Natural Product: NPC257353

Natural Product ID:  NPC257353
Common Name:   3Beta,5Alpha,9Alpha,14A-Tetrahydroxy-(22E,24R)-Ergosta-7,22-Dien-6-One
IUPAC Name:   (3S,5R,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3,5,9,14-tetrahydroxy-10,13-dimethyl-2,3,4,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-6-one
Synonyms:  
Molecular Formula:   C28H44O5
Standard InCHIKey:  RLODFSODJNFIMP-STGSRIEASA-N
Standard InCHI:  InChI=1S/C28H44O5/c1-17(2)18(3)7-8-19(4)21-10-12-26(31)22-15-23(30)28(33)16-20(29)9-11-25(28,6)27(22,32)14-13-24(21,26)5/h7-8,15,17-21,29,31-33H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,24+,25+,26+,27+,28-/m0/s1
Canonical SMILES:  O[C@H]1CC[C@]2([C@@](C1)(O)C(=O)C=C1[C@]2(O)CC[C@]2([C@@]1(O)CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)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
NPO33483 diaporthe sp. Species Diaporthaceae Eukaryota PMID[26186257]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1228 Organism Streptococcus pyogenes Streptococcus pyogenes MIC > 10 ug/ml 19916528
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 10 ug/ml 22197393
NPT19 Organism Escherichia coli Escherichia coli MIC > 10 ug/ml DrugMatrix in vitro pharmacology data
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 10 ug/ml 19105653
NPT18 Organism Pseudomonas aeruginosa Pseudomonas aeruginosa MIC > 10 ug/ml Open TG-GATES in vivo data: Hematology

