Natural Product: NPC469617

Natural Product ID:  NPC469617
Common Name:   Laevigatlacton B
IUPAC Name:   (1Z,5E,9S,10E,12R)-9-hydroxy-5,9-dimethyl-12-propan-2-yl-13-oxabicyclo[10.2.2]hexadeca-1,5,10-trien-14-one
Synonyms:   laevigatlacton B
Molecular Formula:   C20H30O3
Standard InCHIKey:  GZRPXVDWKSUPJN-MOLDTNGJSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-15(2)20-12-10-17(18(21)23-20)9-5-7-16(3)8-6-11-19(4,22)13-14-20/h8-9,13-15,22H,5-7,10-12H2,1-4H3/b14-13+,16-8+,17-9-/t19-,20-/m0/s1
Canonical SMILES:  C/C/1=CCC[C@](C)(O)/C=C/[C@@]2(CC/C(=C/CC1)/C(=O)O2)C(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
NPO23527 Croton laevigatus Species Euphorbiaceae Eukaryota PMID[20307086]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 38400 nM 22750009

  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 NPC469617 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
0.8734 High Similarity NPC325031
0.8642 High Similarity NPC196487
0.8642 High Similarity NPC14575
0.8571 High Similarity NPC212598
0.8434 Intermediate Similarity NPC234038
0.8415 Intermediate Similarity NPC243618
0.8415 Intermediate Similarity NPC70424
0.8375 Intermediate Similarity NPC233377
0.8353 Intermediate Similarity NPC106040
0.8353 Intermediate Similarity NPC115179
0.8276 Intermediate Similarity NPC476049
0.8228 Intermediate Similarity NPC107668
0.8214 Intermediate Similarity NPC116575
0.8202 Intermediate Similarity NPC9812
0.8193 Intermediate Similarity NPC9868
0.8193 Intermediate Similarity NPC72464
0.8158 Intermediate Similarity NPC67183
0.8148 Intermediate Similarity NPC47747
0.8125 Intermediate Similarity NPC267231
0.8125 Intermediate Similarity NPC63445
0.8125 Intermediate Similarity NPC222210
0.8118 Intermediate Similarity NPC231599
0.8095 Intermediate Similarity NPC474369
0.8095 Intermediate Similarity NPC261380
0.809 Intermediate Similarity NPC272050
0.8072 Intermediate Similarity NPC53867
0.8072 Intermediate Similarity NPC250315
0.8046 Intermediate Similarity NPC77337
0.8026 Intermediate Similarity NPC265574
0.8022 Intermediate Similarity NPC244411
0.8022 Intermediate Similarity NPC64742
0.8 Intermediate Similarity NPC122502
0.7975 Intermediate Similarity NPC329852
0.7955 Intermediate Similarity NPC261607
0.7955 Intermediate Similarity NPC45579
0.7955 Intermediate Similarity NPC111114
0.7955 Intermediate Similarity NPC300312
0.7952 Intermediate Similarity NPC474291
0.7952 Intermediate Similarity NPC85772
0.7907 Intermediate Similarity NPC160138
0.7901 Intermediate Similarity NPC93763
0.7901 Intermediate Similarity NPC108816
0.7882 Intermediate Similarity NPC137033
0.7875 Intermediate Similarity NPC12740
0.7875 Intermediate Similarity NPC110461
0.7875 Intermediate Similarity NPC61863
0.7867 Intermediate Similarity NPC166791
0.7867 Intermediate Similarity NPC308294
0.7867 Intermediate Similarity NPC322035
0.7867 Intermediate Similarity NPC142423
0.7867 Intermediate Similarity NPC100719
0.7849 Intermediate Similarity NPC116139
0.7849 Intermediate Similarity NPC62670
0.7849 Intermediate Similarity NPC206079
0.7841 Intermediate Similarity NPC473448
0.7816 Intermediate Similarity NPC474471
0.7816 Intermediate Similarity NPC227379
0.7816 Intermediate Similarity NPC153805
0.7792 Intermediate Similarity NPC469914
0.7791 Intermediate Similarity NPC198314
0.7778 Intermediate Similarity NPC7563
0.7778 Intermediate Similarity NPC116177
0.7778 Intermediate Similarity NPC316324
0.7778 Intermediate Similarity NPC320630
0.7766 Intermediate Similarity NPC66110
0.7753 Intermediate Similarity NPC303697
0.775 Intermediate Similarity NPC244166
