Natural Product: NPC477717

Natural Product ID:  NPC477717
Common Name:   Petrosaspongiolide N
IUPAC Name:   [(1S,3R,4aR,4bS,6aR,7S,10aR,10bS,12aS)-1-acetyloxy-3-(2-hydroxy-5-oxo-2H-furan-3-yl)-4b,7,10a-trimethyl-1,3,4,4a,5,6,6a,8,9,10,10b,11,12,12a-tetradecahydronaphtho[2,1-f]isochromen-7-yl]methyl acetate
Synonyms:   Petrosaspongiolide N
Molecular Formula:   C29H42O8
Standard InCHIKey:  ZSDRTHXMHGHLMW-VEIQJVNDSA-N
Standard InCHI:  InChI=1S/C29H42O8/c1-16(30)34-15-27(3)10-6-11-29(5)22(27)9-12-28(4)20-14-21(19-13-24(32)37-25(19)33)36-26(35-17(2)31)18(20)7-8-23(28)29/h13,18,20-23,25-26,33H,6-12,14-15H2,1-5H3/t18-,20+,21+,22-,23-,25?,26+,27+,28-,29-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1O[C@H](C[C@@H]2[C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)COC(=O)C)C1=CC(=O)OC1O
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
NPO3351 Petrosaspongia nigra Species Thorectidae Eukaryota the southern coast of New Caledonia 1987-NOV; 1988-DEC PMID[9599251]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4422 Individual Protein Phospholipase A2 (Bee) Apis mellifera Activity = 43.9 % 9599251
NPT2586 Individual Protein Phospholipase A2, acidic Naja naja Activity = 6.8 % 9599251
NPT2 Others Unspecified Activity = 11.6 % 9599251
NPT545 Individual Protein Phospholipase A2 group 1B Homo sapiens Activity = 44 % 9599251

