Natural Product: NPC478216

Natural Product ID:  NPC478216
Common Name:   2-oxonagilactone A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C19H22O7
Standard InCHIKey:  OUQLGYGAHNHJTB-JTXFXGIKSA-N
Standard InCHI:  InChI=1S/C19H22O7/c1-7(2)13-11-8(5-10(21)25-13)19(4)15-14(12(11)22)26-17(24)18(15,3)6-9(20)16(19)23/h5,7,12,14-16,22-23H,6H2,1-4H3/t12-,14-,15+,16-,18+,19-/m1/s1
Canonical SMILES:  O=c1oc(C(C)C)c2c(c1)[C@@]1(C)[C@H](O)C(=O)C[C@]3([C@@H]1[C@@H]([C@@H]2O)OC3=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
NPO33703 Podocarpus nagi Species Podocarpaceae Eukaryota Seeds Aihua, Lincang, Yunnan Province, China 2103-OCT PMID[28719204]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 Inactive at 10 uM µM 28719204
NPT6521 Cell Line HEY Homo sapiens IC50 Inactive at 10 uM µM 28719204

  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 NPC478216 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
0.9623 High Similarity NPC100329
0.9623 High Similarity NPC97939
0.9623 High Similarity NPC247031
0.9623 High Similarity NPC132790
0.9528 High Similarity NPC478211
0.9444 High Similarity NPC475966
0.9434 High Similarity NPC478210
0.9151 High Similarity NPC478208
0.9107 High Similarity NPC478205
0.9107 High Similarity NPC478206
0.9107 High Similarity NPC108581
0.9091 High Similarity NPC478212
0.9018 High Similarity NPC478204
0.8909 High Similarity NPC188738
0.8899 High Similarity NPC141350
0.8818 High Similarity NPC478209
0.8818 High Similarity NPC210005
0.8807 High Similarity NPC154608
0.8807 High Similarity NPC192813
0.8807 High Similarity NPC277017
0.8716 High Similarity NPC144854
0.8716 High Similarity NPC230541
0.8716 High Similarity NPC3316
0.8661 High Similarity NPC472002
0.8624 High Similarity NPC102352
0.8624 High Similarity NPC469607
0.8571 High Similarity NPC474846
0.8571 High Similarity NPC469655
0.8571 High Similarity NPC469656
0.8522 High Similarity NPC53396
0.8522 High Similarity NPC98249
0.8455 Intermediate Similarity NPC181357
0.8448 Intermediate Similarity NPC284707
0.8421 Intermediate Similarity NPC51978
0.8421 Intermediate Similarity NPC469496
0.8421 Intermediate Similarity NPC469463
0.8421 Intermediate Similarity NPC469454
0.8417 Intermediate Similarity NPC477745
0.8407 Intermediate Similarity NPC179798
0.8407 Intermediate Similarity NPC304180
0.8376 Intermediate Similarity NPC475775
0.8376 Intermediate Similarity NPC476529
0.8376 Intermediate Similarity NPC475041
0.8362 Intermediate Similarity NPC58662
0.8362 Intermediate Similarity NPC13713
0.8349 Intermediate Similarity NPC469606
0.8349 Intermediate Similarity NPC273005
0.8349 Intermediate Similarity NPC31058
0.8347 Intermediate Similarity NPC476008
0.8333 Intermediate Similarity NPC24651
0.8333 Intermediate Similarity NPC269530
0.8333 Intermediate Similarity NPC476729
0.8319 Intermediate Similarity NPC312833
0.8319 Intermediate Similarity NPC286880
0.8319 Intermediate Similarity NPC5103
0.8305 Intermediate Similarity NPC109607
0.8305 Intermediate Similarity NPC107338
0.8305 Intermediate Similarity NPC478051
0.8276 Intermediate Similarity NPC207217
0.8276 Intermediate Similarity NPC179626
0.8261 Intermediate Similarity NPC25909
0.8261 Intermediate Similarity NPC471204
0.8261 Intermediate Similarity NPC56448
0.8261 Intermediate Similarity NPC474271
0.8261 Intermediate Similarity NPC49451
0.825 Intermediate Similarity NPC67251
0.825 Intermediate Similarity NPC18945
0.825 Intermediate Similarity NPC91693
0.825 Intermediate Similarity NPC265557
0.825 Intermediate Similarity NPC105926