0.7742 Intermediate Similarity NPC475053
0.7727 Intermediate Similarity NPC295312
0.7722 Intermediate Similarity NPC135703
0.7717 Intermediate Similarity NPC40812
0.7711 Intermediate Similarity NPC103634
0.7701 Intermediate Similarity NPC312561
0.7683 Intermediate Similarity NPC474341
0.7683 Intermediate Similarity NPC198240
0.7683 Intermediate Similarity NPC169095
0.7683 Intermediate Similarity NPC127526
0.7674 Intermediate Similarity NPC86316
0.7674 Intermediate Similarity NPC106416
0.7674 Intermediate Similarity NPC65661
0.7674 Intermediate Similarity NPC474547
0.7662 Intermediate Similarity NPC476614
0.7647 Intermediate Similarity NPC11620
0.7647 Intermediate Similarity NPC44261
0.764 Intermediate Similarity NPC476004
0.764 Intermediate Similarity NPC474761
0.764 Intermediate Similarity NPC475855
0.764 Intermediate Similarity NPC179394
0.764 Intermediate Similarity NPC144133
0.764 Intermediate Similarity NPC476369
0.764 Intermediate Similarity NPC476437
0.7634 Intermediate Similarity NPC261377
0.7634 Intermediate Similarity NPC255592
0.7634 Intermediate Similarity NPC83895
0.7634 Intermediate Similarity NPC187761
0.7634 Intermediate Similarity NPC308567
0.7619 Intermediate Similarity NPC40228
0.7619 Intermediate Similarity NPC42470
0.7609 Intermediate Similarity NPC29952
0.7604 Intermediate Similarity NPC309190
0.7595 Intermediate Similarity NPC288667
0.759 Intermediate Similarity NPC89128
0.7586 Intermediate Similarity NPC305475
0.7586 Intermediate Similarity NPC164393
0.7586 Intermediate Similarity NPC475461
0.7582 Intermediate Similarity NPC476415
0.7582 Intermediate Similarity NPC469632
0.7582 Intermediate Similarity NPC475572
0.7561 Intermediate Similarity NPC97377
0.7561 Intermediate Similarity NPC57744
0.7561 Intermediate Similarity NPC61952
0.7561 Intermediate Similarity NPC180290
0.7558 Intermediate Similarity NPC476804
0.7558 Intermediate Similarity NPC82297
0.7558 Intermediate Similarity NPC472958
0.7558 Intermediate Similarity NPC472957
0.7556 Intermediate Similarity NPC219874
0.7556 Intermediate Similarity NPC472814
0.7556 Intermediate Similarity NPC177037
0.7556 Intermediate Similarity NPC470379
0.7556 Intermediate Similarity NPC470373
0.7553 Intermediate Similarity NPC280963
0.7531 Intermediate Similarity NPC472327
0.7529 Intermediate Similarity NPC475936
0.7528 Intermediate Similarity NPC83423
0.7528 Intermediate Similarity NPC5509
0.7527 Intermediate Similarity NPC474343
0.75 Intermediate Similarity NPC476409
0.75 Intermediate Similarity NPC475678
0.75 Intermediate Similarity NPC248602
0.75 Intermediate Similarity NPC35656
0.75 Intermediate Similarity NPC470688
0.75 Intermediate Similarity NPC271104
0.75 Intermediate Similarity NPC304886
0.7473 Intermediate Similarity NPC115021
0.7473 Intermediate Similarity NPC472871
0.7473 Intermediate Similarity NPC476416
0.7473 Intermediate Similarity NPC475912
0.7471 Intermediate Similarity NPC476628
0.7471 Intermediate Similarity NPC255307
0.7471 Intermediate Similarity NPC28887
0.7471 Intermediate Similarity NPC125290
0.7471 Intermediate Similarity NPC215364
0.7471 Intermediate Similarity NPC21469
0.747 Intermediate Similarity NPC179028
0.747 Intermediate Similarity NPC471465
0.747 Intermediate Similarity NPC192006
0.747 Intermediate Similarity NPC128276
0.747 Intermediate Similarity NPC196653
0.747 Intermediate Similarity NPC471220
0.7468 Intermediate Similarity NPC315597
0.7468 Intermediate Similarity NPC316029
0.7447 Intermediate Similarity NPC316598
0.7447 Intermediate Similarity NPC141191
0.7444 Intermediate Similarity NPC51004
