Natural Product: NPC118911

Natural Product ID:  NPC118911
Common Name:   Pouogenin D
IUPAC Name:   [(2S,3E,5R,7E)-10-[(1S,3S,6S)-6-acetyloxy-3-hydroxy-2,2,6-trimethylcyclohexyl]-5-hydroxy-1-[(1S,2S)-2-hydroxy-2,6,6-trimethyl-5-oxocyclohex-3-en-1-yl]-3,8-dimethyldeca-3,7-dien-2-yl] acetate
Synonyms:   Pouogenin D
Molecular Formula:   C34H54O8
Standard InCHIKey:  XYFCCKLZJPBWMV-YOOAOJBASA-N
Standard InCHI:  InChI=1S/C34H54O8/c1-21(12-14-27-31(5,6)30(39)16-18-34(27,10)42-24(4)36)11-13-25(37)19-22(2)26(41-23(3)35)20-28-32(7,8)29(38)15-17-33(28,9)40/h11,15,17,19,25-28,30,37,39-40H,12-14,16,18,20H2,1-10H3/b21-11+,22-19+/t25-,26+,27+,28+,30+,33+,34+/m1/s1
Canonical SMILES:  C/C(=CC[C@H](/C=C(/[C@H](C[C@@H]1[C@@](C)(O)C=CC(=O)C1(C)C)OC(=O)C)C)O)/CC[C@@H]1[C@](C)(CC[C@@H](C1(C)C)O)OC(=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
NPO33227 Lipastrotethya sp. Species NA NA Micronesia PMID[22148280]
NPO30078 Lipastrotethya NA NA NA PMID[22148280]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 27500 nM 22148280

