Natural Product: NPC477719

Natural Product ID:  NPC477719
Common Name:   Petrosaspongiolide Q
IUPAC Name:   [(1R,3R,4aR,4bS,6aR,7S,10aR,10bS,12aS)-1-hydroxy-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 Q
Molecular Formula:   C27H40O7
Standard InCHIKey:  YKDMAPXQYQSVFF-RVWZRQGNSA-N
Standard InCHI:  InChI=1S/C27H40O7/c1-15(28)32-14-25(2)9-5-10-27(4)20(25)8-11-26(3)18-13-19(17-12-22(29)34-24(17)31)33-23(30)16(18)6-7-21(26)27/h12,16,18-21,23-24,30-31H,5-11,13-14H2,1-4H3/t16-,18+,19+,20-,21-,23+,24?,25+,26-,27-/m0/s1
Canonical SMILES:  CC(=O)OC[C@@]1(C)CCC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@H]1C[C@@H](O[C@H]2O)C1=CC(=O)OC1O)C)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
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 = 12.5 % 9599251
NPT2586 Individual Protein Phospholipase A2, acidic Naja naja Activity = 4.2 % 9599251
NPT2 Others Unspecified Activity = 0 % 9599251
NPT545 Individual Protein Phospholipase A2 group 1B Homo sapiens Activity = 30.1 % 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 NPC477719 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
1.0 High Similarity NPC477718
0.9783 High Similarity NPC477721
0.9783 High Similarity NPC477716
0.9677 High Similarity NPC477717
0.9239 High Similarity NPC477722
0.9239 High Similarity NPC469697
0.9111 High Similarity NPC472809
0.9111 High Similarity NPC472810
0.9043 High Similarity NPC162346
0.9032 High Similarity NPC104925
0.9032 High Similarity NPC298973
0.9011 High Similarity NPC470734
0.8901 High Similarity NPC474629
0.8854 High Similarity NPC325229
0.8854 High Similarity NPC275086
0.883 High Similarity NPC324078
0.8817 High Similarity NPC329842
0.8763 High Similarity NPC324841
0.875 High Similarity NPC51499
0.8723 High Similarity NPC472812
0.8713 High Similarity NPC476765
0.8627 High Similarity NPC476759
0.8617 High Similarity NPC472811
0.8586 High Similarity NPC472815
0.8571 High Similarity NPC161527
0.8571 High Similarity NPC477968
0.8571 High Similarity NPC228251
0.8571 High Similarity NPC20113
0.8571 High Similarity NPC477971
0.8571 High Similarity NPC42586
0.8571 High Similarity NPC473251
0.8571 High Similarity NPC477972
0.8571 High Similarity NPC219285
0.8556 High Similarity NPC311070
0.8544 High Similarity NPC476766
0.8542 High Similarity NPC472441
0.8511 High Similarity NPC78973
0.85 High Similarity NPC45897
0.8485 Intermediate Similarity NPC471075
0.8447 Intermediate Similarity NPC475030
0.8438 Intermediate Similarity NPC470255
0.8431 Intermediate Similarity NPC471205
0.8421 Intermediate Similarity NPC477122
0.8396 Intermediate Similarity NPC471633
0.8396 Intermediate Similarity NPC84949
0.8396 Intermediate Similarity NPC69576
0.8396 Intermediate Similarity NPC31354
0.8384 Intermediate Similarity NPC476767
0.8384 Intermediate Similarity NPC477720
0.8367 Intermediate Similarity NPC475709
0.8352 Intermediate Similarity NPC42476
0.8351 Intermediate Similarity NPC276110
0.835 Intermediate Similarity NPC38948