  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 NPC477717 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
0.9892 High Similarity NPC477721
0.9892 High Similarity NPC477716
0.9677 High Similarity NPC477718
0.9677 High Similarity NPC477719
0.9355 High Similarity NPC477722
0.8947 High Similarity NPC469697
0.8835 High Similarity NPC476766
0.8817 High Similarity NPC472809
0.8817 High Similarity NPC472810
0.8776 High Similarity NPC325229
0.8776 High Similarity NPC275086
0.8763 High Similarity NPC162346
0.875 High Similarity NPC104925
0.875 High Similarity NPC298973
0.8738 High Similarity NPC476759
0.8723 High Similarity NPC470734
0.8687 High Similarity NPC324841
0.8673 High Similarity NPC51499
0.8641 High Similarity NPC476765
0.8641 High Similarity NPC177524
0.8641 High Similarity NPC219900
0.8641 High Similarity NPC392
0.8617 High Similarity NPC474629
0.8614 High Similarity NPC45897
0.8614 High Similarity NPC281378
0.8598 High Similarity NPC5311
0.8598 High Similarity NPC310341
0.8598 High Similarity NPC199428
0.8598 High Similarity NPC99620
0.8598 High Similarity NPC193382
0.8585 High Similarity NPC473159
0.8558 High Similarity NPC475030
0.8557 High Similarity NPC324078
0.8544 High Similarity NPC471205
0.8542 High Similarity NPC329842
0.8519 High Similarity NPC244402
0.8519 High Similarity NPC152615
0.8519 High Similarity NPC99728
0.8519 High Similarity NPC158344
0.8519 High Similarity NPC473852
0.8519 High Similarity NPC471353
0.8519 High Similarity NPC77319
0.8519 High Similarity NPC243196
0.8519 High Similarity NPC27507
0.8519 High Similarity NPC50305
0.8519 High Similarity NPC87250
0.8519 High Similarity NPC309034
0.8519 High Similarity NPC34390
0.8519 High Similarity NPC196429
0.8519 High Similarity NPC471351
0.8519 High Similarity NPC474418
0.8519 High Similarity NPC142066
0.8519 High Similarity NPC93883
0.8519 High Similarity NPC471355
0.8519 High Similarity NPC84987
0.8519 High Similarity NPC471354
0.8519 High Similarity NPC157376
0.8515 High Similarity NPC121423
0.8505 High Similarity NPC84949
0.8505 High Similarity NPC69576
0.8505 High Similarity NPC471633
0.8505 High Similarity NPC31354
0.85 High Similarity NPC228251
0.85 High Similarity NPC477971
0.85 High Similarity NPC477972
0.85 High Similarity NPC161527
0.85 High Similarity NPC477968
0.85 High Similarity NPC219285
0.85 High Similarity NPC20113
0.8454 Intermediate Similarity NPC472812
0.8447 Intermediate Similarity NPC476760
0.8447 Intermediate Similarity NPC51719
0.8447 Intermediate Similarity NPC218158
0.8447 Intermediate Similarity NPC476761
0.8447 Intermediate Similarity NPC476762
0.844 Intermediate Similarity NPC83287
0.8431 Intermediate Similarity NPC120009
0.8416 Intermediate Similarity NPC198992
0.8416 Intermediate Similarity NPC11974
0.8381 Intermediate Similarity NPC206618
0.8378 Intermediate Similarity NPC40749
0.8365 Intermediate Similarity NPC122816
0.8364 Intermediate Similarity NPC5883
0.8364 Intermediate Similarity NPC329905
0.8364 Intermediate Similarity NPC236973
0.8364 Intermediate Similarity NPC469756
0.8364 Intermediate Similarity NPC29639
0.8364 Intermediate Similarity NPC32177
0.8364 Intermediate Similarity NPC304260
0.8364 Intermediate Similarity NPC55532
0.8364 Intermediate Similarity NPC30483
0.8364 Intermediate Similarity NPC44899
0.8364 Intermediate Similarity NPC292467
0.8364 Intermediate Similarity NPC470897
0.8351 Intermediate Similarity NPC472811
0.835 Intermediate Similarity NPC476764
0.835 Intermediate Similarity NPC476763
0.8349 Intermediate Similarity NPC203862
0.8349 Intermediate Similarity NPC474483
0.8349 Intermediate Similarity NPC290693
0.8333 Intermediate Similarity NPC472815
0.8317 Intermediate Similarity NPC476767
0.8302 Intermediate Similarity NPC177047
0.83 Intermediate Similarity NPC96597
0.83 Intermediate Similarity NPC155319