0.8246 Intermediate Similarity NPC201992
0.823 Intermediate Similarity NPC27814
0.8214 Intermediate Similarity NPC180744
0.8205 Intermediate Similarity NPC473968
0.8205 Intermediate Similarity NPC469684
0.8205 Intermediate Similarity NPC473590
0.8198 Intermediate Similarity NPC258532
0.8197 Intermediate Similarity NPC478207
0.819 Intermediate Similarity NPC117712
0.8182 Intermediate Similarity NPC295791
0.8182 Intermediate Similarity NPC470922
0.8174 Intermediate Similarity NPC289312
0.8174 Intermediate Similarity NPC11252
0.8174 Intermediate Similarity NPC474516
0.8174 Intermediate Similarity NPC302146
0.8167 Intermediate Similarity NPC269642
0.8148 Intermediate Similarity NPC474343
0.8142 Intermediate Similarity NPC275539
0.8142 Intermediate Similarity NPC293850
0.8142 Intermediate Similarity NPC189075
0.8136 Intermediate Similarity NPC251310
0.812 Intermediate Similarity NPC251236
0.812 Intermediate Similarity NPC474734
0.812 Intermediate Similarity NPC96312
0.812 Intermediate Similarity NPC40632
0.812 Intermediate Similarity NPC328374
0.8083 Intermediate Similarity NPC470779
0.807 Intermediate Similarity NPC472534
0.807 Intermediate Similarity NPC153239
0.807 Intermediate Similarity NPC143706
0.8067 Intermediate Similarity NPC230513
0.8067 Intermediate Similarity NPC470777
0.8067 Intermediate Similarity NPC268958
0.8053 Intermediate Similarity NPC202524
0.8053 Intermediate Similarity NPC110496
0.8053 Intermediate Similarity NPC187435
0.8053 Intermediate Similarity NPC133422
0.8053 Intermediate Similarity NPC67321
0.8051 Intermediate Similarity NPC284068
0.8051 Intermediate Similarity NPC287343
0.8051 Intermediate Similarity NPC176513
0.8051 Intermediate Similarity NPC97908
0.8051 Intermediate Similarity NPC27999
0.8051 Intermediate Similarity NPC477116
0.8051 Intermediate Similarity NPC122033
0.8051 Intermediate Similarity NPC470775
0.8051 Intermediate Similarity NPC23046
0.8051 Intermediate Similarity NPC474654
0.8051 Intermediate Similarity NPC470854
0.8034 Intermediate Similarity NPC470919
0.8034 Intermediate Similarity NPC469877
0.8034 Intermediate Similarity NPC18547
0.8034 Intermediate Similarity NPC474906
0.8034 Intermediate Similarity NPC473798
0.8018 Intermediate Similarity NPC235369
0.8017 Intermediate Similarity NPC222688
0.8017 Intermediate Similarity NPC476801
0.8 Intermediate Similarity NPC268530
0.8 Intermediate Similarity NPC109973
0.8 Intermediate Similarity NPC253906
0.8 Intermediate Similarity NPC112038
0.8 Intermediate Similarity NPC154491
0.7983 Intermediate Similarity NPC470776
0.7983 Intermediate Similarity NPC17772
0.7983 Intermediate Similarity NPC21326
0.7982 Intermediate Similarity NPC134454
0.7982 Intermediate Similarity NPC19412
0.7982 Intermediate Similarity NPC17326
0.7982 Intermediate Similarity NPC50124
0.7967 Intermediate Similarity NPC293112
0.7966 Intermediate Similarity NPC470628
0.7966 Intermediate Similarity NPC266728
0.7966 Intermediate Similarity NPC235539
0.7966 Intermediate Similarity NPC474046
0.7966 Intermediate Similarity NPC152199
0.7966 Intermediate Similarity NPC259306
0.7966 Intermediate Similarity NPC134869
0.7966 Intermediate Similarity NPC49492
0.7965 Intermediate Similarity NPC477125
0.7965 Intermediate Similarity NPC34768
0.7965 Intermediate Similarity NPC127609
0.7951 Intermediate Similarity NPC469789
0.7949 Intermediate Similarity NPC962
0.7949 Intermediate Similarity NPC250109
0.7946 Intermediate Similarity NPC99266
0.7946 Intermediate Similarity NPC159533
0.7937 Intermediate Similarity NPC476193
0.7934 Intermediate Similarity NPC159456
