Natural Product: NPC102741

Natural Product ID:  NPC102741
Common Name:   Longikaurin B
IUPAC Name:  
Synonyms:  
Molecular Formula:   C22H30O7
Standard InCHIKey:  JMCGQPHJXFUMBU-YEJWVSDBSA-N
Standard InCHI:  InChI=1S/C22H30O7/c1-11-13-5-6-14-20-8-4-7-19(3,9-28-12(2)23)15(20)18(26)22(27,29-10-20)21(14,16(11)24)17(13)25/h13-15,17-18,25-27H,1,4-10H2,2-3H3/t13-,14-,15+,17+,18-,19-,20+,21-,22-/m0/s1
Canonical SMILES:  CC(=O)OC[C@]1(C)CCC[C@@]23[C@@H]1[C@H](O)[C@](O)(OC2)[C@@]12[C@H]3CC[C@H]([C@H]2O)C(=C)C1=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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]
NPO26266 Isodon japonicus Species Lamiaceae Eukaryota PMID[18491868]
NPO13628 Rabdosia longituba Species Lamiaceae Eukaryota HerDing*
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota HerDing*
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota TCMID*
NPO13628 Rabdosia longituba Species Lamiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 1600 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 490 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1200 nM 17665952
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 900 nM 18491868
NPT2 Others Unspecified IC50 = 1200 nM 19719246
NPT113 Cell Line RAW264.7 Mus musculus Activity > 97.5 % 19719246
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 44800 nM 19719246
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 435 nM 19719246