0.835 Intermediate Similarity NPC300614
0.835 Intermediate Similarity NPC177524
0.835 Intermediate Similarity NPC90946
0.835 Intermediate Similarity NPC392
0.835 Intermediate Similarity NPC325054
0.835 Intermediate Similarity NPC219900
0.8333 Intermediate Similarity NPC472818
0.8318 Intermediate Similarity NPC99620
0.8318 Intermediate Similarity NPC310341
0.8318 Intermediate Similarity NPC193382
0.8318 Intermediate Similarity NPC199428
0.8318 Intermediate Similarity NPC5311
0.8317 Intermediate Similarity NPC281378
0.8317 Intermediate Similarity NPC120009
0.8316 Intermediate Similarity NPC477782
0.8302 Intermediate Similarity NPC473159
0.83 Intermediate Similarity NPC11974
0.828 Intermediate Similarity NPC131813
0.8269 Intermediate Similarity NPC31522
0.8269 Intermediate Similarity NPC206618
0.8261 Intermediate Similarity NPC471302
0.8252 Intermediate Similarity NPC472820
0.8252 Intermediate Similarity NPC475074
0.8247 Intermediate Similarity NPC105490
0.8242 Intermediate Similarity NPC471298
0.8241 Intermediate Similarity NPC474418
0.8241 Intermediate Similarity NPC84987
0.8241 Intermediate Similarity NPC99728
0.8241 Intermediate Similarity NPC50305
0.8241 Intermediate Similarity NPC157376
0.8241 Intermediate Similarity NPC243196
0.8241 Intermediate Similarity NPC471355
0.8241 Intermediate Similarity NPC93883
0.8241 Intermediate Similarity NPC473852
0.8241 Intermediate Similarity NPC471354
0.8241 Intermediate Similarity NPC244402
0.8241 Intermediate Similarity NPC471351
0.8241 Intermediate Similarity NPC152615
0.8241 Intermediate Similarity NPC471353
0.8241 Intermediate Similarity NPC27507
0.8241 Intermediate Similarity NPC142066
0.8241 Intermediate Similarity NPC309034
0.8241 Intermediate Similarity NPC34390
0.8241 Intermediate Similarity NPC158344
0.8241 Intermediate Similarity NPC87250
0.8241 Intermediate Similarity NPC290693
0.8241 Intermediate Similarity NPC196429
0.8241 Intermediate Similarity NPC77319
0.8235 Intermediate Similarity NPC476763
0.8235 Intermediate Similarity NPC476764
0.8235 Intermediate Similarity NPC472819
0.8229 Intermediate Similarity NPC477783
0.8218 Intermediate Similarity NPC121423
0.82 Intermediate Similarity NPC251680
0.82 Intermediate Similarity NPC38855
0.8182 Intermediate Similarity NPC96597
0.8182 Intermediate Similarity NPC125551
0.8182 Intermediate Similarity NPC98112
0.8182 Intermediate Similarity NPC91197
0.8182 Intermediate Similarity NPC155319
0.8182 Intermediate Similarity NPC239547
0.8182 Intermediate Similarity NPC309503
0.8172 Intermediate Similarity NPC472442
0.8172 Intermediate Similarity NPC474013
0.8165 Intermediate Similarity NPC83287
0.8163 Intermediate Similarity NPC135224
0.8163 Intermediate Similarity NPC477969
0.8155 Intermediate Similarity NPC218158
0.8155 Intermediate Similarity NPC476760
0.8155 Intermediate Similarity NPC476762
0.8155 Intermediate Similarity NPC476761
0.8155 Intermediate Similarity NPC51719
0.8152 Intermediate Similarity NPC471297
0.8152 Intermediate Similarity NPC472440
