Natural Product: NPC100366

Natural Product ID:  NPC100366
Common Name:   Ethyl(4R,20S,24R)-Epoxy-4,25,28-Trihydroxy-3,4-Secodammar-3-Oate
IUPAC Name:   ethyl 3-[(3S,3aR,5aR,6R,7R,9aR,9bR)-7-[(2R)-1,2-dihydroxypropan-2-yl]-3-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoate
Synonyms:  
Molecular Formula:   C32H56O6
Standard InCHIKey:  YESAZVXWVIEDQO-AWWBOYRVSA-N
Standard InCHI:  InChI=1S/C32H56O6/c1-9-37-26(34)15-16-28(4)23-11-10-21-22(32(8)19-14-25(38-32)27(2,3)35)12-17-29(21,5)30(23,6)18-13-24(28)31(7,36)20-33/h21-25,33,35-36H,9-20H2,1-8H3/t21-,22+,23-,24-,25-,28-,29-,30-,31+,32+/m1/s1
Canonical SMILES:  CCOC(=O)CC[C@@]1(C)[C@@H](CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]1[C@]1(C)CC[C@@H](O1)C(O)(C)C)C)[C@](CO)(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
NPO32464 dysoxylum binecteriferum Species Meliaceae Eukaryota Stem barks PMID[24547740]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 > 50000 nM 21049975
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 57700 nM 10785413
NPT81 Cell Line A549 Homo sapiens IC50 > 50000 nM 25625705
NPT83 Cell Line MCF7 Homo sapiens IC50 > 50000 nM 18809945

