Natural Product: NPC473284

Natural Product ID:  NPC473284
Common Name:   Globostellatic Acid F Methyl Ester
IUPAC Name:   methyl (3E,3aS,5aR,6R,7R,9aR,9bS)-7-acetyloxy-3-[(3E,5E,7E)-9,10-dihydroxy-6,10-dimethylundeca-3,5,7-trien-2-ylidene]-3a,6,9a-trimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate
Synonyms:   Globostellatic Acid F Methyl Ester
Molecular Formula:   C33H48O7
Standard InCHIKey:  RPQIPTLEYKHMBM-GNHKJRBKSA-N
Standard InCHI:  InChI=1S/C33H48O7/c1-20(13-14-26(36)30(4,5)38)11-10-12-21(2)28-23(35)19-25-31(6)18-16-27(40-22(3)34)33(8,29(37)39-9)24(31)15-17-32(25,28)7/h10-14,24-27,36,38H,15-19H2,1-9H3/b12-10+,14-13+,20-11+,28-21-/t24-,25+,26?,27-,31+,32+,33-/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(C)[C@@H](CC[C@]2([C@H]1CC[C@]1([C@H]2CC(=O)/C/1=C(/C=C/C=C(/C=C/C(C(O)(C)C)O)C)C)C)C)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
NPO28502 Rhabdastrella globostellata Species Ancorinidae Eukaryota PMID[17524651]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT737 Cell Line HUVEC Homo sapiens Ratio IC50 = 9 19441852
NPT737 Cell Line HUVEC Homo sapiens Ratio IC50 = 5 17190444
NPT2 Others Unspecified IC50 = 5000 nM 9834146
NPT737 Cell Line HUVEC Homo sapiens IC50 = 980 nM 15165164
NPT111 Cell Line K562 Homo sapiens IC50 = 12000 nM 23558238
NPT111 Cell Line K562 Homo sapiens Ratio IC50 = 12 12398531
NPT2 Others Unspecified IC50 = 8600 nM 20439609

