Natural Product: NPC474315

Natural Product ID:  NPC474315
Common Name:   Jaborosalactone B
IUPAC Name:   (2R)-2-[(1S)-1-[(6R,8S,9S,10R,13S,14S,17R)-6-hydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-5-(hydroxymethyl)-4-methyl-2,3-dihydropyran-6-one
Synonyms:  
Molecular Formula:   C28H38O5
Standard InCHIKey:  DZSFTVFZQVZQIU-ZRONUGQKSA-N
Standard InCHI:  InChI=1S/C28H38O5/c1-15-12-24(33-26(32)18(15)14-29)16(2)19-8-9-20-17-13-23(30)22-6-5-7-25(31)28(22,4)21(17)10-11-27(19,20)3/h5-7,16-17,19-21,23-24,29-30H,8-14H2,1-4H3/t16-,17-,19+,20-,21-,23+,24+,27+,28+/m0/s1
Canonical SMILES:  OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C[C@H](C2=CC=CC(=O)[C@]12C)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
NPO18304 Jaborosa integrifolia Species Solanaceae Eukaryota PMID[12027740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT776 Organism Spodoptera littoralis Spodoptera littoralis Inhibition = 19 % 18052323
NPT2 Others Unspecified Ratio = 11.1 22418279
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD = 3.48 nM 22037378
NPT2 Others Unspecified Ratio = 26.9 21970540