  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 NPC100366 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 NPC311642
1.0 High Similarity NPC164289
1.0 High Similarity NPC242771
0.9487 High Similarity NPC102156
0.9487 High Similarity NPC148740
0.8929 High Similarity NPC269267
0.8889 High Similarity NPC217559
0.8889 High Similarity NPC292458
0.8889 High Similarity NPC268578
0.8861 High Similarity NPC245029
0.8861 High Similarity NPC31302
0.881 High Similarity NPC48824
0.881 High Similarity NPC229407
0.881 High Similarity NPC250687
0.881 High Similarity NPC254572
0.8795 High Similarity NPC92139
0.8721 High Similarity NPC471747
0.8659 High Similarity NPC477285
0.8659 High Similarity NPC111582
0.8642 High Similarity NPC190940
0.8571 High Similarity NPC80700
0.8571 High Similarity NPC474448
0.8537 High Similarity NPC477286
0.8537 High Similarity NPC286719
0.8519 High Similarity NPC472853
0.85 High Similarity NPC199965
0.85 High Similarity NPC476732
0.8471 Intermediate Similarity NPC251808
0.8471 Intermediate Similarity NPC474174
0.8462 Intermediate Similarity NPC472944
0.8462 Intermediate Similarity NPC472945
0.8434 Intermediate Similarity NPC259173
0.8415 Intermediate Similarity NPC58631
0.8395 Intermediate Similarity NPC80891
0.8395 Intermediate Similarity NPC201276
0.8375 Intermediate Similarity NPC477919
0.8375 Intermediate Similarity NPC180199
0.8372 Intermediate Similarity NPC476435
0.8353 Intermediate Similarity NPC114378
0.8353 Intermediate Similarity NPC155531
0.8353 Intermediate Similarity NPC215968
0.8353 Intermediate Similarity NPC103782
0.8333 Intermediate Similarity NPC116683
0.8315 Intermediate Similarity NPC470424
0.8313 Intermediate Similarity NPC477936
0.8313 Intermediate Similarity NPC477935
0.8313 Intermediate Similarity NPC121121
0.8272 Intermediate Similarity NPC324700
0.8272 Intermediate Similarity NPC34046
0.8272 Intermediate Similarity NPC224802
0.8272 Intermediate Similarity NPC80089
0.8272 Intermediate Similarity NPC171426
0.8256 Intermediate Similarity NPC239938
0.8205 Intermediate Similarity NPC469940
0.8193 Intermediate Similarity NPC12933
0.8161 Intermediate Similarity NPC56777
0.8161 Intermediate Similarity NPC201607
0.8161 Intermediate Similarity NPC255176
0.8161 Intermediate Similarity NPC471221
0.8161 Intermediate Similarity NPC33398
0.814 Intermediate Similarity NPC472745
0.814 Intermediate Similarity NPC477283
0.814 Intermediate Similarity NPC472272
0.8118 Intermediate Similarity NPC471044
0.8118 Intermediate Similarity NPC291310
0.8118 Intermediate Similarity NPC473336
0.8111 Intermediate Similarity NPC206878
0.8111 Intermediate Similarity NPC470423
0.8077 Intermediate Similarity NPC477929
0.8072 Intermediate Similarity NPC261616
0.8025 Intermediate Similarity NPC4209
0.8025 Intermediate Similarity NPC477932
0.8025 Intermediate Similarity NPC477933
0.8022 Intermediate Similarity NPC215570
0.8 Intermediate Similarity NPC280026
0.8 Intermediate Similarity NPC472744
0.8 Intermediate Similarity NPC167702
0.7978 Intermediate Similarity NPC472146
0.7978 Intermediate Similarity NPC470114
0.7978 Intermediate Similarity NPC185529
0.7952 Intermediate Similarity NPC220379
0.7952 Intermediate Similarity NPC477287
0.7949 Intermediate Similarity NPC252032
0.7949 Intermediate Similarity NPC319671
0.7949 Intermediate Similarity NPC469941
0.7949 Intermediate Similarity NPC476734
0.7927 Intermediate Similarity NPC477918
0.7927 Intermediate Similarity NPC11907
0.7927 Intermediate Similarity NPC474404
0.7927 Intermediate Similarity NPC474574
0.7927 Intermediate Similarity NPC207010
0.7927 Intermediate Similarity NPC212453
0.7927 Intermediate Similarity NPC64081
0.7927 Intermediate Similarity NPC317913
0.7927 Intermediate Similarity NPC264602
0.7927 Intermediate Similarity NPC133596
0.7927 Intermediate Similarity NPC171658
0.7907 Intermediate Similarity NPC477434
0.7901 Intermediate Similarity NPC270306
0.7901 Intermediate Similarity NPC231680
0.7901 Intermediate Similarity NPC212733
0.7901 Intermediate Similarity NPC477934