0.7444 Intermediate Similarity NPC145666
0.7444 Intermediate Similarity NPC232426
0.7444 Intermediate Similarity NPC51486
0.7444 Intermediate Similarity NPC472866
0.7444 Intermediate Similarity NPC281942
0.7442 Intermediate Similarity NPC473390
0.7442 Intermediate Similarity NPC40746
0.7442 Intermediate Similarity NPC170377
0.7442 Intermediate Similarity NPC169575
0.7442 Intermediate Similarity NPC131669
0.7442 Intermediate Similarity NPC39588
0.7442 Intermediate Similarity NPC49019
0.7439 Intermediate Similarity NPC271070
0.7439 Intermediate Similarity NPC40353
0.7439 Intermediate Similarity NPC473223
0.7436 Intermediate Similarity NPC313444
0.7423 Intermediate Similarity NPC118911
0.7419 Intermediate Similarity NPC185553
0.7416 Intermediate Similarity NPC476805
0.7416 Intermediate Similarity NPC202672
0.7416 Intermediate Similarity NPC472870
0.7416 Intermediate Similarity NPC281516
0.7412 Intermediate Similarity NPC78677
0.7412 Intermediate Similarity NPC112868
0.7412 Intermediate Similarity NPC229584
0.7412 Intermediate Similarity NPC59994
0.7412 Intermediate Similarity NPC14203
0.7407 Intermediate Similarity NPC474758
0.7407 Intermediate Similarity NPC476355
0.7391 Intermediate Similarity NPC474035
0.7391 Intermediate Similarity NPC71589
0.7391 Intermediate Similarity NPC81386
0.7391 Intermediate Similarity NPC475927
0.7391 Intermediate Similarity NPC167219
0.7391 Intermediate Similarity NPC65829
0.7391 Intermediate Similarity NPC475832
0.7386 Intermediate Similarity NPC472869
0.7386 Intermediate Similarity NPC315395
0.7386 Intermediate Similarity NPC284902
0.7386 Intermediate Similarity NPC261721
0.7386 Intermediate Similarity NPC316426
0.7381 Intermediate Similarity NPC470239
0.7381 Intermediate Similarity NPC472013
0.7381 Intermediate Similarity NPC470244
0.7381 Intermediate Similarity NPC469690

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469617 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
0.7403 Intermediate Similarity NPD7331 Phase 2
0.7326 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3573 Approved
0.7273 Intermediate Similarity NPD7341 Phase 2
0.7128 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5778 Approved
0.7097 Intermediate Similarity NPD5779 Approved
0.7079 Intermediate Similarity NPD1694 Approved
0.7065 Intermediate Similarity NPD46 Approved
0.7065 Intermediate Similarity NPD6698 Approved
0.7065 Intermediate Similarity NPD5785 Approved
0.6957 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6101 Approved
0.6905 Remote Similarity NPD8039 Approved
0.6889 Remote Similarity NPD5363 Approved
0.6854 Remote Similarity NPD7154 Phase 3
0.6854 Remote Similarity NPD5362 Discontinued
0.6835 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5786 Approved
0.6813 Remote Similarity NPD4519 Discontinued
0.6813 Remote Similarity NPD4623 Approved
0.6809 Remote Similarity NPD6411 Approved
0.6744 Remote Similarity NPD4756 Discovery
0.6742 Remote Similarity NPD6435 Approved
0.6735 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6703 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6701 Remote Similarity NPD7839 Suspended
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7983 Approved
0.6632 Remote Similarity NPD5693 Phase 1
0.6566 Remote Similarity NPD4225 Approved
0.6556 Remote Similarity NPD4269 Approved
0.6556 Remote Similarity NPD4270 Approved
0.6556 Remote Similarity NPD5209 Approved
0.6538 Remote Similarity NPD6686 Approved
0.6526 Remote Similarity NPD7838 Discovery
0.6517 Remote Similarity NPD4695 Discontinued
