Natural Product: NPC475668

Natural Product ID:  NPC475668
Common Name:   Argentinic Acid E Methyl Ester
IUPAC Name:   [(3S,3aS,5R,5aR,6R,7S,9R,9aR)-5-[(2R)-2-hydroxy-3-methylbutanoyl]oxy-7-(2-hydroxypropan-2-yl)-6-(3-methoxy-3-oxopropyl)-3a,6,9a-trimethyl-3-[(3S,5S)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,4,5,5a,7,8,9-octahydrocyclopenta[a]naphthalen-9-yl] (E,2R)-2-hydroxy-3-methylpent-3-enoate
Synonyms:   Argentinic Acid E Methyl Ester
Molecular Formula:   C42H66O10
Standard InCHIKey:  GLVOJAKOZRRBTG-RFBGMMHVSA-N
Standard InCHI:  InChI=1S/C42H66O10/c1-13-25(6)35(45)38(47)52-32-20-31(39(7,8)48)40(9,17-16-33(43)49-12)36-29(51-37(46)34(44)24(4)5)21-41(10)28(14-15-30(41)42(32,36)11)26-19-27(50-22-26)18-23(2)3/h13,15,18,24,26-29,31-32,34-36,44-45,48H,14,16-17,19-22H2,1-12H3/b25-13+/t26-,27-,28+,29-,31-,32-,34-,35-,36-,40+,41+,42-/m1/s1
Canonical SMILES:  COC(=O)CC[C@@]1(C)[C@H](C[C@H]([C@@]2([C@@H]1[C@H](OC(=O)[C@@H](C(C)C)O)C[C@@]1(C2=CC[C@H]1[C@H]1CO[C@@H](C1)C=C(C)C)C)C)OC(=O)[C@@H](/C(=C/C)/C)O)C(O)(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
NPO32953 aaglaia argentea Species NA NA bark PMID[10395505]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 3.5 ug/ml 23910985

