Natural Product: NPC252679

Natural Product ID:  NPC252679
Common Name:   Rosthorin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C20H28O6
Standard InCHIKey:  AOUAZUQTHDBROH-BAFGBBEMSA-N
Standard InCHI:  InChI=1S/C20H28O6/c1-9-10-7-11(21)12-18-6-4-5-17(2,3)13(18)16(24)20(25,26-8-18)19(12,14(9)22)15(10)23/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20-/m0/s1
Canonical SMILES:  C=C1[C@@H]2C[C@@H]([C@@H]3[C@](C1=O)([C@@H]2O)[C@@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)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
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota PMID[17665952]
NPO17800 Isodon rosthornii Species Lamiaceae Eukaryota HerDing*
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota HerDing*
NPO8404 Isodon xerophilus Species Lamiaceae Eukaryota TCMID*
NPO17800 Isodon rosthornii 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 = 330 nM 17665952
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 5400 nM 17665952
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6400 nM 17665952

  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 NPC252679 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 NPC118721
0.99 High Similarity NPC89860
0.99 High Similarity NPC189663
0.9709 High Similarity NPC473397
0.9706 High Similarity NPC471476
0.9703 High Similarity NPC55973
0.97 High Similarity NPC130511
0.97 High Similarity NPC307660
0.9615 High Similarity NPC471248
0.9612 High Similarity NPC63244
0.9612 High Similarity NPC29505
0.9612 High Similarity NPC213320
0.9608 High Similarity NPC102741
0.9604 High Similarity NPC67745
0.9604 High Similarity NPC471461
0.9524 High Similarity NPC17165
0.9519 High Similarity NPC473352
0.9519 High Similarity NPC473303
0.9519 High Similarity NPC474927
0.9519 High Similarity NPC471244
0.9515 High Similarity NPC473324
0.9515 High Similarity NPC471093
0.951 High Similarity NPC469984
0.951 High Similarity NPC471094
0.951 High Similarity NPC473410
0.9429 High Similarity NPC132668
0.9429 High Similarity NPC94141
0.9429 High Similarity NPC471252
0.9423 High Similarity NPC122339
0.9412 High Similarity NPC471474
0.9412 High Similarity NPC469746
0.9346 High Similarity NPC78836
0.9333 High Similarity NPC157929
0.9333 High Similarity NPC145625
0.9333 High Similarity NPC471245
0.9327 High Similarity NPC85391
0.9327 High Similarity NPC320383
0.9327 High Similarity NPC474786
0.9327 High Similarity NPC137104
0.932 High Similarity NPC63841
0.9314 High Similarity NPC56656
0.93 High Similarity NPC14634
0.9252 High Similarity NPC229752
0.9252 High Similarity NPC88945
0.9238 High Similarity NPC471243
0.9231 High Similarity NPC469744
0.9231 High Similarity NPC274827
0.9231 High Similarity NPC131903
0.9223 High Similarity NPC186054
0.9216 High Similarity NPC202793
0.9208 High Similarity NPC309388
0.9208 High Similarity NPC475803
0.9167 High Similarity NPC473304
0.9159 High Similarity NPC243354
0.9135 High Similarity NPC469733
0.9135 High Similarity NPC469729
0.9065 High Similarity NPC194273
0.9057 High Similarity NPC56025
0.9029 High Similarity NPC13149
0.8952 High Similarity NPC112895
0.8952 High Similarity NPC218123
0.8952 High Similarity NPC231278
0.8942 High Similarity NPC4115
0.8942 High Similarity NPC12823
0.8932 High Similarity NPC139347
0.8879 High Similarity NPC329953
0.8846 High Similarity NPC474558
0.8824 High Similarity NPC127408
0.8824 High Similarity NPC291785
0.8818 High Similarity NPC218970
0.8774 High Similarity NPC232133
0.8774 High Similarity NPC273155