  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 NPC257353 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
0.9794 High Similarity NPC249187
0.9794 High Similarity NPC247957
0.9495 High Similarity NPC72255
0.9286 High Similarity NPC154072
0.92 High Similarity NPC311612
0.9143 High Similarity NPC73300
0.9143 High Similarity NPC108721
0.9126 High Similarity NPC214644
0.9118 High Similarity NPC185
0.9118 High Similarity NPC477916
0.91 High Similarity NPC87351
0.9072 High Similarity NPC271195
0.902 High Similarity NPC149047
0.8969 High Similarity NPC245972
0.8969 High Similarity NPC196485
0.8932 High Similarity NPC83744
0.8932 High Similarity NPC475060
0.8932 High Similarity NPC220229
0.8922 High Similarity NPC209502
0.8922 High Similarity NPC204833
0.8846 High Similarity NPC329417
0.8846 High Similarity NPC65941
0.8846 High Similarity NPC217201
0.8835 High Similarity NPC97202
0.8835 High Similarity NPC296945
0.8835 High Similarity NPC476027
0.8835 High Similarity NPC319077
0.8835 High Similarity NPC166607
0.8835 High Similarity NPC260268
0.8835 High Similarity NPC48733
0.8835 High Similarity NPC49958
0.8835 High Similarity NPC85829
0.8835 High Similarity NPC302607
0.8835 High Similarity NPC214264
0.8835 High Similarity NPC150531
0.8835 High Similarity NPC171137
0.8835 High Similarity NPC152695
0.8835 High Similarity NPC50692
0.8835 High Similarity NPC202167
0.8824 High Similarity NPC111323
0.8824 High Similarity NPC191892
0.88 High Similarity NPC191565
0.88 High Similarity NPC103051
0.8788 High Similarity NPC49371
0.8776 High Similarity NPC111015
0.8776 High Similarity NPC8993
0.8763 High Similarity NPC475806
0.8762 High Similarity NPC11710
0.8738 High Similarity NPC160843
0.8725 High Similarity NPC477915
0.8713 High Similarity NPC327431
0.8713 High Similarity NPC144956
0.87 High Similarity NPC18509
0.8687 High Similarity NPC476245
0.8687 High Similarity NPC272617
0.866 High Similarity NPC48010
0.8624 High Similarity NPC148458
0.86 High Similarity NPC249954
0.8586 High Similarity NPC474690
0.8586 High Similarity NPC292793
0.8571 High Similarity NPC64844
0.8571 High Similarity NPC42847
0.8571 High Similarity NPC473998
0.8571 High Similarity NPC233116
0.8571 High Similarity NPC165873
0.8557 High Similarity NPC76879
0.8557 High Similarity NPC474245
0.8557 High Similarity NPC309603
0.8557 High Similarity NPC473999
0.8557 High Similarity NPC326627
0.8557 High Similarity NPC1015
0.8557 High Similarity NPC310010
0.8557 High Similarity NPC31985
0.8557 High Similarity NPC2983
0.8545 High Similarity NPC471854
0.8544 High Similarity NPC477054
0.8544 High Similarity NPC473424
0.8529 High Similarity NPC15390
0.8529 High Similarity NPC474720
0.8519 High Similarity NPC207251
0.8515 High Similarity NPC108078
0.8515 High Similarity NPC320306
0.8515 High Similarity NPC474785
0.8515 High Similarity NPC474938
0.8505 High Similarity NPC76084
0.85 High Similarity NPC259286
0.85 High Similarity NPC180950
0.85 High Similarity NPC472932
0.85 High Similarity NPC472485
0.8496 Intermediate Similarity NPC222688
0.8485 Intermediate Similarity NPC233118
0.8469 Intermediate Similarity NPC320026
0.8469 Intermediate Similarity NPC46758
0.8468 Intermediate Similarity NPC146786
0.8447 Intermediate Similarity NPC477052
0.8447 Intermediate Similarity NPC477053
0.8447 Intermediate Similarity NPC477051
0.844 Intermediate Similarity NPC317210
0.84 Intermediate Similarity NPC299100
0.84 Intermediate Similarity NPC209662
0.8396 Intermediate Similarity NPC472925
0.8384 Intermediate Similarity NPC131872
0.8384 Intermediate Similarity NPC168027
0.8384 Intermediate Similarity NPC185936
0.8381 Intermediate Similarity NPC137657
0.8378 Intermediate Similarity NPC239273
0.8367 Intermediate Similarity NPC477943
