Natural Product: NPC474747

Natural Product ID:  NPC474747
Common Name:   9Alpha-Hydroxy-Seco-Ratiferolide-5Alpha-O-(2-Methylbutyrate)
IUPAC Name:   [(3aR,5R,6S,7S,8S,8aR)-7-[(E)-but-2-enoyl]-5,7-dihydroxy-6-methyl-3-methylidene-2-oxo-3a,4,5,6,8,8a-hexahydrocyclohepta[b]furan-8-yl] 2-methylbutanoate
Synonyms:  
Molecular Formula:   C20H28O7
Standard InCHIKey:  WFHINDLSACGWNX-LWTJOPIQSA-N
Standard InCHI:  InChI=1S/C20H28O7/c1-6-8-15(22)20(25)12(5)14(21)9-13-11(4)19(24)26-16(13)17(20)27-18(23)10(3)7-2/h6,8,10,12-14,16-17,21,25H,4,7,9H2,1-3,5H3/b8-6+/t10?,12-,13+,14+,16+,17-,20+/m0/s1
Canonical SMILES:  C/C=C/C(=O)[C@@]1(O)[C@@H](OC(=O)C(CC)C)[C@@H]2OC(=O)C(=C)[C@H]2C[C@H]([C@@H]1C)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
NPO21597 Ratibida columnifera Species Asteraceae Eukaryota PMID[10579870]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 1.17 % 19036476
NPT2 Others Unspecified Activity = 78.14 % 9249968
NPT2 Others Unspecified Activity = 51.67 % 9784152
NPT2 Others Unspecified ED50 = 0.8 ug/ml 11520227
NPT2 Others Unspecified Activity = 0.77 % 20411974
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 0.9 ug/ml 14738381
NPT1851 Cell Line Col2 Homo sapiens ED50 = 1.1 ug/ml 19800245
NPT2 Others Unspecified Activity = 2.63 % 18507473
NPT2 Others Unspecified Activity = 31.87 % 18507473
NPT2 Others Unspecified Activity = 49.25 % 18507473
NPT2 Others Unspecified Activity = 61.31 % 20863599
NPT2 Others Unspecified Activity = 1.27 % 20863599
NPT2 Others Unspecified Activity = 1.66 % 20863599
NPT2 Others Unspecified ED50 = 1.6 ug/ml 22148880
NPT91 Cell Line KB Homo sapiens ED50 = 1 ug/ml 9584401
NPT858 Cell Line LNCaP Homo sapiens ED50 = 0.5 ug/ml 24813739
NPT2 Others Unspecified ED50 = 0.9 ug/ml 18077425

