Natural Product: NPC144486

Natural Product ID:  NPC144486
Common Name:   Lasiokaurinol
IUPAC Name:  
Synonyms:   Lasiokaurinol
Molecular Formula:   C22H32O7
Standard InCHIKey:  BSANMXUGYAXKKD-WFAOESQHSA-N
Standard InCHI:  InChI=1S/C22H32O7/c1-10-12-5-6-13-20-9-28-22(27,21(13,16(10)24)17(12)25)18(26)15(20)19(3,4)8-7-14(20)29-11(2)23/h12-18,24-27H,1,5-9H2,2-4H3/t12-,13-,14-,15+,16+,17+,18-,20+,21-,22-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CCC([C@@H]2[C@]31CO[C@@]([C@H]2O)([C@]12[C@H]3CC[C@H]([C@H]1O)C(=C)[C@H]2O)O)(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
NPO18028 Isodon scoparius Species Lamiaceae Eukaryota PMID[19072209]
NPO28626 Isodon rubescens Species Lamiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2678 Cell Line NB-4 Homo sapiens IC50 > 10000 nM 19072209
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 19072209
NPT519 Cell Line SH-SY5Y Homo sapiens IC50 > 10000 nM 19072209
NPT306 Cell Line PC-3 Homo sapiens IC50 > 10000 nM 19072209
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 19072209

  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 NPC144486 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
0.9785 High Similarity NPC469725
0.9684 High Similarity NPC31085
0.9583 High Similarity NPC471467
0.9479 High Similarity NPC177701
0.9462 High Similarity NPC473348
0.9293 High Similarity NPC470166
0.9293 High Similarity NPC470170
0.9293 High Similarity NPC470169
0.9255 High Similarity NPC30477
0.9247 High Similarity NPC296620
0.9175 High Similarity NPC470168
0.9091 High Similarity NPC152966
0.9072 High Similarity NPC471247
0.8958 High Similarity NPC169270
0.8958 High Similarity NPC292718
0.8958 High Similarity NPC111834
0.8958 High Similarity NPC306797
0.8932 High Similarity NPC56025
0.8878 High Similarity NPC471242
0.8878 High Similarity NPC91497
0.8854 High Similarity NPC241047
0.8842 High Similarity NPC26046
0.8673 High Similarity NPC76486
0.8673 High Similarity NPC274793
0.8632 High Similarity NPC123252
0.8632 High Similarity NPC194485
0.8632 High Similarity NPC53890
0.8632 High Similarity NPC219937
0.8627 High Similarity NPC165405
0.8617 High Similarity NPC160304
0.8558 High Similarity NPC473570
0.8557 High Similarity NPC3359
0.85 High Similarity NPC317019
0.8485 Intermediate Similarity NPC475032
0.8485 Intermediate Similarity NPC475033
0.8416 Intermediate Similarity NPC155974
0.8416 Intermediate Similarity NPC49532
0.8396 Intermediate Similarity NPC114188
0.8381 Intermediate Similarity NPC102741
0.8351 Intermediate Similarity NPC130840
0.8351 Intermediate Similarity NPC219516
0.835 Intermediate Similarity NPC475521
0.8349 Intermediate Similarity NPC470171
0.8318 Intermediate Similarity NPC474927
0.8317 Intermediate Similarity NPC208358
0.83 Intermediate Similarity NPC278939
0.83 Intermediate Similarity NPC473555
0.83 Intermediate Similarity NPC471770
0.8286 Intermediate Similarity NPC295980
0.8286 Intermediate Similarity NPC473517
0.8283 Intermediate Similarity NPC476894
0.8241 Intermediate Similarity NPC144068
0.8235 Intermediate Similarity NPC475617
0.8235 Intermediate Similarity NPC31346
0.8235 Intermediate Similarity NPC470054
0.8224 Intermediate Similarity NPC213320
0.8218 Intermediate Similarity NPC476895
0.8218 Intermediate Similarity NPC157739
0.8208 Intermediate Similarity NPC125361
0.8208 Intermediate Similarity NPC51925
0.8208 Intermediate Similarity NPC154085
0.8208 Intermediate Similarity NPC296761
0.8208 Intermediate Similarity NPC131903
0.8208 Intermediate Similarity NPC43976
0.8191 Intermediate Similarity NPC299963
0.819 Intermediate Similarity NPC234160
0.8173 Intermediate Similarity NPC474464