0.875 High Similarity NPC87927
0.875 High Similarity NPC277074
0.875 High Similarity NPC209298
0.8738 High Similarity NPC471790
0.8716 High Similarity NPC320118
0.8692 High Similarity NPC469983
0.8679 High Similarity NPC166993
0.8641 High Similarity NPC470388
0.8624 High Similarity NPC205534
0.8614 High Similarity NPC138245
0.8614 High Similarity NPC84018
0.8614 High Similarity NPC231060
0.8585 High Similarity NPC138908
0.8585 High Similarity NPC200957
0.8571 High Similarity NPC122811
0.8558 High Similarity NPC52899
0.8558 High Similarity NPC289148
0.8558 High Similarity NPC163963
0.8544 High Similarity NPC474793
0.8515 High Similarity NPC302008
0.8515 High Similarity NPC191094
0.8505 High Similarity NPC96333
0.8505 High Similarity NPC88833
0.8491 Intermediate Similarity NPC301787
0.8482 Intermediate Similarity NPC470171
0.8476 Intermediate Similarity NPC76866
0.8476 Intermediate Similarity NPC148628
0.8476 Intermediate Similarity NPC286519
0.8476 Intermediate Similarity NPC214946
0.8476 Intermediate Similarity NPC88203
0.8476 Intermediate Similarity NPC304832
0.8476 Intermediate Similarity NPC246736
0.8462 Intermediate Similarity NPC287676
0.8455 Intermediate Similarity NPC472719
0.8455 Intermediate Similarity NPC207845
0.8431 Intermediate Similarity NPC41070
0.8416 Intermediate Similarity NPC59170
0.8416 Intermediate Similarity NPC181594
0.8416 Intermediate Similarity NPC144739
0.8411 Intermediate Similarity NPC222833
0.8396 Intermediate Similarity NPC96217
0.8396 Intermediate Similarity NPC216114
0.8396 Intermediate Similarity NPC473406
0.8396 Intermediate Similarity NPC471253
0.8381 Intermediate Similarity NPC46848
0.8381 Intermediate Similarity NPC236585
0.8381 Intermediate Similarity NPC252614
0.8381 Intermediate Similarity NPC148279
0.8365 Intermediate Similarity NPC471038
0.8365 Intermediate Similarity NPC16911
0.8365 Intermediate Similarity NPC78427
0.8364 Intermediate Similarity NPC274833
0.8364 Intermediate Similarity NPC94650
0.835 Intermediate Similarity NPC13949
0.8349 Intermediate Similarity NPC8431
0.8333 Intermediate Similarity NPC111524
0.8333 Intermediate Similarity NPC91772
0.8333 Intermediate Similarity NPC101233
0.8333 Intermediate Similarity NPC129004
0.8333 Intermediate Similarity NPC292374
0.8333 Intermediate Similarity NPC104371
0.8333 Intermediate Similarity NPC153775
0.8333 Intermediate Similarity NPC29247
0.8333 Intermediate Similarity NPC261333
0.8333 Intermediate Similarity NPC289539
0.8333 Intermediate Similarity NPC215271
0.8333 Intermediate Similarity NPC61071
0.8318 Intermediate Similarity NPC98603
0.8318 Intermediate Similarity NPC101842
0.8318 Intermediate Similarity NPC84928
0.8318 Intermediate Similarity NPC470167
0.8317 Intermediate Similarity NPC476168
0.8317 Intermediate Similarity NPC299185
0.8302 Intermediate Similarity NPC471254
0.8302 Intermediate Similarity NPC470172
0.8302 Intermediate Similarity NPC275990
0.8286 Intermediate Similarity NPC267921
0.8273 Intermediate Similarity NPC49730
0.8273 Intermediate Similarity NPC98069
0.8252 Intermediate Similarity NPC29112
0.8252 Intermediate Similarity NPC470232
0.8246 Intermediate Similarity NPC188667
0.8246 Intermediate Similarity NPC204552
0.8241 Intermediate Similarity NPC164600
0.8241 Intermediate Similarity NPC103172
0.823 Intermediate Similarity NPC472718
0.8224 Intermediate Similarity NPC159442
0.8224 Intermediate Similarity NPC107385
0.8218 Intermediate Similarity NPC149761
0.8218 Intermediate Similarity NPC470378
0.8218 Intermediate Similarity NPC180849
