Natural Product: NPC306797

Natural Product ID:  NPC306797
Common Name:   Nervonin I
IUPAC Name:  
Synonyms:   nervonin I
Molecular Formula:   C24H36O8
Standard InCHIKey:  BFHFKHSUQILWLL-XGNFGCHASA-N
Standard InCHI:  InChI=1S/C24H36O8/c1-10-13-7-14(31-11(2)25)18-23(6)16(28)8-15(27)22(4,5)19(23)17(29)21(32-12(3)26)24(18,9-13)20(10)30/h13-21,27-30H,1,7-9H2,2-6H3/t13-,14+,15+,16+,17-,18+,19-,20-,21+,23+,24+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@@H]2C[C@]3([C@@H]1[C@]1(C)[C@@H](O)C[C@@H](C([C@H]1[C@H]([C@@H]3OC(=O)C)O)(C)C)O)[C@@H](C2=C)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
NPO8269 Isodon nervosus Species Lamiaceae Eukaryota PMID[18345641]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 10.6019/CHEMBL1201861
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM 23905700
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 18271551

  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 NPC306797 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 NPC292718
1.0 High Similarity NPC111834
1.0 High Similarity NPC169270
0.9888 High Similarity NPC241047
0.967 High Similarity NPC274793
0.9438 High Similarity NPC194485
0.9438 High Similarity NPC219937
0.9438 High Similarity NPC53890
0.9438 High Similarity NPC123252
0.9362 High Similarity NPC49532
0.9231 High Similarity NPC26046
0.9213 High Similarity NPC160304
0.9167 High Similarity NPC471467
0.9149 High Similarity NPC469725
0.9121 High Similarity NPC219516
0.9121 High Similarity NPC130840
0.9062 High Similarity NPC31085
0.8958 High Similarity NPC144486
0.8925 High Similarity NPC3359
0.8889 High Similarity NPC470169
0.8889 High Similarity NPC470170
0.8866 High Similarity NPC177701
0.8764 High Similarity NPC299963
0.8713 High Similarity NPC473570
0.8646 High Similarity NPC475032
0.8646 High Similarity NPC475033
0.8632 High Similarity NPC30477
0.8617 High Similarity NPC296620
0.8602 High Similarity NPC10274
0.8571 High Similarity NPC253886
0.8571 High Similarity NPC121218
0.8571 High Similarity NPC155974
0.8557 High Similarity NPC102426
0.8557 High Similarity NPC300179
0.8539 High Similarity NPC472504
0.8515 High Similarity NPC470166
0.85 High Similarity NPC47281
0.85 High Similarity NPC301787
0.8469 Intermediate Similarity NPC471247
0.8469 Intermediate Similarity NPC208358
0.8462 Intermediate Similarity NPC266651
0.8438 Intermediate Similarity NPC473348
0.8431 Intermediate Similarity NPC473517
0.8416 Intermediate Similarity NPC222833
0.8416 Intermediate Similarity NPC165405
0.8416 Intermediate Similarity NPC50535
0.84 Intermediate Similarity NPC474124
0.84 Intermediate Similarity NPC473523
0.8387 Intermediate Similarity NPC473436
0.8384 Intermediate Similarity NPC96784
0.8384 Intermediate Similarity NPC475617
0.8384 Intermediate Similarity NPC289670
0.8384 Intermediate Similarity NPC235920
0.837 Intermediate Similarity NPC121981
0.8352 Intermediate Similarity NPC256567
