Natural Product: NPC153651

Natural Product ID:  NPC153651
Common Name:   Sapinsignoid D
IUPAC Name:  
Synonyms:   Sapinsignoid D
Molecular Formula:   C36H52O8
Standard InCHIKey:  UYPOIYOXALXFNN-UFANGNBOSA-N
Standard InCHI:  InChI=1S/C36H52O8/c1-6-7-8-9-10-11-12-13-14-15-16-17-30(39)44-35-20-25(3)36(42)28(31(35)33(35,5)23-43-26(4)38)19-27(22-37)21-34(41)29(36)18-24(2)32(34)40/h13-16,18-19,25,28-29,31,37,41-42H,6-12,17,20-23H2,1-5H3/b14-13+,16-15+/t25-,28+,29-,31-,33-,34-,35+,36-/m1/s1
Canonical SMILES:  CCCCCCCC/C=C/C=C/CC(=O)O[C@@]12C[C@@H](C)[C@]3([C@H]([C@@H]1[C@@]2(C)COC(=O)C)C=C(CO)C[C@]1([C@H]3C=C(C1=O)C)O)O
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
NPO158 Sapium insigne Species Euphorbiaceae Eukaryota PMID[22409148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 900 nM 26890114

  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 NPC153651 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
0.9817 High Similarity NPC180640
0.9727 High Similarity NPC19336
0.9727 High Similarity NPC185876
0.9725 High Similarity NPC472760
0.9533 High Similarity NPC158523
0.9533 High Similarity NPC475937
0.945 High Similarity NPC474872
0.9439 High Similarity NPC153036
0.9386 High Similarity NPC145238
0.9358 High Similarity NPC474937
0.9358 High Similarity NPC71889
0.9286 High Similarity NPC5991
0.9286 High Similarity NPC471108
0.9286 High Similarity NPC22628
0.9286 High Similarity NPC275696
0.9286 High Similarity NPC255081
0.9286 High Similarity NPC5989
0.9266 High Similarity NPC89227
0.9266 High Similarity NPC265499
0.9266 High Similarity NPC151216
0.9266 High Similarity NPC101825
0.9266 High Similarity NPC17138
0.9266 High Similarity NPC221511
0.9266 High Similarity NPC170212
0.9266 High Similarity NPC215643
0.9266 High Similarity NPC475391
0.9196 High Similarity NPC472758
0.9196 High Similarity NPC472397
0.9196 High Similarity NPC171905
0.9196 High Similarity NPC471125
0.9182 High Similarity NPC477091
0.9174 High Similarity NPC260786
0.9174 High Similarity NPC96739
0.9174 High Similarity NPC474871
0.9174 High Similarity NPC174471
0.9123 High Similarity NPC52839
0.9043 High Similarity NPC257017
0.9043 High Similarity NPC162009
0.9043 High Similarity NPC19464
0.9035 High Similarity NPC329080
0.9035 High Similarity NPC472759
0.9035 High Similarity NPC157252
0.9035 High Similarity NPC471128
0.9035 High Similarity NPC145182
0.9035 High Similarity NPC471126
0.8957 High Similarity NPC472401
0.8947 High Similarity NPC156745
0.8947 High Similarity NPC236918
0.8938 High Similarity NPC156252
0.887 High Similarity NPC475885
0.8839 High Similarity NPC472757
0.8824 High Similarity NPC236999
0.8803 High Similarity NPC472399
0.8772 High Similarity NPC10721
0.8761 High Similarity NPC472400
0.8696 High Similarity NPC146280
0.8696 High Similarity NPC124676
0.8684 High Similarity NPC234858
0.8684 High Similarity NPC471127
0.8684 High Similarity NPC154363
0.8583 High Similarity NPC471940
0.85 High Similarity NPC471939
0.85 High Similarity NPC222307
0.8482 Intermediate Similarity NPC163004
0.8417 Intermediate Similarity NPC473919
0.8417 Intermediate Similarity NPC473709
0.8361 Intermediate Similarity NPC270109
0.8333 Intermediate Similarity NPC473802
0.8205 Intermediate Similarity NPC270958
0.819 Intermediate Similarity NPC474271
0.8103 Intermediate Similarity NPC71348
0.8095 Intermediate Similarity NPC469674
0.807 Intermediate Similarity NPC102843
0.8067 Intermediate Similarity NPC118638
0.8051 Intermediate Similarity NPC148458
0.8047 Intermediate Similarity NPC243902
0.8034 Intermediate Similarity NPC202889
0.8034 Intermediate Similarity NPC469454
0.8034 Intermediate Similarity NPC469463
0.8034 Intermediate Similarity NPC469496
0.8031 Intermediate Similarity NPC473548
0.8031 Intermediate Similarity NPC471136
0.8031 Intermediate Similarity NPC475500
0.8031 Intermediate Similarity NPC100017
0.8031 Intermediate Similarity NPC182266
0.8031 Intermediate Similarity NPC223356
0.8031 Intermediate Similarity NPC475154
0.8031 Intermediate Similarity NPC471137
0.8 Intermediate Similarity NPC472933
0.8 Intermediate Similarity NPC472667
0.8 Intermediate Similarity NPC221414
0.7983 Intermediate Similarity NPC471854
0.7966 Intermediate Similarity NPC67290
0.7966 Intermediate Similarity NPC138303
0.7966 Intermediate Similarity NPC133677