0.8218 Intermediate Similarity NPC80401
0.8218 Intermediate Similarity NPC261994
0.8214 Intermediate Similarity NPC73986
0.8198 Intermediate Similarity NPC201992
0.819 Intermediate Similarity NPC20479
0.819 Intermediate Similarity NPC28864
0.819 Intermediate Similarity NPC98837
0.819 Intermediate Similarity NPC26270
0.819 Intermediate Similarity NPC102822
0.819 Intermediate Similarity NPC477046
0.819 Intermediate Similarity NPC38296
0.819 Intermediate Similarity NPC162459
0.819 Intermediate Similarity NPC89099
0.819 Intermediate Similarity NPC38471
0.8174 Intermediate Similarity NPC469488
0.8173 Intermediate Similarity NPC104568
0.8173 Intermediate Similarity NPC135548
0.8173 Intermediate Similarity NPC264979
0.8173 Intermediate Similarity NPC256227
0.8173 Intermediate Similarity NPC140242
0.8173 Intermediate Similarity NPC329910
0.8173 Intermediate Similarity NPC29410
0.8173 Intermediate Similarity NPC200054
0.8165 Intermediate Similarity NPC471246
0.8158 Intermediate Similarity NPC122033
0.8158 Intermediate Similarity NPC97908
0.8158 Intermediate Similarity NPC287343
0.8158 Intermediate Similarity NPC474654
0.8158 Intermediate Similarity NPC470854
0.8155 Intermediate Similarity NPC470386
0.8155 Intermediate Similarity NPC470385
0.8155 Intermediate Similarity NPC475118
0.8148 Intermediate Similarity NPC96268
0.8142 Intermediate Similarity NPC300051
0.8137 Intermediate Similarity NPC278106
0.8125 Intermediate Similarity NPC11252
0.8125 Intermediate Similarity NPC289312

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC252679 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 NPD6054 Approved
0.7768 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7731 Intermediate Similarity NPD6015 Approved
0.7731 Intermediate Similarity NPD6016 Approved
0.7679 Intermediate Similarity NPD6412 Phase 2
0.7667 Intermediate Similarity NPD5988 Approved
0.7667 Intermediate Similarity NPD6370 Approved
0.7647 Intermediate Similarity NPD6059 Approved
0.7647 Intermediate Similarity NPD6319 Approved
0.7603 Intermediate Similarity NPD8328 Phase 3
0.7542 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD7492 Approved
0.75 Intermediate Similarity NPD7736 Approved
0.748 Intermediate Similarity NPD6616 Approved
0.7478 Intermediate Similarity NPD4634 Approved
0.744 Intermediate Similarity NPD7319 Approved
0.7436 Intermediate Similarity NPD8133 Approved
0.7436 Intermediate Similarity NPD4632 Approved
0.7419 Intermediate Similarity NPD7078 Approved
0.7395 Intermediate Similarity NPD6009 Approved
0.7391 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD7507 Approved
0.728 Intermediate Similarity NPD8293 Discontinued
0.725 Intermediate Similarity NPD7115 Discovery
0.7217 Intermediate Similarity NPD5697 Approved
0.7203 Intermediate Similarity NPD6882 Approved
0.7203 Intermediate Similarity NPD8297 Approved
0.7155 Intermediate Similarity NPD6899 Approved
0.7155 Intermediate Similarity NPD6881 Approved
0.7143 Intermediate Similarity NPD4696 Approved
0.7143 Intermediate Similarity NPD5285 Approved
0.7143 Intermediate Similarity NPD5286 Approved
0.713 Intermediate Similarity NPD7128 Approved
0.713 Intermediate Similarity NPD8034 Phase 2
0.713 Intermediate Similarity NPD6675 Approved
0.713 Intermediate Similarity NPD6008 Approved
0.713 Intermediate Similarity NPD8035 Phase 2
0.713 Intermediate Similarity NPD5739 Approved
0.713 Intermediate Similarity NPD6402 Approved
0.7119 Intermediate Similarity NPD6649 Approved
0.7119 Intermediate Similarity NPD6650 Approved
