPC3032
0.7684 Intermediate Similarity NPC226491
0.7684 Intermediate Similarity NPC476435
0.7677 Intermediate Similarity NPC476728
0.7677 Intermediate Similarity NPC116683
0.7674 Intermediate Similarity NPC96322
0.7667 Intermediate Similarity NPC275243
0.7647 Intermediate Similarity NPC470172
0.7647 Intermediate Similarity NPC471254
0.7642 Intermediate Similarity NPC470622
0.7634 Intermediate Similarity NPC105895
0.7634 Intermediate Similarity NPC471044
0.7634 Intermediate Similarity NPC473336
0.7629 Intermediate Similarity NPC476934
0.7615 Intermediate Similarity NPC16081
0.7615 Intermediate Similarity NPC173686
0.7615 Intermediate Similarity NPC89929
0.7609 Intermediate Similarity NPC13494
0.7604 Intermediate Similarity NPC24705
0.7604 Intermediate Similarity NPC61688
0.7604 Intermediate Similarity NPC56962
0.7604 Intermediate Similarity NPC200580
0.76 Intermediate Similarity NPC472273
0.76 Intermediate Similarity NPC74466
0.76 Intermediate Similarity NPC470632
0.7596 Intermediate Similarity NPC470587
0.7593 Intermediate Similarity NPC97002
0.7586 Intermediate Similarity NPC474755
0.7582 Intermediate Similarity NPC472951
0.7582 Intermediate Similarity NPC472943
0.7576 Intermediate Similarity NPC305808
0.7576 Intermediate Similarity NPC217329
0.7576 Intermediate Similarity NPC17336
0.7573 Intermediate Similarity NPC471253
0.7573 Intermediate Similarity NPC473406
0.7573 Intermediate Similarity NPC34562
0.7551 Intermediate Similarity NPC472148
0.7551 Intermediate Similarity NPC472147
0.7547 Intermediate Similarity NPC236753
0.7547 Intermediate Similarity NPC228190
0.7545 Intermediate Similarity NPC179429
0.7528 Intermediate Similarity NPC471046
0.7527 Intermediate Similarity NPC269684
0.7526 Intermediate Similarity NPC18536
0.7526 Intermediate Similarity NPC470114
0.7526 Intermediate Similarity NPC50443
0.7525 Intermediate Similarity NPC476294
0.7525 Intermediate Similarity NPC472144
0.7525 Intermediate Similarity NPC253995
0.7523 Intermediate Similarity NPC323821
0.7523 Intermediate Similarity NPC143268
0.7523 Intermediate Similarity NPC477465
0.7523 Intermediate Similarity NPC268238
0.7523 Intermediate Similarity NPC45218
0.75 Intermediate Similarity NPC88469
0.75 Intermediate Similarity NPC193785
0.75 Intermediate Similarity NPC475785
0.75 Intermediate Similarity NPC475765
0.7477 Intermediate Similarity NPC100908
0.7477 Intermediate Similarity NPC297179
0.7476 Intermediate Similarity NPC80640
0.7475 Intermediate Similarity NPC206878
0.7474 Intermediate Similarity NPC80700
0.7474 Intermediate Similarity NPC302111
0.7474 Intermediate Similarity NPC474008
