Natural Product: NPC473488

Natural Product ID:  NPC473488
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Ingenol 20-Hexadecanoate
Molecular Formula:   C35H56O6
Standard InCHIKey:  KPQZTVYTLWHCAU-JHLCMTBYSA-N
Standard InCHI:  InChI=1S/C35H56O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-28(36)41-27-21-25-29-26(33(29,4)5)20-24(3)34(31(25)38)22-23(2)30(37)35(34,40)32(27)39/h21-22,24-26,29-30,32,37,39-40H,6-20H2,1-5H3/t24-,25+,26-,29+,30+,32-,34+,35-/m1/s1
Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]3([C@@]([C@@H]1O)(O)[C@@H](O)C(=C3)C)C2=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
NPO15892 Euphorbia quinquecostata Species Euphorbiaceae Eukaryota Stem wood PMID[8946746]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 5300 nM 21123165

  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 NPC473488 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 NPC475661
0.95 High Similarity NPC473911
0.9216 High Similarity NPC308191
0.9135 High Similarity NPC287311
0.902 High Similarity NPC179891
0.8857 High Similarity NPC257240
0.8762 High Similarity NPC47951
0.8704 High Similarity NPC67290
0.8704 High Similarity NPC133677
0.8704 High Similarity NPC138303
0.8692 High Similarity NPC138757
0.8687 High Similarity NPC261341
0.8679 High Similarity NPC477103
0.8611 High Similarity NPC46269
0.8611 High Similarity NPC106395
0.8585 High Similarity NPC477102
0.8519 High Similarity NPC123855
0.8519 High Similarity NPC76550
0.785 Intermediate Similarity NPC118405
0.7759 Intermediate Similarity NPC477092
0.7757 Intermediate Similarity NPC477950
0.7736 Intermediate Similarity NPC141191
0.7719 Intermediate Similarity NPC472400
0.7712 Intermediate Similarity NPC19464
0.7706 Intermediate Similarity NPC100487
0.7706 Intermediate Similarity NPC203659
0.7692 Intermediate Similarity NPC65829
0.7672 Intermediate Similarity NPC475401
0.7658 Intermediate Similarity NPC117604
0.7642 Intermediate Similarity NPC169205
0.7636 Intermediate Similarity NPC243998
0.7632 Intermediate Similarity NPC472757
0.7627 Intermediate Similarity NPC472401
0.7619 Intermediate Similarity NPC472469
0.7615 Intermediate Similarity NPC110989
0.7607 Intermediate Similarity NPC275696
0.7607 Intermediate Similarity NPC5991
0.7607 Intermediate Similarity NPC22628
0.7607 Intermediate Similarity NPC471108
0.7607 Intermediate Similarity NPC5989
0.7607 Intermediate Similarity NPC255081
0.7586 Intermediate Similarity NPC10721
0.7586 Intermediate Similarity NPC475305
0.7586 Intermediate Similarity NPC156252
0.7568 Intermediate Similarity NPC26617
0.7551 Intermediate Similarity NPC470241
0.7547 Intermediate Similarity NPC185553
0.7545 Intermediate Similarity NPC309190
0.7524 Intermediate Similarity NPC167219
0.7523 Intermediate Similarity NPC225353
0.7521 Intermediate Similarity NPC472397
0.7521 Intermediate Similarity NPC471125
0.7521 Intermediate Similarity NPC146280
0.7521 Intermediate Similarity NPC124676
0.7521 Intermediate Similarity NPC472758