0.7934 Intermediate Similarity NPC4021
0.7931 Intermediate Similarity NPC473921
0.7931 Intermediate Similarity NPC475668
0.7931 Intermediate Similarity NPC475480
0.7928 Intermediate Similarity NPC303559
0.792 Intermediate Similarity NPC221414
0.7917 Intermediate Similarity NPC476107
0.7917 Intermediate Similarity NPC42673
0.7913 Intermediate Similarity NPC469370
0.7909 Intermediate Similarity NPC23364
0.7899 Intermediate Similarity NPC55296
0.7895 Intermediate Similarity NPC302788
0.789 Intermediate Similarity NPC256227
0.789 Intermediate Similarity NPC11396
0.789 Intermediate Similarity NPC21302
0.7886 Intermediate Similarity NPC172154
0.7886 Intermediate Similarity NPC8369
0.7886 Intermediate Similarity NPC81736
0.7881 Intermediate Similarity NPC323821
0.7881 Intermediate Similarity NPC143268
0.7881 Intermediate Similarity NPC299849
0.7881 Intermediate Similarity NPC268238
0.7881 Intermediate Similarity NPC247069
0.7881 Intermediate Similarity NPC178289
0.7881 Intermediate Similarity NPC45218
0.7876 Intermediate Similarity NPC296950
0.7876 Intermediate Similarity NPC65523
0.7876 Intermediate Similarity NPC146731
0.787 Intermediate Similarity NPC57117
0.7863 Intermediate Similarity NPC222834
0.7863 Intermediate Similarity NPC90769
0.7863 Intermediate Similarity NPC194951
0.7863 Intermediate Similarity NPC12046
0.7857 Intermediate Similarity NPC80781
0.7857 Intermediate Similarity NPC137430
0.7851 Intermediate Similarity NPC251226
0.7851 Intermediate Similarity NPC475885
0.7845 Intermediate Similarity NPC475134
0.7845 Intermediate Similarity NPC475563
0.7838 Intermediate Similarity NPC47024
0.7838 Intermediate Similarity NPC472644
0.7833 Intermediate Similarity NPC204552

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478216 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
0.7748 Intermediate Similarity NPD4225 Approved
0.7672 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7542 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD7640 Approved
0.7522 Intermediate Similarity NPD7639 Approved
0.75 Intermediate Similarity NPD4632 Approved
0.7459 Intermediate Similarity NPD7115 Discovery
0.7434 Intermediate Similarity NPD7638 Approved
0.7373 Intermediate Similarity NPD6686 Approved
0.7311 Intermediate Similarity NPD6373 Approved
0.7311 Intermediate Similarity NPD6372 Approved
0.7288 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD6319 Approved
0.7203 Intermediate Similarity NPD7128 Approved
0.7203 Intermediate Similarity NPD5739 Approved
0.7203 Intermediate Similarity NPD6675 Approved
0.7203 Intermediate Similarity NPD6402 Approved
0.7203 Intermediate Similarity NPD6008 Approved
0.719 Intermediate Similarity NPD6650 Approved
0.719 Intermediate Similarity NPD6649 Approved
0.7177 Intermediate Similarity NPD6009 Approved
0.7143 Intermediate Similarity NPD5701 Approved
0.7143 Intermediate Similarity NPD5697 Approved
0.7132 Intermediate Similarity NPD7507 Approved
0.7131 Intermediate Similarity NPD8297 Approved
0.7121 Intermediate Similarity NPD7260 Phase 2
0.7109 Intermediate Similarity NPD8328 Phase 3
0.7105 Intermediate Similarity NPD4697 Phase 3
0.7094 Intermediate Similarity NPD7632 Discontinued
0.7087 Intermediate Similarity NPD5983 Phase 2
0.7087 Intermediate Similarity NPD8513 Phase 3
0.7083 Intermediate Similarity NPD6899 Approved
0.7083 Intermediate Similarity NPD7320 Approved
0.7083 Intermediate Similarity NPD6011 Approved
0.7083 Intermediate Similarity NPD6881 Approved
0.7068 Intermediate Similarity NPD6845 Suspended