  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 NPC474747 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
0.9895 High Similarity NPC475945
0.9895 High Similarity NPC475871
0.9684 High Similarity NPC474742
0.9588 High Similarity NPC474741
0.9485 High Similarity NPC475873
0.9278 High Similarity NPC47880
0.9263 High Similarity NPC476009
0.9192 High Similarity NPC203659
0.9184 High Similarity NPC149371
0.9184 High Similarity NPC225353
0.9158 High Similarity NPC475900
0.9091 High Similarity NPC110989
0.8889 High Similarity NPC472753
0.8889 High Similarity NPC476270
0.8878 High Similarity NPC471144
0.8842 High Similarity NPC184463
0.8812 High Similarity NPC100487
0.88 High Similarity NPC472754
0.875 High Similarity NPC475912
0.875 High Similarity NPC212486
0.8723 High Similarity NPC202672
0.8713 High Similarity NPC472755
0.87 High Similarity NPC110443
0.87 High Similarity NPC185141
0.87 High Similarity NPC133907
0.87 High Similarity NPC474339
0.87 High Similarity NPC46998
0.87 High Similarity NPC164598
0.87 High Similarity NPC128733
0.87 High Similarity NPC201718
0.8673 High Similarity NPC470883
0.8673 High Similarity NPC158416
0.8673 High Similarity NPC39859
0.8673 High Similarity NPC76862
0.8654 High Similarity NPC38154
0.8646 High Similarity NPC208886
0.8646 High Similarity NPC30515
0.8646 High Similarity NPC12172
0.8641 High Similarity NPC477513
0.8641 High Similarity NPC26617
0.8632 High Similarity NPC307411
0.8627 High Similarity NPC472756
0.8611 High Similarity NPC471146
0.8611 High Similarity NPC471145
0.86 High Similarity NPC288876
0.8586 High Similarity NPC169205
0.8586 High Similarity NPC474313
0.8571 High Similarity NPC304886
0.8571 High Similarity NPC270013
0.8571 High Similarity NPC275960
0.8571 High Similarity NPC36954
0.8571 High Similarity NPC193645
0.8571 High Similarity NPC48803
0.8571 High Similarity NPC90121
0.8571 High Similarity NPC14961
0.8557 High Similarity NPC81419
0.8557 High Similarity NPC469645
0.8557 High Similarity NPC179746
0.8557 High Similarity NPC469692
0.8557 High Similarity NPC476300
0.8544 High Similarity NPC243998
0.8542 High Similarity NPC51004
0.85 High Similarity NPC141191
0.8485 Intermediate Similarity NPC185553
0.8485 Intermediate Similarity NPC473859
0.8469 Intermediate Similarity NPC81386
0.8469 Intermediate Similarity NPC121825
0.8469 Intermediate Similarity NPC474035
0.8469 Intermediate Similarity NPC190294
0.8438 Intermediate Similarity NPC173926
0.8431 Intermediate Similarity NPC86077
0.8431 Intermediate Similarity NPC320019
0.8431 Intermediate Similarity NPC471148
0.8431 Intermediate Similarity NPC324017
0.8416 Intermediate Similarity NPC475949
0.84 Intermediate Similarity NPC40812
0.8396 Intermediate Similarity NPC5103
0.8384 Intermediate Similarity NPC471142
0.8384 Intermediate Similarity NPC475659
0.8367 Intermediate Similarity NPC273579
0.8367 Intermediate Similarity NPC162205
0.8367 Intermediate Similarity NPC288240
0.8367 Intermediate Similarity NPC135776
0.8367 Intermediate Similarity NPC295204
0.8365 Intermediate Similarity NPC223450
0.8351 Intermediate Similarity NPC62815
0.8351 Intermediate Similarity NPC474761
0.8351 Intermediate Similarity NPC476004
0.8351 Intermediate Similarity NPC473619
0.835 Intermediate Similarity NPC4620
0.835 Intermediate Similarity NPC472750
0.835 Intermediate Similarity NPC472747
0.8333 Intermediate Similarity NPC171759
0.8333 Intermediate Similarity NPC15993
0.8317 Intermediate Similarity NPC473326
0.8317 Intermediate Similarity NPC83895
0.8317 Intermediate Similarity NPC187761
0.83 Intermediate Similarity NPC477921
0.83 Intermediate Similarity NPC476315
0.8283 Intermediate Similarity NPC477131
0.8269 Intermediate Similarity NPC475676
0.8269 Intermediate Similarity NPC472748
0.8269 Intermediate Similarity NPC220964
0.8265 Intermediate Similarity NPC20713
0.8265 Intermediate Similarity NPC111114