0.7521 Intermediate Similarity NPC171905
0.75 Intermediate Similarity NPC476705
0.75 Intermediate Similarity NPC472399
0.75 Intermediate Similarity NPC471127
0.75 Intermediate Similarity NPC234858
0.75 Intermediate Similarity NPC154363
0.7479 Intermediate Similarity NPC52839
0.7477 Intermediate Similarity NPC477949
0.7477 Intermediate Similarity NPC87090
0.7477 Intermediate Similarity NPC469432
0.7477 Intermediate Similarity NPC223450
0.7476 Intermediate Similarity NPC170775
0.7456 Intermediate Similarity NPC158523
0.7456 Intermediate Similarity NPC475937
0.7455 Intermediate Similarity NPC475945
0.7455 Intermediate Similarity NPC472755
0.7455 Intermediate Similarity NPC475871
0.7453 Intermediate Similarity NPC90121
0.7453 Intermediate Similarity NPC48803
0.7453 Intermediate Similarity NPC275960
0.7453 Intermediate Similarity NPC193645
0.7451 Intermediate Similarity NPC237540
0.7434 Intermediate Similarity NPC15218
0.7431 Intermediate Similarity NPC477356
0.7431 Intermediate Similarity NPC472753
0.7417 Intermediate Similarity NPC162009
0.7417 Intermediate Similarity NPC257017
0.7407 Intermediate Similarity NPC477355
0.7404 Intermediate Similarity NPC469368
0.7404 Intermediate Similarity NPC145666
0.7398 Intermediate Similarity NPC236999
0.7395 Intermediate Similarity NPC145182
0.7395 Intermediate Similarity NPC471128
0.7395 Intermediate Similarity NPC157252
0.7395 Intermediate Similarity NPC475885
0.7395 Intermediate Similarity NPC472759
0.7395 Intermediate Similarity NPC471126
0.7395 Intermediate Similarity NPC329080
0.7387 Intermediate Similarity NPC475676
0.7387 Intermediate Similarity NPC472756
0.7387 Intermediate Similarity NPC220964
0.7387 Intermediate Similarity NPC474741
0.7368 Intermediate Similarity NPC153036
0.7364 Intermediate Similarity NPC474747
0.7364 Intermediate Similarity NPC472754
0.7364 Intermediate Similarity NPC473928
0.7364 Intermediate Similarity NPC86077
0.7364 Intermediate Similarity NPC474709
0.7358 Intermediate Similarity NPC53685
0.7345 Intermediate Similarity NPC14862
0.7345 Intermediate Similarity NPC233379
0.7345 Intermediate Similarity NPC327286
0.7345 Intermediate Similarity NPC169888
0.7345 Intermediate Similarity NPC474664
0.7345 Intermediate Similarity NPC55972
0.7339 Intermediate Similarity NPC474718
0.7339 Intermediate Similarity NPC477521
0.7333 Intermediate Similarity NPC475972
0.7328 Intermediate Similarity NPC71889
0.7321 Intermediate Similarity NPC60315
0.7311 Intermediate Similarity NPC156745
0.7311 Intermediate Similarity NPC61520
0.7311 Intermediate Similarity NPC236918
0.7308 Intermediate Similarity NPC117405
0.7308 Intermediate Similarity NPC52198
0.7304 Intermediate Similarity NPC470961
0.73 Intermediate Similarity NPC7414
0.73 Intermediate Similarity NPC89555
0.7297 Intermediate Similarity NPC474165
0.7297 Intermediate Similarity NPC475334
0.7297 Intermediate Similarity NPC475623
0.7297 Intermediate Similarity NPC69171