0.83 Intermediate Similarity NPC91197
0.83 Intermediate Similarity NPC125551
0.83 Intermediate Similarity NPC98112
0.83 Intermediate Similarity NPC239547
0.83 Intermediate Similarity NPC309503
0.8298 Intermediate Similarity NPC473251
0.8298 Intermediate Similarity NPC42586
0.8288 Intermediate Similarity NPC470312
0.8288 Intermediate Similarity NPC475629
0.8288 Intermediate Similarity NPC72260
0.8288 Intermediate Similarity NPC475136
0.8288 Intermediate Similarity NPC475556
0.8288 Intermediate Similarity NPC474466
0.8286 Intermediate Similarity NPC325054
0.8286 Intermediate Similarity NPC38948
0.8286 Intermediate Similarity NPC470024
0.8283 Intermediate Similarity NPC472441
0.828 Intermediate Similarity NPC311070
0.8269 Intermediate Similarity NPC239961
0.8269 Intermediate Similarity NPC82251
0.8257 Intermediate Similarity NPC207637
0.8247 Intermediate Similarity NPC78973
0.8241 Intermediate Similarity NPC264153
0.8235 Intermediate Similarity NPC280991
0.8235 Intermediate Similarity NPC471075
0.8214 Intermediate Similarity NPC231518
0.8214 Intermediate Similarity NPC173555
0.8214 Intermediate Similarity NPC475590
0.8214 Intermediate Similarity NPC120390
0.8214 Intermediate Similarity NPC474908
0.8214 Intermediate Similarity NPC475419
0.8214 Intermediate Similarity NPC314535
0.8214 Intermediate Similarity NPC475219
0.8208 Intermediate Similarity NPC31522
0.82 Intermediate Similarity NPC8954
0.82 Intermediate Similarity NPC94905
0.8198 Intermediate Similarity NPC470914
0.8198 Intermediate Similarity NPC153085
0.8198 Intermediate Similarity NPC268326
0.819 Intermediate Similarity NPC475074
0.819 Intermediate Similarity NPC109376
0.8182 Intermediate Similarity NPC105490
0.8182 Intermediate Similarity NPC470255
0.8173 Intermediate Similarity NPC470768
0.8163 Intermediate Similarity NPC477122
0.8155 Intermediate Similarity NPC475038
0.8155 Intermediate Similarity NPC109195
0.8155 Intermediate Similarity NPC476769
0.8148 Intermediate Similarity NPC473125
0.8142 Intermediate Similarity NPC264336
0.8142 Intermediate Similarity NPC74259
0.8142 Intermediate Similarity NPC474423
0.8142 Intermediate Similarity NPC193893
0.8142 Intermediate Similarity NPC115349
0.8137 Intermediate Similarity NPC477720
0.8137 Intermediate Similarity NPC251680
0.8125 Intermediate Similarity NPC476127
0.8125 Intermediate Similarity NPC476150
0.8125 Intermediate Similarity NPC135369
0.8119 Intermediate Similarity NPC475709
0.8119 Intermediate Similarity NPC97867
0.8113 Intermediate Similarity NPC224660
0.8113 Intermediate Similarity NPC90946
0.8113 Intermediate Similarity NPC300614
0.8108 Intermediate Similarity NPC218093
0.8108 Intermediate Similarity NPC470515
0.8105 Intermediate Similarity NPC472442
0.81 Intermediate Similarity NPC477969
0.81 Intermediate Similarity NPC477970
0.81 Intermediate Similarity NPC276110
0.81 Intermediate Similarity NPC100892
0.81 Intermediate Similarity NPC135224
0.8095 Intermediate Similarity NPC472818
0.8095 Intermediate Similarity NPC473199
0.8095 Intermediate Similarity NPC172867
0.8085 Intermediate Similarity NPC42476
0.8085 Intermediate Similarity NPC472440
0.8081 Intermediate Similarity NPC474835
0.8081 Intermediate Similarity NPC7349
0.8081 Intermediate Similarity NPC472641
0.8081 Intermediate Similarity NPC472640
0.8077 Intermediate Similarity NPC10232
0.8077 Intermediate Similarity NPC127933
0.8077 Intermediate Similarity NPC475889
0.8077 Intermediate Similarity NPC187302
0.8077 Intermediate Similarity NPC473123
0.8077 Intermediate Similarity NPC473124
0.8077 Intermediate Similarity NPC7644
0.8077 Intermediate Similarity NPC189588
0.8077 Intermediate Similarity NPC196471
0.8077 Intermediate Similarity NPC97487
0.8077 Intermediate Similarity NPC7613
0.8073 Intermediate Similarity NPC290608
0.8073 Intermediate Similarity NPC44298
0.8073 Intermediate Similarity NPC473128