0.7965 Intermediate Similarity NPC118911
0.7951 Intermediate Similarity NPC222688
0.7949 Intermediate Similarity NPC76550
0.7949 Intermediate Similarity NPC170487
0.7949 Intermediate Similarity NPC123855
0.7928 Intermediate Similarity NPC470074
0.7917 Intermediate Similarity NPC21326
0.7907 Intermediate Similarity NPC68282
0.7899 Intermediate Similarity NPC179626
0.7881 Intermediate Similarity NPC46269
0.7881 Intermediate Similarity NPC472926
0.7881 Intermediate Similarity NPC106395
0.7881 Intermediate Similarity NPC25909
0.7874 Intermediate Similarity NPC473485
0.7874 Intermediate Similarity NPC180902
0.7874 Intermediate Similarity NPC475139
0.7874 Intermediate Similarity NPC474508
0.7863 Intermediate Similarity NPC179798
0.7863 Intermediate Similarity NPC304180
0.7863 Intermediate Similarity NPC214797
0.7863 Intermediate Similarity NPC231589
0.7863 Intermediate Similarity NPC118860
0.7857 Intermediate Similarity NPC115862
0.7857 Intermediate Similarity NPC115899
0.7845 Intermediate Similarity NPC258543
0.7845 Intermediate Similarity NPC273433
0.7845 Intermediate Similarity NPC241927
0.7833 Intermediate Similarity NPC472934
0.7833 Intermediate Similarity NPC472927
0.7833 Intermediate Similarity NPC239273
0.7812 Intermediate Similarity NPC469673
0.7798 Intermediate Similarity NPC217624
0.7798 Intermediate Similarity NPC181393
0.7797 Intermediate Similarity NPC475524
0.7797 Intermediate Similarity NPC100267
0.7797 Intermediate Similarity NPC152117
0.7797 Intermediate Similarity NPC234042
0.7797 Intermediate Similarity NPC138757
0.7795 Intermediate Similarity NPC475314
0.7795 Intermediate Similarity NPC477189
0.7795 Intermediate Similarity NPC220757
0.7795 Intermediate Similarity NPC251564
0.7795 Intermediate Similarity NPC475606
0.7795 Intermediate Similarity NPC196921
0.7788 Intermediate Similarity NPC478156
0.7787 Intermediate Similarity NPC143755
0.7787 Intermediate Similarity NPC41123
0.7787 Intermediate Similarity NPC114939
0.7787 Intermediate Similarity NPC145074
0.7778 Intermediate Similarity NPC5103
0.7778 Intermediate Similarity NPC238850
0.7769 Intermediate Similarity NPC257457
0.7769 Intermediate Similarity NPC311554
0.7768 Intermediate Similarity NPC266955
0.776 Intermediate Similarity NPC63186
0.776 Intermediate Similarity NPC15095
0.7759 Intermediate Similarity NPC476479
0.7759 Intermediate Similarity NPC322903
0.7752 Intermediate Similarity NPC476823
0.7739 Intermediate Similarity NPC60315
0.7734 Intermediate Similarity NPC90814
0.7734 Intermediate Similarity NPC189393
0.7734 Intermediate Similarity NPC34963
0.7731 Intermediate Similarity NPC56448
0.7731 Intermediate Similarity NPC962
0.7724 Intermediate Similarity NPC310511
0.7719 Intermediate Similarity NPC475623
0.7719 Intermediate Similarity NPC475334
0.7719 Intermediate Similarity NPC473694
0.7719 Intermediate Similarity NPC72151
0.7719 Intermediate Similarity NPC478057
0.7717 Intermediate Similarity NPC162495
0.7717 Intermediate Similarity NPC470880
0.7717 Intermediate Similarity NPC35109
0.7712 Intermediate Similarity NPC473921
0.7712 Intermediate Similarity NPC475668
0.7712 Intermediate Similarity NPC475480
0.7705 Intermediate Similarity NPC470186
0.7699 Intermediate Similarity NPC146822
0.7699 Intermediate Similarity NPC476223
0.7699 Intermediate Similarity NPC476240
0.7699 Intermediate Similarity NPC224720
0.7699 Intermediate Similarity NPC118174
0.7698 Intermediate Similarity NPC470882
0.7698 Intermediate Similarity NPC473265
0.7698 Intermediate Similarity NPC473253
0.7692 Intermediate Similarity NPC304495
0.7692 Intermediate Similarity NPC137911
0.7692 Intermediate Similarity NPC228477
0.7686 Intermediate Similarity NPC474518
0.7686 Intermediate Similarity NPC23046
0.7674 Intermediate Similarity NPC476111
0.7674 Intermediate Similarity NPC58029
0.7672 Intermediate Similarity NPC473284
0.7669 Intermediate Similarity NPC25887
0.7661 Intermediate Similarity NPC23786
0.7661 Intermediate Similarity NPC470265
0.7656 Intermediate Similarity NPC279478
0.7656 Intermediate Similarity NPC241935
0.7652 Intermediate Similarity NPC201144
0.7652 Intermediate Similarity NPC103298
0.7652 Intermediate Similarity NPC181104
0.7652 Intermediate Similarity NPC288502
0.7652 Intermediate Similarity NPC121518
0.7652 Intermediate Similarity NPC475331