0.7297 Intermediate Similarity NPC473694
0.7297 Intermediate Similarity NPC4620
0.7295 Intermediate Similarity NPC473709
0.7295 Intermediate Similarity NPC145238
0.7295 Intermediate Similarity NPC473919
0.729 Intermediate Similarity NPC270013
0.729 Intermediate Similarity NPC469873
0.729 Intermediate Similarity NPC36954
0.729 Intermediate Similarity NPC14961
0.7288 Intermediate Similarity NPC153651
0.7282 Intermediate Similarity NPC179659
0.7282 Intermediate Similarity NPC472007
0.7281 Intermediate Similarity NPC273433
0.7273 Intermediate Similarity NPC471401
0.7273 Intermediate Similarity NPC133907
0.7273 Intermediate Similarity NPC150923
0.7273 Intermediate Similarity NPC171759
0.7273 Intermediate Similarity NPC110443
0.7273 Intermediate Similarity NPC185141
0.7273 Intermediate Similarity NPC46998
0.7273 Intermediate Similarity NPC128733
0.7273 Intermediate Similarity NPC474742
0.7265 Intermediate Similarity NPC474872
0.7264 Intermediate Similarity NPC125180
0.7264 Intermediate Similarity NPC475912
0.7264 Intermediate Similarity NPC469692
0.7264 Intermediate Similarity NPC475788
0.7264 Intermediate Similarity NPC469645
0.7257 Intermediate Similarity NPC474421
0.7257 Intermediate Similarity NPC326994
0.7257 Intermediate Similarity NPC72813
0.7257 Intermediate Similarity NPC324327
0.7257 Intermediate Similarity NPC194620
0.7255 Intermediate Similarity NPC165162
0.725 Intermediate Similarity NPC185876
0.725 Intermediate Similarity NPC474370
0.725 Intermediate Similarity NPC19336
0.7241 Intermediate Similarity NPC191620
0.7241 Intermediate Similarity NPC473522
0.7241 Intermediate Similarity NPC215643
0.7241 Intermediate Similarity NPC221511
0.7241 Intermediate Similarity NPC170212
0.7241 Intermediate Similarity NPC89227
0.7241 Intermediate Similarity NPC475277
0.7241 Intermediate Similarity NPC477093
0.7241 Intermediate Similarity NPC17138
0.7241 Intermediate Similarity NPC265499
0.7241 Intermediate Similarity NPC151216
0.7241 Intermediate Similarity NPC101825
0.7238 Intermediate Similarity NPC313670
0.7238 Intermediate Similarity NPC166554
0.7238 Intermediate Similarity NPC129419
0.7232 Intermediate Similarity NPC470104
0.7232 Intermediate Similarity NPC121518
0.7232 Intermediate Similarity NPC475331
0.7232 Intermediate Similarity NPC103298
0.7232 Intermediate Similarity NPC80809
0.7232 Intermediate Similarity NPC201144
0.7232 Intermediate Similarity NPC181104
0.7232 Intermediate Similarity NPC475335
0.7232 Intermediate Similarity NPC288502
0.7227 Intermediate Similarity NPC288679
0.7227 Intermediate Similarity NPC472760
0.7227 Intermediate Similarity NPC161060
0.7227 Intermediate Similarity NPC329736
0.7227 Intermediate Similarity NPC186525
0.7222 Intermediate Similarity NPC135576
0.7222 Intermediate Similarity NPC93271
0.7222 Intermediate Similarity NPC476315
0.7217 Intermediate Similarity NPC29133
0.7217 Intermediate Similarity NPC161816
0.7217 Intermediate Similarity NPC115257
0.7213 Intermediate Similarity NPC473802