  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 NPC102741 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
0.9804 High Similarity NPC213320
0.9709 High Similarity NPC473352
0.9709 High Similarity NPC474927
0.9709 High Similarity NPC473397
0.9706 High Similarity NPC471093
0.9703 High Similarity NPC189663
0.9703 High Similarity NPC469984
0.9703 High Similarity NPC473410
0.9703 High Similarity NPC89860
0.9703 High Similarity NPC471094
0.97 High Similarity NPC56656
0.9615 High Similarity NPC132668
0.9612 High Similarity NPC29505
0.9608 High Similarity NPC252679
0.9608 High Similarity NPC131903
0.9608 High Similarity NPC118721
0.9604 High Similarity NPC67745
0.9604 High Similarity NPC471474
0.9604 High Similarity NPC471461
0.9515 High Similarity NPC137104
0.9515 High Similarity NPC85391
0.9515 High Similarity NPC471476
0.9515 High Similarity NPC474786
0.9515 High Similarity NPC320383
0.951 High Similarity NPC55973
0.951 High Similarity NPC63841
0.9505 High Similarity NPC307660
0.9505 High Similarity NPC130511
0.9434 High Similarity NPC88945
0.9434 High Similarity NPC229752
0.9429 High Similarity NPC471252
0.9423 High Similarity NPC63244
0.9417 High Similarity NPC274827
0.9412 High Similarity NPC186054
0.9406 High Similarity NPC202793
0.9346 High Similarity NPC78836
0.934 High Similarity NPC243354
0.9333 High Similarity NPC157929
0.9333 High Similarity NPC145625
0.9333 High Similarity NPC471244
0.9327 High Similarity NPC473324
0.9245 High Similarity NPC471248
0.9245 High Similarity NPC194273
0.9245 High Similarity NPC94141
0.9238 High Similarity NPC56025
0.9238 High Similarity NPC122339
0.9167 High Similarity NPC473304
0.9159 High Similarity NPC17165
0.9151 High Similarity NPC471245
0.9151 High Similarity NPC473303
0.9118 High Similarity NPC139347
0.9109 High Similarity NPC14634
0.9065 High Similarity NPC320118
0.9057 High Similarity NPC471243
0.9038 High Similarity NPC469746
0.9029 High Similarity NPC474558
0.902 High Similarity NPC475803
0.902 High Similarity NPC309388
0.8952 High Similarity NPC112895
0.8952 High Similarity NPC218123
0.8952 High Similarity NPC232133
0.8952 High Similarity NPC273155
0.8952 High Similarity NPC231278
0.8932 High Similarity NPC209298
0.8932 High Similarity NPC277074
0.8879 High Similarity NPC329953
0.8868 High Similarity NPC469983
0.8868 High Similarity NPC469744
0.8857 High Similarity NPC166993
0.8824 High Similarity NPC470388
0.8824 High Similarity NPC287676
0.8774 High Similarity NPC469729
0.8774 High Similarity NPC469733
0.8762 High Similarity NPC4115
0.8762 High Similarity NPC138908
0.8762 High Similarity NPC200957
0.8762 High Similarity NPC12823
0.875 High Similarity NPC87927
0.875 High Similarity NPC122811
0.8738 High Similarity NPC471790
0.8738 High Similarity NPC289148
0.8738 High Similarity NPC52899
0.8738 High Similarity NPC163963
0.8725 High Similarity NPC474793
0.8725 High Similarity NPC16911
0.8725 High Similarity NPC78427
0.8679 High Similarity NPC88833
0.8679 High Similarity NPC96333
0.8667 High Similarity NPC13149
0.8667 High Similarity NPC301787
0.8654 High Similarity NPC148628
0.8654 High Similarity NPC88203
0.8654 High Similarity NPC76866
0.8654 High Similarity NPC304832
0.8654 High Similarity NPC246736
0.8654 High Similarity NPC214946
0.8654 High Similarity NPC286519
0.8649 High Similarity NPC218970
0.8649 High Similarity NPC470171
0.8585 High Similarity NPC222833
0.8571 High Similarity NPC216114
0.8571 High Similarity NPC96217
0.8558 High Similarity NPC148279
0.8558 High Similarity NPC252614
0.8558 High Similarity NPC46848
0.8558 High Similarity NPC236585
0.8545 High Similarity NPC73986
0.8544 High Similarity NPC471038
0.8529 High Similarity NPC13949