  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 NPC473284 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
0.9694 High Similarity NPC475050
0.9604 High Similarity NPC475065
0.9505 High Similarity NPC318363
0.9505 High Similarity NPC473482
0.9505 High Similarity NPC475418
0.9495 High Similarity NPC72151
0.949 High Similarity NPC115899
0.9406 High Similarity NPC330011
0.9406 High Similarity NPC329048
0.9394 High Similarity NPC320447
0.9388 High Similarity NPC266955
0.93 High Similarity NPC473283
0.93 High Similarity NPC329345
0.93 High Similarity NPC475526
0.9293 High Similarity NPC282524
0.92 High Similarity NPC32577
0.92 High Similarity NPC114540
0.92 High Similarity NPC155332
0.9184 High Similarity NPC474785
0.9184 High Similarity NPC474938
0.9082 High Similarity NPC471153
0.898 High Similarity NPC88310
0.8889 High Similarity NPC301534
0.8889 High Similarity NPC250757
0.8878 High Similarity NPC473431
0.8878 High Similarity NPC473435
0.8878 High Similarity NPC471078
0.8878 High Similarity NPC474690
0.8878 High Similarity NPC473280
0.8812 High Similarity NPC35751
0.88 High Similarity NPC110937
0.8796 High Similarity NPC67259
0.8796 High Similarity NPC147912
0.8788 High Similarity NPC180950
0.8713 High Similarity NPC108368
0.8713 High Similarity NPC57079
0.8692 High Similarity NPC474315
0.8687 High Similarity NPC299100
0.8679 High Similarity NPC10064
0.8679 High Similarity NPC170221
0.8636 High Similarity NPC470492
0.8636 High Similarity NPC167606
0.8636 High Similarity NPC286528
0.8636 High Similarity NPC20302
0.8636 High Similarity NPC140055
0.8614 High Similarity NPC2049
0.8598 High Similarity NPC6206
0.8585 High Similarity NPC472218
0.8585 High Similarity NPC472217
0.8585 High Similarity NPC472219
0.8571 High Similarity NPC266570
0.8559 High Similarity NPC709
0.8559 High Similarity NPC50774
0.8545 High Similarity NPC270929
0.8532 High Similarity NPC122056
0.8529 High Similarity NPC316598
0.8515 High Similarity NPC106425
0.8515 High Similarity NPC122324
0.8515 High Similarity NPC151725
0.8485 Intermediate Similarity NPC474018
0.8485 Intermediate Similarity NPC473986
0.8482 Intermediate Similarity NPC264954
0.8468 Intermediate Similarity NPC471854
0.8468 Intermediate Similarity NPC312824
0.8468 Intermediate Similarity NPC183580
0.8468 Intermediate Similarity NPC470493
0.8462 Intermediate Similarity NPC473163
0.8447 Intermediate Similarity NPC477521
0.844 Intermediate Similarity NPC475970
0.8411 Intermediate Similarity NPC220155
0.8407 Intermediate Similarity NPC474370
0.8393 Intermediate Similarity NPC473828
0.8393 Intermediate Similarity NPC473617
0.8393 Intermediate Similarity NPC329736
0.8384 Intermediate Similarity NPC474842
0.8384 Intermediate Similarity NPC475965
0.8378 Intermediate Similarity NPC64318
0.8367 Intermediate Similarity NPC292491
0.8367 Intermediate Similarity NPC310752
0.8365 Intermediate Similarity NPC476897
0.8333 Intermediate Similarity NPC472216
0.8333 Intermediate Similarity NPC242848
0.8333 Intermediate Similarity NPC67569
0.8333 Intermediate Similarity NPC173905
0.8333 Intermediate Similarity NPC5475
0.8333 Intermediate Similarity NPC284828
0.8319 Intermediate Similarity NPC61520
0.8318 Intermediate Similarity NPC471783
0.8318 Intermediate Similarity NPC9457
0.8318 Intermediate Similarity NPC67321
0.8318 Intermediate Similarity NPC187435
0.8304 Intermediate Similarity NPC476965
0.8304 Intermediate Similarity NPC470959
0.8288 Intermediate Similarity NPC475163
0.8286 Intermediate Similarity NPC469316
0.8283 Intermediate Similarity NPC118011
0.8283 Intermediate Similarity NPC36668
0.8276 Intermediate Similarity NPC470494
0.8276 Intermediate Similarity NPC3381
0.8273 Intermediate Similarity NPC69291
0.8273 Intermediate Similarity NPC191620
0.8265 Intermediate Similarity NPC141292
0.8261 Intermediate Similarity NPC88326
0.8261 Intermediate Similarity NPC23786