  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 NPC118911 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
0.9375 High Similarity NPC285513
0.9375 High Similarity NPC254496
0.9286 High Similarity NPC115862
0.9167 High Similarity NPC134067
0.8788 High Similarity NPC474343
0.8727 High Similarity NPC48692
0.8713 High Similarity NPC476240
0.8713 High Similarity NPC476223
0.8713 High Similarity NPC224720
0.87 High Similarity NPC316598
0.8692 High Similarity NPC25909
0.8627 High Similarity NPC136289
0.8614 High Similarity NPC476274
0.8558 High Similarity NPC472645
0.8529 High Similarity NPC81530
0.8515 High Similarity NPC478056
0.8485 Intermediate Similarity NPC476415
0.8476 Intermediate Similarity NPC475294
0.8469 Intermediate Similarity NPC472975
0.8447 Intermediate Similarity NPC162973
0.8431 Intermediate Similarity NPC472644
0.8426 Intermediate Similarity NPC264634
0.8426 Intermediate Similarity NPC475524
0.8426 Intermediate Similarity NPC100267
0.8426 Intermediate Similarity NPC147180
0.8416 Intermediate Similarity NPC170131
0.8416 Intermediate Similarity NPC38530
0.8416 Intermediate Similarity NPC253826
0.8416 Intermediate Similarity NPC84335
0.84 Intermediate Similarity NPC316215
0.84 Intermediate Similarity NPC183012
0.8396 Intermediate Similarity NPC189075
0.8396 Intermediate Similarity NPC476479
0.8396 Intermediate Similarity NPC89171
0.8396 Intermediate Similarity NPC476802
0.8396 Intermediate Similarity NPC275539
0.8384 Intermediate Similarity NPC476416
0.8381 Intermediate Similarity NPC1679
0.8378 Intermediate Similarity NPC257457
0.8378 Intermediate Similarity NPC311554
0.8367 Intermediate Similarity NPC134321
0.8365 Intermediate Similarity NPC8196
0.8364 Intermediate Similarity NPC148458
0.835 Intermediate Similarity NPC472643
0.835 Intermediate Similarity NPC471412
0.835 Intermediate Similarity NPC472637
0.8318 Intermediate Similarity NPC228477
0.8318 Intermediate Similarity NPC137911
0.8317 Intermediate Similarity NPC202833
0.8302 Intermediate Similarity NPC110496
0.8302 Intermediate Similarity NPC143609
0.83 Intermediate Similarity NPC472977
0.83 Intermediate Similarity NPC472976
0.8288 Intermediate Similarity NPC471854
0.8283 Intermediate Similarity NPC472978
0.8283 Intermediate Similarity NPC233345
0.8283 Intermediate Similarity NPC186363
0.8273 Intermediate Similarity NPC181145
0.8269 Intermediate Similarity NPC137430
0.8269 Intermediate Similarity NPC155332
0.8269 Intermediate Similarity NPC476081
0.8269 Intermediate Similarity NPC32577
0.8269 Intermediate Similarity NPC114540
0.8265 Intermediate Similarity NPC472973
0.8257 Intermediate Similarity NPC90952
0.8257 Intermediate Similarity NPC277769
0.8257 Intermediate Similarity NPC221144
0.8252 Intermediate Similarity NPC266955
0.8252 Intermediate Similarity NPC471413
0.8241 Intermediate Similarity NPC37116
0.8241 Intermediate Similarity NPC5103
0.8241 Intermediate Similarity NPC473627
0.823 Intermediate Similarity NPC19336
0.823 Intermediate Similarity NPC185876
0.8224 Intermediate Similarity NPC151393
0.8218 Intermediate Similarity NPC477438
0.8218 Intermediate Similarity NPC477437
0.8214 Intermediate Similarity NPC234522
0.8208 Intermediate Similarity NPC469607
0.8208 Intermediate Similarity NPC111952
0.82 Intermediate Similarity NPC139692
0.82 Intermediate Similarity NPC477436
0.82 Intermediate Similarity NPC477435
0.8198 Intermediate Similarity NPC64318
0.819 Intermediate Similarity NPC478057
0.819 Intermediate Similarity NPC99266
0.819 Intermediate Similarity NPC90177
0.8182 Intermediate Similarity NPC75167
0.8182 Intermediate Similarity NPC469463
0.8182 Intermediate Similarity NPC152467
0.8182 Intermediate Similarity NPC128672
0.8182 Intermediate Similarity NPC471204
0.8182 Intermediate Similarity NPC469496
0.8182 Intermediate Similarity NPC311592
0.8182 Intermediate Similarity NPC122056
0.8182 Intermediate Similarity NPC469454
0.8173 Intermediate Similarity NPC115899
0.8173 Intermediate Similarity NPC303559
0.8163 Intermediate Similarity NPC104560
0.8155 Intermediate Similarity NPC108368