0.8367 Intermediate Similarity NPC186688
0.8365 Intermediate Similarity NPC22388
0.8365 Intermediate Similarity NPC234892
0.8365 Intermediate Similarity NPC293753
0.8364 Intermediate Similarity NPC326542
0.8351 Intermediate Similarity NPC58063
0.8351 Intermediate Similarity NPC475740
0.835 Intermediate Similarity NPC83709
0.8349 Intermediate Similarity NPC475524
0.8349 Intermediate Similarity NPC100267
0.8349 Intermediate Similarity NPC71348
0.8333 Intermediate Similarity NPC126815
0.8333 Intermediate Similarity NPC107243
0.8333 Intermediate Similarity NPC190554
0.8333 Intermediate Similarity NPC235077
0.8318 Intermediate Similarity NPC472218
0.8318 Intermediate Similarity NPC472219
0.8318 Intermediate Similarity NPC472217
0.8317 Intermediate Similarity NPC472824
0.8317 Intermediate Similarity NPC297199
0.8304 Intermediate Similarity NPC311554
0.8304 Intermediate Similarity NPC257457
0.8302 Intermediate Similarity NPC60681
0.83 Intermediate Similarity NPC12722
0.83 Intermediate Similarity NPC472930
0.83 Intermediate Similarity NPC472942
0.83 Intermediate Similarity NPC69454
0.83 Intermediate Similarity NPC474736
0.8286 Intermediate Similarity NPC251017
0.8286 Intermediate Similarity NPC55872
0.8286 Intermediate Similarity NPC26478
0.8286 Intermediate Similarity NPC117185
0.8273 Intermediate Similarity NPC250109
0.8273 Intermediate Similarity NPC962
0.8269 Intermediate Similarity NPC163372
0.8269 Intermediate Similarity NPC302537
0.8265 Intermediate Similarity NPC193360
0.8265 Intermediate Similarity NPC471722
0.8257 Intermediate Similarity NPC472928
0.8257 Intermediate Similarity NPC207689
0.8252 Intermediate Similarity NPC114274
0.8252 Intermediate Similarity NPC477854
0.8247 Intermediate Similarity NPC293287
0.8247 Intermediate Similarity NPC474732
0.8247 Intermediate Similarity NPC474778
0.8247 Intermediate Similarity NPC94666
0.8247 Intermediate Similarity NPC474733
0.8247 Intermediate Similarity NPC6391
0.8247 Intermediate Similarity NPC472985
0.8247 Intermediate Similarity NPC469994
0.8247 Intermediate Similarity NPC472986
0.8247 Intermediate Similarity NPC31564
0.8247 Intermediate Similarity NPC261266
0.8247 Intermediate Similarity NPC145879
0.8247 Intermediate Similarity NPC51014
0.8247 Intermediate Similarity NPC152808
0.8241 Intermediate Similarity NPC87335
0.8235 Intermediate Similarity NPC192428
0.8235 Intermediate Similarity NPC117133
0.8235 Intermediate Similarity NPC477853
0.8224 Intermediate Similarity NPC44063
0.8218 Intermediate Similarity NPC279410
0.8218 Intermediate Similarity NPC119562
0.8208 Intermediate Similarity NPC28656
0.82 Intermediate Similarity NPC41554
0.82 Intermediate Similarity NPC97404
0.82 Intermediate Similarity NPC116726
0.82 Intermediate Similarity NPC472978
0.82 Intermediate Similarity NPC272746
0.82 Intermediate Similarity NPC63748
0.819 Intermediate Similarity NPC119601
0.819 Intermediate Similarity NPC308726
0.819 Intermediate Similarity NPC195290
0.819 Intermediate Similarity NPC185530
0.819 Intermediate Similarity NPC204450
0.8182 Intermediate Similarity NPC472971
0.8182 Intermediate Similarity NPC119416
0.8182 Intermediate Similarity NPC472970
0.8182 Intermediate Similarity NPC280782
0.8182 Intermediate Similarity NPC32830
0.8163 Intermediate Similarity NPC317590
0.8158 Intermediate Similarity NPC109973
0.8155 Intermediate Similarity NPC291634
0.8155 Intermediate Similarity NPC122294
0.8155 Intermediate Similarity NPC57416
0.8155 Intermediate Similarity NPC99726
0.8148 Intermediate Similarity NPC295244
0.8148 Intermediate Similarity NPC472825
0.8148 Intermediate Similarity NPC177064
0.8144 Intermediate Similarity NPC470360
0.8144 Intermediate Similarity NPC471224
0.8144 Intermediate Similarity NPC470574
0.8144 Intermediate Similarity NPC474218