0.8144 Intermediate Similarity NPC472640
0.8144 Intermediate Similarity NPC472641
0.8144 Intermediate Similarity NPC472303
0.8144 Intermediate Similarity NPC7349
0.8144 Intermediate Similarity NPC470923
0.8137 Intermediate Similarity NPC187302
0.8137 Intermediate Similarity NPC196471
0.8137 Intermediate Similarity NPC471208
0.8137 Intermediate Similarity NPC189588
0.8137 Intermediate Similarity NPC97487
0.8137 Intermediate Similarity NPC10232
0.8125 Intermediate Similarity NPC472642
0.8119 Intermediate Similarity NPC63249
0.8119 Intermediate Similarity NPC268829
0.8119 Intermediate Similarity NPC198992
0.8119 Intermediate Similarity NPC247701
0.8119 Intermediate Similarity NPC295110
0.8119 Intermediate Similarity NPC222875
0.8119 Intermediate Similarity NPC25177
0.8108 Intermediate Similarity NPC40749
0.8105 Intermediate Similarity NPC472378
0.81 Intermediate Similarity NPC474440
0.81 Intermediate Similarity NPC218107
0.81 Intermediate Similarity NPC278673
0.8091 Intermediate Similarity NPC30483
0.8091 Intermediate Similarity NPC470897
0.8091 Intermediate Similarity NPC304260
0.8091 Intermediate Similarity NPC44899
0.8091 Intermediate Similarity NPC55532
0.8091 Intermediate Similarity NPC292467
0.8091 Intermediate Similarity NPC236973
0.8091 Intermediate Similarity NPC268326
0.8091 Intermediate Similarity NPC153085
0.8091 Intermediate Similarity NPC329905
0.8091 Intermediate Similarity NPC32177
0.8091 Intermediate Similarity NPC469756
0.8091 Intermediate Similarity NPC29639
0.8091 Intermediate Similarity NPC5883
0.8081 Intermediate Similarity NPC94905
0.8081 Intermediate Similarity NPC134072
0.8081 Intermediate Similarity NPC165632
0.8081 Intermediate Similarity NPC8954
0.8081 Intermediate Similarity NPC234993
0.8077 Intermediate Similarity NPC475570
0.8077 Intermediate Similarity NPC122816
0.8073 Intermediate Similarity NPC474483
0.8073 Intermediate Similarity NPC203862
0.8065 Intermediate Similarity NPC126518
0.8065 Intermediate Similarity NPC471301
0.8061 Intermediate Similarity NPC189513
0.8061 Intermediate Similarity NPC474554
0.8043 Intermediate Similarity NPC323251
0.8041 Intermediate Similarity NPC289479
0.8041 Intermediate Similarity NPC234335
0.8039 Intermediate Similarity NPC134077
0.8039 Intermediate Similarity NPC475038
0.8039 Intermediate Similarity NPC476769
0.8039 Intermediate Similarity NPC109195
0.8037 Intermediate Similarity NPC194951
0.8037 Intermediate Similarity NPC12046
0.8021 Intermediate Similarity NPC251528
0.8021 Intermediate Similarity NPC174342
0.8021 Intermediate Similarity NPC293044
0.802 Intermediate Similarity NPC16601
0.802 Intermediate Similarity NPC472826
0.8019 Intermediate Similarity NPC177047
0.8018 Intermediate Similarity NPC475136
0.8018 Intermediate Similarity NPC475556
0.8018 Intermediate Similarity NPC475629
0.8018 Intermediate Similarity NPC470312
0.8018 Intermediate Similarity NPC72260
0.8018 Intermediate Similarity NPC474466
0.8 Intermediate Similarity NPC473483