0.8173 Intermediate Similarity NPC470768
0.8163 Intermediate Similarity NPC469738
0.8155 Intermediate Similarity NPC154452
0.8155 Intermediate Similarity NPC52585
0.8155 Intermediate Similarity NPC228049
0.8155 Intermediate Similarity NPC68630
0.8155 Intermediate Similarity NPC470053
0.8148 Intermediate Similarity NPC473352
0.8148 Intermediate Similarity NPC473397
0.8131 Intermediate Similarity NPC137104
0.8131 Intermediate Similarity NPC471093
0.8131 Intermediate Similarity NPC320383
0.8131 Intermediate Similarity NPC474786
0.8125 Intermediate Similarity NPC473566
0.8125 Intermediate Similarity NPC475358
0.8119 Intermediate Similarity NPC476893
0.8113 Intermediate Similarity NPC472988
0.8113 Intermediate Similarity NPC476513
0.8113 Intermediate Similarity NPC469984
0.8113 Intermediate Similarity NPC471094
0.8113 Intermediate Similarity NPC473410
0.8113 Intermediate Similarity NPC38217
0.8113 Intermediate Similarity NPC89860
0.8113 Intermediate Similarity NPC189663
0.8108 Intermediate Similarity NPC475403
0.8108 Intermediate Similarity NPC160888
0.8095 Intermediate Similarity NPC473199
0.8095 Intermediate Similarity NPC56656
0.8095 Intermediate Similarity NPC242748
0.8095 Intermediate Similarity NPC474015
0.8095 Intermediate Similarity NPC470763
0.8095 Intermediate Similarity NPC470767
0.8091 Intermediate Similarity NPC146652
0.8091 Intermediate Similarity NPC88945
0.8077 Intermediate Similarity NPC474124
0.8077 Intermediate Similarity NPC473198
0.8077 Intermediate Similarity NPC475701
0.8073 Intermediate Similarity NPC132668
0.8073 Intermediate Similarity NPC471252
0.8058 Intermediate Similarity NPC471112
0.8058 Intermediate Similarity NPC121072
0.8058 Intermediate Similarity NPC21064
0.8058 Intermediate Similarity NPC476896
0.8056 Intermediate Similarity NPC470748
0.8056 Intermediate Similarity NPC29505
0.8056 Intermediate Similarity NPC65167
0.8053 Intermediate Similarity NPC40749
0.8053 Intermediate Similarity NPC231518
0.8053 Intermediate Similarity NPC475219
0.8039 Intermediate Similarity NPC477928
0.8039 Intermediate Similarity NPC470068
0.8037 Intermediate Similarity NPC128133
0.8037 Intermediate Similarity NPC240125
0.8037 Intermediate Similarity NPC51947
0.8037 Intermediate Similarity NPC118721
0.8037 Intermediate Similarity NPC473844
0.8037 Intermediate Similarity NPC472534
0.8037 Intermediate Similarity NPC91583
0.8037 Intermediate Similarity NPC274827
0.8037 Intermediate Similarity NPC474573
0.8037 Intermediate Similarity NPC143706
0.8037 Intermediate Similarity NPC252679
0.8036 Intermediate Similarity NPC291820
0.8036 Intermediate Similarity NPC44899
0.8036 Intermediate Similarity NPC304260
0.8036 Intermediate Similarity NPC81222
0.8036 Intermediate Similarity NPC476085
0.8036 Intermediate Similarity NPC329905
0.8036 Intermediate Similarity NPC473633
0.8036 Intermediate Similarity NPC29639
0.8036 Intermediate Similarity NPC5883
0.8021 Intermediate Similarity NPC471240
0.802 Intermediate Similarity NPC253115
0.802 Intermediate Similarity NPC472989
0.802 Intermediate Similarity NPC304899
0.8019 Intermediate Similarity NPC67745
0.8019 Intermediate Similarity NPC54619
0.8019 Intermediate Similarity NPC471461
0.8019 Intermediate Similarity NPC473469
0.8019 Intermediate Similarity NPC471474
0.8018 Intermediate Similarity NPC152615
0.8018 Intermediate Similarity NPC203862
0.8 Intermediate Similarity NPC256567
0.8 Intermediate Similarity NPC31354
0.8 Intermediate Similarity NPC469821
0.8 Intermediate Similarity NPC471633
0.8 Intermediate Similarity NPC69576
0.8 Intermediate Similarity NPC39453
0.8 Intermediate Similarity NPC211238
0.8 Intermediate Similarity NPC75608