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC257353 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
0.8911 High Similarity NPD5211 Phase 2
0.8738 High Similarity NPD5141 Approved
0.8713 High Similarity NPD5286 Approved
0.8713 High Similarity NPD5285 Approved
0.8713 High Similarity NPD4696 Approved
0.87 High Similarity NPD4755 Approved
0.8557 High Similarity NPD4753 Phase 2
0.8544 High Similarity NPD4633 Approved
0.8544 High Similarity NPD5225 Approved
0.8544 High Similarity NPD5226 Approved
0.8544 High Similarity NPD5224 Approved
0.8529 High Similarity NPD4700 Approved
0.85 High Similarity NPD5210 Approved
0.85 High Similarity NPD4629 Approved
0.8462 Intermediate Similarity NPD5175 Approved
0.8462 Intermediate Similarity NPD5174 Approved
0.8447 Intermediate Similarity NPD5223 Approved
0.8333 Intermediate Similarity NPD4634 Approved
0.8318 Intermediate Similarity NPD6899 Approved
0.8318 Intermediate Similarity NPD6881 Approved
0.8302 Intermediate Similarity NPD6675 Approved
0.8302 Intermediate Similarity NPD7128 Approved
0.8302 Intermediate Similarity NPD5739 Approved
0.8302 Intermediate Similarity NPD6402 Approved
0.83 Intermediate Similarity NPD4202 Approved
0.8257 Intermediate Similarity NPD6649 Approved
0.8257 Intermediate Similarity NPD6650 Approved
0.8247 Intermediate Similarity NPD3618 Phase 1
0.8241 Intermediate Similarity NPD6373 Approved
0.8241 Intermediate Similarity NPD6372 Approved
0.8235 Intermediate Similarity NPD4697 Phase 3
0.8235 Intermediate Similarity NPD5221 Approved
0.8235 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD5222 Approved
0.8224 Intermediate Similarity NPD5697 Approved
0.82 Intermediate Similarity NPD6079 Approved
0.8182 Intermediate Similarity NPD5328 Approved
0.8165 Intermediate Similarity NPD7290 Approved
0.8165 Intermediate Similarity NPD6883 Approved
0.8165 Intermediate Similarity NPD7102 Approved
0.8155 Intermediate Similarity NPD6084 Phase 2
0.8155 Intermediate Similarity NPD6083 Phase 2
0.8155 Intermediate Similarity NPD5173 Approved
0.8148 Intermediate Similarity NPD7320 Approved
0.8148 Intermediate Similarity NPD4730 Approved
0.8148 Intermediate Similarity NPD4729 Approved
0.8144 Intermediate Similarity NPD5329 Approved
0.8131 Intermediate Similarity NPD4768 Approved
0.8131 Intermediate Similarity NPD4767 Approved
0.8113 Intermediate Similarity NPD4754 Approved
0.8091 Intermediate Similarity NPD6617 Approved
0.8091 Intermediate Similarity NPD8130 Phase 1
0.8091 Intermediate Similarity NPD6847 Approved
0.8091 Intermediate Similarity NPD6869 Approved
0.8073 Intermediate Similarity NPD6012 Approved
0.8073 Intermediate Similarity NPD6013 Approved
0.8073 Intermediate Similarity NPD6014 Approved
0.8056 Intermediate Similarity NPD5701 Approved
0.8041 Intermediate Similarity NPD4197 Approved
0.8041 Intermediate Similarity NPD3133 Approved
0.8041 Intermediate Similarity NPD3666 Approved
0.8041 Intermediate Similarity NPD4786 Approved
0.8041 Intermediate Similarity NPD3665 Phase 1
0.8018 Intermediate Similarity NPD8297 Approved
0.8018 Intermediate Similarity NPD6882 Approved
0.8 Intermediate Similarity NPD5250 Approved
0.8 Intermediate Similarity NPD5248 Approved
0.8 Intermediate Similarity NPD5249 Phase 3
0.8 Intermediate Similarity NPD5251 Approved
0.8 Intermediate Similarity NPD5247 Approved
0.7982 Intermediate Similarity NPD6011 Approved
0.7982 Intermediate Similarity NPD5128 Approved
0.7946 Intermediate Similarity NPD4632 Approved
0.7928 Intermediate Similarity NPD5215 Approved
0.7928 Intermediate Similarity NPD5216 Approved
0.7928 Intermediate Similarity NPD5217 Approved
0.7905 Intermediate Similarity NPD5696 Approved
0.7895 Intermediate Similarity NPD7115 Discovery
0.7879 Intermediate Similarity NPD5690 Phase 2
0.7845 Intermediate Similarity NPD6054 Approved
0.7838 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD5135 Approved
0.7838 Intermediate Similarity NPD5169 Approved
0.7835 Intermediate Similarity NPD4221 Approved
0.7835 Intermediate Similarity NPD3667 Approved
0.7835 Intermediate Similarity NPD4223 Phase 3
0.783 Intermediate Similarity NPD7639 Approved
0.783 Intermediate Similarity NPD7640 Approved
0.7788 Intermediate Similarity NPD5695 Phase 3
0.7768 Intermediate Similarity NPD5127 Approved
0.7768 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7739 Intermediate Similarity NPD6009 Approved
0.7736 Intermediate Similarity NPD7638 Approved
0.7712 Intermediate Similarity NPD6370 Approved
0.77 Intermediate Similarity NPD5280 Approved
0.77 Intermediate Similarity NPD4694 Approved
0.77 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.77 Intermediate Similarity NPD5279 Phase 3
0.7692 Intermediate Similarity NPD6059 Approved
0.7692 Intermediate Similarity NPD6319 Approved
0.7636 Intermediate Similarity NPD6008 Approved
0.7627 Intermediate Similarity NPD6016 Approved