0.7901 Intermediate Similarity NPC91387
0.7889 Intermediate Similarity NPC473066
0.7882 Intermediate Similarity NPC154043
0.7882 Intermediate Similarity NPC61107
0.7882 Intermediate Similarity NPC289486
0.7882 Intermediate Similarity NPC202688
0.7882 Intermediate Similarity NPC60018
0.7872 Intermediate Similarity NPC167974
0.7865 Intermediate Similarity NPC200580
0.7865 Intermediate Similarity NPC24705
0.7865 Intermediate Similarity NPC56962
0.7857 Intermediate Similarity NPC472943
0.7857 Intermediate Similarity NPC470609
0.7857 Intermediate Similarity NPC472951
0.7841 Intermediate Similarity NPC202937
0.7831 Intermediate Similarity NPC185465
0.7831 Intermediate Similarity NPC471045
0.7816 Intermediate Similarity NPC477445
0.7778 Intermediate Similarity NPC472854
0.7778 Intermediate Similarity NPC50443
0.7778 Intermediate Similarity NPC18536
0.7778 Intermediate Similarity NPC477930
0.7778 Intermediate Similarity NPC55508
0.7765 Intermediate Similarity NPC232625
0.7765 Intermediate Similarity NPC77311
0.7765 Intermediate Similarity NPC73515
0.7753 Intermediate Similarity NPC476379
0.775 Intermediate Similarity NPC197701
0.7742 Intermediate Similarity NPC476728
0.7738 Intermediate Similarity NPC320144
0.7738 Intermediate Similarity NPC81074
0.7738 Intermediate Similarity NPC477282
0.7732 Intermediate Similarity NPC471293
0.7732 Intermediate Similarity NPC100078
0.7727 Intermediate Similarity NPC475007
0.7711 Intermediate Similarity NPC143133
0.7711 Intermediate Similarity NPC298168
0.7711 Intermediate Similarity NPC471151
0.7711 Intermediate Similarity NPC307865
0.7708 Intermediate Similarity NPC213528
0.7708 Intermediate Similarity NPC244969
0.7701 Intermediate Similarity NPC65133
0.7701 Intermediate Similarity NPC319909
0.7701 Intermediate Similarity NPC473299
0.7701 Intermediate Similarity NPC18953
0.7683 Intermediate Similarity NPC24014
0.7683 Intermediate Similarity NPC472311
0.7683 Intermediate Similarity NPC186851
0.7683 Intermediate Similarity NPC27349
0.7677 Intermediate Similarity NPC224414
0.7674 Intermediate Similarity NPC477446
0.7674 Intermediate Similarity NPC477284
0.7674 Intermediate Similarity NPC470155
0.7674 Intermediate Similarity NPC477447
0.7674 Intermediate Similarity NPC13494
0.7667 Intermediate Similarity NPC61688
0.766 Intermediate Similarity NPC253586
0.766 Intermediate Similarity NPC472273
0.7653 Intermediate Similarity NPC306776
0.7653 Intermediate Similarity NPC166079
0.7647 Intermediate Similarity NPC477851
0.7647 Intermediate Similarity NPC170038
0.764 Intermediate Similarity NPC5943
0.7634 Intermediate Similarity NPC470031
0.7634 Intermediate Similarity NPC279974
0.7625 Intermediate Similarity NPC477850
0.7619 Intermediate Similarity NPC252483
0.7619 Intermediate Similarity NPC191345
0.7619 Intermediate Similarity NPC329117
0.7614 Intermediate Similarity NPC473350
0.7614 Intermediate Similarity NPC476715
0.7614 Intermediate Similarity NPC266651
0.7609 Intermediate Similarity NPC256104
0.7609 Intermediate Similarity NPC472232
0.7609 Intermediate Similarity NPC211845
0.7609 Intermediate Similarity NPC472238
0.7609 Intermediate Similarity NPC182740
0.7609 Intermediate Similarity NPC472237
0.7609 Intermediate Similarity NPC472231
0.7609 Intermediate Similarity NPC122083
0.759 Intermediate Similarity NPC474020
0.7586 Intermediate Similarity NPC470070
0.7586 Intermediate Similarity NPC2572
0.7586 Intermediate Similarity NPC29342
0.7582 Intermediate Similarity NPC289213
0.7582 Intermediate Similarity NPC77756
0.7579 Intermediate Similarity NPC253995
0.7564 Intermediate Similarity NPC42060
0.7564 Intermediate Similarity NPC477931
0.7564 Intermediate Similarity NPC268736
0.7558 Intermediate Similarity NPC470156
0.7558 Intermediate Similarity NPC280781
0.7558 Intermediate Similarity NPC470154
0.7558 Intermediate Similarity NPC48756
0.7558 Intermediate Similarity NPC475743
0.7553 Intermediate Similarity NPC475785
0.7553 Intermediate Similarity NPC156377
0.7553 Intermediate Similarity NPC237071