  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 NPC475668 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 NPC473921
1.0 High Similarity NPC475480
0.9902 High Similarity NPC475134
0.9902 High Similarity NPC475563
0.9608 High Similarity NPC475176
0.951 High Similarity NPC173172
0.951 High Similarity NPC475414
0.8807 High Similarity NPC470063
0.8704 High Similarity NPC284828
0.8704 High Similarity NPC173905
0.8704 High Similarity NPC472216
0.8704 High Similarity NPC5475
0.8692 High Similarity NPC255387
0.8692 High Similarity NPC131665
0.8611 High Similarity NPC472218
0.8611 High Similarity NPC472217
0.8611 High Similarity NPC472219
0.8585 High Similarity NPC36688
0.8532 High Similarity NPC42662
0.8532 High Similarity NPC218853
0.8519 High Similarity NPC187435
0.8519 High Similarity NPC67321
0.8509 High Similarity NPC477071
0.8505 High Similarity NPC473543
0.8505 High Similarity NPC258532
0.8496 Intermediate Similarity NPC473590
0.844 Intermediate Similarity NPC88701
0.844 Intermediate Similarity NPC258323
0.8426 Intermediate Similarity NPC472655
0.8411 Intermediate Similarity NPC474124
0.8411 Intermediate Similarity NPC473523
0.8407 Intermediate Similarity NPC474734
0.8407 Intermediate Similarity NPC259306
0.8407 Intermediate Similarity NPC474046
0.8407 Intermediate Similarity NPC470628
0.839 Intermediate Similarity NPC15095
0.8364 Intermediate Similarity NPC141350
0.8349 Intermediate Similarity NPC469318
0.8349 Intermediate Similarity NPC473173
0.8348 Intermediate Similarity NPC469380
0.8333 Intermediate Similarity NPC474550
0.8333 Intermediate Similarity NPC473577
0.8333 Intermediate Similarity NPC475585
0.8319 Intermediate Similarity NPC469877
0.8319 Intermediate Similarity NPC178289
0.8319 Intermediate Similarity NPC470919
0.8318 Intermediate Similarity NPC476471
0.8318 Intermediate Similarity NPC475344
0.8304 Intermediate Similarity NPC302146
0.8304 Intermediate Similarity NPC473877
0.8291 Intermediate Similarity NPC222688
0.8288 Intermediate Similarity NPC472214
0.8288 Intermediate Similarity NPC5103
0.8288 Intermediate Similarity NPC101450
0.8288 Intermediate Similarity NPC250956
0.8288 Intermediate Similarity NPC472215
0.8279 Intermediate Similarity NPC469673
0.8276 Intermediate Similarity NPC109973
0.8273 Intermediate Similarity NPC306265
0.8264 Intermediate Similarity NPC196921
0.8264 Intermediate Similarity NPC279478
0.8264 Intermediate Similarity NPC241935
0.8264 Intermediate Similarity NPC220757
0.8257 Intermediate Similarity NPC475290
0.8257 Intermediate Similarity NPC470056
0.8257 Intermediate Similarity NPC127609
0.8257 Intermediate Similarity NPC60315
0.8257 Intermediate Similarity NPC470055
0.8246 Intermediate Similarity NPC49492
0.8246 Intermediate Similarity NPC266728
0.8241 Intermediate Similarity NPC475623
0.8241 Intermediate Similarity NPC476237
0.8241 Intermediate Similarity NPC475334
0.8241 Intermediate Similarity NPC473694
0.8241 Intermediate Similarity NPC474775
0.823 Intermediate Similarity NPC469454
0.823 Intermediate Similarity NPC477126
0.823 Intermediate Similarity NPC469463
0.823 Intermediate Similarity NPC469496
0.8224 Intermediate Similarity NPC475617
0.822 Intermediate Similarity NPC67251
0.822 Intermediate Similarity NPC41129
0.8211 Intermediate Similarity NPC476823
0.8205 Intermediate Similarity NPC52839
0.8197 Intermediate Similarity NPC34963
0.819 Intermediate Similarity NPC475775
0.819 Intermediate Similarity NPC475041
0.819 Intermediate Similarity NPC9674
0.819 Intermediate Similarity NPC19028
0.819 Intermediate Similarity NPC476529
0.8182 Intermediate Similarity NPC35109
0.8182 Intermediate Similarity NPC59530
0.8182 Intermediate Similarity NPC230541
0.8174 Intermediate Similarity NPC176513
0.8174 Intermediate Similarity NPC470775
0.8174 Intermediate Similarity NPC473968
0.8174 Intermediate Similarity NPC475323
0.8174 Intermediate Similarity NPC284068
0.8174 Intermediate Similarity NPC473656
0.8167 Intermediate Similarity NPC298841
0.8165 Intermediate Similarity NPC201144