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473488 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
0.8857 High Similarity NPD6371 Approved
0.7568 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD7154 Phase 3
0.7353 Intermediate Similarity NPD5786 Approved
0.7333 Intermediate Similarity NPD7983 Approved
0.73 Intermediate Similarity NPD4270 Approved
0.73 Intermediate Similarity NPD4269 Approved
0.7238 Intermediate Similarity NPD5785 Approved
0.7228 Intermediate Similarity NPD5362 Discontinued
0.72 Intermediate Similarity NPD5369 Approved
0.71 Intermediate Similarity NPD4252 Approved
0.7087 Intermediate Similarity NPD5363 Approved
0.7 Intermediate Similarity NPD7115 Discovery
0.6961 Remote Similarity NPD6435 Approved
0.6931 Remote Similarity NPD4822 Approved
0.6931 Remote Similarity NPD4821 Approved
0.6931 Remote Similarity NPD4820 Approved
0.6931 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6931 Remote Similarity NPD4819 Approved
0.69 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6881 Remote Similarity NPD5282 Discontinued
0.6792 Remote Similarity NPD4250 Approved
0.6792 Remote Similarity NPD4251 Approved
0.6789 Remote Similarity NPD5779 Approved
0.6789 Remote Similarity NPD5778 Approved
0.6786 Remote Similarity NPD4225 Approved
0.6765 Remote Similarity NPD5368 Approved
0.6759 Remote Similarity NPD46 Approved
0.6759 Remote Similarity NPD6698 Approved
0.6733 Remote Similarity NPD4268 Approved
0.6733 Remote Similarity NPD4271 Approved
0.6698 Remote Similarity NPD4249 Approved
0.6697 Remote Similarity NPD6411 Approved
0.6667 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6053 Discontinued
0.6636 Remote Similarity NPD6399 Phase 3
0.6604 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6581 Remote Similarity NPD6675 Approved
0.6581 Remote Similarity NPD7128 Approved
0.6581 Remote Similarity NPD6402 Approved
0.6581 Remote Similarity NPD5739 Approved
0.6571 Remote Similarity NPD5331 Approved
0.6571 Remote Similarity NPD5332 Approved
0.6555 Remote Similarity NPD6373 Approved
0.6555 Remote Similarity NPD6372 Approved
0.6549 Remote Similarity NPD6083 Phase 2
0.6549 Remote Similarity NPD6084 Phase 2
0.6545 Remote Similarity NPD7637 Suspended
0.6538 Remote Similarity NPD4790 Discontinued
0.6514 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6514 Remote Similarity NPD6101 Approved
0.6476 Remote Similarity NPD5209 Approved
0.6476 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6899 Approved
0.6471 Remote Similarity NPD7320 Approved
0.6471 Remote Similarity NPD6881 Approved
0.646 Remote Similarity NPD7839 Suspended
0.6455 Remote Similarity NPD7838 Discovery
0.6446 Remote Similarity NPD6649 Approved
0.6446 Remote Similarity NPD6650 Approved
0.6446 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6446 Remote Similarity NPD8130 Phase 1
0.6429 Remote Similarity NPD6319 Approved
0.6387 Remote Similarity NPD5701 Approved
0.6387 Remote Similarity NPD5697 Approved
0.6378 Remote Similarity NPD8513 Phase 3
0.6378 Remote Similarity NPD8517 Approved
0.6378 Remote Similarity NPD8515 Approved
0.6378 Remote Similarity NPD8516 Approved
0.6372 Remote Similarity NPD5695 Phase 3
0.6364 Remote Similarity NPD7102 Approved
0.6364 Remote Similarity NPD7290 Approved
0.6364 Remote Similarity NPD6883 Approved
0.6364 Remote Similarity NPD5370 Suspended
0.6348 Remote Similarity NPD5696 Approved
0.6333 Remote Similarity NPD6686 Approved
0.6311 Remote Similarity NPD6617 Approved
0.6311 Remote Similarity NPD6847 Approved
0.6311 Remote Similarity NPD6869 Approved
0.6288 Remote Similarity NPD7319 Approved
0.6281 Remote Similarity NPD6014 Approved
0.6281 Remote Similarity NPD6012 Approved
0.6281 Remote Similarity NPD6013 Approved
0.626 Remote Similarity NPD6882 Approved
0.626 Remote Similarity NPD8293 Discontinued
0.625 Remote Similarity NPD4810 Clinical (unspecified phase)
0.625 Remote Similarity NPD6412 Phase 2
0.6231 Remote Similarity NPD7492 Approved
0.6228 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6212 Remote Similarity NPD7736 Approved
0.621 Remote Similarity NPD4632 Approved
0.6198 Remote Similarity NPD6011 Approved
0.6198 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5211 Phase 2
0.6183 Remote Similarity NPD8273 Phase 1
0.6183 Remote Similarity NPD7507 Approved
0.6183 Remote Similarity NPD6616 Approved
0.6182 Remote Similarity NPD7524 Approved
0.6179 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6172 Remote Similarity NPD6059 Approved
0.6172 Remote Similarity NPD6054 Approved
0.6167 Remote Similarity NPD6008 Approved