0.8352 Intermediate Similarity NPC255882
0.8351 Intermediate Similarity NPC471903
0.8333 Intermediate Similarity NPC166993
0.8317 Intermediate Similarity NPC473543
0.8317 Intermediate Similarity NPC152966
0.83 Intermediate Similarity NPC475344
0.83 Intermediate Similarity NPC170615
0.83 Intermediate Similarity NPC476471
0.8283 Intermediate Similarity NPC317019
0.8283 Intermediate Similarity NPC91497
0.8261 Intermediate Similarity NPC164424
0.8252 Intermediate Similarity NPC88701
0.8252 Intermediate Similarity NPC273155
0.8242 Intermediate Similarity NPC211135
0.8242 Intermediate Similarity NPC216420
0.8242 Intermediate Similarity NPC85095
0.8235 Intermediate Similarity NPC138908
0.8235 Intermediate Similarity NPC28791
0.8235 Intermediate Similarity NPC37600
0.8235 Intermediate Similarity NPC295366
0.8235 Intermediate Similarity NPC200957
0.8218 Intermediate Similarity NPC475334
0.8218 Intermediate Similarity NPC473694
0.8218 Intermediate Similarity NPC475623
0.8202 Intermediate Similarity NPC24504
0.8202 Intermediate Similarity NPC476316
0.82 Intermediate Similarity NPC295276
0.82 Intermediate Similarity NPC470168
0.82 Intermediate Similarity NPC252614
0.82 Intermediate Similarity NPC31346
0.8191 Intermediate Similarity NPC75443
0.8191 Intermediate Similarity NPC470260
0.819 Intermediate Similarity NPC94650
0.8182 Intermediate Similarity NPC477875
0.8182 Intermediate Similarity NPC157739
0.8182 Intermediate Similarity NPC477876
0.8172 Intermediate Similarity NPC168231
0.8163 Intermediate Similarity NPC475178
0.8163 Intermediate Similarity NPC88009
0.8163 Intermediate Similarity NPC253115
0.8163 Intermediate Similarity NPC304899
0.8155 Intermediate Similarity NPC86852
0.8155 Intermediate Similarity NPC475781
0.8155 Intermediate Similarity NPC471205
0.8155 Intermediate Similarity NPC251824
0.8144 Intermediate Similarity NPC277399
0.8137 Intermediate Similarity NPC475521
0.8137 Intermediate Similarity NPC475331
0.8137 Intermediate Similarity NPC121518
0.8137 Intermediate Similarity NPC475335
0.8137 Intermediate Similarity NPC181104
0.8137 Intermediate Similarity NPC201144
0.8137 Intermediate Similarity NPC80809
0.8137 Intermediate Similarity NPC103298
0.8137 Intermediate Similarity NPC288502
0.8132 Intermediate Similarity NPC154043
0.8132 Intermediate Similarity NPC202688
0.8132 Intermediate Similarity NPC60018
0.8125 Intermediate Similarity NPC91251
0.8119 Intermediate Similarity NPC52585
0.8119 Intermediate Similarity NPC228049
0.8119 Intermediate Similarity NPC68630
0.8111 Intermediate Similarity NPC47149
0.81 Intermediate Similarity NPC108371
0.81 Intermediate Similarity NPC230546
0.809 Intermediate Similarity NPC472499
0.809 Intermediate Similarity NPC472502
0.809 Intermediate Similarity NPC472500
0.809 Intermediate Similarity NPC475
0.8085 Intermediate Similarity NPC44538
0.8081 Intermediate Similarity NPC471770
0.8081 Intermediate Similarity NPC76486