0.8165 Intermediate Similarity NPC471293
0.8165 Intermediate Similarity NPC80809
0.8165 Intermediate Similarity NPC103298
0.8165 Intermediate Similarity NPC288502
0.8165 Intermediate Similarity NPC475331
0.8165 Intermediate Similarity NPC475335
0.8165 Intermediate Similarity NPC121518
0.8165 Intermediate Similarity NPC181104
0.8158 Intermediate Similarity NPC472274
0.8155 Intermediate Similarity NPC471747
0.8151 Intermediate Similarity NPC470922
0.8148 Intermediate Similarity NPC476081
0.8142 Intermediate Similarity NPC317687
0.8142 Intermediate Similarity NPC269530
0.8142 Intermediate Similarity NPC280782
0.8136 Intermediate Similarity NPC473231
0.8136 Intermediate Similarity NPC162009
0.8136 Intermediate Similarity NPC470265
0.8136 Intermediate Similarity NPC257017
0.8136 Intermediate Similarity NPC269642
0.8136 Intermediate Similarity NPC23786
0.8131 Intermediate Similarity NPC473510
0.8131 Intermediate Similarity NPC230546
0.8131 Intermediate Similarity NPC38855
0.8131 Intermediate Similarity NPC272223
0.8131 Intermediate Similarity NPC167974
0.8131 Intermediate Similarity NPC470074
0.813 Intermediate Similarity NPC58029
0.8125 Intermediate Similarity NPC5284
0.8125 Intermediate Similarity NPC161816
0.8125 Intermediate Similarity NPC115257
0.812 Intermediate Similarity NPC107338
0.812 Intermediate Similarity NPC470312
0.812 Intermediate Similarity NPC471126
0.812 Intermediate Similarity NPC472004
0.812 Intermediate Similarity NPC157252
0.812 Intermediate Similarity NPC471128
0.812 Intermediate Similarity NPC109607
0.812 Intermediate Similarity NPC145182
0.8108 Intermediate Similarity NPC94377
0.8108 Intermediate Similarity NPC151393
0.8108 Intermediate Similarity NPC38948
0.8103 Intermediate Similarity NPC470776
0.8095 Intermediate Similarity NPC279974
0.8091 Intermediate Similarity NPC111952
0.8087 Intermediate Similarity NPC179626
0.8087 Intermediate Similarity NPC474333
0.8087 Intermediate Similarity NPC176840
0.8073 Intermediate Similarity NPC222153
0.8073 Intermediate Similarity NPC69171
0.8073 Intermediate Similarity NPC8196
0.8073 Intermediate Similarity NPC61442
0.8073 Intermediate Similarity NPC99266
0.8073 Intermediate Similarity NPC474165
0.8073 Intermediate Similarity NPC324001
0.807 Intermediate Similarity NPC293658
0.807 Intermediate Similarity NPC250109
0.807 Intermediate Similarity NPC474410
0.807 Intermediate Similarity NPC962
0.8067 Intermediate Similarity NPC469382
0.8056 Intermediate Similarity NPC471412
0.8056 Intermediate Similarity NPC303559
0.8053 Intermediate Similarity NPC304180
0.8053 Intermediate Similarity NPC317107
0.8053 Intermediate Similarity NPC179798
0.8051 Intermediate Similarity NPC473250
0.8051 Intermediate Similarity NPC67569
0.8037 Intermediate Similarity NPC470066
0.8037 Intermediate Similarity NPC218107
0.8037 Intermediate Similarity NPC470067
0.8037 Intermediate Similarity NPC119036
0.8037 Intermediate Similarity NPC470068
0.8036 Intermediate Similarity NPC475065
0.8036 Intermediate Similarity NPC475922
0.8036 Intermediate Similarity NPC40728
0.8036 Intermediate Similarity NPC273433
0.8036 Intermediate Similarity NPC472534
0.8036 Intermediate Similarity NPC206618
0.8036 Intermediate Similarity NPC143706
0.8034 Intermediate Similarity NPC255081
0.8034 Intermediate Similarity NPC275696
0.8034 Intermediate Similarity NPC471108
0.8034 Intermediate Similarity NPC22628
0.8034 Intermediate Similarity NPC5989
0.8034 Intermediate Similarity NPC5991
0.8034 Intermediate Similarity NPC122971
0.8033 Intermediate Similarity NPC471407
0.8018 Intermediate Similarity NPC144854
0.8018 Intermediate Similarity NPC3316
0.8018 Intermediate Similarity NPC475781
0.8018 Intermediate Similarity NPC301666
0.8018 Intermediate Similarity NPC143609
0.8017 Intermediate Similarity NPC42399
0.8017 Intermediate Similarity NPC476712
0.8017 Intermediate Similarity NPC476713
0.8017 Intermediate Similarity NPC10721
0.8017 Intermediate Similarity NPC296822
0.8 Intermediate Similarity NPC470064
0.8 Intermediate Similarity NPC470059