0.7474 Intermediate Similarity NPC474215
0.7474 Intermediate Similarity NPC475729
0.7473 Intermediate Similarity NPC73013
0.7473 Intermediate Similarity NPC477287
0.7455 Intermediate Similarity NPC213084
0.7455 Intermediate Similarity NPC190185
0.7453 Intermediate Similarity NPC469826
0.7453 Intermediate Similarity NPC472079
0.7453 Intermediate Similarity NPC289702
0.7453 Intermediate Similarity NPC208461
0.7451 Intermediate Similarity NPC80417
0.7449 Intermediate Similarity NPC470230
0.7449 Intermediate Similarity NPC475878
0.7449 Intermediate Similarity NPC52756
0.7447 Intermediate Similarity NPC34984
0.7447 Intermediate Similarity NPC50438
0.7447 Intermediate Similarity NPC25037
0.7447 Intermediate Similarity NPC319909
0.7444 Intermediate Similarity NPC471151
0.7434 Intermediate Similarity NPC470779
0.7431 Intermediate Similarity NPC33360
0.7431 Intermediate Similarity NPC94509
0.7426 Intermediate Similarity NPC472145
0.7426 Intermediate Similarity NPC469810
0.7426 Intermediate Similarity NPC471241
0.7419 Intermediate Similarity NPC271163
0.7419 Intermediate Similarity NPC477284
0.7407 Intermediate Similarity NPC157476
0.7404 Intermediate Similarity NPC469985
0.7396 Intermediate Similarity NPC263802
0.7396 Intermediate Similarity NPC202937
0.7391 Intermediate Similarity NPC1882
0.7386 Intermediate Similarity NPC109510
0.7386 Intermediate Similarity NPC123122
0.7383 Intermediate Similarity NPC87393
0.7374 Intermediate Similarity NPC469315
0.7368 Intermediate Similarity NPC473350
0.7368 Intermediate Similarity NPC131350
0.7368 Intermediate Similarity NPC476715
0.7364 Intermediate Similarity NPC299849
0.7364 Intermediate Similarity NPC473798
0.7358 Intermediate Similarity NPC201908
0.7358 Intermediate Similarity NPC126753
0.7358 Intermediate Similarity NPC176949
0.7353 Intermediate Similarity NPC474793
0.7353 Intermediate Similarity NPC474724
0.734 Intermediate Similarity NPC15091
0.7339 Intermediate Similarity NPC157571
0.7339 Intermediate Similarity NPC477489
0.7339 Intermediate Similarity NPC476964
0.7333 Intermediate Similarity NPC327093
0.7333 Intermediate Similarity NPC474020
0.7333 Intermediate Similarity NPC267637
0.7321 Intermediate Similarity NPC17772
0.732 Intermediate Similarity NPC56777
0.732 Intermediate Similarity NPC201607
0.7315 Intermediate Similarity NPC66513
0.7312 Intermediate Similarity NPC476071
0.7308 Intermediate Similarity NPC244969
0.7308 Intermediate Similarity NPC213528
0.73 Intermediate Similarity NPC470424
0.73 Intermediate Similarity NPC470423
0.7297 Intermediate Similarity NPC96312
0.7297 Intermediate Similarity NPC251236