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477719 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
0.835 Intermediate Similarity NPD6686 Approved
0.82 Intermediate Similarity NPD7639 Approved
0.82 Intermediate Similarity NPD7640 Approved
0.8165 Intermediate Similarity NPD7327 Approved
0.8165 Intermediate Similarity NPD7328 Approved
0.81 Intermediate Similarity NPD7638 Approved
0.8091 Intermediate Similarity NPD7516 Approved
0.8065 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.8018 Intermediate Similarity NPD8377 Approved
0.8018 Intermediate Similarity NPD8294 Approved
0.7946 Intermediate Similarity NPD8033 Approved
0.7946 Intermediate Similarity NPD8335 Approved
0.7946 Intermediate Similarity NPD8380 Approved
0.7946 Intermediate Similarity NPD8296 Approved
0.7946 Intermediate Similarity NPD8378 Approved
0.7946 Intermediate Similarity NPD8379 Approved
0.7672 Intermediate Similarity NPD7507 Approved
0.7632 Intermediate Similarity NPD7503 Approved
0.757 Intermediate Similarity NPD6412 Phase 2
0.7524 Intermediate Similarity NPD7632 Discontinued
0.7479 Intermediate Similarity NPD7319 Approved
0.7404 Intermediate Similarity NPD4225 Approved
0.7292 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD7748 Approved
0.7168 Intermediate Similarity NPD8133 Approved
0.7157 Intermediate Similarity NPD7515 Phase 2
0.7157 Intermediate Similarity NPD7637 Suspended
0.7129 Intermediate Similarity NPD6051 Approved
0.7041 Intermediate Similarity NPD6695 Phase 3
0.703 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.6983 Remote Similarity NPD7115 Discovery
0.6981 Remote Similarity NPD6084 Phase 2
0.6981 Remote Similarity NPD7902 Approved
0.6981 Remote Similarity NPD6083 Phase 2
0.6979 Remote Similarity NPD7645 Phase 2
0.697 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6964 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6917 Remote Similarity NPD8328 Phase 3
0.6832 Remote Similarity NPD6684 Approved
0.6832 Remote Similarity NPD7334 Approved
0.6832 Remote Similarity NPD6409 Approved
0.6832 Remote Similarity NPD7521 Approved
0.6832 Remote Similarity NPD7146 Approved
0.6832 Remote Similarity NPD5330 Approved
0.6814 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6804 Remote Similarity NPD6929 Approved
0.6789 Remote Similarity NPD5344 Discontinued
0.6765 Remote Similarity NPD7750 Discontinued
0.6765 Remote Similarity NPD7524 Approved
0.6762 Remote Similarity NPD6399 Phase 3
0.6759 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6930 Phase 2
0.6735 Remote Similarity NPD6931 Approved
0.6735 Remote Similarity NPD7525 Registered
0.6731 Remote Similarity NPD6698 Approved
0.6731 Remote Similarity NPD46 Approved
0.6699 Remote Similarity NPD6903 Approved
0.6699 Remote Similarity NPD5737 Approved
0.6699 Remote Similarity NPD6672 Approved
0.6698 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6698 Remote Similarity NPD7900 Approved
0.6696 Remote Similarity NPD6675 Approved
0.6696 Remote Similarity NPD7128 Approved
0.6696 Remote Similarity NPD6402 Approved
0.6696 Remote Similarity NPD5739 Approved
0.6694 Remote Similarity NPD7736 Approved
0.6638 Remote Similarity NPD6053 Discontinued
0.6638 Remote Similarity NPD6882 Approved
0.6636 Remote Similarity NPD5695 Phase 3
0.6634 Remote Similarity NPD3665 Phase 1
0.6634 Remote Similarity NPD3666 Approved
0.6634 Remote Similarity NPD3133 Approved
0.6606 Remote Similarity NPD5696 Approved
0.6604 Remote Similarity NPD5778 Approved
0.6604 Remote Similarity NPD5779 Approved
0.6602 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6598 Remote Similarity NPD6925 Approved
0.6598 Remote Similarity NPD5776 Phase 2
0.6579 Remote Similarity NPD7320 Approved
0.6579 Remote Similarity NPD6899 Approved
0.6579 Remote Similarity NPD6881 Approved
0.6571 Remote Similarity NPD7838 Discovery
0.6569 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6566 Remote Similarity NPD7514 Phase 3
0.6566 Remote Similarity NPD7332 Phase 2
0.6562 Remote Similarity NPD7339 Approved
0.6562 Remote Similarity NPD6942 Approved
0.6555 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6552 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6648 Approved
0.6531 Remote Similarity NPD7145 Approved
0.6522 Remote Similarity NPD6372 Approved
0.6522 Remote Similarity NPD6373 Approved
0.6509 Remote Similarity NPD7087 Discontinued
0.6509 Remote Similarity NPD5693 Phase 1
0.6509 Remote Similarity NPD8034 Phase 2
0.6509 Remote Similarity NPD6411 Approved
0.6509 Remote Similarity NPD8035 Phase 2
0.6505 Remote Similarity NPD3618 Phase 1