0.6517 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6517 Remote Similarity NPD4819 Approved
0.6517 Remote Similarity NPD4821 Approved
0.6517 Remote Similarity NPD4822 Approved
0.6517 Remote Similarity NPD4820 Approved
0.6517 Remote Similarity NPD5368 Approved
0.65 Remote Similarity NPD7640 Approved
0.65 Remote Similarity NPD7639 Approved
0.6486 Remote Similarity NPD3172 Approved
0.6458 Remote Similarity NPD5281 Approved
0.6458 Remote Similarity NPD5284 Approved
0.6452 Remote Similarity NPD5690 Phase 2
0.6449 Remote Similarity NPD6053 Discontinued
0.6444 Remote Similarity NPD5369 Approved
0.6442 Remote Similarity NPD5697 Approved
0.6442 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5344 Discontinued
0.6429 Remote Similarity NPD5695 Phase 3
0.6421 Remote Similarity NPD1695 Approved
0.6415 Remote Similarity NPD6371 Approved
0.6408 Remote Similarity NPD5909 Discontinued
0.64 Remote Similarity NPD7638 Approved
0.64 Remote Similarity NPD3196 Approved
0.64 Remote Similarity NPD3195 Phase 2
0.64 Remote Similarity NPD3194 Approved
0.64 Remote Similarity NPD4266 Approved
0.6381 Remote Similarity NPD6899 Approved
0.6381 Remote Similarity NPD6011 Approved
0.6381 Remote Similarity NPD6881 Approved
0.6374 Remote Similarity NPD4223 Phase 3
0.6374 Remote Similarity NPD4221 Approved
0.6374 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7115 Discovery
0.6354 Remote Similarity NPD5207 Approved
0.6344 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6337 Remote Similarity NPD6648 Approved
0.6333 Remote Similarity NPD4252 Approved
0.6327 Remote Similarity NPD7748 Approved
0.6327 Remote Similarity NPD5282 Discontinued
0.6321 Remote Similarity NPD6012 Approved
0.6321 Remote Similarity NPD6013 Approved
0.6321 Remote Similarity NPD6014 Approved
0.6316 Remote Similarity NPD5208 Approved
0.6304 Remote Similarity NPD5331 Approved
0.6304 Remote Similarity NPD5332 Approved
0.63 Remote Similarity NPD6083 Phase 2
0.63 Remote Similarity NPD6084 Phase 2
0.6292 Remote Similarity NPD4271 Approved
0.6292 Remote Similarity NPD4268 Approved
0.6289 Remote Similarity NPD6079 Approved
0.6289 Remote Similarity NPD5694 Approved
0.6277 Remote Similarity NPD7521 Approved
0.6277 Remote Similarity NPD7146 Approved
0.6277 Remote Similarity NPD6409 Approved
0.6277 Remote Similarity NPD5330 Approved
0.6277 Remote Similarity NPD6684 Approved
0.6277 Remote Similarity NPD7334 Approved
0.6277 Remote Similarity NPD6422 Discontinued
0.6264 Remote Similarity NPD4790 Discontinued
0.6262 Remote Similarity NPD7102 Approved
0.6262 Remote Similarity NPD6883 Approved
0.6262 Remote Similarity NPD7290 Approved
0.625 Remote Similarity NPD6673 Approved
0.625 Remote Similarity NPD6904 Approved
0.625 Remote Similarity NPD4194 Approved
0.625 Remote Similarity NPD4191 Approved
0.625 Remote Similarity NPD6080 Approved
0.625 Remote Similarity NPD4193 Approved
0.625 Remote Similarity NPD4192 Approved
0.6238 Remote Similarity NPD5696 Approved
0.6237 Remote Similarity NPD4197 Approved
0.6214 Remote Similarity NPD5211 Phase 2
0.6204 Remote Similarity NPD6649 Approved
0.6204 Remote Similarity NPD6869 Approved
0.6204 Remote Similarity NPD6847 Approved
0.6204 Remote Similarity NPD6650 Approved
0.6204 Remote Similarity NPD6617 Approved
0.6204 Remote Similarity NPD8130 Phase 1
0.6204 Remote Similarity NPD8413 Clinical (unspecified phase)
0.619 Remote Similarity NPD7128 Approved
0.619 Remote Similarity NPD6402 Approved
0.619 Remote Similarity NPD6675 Approved
0.619 Remote Similarity NPD5739 Approved
0.6186 Remote Similarity NPD5692 Phase 3
0.6176 Remote Similarity NPD6404 Discontinued