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474379 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
0.7549 Intermediate Similarity NPD1700 Approved
0.7453 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6989 Remote Similarity NPD6115 Approved
0.6989 Remote Similarity NPD6697 Approved
0.6989 Remote Similarity NPD6118 Approved
0.6989 Remote Similarity NPD6114 Approved
0.6917 Remote Similarity NPD7736 Approved
0.6889 Remote Similarity NPD5777 Approved
0.6882 Remote Similarity NPD6116 Phase 1
0.6864 Remote Similarity NPD8328 Phase 3
0.6848 Remote Similarity NPD3703 Phase 2
0.6807 Remote Similarity NPD7492 Approved
0.6789 Remote Similarity NPD6008 Approved
0.6774 Remote Similarity NPD6117 Approved
0.6771 Remote Similarity NPD1780 Approved
0.6771 Remote Similarity NPD1779 Approved
0.6752 Remote Similarity NPD6319 Approved
0.6752 Remote Similarity NPD6059 Approved
0.6752 Remote Similarity NPD6054 Approved
0.675 Remote Similarity NPD6616 Approved
0.6695 Remote Similarity NPD6921 Approved
0.6694 Remote Similarity NPD7078 Approved
0.6694 Remote Similarity NPD8293 Discontinued
0.6639 Remote Similarity NPD6370 Approved
0.6636 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD5739 Approved
0.6636 Remote Similarity NPD7128 Approved
0.6636 Remote Similarity NPD6675 Approved
0.6579 Remote Similarity NPD8297 Approved
0.6577 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6559 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6555 Remote Similarity NPD6016 Approved
0.6555 Remote Similarity NPD6015 Approved
0.6518 Remote Similarity NPD7320 Approved
0.6518 Remote Similarity NPD6881 Approved
0.6518 Remote Similarity NPD6899 Approved
0.65 Remote Similarity NPD5988 Approved
0.6489 Remote Similarity NPD3702 Approved
0.646 Remote Similarity NPD6372 Approved
0.646 Remote Similarity NPD8132 Clinical (unspecified phase)
0.646 Remote Similarity NPD6373 Approved
0.646 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6446 Remote Similarity NPD7604 Phase 2
0.6442 Remote Similarity NPD8035 Phase 2
0.6442 Remote Similarity NPD8034 Phase 2
0.6429 Remote Similarity NPD5701 Approved
0.6429 Remote Similarity NPD5697 Approved
0.6404 Remote Similarity NPD7102 Approved
0.6404 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6404 Remote Similarity NPD6883 Approved
0.6404 Remote Similarity NPD7290 Approved
0.6379 Remote Similarity NPD8133 Approved
0.6379 Remote Similarity NPD4632 Approved
0.6364 Remote Similarity NPD8301 Approved
0.6364 Remote Similarity NPD8300 Approved
0.6356 Remote Similarity NPD6009 Approved
0.6348 Remote Similarity NPD6847 Approved
0.6348 Remote Similarity NPD6649 Approved
0.6348 Remote Similarity NPD6869 Approved
0.6348 Remote Similarity NPD6617 Approved
0.6348 Remote Similarity NPD8130 Phase 1
0.6348 Remote Similarity NPD6650 Approved
0.6344 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7900 Approved
0.632 Remote Similarity NPD7319 Approved
0.6316 Remote Similarity NPD6012 Approved
0.6316 Remote Similarity NPD6013 Approved
0.6316 Remote Similarity NPD6014 Approved
0.6304 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6304 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6882 Approved
0.6281 Remote Similarity NPD5983 Phase 2
0.624 Remote Similarity NPD6033 Approved
0.6237 Remote Similarity NPD4789 Approved
0.6228 Remote Similarity NPD6011 Approved
0.6218 Remote Similarity NPD7115 Discovery
0.6214 Remote Similarity NPD3573 Approved
0.621 Remote Similarity NPD7507 Approved
0.621 Remote Similarity NPD6336 Discontinued
0.6207 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5360 Phase 3
0.6196 Remote Similarity NPD229 Approved
0.6176 Remote Similarity NPD7520 Clinical (unspecified phase)
0.617 Remote Similarity NPD6081 Approved
0.6168 Remote Similarity NPD7748 Approved
0.6162 Remote Similarity NPD6928 Phase 2
0.6154 Remote Similarity NPD5737 Approved
0.6154 Remote Similarity NPD4224 Phase 2
0.6154 Remote Similarity NPD6672 Approved
0.6147 Remote Similarity NPD7902 Approved
0.6139 Remote Similarity NPD3669 Approved
0.6139 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6134 Remote Similarity NPD6940 Discontinued
0.6121 Remote Similarity NPD4634 Approved
0.6075 Remote Similarity NPD8171 Discontinued
0.6064 Remote Similarity NPD4245 Approved
0.6064 Remote Similarity NPD4244 Approved