0.65 Remote Similarity NPD6902 Approved
0.6495 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5701 Approved
0.6491 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5697 Approved
0.648 Remote Similarity NPD8293 Discontinued
0.6476 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5328 Approved
0.6476 Remote Similarity NPD4753 Phase 2
0.6475 Remote Similarity NPD8513 Phase 3
0.6475 Remote Similarity NPD8516 Approved
0.6475 Remote Similarity NPD8517 Approved
0.6475 Remote Similarity NPD8515 Approved
0.6471 Remote Similarity NPD4786 Approved
0.6471 Remote Similarity NPD7625 Phase 1
0.6466 Remote Similarity NPD6883 Approved
0.6466 Remote Similarity NPD7290 Approved
0.6466 Remote Similarity NPD7102 Approved
0.6436 Remote Similarity NPD3667 Approved
0.6423 Remote Similarity NPD6370 Approved
0.6415 Remote Similarity NPD5785 Approved
0.641 Remote Similarity NPD6869 Approved
0.641 Remote Similarity NPD6650 Approved
0.641 Remote Similarity NPD6617 Approved
0.641 Remote Similarity NPD6649 Approved
0.641 Remote Similarity NPD6847 Approved
0.641 Remote Similarity NPD8130 Phase 1
0.6408 Remote Similarity NPD1694 Approved
0.6408 Remote Similarity NPD6893 Approved
0.6379 Remote Similarity NPD6014 Approved
0.6379 Remote Similarity NPD6012 Approved
0.6379 Remote Similarity NPD6013 Approved
0.6356 Remote Similarity NPD8297 Approved
0.6355 Remote Similarity NPD6079 Approved
0.6346 Remote Similarity NPD4519 Discontinued
0.6346 Remote Similarity NPD4623 Approved
0.6337 Remote Similarity NPD6898 Phase 1
0.6328 Remote Similarity NPD6914 Discontinued
0.6325 Remote Similarity NPD6371 Approved
0.6321 Remote Similarity NPD6101 Approved
0.6321 Remote Similarity NPD6673 Approved
0.6321 Remote Similarity NPD6904 Approved
0.6321 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6080 Approved
0.632 Remote Similarity NPD7492 Approved
0.63 Remote Similarity NPD4195 Approved
0.6293 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6011 Approved
0.6289 Remote Similarity NPD6924 Approved
0.6289 Remote Similarity NPD6926 Approved
0.6286 Remote Similarity NPD3573 Approved
0.6283 Remote Similarity NPD5211 Phase 2
0.6281 Remote Similarity NPD6009 Approved
0.6273 Remote Similarity NPD7839 Suspended
0.6271 Remote Similarity NPD6401 Clinical (unspecified phase)
0.627 Remote Similarity NPD6616 Approved
0.6263 Remote Similarity NPD6932 Approved
0.626 Remote Similarity NPD6059 Approved
0.626 Remote Similarity NPD6054 Approved
0.625 Remote Similarity NPD6082 Clinical (unspecified phase)
0.624 Remote Similarity NPD6067 Discontinued
0.6238 Remote Similarity NPD5790 Clinical (unspecified phase)
0.622 Remote Similarity NPD7078 Approved
0.6216 Remote Similarity NPD4755 Approved
0.6214 Remote Similarity NPD7154 Phase 3
0.62 Remote Similarity NPD7322 Clinical (unspecified phase)
0.62 Remote Similarity NPD5784 Clinical (unspecified phase)
0.619 Remote Similarity NPD5279 Phase 3
0.6182 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6182 Remote Similarity NPD4629 Approved
0.6182 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5210 Approved
0.6174 Remote Similarity NPD5141 Approved
0.6167 Remote Similarity NPD4632 Approved
0.6162 Remote Similarity NPD6933 Approved
0.6147 Remote Similarity NPD4202 Approved
0.6139 Remote Similarity NPD6683 Phase 2
0.6132 Remote Similarity NPD4250 Approved
0.6132 Remote Similarity NPD4251 Approved
0.6129 Remote Similarity NPD6319 Approved
0.6129 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5221 Approved
0.6126 Remote Similarity NPD5222 Approved
0.6126 Remote Similarity NPD7614 Phase 1
0.6126 Remote Similarity NPD4697 Phase 3
0.6126 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6121 Remote Similarity NPD4211 Phase 1
0.6121 Remote Similarity NPD6008 Approved
0.6121 Remote Similarity NPD6640 Phase 3
0.6117 Remote Similarity NPD4223 Phase 3
0.6117 Remote Similarity NPD4221 Approved
0.6106 Remote Similarity NPD4700 Approved
0.6106 Remote Similarity NPD5286 Approved
0.6106 Remote Similarity NPD4696 Approved
0.6106 Remote Similarity NPD5285 Approved
0.6095 Remote Similarity NPD5329 Approved
0.6082 Remote Similarity NPD4243 Approved
0.608 Remote Similarity NPD6015 Approved
0.608 Remote Similarity NPD6016 Approved
0.6078 Remote Similarity NPD6928 Phase 2

Structure

External Identifiers

PubChem CID   44575503
ChEMBL   CHEMBL474674
ZINC  

Physicochemical Properties

Molecular Weight:  476.28
ALogP:  0.2801
MLogP:  3.66
XLogP:  5.714
# Rotatable Bonds:  10
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  34

Download Data

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