0.8 Intermediate Similarity NPC473543
0.8 Intermediate Similarity NPC255882
0.8 Intermediate Similarity NPC84949
0.7982 Intermediate Similarity NPC193893
0.7982 Intermediate Similarity NPC243572
0.7982 Intermediate Similarity NPC471244
0.7981 Intermediate Similarity NPC475344
0.7981 Intermediate Similarity NPC476471
0.7979 Intermediate Similarity NPC472504
0.7965 Intermediate Similarity NPC475136
0.7965 Intermediate Similarity NPC107607
0.7965 Intermediate Similarity NPC50689
0.7965 Intermediate Similarity NPC474466
0.7963 Intermediate Similarity NPC471476
0.7963 Intermediate Similarity NPC85391
0.7946 Intermediate Similarity NPC472080
0.7946 Intermediate Similarity NPC218093
0.7944 Intermediate Similarity NPC55973
0.7944 Intermediate Similarity NPC475634
0.7944 Intermediate Similarity NPC7213
0.7944 Intermediate Similarity NPC63841
0.7944 Intermediate Similarity NPC88744
0.7928 Intermediate Similarity NPC199428
0.7928 Intermediate Similarity NPC5311
0.7928 Intermediate Similarity NPC193382
0.7928 Intermediate Similarity NPC469823
0.7928 Intermediate Similarity NPC99620
0.7928 Intermediate Similarity NPC310341
0.7928 Intermediate Similarity NPC229752
0.7928 Intermediate Similarity NPC63609
0.7928 Intermediate Similarity NPC469820
0.7925 Intermediate Similarity NPC470055
0.7925 Intermediate Similarity NPC473476
0.7925 Intermediate Similarity NPC37600
0.7925 Intermediate Similarity NPC285927
0.7925 Intermediate Similarity NPC472898
0.7925 Intermediate Similarity NPC473923
0.7925 Intermediate Similarity NPC472899
0.7925 Intermediate Similarity NPC130511
0.7925 Intermediate Similarity NPC472900
0.7925 Intermediate Similarity NPC307660
0.7925 Intermediate Similarity NPC470056
0.7909 Intermediate Similarity NPC102619

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC144486 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
0.8053 Intermediate Similarity NPD8033 Approved
0.7909 Intermediate Similarity NPD8133 Approved
0.7876 Intermediate Similarity NPD7516 Approved
0.7807 Intermediate Similarity NPD8294 Approved
0.7807 Intermediate Similarity NPD8377 Approved
0.7788 Intermediate Similarity NPD7327 Approved
0.7788 Intermediate Similarity NPD7328 Approved
0.7739 Intermediate Similarity NPD8335 Approved
0.7739 Intermediate Similarity NPD8379 Approved
0.7739 Intermediate Similarity NPD8296 Approved
0.7739 Intermediate Similarity NPD8378 Approved
0.7739 Intermediate Similarity NPD8380 Approved
0.7436 Intermediate Similarity NPD7503 Approved
0.7364 Intermediate Similarity NPD6412 Phase 2
0.7333 Intermediate Similarity NPD7507 Approved
0.729 Intermediate Similarity NPD7640 Approved
0.729 Intermediate Similarity NPD7639 Approved
0.7232 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD8171 Discontinued
0.7196 Intermediate Similarity NPD7638 Approved
0.7154 Intermediate Similarity NPD7319 Approved
0.7115 Intermediate Similarity NPD8035 Phase 2
0.7115 Intermediate Similarity NPD8034 Phase 2
0.7059 Intermediate Similarity NPD7524 Approved
0.7041 Intermediate Similarity NPD6928 Phase 2
0.703 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.6991 Remote Similarity NPD6686 Approved
0.6991 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6881 Remote Similarity NPD4225 Approved
0.6875 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6847 Remote Similarity NPD7632 Discontinued
0.6838 Remote Similarity NPD4632 Approved
0.6829 Remote Similarity NPD7492 Approved
0.6814 Remote Similarity NPD5739 Approved
0.6814 Remote Similarity NPD6402 Approved
0.6814 Remote Similarity NPD6675 Approved
0.6814 Remote Similarity NPD7128 Approved
0.6807 Remote Similarity NPD6009 Approved