0.7054 Intermediate Similarity NPD7492 Approved
0.7043 Intermediate Similarity NPD7902 Approved
0.7025 Intermediate Similarity NPD6013 Approved
0.7025 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6012 Approved
0.7025 Intermediate Similarity NPD6014 Approved
0.7008 Intermediate Similarity NPD6054 Approved
0.7008 Intermediate Similarity NPD6059 Approved
0.7 Intermediate Similarity NPD6616 Approved
0.6992 Remote Similarity NPD6053 Discontinued
0.6991 Remote Similarity NPD6399 Phase 3
0.6977 Remote Similarity NPD7604 Phase 2
0.697 Remote Similarity NPD7319 Approved
0.6967 Remote Similarity NPD7102 Approved
0.6967 Remote Similarity NPD6883 Approved
0.6967 Remote Similarity NPD7290 Approved
0.6953 Remote Similarity NPD8516 Approved
0.6953 Remote Similarity NPD6016 Approved
0.6953 Remote Similarity NPD7503 Approved
0.6953 Remote Similarity NPD6015 Approved
0.6953 Remote Similarity NPD6921 Approved
0.6953 Remote Similarity NPD8515 Approved
0.6953 Remote Similarity NPD8517 Approved
0.6949 Remote Similarity NPD5211 Phase 2
0.6947 Remote Similarity NPD7078 Approved
0.6947 Remote Similarity NPD8293 Discontinued
0.6911 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6911 Remote Similarity NPD8130 Phase 1
0.6911 Remote Similarity NPD6617 Approved
0.6911 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6911 Remote Similarity NPD6869 Approved
0.6911 Remote Similarity NPD6847 Approved
0.6905 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6899 Remote Similarity NPD5988 Approved
0.6899 Remote Similarity NPD6370 Approved
0.6897 Remote Similarity NPD4755 Approved
0.6894 Remote Similarity NPD7736 Approved
0.687 Remote Similarity NPD6336 Discontinued
0.6864 Remote Similarity NPD5344 Discontinued
0.6855 Remote Similarity NPD6882 Approved
0.6842 Remote Similarity NPD5779 Approved
0.6842 Remote Similarity NPD5778 Approved
0.6833 Remote Similarity NPD5141 Approved
0.6829 Remote Similarity NPD6371 Approved
0.6829 Remote Similarity NPD4634 Approved
0.6818 Remote Similarity NPD1694 Approved
0.6814 Remote Similarity NPD6698 Approved
0.6814 Remote Similarity NPD46 Approved
0.681 Remote Similarity NPD5220 Clinical (unspecified phase)
0.681 Remote Similarity NPD5222 Approved
0.681 Remote Similarity NPD5221 Approved
0.6783 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6783 Remote Similarity NPD7900 Approved
0.6783 Remote Similarity NPD5282 Discontinued
0.6783 Remote Similarity NPD7748 Approved
0.678 Remote Similarity NPD4700 Approved
0.678 Remote Similarity NPD6648 Approved
0.678 Remote Similarity NPD5285 Approved
0.678 Remote Similarity NPD5286 Approved
0.678 Remote Similarity NPD4696 Approved
0.6757 Remote Similarity NPD3618 Phase 1
0.6754 Remote Similarity NPD7515 Phase 2
0.6754 Remote Similarity NPD7983 Approved
0.6752 Remote Similarity NPD5173 Approved
0.6726 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5328 Approved
0.6724 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5223 Approved
0.6721 Remote Similarity NPD6412 Phase 2
0.6721 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6697 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6695 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6693 Remote Similarity NPD6274 Approved
0.6692 Remote Similarity NPD8074 Phase 3
0.6692 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD7516 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6642 Remote Similarity NPD6033 Approved
0.6641 Remote Similarity NPD6317 Approved
0.6636 Remote Similarity NPD6110 Phase 1
0.6612 Remote Similarity NPD4754 Approved
0.6612 Remote Similarity NPD5174 Approved