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477717 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 NPD6686 Approved
0.844 Intermediate Similarity NPD7327 Approved
0.844 Intermediate Similarity NPD7328 Approved
0.8364 Intermediate Similarity NPD7516 Approved
0.8288 Intermediate Similarity NPD8377 Approved
0.8288 Intermediate Similarity NPD8294 Approved
0.8214 Intermediate Similarity NPD8378 Approved
0.8214 Intermediate Similarity NPD8380 Approved
0.8214 Intermediate Similarity NPD8296 Approved
0.8214 Intermediate Similarity NPD8379 Approved
0.8214 Intermediate Similarity NPD8033 Approved
0.8214 Intermediate Similarity NPD8335 Approved
0.8137 Intermediate Similarity NPD7640 Approved
0.8137 Intermediate Similarity NPD7639 Approved
0.8039 Intermediate Similarity NPD7638 Approved
0.7931 Intermediate Similarity NPD7507 Approved
0.7895 Intermediate Similarity NPD7503 Approved
0.7812 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7731 Intermediate Similarity NPD7319 Approved
0.7685 Intermediate Similarity NPD6412 Phase 2
0.7477 Intermediate Similarity NPD7632 Discontinued
0.7434 Intermediate Similarity NPD8133 Approved
0.7196 Intermediate Similarity NPD4225 Approved
0.7167 Intermediate Similarity NPD8328 Phase 3
0.708 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7748 Approved
0.6952 Remote Similarity NPD7515 Phase 2
0.6952 Remote Similarity NPD7637 Suspended
0.693 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6051 Approved
0.687 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6698 Approved
0.6857 Remote Similarity NPD46 Approved
0.6832 Remote Similarity NPD6695 Phase 3
0.6827 Remote Similarity NPD7513 Clinical (unspecified phase)
0.681 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7115 Discovery
0.6807 Remote Similarity NPD8295 Clinical (unspecified phase)
0.68 Remote Similarity NPD7736 Approved
0.6789 Remote Similarity NPD7902 Approved
0.6789 Remote Similarity NPD6084 Phase 2
0.6789 Remote Similarity NPD6083 Phase 2
0.6768 Remote Similarity NPD7645 Phase 2
0.6765 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5344 Discontinued
0.6752 Remote Similarity NPD6882 Approved
0.6721 Remote Similarity NPD8517 Approved
0.6721 Remote Similarity NPD8515 Approved
0.6721 Remote Similarity NPD8516 Approved
0.6721 Remote Similarity NPD8513 Phase 3
0.6698 Remote Similarity NPD7838 Discovery
0.6691 Remote Similarity NPD7625 Phase 1
0.6635 Remote Similarity NPD5330 Approved
0.6635 Remote Similarity NPD6409 Approved
0.6635 Remote Similarity NPD6684 Approved
0.6635 Remote Similarity NPD7521 Approved
0.6635 Remote Similarity NPD7146 Approved
0.6635 Remote Similarity NPD7334 Approved
0.661 Remote Similarity NPD6053 Discontinued
0.6609 Remote Similarity NPD5954 Clinical (unspecified phase)
0.66 Remote Similarity NPD6929 Approved
0.6587 Remote Similarity NPD8293 Discontinued
0.6574 Remote Similarity NPD6399 Phase 3
0.6571 Remote Similarity NPD7750 Discontinued
0.6571 Remote Similarity NPD7524 Approved
0.6535 Remote Similarity NPD6930 Phase 2
0.6535 Remote Similarity NPD7525 Registered
0.6535 Remote Similarity NPD6931 Approved
0.6532 Remote Similarity NPD6370 Approved
0.6522 Remote Similarity NPD6675 Approved
0.6522 Remote Similarity NPD6402 Approved
0.6522 Remote Similarity NPD5739 Approved
0.6522 Remote Similarity NPD7128 Approved
0.6518 Remote Similarity NPD6648 Approved
0.6514 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7900 Approved
0.6509 Remote Similarity NPD6672 Approved
0.6509 Remote Similarity NPD6903 Approved
0.6509 Remote Similarity NPD5737 Approved
0.6496 Remote Similarity NPD6372 Approved
0.6496 Remote Similarity NPD6373 Approved
0.6455 Remote Similarity NPD5695 Phase 3
0.6442 Remote Similarity NPD3666 Approved
0.6442 Remote Similarity NPD3133 Approved
0.6442 Remote Similarity NPD3665 Phase 1
0.6434 Remote Similarity NPD6914 Discontinued
0.6429 Remote Similarity NPD5696 Approved
0.6429 Remote Similarity NPD7492 Approved
0.6422 Remote Similarity NPD5778 Approved
0.6422 Remote Similarity NPD5779 Approved
0.6415 Remote Similarity NPD4751 Clinical (unspecified phase)
0.641 Remote Similarity NPD6881 Approved
0.641 Remote Similarity NPD6899 Approved
0.641 Remote Similarity NPD7320 Approved
0.64 Remote Similarity NPD6925 Approved
0.64 Remote Similarity NPD5776 Phase 2
0.6393 Remote Similarity NPD6009 Approved
0.6387 Remote Similarity NPD6650 Approved
0.6387 Remote Similarity NPD6649 Approved
0.6381 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6616 Approved