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC153651 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
0.7712 Intermediate Similarity NPD6649 Approved
0.7712 Intermediate Similarity NPD6650 Approved
0.7647 Intermediate Similarity NPD8297 Approved
0.7627 Intermediate Similarity NPD6371 Approved
0.7607 Intermediate Similarity NPD6899 Approved
0.7607 Intermediate Similarity NPD6881 Approved
0.7563 Intermediate Similarity NPD8130 Phase 1
0.7542 Intermediate Similarity NPD6372 Approved
0.7542 Intermediate Similarity NPD6373 Approved
0.7521 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD6882 Approved
0.7479 Intermediate Similarity NPD6883 Approved
0.7479 Intermediate Similarity NPD7290 Approved
0.7479 Intermediate Similarity NPD7102 Approved
0.7436 Intermediate Similarity NPD6402 Approved
0.7436 Intermediate Similarity NPD5739 Approved
0.7436 Intermediate Similarity NPD6675 Approved
0.7436 Intermediate Similarity NPD7128 Approved
0.7417 Intermediate Similarity NPD6869 Approved
0.7417 Intermediate Similarity NPD6617 Approved
0.7417 Intermediate Similarity NPD6847 Approved
0.7395 Intermediate Similarity NPD6012 Approved
0.7395 Intermediate Similarity NPD6014 Approved
0.7395 Intermediate Similarity NPD6013 Approved
0.736 Intermediate Similarity NPD6319 Approved
0.7328 Intermediate Similarity NPD5211 Phase 2
0.7323 Intermediate Similarity NPD7604 Phase 2
0.7311 Intermediate Similarity NPD7320 Approved
0.7311 Intermediate Similarity NPD6011 Approved
0.7295 Intermediate Similarity NPD4632 Approved
0.7258 Intermediate Similarity NPD7115 Discovery
0.7227 Intermediate Similarity NPD5701 Approved
0.7222 Intermediate Similarity NPD1696 Phase 3
0.7203 Intermediate Similarity NPD5141 Approved
0.7155 Intermediate Similarity NPD5285 Approved
0.7155 Intermediate Similarity NPD7639 Approved
0.7155 Intermediate Similarity NPD7640 Approved
0.7155 Intermediate Similarity NPD5286 Approved
0.7155 Intermediate Similarity NPD4696 Approved
0.7143 Intermediate Similarity NPD6008 Approved
0.7132 Intermediate Similarity NPD7492 Approved
0.713 Intermediate Similarity NPD6084 Phase 2
0.713 Intermediate Similarity NPD6083 Phase 2
0.712 Intermediate Similarity NPD6009 Approved
0.7099 Intermediate Similarity NPD7736 Approved
0.7087 Intermediate Similarity NPD6054 Approved
0.7083 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD6616 Approved
0.7069 Intermediate Similarity NPD7638 Approved
0.7034 Intermediate Similarity NPD5224 Approved
0.7034 Intermediate Similarity NPD5225 Approved
0.7034 Intermediate Similarity NPD5226 Approved
0.7034 Intermediate Similarity NPD4633 Approved
0.7031 Intermediate Similarity NPD5983 Phase 2
0.7023 Intermediate Similarity NPD7078 Approved
0.7009 Intermediate Similarity NPD6648 Approved
0.7008 Intermediate Similarity NPD7101 Approved
0.7008 Intermediate Similarity NPD7100 Approved
0.6992 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4755 Approved
0.6977 Remote Similarity NPD6370 Approved
0.6975 Remote Similarity NPD5174 Approved
0.6975 Remote Similarity NPD5175 Approved
