Natural Product: NPC477720

Natural Product ID:  NPC477720
Common Name:   Petrosaspongiolide R
IUPAC Name:   (1R,2S,4aS,4bS,8aS,10aS)-1-[(E)-2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethenyl]-4b,8,8,10a-tetramethyl-2,3,4,4a,5,6,7,8a,9,10-decahydro-1H-phenanthrene-2-carboxylic acid
Synonyms:   Petrosaspongiolide R
Molecular Formula:   C25H36O5
Standard InCHIKey:  QBUNBRGDEZXPAU-AWZKHZQNSA-N
Standard InCHI:  InChI=1S/C25H36O5/c1-23(2)11-5-12-25(4)18(23)10-13-24(3)17(16(21(27)28)7-9-19(24)25)8-6-15-14-20(26)30-22(15)29/h6,8,14,16-19,22,29H,5,7,9-13H2,1-4H3,(H,27,28)/b8-6+/t16-,17+,18-,19-,22?,24-,25-/m0/s1
Canonical SMILES:  O=C1C=C(C(O1)O)/C=C/[C@@H]1[C@H](CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C)C(=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
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 = 18.8 % 9599251
NPT2586 Individual Protein Phospholipase A2, acidic Naja naja Activity = 1 % 9599251
NPT2 Others Unspecified Activity = 0.8 % 9599251
NPT545 Individual Protein Phospholipase A2 group 1B Homo sapiens Activity = 7.1 % 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 NPC477720 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
0.913 High Similarity NPC477782
0.9032 High Similarity NPC477783
0.8878 High Similarity NPC63249
0.8817 High Similarity NPC251528
0.8788 High Similarity NPC134077
0.8737 High Similarity NPC472303
0.8737 High Similarity NPC242069
0.8646 High Similarity NPC324078
0.8646 High Similarity NPC470255
0.8646 High Similarity NPC469697
0.8632 High Similarity NPC289479
0.8617 High Similarity NPC174342
0.8587 High Similarity NPC329630
0.8586 High Similarity NPC476767
0.8571 High Similarity NPC208094
0.8571 High Similarity NPC475709
0.8557 High Similarity NPC209355
0.8542 High Similarity NPC469939
0.8526 High Similarity NPC232426
0.8526 High Similarity NPC281942
0.85 High Similarity NPC471075
0.8495 Intermediate Similarity NPC474062
0.8469 Intermediate Similarity NPC470801
0.8469 Intermediate Similarity NPC319692
0.8469 Intermediate Similarity NPC162346
0.8469 Intermediate Similarity NPC325960
0.8454 Intermediate Similarity NPC298973
0.8454 Intermediate Similarity NPC104925
0.8438 Intermediate Similarity NPC141831
0.8404 Intermediate Similarity NPC475678
0.8387 Intermediate Similarity NPC42586
0.8387 Intermediate Similarity NPC86316
0.8387 Intermediate Similarity NPC106416
0.8387 Intermediate Similarity NPC473251
0.8387 Intermediate Similarity NPC65661
0.8384 Intermediate Similarity NPC477718
0.8384 Intermediate Similarity NPC477719
0.8384 Intermediate Similarity NPC257726
0.8384 Intermediate Similarity NPC204054
0.8367 Intermediate Similarity NPC295347
0.8365 Intermediate Similarity NPC476765
0.8351 Intermediate Similarity NPC166346
0.8351 Intermediate Similarity NPC470656
0.8316 Intermediate Similarity NPC474629
0.8316 Intermediate Similarity NPC472809
0.8316 Intermediate Similarity NPC472810
0.83 Intermediate Similarity NPC474440
0.8286 Intermediate Similarity NPC476759
0.8283 Intermediate Similarity NPC112654
0.828 Intermediate Similarity NPC470800