0.6154 Remote Similarity NPD7604 Phase 2
0.6147 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6136 Remote Similarity NPD7078 Approved
0.6136 Remote Similarity NPD8074 Phase 3
0.6121 Remote Similarity NPD4755 Approved
0.6121 Remote Similarity NPD7902 Approved
0.6111 Remote Similarity NPD6110 Phase 1
0.6106 Remote Similarity NPD5281 Approved
0.6106 Remote Similarity NPD5284 Approved
0.6102 Remote Similarity NPD5344 Discontinued
0.6098 Remote Similarity NPD4634 Approved
0.6091 Remote Similarity NPD7521 Approved
0.6091 Remote Similarity NPD7334 Approved
0.6091 Remote Similarity NPD6409 Approved
0.6091 Remote Similarity NPD5330 Approved
0.6091 Remote Similarity NPD7146 Approved
0.6091 Remote Similarity NPD6684 Approved
0.6083 Remote Similarity NPD5141 Approved
0.6077 Remote Similarity NPD6370 Approved
0.6071 Remote Similarity NPD4753 Phase 2
0.6068 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6055 Remote Similarity NPD4786 Approved
0.6055 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6031 Remote Similarity NPD8328 Phase 3
0.6017 Remote Similarity NPD7639 Approved
0.6017 Remote Similarity NPD4700 Approved
0.6017 Remote Similarity NPD5285 Approved
0.6017 Remote Similarity NPD7640 Approved
0.6017 Remote Similarity NPD4696 Approved
0.6017 Remote Similarity NPD5286 Approved
0.6016 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6 Remote Similarity NPD6016 Approved
0.6 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD7748 Approved
0.5985 Remote Similarity NPD8341 Approved
0.5985 Remote Similarity NPD8340 Approved
0.5985 Remote Similarity NPD8299 Approved
0.5985 Remote Similarity NPD8342 Approved
0.5984 Remote Similarity NPD6274 Approved
0.5982 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5982 Remote Similarity NPD6903 Approved
0.5969 Remote Similarity NPD7101 Approved
0.5969 Remote Similarity NPD7100 Approved
0.5965 Remote Similarity NPD8034 Phase 2
0.5965 Remote Similarity NPD8035 Phase 2
0.5963 Remote Similarity NPD6695 Phase 3
0.5954 Remote Similarity NPD5988 Approved
0.5952 Remote Similarity NPD8133 Approved
0.5948 Remote Similarity NPD5210 Approved
0.5948 Remote Similarity NPD4629 Approved
0.5946 Remote Similarity NPD6098 Approved
0.5938 Remote Similarity NPD6009 Approved
0.5938 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5932 Remote Similarity NPD7638 Approved
0.5929 Remote Similarity NPD6673 Approved
0.5929 Remote Similarity NPD6904 Approved
0.5929 Remote Similarity NPD6080 Approved
0.5917 Remote Similarity NPD5226 Approved
0.5917 Remote Similarity NPD4633 Approved
0.5917 Remote Similarity NPD5224 Approved
0.5917 Remote Similarity NPD5225 Approved
0.5913 Remote Similarity NPD4202 Approved
0.5909 Remote Similarity NPD3666 Approved
0.5909 Remote Similarity NPD3133 Approved
0.5909 Remote Similarity NPD3665 Phase 1
0.5893 Remote Similarity NPD7750 Discontinued
0.5891 Remote Similarity NPD6335 Approved
0.5887 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5878 Remote Similarity NPD6908 Approved
0.5878 Remote Similarity NPD5983 Phase 2
0.5878 Remote Similarity NPD7503 Approved
0.5878 Remote Similarity NPD6909 Approved
0.5878 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5878 Remote Similarity NPD8033 Approved
0.5872 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5872 Remote Similarity NPD3667 Approved
0.5868 Remote Similarity NPD5175 Approved
0.5868 Remote Similarity NPD5174 Approved
0.5862 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7900 Approved
0.5862 Remote Similarity NPD6001 Approved
0.5856 Remote Similarity NPD1694 Approved
0.5856 Remote Similarity NPD1696 Phase 3
0.5841 Remote Similarity NPD5737 Approved
0.5841 Remote Similarity NPD6672 Approved
0.584 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8080 Discontinued
0.5833 Remote Similarity NPD5223 Approved
0.5826 Remote Similarity NPD5693 Phase 1
0.5826 Remote Similarity NPD6050 Approved
0.5826 Remote Similarity NPD7515 Phase 2
0.5821 Remote Similarity NPD8451 Approved
0.5821 Remote Similarity NPD6336 Discontinued
0.5818 Remote Similarity NPD4788 Approved
0.5814 Remote Similarity NPD6317 Approved

Structure

External Identifiers

PubChem CID   44566860
ChEMBL   CHEMBL443348
ZINC  

Physicochemical Properties

Molecular Weight:  572.41
ALogP:  -4.4139
MLogP:  4.65
XLogP:  10.091
# Rotatable Bonds:  24
Polar Surface Area:  104.06
# H-Bond Aceptor:  6
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  41

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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