0.6957 Remote Similarity NPD5695 Phase 3
0.6949 Remote Similarity NPD5344 Discontinued
0.6949 Remote Similarity NPD5223 Approved
0.6947 Remote Similarity NPD6336 Discontinued
0.693 Remote Similarity NPD5779 Approved
0.693 Remote Similarity NPD5778 Approved
0.6929 Remote Similarity NPD6335 Approved
0.6923 Remote Similarity NPD5696 Approved
0.6911 Remote Similarity NPD4634 Approved
0.6911 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6905 Remote Similarity NPD6274 Approved
0.6899 Remote Similarity NPD6016 Approved
0.6899 Remote Similarity NPD6015 Approved
0.6894 Remote Similarity NPD8293 Discontinued
0.6885 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6885 Remote Similarity NPD4729 Approved
0.6885 Remote Similarity NPD4730 Approved
0.687 Remote Similarity NPD5282 Discontinued
0.6864 Remote Similarity NPD4700 Approved
0.685 Remote Similarity NPD6317 Approved
0.6846 Remote Similarity NPD5988 Approved
0.6842 Remote Similarity NPD5284 Approved
0.6842 Remote Similarity NPD7983 Approved
0.6842 Remote Similarity NPD5281 Approved
0.6838 Remote Similarity NPD7902 Approved
0.6829 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6059 Approved
0.6818 Remote Similarity NPD7507 Approved
0.681 Remote Similarity NPD5210 Approved
0.681 Remote Similarity NPD1698 Clinical (unspecified phase)
0.681 Remote Similarity NPD4629 Approved
0.681 Remote Similarity NPD6356 Clinical (unspecified phase)
0.68 Remote Similarity NPD6053 Discontinued
0.6797 Remote Similarity NPD6313 Approved
0.6797 Remote Similarity NPD6314 Approved
0.6794 Remote Similarity NPD8328 Phase 3
0.6783 Remote Similarity NPD6399 Phase 3
0.678 Remote Similarity NPD4225 Approved
0.6774 Remote Similarity NPD5250 Approved
0.6774 Remote Similarity NPD5251 Approved
0.6774 Remote Similarity NPD5247 Approved
0.6774 Remote Similarity NPD5248 Approved
0.6774 Remote Similarity NPD5249 Phase 3
0.6769 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7838 Discovery
0.6752 Remote Similarity NPD5222 Approved
0.6752 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5221 Approved
0.6748 Remote Similarity NPD6686 Approved
0.6724 Remote Similarity NPD7748 Approved
0.6721 Remote Similarity NPD4767 Approved
0.6721 Remote Similarity NPD4768 Approved
0.6696 Remote Similarity NPD6050 Approved
0.6696 Remote Similarity NPD5694 Approved
0.6696 Remote Similarity NPD7637 Suspended
0.6696 Remote Similarity NPD6079 Approved
0.6695 Remote Similarity NPD5173 Approved
0.6691 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7319 Approved
0.6641 Remote Similarity NPD8515 Approved
0.6641 Remote Similarity NPD6908 Approved
0.6641 Remote Similarity NPD6909 Approved
0.6641 Remote Similarity NPD8516 Approved
0.6641 Remote Similarity NPD7503 Approved
0.6641 Remote Similarity NPD8517 Approved
0.6641 Remote Similarity NPD8513 Phase 3
0.6641 Remote Similarity NPD6868 Approved
0.6639 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6613 Remote Similarity NPD5128 Approved
0.6612 Remote Similarity NPD7632 Discontinued
0.661 Remote Similarity NPD4697 Phase 3