0.7117 Intermediate Similarity NPD4755 Approved
0.7094 Intermediate Similarity NPD6013 Approved
0.7094 Intermediate Similarity NPD6373 Approved
0.7094 Intermediate Similarity NPD6372 Approved
0.7094 Intermediate Similarity NPD6012 Approved
0.7094 Intermediate Similarity NPD6014 Approved
0.7087 Intermediate Similarity NPD6033 Approved
0.7069 Intermediate Similarity NPD5701 Approved
0.7034 Intermediate Similarity NPD6883 Approved
0.7034 Intermediate Similarity NPD7102 Approved
0.7034 Intermediate Similarity NPD7290 Approved
0.7018 Intermediate Similarity NPD5225 Approved
0.7018 Intermediate Similarity NPD5226 Approved
0.7018 Intermediate Similarity NPD5211 Phase 2
0.7018 Intermediate Similarity NPD4633 Approved
0.7018 Intermediate Similarity NPD5224 Approved
0.7016 Intermediate Similarity NPD5983 Phase 2
0.7016 Intermediate Similarity NPD6921 Approved
0.7009 Intermediate Similarity NPD7320 Approved
0.7009 Intermediate Similarity NPD6011 Approved
0.7009 Intermediate Similarity NPD6686 Approved
0.6992 Remote Similarity NPD7516 Approved
0.6991 Remote Similarity NPD4700 Approved
0.6975 Remote Similarity NPD6869 Approved
0.6975 Remote Similarity NPD8130 Phase 1
0.6975 Remote Similarity NPD6617 Approved
0.6975 Remote Similarity NPD6847 Approved
0.6972 Remote Similarity NPD6079 Approved
0.6957 Remote Similarity NPD5174 Approved
0.6957 Remote Similarity NPD5175 Approved
0.6949 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6944 Remote Similarity NPD5328 Approved
0.693 Remote Similarity NPD5223 Approved
0.6911 Remote Similarity NPD7328 Approved
0.6911 Remote Similarity NPD7327 Approved
0.6909 Remote Similarity NPD6399 Phase 3
0.6905 Remote Similarity NPD7604 Phase 2
0.6903 Remote Similarity NPD4225 Approved
0.6897 Remote Similarity NPD5141 Approved
0.6887 Remote Similarity NPD7520 Clinical (unspecified phase)
0.688 Remote Similarity NPD8033 Approved
0.6875 Remote Similarity NPD5222 Approved
0.6875 Remote Similarity NPD4697 Phase 3
0.6875 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5221 Approved
0.6822 Remote Similarity NPD3618 Phase 1
0.6814 Remote Similarity NPD5173 Approved
0.68 Remote Similarity NPD8377 Approved
0.68 Remote Similarity NPD8294 Approved
0.6797 Remote Similarity NPD6336 Discontinued
0.6757 Remote Similarity NPD4202 Approved
0.675 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6748 Remote Similarity NPD6274 Approved
0.6746 Remote Similarity NPD8515 Approved
0.6746 Remote Similarity NPD8513 Phase 3
0.6746 Remote Similarity NPD8516 Approved
0.6746 Remote Similarity NPD8517 Approved
0.6746 Remote Similarity NPD8296 Approved
0.6746 Remote Similarity NPD8380 Approved
0.6746 Remote Similarity NPD8335 Approved
0.6746 Remote Similarity NPD8378 Approved
0.6746 Remote Similarity NPD8379 Approved
0.6723 Remote Similarity NPD4729 Approved
0.6723 Remote Similarity NPD4730 Approved
0.6723 Remote Similarity NPD5128 Approved
0.6698 Remote Similarity NPD4788 Approved
0.6695 Remote Similarity NPD4767 Approved
0.6695 Remote Similarity NPD4768 Approved
0.6694 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6641 Remote Similarity NPD6067 Discontinued
0.6638 Remote Similarity NPD1700 Approved
0.6636 Remote Similarity NPD4786 Approved
0.6614 Remote Similarity NPD7503 Approved
0.6612 Remote Similarity NPD5247 Approved
0.6612 Remote Similarity NPD5249 Phase 3
0.6612 Remote Similarity NPD5250 Approved
0.6612 Remote Similarity NPD5251 Approved
0.6612 Remote Similarity NPD5248 Approved
0.6609 Remote Similarity NPD7638 Approved