0.6 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD6274 Approved
0.6 Remote Similarity NPD6083 Phase 2
0.6 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6 Remote Similarity NPD4755 Approved
0.5984 Remote Similarity NPD7101 Approved
0.5984 Remote Similarity NPD7100 Approved
0.5981 Remote Similarity NPD7515 Phase 2
0.5965 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5963 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5962 Remote Similarity NPD6098 Approved
0.5957 Remote Similarity NPD3698 Phase 2
0.5957 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7638 Approved
0.5943 Remote Similarity NPD6904 Approved
0.5943 Remote Similarity NPD6080 Approved
0.5943 Remote Similarity NPD6673 Approved
0.5926 Remote Similarity NPD6399 Phase 3
0.5902 Remote Similarity NPD6335 Approved
0.5895 Remote Similarity NPD2687 Approved
0.5895 Remote Similarity NPD2254 Approved
0.5895 Remote Similarity NPD2686 Approved
0.5893 Remote Similarity NPD7640 Approved
0.5893 Remote Similarity NPD4696 Approved
0.5893 Remote Similarity NPD5285 Approved
0.5893 Remote Similarity NPD5286 Approved
0.5893 Remote Similarity NPD4700 Approved
0.5893 Remote Similarity NPD7639 Approved
0.5887 Remote Similarity NPD6909 Approved
0.5887 Remote Similarity NPD6908 Approved
0.587 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6411 Approved
0.5833 Remote Similarity NPD4758 Discontinued
0.582 Remote Similarity NPD6317 Approved
0.5818 Remote Similarity NPD5695 Phase 3
0.5812 Remote Similarity NPD6686 Approved
0.581 Remote Similarity NPD7334 Approved
0.581 Remote Similarity NPD6684 Approved
0.581 Remote Similarity NPD5330 Approved
0.581 Remote Similarity NPD7146 Approved
0.581 Remote Similarity NPD6409 Approved
0.581 Remote Similarity NPD7521 Approved
0.5804 Remote Similarity NPD5696 Approved
0.58 Remote Similarity NPD5364 Discontinued
0.58 Remote Similarity NPD3671 Phase 1
0.58 Remote Similarity NPD4238 Approved
0.58 Remote Similarity NPD4802 Phase 2
0.5789 Remote Similarity NPD5224 Approved
0.5789 Remote Similarity NPD4633 Approved
0.5789 Remote Similarity NPD5225 Approved
0.5789 Remote Similarity NPD5211 Phase 2
0.5789 Remote Similarity NPD5226 Approved
0.5789 Remote Similarity NPD7632 Discontinued
0.5772 Remote Similarity NPD6313 Approved
0.5772 Remote Similarity NPD6314 Approved
0.576 Remote Similarity NPD8517 Approved
0.576 Remote Similarity NPD8516 Approved
0.576 Remote Similarity NPD8515 Approved
0.576 Remote Similarity NPD8513 Phase 3
0.5752 Remote Similarity NPD8418 Phase 2
0.5739 Remote Similarity NPD5175 Approved
0.5739 Remote Similarity NPD5174 Approved
0.5738 Remote Similarity NPD6868 Approved
0.5727 Remote Similarity NPD5282 Discontinued
0.5702 Remote Similarity NPD5223 Approved
0.5701 Remote Similarity NPD6903 Approved
0.5699 Remote Similarity NPD3171 Clinical (unspecified phase)
0.569 Remote Similarity NPD5141 Approved
0.5688 Remote Similarity NPD5693 Phase 1
0.5688 Remote Similarity NPD6050 Approved
0.5664 Remote Similarity NPD4225 Approved
0.5652 Remote Similarity NPD8085 Approved
0.5652 Remote Similarity NPD8086 Approved
0.5652 Remote Similarity NPD8138 Approved
0.5652 Remote Similarity NPD8083 Approved
0.5652 Remote Similarity NPD8082 Approved
0.5652 Remote Similarity NPD8084 Approved
0.5652 Remote Similarity NPD8139 Approved
0.5648 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5648 Remote Similarity NPD5328 Approved
0.5648 Remote Similarity NPD6101 Approved
0.5645 Remote Similarity NPD7328 Approved
0.5645 Remote Similarity NPD7327 Approved
0.5641 Remote Similarity NPD4768 Approved
0.5641 Remote Similarity NPD4767 Approved
0.5635 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5222 Approved
0.5625 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5625 Remote Similarity NPD4697 Phase 3
0.5625 Remote Similarity NPD5221 Approved
0.5603 Remote Similarity NPD8275 Approved
0.5603 Remote Similarity NPD8276 Approved
0.5603 Remote Similarity NPD4754 Approved
0.56 Remote Similarity NPD7516 Approved

Structure

External Identifiers

PubChem CID   10696361
ChEMBL   CHEMBL465765
ZINC  

Physicochemical Properties

Molecular Weight:  488.28
ALogP:  0.2818
MLogP:  3.77
XLogP:  3.641
# Rotatable Bonds:  9
Polar Surface Area:  91.43
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  35

Download Data

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