  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 NPC474315 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
0.9434 High Similarity NPC122056
0.9417 High Similarity NPC91034
0.9346 High Similarity NPC147912
0.9346 High Similarity NPC67259
0.9327 High Similarity NPC220155
0.9174 High Similarity NPC20302
0.9174 High Similarity NPC286528
0.9174 High Similarity NPC140055
0.9174 High Similarity NPC167606
0.9091 High Similarity NPC50774
0.9091 High Similarity NPC709
0.9009 High Similarity NPC264954
0.9 High Similarity NPC470492
0.9 High Similarity NPC312824
0.9 High Similarity NPC470493
0.9 High Similarity NPC243065
0.9 High Similarity NPC183580
0.8981 High Similarity NPC69291
0.8952 High Similarity NPC189863
0.8952 High Similarity NPC266570
0.8929 High Similarity NPC476962
0.8929 High Similarity NPC474370
0.885 High Similarity NPC67569
0.8846 High Similarity NPC155332
0.8846 High Similarity NPC114540
0.8846 High Similarity NPC32577
0.8807 High Similarity NPC191620
0.8796 High Similarity NPC29133
0.8772 High Similarity NPC88326
0.8772 High Similarity NPC153700
0.8772 High Similarity NPC470265
0.8772 High Similarity NPC23786
0.8762 High Similarity NPC329345
0.8762 High Similarity NPC473283
0.8762 High Similarity NPC475526
0.8762 High Similarity NPC72151
0.875 High Similarity NPC115899
0.875 High Similarity NPC282524
0.8739 High Similarity NPC64318
0.8738 High Similarity NPC108368
0.8738 High Similarity NPC57079
0.8716 High Similarity NPC470961
0.8704 High Similarity NPC475065
0.8696 High Similarity NPC469789
0.8692 High Similarity NPC330011
0.8692 High Similarity NPC329048
0.8692 High Similarity NPC473284
0.8673 High Similarity NPC473274
0.8673 High Similarity NPC473270
0.8667 High Similarity NPC320447
0.8661 High Similarity NPC470959
0.8661 High Similarity NPC476965
0.8654 High Similarity NPC474012
0.8654 High Similarity NPC476299
0.8654 High Similarity NPC266955
0.8641 High Similarity NPC2049
0.8641 High Similarity NPC253826
0.8624 High Similarity NPC37116
0.8621 High Similarity NPC8369
0.8621 High Similarity NPC470494
0.8621 High Similarity NPC3381
0.8621 High Similarity NPC8374
0.8611 High Similarity NPC475418
0.8611 High Similarity NPC318363
0.8611 High Similarity NPC473482
0.8585 High Similarity NPC475050
0.8584 High Similarity NPC186525
0.8571 High Similarity NPC476240
0.8571 High Similarity NPC224720
0.8571 High Similarity NPC244456
0.8571 High Similarity NPC270929
0.8571 High Similarity NPC469657
0.8571 High Similarity NPC476223
0.8558 High Similarity NPC478056
0.8558 High Similarity NPC98868
0.8547 High Similarity NPC293112
0.8544 High Similarity NPC471153
0.8544 High Similarity NPC301534
0.8544 High Similarity NPC250757
0.8534 High Similarity NPC11895
0.8522 High Similarity NPC473256
0.8522 High Similarity NPC470878
0.8519 High Similarity NPC475294
0.8509 High Similarity NPC476960
0.8505 High Similarity NPC472868
0.8496 Intermediate Similarity NPC239273
0.8496 Intermediate Similarity NPC476959
0.8491 Intermediate Similarity NPC136289
0.8476 Intermediate Similarity NPC35751
0.8476 Intermediate Similarity NPC476274
0.8475 Intermediate Similarity NPC156797
0.8468 Intermediate Similarity NPC475524
0.8468 Intermediate Similarity NPC100267
0.8468 Intermediate Similarity NPC236217
0.8462 Intermediate Similarity NPC81736
0.8462 Intermediate Similarity NPC172154
0.8462 Intermediate Similarity NPC202705
0.8462 Intermediate Similarity NPC110937
0.8455 Intermediate Similarity NPC16270
0.8448 Intermediate Similarity NPC170538
0.8447 Intermediate Similarity NPC209355
0.8447 Intermediate Similarity NPC88310
0.8435 Intermediate Similarity NPC476961
0.8421 Intermediate Similarity NPC146786
0.8421 Intermediate Similarity NPC329736
0.8411 Intermediate Similarity NPC95899
0.8411 Intermediate Similarity NPC112009