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC100366 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
0.8272 Intermediate Similarity NPD6115 Approved
0.8272 Intermediate Similarity NPD6114 Approved
0.8272 Intermediate Similarity NPD6118 Approved
0.8272 Intermediate Similarity NPD6697 Approved
0.8025 Intermediate Similarity NPD6117 Approved
0.8 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD6116 Phase 1
0.7901 Intermediate Similarity NPD3702 Approved
0.7662 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD5777 Approved
0.7531 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD6081 Approved
0.7407 Intermediate Similarity NPD4245 Approved
0.7407 Intermediate Similarity NPD4244 Approved
0.7407 Intermediate Similarity NPD4789 Approved
0.7374 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD4224 Phase 2
0.7284 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD3698 Phase 2
0.7262 Intermediate Similarity NPD3703 Phase 2
0.716 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD5360 Phase 3
0.7128 Intermediate Similarity NPD8035 Phase 2
0.7128 Intermediate Similarity NPD8034 Phase 2
0.7073 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.69 Remote Similarity NPD1700 Approved
0.6875 Remote Similarity NPD6399 Phase 3
0.6875 Remote Similarity NPD7909 Approved
0.6875 Remote Similarity NPD8171 Discontinued
0.6854 Remote Similarity NPD6928 Phase 2
0.6822 Remote Similarity NPD8133 Approved
0.68 Remote Similarity NPD8418 Phase 2
0.6795 Remote Similarity NPD3198 Approved
0.6768 Remote Similarity NPD6084 Phase 2
0.6768 Remote Similarity NPD6083 Phase 2
0.6706 Remote Similarity NPD4758 Discontinued
0.663 Remote Similarity NPD4788 Approved
0.6629 Remote Similarity NPD4238 Approved
0.6629 Remote Similarity NPD5364 Discontinued
0.6629 Remote Similarity NPD4802 Phase 2
0.6629 Remote Similarity NPD3671 Phase 1
0.6579 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6574 Remote Similarity NPD8297 Approved
0.6571 Remote Similarity NPD6412 Phase 2
0.6559 Remote Similarity NPD4786 Approved
0.6545 Remote Similarity NPD6940 Discontinued
0.6535 Remote Similarity NPD7638 Approved
0.6514 Remote Similarity NPD4632 Approved
0.6509 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6509 Remote Similarity NPD7320 Approved
0.6476 Remote Similarity NPD5739 Approved
0.6476 Remote Similarity NPD7128 Approved
0.6476 Remote Similarity NPD6675 Approved
0.6476 Remote Similarity NPD6402 Approved
0.6471 Remote Similarity NPD7639 Approved
0.6471 Remote Similarity NPD7640 Approved
0.6458 Remote Similarity NPD6672 Approved
0.6458 Remote Similarity NPD6903 Approved
0.6458 Remote Similarity NPD5737 Approved
0.6449 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6449 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6421 Remote Similarity NPD6409 Approved
0.6421 Remote Similarity NPD7521 Approved
0.6421 Remote Similarity NPD7146 Approved
0.6421 Remote Similarity NPD7334 Approved
0.6421 Remote Similarity NPD6684 Approved
0.6421 Remote Similarity NPD5330 Approved
0.641 Remote Similarity NPD8293 Discontinued
0.64 Remote Similarity NPD6356 Clinical (unspecified phase)
0.64 Remote Similarity NPD5695 Phase 3
0.6395 Remote Similarity NPD4787 Phase 1
0.6381 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6381 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7492 Approved
0.6373 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD3730 Approved
0.6364 Remote Similarity NPD3728 Approved
0.6356 Remote Similarity NPD7736 Approved
0.6355 Remote Similarity NPD6881 Approved
0.6355 Remote Similarity NPD6686 Approved
0.6355 Remote Similarity NPD6899 Approved
0.6354 Remote Similarity NPD7524 Approved
0.6346 Remote Similarity NPD7632 Discontinued
0.6344 Remote Similarity NPD3667 Approved
0.6339 Remote Similarity NPD7115 Discovery
0.633 Remote Similarity NPD8130 Phase 1
0.6325 Remote Similarity NPD6616 Approved
0.6325 Remote Similarity NPD7507 Approved
0.6321 Remote Similarity NPD6008 Approved
0.6316 Remote Similarity NPD6054 Approved
0.6316 Remote Similarity NPD6319 Approved
0.6316 Remote Similarity NPD6059 Approved
0.63 Remote Similarity NPD7748 Approved
0.6296 Remote Similarity NPD6372 Approved
0.6296 Remote Similarity NPD6373 Approved
0.6289 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6277 Remote Similarity NPD3669 Approved
0.6277 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6271 Remote Similarity NPD7078 Approved
0.6263 Remote Similarity NPD7637 Suspended
0.6262 Remote Similarity NPD5701 Approved