0.8261 Intermediate Similarity NPC153700
0.8261 Intermediate Similarity NPC470265
0.8257 Intermediate Similarity NPC29133
0.8252 Intermediate Similarity NPC141401
0.8252 Intermediate Similarity NPC253826
0.8246 Intermediate Similarity NPC476962
0.8241 Intermediate Similarity NPC306265
0.8241 Intermediate Similarity NPC102843
0.8235 Intermediate Similarity NPC37787
0.8235 Intermediate Similarity NPC473415
0.8235 Intermediate Similarity NPC209355
0.8235 Intermediate Similarity NPC30677
0.8235 Intermediate Similarity NPC469329
0.8235 Intermediate Similarity NPC180557
0.823 Intermediate Similarity NPC257457
0.823 Intermediate Similarity NPC311554
0.823 Intermediate Similarity NPC186525
0.8208 Intermediate Similarity NPC180204
0.8208 Intermediate Similarity NPC95899
0.8208 Intermediate Similarity NPC112009
0.8208 Intermediate Similarity NPC222153
0.82 Intermediate Similarity NPC161638
0.819 Intermediate Similarity NPC99411
0.819 Intermediate Similarity NPC303559
0.819 Intermediate Similarity NPC194028
0.819 Intermediate Similarity NPC118174
0.819 Intermediate Similarity NPC476240
0.819 Intermediate Similarity NPC469789
0.819 Intermediate Similarity NPC168319
0.819 Intermediate Similarity NPC476223
0.819 Intermediate Similarity NPC115862
0.819 Intermediate Similarity NPC224720
0.8182 Intermediate Similarity NPC470961
0.8182 Intermediate Similarity NPC104560
0.8182 Intermediate Similarity NPC324683
0.8173 Intermediate Similarity NPC159763
0.8173 Intermediate Similarity NPC478056
0.8173 Intermediate Similarity NPC278386
0.8173 Intermediate Similarity NPC278008
0.8173 Intermediate Similarity NPC124512
0.8165 Intermediate Similarity NPC475941
0.8165 Intermediate Similarity NPC41405
0.8165 Intermediate Similarity NPC474901
0.8158 Intermediate Similarity NPC473274
0.8158 Intermediate Similarity NPC473270
0.8155 Intermediate Similarity NPC327788
0.8155 Intermediate Similarity NPC473153
0.8155 Intermediate Similarity NPC120708
0.8148 Intermediate Similarity NPC91034
0.8148 Intermediate Similarity NPC475176
0.8148 Intermediate Similarity NPC475294
0.8142 Intermediate Similarity NPC243065
0.8137 Intermediate Similarity NPC469406
0.8137 Intermediate Similarity NPC8993
0.8131 Intermediate Similarity NPC473175
0.8125 Intermediate Similarity NPC284915
0.812 Intermediate Similarity NPC8374
0.812 Intermediate Similarity NPC81736
0.812 Intermediate Similarity NPC172154
0.812 Intermediate Similarity NPC8369
0.8119 Intermediate Similarity NPC473167
0.8119 Intermediate Similarity NPC475806
0.8113 Intermediate Similarity NPC136289
0.8113 Intermediate Similarity NPC476081
0.8113 Intermediate Similarity NPC476890
0.8108 Intermediate Similarity NPC470063
0.8095 Intermediate Similarity NPC474012
0.8095 Intermediate Similarity NPC117685
0.8095 Intermediate Similarity NPC476274
0.8095 Intermediate Similarity NPC476299
0.8091 Intermediate Similarity NPC5284
0.8091 Intermediate Similarity NPC16270
0.8087 Intermediate Similarity NPC476961
0.8081 Intermediate Similarity NPC128644
0.8077 Intermediate Similarity NPC161147
0.8077 Intermediate Similarity NPC53844
0.8077 Intermediate Similarity NPC26413
0.8077 Intermediate Similarity NPC99726
0.8077 Intermediate Similarity NPC108078
0.8077 Intermediate Similarity NPC156546
0.8077 Intermediate Similarity NPC320306
0.8077 Intermediate Similarity NPC73911
0.8073 Intermediate Similarity NPC472825
0.8058 Intermediate Similarity NPC53565
0.8058 Intermediate Similarity NPC84383
0.8058 Intermediate Similarity NPC134067
0.8058 Intermediate Similarity NPC279974
0.8058 Intermediate Similarity NPC473170
0.8056 Intermediate Similarity NPC323834
0.8056 Intermediate Similarity NPC469874
0.8056 Intermediate Similarity NPC173172
0.8056 Intermediate Similarity NPC475494
0.8056 Intermediate Similarity NPC34768
0.8056 Intermediate Similarity NPC166607
0.8056 Intermediate Similarity NPC477125
0.8056 Intermediate Similarity NPC189863