0.6609 Remote Similarity NPD6698 Approved
0.6609 Remote Similarity NPD5785 Approved
0.6609 Remote Similarity NPD5692 Phase 3
0.6609 Remote Similarity NPD46 Approved
0.6587 Remote Similarity NPD5217 Approved
0.6587 Remote Similarity NPD5216 Approved
0.6587 Remote Similarity NPD5215 Approved
0.6581 Remote Similarity NPD7900 Approved
0.6581 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6672 Approved
0.6579 Remote Similarity NPD5737 Approved
0.6557 Remote Similarity NPD4754 Approved
0.6552 Remote Similarity NPD7515 Phase 2
0.6552 Remote Similarity NPD6411 Approved
0.6538 Remote Similarity NPD7328 Approved
0.6538 Remote Similarity NPD7327 Approved
0.6522 Remote Similarity NPD6673 Approved
0.6522 Remote Similarity NPD5328 Approved
0.6522 Remote Similarity NPD6904 Approved
0.6522 Remote Similarity NPD6080 Approved
0.6522 Remote Similarity NPD1695 Approved
0.6515 Remote Similarity NPD8033 Approved
0.6508 Remote Similarity NPD5169 Approved
0.6508 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6508 Remote Similarity NPD5135 Approved
0.6496 Remote Similarity NPD4202 Approved
0.6491 Remote Similarity NPD3573 Approved
0.6489 Remote Similarity NPD7516 Approved
0.6471 Remote Similarity NPD7839 Suspended
0.6466 Remote Similarity NPD5207 Approved
0.6462 Remote Similarity NPD8295 Clinical (unspecified phase)
0.646 Remote Similarity NPD1694 Approved
0.646 Remote Similarity NPD5363 Approved
0.6457 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5127 Approved
0.6441 Remote Similarity NPD6001 Approved
0.6439 Remote Similarity NPD8294 Approved
0.6439 Remote Similarity NPD8377 Approved
0.6429 Remote Similarity NPD5362 Discontinued
0.6429 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7154 Phase 3
0.6417 Remote Similarity NPD5959 Approved
0.641 Remote Similarity NPD8035 Phase 2
0.641 Remote Similarity NPD5693 Phase 1
0.641 Remote Similarity NPD8034 Phase 2
0.6404 Remote Similarity NPD5280 Approved
0.6404 Remote Similarity NPD5279 Phase 3
0.6404 Remote Similarity NPD4694 Approved
0.6404 Remote Similarity NPD3618 Phase 1
0.6404 Remote Similarity NPD5690 Phase 2
0.64 Remote Similarity NPD6412 Phase 2
0.6397 Remote Similarity NPD8074 Phase 3
0.6391 Remote Similarity NPD6921 Approved
0.6391 Remote Similarity NPD8335 Approved
0.6391 Remote Similarity NPD8296 Approved
0.6391 Remote Similarity NPD8378 Approved
0.6391 Remote Similarity NPD8380 Approved
0.6391 Remote Similarity NPD8379 Approved
0.6379 Remote Similarity NPD6101 Approved
0.6379 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6372 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6357 Remote Similarity NPD8133 Approved
0.635 Remote Similarity NPD6033 Approved

Structure

External Identifiers

PubChem CID   57408646
ChEMBL   CHEMBL2042143
ZINC  

Physicochemical Properties

Molecular Weight:  612.37
ALogP:  -1.3231
MLogP:  4.54
XLogP:  5.638
# Rotatable Bonds:  24
Polar Surface Area:  130.36
# H-Bond Aceptor:  8
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  44

Download Data

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