0.8505 High Similarity NPC61071
0.8491 Intermediate Similarity NPC98603
0.8491 Intermediate Similarity NPC84928
0.8491 Intermediate Similarity NPC101842
0.8476 Intermediate Similarity NPC275990
0.8476 Intermediate Similarity NPC470172
0.8462 Intermediate Similarity NPC291785
0.8462 Intermediate Similarity NPC267921
0.8462 Intermediate Similarity NPC127408
0.8455 Intermediate Similarity NPC207845
0.8455 Intermediate Similarity NPC472719
0.8455 Intermediate Similarity NPC205534
0.844 Intermediate Similarity NPC49730
0.844 Intermediate Similarity NPC98069
0.8431 Intermediate Similarity NPC470232
0.8431 Intermediate Similarity NPC210214
0.8411 Intermediate Similarity NPC164600
0.8411 Intermediate Similarity NPC103172
0.8396 Intermediate Similarity NPC473406
0.8396 Intermediate Similarity NPC159442
0.8396 Intermediate Similarity NPC471253
0.8381 Intermediate Similarity NPC144486
0.8365 Intermediate Similarity NPC98837
0.8365 Intermediate Similarity NPC38296
0.8365 Intermediate Similarity NPC26270
0.8365 Intermediate Similarity NPC89099
0.8365 Intermediate Similarity NPC28864
0.8365 Intermediate Similarity NPC20479
0.8365 Intermediate Similarity NPC469725
0.8365 Intermediate Similarity NPC162459
0.8365 Intermediate Similarity NPC38471
0.8364 Intermediate Similarity NPC201992
0.8364 Intermediate Similarity NPC274833
0.8364 Intermediate Similarity NPC11035
0.8364 Intermediate Similarity NPC94650
0.835 Intermediate Similarity NPC256227
0.835 Intermediate Similarity NPC104568
0.835 Intermediate Similarity NPC200054
0.835 Intermediate Similarity NPC29410
0.835 Intermediate Similarity NPC329910
0.8349 Intermediate Similarity NPC8431
0.8333 Intermediate Similarity NPC475118
0.8333 Intermediate Similarity NPC470385
0.8333 Intermediate Similarity NPC470386
0.8333 Intermediate Similarity NPC471246
0.8333 Intermediate Similarity NPC47853
0.8318 Intermediate Similarity NPC96268
0.8317 Intermediate Similarity NPC299185
0.8302 Intermediate Similarity NPC471254
0.8288 Intermediate Similarity NPC289312
0.8288 Intermediate Similarity NPC470543
0.8288 Intermediate Similarity NPC243572
0.8288 Intermediate Similarity NPC11252
0.8286 Intermediate Similarity NPC293866
0.8273 Intermediate Similarity NPC130302
0.8269 Intermediate Similarity NPC10864
0.8261 Intermediate Similarity NPC476961
0.8252 Intermediate Similarity NPC470229
0.8252 Intermediate Similarity NPC98639
0.8252 Intermediate Similarity NPC138245
0.8252 Intermediate Similarity NPC231060
0.8252 Intermediate Similarity NPC84018
0.8252 Intermediate Similarity NPC41070
0.8246 Intermediate Similarity NPC297179
0.8246 Intermediate Similarity NPC188667
0.8246 Intermediate Similarity NPC204552
0.8241 Intermediate Similarity NPC37600
0.8241 Intermediate Similarity NPC285927
0.8235 Intermediate Similarity NPC181594
0.8235 Intermediate Similarity NPC144739
0.823 Intermediate Similarity NPC472718
0.822 Intermediate Similarity NPC47113
0.822 Intermediate Similarity NPC174367
0.8218 Intermediate Similarity NPC149761
0.8218 Intermediate Similarity NPC470378
0.8218 Intermediate Similarity NPC261994
0.8214 Intermediate Similarity NPC102619
0.8214 Intermediate Similarity NPC51978
0.8214 Intermediate Similarity NPC194100
0.8214 Intermediate Similarity NPC146563
0.8208 Intermediate Similarity NPC39683
0.8198 Intermediate Similarity NPC272242
0.819 Intermediate Similarity NPC477046
0.819 Intermediate Similarity NPC102822
0.8182 Intermediate Similarity NPC91583
0.8182 Intermediate Similarity NPC240125
0.8182 Intermediate Similarity NPC218853
0.8182 Intermediate Similarity NPC143706
0.8182 Intermediate Similarity NPC51947
0.8182 Intermediate Similarity NPC473844
0.8182 Intermediate Similarity NPC472534