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473284 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
0.8636 High Similarity NPD7115 Discovery
0.8173 Intermediate Similarity NPD4225 Approved
0.7946 Intermediate Similarity NPD8297 Approved
0.7941 Intermediate Similarity NPD7637 Suspended
0.7925 Intermediate Similarity NPD7640 Approved
0.7925 Intermediate Similarity NPD7639 Approved
0.7909 Intermediate Similarity NPD6899 Approved
0.7909 Intermediate Similarity NPD6881 Approved
0.789 Intermediate Similarity NPD5739 Approved
0.789 Intermediate Similarity NPD6675 Approved
0.789 Intermediate Similarity NPD7128 Approved
0.789 Intermediate Similarity NPD6402 Approved
0.7857 Intermediate Similarity NPD8130 Phase 1
0.783 Intermediate Similarity NPD7638 Approved
0.7818 Intermediate Similarity NPD5697 Approved
0.7788 Intermediate Similarity NPD7748 Approved
0.7768 Intermediate Similarity NPD7290 Approved
0.7768 Intermediate Similarity NPD6883 Approved
0.7768 Intermediate Similarity NPD7102 Approved
0.7748 Intermediate Similarity NPD7320 Approved
0.7736 Intermediate Similarity NPD6083 Phase 2
0.7736 Intermediate Similarity NPD6084 Phase 2
0.7699 Intermediate Similarity NPD6649 Approved
0.7699 Intermediate Similarity NPD6869 Approved
0.7699 Intermediate Similarity NPD6617 Approved
0.7699 Intermediate Similarity NPD6650 Approved
0.7699 Intermediate Similarity NPD6847 Approved
0.7692 Intermediate Similarity NPD5778 Approved
0.7692 Intermediate Similarity NPD6399 Phase 3
0.7692 Intermediate Similarity NPD5779 Approved
0.7679 Intermediate Similarity NPD6014 Approved
0.7679 Intermediate Similarity NPD6373 Approved
0.7679 Intermediate Similarity NPD6372 Approved
0.7679 Intermediate Similarity NPD6012 Approved
0.7679 Intermediate Similarity NPD6013 Approved
0.7658 Intermediate Similarity NPD5701 Approved
0.7632 Intermediate Similarity NPD6882 Approved
0.7627 Intermediate Similarity NPD6319 Approved
0.7624 Intermediate Similarity NPD3618 Phase 1
0.7615 Intermediate Similarity NPD5211 Phase 2
0.7596 Intermediate Similarity NPD6079 Approved
0.7596 Intermediate Similarity NPD7515 Phase 2
0.7596 Intermediate Similarity NPD6411 Approved
0.7589 Intermediate Similarity NPD6011 Approved
0.7573 Intermediate Similarity NPD5328 Approved
0.757 Intermediate Similarity NPD7902 Approved
0.75 Intermediate Similarity NPD5785 Approved
0.7477 Intermediate Similarity NPD5141 Approved
0.7456 Intermediate Similarity NPD4634 Approved
0.7451 Intermediate Similarity NPD6684 Approved
0.7451 Intermediate Similarity NPD5330 Approved
0.7451 Intermediate Similarity NPD7146 Approved
0.7451 Intermediate Similarity NPD6409 Approved
0.7451 Intermediate Similarity NPD7521 Approved
0.7451 Intermediate Similarity NPD7334 Approved
0.7431 Intermediate Similarity NPD5285 Approved
0.7431 Intermediate Similarity NPD5286 Approved
0.7431 Intermediate Similarity NPD4696 Approved
0.7426 Intermediate Similarity NPD4786 Approved
0.7414 Intermediate Similarity NPD4632 Approved
0.7407 Intermediate Similarity NPD4755 Approved
0.7404 Intermediate Similarity NPD6101 Approved
0.7404 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3667 Approved
0.7391 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD5695 Phase 3
0.7377 Intermediate Similarity NPD7492 Approved
0.7358 Intermediate Similarity NPD4202 Approved
0.7353 Intermediate Similarity NPD5363 Approved
0.7339 Intermediate Similarity NPD7736 Approved
0.7339 Intermediate Similarity NPD5696 Approved
0.7333 Intermediate Similarity NPD6054 Approved
0.7317 Intermediate Similarity NPD6616 Approved
0.7315 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5221 Approved
0.7315 Intermediate Similarity NPD5222 Approved
0.7308 Intermediate Similarity NPD5737 Approved
0.7308 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD6903 Approved
0.7308 Intermediate Similarity NPD6672 Approved
0.7297 Intermediate Similarity NPD5224 Approved
0.7297 Intermediate Similarity NPD7632 Discontinued
0.7297 Intermediate Similarity NPD5225 Approved
0.7297 Intermediate Similarity NPD5226 Approved
0.7297 Intermediate Similarity NPD4633 Approved
0.729 Intermediate Similarity NPD7900 Approved
0.729 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD4700 Approved
0.7264 Intermediate Similarity NPD8034 Phase 2
0.7264 Intermediate Similarity NPD7983 Approved
0.7264 Intermediate Similarity NPD5281 Approved
0.7264 Intermediate Similarity NPD5284 Approved
0.7264 Intermediate Similarity NPD8035 Phase 2
0.7258 Intermediate Similarity NPD8293 Discontinued
0.7258 Intermediate Similarity NPD7078 Approved
0.7255 Intermediate Similarity NPD3666 Approved
0.7255 Intermediate Similarity NPD3133 Approved
0.7255 Intermediate Similarity NPD3665 Phase 1