0.8411 Intermediate Similarity NPC476237
0.8411 Intermediate Similarity NPC476889
0.8407 Intermediate Similarity NPC148458
0.8407 Intermediate Similarity NPC476963
0.8396 Intermediate Similarity NPC310981
0.8396 Intermediate Similarity NPC81530
0.8396 Intermediate Similarity NPC168319
0.8396 Intermediate Similarity NPC194028
0.8396 Intermediate Similarity NPC99411
0.8393 Intermediate Similarity NPC25909
0.8381 Intermediate Similarity NPC316598
0.8381 Intermediate Similarity NPC235464
0.8381 Intermediate Similarity NPC166745
0.8381 Intermediate Similarity NPC103051
0.8378 Intermediate Similarity NPC470960
0.8376 Intermediate Similarity NPC204812
0.8365 Intermediate Similarity NPC242848
0.8364 Intermediate Similarity NPC137911
0.8364 Intermediate Similarity NPC228477
0.8362 Intermediate Similarity NPC46570
0.835 Intermediate Similarity NPC474690
0.8348 Intermediate Similarity NPC61520
0.8333 Intermediate Similarity NPC221414
0.8333 Intermediate Similarity NPC473593
0.8319 Intermediate Similarity NPC474181
0.8319 Intermediate Similarity NPC470953
0.8319 Intermediate Similarity NPC284915
0.8318 Intermediate Similarity NPC31058
0.8318 Intermediate Similarity NPC40918
0.8318 Intermediate Similarity NPC469606
0.8318 Intermediate Similarity NPC273005
0.8318 Intermediate Similarity NPC476890
0.8305 Intermediate Similarity NPC241456
0.8305 Intermediate Similarity NPC32868
0.8304 Intermediate Similarity NPC285956
0.8304 Intermediate Similarity NPC476163
0.8304 Intermediate Similarity NPC475970
0.8302 Intermediate Similarity NPC201406
0.8291 Intermediate Similarity NPC107493
0.8291 Intermediate Similarity NPC269642
0.8288 Intermediate Similarity NPC473627
0.8286 Intermediate Similarity NPC141401
0.8286 Intermediate Similarity NPC156546
0.8286 Intermediate Similarity NPC474343
0.8286 Intermediate Similarity NPC108078
0.8276 Intermediate Similarity NPC184555
0.8273 Intermediate Similarity NPC472825
0.8269 Intermediate Similarity NPC180950
0.8269 Intermediate Similarity NPC33473
0.8269 Intermediate Similarity NPC171395
0.8261 Intermediate Similarity NPC311554
0.8261 Intermediate Similarity NPC257457
0.8252 Intermediate Similarity NPC115021
0.8241 Intermediate Similarity NPC180204
0.8241 Intermediate Similarity NPC297617
0.8241 Intermediate Similarity NPC478057
0.8235 Intermediate Similarity NPC273199
0.8235 Intermediate Similarity NPC473635
0.823 Intermediate Similarity NPC472929
0.823 Intermediate Similarity NPC73050
0.8224 Intermediate Similarity NPC476888
0.8224 Intermediate Similarity NPC472637
0.8224 Intermediate Similarity NPC93744
0.8224 Intermediate Similarity NPC473514
0.822 Intermediate Similarity NPC55602
0.8208 Intermediate Similarity NPC92275
0.8198 Intermediate Similarity NPC75389
0.8197 Intermediate Similarity NPC231240
0.819 Intermediate Similarity NPC78473
0.819 Intermediate Similarity NPC122324
0.819 Intermediate Similarity NPC151725
0.819 Intermediate Similarity NPC475041
0.819 Intermediate Similarity NPC29152
0.819 Intermediate Similarity NPC106425
0.819 Intermediate Similarity NPC475520
0.819 Intermediate Similarity NPC190713
0.8182 Intermediate Similarity NPC476966
0.8182 Intermediate Similarity NPC472925
0.8182 Intermediate Similarity NPC476958
0.8174 Intermediate Similarity NPC55296
0.8174 Intermediate Similarity NPC471854
0.8174 Intermediate Similarity NPC472934
0.8174 Intermediate Similarity NPC474518
0.8173 Intermediate Similarity NPC299100
0.8173 Intermediate Similarity NPC473431
0.8173 Intermediate Similarity NPC471078
0.8173 Intermediate Similarity NPC473280
0.8173 Intermediate Similarity NPC469406
0.8173 Intermediate Similarity NPC8993
0.8173 Intermediate Similarity NPC473435
0.8173 Intermediate Similarity NPC53685
0.8173 Intermediate Similarity NPC470697
0.8165 Intermediate Similarity NPC189616