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475668 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
0.7963 Intermediate Similarity NPD7640 Approved
0.7963 Intermediate Similarity NPD7639 Approved
0.787 Intermediate Similarity NPD7638 Approved
0.7787 Intermediate Similarity NPD7507 Approved
0.7712 Intermediate Similarity NPD7115 Discovery
0.7706 Intermediate Similarity NPD4225 Approved
0.7699 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7672 Intermediate Similarity NPD8297 Approved
0.7632 Intermediate Similarity NPD6686 Approved
0.7607 Intermediate Similarity NPD4632 Approved
0.7603 Intermediate Similarity NPD8033 Approved
0.76 Intermediate Similarity NPD7319 Approved
0.7565 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD6319 Approved
0.7521 Intermediate Similarity NPD8377 Approved
0.7521 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD7328 Approved
0.7478 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7478 Intermediate Similarity NPD7320 Approved
0.7459 Intermediate Similarity NPD8379 Approved
0.7459 Intermediate Similarity NPD8378 Approved
0.7459 Intermediate Similarity NPD8296 Approved
0.7459 Intermediate Similarity NPD8380 Approved
0.7459 Intermediate Similarity NPD8335 Approved
0.7458 Intermediate Similarity NPD8133 Approved
0.7456 Intermediate Similarity NPD6675 Approved
0.7456 Intermediate Similarity NPD7128 Approved
0.7456 Intermediate Similarity NPD6402 Approved
0.7456 Intermediate Similarity NPD5739 Approved
0.744 Intermediate Similarity NPD8293 Discontinued
0.7438 Intermediate Similarity NPD7516 Approved
0.7436 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD7492 Approved
0.7414 Intermediate Similarity NPD6372 Approved
0.7414 Intermediate Similarity NPD6373 Approved
0.7407 Intermediate Similarity NPD6399 Phase 3
0.7381 Intermediate Similarity NPD7736 Approved
0.7377 Intermediate Similarity NPD6054 Approved
0.7377 Intermediate Similarity NPD6059 Approved
0.736 Intermediate Similarity NPD6616 Approved
0.735 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD7632 Discontinued
0.7328 Intermediate Similarity NPD6881 Approved
0.7328 Intermediate Similarity NPD6899 Approved
0.7304 Intermediate Similarity NPD6008 Approved
0.7302 Intermediate Similarity NPD7078 Approved
0.7288 Intermediate Similarity NPD6650 Approved
0.7288 Intermediate Similarity NPD6649 Approved
0.7288 Intermediate Similarity NPD8130 Phase 1
0.7273 Intermediate Similarity NPD6009 Approved
0.7258 Intermediate Similarity NPD6370 Approved
0.7241 Intermediate Similarity NPD5697 Approved
0.7241 Intermediate Similarity NPD5701 Approved
0.7227 Intermediate Similarity NPD6882 Approved
0.7222 Intermediate Similarity NPD6698 Approved
0.7222 Intermediate Similarity NPD46 Approved
0.7203 Intermediate Similarity NPD7290 Approved
0.7203 Intermediate Similarity NPD6371 Approved
0.7203 Intermediate Similarity NPD6883 Approved
0.7203 Intermediate Similarity NPD7102 Approved
0.72 Intermediate Similarity NPD7604 Phase 2
0.7179 Intermediate Similarity NPD6011 Approved
0.7177 Intermediate Similarity NPD8513 Phase 3
0.7177 Intermediate Similarity NPD6016 Approved
0.7177 Intermediate Similarity NPD5983 Phase 2
0.7177 Intermediate Similarity NPD6015 Approved
0.7177 Intermediate Similarity NPD8516 Approved
0.7177 Intermediate Similarity NPD8515 Approved
0.7177 Intermediate Similarity NPD8517 Approved
0.7156 Intermediate Similarity NPD8035 Phase 2
0.7156 Intermediate Similarity NPD8034 Phase 2
0.7143 Intermediate Similarity NPD6083 Phase 2
0.7143 Intermediate Similarity NPD6084 Phase 2
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.7143 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD5988 Approved
0.7119 Intermediate Similarity NPD6013 Approved
0.7119 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6014 Approved
0.7119 Intermediate Similarity NPD6012 Approved
0.7105 Intermediate Similarity NPD5344 Discontinued
0.7094 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6336 Discontinued
0.7083 Intermediate Similarity NPD6053 Discontinued
0.7063 Intermediate Similarity NPD8328 Phase 3
0.7043 Intermediate Similarity NPD5211 Phase 2
0.704 Intermediate Similarity NPD7503 Approved
0.7027 Intermediate Similarity NPD7748 Approved
0.7 Intermediate Similarity NPD7983 Approved
0.7 Intermediate Similarity NPD7637 Suspended
0.6991 Remote Similarity NPD7902 Approved
0.6991 Remote Similarity NPD4755 Approved
0.6981 Remote Similarity NPD4786 Approved