0.6604 Remote Similarity NPD3667 Approved
0.6591 Remote Similarity NPD5956 Approved
0.6587 Remote Similarity NPD7100 Approved
0.6587 Remote Similarity NPD7101 Approved
0.6569 Remote Similarity NPD3703 Phase 2
0.656 Remote Similarity NPD6317 Approved
0.6557 Remote Similarity NPD5216 Approved
0.6557 Remote Similarity NPD5217 Approved
0.6557 Remote Similarity NPD5215 Approved
0.6552 Remote Similarity NPD7640 Approved
0.6552 Remote Similarity NPD7639 Approved
0.6549 Remote Similarity NPD7748 Approved
0.6522 Remote Similarity NPD6084 Phase 2
0.6522 Remote Similarity NPD6083 Phase 2
0.6518 Remote Similarity NPD6411 Approved
0.6518 Remote Similarity NPD7515 Phase 2
0.6508 Remote Similarity NPD6314 Approved
0.6508 Remote Similarity NPD6335 Approved
0.6508 Remote Similarity NPD6313 Approved
0.65 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5210 Approved
0.6491 Remote Similarity NPD4629 Approved
0.6486 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3133 Approved
0.6481 Remote Similarity NPD3666 Approved
0.6481 Remote Similarity NPD3665 Phase 1
0.6475 Remote Similarity NPD5169 Approved
0.6475 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6475 Remote Similarity NPD6371 Approved
0.6475 Remote Similarity NPD5135 Approved
0.6466 Remote Similarity NPD5696 Approved
0.646 Remote Similarity NPD8171 Discontinued
0.6455 Remote Similarity NPD3573 Approved
0.6423 Remote Similarity NPD5127 Approved
0.6404 Remote Similarity NPD7900 Approved
0.6404 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5282 Discontinued
0.6381 Remote Similarity NPD6115 Approved
0.6381 Remote Similarity NPD6118 Approved
0.6381 Remote Similarity NPD6114 Approved
0.6381 Remote Similarity NPD6697 Approved
0.6364 Remote Similarity NPD8074 Phase 3
0.6357 Remote Similarity NPD6909 Approved
0.6357 Remote Similarity NPD6908 Approved
0.6349 Remote Similarity NPD6868 Approved
0.6348 Remote Similarity NPD5695 Phase 3
0.6339 Remote Similarity NPD6101 Approved
0.6339 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6328 Remote Similarity NPD4522 Approved
0.6311 Remote Similarity NPD5168 Approved
0.6286 Remote Similarity NPD6116 Phase 1
0.627 Remote Similarity NPD5167 Approved
0.6262 Remote Similarity NPD6928 Phase 2
0.6259 Remote Similarity NPD6333 Approved
0.6259 Remote Similarity NPD6334 Approved
0.625 Remote Similarity NPD7513 Clinical (unspecified phase)
0.624 Remote Similarity NPD6053 Discontinued
0.6216 Remote Similarity NPD7334 Approved
0.6216 Remote Similarity NPD5330 Approved
0.6216 Remote Similarity NPD7146 Approved
0.6216 Remote Similarity NPD6684 Approved
0.6216 Remote Similarity NPD6409 Approved
0.6216 Remote Similarity NPD7521 Approved
0.6207 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6356 Clinical (unspecified phase)
0.619 Remote Similarity NPD6117 Approved
0.6182 Remote Similarity NPD3668 Phase 3
0.6174 Remote Similarity NPD5778 Approved
0.6174 Remote Similarity NPD5779 Approved
0.6167 Remote Similarity NPD7632 Discontinued
0.6161 Remote Similarity NPD7524 Approved
0.616 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6147 Remote Similarity NPD4223 Phase 3
0.6147 Remote Similarity NPD4221 Approved
0.6117 Remote Similarity NPD4809 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44445757
ChEMBL   CHEMBL399104
ZINC  

Physicochemical Properties

Molecular Weight:  364.19
ALogP:  -2.1677
MLogP:  3
XLogP:  0.459
# Rotatable Bonds:  6
Polar Surface Area:  107.22
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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