0.6173 Remote Similarity NPD2664 Clinical (unspecified phase)
0.617 Remote Similarity NPD5329 Approved
0.6164 Remote Similarity NPD3173 Approved
0.6147 Remote Similarity NPD8297 Approved
0.6147 Remote Similarity NPD6882 Approved
0.6146 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4518 Approved
0.6146 Remote Similarity NPD6903 Approved
0.6146 Remote Similarity NPD6672 Approved
0.6146 Remote Similarity NPD5737 Approved
0.6139 Remote Similarity NPD7902 Approved
0.6132 Remote Similarity NPD5701 Approved
0.6125 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7515 Phase 2
0.6122 Remote Similarity NPD6050 Approved
0.6105 Remote Similarity NPD5280 Approved
0.6105 Remote Similarity NPD5205 Approved
0.6105 Remote Similarity NPD4690 Approved
0.6105 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6098 Approved
0.6105 Remote Similarity NPD4689 Approved
0.6105 Remote Similarity NPD4688 Approved
0.6105 Remote Similarity NPD4694 Approved
0.6105 Remote Similarity NPD4249 Approved
0.6105 Remote Similarity NPD4138 Approved
0.6105 Remote Similarity NPD4693 Phase 3
0.6095 Remote Similarity NPD5141 Approved
0.6082 Remote Similarity NPD5328 Approved
0.6082 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6075 Remote Similarity NPD7320 Approved
0.6071 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6064 Remote Similarity NPD3133 Approved
0.6064 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6064 Remote Similarity NPD3666 Approved
0.6064 Remote Similarity NPD3665 Phase 1
0.6061 Remote Similarity NPD6399 Phase 3
0.6049 Remote Similarity NPD368 Approved
0.6044 Remote Similarity NPD4195 Approved
0.6042 Remote Similarity NPD4251 Approved
0.6042 Remote Similarity NPD4250 Approved
0.604 Remote Similarity NPD7614 Phase 1
0.604 Remote Similarity NPD5220 Clinical (unspecified phase)
0.604 Remote Similarity NPD5222 Approved
0.604 Remote Similarity NPD5221 Approved
0.6019 Remote Similarity NPD6373 Approved
0.6019 Remote Similarity NPD5286 Approved
0.6019 Remote Similarity NPD4696 Approved
0.6019 Remote Similarity NPD5285 Approved
0.6019 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6 Remote Similarity NPD28 Approved
0.6 Remote Similarity NPD29 Approved
0.6 Remote Similarity NPD8516 Approved
0.6 Remote Similarity NPD1696 Phase 3
0.6 Remote Similarity NPD6647 Phase 2
0.6 Remote Similarity NPD8515 Approved
0.6 Remote Similarity NPD8517 Approved
0.6 Remote Similarity NPD6001 Approved
0.6 Remote Similarity NPD8513 Phase 3
0.598 Remote Similarity NPD5173 Approved
0.5962 Remote Similarity NPD5223 Approved
0.596 Remote Similarity NPD7637 Suspended
0.5957 Remote Similarity NPD6110 Phase 1
0.5952 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5946 Remote Similarity NPD4632 Approved
0.5941 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5210 Approved
0.5941 Remote Similarity NPD4629 Approved
0.5938 Remote Similarity NPD3618 Phase 1
0.5938 Remote Similarity NPD5279 Phase 3
0.5934 Remote Similarity NPD3617 Approved
0.5932 Remote Similarity NPD7507 Approved
0.5929 Remote Similarity NPD6317 Approved
0.5918 Remote Similarity NPD4753 Phase 2
0.5914 Remote Similarity NPD857 Phase 3
0.5909 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4633 Approved
0.5905 Remote Similarity NPD5224 Approved

Structure

External Identifiers

PubChem CID   46886724
ChEMBL   CHEMBL1094305
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  2.6926
MLogP:  3.33
XLogP:  3.777
# Rotatable Bonds:  6
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  23

Download Data

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