Natural Product: NPC218970

Natural Product ID:  NPC218970
Common Name:   Maoecrystal C
IUPAC Name:  
Synonyms:   Maoecrystal C
Molecular Formula:   C20H26O5
Standard InCHIKey:  AYICIQWCTWRIFH-QQSVSSDMSA-N
Standard InCHI:  InChI=1S/C20H26O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h6-7,11-12,14-16,22-24H,1,4-5,8-9H2,2-3H3/t11-,12+,14-,15-,16+,18-,19+,20-/m1/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@]([C@@H]1O)(C2)[C@]1(O)OC[C@@]23C(=O)C=CC([C@H]2[C@@H]1O)(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
NPO1927 Isodon eriocalyx Species Lamiaceae Eukaryota PMID[22624550]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 15848.93 nM 18590312
NPT660 Cell Line SW480 Homo sapiens IC50 = 15848.93 nM 24547740
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM PubChem BioAssay data set
NPT660 Cell Line SW480 Homo sapiens IC50 = 14500 nM 17336532
NPT116 Cell Line HL-60 Homo sapiens IC50 = 19952.62 nM 17116681
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 23543889
NPT81 Cell Line A549 Homo sapiens IC50 > 39810.72 nM 8133298
NPT83 Cell Line MCF7 Homo sapiens IC50 = 14400 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 = 18900 nM 18710917
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 39810.72 nM 10.1016/0305-1978(94)90001-9

  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 NPC218970 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
0.9182 High Similarity NPC194273
0.9182 High Similarity NPC320118
0.9174 High Similarity NPC471243
0.9107 High Similarity NPC470171
0.9099 High Similarity NPC243354
0.9091 High Similarity NPC205534
0.8899 High Similarity NPC89860
0.8899 High Similarity NPC189663
0.8889 High Similarity NPC307660
0.8889 High Similarity NPC130511
0.8818 High Similarity NPC118721
0.8818 High Similarity NPC252679
0.8739 High Similarity NPC471476
0.8727 High Similarity NPC473410
0.8727 High Similarity NPC469984
0.8727 High Similarity NPC471094
0.8727 High Similarity NPC55973
0.8718 High Similarity NPC28532
0.8661 High Similarity NPC63244
0.8661 High Similarity NPC56025
0.8661 High Similarity NPC213320
0.8649 High Similarity NPC102741
0.8636 High Similarity NPC471474
0.8636 High Similarity NPC471461
0.8636 High Similarity NPC67745
0.8584 High Similarity NPC473397
0.8584 High Similarity NPC471244
0.8584 High Similarity NPC473352
0.8584 High Similarity NPC474927
0.8583 High Similarity NPC470882
0.8571 High Similarity NPC471093
0.8571 High Similarity NPC473324
0.8571 High Similarity NPC320383
0.8571 High Similarity NPC137104
0.8571 High Similarity NPC474786
0.8571 High Similarity NPC85391
0.8559 High Similarity NPC63841
0.8547 High Similarity NPC476961
0.8545 High Similarity NPC56656
0.8519 High Similarity NPC14634
0.8512 High Similarity NPC473888
0.8509 High Similarity NPC94141
0.8509 High Similarity NPC51978
0.8509 High Similarity NPC194100
0.8509 High Similarity NPC471248
0.8509 High Similarity NPC317210
0.8509 High Similarity NPC132668
0.8496 Intermediate Similarity NPC29505
0.8496 Intermediate Similarity NPC122339
0.8482 Intermediate Similarity NPC274827
0.8482 Intermediate Similarity NPC131903
0.8475 Intermediate Similarity NPC46570
0.8468 Intermediate Similarity NPC186054
0.8462 Intermediate Similarity NPC61520
0.8435 Intermediate Similarity NPC17165
0.8435 Intermediate Similarity NPC471398
0.8435 Intermediate Similarity NPC326542
0.843 Intermediate Similarity NPC287423
0.843 Intermediate Similarity NPC473253
0.843 Intermediate Similarity NPC305496
0.843 Intermediate Similarity NPC473265
0.8421 Intermediate Similarity NPC157929
0.8421 Intermediate Similarity NPC473303
0.8421 Intermediate Similarity NPC145625
0.8421 Intermediate Similarity NPC471245
0.8421 Intermediate Similarity NPC207251
0.8417 Intermediate Similarity NPC473255
0.8407 Intermediate Similarity NPC42776
0.8403 Intermediate Similarity NPC107493