0.6612 Remote Similarity NPD5175 Approved
0.661 Remote Similarity NPD6083 Phase 2
0.661 Remote Similarity NPD6084 Phase 2
0.6609 Remote Similarity NPD6411 Approved
0.6609 Remote Similarity NPD6079 Approved
0.6607 Remote Similarity NPD5279 Phase 3
0.6589 Remote Similarity NPD6314 Approved
0.6589 Remote Similarity NPD6335 Approved
0.6589 Remote Similarity NPD7328 Approved
0.6589 Remote Similarity NPD6313 Approved
0.6589 Remote Similarity NPD7327 Approved
0.6565 Remote Similarity NPD8033 Approved
0.6562 Remote Similarity NPD6868 Approved
0.6555 Remote Similarity NPD5696 Approved
0.6538 Remote Similarity NPD7100 Approved
0.6538 Remote Similarity NPD7101 Approved
0.6522 Remote Similarity NPD7838 Discovery
0.6514 Remote Similarity NPD4695 Discontinued
0.6504 Remote Similarity NPD4767 Approved
0.6504 Remote Similarity NPD4768 Approved
0.6491 Remote Similarity NPD6672 Approved
0.6491 Remote Similarity NPD5737 Approved
0.6489 Remote Similarity NPD8377 Approved
0.6489 Remote Similarity NPD8294 Approved
0.6466 Remote Similarity NPD8034 Phase 2
0.6466 Remote Similarity NPD5693 Phase 1
0.6466 Remote Similarity NPD7637 Suspended
0.6466 Remote Similarity NPD8035 Phase 2
0.6441 Remote Similarity NPD5695 Phase 3
0.6439 Remote Similarity NPD8296 Approved
0.6439 Remote Similarity NPD8378 Approved
0.6439 Remote Similarity NPD6909 Approved
0.6439 Remote Similarity NPD6908 Approved
0.6439 Remote Similarity NPD8380 Approved
0.6439 Remote Similarity NPD8335 Approved
0.6439 Remote Similarity NPD8379 Approved
0.6435 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6101 Approved
0.641 Remote Similarity NPD4202 Approved
0.6406 Remote Similarity NPD8133 Approved
0.6404 Remote Similarity NPD3573 Approved
0.6404 Remote Similarity NPD7524 Approved
0.64 Remote Similarity NPD4729 Approved
0.64 Remote Similarity NPD4730 Approved
0.64 Remote Similarity NPD5128 Approved
0.6396 Remote Similarity NPD3667 Approved
0.6383 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6379 Remote Similarity NPD5785 Approved
0.6372 Remote Similarity NPD1696 Phase 3
0.6343 Remote Similarity NPD6067 Discontinued
0.6325 Remote Similarity NPD5284 Approved
0.6325 Remote Similarity NPD5281 Approved
0.6316 Remote Similarity NPD7334 Approved
0.6316 Remote Similarity NPD7146 Approved
0.6316 Remote Similarity NPD5330 Approved
0.6316 Remote Similarity NPD6684 Approved
0.6316 Remote Similarity NPD6409 Approved
0.6316 Remote Similarity NPD7521 Approved
0.6303 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5251 Approved
0.6299 Remote Similarity NPD5169 Approved
0.6299 Remote Similarity NPD5248 Approved
0.6299 Remote Similarity NPD5249 Phase 3
0.6299 Remote Similarity NPD5247 Approved
0.6299 Remote Similarity NPD5250 Approved
0.6299 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5135 Approved
0.6293 Remote Similarity NPD4753 Phase 2
0.6287 Remote Similarity NPD8434 Phase 2
0.6283 Remote Similarity NPD4786 Approved
0.6283 Remote Similarity NPD3665 Phase 1
0.6283 Remote Similarity NPD3133 Approved
0.6283 Remote Similarity NPD3666 Approved
0.627 Remote Similarity NPD5168 Approved
0.625 Remote Similarity NPD5216 Approved
0.625 Remote Similarity NPD5217 Approved
0.625 Remote Similarity NPD5127 Approved
0.625 Remote Similarity NPD5215 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  362.14
ALogP:  -0.6124
MLogP:  2.78
XLogP:  -0.6
# Rotatable Bonds:  7
Polar Surface Area:  110.13
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  26

Download Data

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