0.7627 Intermediate Similarity NPD6015 Approved
0.7624 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD7101 Approved
0.7607 Intermediate Similarity NPD7100 Approved
0.7596 Intermediate Similarity NPD6399 Phase 3
0.7583 Intermediate Similarity NPD7492 Approved
0.7565 Intermediate Similarity NPD5167 Approved
0.7563 Intermediate Similarity NPD5988 Approved
0.7525 Intermediate Similarity NPD5205 Approved
0.7525 Intermediate Similarity NPD4689 Approved
0.7525 Intermediate Similarity NPD4690 Approved
0.7525 Intermediate Similarity NPD4688 Approved
0.7525 Intermediate Similarity NPD4693 Phase 3
0.7525 Intermediate Similarity NPD4138 Approved
0.7521 Intermediate Similarity NPD6616 Approved
0.7521 Intermediate Similarity NPD6335 Approved
0.75 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD5168 Approved
0.75 Intermediate Similarity NPD6274 Approved
0.75 Intermediate Similarity NPD7604 Phase 2
0.75 Intermediate Similarity NPD5284 Approved
0.7479 Intermediate Similarity NPD5983 Phase 2
0.7476 Intermediate Similarity NPD6080 Approved
0.7476 Intermediate Similarity NPD6673 Approved
0.7476 Intermediate Similarity NPD6904 Approved
0.7459 Intermediate Similarity NPD7078 Approved
0.7453 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6317 Approved
0.7411 Intermediate Similarity NPD6412 Phase 2
0.74 Intermediate Similarity NPD4788 Approved
0.7398 Intermediate Similarity NPD7736 Approved
0.7379 Intermediate Similarity NPD5737 Approved
0.7379 Intermediate Similarity NPD6672 Approved
0.7377 Intermediate Similarity NPD6336 Discontinued
0.7373 Intermediate Similarity NPD6314 Approved
0.7373 Intermediate Similarity NPD6313 Approved
0.7364 Intermediate Similarity NPD5091 Approved
0.7353 Intermediate Similarity NPD6684 Approved
0.7353 Intermediate Similarity NPD4623 Approved
0.7353 Intermediate Similarity NPD5330 Approved
0.7353 Intermediate Similarity NPD4519 Discontinued
0.7353 Intermediate Similarity NPD7521 Approved
0.7353 Intermediate Similarity NPD7334 Approved
0.7353 Intermediate Similarity NPD6409 Approved
0.7353 Intermediate Similarity NPD7146 Approved
0.7347 Intermediate Similarity NPD4195 Approved
0.7333 Intermediate Similarity NPD5693 Phase 1
0.7333 Intermediate Similarity NPD6909 Approved
0.7333 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6908 Approved
0.7327 Intermediate Similarity NPD3668 Phase 3
0.7317 Intermediate Similarity NPD8293 Discontinued
0.7311 Intermediate Similarity NPD4522 Approved
0.7273 Intermediate Similarity NPD6931 Approved
0.7273 Intermediate Similarity NPD4695 Discontinued
0.7273 Intermediate Similarity NPD7525 Registered
0.7273 Intermediate Similarity NPD6930 Phase 2
0.7273 Intermediate Similarity NPD7514 Phase 3
0.7245 Intermediate Similarity NPD3617 Approved
0.7228 Intermediate Similarity NPD6695 Phase 3
0.7216 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD6903 Approved
0.7212 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD7632 Discontinued
0.7203 Intermediate Similarity NPD6868 Approved
0.7196 Intermediate Similarity NPD7748 Approved
0.7184 Intermediate Similarity NPD6098 Approved
0.7172 Intermediate Similarity NPD6929 Approved
0.717 Intermediate Similarity NPD6050 Approved
0.717 Intermediate Similarity NPD5694 Approved
0.717 Intermediate Similarity NPD7637 Suspended
0.7157 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD7902 Approved
0.712 Intermediate Similarity NPD6033 Approved
0.7113 Intermediate Similarity NPD7339 Approved
0.7113 Intermediate Similarity NPD6942 Approved
0.7103 Intermediate Similarity NPD5133 Approved
0.71 Intermediate Similarity NPD7332 Phase 2
0.7097 Intermediate Similarity NPD7507 Approved
0.7094 Intermediate Similarity NPD6053 Discontinued
0.7087 Intermediate Similarity NPD5363 Approved
0.7087 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5692 Phase 3
0.7075 Intermediate Similarity NPD5785 Approved
0.7071 Intermediate Similarity NPD7145 Approved
0.7063 Intermediate Similarity NPD7319 Approved
0.7048 Intermediate Similarity NPD4518 Approved
0.7037 Intermediate Similarity NPD6001 Approved
0.703 Intermediate Similarity NPD6902 Approved
0.701 Intermediate Similarity NPD4784 Approved
0.701 Intermediate Similarity NPD4785 Approved
0.6983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.697 Remote Similarity NPD5776 Phase 2
0.697 Remote Similarity NPD6932 Approved
0.697 Remote Similarity NPD6925 Approved
0.6961 Remote Similarity NPD4269 Approved
0.6961 Remote Similarity NPD4270 Approved

Structure

External Identifiers

PubChem CID   10575956
ChEMBL   CHEMBL3593352
ZINC  

Physicochemical Properties

Molecular Weight:  460.32
ALogP:  -0.1678
MLogP:  3.99
XLogP:  4.285
# Rotatable Bonds:  14
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  33

Download Data

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