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474315 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
0.9174 High Similarity NPD7115 Discovery
0.8077 Intermediate Similarity NPD6399 Phase 3
0.8037 Intermediate Similarity NPD4225 Approved
0.7963 Intermediate Similarity NPD7640 Approved
0.7963 Intermediate Similarity NPD7639 Approved
0.7946 Intermediate Similarity NPD6881 Approved
0.7946 Intermediate Similarity NPD6899 Approved
0.7895 Intermediate Similarity NPD6650 Approved
0.7895 Intermediate Similarity NPD6649 Approved
0.7885 Intermediate Similarity NPD5785 Approved
0.787 Intermediate Similarity NPD7638 Approved
0.7857 Intermediate Similarity NPD5697 Approved
0.781 Intermediate Similarity NPD6079 Approved
0.781 Intermediate Similarity NPD7637 Suspended
0.7807 Intermediate Similarity NPD7290 Approved
0.7807 Intermediate Similarity NPD6883 Approved
0.7807 Intermediate Similarity NPD7102 Approved
0.7778 Intermediate Similarity NPD6083 Phase 2
0.7778 Intermediate Similarity NPD6084 Phase 2
0.7768 Intermediate Similarity NPD5739 Approved
0.7768 Intermediate Similarity NPD6675 Approved
0.7768 Intermediate Similarity NPD6402 Approved
0.7768 Intermediate Similarity NPD7128 Approved
0.7739 Intermediate Similarity NPD6847 Approved
0.7739 Intermediate Similarity NPD8130 Phase 1
0.7739 Intermediate Similarity NPD6617 Approved
0.7739 Intermediate Similarity NPD6869 Approved
0.7719 Intermediate Similarity NPD6012 Approved
0.7719 Intermediate Similarity NPD6372 Approved
0.7719 Intermediate Similarity NPD6014 Approved
0.7719 Intermediate Similarity NPD6013 Approved
0.7719 Intermediate Similarity NPD6373 Approved
0.7672 Intermediate Similarity NPD6882 Approved
0.7672 Intermediate Similarity NPD8297 Approved
0.767 Intermediate Similarity NPD3618 Phase 1
0.7664 Intermediate Similarity NPD7748 Approved
0.7658 Intermediate Similarity NPD5211 Phase 2
0.7647 Intermediate Similarity NPD4786 Approved
0.7642 Intermediate Similarity NPD6411 Approved
0.7642 Intermediate Similarity NPD7515 Phase 2
0.7632 Intermediate Similarity NPD6011 Approved
0.7632 Intermediate Similarity NPD7320 Approved
0.7619 Intermediate Similarity NPD5328 Approved
0.7615 Intermediate Similarity NPD7902 Approved
0.757 Intermediate Similarity NPD5779 Approved
0.757 Intermediate Similarity NPD5778 Approved
0.7545 Intermediate Similarity NPD5696 Approved
0.7544 Intermediate Similarity NPD5701 Approved
0.7524 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD6672 Approved
0.7524 Intermediate Similarity NPD5737 Approved
0.7523 Intermediate Similarity NPD5221 Approved
0.7523 Intermediate Similarity NPD5222 Approved
0.7523 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD5141 Approved
0.75 Intermediate Similarity NPD5330 Approved
0.75 Intermediate Similarity NPD6684 Approved
0.75 Intermediate Similarity NPD7334 Approved
0.75 Intermediate Similarity NPD7146 Approved
0.75 Intermediate Similarity NPD7521 Approved
0.75 Intermediate Similarity NPD6409 Approved
0.7477 Intermediate Similarity NPD5281 Approved
0.7477 Intermediate Similarity NPD5284 Approved
0.7477 Intermediate Similarity NPD5285 Approved
0.7477 Intermediate Similarity NPD5286 Approved
0.7477 Intermediate Similarity NPD4696 Approved
0.7455 Intermediate Similarity NPD5173 Approved
0.7453 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD6101 Approved
0.7451 Intermediate Similarity NPD3667 Approved
0.7431 Intermediate Similarity NPD4629 Approved
0.7431 Intermediate Similarity NPD5695 Phase 3
0.7431 Intermediate Similarity NPD5210 Approved
0.7404 Intermediate Similarity NPD5363 Approved
0.7404 Intermediate Similarity NPD1694 Approved
0.7377 Intermediate Similarity NPD6319 Approved
0.7364 Intermediate Similarity NPD4697 Phase 3
0.7358 Intermediate Similarity NPD6903 Approved
0.7345 Intermediate Similarity NPD4633 Approved
0.7345 Intermediate Similarity NPD5226 Approved
0.7345 Intermediate Similarity NPD7632 Discontinued
0.7345 Intermediate Similarity NPD5224 Approved
0.7345 Intermediate Similarity NPD5225 Approved
0.7339 Intermediate Similarity NPD7900 Approved
0.7339 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5279 Phase 3
0.7333 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD6868 Approved
0.7317 Intermediate Similarity NPD7503 Approved
0.7315 Intermediate Similarity NPD8034 Phase 2
0.7315 Intermediate Similarity NPD5693 Phase 1
0.7315 Intermediate Similarity NPD8035 Phase 2
0.7308 Intermediate Similarity NPD3666 Approved
0.7308 Intermediate Similarity NPD3133 Approved
0.7308 Intermediate Similarity NPD3665 Phase 1
0.7297 Intermediate Similarity NPD4755 Approved
0.7295 Intermediate Similarity NPD7100 Approved
0.7295 Intermediate Similarity NPD7101 Approved
0.729 Intermediate Similarity NPD4753 Phase 2