0.8081 Intermediate Similarity NPC210337
0.8081 Intermediate Similarity NPC473555
0.8081 Intermediate Similarity NPC278939
0.8077 Intermediate Similarity NPC218123
0.8077 Intermediate Similarity NPC112895
0.8077 Intermediate Similarity NPC231278
0.8058 Intermediate Similarity NPC473199
0.8058 Intermediate Similarity NPC60315
0.8058 Intermediate Similarity NPC186668
0.8043 Intermediate Similarity NPC232023
0.8041 Intermediate Similarity NPC291373
0.8039 Intermediate Similarity NPC10232
0.8039 Intermediate Similarity NPC187302
0.8039 Intermediate Similarity NPC469985
0.8039 Intermediate Similarity NPC189588
0.8039 Intermediate Similarity NPC196471
0.8039 Intermediate Similarity NPC472821
0.8039 Intermediate Similarity NPC97487
0.8039 Intermediate Similarity NPC281378
0.8039 Intermediate Similarity NPC209298
0.8039 Intermediate Similarity NPC122811
0.8039 Intermediate Similarity NPC277074
0.8037 Intermediate Similarity NPC144068
0.8022 Intermediate Similarity NPC157655
0.8021 Intermediate Similarity NPC471378
0.8021 Intermediate Similarity NPC312471
0.802 Intermediate Similarity NPC476132
0.8019 Intermediate Similarity NPC56025
0.8019 Intermediate Similarity NPC114188
0.8 Intermediate Similarity NPC154085
0.8 Intermediate Similarity NPC470067
0.8 Intermediate Similarity NPC162459
0.8 Intermediate Similarity NPC247233
0.8 Intermediate Similarity NPC240125
0.8 Intermediate Similarity NPC470068
0.8 Intermediate Similarity NPC470066
0.8 Intermediate Similarity NPC38296
0.8 Intermediate Similarity NPC43976
0.8 Intermediate Similarity NPC125361
0.8 Intermediate Similarity NPC20479
0.8 Intermediate Similarity NPC98837
0.8 Intermediate Similarity NPC91583
0.8 Intermediate Similarity NPC28864
0.8 Intermediate Similarity NPC38471
0.8 Intermediate Similarity NPC296761
0.8 Intermediate Similarity NPC51925
0.7982 Intermediate Similarity NPC244402
0.7982 Intermediate Similarity NPC99728
0.7982 Intermediate Similarity NPC471355
0.7982 Intermediate Similarity NPC471354
0.7982 Intermediate Similarity NPC87250
0.7982 Intermediate Similarity NPC34390
0.7982 Intermediate Similarity NPC471351
0.7982 Intermediate Similarity NPC158344
0.7982 Intermediate Similarity NPC473852
0.7982 Intermediate Similarity NPC474418
0.7982 Intermediate Similarity NPC77319
0.7982 Intermediate Similarity NPC50305
0.7982 Intermediate Similarity NPC27507
0.7982 Intermediate Similarity NPC309034
0.7982 Intermediate Similarity NPC196429
0.7982 Intermediate Similarity NPC84987
0.7982 Intermediate Similarity NPC243196
0.7982 Intermediate Similarity NPC152615
0.7982 Intermediate Similarity NPC471353
0.7982 Intermediate Similarity NPC142066
0.7982 Intermediate Similarity NPC157376
0.7981 Intermediate Similarity NPC122816
0.7981 Intermediate Similarity NPC234160
0.798 Intermediate Similarity NPC472989
0.798 Intermediate Similarity NPC284194
0.798 Intermediate Similarity NPC221801
0.798 Intermediate Similarity NPC256227