0.8265 Intermediate Similarity NPC131209
0.8265 Intermediate Similarity NPC300312
0.8265 Intermediate Similarity NPC70595
0.8265 Intermediate Similarity NPC473321
0.8265 Intermediate Similarity NPC133698
0.8265 Intermediate Similarity NPC123177
0.8265 Intermediate Similarity NPC261607
0.8265 Intermediate Similarity NPC150978
0.8265 Intermediate Similarity NPC74103
0.8247 Intermediate Similarity NPC474951
0.8241 Intermediate Similarity NPC66108
0.8229 Intermediate Similarity NPC190753
0.8229 Intermediate Similarity NPC186148
0.8229 Intermediate Similarity NPC248602
0.8224 Intermediate Similarity NPC257240
0.8224 Intermediate Similarity NPC477103
0.8218 Intermediate Similarity NPC323421
0.8218 Intermediate Similarity NPC213947
0.8218 Intermediate Similarity NPC170143
0.8218 Intermediate Similarity NPC328562
0.8218 Intermediate Similarity NPC471150
0.8218 Intermediate Similarity NPC108475
0.8208 Intermediate Similarity NPC475960
0.82 Intermediate Similarity NPC163228
0.82 Intermediate Similarity NPC477922
0.819 Intermediate Similarity NPC54737
0.819 Intermediate Similarity NPC472751
0.819 Intermediate Similarity NPC472749
0.8182 Intermediate Similarity NPC475788
0.8182 Intermediate Similarity NPC475302
0.8165 Intermediate Similarity NPC469496
0.8165 Intermediate Similarity NPC106395
0.8165 Intermediate Similarity NPC46269
0.8165 Intermediate Similarity NPC469454
0.8165 Intermediate Similarity NPC469463
0.8163 Intermediate Similarity NPC179394
0.8163 Intermediate Similarity NPC475855
0.8163 Intermediate Similarity NPC144133
0.8163 Intermediate Similarity NPC473448
0.8163 Intermediate Similarity NPC253144
0.8158 Intermediate Similarity NPC473802
0.8155 Intermediate Similarity NPC150923
0.8155 Intermediate Similarity NPC264477
0.8155 Intermediate Similarity NPC477511
0.8148 Intermediate Similarity NPC179798
0.8148 Intermediate Similarity NPC304180
0.8144 Intermediate Similarity NPC153805
0.8144 Intermediate Similarity NPC58219
0.8144 Intermediate Similarity NPC177629
0.8144 Intermediate Similarity NPC476708
0.8144 Intermediate Similarity NPC476707
0.8144 Intermediate Similarity NPC476706
0.8144 Intermediate Similarity NPC281516
0.8137 Intermediate Similarity NPC187268
0.8137 Intermediate Similarity NPC161855
0.8137 Intermediate Similarity NPC308567
0.8137 Intermediate Similarity NPC261377
0.8137 Intermediate Similarity NPC474213
0.8137 Intermediate Similarity NPC54843
0.8137 Intermediate Similarity NPC255592
0.8131 Intermediate Similarity NPC477102
0.8125 Intermediate Similarity NPC475019
0.8125 Intermediate Similarity NPC470242
0.8125 Intermediate Similarity NPC474949
0.8119 Intermediate Similarity NPC473291
0.8119 Intermediate Similarity NPC230800
0.8119 Intermediate Similarity NPC91771
0.8119 Intermediate Similarity NPC476275
0.8119 Intermediate Similarity NPC31645
0.8119 Intermediate Similarity NPC142529
0.8119 Intermediate Similarity NPC279621
0.8119 Intermediate Similarity NPC17585
0.8113 Intermediate Similarity NPC72813
0.8113 Intermediate Similarity NPC194620
0.8113 Intermediate Similarity NPC474421
0.8113 Intermediate Similarity NPC326994
0.8113 Intermediate Similarity NPC324327
0.81 Intermediate Similarity NPC71589
0.81 Intermediate Similarity NPC167219
0.81 Intermediate Similarity NPC469632
0.81 Intermediate Similarity NPC303942
0.81 Intermediate Similarity NPC473331
0.81 Intermediate Similarity NPC198853
0.81 Intermediate Similarity NPC57405
0.8095 Intermediate Similarity NPC471143
0.8095 Intermediate Similarity NPC477510
0.8091 Intermediate Similarity NPC67290
0.8091 Intermediate Similarity NPC133677
0.8091 Intermediate Similarity NPC138303
0.8087 Intermediate Similarity NPC473919
0.8087 Intermediate Similarity NPC473709
0.8081 Intermediate Similarity NPC476705
0.8081 Intermediate Similarity NPC284185
0.8081 Intermediate Similarity NPC329952
0.8081 Intermediate Similarity NPC184063