0.725 Intermediate Similarity NPD7100 Approved
0.725 Intermediate Similarity NPD7101 Approved
0.7248 Intermediate Similarity NPD5173 Approved
0.7238 Intermediate Similarity NPD4753 Phase 2
0.7232 Intermediate Similarity NPD5174 Approved
0.7232 Intermediate Similarity NPD5175 Approved
0.7228 Intermediate Similarity NPD4269 Approved
0.7228 Intermediate Similarity NPD4270 Approved
0.7222 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD6370 Approved
0.7212 Intermediate Similarity NPD7524 Approved
0.7207 Intermediate Similarity NPD5223 Approved
0.7193 Intermediate Similarity NPD6412 Phase 2
0.719 Intermediate Similarity NPD6059 Approved
0.7184 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD7507 Approved
0.7172 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6335 Approved
0.7157 Intermediate Similarity NPD6695 Phase 3
0.7156 Intermediate Similarity NPD4697 Phase 3
0.7143 Intermediate Similarity NPD6274 Approved
0.7143 Intermediate Similarity NPD6868 Approved
0.7131 Intermediate Similarity NPD6016 Approved
0.7131 Intermediate Similarity NPD6015 Approved
0.713 Intermediate Similarity NPD6686 Approved
0.713 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD5369 Approved
0.7115 Intermediate Similarity NPD5279 Phase 3
0.7115 Intermediate Similarity NPD5786 Approved
0.7105 Intermediate Similarity NPD6008 Approved
0.7103 Intermediate Similarity NPD5694 Approved
0.7103 Intermediate Similarity NPD6050 Approved
0.7087 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6317 Approved
0.7083 Intermediate Similarity NPD6009 Approved
0.7075 Intermediate Similarity NPD6904 Approved
0.7075 Intermediate Similarity NPD6673 Approved
0.7075 Intermediate Similarity NPD6080 Approved
0.7073 Intermediate Similarity NPD5988 Approved
0.7064 Intermediate Similarity NPD5210 Approved
0.7064 Intermediate Similarity NPD4629 Approved
0.7059 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD3573 Approved
0.7048 Intermediate Similarity NPD7750 Discontinued
0.703 Intermediate Similarity NPD4252 Approved
0.7025 Intermediate Similarity NPD6314 Approved
0.7025 Intermediate Similarity NPD6313 Approved
0.7019 Intermediate Similarity NPD1694 Approved
0.7016 Intermediate Similarity NPD8328 Phase 3
0.7016 Intermediate Similarity NPD7604 Phase 2
0.7009 Intermediate Similarity NPD5207 Approved
0.7009 Intermediate Similarity NPD5692 Phase 3
0.7009 Intermediate Similarity NPD6371 Approved
0.6992 Remote Similarity NPD8033 Approved
0.6992 Remote Similarity NPD7503 Approved
0.6992 Remote Similarity NPD6908 Approved
0.6992 Remote Similarity NPD8513 Phase 3
0.6992 Remote Similarity NPD8515 Approved
0.6992 Remote Similarity NPD8517 Approved
0.6992 Remote Similarity NPD5983 Phase 2
0.6992 Remote Similarity NPD8516 Approved
0.6992 Remote Similarity NPD6909 Approved
0.699 Remote Similarity NPD5362 Discontinued
0.699 Remote Similarity NPD7154 Phase 3
0.6983 Remote Similarity NPD4730 Approved
0.6983 Remote Similarity NPD4729 Approved
0.697 Remote Similarity NPD6933 Approved
0.6957 Remote Similarity NPD4767 Approved
0.6957 Remote Similarity NPD4768 Approved
0.6952 Remote Similarity NPD4623 Approved
0.6952 Remote Similarity NPD4519 Discontinued
0.6944 Remote Similarity NPD5693 Phase 1
0.693 Remote Similarity NPD4754 Approved
0.6923 Remote Similarity NPD3668 Phase 3
0.6916 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6911 Remote Similarity NPD8377 Approved
0.6911 Remote Similarity NPD8294 Approved
0.6909 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6336 Discontinued
0.6903 Remote Similarity NPD5344 Discontinued
0.6893 Remote Similarity NPD4223 Phase 3
0.6893 Remote Similarity NPD4221 Approved
0.6885 Remote Similarity NPD7327 Approved
0.6885 Remote Similarity NPD7328 Approved
0.6864 Remote Similarity NPD5251 Approved
0.6864 Remote Similarity NPD5249 Phase 3
0.6864 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6864 Remote Similarity NPD5248 Approved
0.6864 Remote Similarity NPD5247 Approved
0.6864 Remote Similarity NPD5250 Approved
0.6863 Remote Similarity NPD4820 Approved
0.6863 Remote Similarity NPD6931 Approved
0.6863 Remote Similarity NPD4819 Approved
0.6863 Remote Similarity NPD7525 Registered
0.6863 Remote Similarity NPD6930 Phase 2
0.6863 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4822 Approved
0.6863 Remote Similarity NPD4821 Approved
0.6863 Remote Similarity NPD7514 Phase 3

Structure

External Identifiers

PubChem CID   44434367
ChEMBL   CHEMBL392829
ZINC  

Physicochemical Properties

Molecular Weight:  556.34
ALogP:  2.4893
MLogP:  4.32
XLogP:  5.325
# Rotatable Bonds:  20
Polar Surface Area:  110.13
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  40

Download Data

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