0.8265 Intermediate Similarity NPC474554
0.8247 Intermediate Similarity NPC165904
0.8247 Intermediate Similarity NPC329842
0.8247 Intermediate Similarity NPC179517
0.8247 Intermediate Similarity NPC472811
0.8247 Intermediate Similarity NPC477122
0.8235 Intermediate Similarity NPC32577
0.8235 Intermediate Similarity NPC155332
0.8235 Intermediate Similarity NPC476769
0.8235 Intermediate Similarity NPC114540
0.8229 Intermediate Similarity NPC5509
0.8229 Intermediate Similarity NPC470734
0.8218 Intermediate Similarity NPC266955
0.8218 Intermediate Similarity NPC477716
0.8218 Intermediate Similarity NPC477721
0.8211 Intermediate Similarity NPC312561
0.8208 Intermediate Similarity NPC476766
0.82 Intermediate Similarity NPC76266
0.819 Intermediate Similarity NPC300614
0.819 Intermediate Similarity NPC325054
0.819 Intermediate Similarity NPC90946
0.8182 Intermediate Similarity NPC293052
0.8163 Intermediate Similarity NPC277721
0.8163 Intermediate Similarity NPC267266
0.8163 Intermediate Similarity NPC472812
0.8155 Intermediate Similarity NPC471208
0.8152 Intermediate Similarity NPC14203
0.8152 Intermediate Similarity NPC40228
0.8152 Intermediate Similarity NPC229584
0.8144 Intermediate Similarity NPC51486
0.8144 Intermediate Similarity NPC182136
0.8137 Intermediate Similarity NPC477717
0.8137 Intermediate Similarity NPC115899
0.8125 Intermediate Similarity NPC196407
0.8125 Intermediate Similarity NPC472302
0.8119 Intermediate Similarity NPC57079
0.8119 Intermediate Similarity NPC108368
0.8119 Intermediate Similarity NPC98868
0.8113 Intermediate Similarity NPC228477
0.8113 Intermediate Similarity NPC31522
0.8113 Intermediate Similarity NPC137911
0.81 Intermediate Similarity NPC240673
0.81 Intermediate Similarity NPC17578
0.8085 Intermediate Similarity NPC71626
0.8081 Intermediate Similarity NPC474555
0.8065 Intermediate Similarity NPC200513
0.8065 Intermediate Similarity NPC324170
0.8061 Intermediate Similarity NPC473986
0.8061 Intermediate Similarity NPC177037
0.8061 Intermediate Similarity NPC65513
0.8061 Intermediate Similarity NPC472814
0.8061 Intermediate Similarity NPC474018
0.8056 Intermediate Similarity NPC194951
0.8056 Intermediate Similarity NPC12046
0.8041 Intermediate Similarity NPC284561
0.8041 Intermediate Similarity NPC168131
0.8039 Intermediate Similarity NPC201406
0.8039 Intermediate Similarity NPC117685
0.802 Intermediate Similarity NPC121402
0.802 Intermediate Similarity NPC151681
0.802 Intermediate Similarity NPC132753
0.802 Intermediate Similarity NPC175351
0.802 Intermediate Similarity NPC476253
0.802 Intermediate Similarity NPC224356
0.802 Intermediate Similarity NPC98112
0.802 Intermediate Similarity NPC476768
0.8019 Intermediate Similarity NPC177524
0.8019 Intermediate Similarity NPC220155
0.8019 Intermediate Similarity NPC219900
0.8019 Intermediate Similarity NPC392
0.8018 Intermediate Similarity NPC473617
0.8018 Intermediate Similarity NPC473828
0.8 Intermediate Similarity NPC471300
0.8 Intermediate Similarity NPC30984
0.8 Intermediate Similarity NPC252296