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC306797 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
0.8 Intermediate Similarity NPD7516 Approved
0.7909 Intermediate Similarity NPD7327 Approved
0.7909 Intermediate Similarity NPD7328 Approved
0.7745 Intermediate Similarity NPD7639 Approved
0.7745 Intermediate Similarity NPD7640 Approved
0.7706 Intermediate Similarity NPD8133 Approved
0.7699 Intermediate Similarity NPD8296 Approved
0.7699 Intermediate Similarity NPD8335 Approved
0.7699 Intermediate Similarity NPD8380 Approved
0.7699 Intermediate Similarity NPD8379 Approved
0.7699 Intermediate Similarity NPD8378 Approved
0.7647 Intermediate Similarity NPD7638 Approved
0.7611 Intermediate Similarity NPD8294 Approved
0.7611 Intermediate Similarity NPD8377 Approved
0.7544 Intermediate Similarity NPD8033 Approved
0.74 Intermediate Similarity NPD8035 Phase 2
0.74 Intermediate Similarity NPD8034 Phase 2
0.7347 Intermediate Similarity NPD7524 Approved
0.732 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7507 Approved
0.7264 Intermediate Similarity NPD7632 Discontinued
0.725 Intermediate Similarity NPD7319 Approved
0.7248 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7503 Approved
0.7182 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7525 Registered
0.7155 Intermediate Similarity NPD6319 Approved
0.7143 Intermediate Similarity NPD8297 Approved
0.708 Intermediate Similarity NPD4632 Approved
0.7064 Intermediate Similarity NPD7128 Approved
0.7064 Intermediate Similarity NPD6675 Approved
0.7064 Intermediate Similarity NPD6402 Approved
0.7064 Intermediate Similarity NPD5739 Approved
0.7041 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6373 Approved
0.7027 Intermediate Similarity NPD6372 Approved
0.7009 Intermediate Similarity NPD5344 Discontinued
0.7 Intermediate Similarity NPD6412 Phase 2
0.699 Remote Similarity NPD8171 Discontinued
0.6981 Remote Similarity NPD4225 Approved
0.6964 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6115 Approved
0.6947 Remote Similarity NPD6118 Approved
0.6947 Remote Similarity NPD6114 Approved
0.6947 Remote Similarity NPD6697 Approved
0.6939 Remote Similarity NPD6695 Phase 3
0.6937 Remote Similarity NPD6881 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6937 Remote Similarity NPD6899 Approved
0.6937 Remote Similarity NPD7320 Approved
0.6903 Remote Similarity NPD6649 Approved
0.6903 Remote Similarity NPD6650 Approved
0.6893 Remote Similarity NPD7637 Suspended
0.6847 Remote Similarity NPD5697 Approved
0.6847 Remote Similarity NPD5701 Approved
0.6842 Remote Similarity NPD6116 Phase 1
0.6842 Remote Similarity NPD6882 Approved
0.6827 Remote Similarity NPD6399 Phase 3
0.6814 Remote Similarity NPD7102 Approved
0.6814 Remote Similarity NPD7290 Approved
0.6814 Remote Similarity NPD6883 Approved
0.6813 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6804 Remote Similarity NPD6928 Phase 2
0.6777 Remote Similarity NPD7492 Approved
0.6754 Remote Similarity NPD6847 Approved
0.6754 Remote Similarity NPD6617 Approved
0.6754 Remote Similarity NPD8130 Phase 1
0.6754 Remote Similarity NPD6869 Approved
0.6752 Remote Similarity NPD7115 Discovery
0.6752 Remote Similarity NPD6009 Approved
0.6748 Remote Similarity NPD7736 Approved
0.6737 Remote Similarity NPD6117 Approved
0.6729 Remote Similarity NPD6084 Phase 2
0.6729 Remote Similarity NPD6083 Phase 2
0.6726 Remote Similarity NPD6014 Approved
0.6726 Remote Similarity NPD6012 Approved
0.6726 Remote Similarity NPD6013 Approved
0.6723 Remote Similarity NPD6054 Approved
0.6723 Remote Similarity NPD6059 Approved
0.6721 Remote Similarity NPD6616 Approved
0.6701 Remote Similarity NPD7645 Phase 2
0.6701 Remote Similarity NPD6929 Approved
0.6699 Remote Similarity NPD6051 Approved
0.6696 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6694 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7750 Discontinued
0.6667 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD8293 Discontinued
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD6921 Approved
0.6637 Remote Similarity NPD6011 Approved
0.6636 Remote Similarity NPD5211 Phase 2
0.6633 Remote Similarity NPD6930 Phase 2
0.6633 Remote Similarity NPD6931 Approved
0.6612 Remote Similarity NPD6370 Approved
0.661 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6609 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6607 Remote Similarity NPD6008 Approved
0.6606 Remote Similarity NPD6648 Approved
0.6604 Remote Similarity NPD7748 Approved