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC102741 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
0.7797 Intermediate Similarity NPD6319 Approved
0.7768 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD8328 Phase 3
0.7739 Intermediate Similarity NPD8133 Approved
0.7699 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7686 Intermediate Similarity NPD7492 Approved
0.7679 Intermediate Similarity NPD6412 Phase 2
0.7647 Intermediate Similarity NPD6054 Approved
0.7642 Intermediate Similarity NPD7736 Approved
0.7623 Intermediate Similarity NPD6616 Approved
0.7586 Intermediate Similarity NPD4632 Approved
0.7583 Intermediate Similarity NPD6015 Approved
0.7583 Intermediate Similarity NPD6016 Approved
0.7581 Intermediate Similarity NPD7319 Approved
0.7561 Intermediate Similarity NPD7078 Approved
0.7542 Intermediate Similarity NPD7115 Discovery
0.7542 Intermediate Similarity NPD6009 Approved
0.7521 Intermediate Similarity NPD5988 Approved
0.7521 Intermediate Similarity NPD6370 Approved
0.75 Intermediate Similarity NPD6059 Approved
0.748 Intermediate Similarity NPD7507 Approved
0.7453 Intermediate Similarity NPD8035 Phase 2
0.7453 Intermediate Similarity NPD8034 Phase 2
0.7419 Intermediate Similarity NPD8293 Discontinued
0.7368 Intermediate Similarity NPD5697 Approved
0.735 Intermediate Similarity NPD8297 Approved
0.735 Intermediate Similarity NPD6882 Approved
0.7328 Intermediate Similarity NPD4634 Approved
0.7304 Intermediate Similarity NPD6881 Approved
0.7304 Intermediate Similarity NPD6686 Approved
0.7304 Intermediate Similarity NPD6899 Approved
0.7281 Intermediate Similarity NPD5739 Approved
0.7281 Intermediate Similarity NPD6675 Approved
0.7281 Intermediate Similarity NPD6008 Approved
0.7281 Intermediate Similarity NPD6402 Approved
0.7281 Intermediate Similarity NPD7128 Approved
0.7265 Intermediate Similarity NPD6650 Approved
0.7265 Intermediate Similarity NPD6649 Approved
0.7241 Intermediate Similarity NPD6014 Approved
0.7241 Intermediate Similarity NPD6372 Approved
0.7241 Intermediate Similarity NPD6373 Approved
0.7241 Intermediate Similarity NPD6013 Approved
0.7241 Intermediate Similarity NPD6012 Approved
0.7222 Intermediate Similarity NPD6399 Phase 3
0.7217 Intermediate Similarity NPD5701 Approved
0.7212 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD4225 Approved
0.7193 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD7102 Approved
0.7179 Intermediate Similarity NPD7290 Approved
0.7179 Intermediate Similarity NPD6883 Approved
0.7155 Intermediate Similarity NPD7320 Approved
0.7155 Intermediate Similarity NPD6011 Approved
0.7154 Intermediate Similarity NPD5983 Phase 2
0.7154 Intermediate Similarity NPD8033 Approved
0.7131 Intermediate Similarity NPD7516 Approved
0.7119 Intermediate Similarity NPD6617 Approved
0.7119 Intermediate Similarity NPD6847 Approved
0.7119 Intermediate Similarity NPD8130 Phase 1
0.7119 Intermediate Similarity NPD6869 Approved
0.7094 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD8294 Approved
0.7073 Intermediate Similarity NPD8377 Approved
0.7049 Intermediate Similarity NPD7327 Approved
0.7049 Intermediate Similarity NPD7328 Approved
0.704 Intermediate Similarity NPD7604 Phase 2
0.7016 Intermediate Similarity NPD8296 Approved
0.7016 Intermediate Similarity NPD8378 Approved
0.7016 Intermediate Similarity NPD8380 Approved
0.7016 Intermediate Similarity NPD8335 Approved
0.7016 Intermediate Similarity NPD8379 Approved
0.7016 Intermediate Similarity NPD6921 Approved
0.6991 Remote Similarity NPD4696 Approved
0.6991 Remote Similarity NPD5285 Approved
0.6991 Remote Similarity NPD5286 Approved
0.6964 Remote Similarity NPD4755 Approved
0.6964 Remote Similarity NPD7902 Approved
0.6953 Remote Similarity NPD6033 Approved
0.6929 Remote Similarity NPD6336 Discontinued
0.6903 Remote Similarity NPD7638 Approved
0.6891 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6885 Remote Similarity NPD6274 Approved
0.688 Remote Similarity NPD8517 Approved
0.688 Remote Similarity NPD7503 Approved
0.688 Remote Similarity NPD8516 Approved
0.688 Remote Similarity NPD8515 Approved
0.688 Remote Similarity NPD8513 Phase 3
0.687 Remote Similarity NPD5225 Approved
0.687 Remote Similarity NPD4633 Approved
0.687 Remote Similarity NPD5226 Approved
0.687 Remote Similarity NPD5224 Approved
0.687 Remote Similarity NPD5211 Phase 2
0.6847 Remote Similarity NPD7748 Approved
0.6842 Remote Similarity NPD7639 Approved
0.6842 Remote Similarity NPD4700 Approved
0.6842 Remote Similarity NPD7640 Approved
0.6833 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6822 Remote Similarity NPD3618 Phase 1