0.8 Intermediate Similarity NPC266570
0.8 Intermediate Similarity NPC189863
0.8 Intermediate Similarity NPC474860
0.8 Intermediate Similarity NPC472441
0.7982 Intermediate Similarity NPC157441
0.7981 Intermediate Similarity NPC45897
0.7981 Intermediate Similarity NPC112009
0.798 Intermediate Similarity NPC162615
0.798 Intermediate Similarity NPC139692
0.798 Intermediate Similarity NPC115021
0.798 Intermediate Similarity NPC152778
0.798 Intermediate Similarity NPC205034
0.798 Intermediate Similarity NPC151722
0.7979 Intermediate Similarity NPC472440
0.7979 Intermediate Similarity NPC215893
0.7963 Intermediate Similarity NPC474315
0.7961 Intermediate Similarity NPC303559
0.7961 Intermediate Similarity NPC244456
0.7961 Intermediate Similarity NPC469657
0.7959 Intermediate Similarity NPC310479
0.7959 Intermediate Similarity NPC221111
0.7959 Intermediate Similarity NPC280149
0.7959 Intermediate Similarity NPC78973
0.7959 Intermediate Similarity NPC212679
0.7959 Intermediate Similarity NPC220454
0.7959 Intermediate Similarity NPC469595
0.7941 Intermediate Similarity NPC473154
0.7941 Intermediate Similarity NPC316598
0.7938 Intermediate Similarity NPC24816
0.7925 Intermediate Similarity NPC184512
0.7921 Intermediate Similarity NPC472363
0.7921 Intermediate Similarity NPC16967
0.7921 Intermediate Similarity NPC234993
0.7921 Intermediate Similarity NPC472362
0.7921 Intermediate Similarity NPC473153
0.7921 Intermediate Similarity NPC242848
0.7921 Intermediate Similarity NPC311166
0.7921 Intermediate Similarity NPC134072
0.7921 Intermediate Similarity NPC250757
0.7921 Intermediate Similarity NPC301534
0.7921 Intermediate Similarity NPC154526
0.7917 Intermediate Similarity NPC211892
0.7909 Intermediate Similarity NPC475163
0.7905 Intermediate Similarity NPC222161
0.7905 Intermediate Similarity NPC476764
0.7905 Intermediate Similarity NPC472868
0.7905 Intermediate Similarity NPC476763
0.79 Intermediate Similarity NPC475572
0.7895 Intermediate Similarity NPC471302
0.7895 Intermediate Similarity NPC471301
0.7895 Intermediate Similarity NPC248758
0.7885 Intermediate Similarity NPC469606
0.7885 Intermediate Similarity NPC31058
0.7885 Intermediate Similarity NPC273005
0.7885 Intermediate Similarity NPC476081
0.7879 Intermediate Similarity NPC470113
0.7872 Intermediate Similarity NPC471296
0.7864 Intermediate Similarity NPC472644
0.7864 Intermediate Similarity NPC324841
0.7864 Intermediate Similarity NPC476299
0.7864 Intermediate Similarity NPC474012
0.7864 Intermediate Similarity NPC251680
0.7857 Intermediate Similarity NPC36668
0.7857 Intermediate Similarity NPC118011
0.7857 Intermediate Similarity NPC66344
0.7843 Intermediate Similarity NPC53844
0.7843 Intermediate Similarity NPC253826
0.7843 Intermediate Similarity NPC202705
0.7843 Intermediate Similarity NPC110937
0.7843 Intermediate Similarity NPC474343
0.7835 Intermediate Similarity NPC128644
0.7835 Intermediate Similarity NPC477228
0.783 Intermediate Similarity NPC478052
0.783 Intermediate Similarity NPC476761
0.783 Intermediate Similarity NPC476762