0.6262 Remote Similarity NPD5697 Approved
0.625 Remote Similarity NPD6098 Approved
0.6239 Remote Similarity NPD6883 Approved
0.6239 Remote Similarity NPD7102 Approved
0.6239 Remote Similarity NPD7290 Approved
0.6237 Remote Similarity NPD1779 Approved
0.6237 Remote Similarity NPD1780 Approved
0.6224 Remote Similarity NPD6904 Approved
0.6224 Remote Similarity NPD5328 Approved
0.6224 Remote Similarity NPD6673 Approved
0.6224 Remote Similarity NPD4753 Phase 2
0.6224 Remote Similarity NPD6080 Approved
0.6211 Remote Similarity NPD3666 Approved
0.6211 Remote Similarity NPD3665 Phase 1
0.6211 Remote Similarity NPD3133 Approved
0.6207 Remote Similarity NPD6370 Approved
0.6204 Remote Similarity NPD6011 Approved
0.6195 Remote Similarity NPD6009 Approved
0.6182 Remote Similarity NPD6617 Approved
0.6182 Remote Similarity NPD6649 Approved
0.6182 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6650 Approved
0.6182 Remote Similarity NPD6847 Approved
0.6182 Remote Similarity NPD6869 Approved
0.6167 Remote Similarity NPD7319 Approved
0.6154 Remote Similarity NPD7604 Phase 2
0.6147 Remote Similarity NPD6012 Approved
0.6147 Remote Similarity NPD6013 Approved
0.6147 Remote Similarity NPD6014 Approved
0.6126 Remote Similarity NPD6882 Approved
0.6121 Remote Similarity NPD5983 Phase 2
0.6121 Remote Similarity NPD6015 Approved
0.6121 Remote Similarity NPD6016 Approved
0.6117 Remote Similarity NPD7902 Approved
0.6105 Remote Similarity NPD6695 Phase 3
0.61 Remote Similarity NPD7515 Phase 2
0.61 Remote Similarity NPD6079 Approved
0.6091 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6087 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6082 Remote Similarity NPD3618 Phase 1
0.6078 Remote Similarity NPD7991 Discontinued
0.6071 Remote Similarity NPD371 Approved
0.6068 Remote Similarity NPD5988 Approved
0.6058 Remote Similarity NPD4225 Approved
0.6053 Remote Similarity NPD8295 Clinical (unspecified phase)
0.605 Remote Similarity NPD6336 Discontinued
0.6044 Remote Similarity NPD6933 Approved
0.6042 Remote Similarity NPD7338 Clinical (unspecified phase)
0.604 Remote Similarity NPD4202 Approved
0.6034 Remote Similarity NPD8377 Approved
0.6034 Remote Similarity NPD8294 Approved
0.602 Remote Similarity NPD7750 Discontinued
0.6019 Remote Similarity NPD6920 Discontinued
0.6 Remote Similarity NPD4223 Phase 3
0.6 Remote Similarity NPD7327 Approved
0.6 Remote Similarity NPD4221 Approved
0.6 Remote Similarity NPD5207 Approved
0.6 Remote Similarity NPD7328 Approved
0.5983 Remote Similarity NPD8380 Approved
0.5983 Remote Similarity NPD8378 Approved
0.5983 Remote Similarity NPD8296 Approved
0.5983 Remote Similarity NPD8033 Approved
0.5983 Remote Similarity NPD8379 Approved
0.5983 Remote Similarity NPD8335 Approved
0.5982 Remote Similarity NPD6053 Discontinued
0.598 Remote Similarity NPD6001 Approved
0.5979 Remote Similarity NPD5329 Approved
0.5977 Remote Similarity NPD229 Approved
0.5977 Remote Similarity NPD6705 Phase 1
0.5962 Remote Similarity NPD4755 Approved
0.596 Remote Similarity NPD5208 Approved
0.5957 Remote Similarity NPD7525 Registered
0.595 Remote Similarity NPD6033 Approved
0.5949 Remote Similarity NPD615 Clinical (unspecified phase)
0.5948 Remote Similarity NPD7516 Approved
0.5946 Remote Similarity NPD4634 Approved
0.5941 Remote Similarity NPD6050 Approved
0.5941 Remote Similarity NPD5693 Phase 1
0.5941 Remote Similarity NPD5281 Approved
0.5941 Remote Similarity NPD5284 Approved
0.5938 Remote Similarity NPD5362 Discontinued
0.5929 Remote Similarity NPD8298 Phase 2
0.5922 Remote Similarity NPD4629 Approved
0.5922 Remote Similarity NPD5210 Approved
0.5918 Remote Similarity NPD5279 Phase 3
0.5914 Remote Similarity NPD3617 Approved
0.5909 Remote Similarity NPD3726 Approved
0.5909 Remote Similarity NPD3725 Approved
0.59 Remote Similarity NPD6051 Approved
0.5895 Remote Similarity NPD4139 Approved
0.5895 Remote Similarity NPD4692 Approved
0.5895 Remote Similarity NPD5369 Approved
0.5882 Remote Similarity NPD6067 Discontinued
0.5876 Remote Similarity NPD4197 Approved
0.5876 Remote Similarity NPD3668 Phase 3
0.5865 Remote Similarity NPD5221 Approved

Structure

External Identifiers

PubChem CID   76321230
ChEMBL   CHEMBL3109472
ZINC  

Physicochemical Properties

Molecular Weight:  536.41
ALogP:  1.1141
MLogP:  4.32
XLogP:  7.3
# Rotatable Bonds:  20
Polar Surface Area:  96.22
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  38

Download Data

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Biological Activities  
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