0.6818 Remote Similarity NPD6079 Approved
0.6818 Remote Similarity NPD7515 Phase 2
0.6814 Remote Similarity NPD6084 Phase 2
0.6814 Remote Similarity NPD6083 Phase 2
0.681 Remote Similarity NPD5174 Approved
0.681 Remote Similarity NPD5175 Approved
0.6789 Remote Similarity NPD5328 Approved
0.6783 Remote Similarity NPD5223 Approved
0.6757 Remote Similarity NPD4202 Approved
0.6754 Remote Similarity NPD5696 Approved
0.6752 Remote Similarity NPD5141 Approved
0.675 Remote Similarity NPD6371 Approved
0.6726 Remote Similarity NPD5221 Approved
0.6726 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6726 Remote Similarity NPD5222 Approved
0.6726 Remote Similarity NPD4697 Phase 3
0.672 Remote Similarity NPD7101 Approved
0.672 Remote Similarity NPD7100 Approved
0.6699 Remote Similarity NPD6697 Approved
0.6699 Remote Similarity NPD6114 Approved
0.6699 Remote Similarity NPD6118 Approved
0.6699 Remote Similarity NPD6115 Approved
0.6698 Remote Similarity NPD4788 Approved
0.6696 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7900 Approved
0.6694 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5173 Approved
0.6667 Remote Similarity NPD6411 Approved
0.6641 Remote Similarity NPD6067 Discontinued
0.664 Remote Similarity NPD6335 Approved
0.664 Remote Similarity NPD6313 Approved
0.664 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6638 Remote Similarity NPD1700 Approved
0.6637 Remote Similarity NPD5695 Phase 3
0.6636 Remote Similarity NPD4786 Approved
0.6614 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6606 Remote Similarity NPD3573 Approved
0.6604 Remote Similarity NPD3667 Approved
0.6602 Remote Similarity NPD6116 Phase 1
0.6591 Remote Similarity NPD5956 Approved
0.6583 Remote Similarity NPD4729 Approved
0.6583 Remote Similarity NPD4730 Approved
0.6583 Remote Similarity NPD5128 Approved
0.6555 Remote Similarity NPD4767 Approved
0.6555 Remote Similarity NPD4768 Approved
0.6545 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6525 Remote Similarity NPD4754 Approved
0.6514 Remote Similarity NPD6409 Approved
0.6514 Remote Similarity NPD7146 Approved
0.6514 Remote Similarity NPD6684 Approved
0.6514 Remote Similarity NPD7521 Approved
0.6514 Remote Similarity NPD5330 Approved
0.6514 Remote Similarity NPD7334 Approved
0.6505 Remote Similarity NPD6117 Approved
0.6491 Remote Similarity NPD4629 Approved
0.6491 Remote Similarity NPD5210 Approved
0.6491 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6489 Remote Similarity NPD8074 Phase 3
0.6486 Remote Similarity NPD6101 Approved
0.6486 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD6909 Approved
0.6484 Remote Similarity NPD6908 Approved
0.6481 Remote Similarity NPD3133 Approved
0.6481 Remote Similarity NPD3665 Phase 1
0.6481 Remote Similarity NPD3666 Approved
0.648 Remote Similarity NPD6868 Approved
0.6475 Remote Similarity NPD5250 Approved
0.6475 Remote Similarity NPD5248 Approved
0.6475 Remote Similarity NPD5251 Approved
0.6475 Remote Similarity NPD5249 Phase 3
0.6475 Remote Similarity NPD5247 Approved
0.646 Remote Similarity NPD8171 Discontinued
0.6441 Remote Similarity NPD7632 Discontinued
0.6423 Remote Similarity NPD5217 Approved
0.6423 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6423 Remote Similarity NPD5215 Approved
0.6423 Remote Similarity NPD5216 Approved
0.6408 Remote Similarity NPD3703 Phase 2
0.6408 Remote Similarity NPD3702 Approved
0.6404 Remote Similarity NPD5282 Discontinued
0.6396 Remote Similarity NPD6903 Approved
0.6396 Remote Similarity NPD6672 Approved
0.6396 Remote Similarity NPD5737 Approved
0.6377 Remote Similarity NPD6334 Approved
0.6377 Remote Similarity NPD6333 Approved
0.6372 Remote Similarity NPD5281 Approved
0.6372 Remote Similarity NPD5284 Approved
0.6372 Remote Similarity NPD7637 Suspended
0.6371 Remote Similarity NPD6053 Discontinued
0.6355 Remote Similarity NPD1780 Approved
0.6355 Remote Similarity NPD1779 Approved
0.6349 Remote Similarity NPD6940 Discontinued
0.6348 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6341 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6341 Remote Similarity NPD5169 Approved
0.6341 Remote Similarity NPD5135 Approved
0.6328 Remote Similarity NPD4522 Approved
0.6316 Remote Similarity NPD5778 Approved

Structure

External Identifiers

PubChem CID   10046926
ChEMBL   CHEMBL400142
ZINC  

Physicochemical Properties

Molecular Weight:  406.20
ALogP:  -2.113
MLogP:  3.11
XLogP:  0.675
# Rotatable Bonds:  8
Polar Surface Area:  113.29
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  29

Download Data

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