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477720 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
0.8065 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.8019 Intermediate Similarity NPD6686 Approved
0.7864 Intermediate Similarity NPD7639 Approved
0.7864 Intermediate Similarity NPD7640 Approved
0.7767 Intermediate Similarity NPD7638 Approved
0.7526 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD7748 Approved
0.7353 Intermediate Similarity NPD7515 Phase 2
0.7333 Intermediate Similarity NPD6083 Phase 2
0.7333 Intermediate Similarity NPD6084 Phase 2
0.7327 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD7115 Discovery
0.7282 Intermediate Similarity NPD6399 Phase 3
0.7264 Intermediate Similarity NPD4225 Approved
0.725 Intermediate Similarity NPD7507 Approved
0.7228 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD6672 Approved
0.7228 Intermediate Similarity NPD5737 Approved
0.7222 Intermediate Similarity NPD7632 Discontinued
0.72 Intermediate Similarity NPD6684 Approved
0.72 Intermediate Similarity NPD7334 Approved
0.72 Intermediate Similarity NPD7146 Approved
0.72 Intermediate Similarity NPD7521 Approved
0.72 Intermediate Similarity NPD6409 Approved
0.72 Intermediate Similarity NPD5330 Approved
0.7184 Intermediate Similarity NPD6411 Approved
0.7184 Intermediate Similarity NPD7637 Suspended
0.717 Intermediate Similarity NPD7902 Approved
0.7128 Intermediate Similarity NPD8039 Approved
0.7117 Intermediate Similarity NPD6412 Phase 2
0.7115 Intermediate Similarity NPD5779 Approved
0.7115 Intermediate Similarity NPD5778 Approved
0.7087 Intermediate Similarity NPD5785 Approved
0.7073 Intermediate Similarity NPD7319 Approved
0.7059 Intermediate Similarity NPD6903 Approved
0.703 Intermediate Similarity NPD4519 Discontinued
0.703 Intermediate Similarity NPD4623 Approved
0.7019 Intermediate Similarity NPD5284 Approved
0.7019 Intermediate Similarity NPD5693 Phase 1
0.7019 Intermediate Similarity NPD5281 Approved
0.7 Intermediate Similarity NPD3665 Phase 1
0.7 Intermediate Similarity NPD4786 Approved
0.7 Intermediate Similarity NPD3666 Approved
0.7 Intermediate Similarity NPD3133 Approved
0.699 Remote Similarity NPD5764 Clinical (unspecified phase)
0.699 Remote Similarity NPD6101 Approved
0.6981 Remote Similarity NPD5695 Phase 3
0.697 Remote Similarity NPD3667 Approved
0.6957 Remote Similarity NPD6882 Approved
0.6949 Remote Similarity NPD7327 Approved
0.6949 Remote Similarity NPD7328 Approved
0.6944 Remote Similarity NPD5696 Approved
0.6931 Remote Similarity NPD1694 Approved
0.6917 Remote Similarity NPD7503 Approved
0.6917 Remote Similarity NPD8033 Approved
0.6903 Remote Similarity NPD6881 Approved
0.6903 Remote Similarity NPD6899 Approved
0.6891 Remote Similarity NPD7516 Approved
0.6887 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6887 Remote Similarity NPD7900 Approved
0.6881 Remote Similarity NPD6404 Discontinued
0.6875 Remote Similarity NPD7128 Approved
0.6875 Remote Similarity NPD5739 Approved
0.6875 Remote Similarity NPD6675 Approved
0.6875 Remote Similarity NPD6402 Approved
0.6863 Remote Similarity NPD5279 Phase 3
0.6863 Remote Similarity NPD3618 Phase 1
0.6857 Remote Similarity NPD5694 Approved
0.6857 Remote Similarity NPD6079 Approved
0.6857 Remote Similarity NPD6050 Approved
0.6842 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6833 Remote Similarity NPD8294 Approved
0.6833 Remote Similarity NPD8377 Approved
0.6827 Remote Similarity NPD4753 Phase 2
0.6827 Remote Similarity NPD6673 Approved
0.6827 Remote Similarity NPD5328 Approved
0.6827 Remote Similarity NPD6904 Approved
0.6827 Remote Similarity NPD6080 Approved
0.6814 Remote Similarity NPD5697 Approved
0.6789 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7102 Approved
0.6783 Remote Similarity NPD7290 Approved
0.6783 Remote Similarity NPD6883 Approved
0.6777 Remote Similarity NPD8380 Approved
0.6777 Remote Similarity NPD8335 Approved
0.6777 Remote Similarity NPD8379 Approved
0.6777 Remote Similarity NPD8378 Approved
0.6777 Remote Similarity NPD8296 Approved
0.6768 Remote Similarity NPD4695 Discontinued
0.6765 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6762 Remote Similarity NPD5692 Phase 3
0.6762 Remote Similarity NPD5207 Approved
0.6754 Remote Similarity NPD7320 Approved
0.6754 Remote Similarity NPD6011 Approved
0.6752 Remote Similarity NPD8133 Approved
0.6735 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5362 Discontinued