0.7288 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7281 Intermediate Similarity NPD5175 Approved
0.7281 Intermediate Similarity NPD5174 Approved
0.728 Intermediate Similarity NPD7492 Approved
0.7273 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD5223 Approved
0.7248 Intermediate Similarity NPD4202 Approved
0.7244 Intermediate Similarity NPD7736 Approved
0.7238 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7236 Intermediate Similarity NPD6054 Approved
0.7227 Intermediate Similarity NPD6053 Discontinued
0.7222 Intermediate Similarity NPD5207 Approved
0.7222 Intermediate Similarity NPD6616 Approved
0.7213 Intermediate Similarity NPD6335 Approved
0.7203 Intermediate Similarity NPD4634 Approved
0.719 Intermediate Similarity NPD6274 Approved
0.7188 Intermediate Similarity NPD7319 Approved
0.7179 Intermediate Similarity NPD6686 Approved
0.7168 Intermediate Similarity NPD4700 Approved
0.7167 Intermediate Similarity NPD4632 Approved
0.7165 Intermediate Similarity NPD7078 Approved
0.7156 Intermediate Similarity NPD6050 Approved
0.7156 Intermediate Similarity NPD5694 Approved
0.7155 Intermediate Similarity NPD6008 Approved
0.7131 Intermediate Similarity NPD6317 Approved
0.713 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6673 Approved
0.713 Intermediate Similarity NPD6904 Approved
0.713 Intermediate Similarity NPD6080 Approved
0.712 Intermediate Similarity NPD6370 Approved
0.7115 Intermediate Similarity NPD4269 Approved
0.7115 Intermediate Similarity NPD4270 Approved
0.7103 Intermediate Similarity NPD3573 Approved
0.7094 Intermediate Similarity NPD6412 Phase 2
0.7087 Intermediate Similarity NPD7507 Approved
0.7073 Intermediate Similarity NPD6314 Approved
0.7073 Intermediate Similarity NPD6313 Approved
0.7064 Intermediate Similarity NPD5692 Phase 3
0.7059 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6371 Approved
0.704 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD8513 Phase 3
0.704 Intermediate Similarity NPD6015 Approved
0.704 Intermediate Similarity NPD6016 Approved
0.7034 Intermediate Similarity NPD4729 Approved
0.7034 Intermediate Similarity NPD4730 Approved
0.7018 Intermediate Similarity NPD6404 Discontinued
0.7009 Intermediate Similarity NPD5786 Approved
0.6992 Remote Similarity NPD6009 Approved
0.6984 Remote Similarity NPD5988 Approved
0.6981 Remote Similarity NPD3668 Phase 3
0.6975 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6051 Approved
0.696 Remote Similarity NPD6059 Approved
0.6952 Remote Similarity NPD4223 Phase 3
0.6952 Remote Similarity NPD4221 Approved
0.6929 Remote Similarity NPD7604 Phase 2
0.6923 Remote Similarity NPD4252 Approved
0.6917 Remote Similarity NPD5247 Approved
0.6917 Remote Similarity NPD5249 Phase 3
0.6917 Remote Similarity NPD5250 Approved
0.6917 Remote Similarity NPD5248 Approved
0.6917 Remote Similarity NPD5251 Approved
0.6917 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6916 Remote Similarity NPD5329 Approved
0.6905 Remote Similarity NPD6908 Approved
0.6905 Remote Similarity NPD8516 Approved
0.6905 Remote Similarity NPD6909 Approved
0.6905 Remote Similarity NPD8515 Approved
0.6905 Remote Similarity NPD8517 Approved
0.6905 Remote Similarity NPD5983 Phase 2
0.6899 Remote Similarity NPD8293 Discontinued
0.6891 Remote Similarity NPD5128 Approved
0.6891 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6891 Remote Similarity NPD5168 Approved
0.6887 Remote Similarity NPD5362 Discontinued
0.6887 Remote Similarity NPD6695 Phase 3
0.6881 Remote Similarity NPD5208 Approved
0.6879 Remote Similarity NPD7236 Approved
0.6875 Remote Similarity NPD6001 Approved
0.6864 Remote Similarity NPD4767 Approved
0.6864 Remote Similarity NPD4768 Approved
0.686 Remote Similarity NPD5217 Approved
0.686 Remote Similarity NPD5215 Approved
0.686 Remote Similarity NPD5216 Approved
0.6857 Remote Similarity NPD5369 Approved
0.6852 Remote Similarity NPD4519 Discontinued
0.6852 Remote Similarity NPD6098 Approved
0.6852 Remote Similarity NPD5280 Approved
0.6852 Remote Similarity NPD4623 Approved
0.6852 Remote Similarity NPD4694 Approved
0.6852 Remote Similarity NPD5690 Phase 2
0.6838 Remote Similarity NPD4754 Approved
0.6822 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6822 Remote Similarity NPD4197 Approved
0.6822 Remote Similarity NPD6336 Discontinued
0.6818 Remote Similarity NPD7260 Phase 2
0.68 Remote Similarity NPD7328 Approved

Structure

External Identifiers

PubChem CID   268946
ChEMBL   CHEMBL465076
ZINC  

Physicochemical Properties

Molecular Weight:  454.27
ALogP:  1.4032
MLogP:  3.99
XLogP:  4.533
# Rotatable Bonds:  9
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  33

Download Data

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