0.6807 Remote Similarity NPD7115 Discovery
0.68 Remote Similarity NPD7736 Approved
0.6783 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6319 Approved
0.6777 Remote Similarity NPD6059 Approved
0.6777 Remote Similarity NPD6054 Approved
0.6774 Remote Similarity NPD6616 Approved
0.6765 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6757 Remote Similarity NPD5344 Discontinued
0.6752 Remote Similarity NPD6882 Approved
0.6752 Remote Similarity NPD8297 Approved
0.6748 Remote Similarity NPD8328 Phase 3
0.6729 Remote Similarity NPD6399 Phase 3
0.672 Remote Similarity NPD8293 Discontinued
0.672 Remote Similarity NPD7078 Approved
0.67 Remote Similarity NPD7525 Registered
0.6696 Remote Similarity NPD7320 Approved
0.6696 Remote Similarity NPD6899 Approved
0.6696 Remote Similarity NPD6881 Approved
0.6667 Remote Similarity NPD6695 Phase 3
0.6667 Remote Similarity NPD6370 Approved
0.6638 Remote Similarity NPD6373 Approved
0.6638 Remote Similarity NPD6372 Approved
0.6636 Remote Similarity NPD7637 Suspended
0.6609 Remote Similarity NPD5701 Approved
0.6609 Remote Similarity NPD5697 Approved
0.6585 Remote Similarity NPD6015 Approved
0.6585 Remote Similarity NPD6016 Approved
0.6581 Remote Similarity NPD6883 Approved
0.6581 Remote Similarity NPD7102 Approved
0.6581 Remote Similarity NPD7290 Approved
0.6571 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6532 Remote Similarity NPD5988 Approved
0.6525 Remote Similarity NPD6649 Approved
0.6525 Remote Similarity NPD8130 Phase 1
0.6525 Remote Similarity NPD6617 Approved
0.6525 Remote Similarity NPD6869 Approved
0.6525 Remote Similarity NPD6650 Approved
0.6525 Remote Similarity NPD6847 Approved
0.6522 Remote Similarity NPD6008 Approved
0.65 Remote Similarity NPD6697 Approved
0.65 Remote Similarity NPD6114 Approved
0.65 Remote Similarity NPD6115 Approved
0.65 Remote Similarity NPD6118 Approved
0.6496 Remote Similarity NPD6012 Approved
0.6496 Remote Similarity NPD6013 Approved
0.6496 Remote Similarity NPD6014 Approved
0.6486 Remote Similarity NPD6084 Phase 2
0.6486 Remote Similarity NPD6083 Phase 2
0.648 Remote Similarity NPD7604 Phase 2
0.6465 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6452 Remote Similarity NPD8515 Approved
0.6452 Remote Similarity NPD8513 Phase 3
0.6452 Remote Similarity NPD8516 Approved
0.6452 Remote Similarity NPD5983 Phase 2
0.6452 Remote Similarity NPD8517 Approved
0.6449 Remote Similarity NPD7625 Phase 1
0.6449 Remote Similarity NPD6051 Approved
0.6441 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6929 Approved
0.6436 Remote Similarity NPD7645 Phase 2
0.6415 Remote Similarity NPD7750 Discontinued
0.641 Remote Similarity NPD6011 Approved
0.6404 Remote Similarity NPD5211 Phase 2
0.64 Remote Similarity NPD6116 Phase 1
0.6387 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6387 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6378 Remote Similarity NPD6336 Discontinued
0.6373 Remote Similarity NPD6931 Approved
0.6373 Remote Similarity NPD6930 Phase 2
0.6372 Remote Similarity NPD6648 Approved
0.6364 Remote Similarity NPD7339 Approved
0.6364 Remote Similarity NPD6942 Approved
0.6364 Remote Similarity NPD7748 Approved
0.6354 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6349 Remote Similarity NPD6067 Discontinued
0.6339 Remote Similarity NPD7902 Approved
0.6339 Remote Similarity NPD4755 Approved
0.6336 Remote Similarity NPD8449 Approved
0.6333 Remote Similarity NPD6053 Discontinued
0.633 Remote Similarity NPD7515 Phase 2
0.632 Remote Similarity NPD6921 Approved
0.6316 Remote Similarity NPD4159 Approved
0.6303 Remote Similarity NPD4634 Approved
0.63 Remote Similarity NPD6117 Approved