0.6733 Remote Similarity NPD7154 Phase 3
0.6724 Remote Similarity NPD8130 Phase 1
0.6724 Remote Similarity NPD6869 Approved
0.6724 Remote Similarity NPD6847 Approved
0.6724 Remote Similarity NPD6617 Approved
0.6724 Remote Similarity NPD6650 Approved
0.6724 Remote Similarity NPD6649 Approved
0.6719 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6698 Remote Similarity NPD8035 Phase 2
0.6698 Remote Similarity NPD8034 Phase 2
0.6696 Remote Similarity NPD6014 Approved
0.6696 Remote Similarity NPD6373 Approved
0.6696 Remote Similarity NPD6372 Approved
0.6696 Remote Similarity NPD6012 Approved
0.6696 Remote Similarity NPD6013 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5701 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6639 Remote Similarity NPD8513 Phase 3
0.6639 Remote Similarity NPD8517 Approved
0.6639 Remote Similarity NPD8516 Approved
0.6639 Remote Similarity NPD8515 Approved
0.6638 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6635 Remote Similarity NPD3573 Approved
0.6634 Remote Similarity NPD4221 Approved
0.6634 Remote Similarity NPD4223 Phase 3
0.6607 Remote Similarity NPD5211 Phase 2
0.6606 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5221 Approved
0.6606 Remote Similarity NPD5222 Approved
0.6606 Remote Similarity NPD7839 Suspended
0.6604 Remote Similarity NPD6698 Approved
0.6604 Remote Similarity NPD46 Approved
0.6602 Remote Similarity NPD5363 Approved
0.6602 Remote Similarity NPD5329 Approved
0.6587 Remote Similarity NPD7736 Approved
0.6581 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5208 Approved
0.6569 Remote Similarity NPD4788 Approved
0.6569 Remote Similarity NPD6695 Phase 3
0.6545 Remote Similarity NPD5173 Approved
0.6538 Remote Similarity NPD6098 Approved
0.6538 Remote Similarity NPD5280 Approved
0.6538 Remote Similarity NPD4694 Approved
0.6532 Remote Similarity NPD8328 Phase 3
0.6505 Remote Similarity NPD4197 Approved
0.6505 Remote Similarity NPD3668 Phase 3
0.6505 Remote Similarity NPD7338 Clinical (unspecified phase)
0.65 Remote Similarity NPD6868 Approved
0.6491 Remote Similarity NPD5141 Approved
0.6481 Remote Similarity NPD4202 Approved
0.6471 Remote Similarity NPD4270 Approved
0.6471 Remote Similarity NPD4269 Approved
0.6471 Remote Similarity NPD5209 Approved
0.6455 Remote Similarity NPD7614 Phase 1
0.6455 Remote Similarity NPD4697 Phase 3
0.6452 Remote Similarity NPD6370 Approved
0.6449 Remote Similarity NPD7838 Discovery
0.6446 Remote Similarity NPD6009 Approved
0.6441 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5285 Approved
0.6429 Remote Similarity NPD5286 Approved
0.6429 Remote Similarity NPD4696 Approved
0.641 Remote Similarity NPD8132 Clinical (unspecified phase)
0.64 Remote Similarity NPD7322 Clinical (unspecified phase)
0.64 Remote Similarity NPD3617 Approved
0.6396 Remote Similarity NPD4755 Approved
0.6393 Remote Similarity NPD6335 Approved
0.6389 Remote Similarity NPD7983 Approved
0.6381 Remote Similarity NPD4138 Approved
0.6381 Remote Similarity NPD4688 Approved
0.6381 Remote Similarity NPD4693 Phase 3
0.6381 Remote Similarity NPD4690 Approved
0.6381 Remote Similarity NPD5205 Approved
0.6381 Remote Similarity NPD4689 Approved
0.6381 Remote Similarity NPD5690 Phase 2
0.6381 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6381 Remote Similarity NPD5786 Approved
0.6379 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6378 Remote Similarity NPD8293 Discontinued
0.6372 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD5654 Approved
0.6356 Remote Similarity NPD6371 Approved
0.6349 Remote Similarity NPD7492 Approved
0.6341 Remote Similarity NPD7100 Approved
0.6341 Remote Similarity NPD7101 Approved
0.6337 Remote Similarity NPD6929 Approved
0.6333 Remote Similarity NPD4632 Approved
0.6333 Remote Similarity NPD7094 Approved
0.6333 Remote Similarity NPD6858 Approved
0.6327 Remote Similarity NPD6926 Approved
0.6327 Remote Similarity NPD6924 Approved
0.6327 Remote Similarity NPD4058 Approved
0.6321 Remote Similarity NPD7524 Approved
0.6321 Remote Similarity NPD7750 Discontinued
0.6316 Remote Similarity NPD5225 Approved
0.6316 Remote Similarity NPD5224 Approved

Structure

External Identifiers

PubChem CID   44575504
ChEMBL   CHEMBL514134
ZINC  

Physicochemical Properties

Molecular Weight:  416.26
ALogP:  1.5615
MLogP:  3.66
XLogP:  7.422
# Rotatable Bonds:  9
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  30

Download Data

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