0.8403 Intermediate Similarity NPC269642
0.839 Intermediate Similarity NPC112038
0.8376 Intermediate Similarity NPC329736
0.8362 Intermediate Similarity NPC88945
0.8362 Intermediate Similarity NPC229752
0.8348 Intermediate Similarity NPC471252
0.8348 Intermediate Similarity NPC962
0.8348 Intermediate Similarity NPC178981
0.8348 Intermediate Similarity NPC260665
0.8348 Intermediate Similarity NPC250109
0.8347 Intermediate Similarity NPC47113
0.8347 Intermediate Similarity NPC293112
0.8347 Intermediate Similarity NPC174367
0.8333 Intermediate Similarity NPC469789
0.8333 Intermediate Similarity NPC201992
0.8319 Intermediate Similarity NPC143706
0.8319 Intermediate Similarity NPC470615
0.8319 Intermediate Similarity NPC202051
0.8319 Intermediate Similarity NPC472534
0.8306 Intermediate Similarity NPC471855
0.8305 Intermediate Similarity NPC475041
0.8305 Intermediate Similarity NPC473203
0.8305 Intermediate Similarity NPC469488
0.8305 Intermediate Similarity NPC473270
0.8304 Intermediate Similarity NPC83744
0.8304 Intermediate Similarity NPC469746
0.8293 Intermediate Similarity NPC231529
0.8293 Intermediate Similarity NPC470880
0.8291 Intermediate Similarity NPC477116
0.8291 Intermediate Similarity NPC470959
0.8291 Intermediate Similarity NPC27999
0.8291 Intermediate Similarity NPC476965
0.8291 Intermediate Similarity NPC78836
0.8291 Intermediate Similarity NPC473968
0.8288 Intermediate Similarity NPC202793
0.8288 Intermediate Similarity NPC152966
0.8276 Intermediate Similarity NPC470953
0.8273 Intermediate Similarity NPC309388
0.8273 Intermediate Similarity NPC475803
0.8264 Intermediate Similarity NPC470922
0.8264 Intermediate Similarity NPC172154
0.8264 Intermediate Similarity NPC81736
0.8261 Intermediate Similarity NPC289312
0.8261 Intermediate Similarity NPC11252
0.8257 Intermediate Similarity NPC471242
0.825 Intermediate Similarity NPC313528
0.8246 Intermediate Similarity NPC474567
0.8246 Intermediate Similarity NPC76084
0.8235 Intermediate Similarity NPC476962
0.823 Intermediate Similarity NPC272576
0.823 Intermediate Similarity NPC329417
0.822 Intermediate Similarity NPC204552
0.822 Intermediate Similarity NPC297179
0.822 Intermediate Similarity NPC251310
0.822 Intermediate Similarity NPC188667
0.8214 Intermediate Similarity NPC48733
0.8214 Intermediate Similarity NPC150531
0.8214 Intermediate Similarity NPC202167
0.8214 Intermediate Similarity NPC49958
0.8214 Intermediate Similarity NPC319077
0.8214 Intermediate Similarity NPC296945
0.8214 Intermediate Similarity NPC97202
0.8214 Intermediate Similarity NPC50692
0.8214 Intermediate Similarity NPC214264
0.8214 Intermediate Similarity NPC302607
0.8214 Intermediate Similarity NPC260268
0.8214 Intermediate Similarity NPC476027
0.8214 Intermediate Similarity NPC152695
0.8214 Intermediate Similarity NPC85829
0.8214 Intermediate Similarity NPC171137
0.8211 Intermediate Similarity NPC311534
0.8211 Intermediate Similarity NPC245094
0.8205 Intermediate Similarity NPC138372
0.8205 Intermediate Similarity NPC44170
0.8205 Intermediate Similarity NPC266728
0.8205 Intermediate Similarity NPC106228
0.8205 Intermediate Similarity NPC49492
0.8205 Intermediate Similarity NPC270929
0.8198 Intermediate Similarity NPC159442
0.8198 Intermediate Similarity NPC139347
0.8197 Intermediate Similarity NPC225049
0.819 Intermediate Similarity NPC255017
0.8182 Intermediate Similarity NPC238005
0.8182 Intermediate Similarity NPC11895
0.8182 Intermediate Similarity NPC141196
0.8182 Intermediate Similarity NPC204812
0.8182 Intermediate Similarity NPC1980
0.8174 Intermediate Similarity NPC474229
0.8167 Intermediate Similarity NPC102822
0.8167 Intermediate Similarity NPC477046
0.8167 Intermediate Similarity NPC473256
0.8167 Intermediate Similarity NPC470878
0.8167 Intermediate Similarity NPC67569
0.816 Intermediate Similarity NPC102316