0.6293 Remote Similarity NPD5141 Approved
0.6289 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6288 Remote Similarity NPD8450 Suspended
0.6286 Remote Similarity NPD4786 Approved
0.6279 Remote Similarity NPD6033 Approved
0.6273 Remote Similarity NPD4202 Approved
0.6262 Remote Similarity NPD4251 Approved
0.6262 Remote Similarity NPD4250 Approved
0.6238 Remote Similarity NPD6925 Approved
0.6238 Remote Similarity NPD5776 Phase 2
0.6228 Remote Similarity NPD5285 Approved
0.6228 Remote Similarity NPD5286 Approved
0.6228 Remote Similarity NPD4700 Approved
0.6228 Remote Similarity NPD4696 Approved
0.6214 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6204 Remote Similarity NPD7513 Clinical (unspecified phase)
0.619 Remote Similarity NPD4788 Approved
0.619 Remote Similarity NPD3670 Clinical (unspecified phase)
0.619 Remote Similarity NPD3669 Approved
0.6186 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7087 Discontinued
0.6179 Remote Similarity NPD6274 Approved
0.6179 Remote Similarity NPD6940 Discontinued
0.6176 Remote Similarity NPD7145 Approved
0.6168 Remote Similarity NPD7334 Approved
0.6168 Remote Similarity NPD4249 Approved
0.6168 Remote Similarity NPD7521 Approved
0.6168 Remote Similarity NPD5330 Approved
0.6168 Remote Similarity NPD7146 Approved
0.6168 Remote Similarity NPD6409 Approved
0.6168 Remote Similarity NPD6684 Approved
0.6167 Remote Similarity NPD6371 Approved
0.6161 Remote Similarity NPD5695 Phase 3
0.6161 Remote Similarity NPD7991 Discontinued
0.616 Remote Similarity NPD7100 Approved
0.616 Remote Similarity NPD7101 Approved
0.6147 Remote Similarity NPD5328 Approved
0.614 Remote Similarity NPD5696 Approved
0.614 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6933 Approved
0.6121 Remote Similarity NPD5224 Approved
0.6121 Remote Similarity NPD4633 Approved
0.6121 Remote Similarity NPD5226 Approved
0.6121 Remote Similarity NPD5225 Approved
0.61 Remote Similarity NPD6113 Clinical (unspecified phase)
0.61 Remote Similarity NPD1811 Approved
0.61 Remote Similarity NPD1810 Approved
0.6095 Remote Similarity NPD3667 Approved
0.6091 Remote Similarity NPD3168 Discontinued
0.6091 Remote Similarity NPD6698 Approved
0.6091 Remote Similarity NPD46 Approved
0.608 Remote Similarity NPD6335 Approved
0.6077 Remote Similarity NPD8074 Phase 3
0.6075 Remote Similarity NPD6893 Approved
0.6071 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7900 Approved
0.6068 Remote Similarity NPD5174 Approved
0.6068 Remote Similarity NPD5175 Approved
0.6063 Remote Similarity NPD6909 Approved
0.6063 Remote Similarity NPD6908 Approved
0.6058 Remote Similarity NPD4820 Approved
0.6058 Remote Similarity NPD4819 Approved
0.6058 Remote Similarity NPD4821 Approved
0.6058 Remote Similarity NPD7514 Phase 3
0.6058 Remote Similarity NPD4822 Approved
0.6058 Remote Similarity NPD4748 Discontinued
0.6055 Remote Similarity NPD6903 Approved
0.604 Remote Similarity NPD3702 Approved
0.6036 Remote Similarity NPD6079 Approved
0.6036 Remote Similarity NPD6411 Approved
0.6034 Remote Similarity NPD1700 Approved
0.6034 Remote Similarity NPD5223 Approved
0.6019 Remote Similarity NPD4271 Approved
0.6019 Remote Similarity NPD3618 Phase 1
0.6019 Remote Similarity NPD4268 Approved
0.6018 Remote Similarity NPD6356 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   45272267
ChEMBL   CHEMBL551554
ZINC  

Physicochemical Properties

Molecular Weight:  408.21
ALogP:  -1.8423
MLogP:  3.11
XLogP:  1.129
# Rotatable Bonds:  9
Polar Surface Area:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  29

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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