0.8155 Intermediate Similarity NPC23364
0.8155 Intermediate Similarity NPC222011
0.8155 Intermediate Similarity NPC57079
0.8148 Intermediate Similarity NPC273433
0.8144 Intermediate Similarity NPC473226
0.8144 Intermediate Similarity NPC220478
0.8142 Intermediate Similarity NPC473636
0.8142 Intermediate Similarity NPC180640
0.8142 Intermediate Similarity NPC77689
0.8137 Intermediate Similarity NPC234993
0.8137 Intermediate Similarity NPC134072
0.8137 Intermediate Similarity NPC242848
0.8131 Intermediate Similarity NPC67321
0.8131 Intermediate Similarity NPC187435
0.8125 Intermediate Similarity NPC239273
0.8125 Intermediate Similarity NPC10721
0.8125 Intermediate Similarity NPC40687
0.8125 Intermediate Similarity NPC134430
0.8119 Intermediate Similarity NPC477129
0.8119 Intermediate Similarity NPC38830
0.8119 Intermediate Similarity NPC477439
0.8119 Intermediate Similarity NPC196227
0.8119 Intermediate Similarity NPC57117
0.8119 Intermediate Similarity NPC477130
0.8119 Intermediate Similarity NPC470697
0.8113 Intermediate Similarity NPC189616
0.8108 Intermediate Similarity NPC67259
0.8108 Intermediate Similarity NPC474872
0.8108 Intermediate Similarity NPC147912
0.81 Intermediate Similarity NPC252433
0.81 Intermediate Similarity NPC72845
0.8095 Intermediate Similarity NPC308726
0.8095 Intermediate Similarity NPC119601
0.8091 Intermediate Similarity NPC4573
0.8091 Intermediate Similarity NPC269530
0.8091 Intermediate Similarity NPC194951
0.8091 Intermediate Similarity NPC12046
0.8091 Intermediate Similarity NPC476801
0.8091 Intermediate Similarity NPC174836
0.8081 Intermediate Similarity NPC73995
0.8081 Intermediate Similarity NPC50488
0.8081 Intermediate Similarity NPC36668
0.8081 Intermediate Similarity NPC5509
0.8081 Intermediate Similarity NPC474396
0.8081 Intermediate Similarity NPC472983
0.8081 Intermediate Similarity NPC284561
0.8081 Intermediate Similarity NPC118011
0.8077 Intermediate Similarity NPC474012
0.8077 Intermediate Similarity NPC174314
0.8077 Intermediate Similarity NPC476299
0.8077 Intermediate Similarity NPC474718
0.8077 Intermediate Similarity NPC241221
0.8077 Intermediate Similarity NPC117685
0.807 Intermediate Similarity NPC329080
0.807 Intermediate Similarity NPC472759
0.8061 Intermediate Similarity NPC231599
0.8058 Intermediate Similarity NPC473456
0.8058 Intermediate Similarity NPC151681
0.8058 Intermediate Similarity NPC121402
0.8058 Intermediate Similarity NPC69385
0.8058 Intermediate Similarity NPC224356
0.8058 Intermediate Similarity NPC132753
0.8058 Intermediate Similarity NPC175351
0.8056 Intermediate Similarity NPC322903
0.8056 Intermediate Similarity NPC295244
0.8056 Intermediate Similarity NPC102843
0.8053 Intermediate Similarity NPC50774
0.8053 Intermediate Similarity NPC472760
0.8053 Intermediate Similarity NPC709
0.8053 Intermediate Similarity NPC186525
0.8053 Intermediate Similarity NPC124676
0.8053 Intermediate Similarity NPC146280
0.8039 Intermediate Similarity NPC53565
0.8039 Intermediate Similarity NPC266899
0.8037 Intermediate Similarity NPC478052
0.8037 Intermediate Similarity NPC477125
0.8036 Intermediate Similarity NPC176840
0.8036 Intermediate Similarity NPC154363
0.8036 Intermediate Similarity NPC471127
0.8036 Intermediate Similarity NPC234858
0.8019 Intermediate Similarity NPC95899
0.8019 Intermediate Similarity NPC236390
0.8019 Intermediate Similarity NPC473283
0.8019 Intermediate Similarity NPC475526
0.8019 Intermediate Similarity NPC329345
0.8019 Intermediate Similarity NPC476237
0.8019 Intermediate Similarity NPC473624
0.8019 Intermediate Similarity NPC471365
0.8019 Intermediate Similarity NPC72151
0.8019 Intermediate Similarity NPC471364
0.8019 Intermediate Similarity NPC476889
0.8019 Intermediate Similarity NPC264048
0.8019 Intermediate Similarity NPC120321
0.8019 Intermediate Similarity NPC132395
0.8019 Intermediate Similarity NPC254202
0.8018 Intermediate Similarity NPC472929
0.8018 Intermediate Similarity NPC71889
0.8018 Intermediate Similarity NPC474937
0.8018 Intermediate Similarity NPC157441
0.8018 Intermediate Similarity NPC472926