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474747 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
0.8641 High Similarity NPD7899 Clinical (unspecified phase)
0.8571 High Similarity NPD1698 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD6371 Approved
0.7745 Intermediate Similarity NPD5282 Discontinued
0.7723 Intermediate Similarity NPD7983 Approved
0.7653 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD6698 Approved
0.7624 Intermediate Similarity NPD46 Approved
0.7525 Intermediate Similarity NPD1695 Approved
0.7451 Intermediate Similarity NPD7838 Discovery
0.7345 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD4225 Approved
0.7288 Intermediate Similarity NPD6319 Approved
0.7282 Intermediate Similarity NPD5785 Approved
0.7232 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD5778 Approved
0.7143 Intermediate Similarity NPD5779 Approved
0.7129 Intermediate Similarity NPD5363 Approved
0.7083 Intermediate Similarity NPD8513 Phase 3
0.7083 Intermediate Similarity NPD8517 Approved
0.7083 Intermediate Similarity NPD8515 Approved
0.7083 Intermediate Similarity NPD8516 Approved
0.708 Intermediate Similarity NPD6686 Approved
0.7071 Intermediate Similarity NPD5369 Approved
0.7069 Intermediate Similarity NPD4632 Approved
0.7059 Intermediate Similarity NPD5786 Approved
0.7049 Intermediate Similarity NPD7492 Approved
0.7034 Intermediate Similarity NPD7115 Discovery
0.7 Intermediate Similarity NPD6435 Approved
0.7 Intermediate Similarity NPD6054 Approved
0.7 Intermediate Similarity NPD5344 Discontinued
0.6992 Remote Similarity NPD6616 Approved
0.6983 Remote Similarity NPD6053 Discontinued
0.6977 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6972 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6942 Remote Similarity NPD6016 Approved
0.6942 Remote Similarity NPD6015 Approved
0.6935 Remote Similarity NPD7078 Approved
0.6885 Remote Similarity NPD5988 Approved
0.6885 Remote Similarity NPD6370 Approved
0.688 Remote Similarity NPD7736 Approved
0.6857 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6101 Approved
0.6842 Remote Similarity NPD5697 Approved
0.6838 Remote Similarity NPD8297 Approved
0.6832 Remote Similarity NPD4270 Approved
0.6832 Remote Similarity NPD4269 Approved
0.6829 Remote Similarity NPD7642 Approved
0.681 Remote Similarity NPD4634 Approved
0.68 Remote Similarity NPD5368 Approved
0.68 Remote Similarity NPD8074 Phase 3
0.6783 Remote Similarity NPD6881 Approved
0.6783 Remote Similarity NPD6899 Approved
0.6752 Remote Similarity NPD6649 Approved
0.6752 Remote Similarity NPD6650 Approved
0.675 Remote Similarity NPD6009 Approved
0.6731 Remote Similarity NPD4249 Approved
0.6729 Remote Similarity NPD6411 Approved
0.6724 Remote Similarity NPD6012 Approved
0.6724 Remote Similarity NPD6013 Approved
0.6724 Remote Similarity NPD6014 Approved
0.6721 Remote Similarity NPD6059 Approved
0.6694 Remote Similarity NPD8328 Phase 3
0.6667 Remote Similarity NPD4250 Approved
0.6667 Remote Similarity NPD6883 Approved
0.6667 Remote Similarity NPD7290 Approved
0.6667 Remote Similarity NPD7102 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4251 Approved
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD8293 Discontinued
0.6638 Remote Similarity NPD6011 Approved
0.6636 Remote Similarity NPD7839 Suspended
0.6635 Remote Similarity NPD1694 Approved
0.6634 Remote Similarity NPD4252 Approved
0.661 Remote Similarity NPD6617 Approved
0.661 Remote Similarity NPD8130 Phase 1
0.661 Remote Similarity NPD6847 Approved
0.661 Remote Similarity NPD6869 Approved
0.6609 Remote Similarity NPD5739 Approved
0.6609 Remote Similarity NPD6402 Approved
0.6609 Remote Similarity NPD6675 Approved
0.6609 Remote Similarity NPD7128 Approved
0.6607 Remote Similarity NPD6648 Approved
0.6602 Remote Similarity NPD6110 Phase 1
0.6602 Remote Similarity NPD7154 Phase 3
0.6589 Remote Similarity NPD7260 Phase 2
0.6581 Remote Similarity NPD6372 Approved
0.6581 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6373 Approved
0.6562 Remote Similarity NPD7319 Approved
0.656 Remote Similarity NPD7830 Approved
0.656 Remote Similarity NPD7829 Approved
0.656 Remote Similarity NPD7604 Phase 2
0.6557 Remote Similarity NPD7641 Discontinued
0.6555 Remote Similarity NPD6882 Approved
0.6552 Remote Similarity NPD5701 Approved
0.6532 Remote Similarity NPD6921 Approved
0.6505 Remote Similarity NPD5209 Approved
0.6496 Remote Similarity NPD7320 Approved
0.6491 Remote Similarity NPD5211 Phase 2