0.66 Remote Similarity NPD4788 Approved
0.6585 Remote Similarity NPD6336 Discontinued
0.6574 Remote Similarity NPD4755 Approved
0.6574 Remote Similarity NPD7902 Approved
0.6571 Remote Similarity NPD7515 Phase 2
0.6562 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6559 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6557 Remote Similarity NPD8328 Phase 3
0.6545 Remote Similarity NPD4159 Approved
0.6529 Remote Similarity NPD6015 Approved
0.6529 Remote Similarity NPD6016 Approved
0.6526 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4634 Approved
0.6518 Remote Similarity NPD5141 Approved
0.6509 Remote Similarity NPD4202 Approved
0.6495 Remote Similarity NPD6925 Approved
0.6495 Remote Similarity NPD5776 Phase 2
0.6475 Remote Similarity NPD5988 Approved
0.6458 Remote Similarity NPD7339 Approved
0.6458 Remote Similarity NPD6942 Approved
0.6455 Remote Similarity NPD5286 Approved
0.6455 Remote Similarity NPD4700 Approved
0.6455 Remote Similarity NPD4696 Approved
0.6455 Remote Similarity NPD5285 Approved
0.6442 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6429 Remote Similarity NPD7145 Approved
0.6415 Remote Similarity NPD7087 Discontinued
0.6408 Remote Similarity NPD7146 Approved
0.6408 Remote Similarity NPD6409 Approved
0.6408 Remote Similarity NPD7334 Approved
0.6408 Remote Similarity NPD5330 Approved
0.6408 Remote Similarity NPD7521 Approved
0.6408 Remote Similarity NPD6684 Approved
0.6389 Remote Similarity NPD5695 Phase 3
0.6387 Remote Similarity NPD6274 Approved
0.6381 Remote Similarity NPD5328 Approved
0.6373 Remote Similarity NPD4786 Approved
0.6364 Remote Similarity NPD5696 Approved
0.6364 Remote Similarity NPD7101 Approved
0.6364 Remote Similarity NPD7100 Approved
0.6339 Remote Similarity NPD5224 Approved
0.6339 Remote Similarity NPD5226 Approved
0.6339 Remote Similarity NPD4633 Approved
0.6339 Remote Similarity NPD5225 Approved
0.6316 Remote Similarity NPD4768 Approved
0.6316 Remote Similarity NPD4767 Approved
0.6311 Remote Similarity NPD6893 Approved
0.63 Remote Similarity NPD7514 Phase 3
0.6296 Remote Similarity NPD7900 Approved
0.6296 Remote Similarity NPD7901 Clinical (unspecified phase)
0.629 Remote Similarity NPD6067 Discontinued
0.6286 Remote Similarity NPD6903 Approved
0.6283 Remote Similarity NPD5174 Approved
0.6283 Remote Similarity NPD5175 Approved
0.6281 Remote Similarity NPD6335 Approved
0.6277 Remote Similarity NPD7625 Phase 1
0.6271 Remote Similarity NPD6053 Discontinued
0.6264 Remote Similarity NPD371 Approved
0.6262 Remote Similarity NPD6079 Approved
0.626 Remote Similarity NPD6909 Approved
0.626 Remote Similarity NPD6908 Approved
0.625 Remote Similarity NPD3618 Phase 1
0.625 Remote Similarity NPD1700 Approved
0.625 Remote Similarity NPD5223 Approved
0.6239 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6371 Approved
0.6238 Remote Similarity NPD6902 Approved
0.6226 Remote Similarity NPD4753 Phase 2
0.6224 Remote Similarity NPD6933 Approved
0.622 Remote Similarity NPD6033 Approved
0.6214 Remote Similarity NPD3665 Phase 1
0.6214 Remote Similarity NPD3666 Approved
0.6214 Remote Similarity NPD3133 Approved
0.6211 Remote Similarity NPD4787 Phase 1
0.6207 Remote Similarity NPD4730 Approved
0.6207 Remote Similarity NPD4729 Approved
0.6198 Remote Similarity NPD6317 Approved
0.619 Remote Similarity NPD4250 Approved
0.619 Remote Similarity NPD4251 Approved
0.6176 Remote Similarity NPD3667 Approved
0.6168 Remote Similarity NPD46 Approved
0.6168 Remote Similarity NPD7838 Discovery
0.6168 Remote Similarity NPD6698 Approved
0.6162 Remote Similarity NPD6932 Approved
0.6148 Remote Similarity NPD6313 Approved
0.6148 Remote Similarity NPD6314 Approved
0.6146 Remote Similarity NPD5777 Approved
0.6146 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4243 Approved
0.6146 Remote Similarity NPD4809 Clinical (unspecified phase)
0.614 Remote Similarity NPD4754 Approved
0.6139 Remote Similarity NPD7332 Phase 2
0.6139 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6139 Remote Similarity NPD4748 Discontinued
0.6132 Remote Similarity NPD6672 Approved
0.6132 Remote Similarity NPD5737 Approved
0.6122 Remote Similarity NPD3702 Approved

Structure

External Identifiers

PubChem CID   24862696
ChEMBL   CHEMBL466557
ZINC  

Physicochemical Properties

Molecular Weight:  452.24
ALogP:  -1.2566
MLogP:  3.22
XLogP:  0.469
# Rotatable Bonds:  13
Polar Surface Area:  133.52
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  32

Download Data

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