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC118911 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
0.8 Intermediate Similarity NPD6649 Approved
0.8 Intermediate Similarity NPD6650 Approved
0.7965 Intermediate Similarity NPD7115 Discovery
0.7928 Intermediate Similarity NPD8297 Approved
0.789 Intermediate Similarity NPD6881 Approved
0.789 Intermediate Similarity NPD6899 Approved
0.7885 Intermediate Similarity NPD7902 Approved
0.7838 Intermediate Similarity NPD8130 Phase 1
0.7818 Intermediate Similarity NPD6373 Approved
0.7818 Intermediate Similarity NPD6372 Approved
0.781 Intermediate Similarity NPD4225 Approved
0.7798 Intermediate Similarity NPD5697 Approved
0.7768 Intermediate Similarity NPD6882 Approved
0.7767 Intermediate Similarity NPD7748 Approved
0.7748 Intermediate Similarity NPD7102 Approved
0.7748 Intermediate Similarity NPD7290 Approved
0.7748 Intermediate Similarity NPD6883 Approved
0.7727 Intermediate Similarity NPD6011 Approved
0.7706 Intermediate Similarity NPD6402 Approved
0.7706 Intermediate Similarity NPD5739 Approved
0.7706 Intermediate Similarity NPD7128 Approved
0.7706 Intermediate Similarity NPD6675 Approved
0.7679 Intermediate Similarity NPD6617 Approved
0.7679 Intermediate Similarity NPD6869 Approved
0.7679 Intermediate Similarity NPD6847 Approved
0.7677 Intermediate Similarity NPD1694 Approved
0.7658 Intermediate Similarity NPD6012 Approved
0.7658 Intermediate Similarity NPD6013 Approved
0.7658 Intermediate Similarity NPD6014 Approved
0.7596 Intermediate Similarity NPD7900 Approved
0.7596 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD5211 Phase 2
0.7573 Intermediate Similarity NPD6079 Approved
0.7573 Intermediate Similarity NPD7515 Phase 2
0.757 Intermediate Similarity NPD7639 Approved
0.757 Intermediate Similarity NPD7640 Approved
0.7568 Intermediate Similarity NPD7320 Approved
0.7525 Intermediate Similarity NPD3573 Approved
0.7524 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5779 Approved
0.75 Intermediate Similarity NPD5778 Approved
0.75 Intermediate Similarity NPD6399 Phase 3
0.7477 Intermediate Similarity NPD7638 Approved
0.7477 Intermediate Similarity NPD5701 Approved
0.7476 Intermediate Similarity NPD5785 Approved
0.7455 Intermediate Similarity NPD5141 Approved
0.7407 Intermediate Similarity NPD5286 Approved
0.7407 Intermediate Similarity NPD4696 Approved
0.7407 Intermediate Similarity NPD5285 Approved
0.7404 Intermediate Similarity NPD6411 Approved
0.7379 Intermediate Similarity NPD5328 Approved
0.7374 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5223 Approved
0.7339 Intermediate Similarity NPD5344 Discontinued
0.729 Intermediate Similarity NPD5222 Approved
0.729 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5221 Approved
0.7288 Intermediate Similarity NPD6335 Approved
0.7281 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4633 Approved
0.7273 Intermediate Similarity NPD5225 Approved
0.7273 Intermediate Similarity NPD5226 Approved
0.7273 Intermediate Similarity NPD5224 Approved
0.7257 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6686 Approved
0.7255 Intermediate Similarity NPD3618 Phase 1
0.7241 Intermediate Similarity NPD4632 Approved
0.7232 Intermediate Similarity NPD6008 Approved
0.7227 Intermediate Similarity NPD7101 Approved
0.7227 Intermediate Similarity NPD7100 Approved
0.7222 Intermediate Similarity NPD4755 Approved
0.7222 Intermediate Similarity NPD5173 Approved
0.7212 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6101 Approved
0.7207 Intermediate Similarity NPD5174 Approved
0.7207 Intermediate Similarity NPD5175 Approved
0.7203 Intermediate Similarity NPD6317 Approved
0.7193 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6319 Approved
0.7156 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6314 Approved
0.7143 Intermediate Similarity NPD6313 Approved
0.713 Intermediate Similarity NPD4697 Phase 3
0.7119 Intermediate Similarity NPD6274 Approved
0.7119 Intermediate Similarity NPD6868 Approved
0.7107 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4730 Approved
0.7105 Intermediate Similarity NPD4729 Approved
0.7091 Intermediate Similarity NPD6648 Approved
0.7091 Intermediate Similarity NPD4700 Approved
0.7064 Intermediate Similarity NPD6083 Phase 2
0.7064 Intermediate Similarity NPD6084 Phase 2
0.7059 Intermediate Similarity NPD6009 Approved
0.7018 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7507 Approved
0.7009 Intermediate Similarity NPD6053 Discontinued
0.7009 Intermediate Similarity NPD4202 Approved
0.6992 Remote Similarity NPD7604 Phase 2
0.6992 Remote Similarity NPD8328 Phase 3
0.699 Remote Similarity NPD5363 Approved