0.648 Remote Similarity NPD8080 Discontinued
0.6471 Remote Similarity NPD4821 Approved
0.6471 Remote Similarity NPD4819 Approved
0.6471 Remote Similarity NPD2204 Approved
0.6471 Remote Similarity NPD4820 Approved
0.6471 Remote Similarity NPD4822 Approved
0.6471 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6008 Approved
0.646 Remote Similarity NPD5286 Approved
0.646 Remote Similarity NPD5285 Approved
0.646 Remote Similarity NPD4696 Approved
0.6457 Remote Similarity NPD8273 Phase 1
0.6457 Remote Similarity NPD7507 Approved
0.6457 Remote Similarity NPD8451 Approved
0.6457 Remote Similarity NPD6336 Discontinued
0.6442 Remote Similarity NPD5362 Discontinued
0.6429 Remote Similarity NPD6084 Phase 2
0.6429 Remote Similarity NPD6083 Phase 2
0.641 Remote Similarity NPD6412 Phase 2
0.6406 Remote Similarity NPD8448 Approved
0.64 Remote Similarity NPD8444 Approved
0.6396 Remote Similarity NPD5695 Phase 3
0.6387 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5141 Approved
0.6372 Remote Similarity NPD7638 Approved
0.6372 Remote Similarity NPD5696 Approved
0.6348 Remote Similarity NPD5224 Approved
0.6348 Remote Similarity NPD5225 Approved
0.6348 Remote Similarity NPD5226 Approved
0.6348 Remote Similarity NPD4633 Approved
0.6346 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6341 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7640 Approved
0.6316 Remote Similarity NPD7639 Approved
0.6293 Remote Similarity NPD5175 Approved
0.6293 Remote Similarity NPD5174 Approved
0.6288 Remote Similarity NPD6845 Suspended
0.6283 Remote Similarity NPD4755 Approved
0.6275 Remote Similarity NPD4268 Approved
0.6275 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6275 Remote Similarity NPD4271 Approved
0.6273 Remote Similarity NPD7637 Suspended
0.627 Remote Similarity NPD6291 Clinical (unspecified phase)
0.627 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5223 Approved
0.626 Remote Similarity NPD8390 Approved
0.626 Remote Similarity NPD5956 Approved
0.626 Remote Similarity NPD6274 Approved
0.626 Remote Similarity NPD8392 Approved
0.626 Remote Similarity NPD8391 Approved
0.625 Remote Similarity NPD5210 Approved
0.625 Remote Similarity NPD8299 Approved
0.625 Remote Similarity NPD8342 Approved
0.625 Remote Similarity NPD8341 Approved
0.625 Remote Similarity NPD8340 Approved
0.625 Remote Similarity NPD4629 Approved
0.624 Remote Similarity NPD7100 Approved
0.624 Remote Similarity NPD7101 Approved
0.6231 Remote Similarity NPD6033 Approved
0.6216 Remote Similarity NPD6399 Phase 3
0.621 Remote Similarity NPD6317 Approved
0.6198 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5221 Approved
0.6195 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5222 Approved
0.6174 Remote Similarity NPD4700 Approved
0.616 Remote Similarity NPD6313 Approved
0.616 Remote Similarity NPD6314 Approved
0.616 Remote Similarity NPD6335 Approved
0.6142 Remote Similarity NPD8267 Approved
0.6142 Remote Similarity NPD8269 Approved
0.6142 Remote Similarity NPD8266 Approved
0.6142 Remote Similarity NPD8268 Approved
0.614 Remote Similarity NPD5173 Approved
0.6134 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5693 Phase 1
0.6111 Remote Similarity NPD4522 Approved
0.6105 Remote Similarity NPD3197 Phase 1
0.6091 Remote Similarity NPD5370 Suspended
0.6091 Remote Similarity NPD4753 Phase 2
0.6083 Remote Similarity NPD4729 Approved
0.6083 Remote Similarity NPD4730 Approved
0.608 Remote Similarity NPD7500 Approved
0.608 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6074 Remote Similarity NPD8415 Approved
0.6053 Remote Similarity NPD4697 Phase 3
0.6029 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6019 Remote Similarity NPD4756 Discovery
0.6016 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD5737 Approved
0.6 Remote Similarity NPD7902 Approved
0.6 Remote Similarity NPD6868 Approved
0.6 Remote Similarity NPD6672 Approved
0.6 Remote Similarity NPD4695 Discontinued
0.5984 Remote Similarity NPD5247 Approved
0.5984 Remote Similarity NPD5248 Approved
0.5984 Remote Similarity NPD5250 Approved
0.5984 Remote Similarity NPD5249 Phase 3

Structure

External Identifiers

PubChem CID   44575370
ChEMBL   CHEMBL481258
ZINC  

Physicochemical Properties

Molecular Weight:  380.18
ALogP:  -0.3492
MLogP:  2.89
XLogP:  1.096
# Rotatable Bonds:  12
Polar Surface Area:  110.13
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  27

Download Data

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