0.6373 Remote Similarity NPD7514 Phase 3
0.6373 Remote Similarity NPD7332 Phase 2
0.6371 Remote Similarity NPD6059 Approved
0.6371 Remote Similarity NPD6054 Approved
0.6364 Remote Similarity NPD7339 Approved
0.6364 Remote Similarity NPD6942 Approved
0.6349 Remote Similarity NPD6067 Discontinued
0.6337 Remote Similarity NPD7145 Approved
0.6333 Remote Similarity NPD8297 Approved
0.633 Remote Similarity NPD8035 Phase 2
0.633 Remote Similarity NPD5693 Phase 1
0.633 Remote Similarity NPD7087 Discontinued
0.633 Remote Similarity NPD8034 Phase 2
0.633 Remote Similarity NPD6411 Approved
0.6328 Remote Similarity NPD7078 Approved
0.6325 Remote Similarity NPD5701 Approved
0.6325 Remote Similarity NPD5697 Approved
0.6321 Remote Similarity NPD3618 Phase 1
0.6311 Remote Similarity NPD6902 Approved
0.6303 Remote Similarity NPD6371 Approved
0.6303 Remote Similarity NPD7290 Approved
0.6303 Remote Similarity NPD7102 Approved
0.6303 Remote Similarity NPD6883 Approved
0.63 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4753 Phase 2
0.6296 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5328 Approved
0.6286 Remote Similarity NPD4786 Approved
0.6273 Remote Similarity NPD8171 Discontinued
0.6271 Remote Similarity NPD5345 Clinical (unspecified phase)
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD3667 Approved
0.625 Remote Similarity NPD8130 Phase 1
0.625 Remote Similarity NPD6869 Approved
0.625 Remote Similarity NPD7839 Suspended
0.624 Remote Similarity NPD6319 Approved
0.6239 Remote Similarity NPD5785 Approved
0.6226 Remote Similarity NPD6893 Approved
0.6226 Remote Similarity NPD1694 Approved
0.6218 Remote Similarity NPD6013 Approved
0.6218 Remote Similarity NPD6014 Approved
0.6218 Remote Similarity NPD6012 Approved
0.6214 Remote Similarity NPD6928 Phase 2
0.619 Remote Similarity NPD6016 Approved
0.619 Remote Similarity NPD6015 Approved
0.6182 Remote Similarity NPD6079 Approved
0.6168 Remote Similarity NPD4623 Approved
0.6168 Remote Similarity NPD4519 Discontinued
0.6154 Remote Similarity NPD6898 Phase 1
0.6148 Remote Similarity NPD4632 Approved
0.6147 Remote Similarity NPD6080 Approved
0.6147 Remote Similarity NPD6904 Approved
0.6147 Remote Similarity NPD6101 Approved
0.6147 Remote Similarity NPD6673 Approved
0.6147 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6142 Remote Similarity NPD5988 Approved
0.6134 Remote Similarity NPD6011 Approved
0.6121 Remote Similarity NPD5211 Phase 2
0.6117 Remote Similarity NPD4195 Approved
0.6116 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4250 Approved
0.6111 Remote Similarity NPD3573 Approved
0.6111 Remote Similarity NPD4251 Approved
0.6102 Remote Similarity NPD6008 Approved
0.61 Remote Similarity NPD6926 Approved
0.61 Remote Similarity NPD6924 Approved
0.6078 Remote Similarity NPD6932 Approved
0.6077 Remote Similarity NPD8074 Phase 3
0.6075 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6053 Remote Similarity NPD4755 Approved
0.605 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7154 Phase 3
0.6036 Remote Similarity NPD7983 Approved
0.6019 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6019 Remote Similarity NPD5279 Phase 3
0.6019 Remote Similarity NPD4249 Approved
0.6019 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6018 Remote Similarity NPD5210 Approved
0.6018 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6018 Remote Similarity NPD4629 Approved
0.6018 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6017 Remote Similarity NPD5141 Approved
0.6017 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6015 Remote Similarity NPD7260 Phase 2
0.5984 Remote Similarity NPD7741 Discontinued
0.5982 Remote Similarity NPD4202 Approved
0.598 Remote Similarity NPD6933 Approved
0.597 Remote Similarity NPD8449 Approved
0.5969 Remote Similarity NPD7604 Phase 2
0.5969 Remote Similarity NPD7830 Approved
0.5969 Remote Similarity NPD7829 Approved
0.5966 Remote Similarity NPD4211 Phase 1
0.5966 Remote Similarity NPD6640 Phase 3
0.5965 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5965 Remote Similarity NPD5221 Approved

Structure

External Identifiers

PubChem CID   44575490
ChEMBL   CHEMBL499563
ZINC  

Physicochemical Properties

Molecular Weight:  518.29
ALogP:  0.6592
MLogP:  3.77
XLogP:  6.454
# Rotatable Bonds:  12
Polar Surface Area:  108.36
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  37

Download Data

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