0.6983 Remote Similarity NPD6371 Approved
0.6983 Remote Similarity NPD5248 Approved
0.6983 Remote Similarity NPD5250 Approved
0.6983 Remote Similarity NPD5247 Approved
0.6983 Remote Similarity NPD5251 Approved
0.6983 Remote Similarity NPD5249 Phase 3
0.6981 Remote Similarity NPD46 Approved
0.6981 Remote Similarity NPD6698 Approved
0.6967 Remote Similarity NPD5983 Phase 2
0.6967 Remote Similarity NPD8513 Phase 3
0.6967 Remote Similarity NPD8516 Approved
0.6967 Remote Similarity NPD8515 Approved
0.6967 Remote Similarity NPD8517 Approved
0.6964 Remote Similarity NPD7632 Discontinued
0.6935 Remote Similarity NPD7492 Approved
0.693 Remote Similarity NPD4767 Approved
0.693 Remote Similarity NPD4768 Approved
0.6923 Remote Similarity NPD6409 Approved
0.6923 Remote Similarity NPD5330 Approved
0.6923 Remote Similarity NPD5786 Approved
0.6923 Remote Similarity NPD7521 Approved
0.6923 Remote Similarity NPD6684 Approved
0.6923 Remote Similarity NPD7146 Approved
0.6923 Remote Similarity NPD7334 Approved
0.6916 Remote Similarity NPD5281 Approved
0.6916 Remote Similarity NPD8034 Phase 2
0.6916 Remote Similarity NPD5284 Approved
0.6916 Remote Similarity NPD8035 Phase 2
0.6916 Remote Similarity NPD7983 Approved
0.6905 Remote Similarity NPD7736 Approved
0.6903 Remote Similarity NPD4754 Approved
0.6893 Remote Similarity NPD4786 Approved
0.6885 Remote Similarity NPD6054 Approved
0.6881 Remote Similarity NPD5695 Phase 3
0.6881 Remote Similarity NPD6356 Clinical (unspecified phase)
0.688 Remote Similarity NPD6616 Approved
0.688 Remote Similarity NPD6336 Discontinued
0.6875 Remote Similarity NPD7260 Phase 2
0.6863 Remote Similarity NPD3667 Approved
0.685 Remote Similarity NPD7319 Approved
0.6847 Remote Similarity NPD5696 Approved
0.6838 Remote Similarity NPD4634 Approved
0.6838 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6838 Remote Similarity NPD5169 Approved
0.6838 Remote Similarity NPD5135 Approved
0.6837 Remote Similarity NPD8039 Approved
0.6832 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6832 Remote Similarity NPD4695 Discontinued
0.6829 Remote Similarity NPD6908 Approved
0.6829 Remote Similarity NPD6909 Approved
0.6825 Remote Similarity NPD7078 Approved
0.6822 Remote Similarity NPD7838 Discovery
0.681 Remote Similarity NPD5128 Approved
0.68 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6903 Approved
0.6792 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6672 Approved
0.6792 Remote Similarity NPD5737 Approved
0.678 Remote Similarity NPD5215 Approved
0.678 Remote Similarity NPD5216 Approved
0.678 Remote Similarity NPD5217 Approved
0.678 Remote Similarity NPD5127 Approved
0.6774 Remote Similarity NPD6370 Approved
0.6762 Remote Similarity NPD4623 Approved
0.6762 Remote Similarity NPD4519 Discontinued
0.6762 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6759 Remote Similarity NPD5693 Phase 1
0.6752 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6731 Remote Similarity NPD3665 Phase 1
0.6731 Remote Similarity NPD3666 Approved
0.6731 Remote Similarity NPD3133 Approved
0.6731 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5210 Approved
0.6727 Remote Similarity NPD4629 Approved
0.6724 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6699 Remote Similarity NPD4270 Approved
0.6699 Remote Similarity NPD6435 Approved
0.6699 Remote Similarity NPD4269 Approved
0.6694 Remote Similarity NPD6015 Approved
0.6694 Remote Similarity NPD6016 Approved
0.6694 Remote Similarity NPD6921 Approved
0.6693 Remote Similarity NPD8074 Phase 3
0.6693 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD8264 Approved
0.6667 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD1696 Phase 3
0.6667 Remote Similarity NPD5168 Approved
0.664 Remote Similarity NPD5988 Approved
0.6639 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6639 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6635 Remote Similarity NPD5362 Discontinued
0.6635 Remote Similarity NPD7154 Phase 3
0.6613 Remote Similarity NPD6059 Approved
0.6612 Remote Similarity NPD5167 Approved
0.6606 Remote Similarity NPD7637 Suspended
0.6604 Remote Similarity NPD5279 Phase 3
0.6602 Remote Similarity NPD5369 Approved
0.6585 Remote Similarity NPD7328 Approved
0.6585 Remote Similarity NPD7327 Approved

Structure

External Identifiers

PubChem CID   56926502
ChEMBL   CHEMBL1927962
ZINC  

Physicochemical Properties

Molecular Weight:  590.38
ALogP:  3.097
MLogP:  4.32
XLogP:  4.005
# Rotatable Bonds:  26
Polar Surface Area:  130.36
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  42

Download Data

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