0.6977 Remote Similarity NPD6033 Approved
0.6949 Remote Similarity NPD6412 Phase 2
0.6944 Remote Similarity NPD7524 Approved
0.6923 Remote Similarity NPD5141 Approved
0.6917 Remote Similarity NPD4634 Approved
0.6916 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6921 Approved
0.6899 Remote Similarity NPD8074 Phase 3
0.6887 Remote Similarity NPD5362 Discontinued
0.6881 Remote Similarity NPD5737 Approved
0.6881 Remote Similarity NPD6672 Approved
0.687 Remote Similarity NPD4700 Approved
0.687 Remote Similarity NPD5286 Approved
0.687 Remote Similarity NPD5285 Approved
0.687 Remote Similarity NPD4696 Approved
0.6847 Remote Similarity NPD5693 Phase 1
0.6847 Remote Similarity NPD7515 Phase 2
0.6822 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5328 Approved
0.6814 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5695 Phase 3
0.681 Remote Similarity NPD5223 Approved
0.68 Remote Similarity NPD6335 Approved
0.6792 Remote Similarity NPD3667 Approved
0.6792 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6786 Remote Similarity NPD5779 Approved
0.6786 Remote Similarity NPD5778 Approved
0.6786 Remote Similarity NPD4202 Approved
0.6783 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6783 Remote Similarity NPD5696 Approved
0.6774 Remote Similarity NPD6274 Approved
0.6772 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6762 Remote Similarity NPD7525 Registered
0.6757 Remote Similarity NPD7838 Discovery
0.6754 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6754 Remote Similarity NPD5222 Approved
0.6754 Remote Similarity NPD5221 Approved
0.6754 Remote Similarity NPD4697 Phase 3
0.6752 Remote Similarity NPD5224 Approved
0.6752 Remote Similarity NPD5226 Approved
0.6752 Remote Similarity NPD5225 Approved
0.6752 Remote Similarity NPD4633 Approved
0.6746 Remote Similarity NPD7101 Approved
0.6746 Remote Similarity NPD7100 Approved
0.6729 Remote Similarity NPD6695 Phase 3
0.6726 Remote Similarity NPD7900 Approved
0.6726 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5282 Discontinued
0.6724 Remote Similarity NPD6648 Approved
0.6723 Remote Similarity NPD4768 Approved
0.6723 Remote Similarity NPD4767 Approved
0.672 Remote Similarity NPD6317 Approved
0.6697 Remote Similarity NPD6098 Approved
0.6697 Remote Similarity NPD3618 Phase 1
0.6696 Remote Similarity NPD5173 Approved
0.6696 Remote Similarity NPD6079 Approved
0.6695 Remote Similarity NPD5174 Approved
0.6695 Remote Similarity NPD4754 Approved
0.6695 Remote Similarity NPD5175 Approved
0.6692 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6642 Remote Similarity NPD6845 Suspended
0.6641 Remote Similarity NPD6908 Approved
0.6641 Remote Similarity NPD6909 Approved
0.664 Remote Similarity NPD6868 Approved
0.6636 Remote Similarity NPD4250 Approved
0.6636 Remote Similarity NPD4251 Approved
0.6636 Remote Similarity NPD7750 Discontinued
0.6612 Remote Similarity NPD4730 Approved
0.6612 Remote Similarity NPD4729 Approved
0.6606 Remote Similarity NPD1694 Approved
0.6577 Remote Similarity NPD6903 Approved
0.6574 Remote Similarity NPD7154 Phase 3
0.6571 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6118 Approved
0.6571 Remote Similarity NPD6115 Approved
0.6571 Remote Similarity NPD6114 Approved
0.6571 Remote Similarity NPD6697 Approved
0.6545 Remote Similarity NPD4249 Approved
0.6545 Remote Similarity NPD7334 Approved
0.6545 Remote Similarity NPD6409 Approved
0.6545 Remote Similarity NPD7521 Approved
0.6545 Remote Similarity NPD6684 Approved
0.6545 Remote Similarity NPD5330 Approved
0.6545 Remote Similarity NPD7146 Approved
0.6522 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6504 Remote Similarity NPD5249 Phase 3
0.6504 Remote Similarity NPD5248 Approved
0.6504 Remote Similarity NPD5250 Approved
0.6504 Remote Similarity NPD5251 Approved
0.6504 Remote Similarity NPD5247 Approved
0.6486 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6116 Phase 1
0.6475 Remote Similarity NPD5128 Approved
0.646 Remote Similarity NPD5785 Approved

Structure

External Identifiers

PubChem CID   44566307
ChEMBL   CHEMBL510981
ZINC  

Physicochemical Properties

Molecular Weight:  730.47
ALogP:  3.2335
MLogP:  4.98
XLogP:  5.181
# Rotatable Bonds:  30
Polar Surface Area:  148.82
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  52

Download Data

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Biological Activities  
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