0.8158 Intermediate Similarity NPC469744
0.8151 Intermediate Similarity NPC319570
0.8151 Intermediate Similarity NPC476529
0.8151 Intermediate Similarity NPC475775
0.8151 Intermediate Similarity NPC476960
0.8145 Intermediate Similarity NPC476966
0.8145 Intermediate Similarity NPC471407
0.8142 Intermediate Similarity NPC477916
0.8142 Intermediate Similarity NPC220229
0.8142 Intermediate Similarity NPC475060
0.8136 Intermediate Similarity NPC287343
0.8136 Intermediate Similarity NPC97908
0.8136 Intermediate Similarity NPC122033
0.8136 Intermediate Similarity NPC474654
0.8136 Intermediate Similarity NPC473304
0.8136 Intermediate Similarity NPC470854
0.813 Intermediate Similarity NPC152091
0.8125 Intermediate Similarity NPC75531
0.8125 Intermediate Similarity NPC149124
0.8125 Intermediate Similarity NPC209502
0.8125 Intermediate Similarity NPC96268
0.8125 Intermediate Similarity NPC204833
0.812 Intermediate Similarity NPC473898
0.812 Intermediate Similarity NPC474906
0.812 Intermediate Similarity NPC18547
0.812 Intermediate Similarity NPC477580
0.8115 Intermediate Similarity NPC8369
0.8115 Intermediate Similarity NPC32868
0.8115 Intermediate Similarity NPC473505
0.8115 Intermediate Similarity NPC8374
0.8115 Intermediate Similarity NPC241456
0.8103 Intermediate Similarity NPC302146
0.8099 Intermediate Similarity NPC23786
0.8099 Intermediate Similarity NPC470265
0.8099 Intermediate Similarity NPC216866
0.8099 Intermediate Similarity NPC170538
0.8095 Intermediate Similarity NPC168879

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC218970 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
0.839 Intermediate Similarity NPD6054 Approved
0.8319 Intermediate Similarity NPD6016 Approved
0.8319 Intermediate Similarity NPD6015 Approved
0.825 Intermediate Similarity NPD6370 Approved
0.825 Intermediate Similarity NPD5988 Approved
0.8235 Intermediate Similarity NPD6319 Approved
0.8142 Intermediate Similarity NPD6412 Phase 2
0.8115 Intermediate Similarity NPD7492 Approved
0.8087 Intermediate Similarity NPD4634 Approved
0.8083 Intermediate Similarity NPD6059 Approved
0.8065 Intermediate Similarity NPD7736 Approved
0.8049 Intermediate Similarity NPD6616 Approved
0.8034 Intermediate Similarity NPD4632 Approved
0.7984 Intermediate Similarity NPD7078 Approved
0.7983 Intermediate Similarity NPD6009 Approved
0.7946 Intermediate Similarity NPD5211 Phase 2
0.7886 Intermediate Similarity NPD8328 Phase 3
0.7857 Intermediate Similarity NPD7319 Approved
0.7833 Intermediate Similarity NPD7115 Discovery
0.7826 Intermediate Similarity NPD5697 Approved
0.7807 Intermediate Similarity NPD5141 Approved
0.7797 Intermediate Similarity NPD8297 Approved
0.7797 Intermediate Similarity NPD6882 Approved
0.7768 Intermediate Similarity NPD5286 Approved
0.7768 Intermediate Similarity NPD4696 Approved
0.7768 Intermediate Similarity NPD5285 Approved
0.776 Intermediate Similarity NPD7507 Approved
0.7759 Intermediate Similarity NPD6899 Approved
0.7759 Intermediate Similarity NPD6881 Approved
0.7712 Intermediate Similarity NPD6649 Approved
0.7712 Intermediate Similarity NPD6650 Approved
0.7698 Intermediate Similarity NPD8293 Discontinued
0.7692 Intermediate Similarity NPD6013 Approved
0.7692 Intermediate Similarity NPD6014 Approved
0.7692 Intermediate Similarity NPD6012 Approved
0.7632 Intermediate Similarity NPD5225 Approved
0.7632 Intermediate Similarity NPD4633 Approved
0.7632 Intermediate Similarity NPD5226 Approved
0.7632 Intermediate Similarity NPD5224 Approved
0.7627 Intermediate Similarity NPD7102 Approved
0.7627 Intermediate Similarity NPD7290 Approved
0.7627 Intermediate Similarity NPD6883 Approved
0.7607 Intermediate Similarity NPD6011 Approved
0.7589 Intermediate Similarity NPD4755 Approved
0.7586 Intermediate Similarity NPD6402 Approved
0.7586 Intermediate Similarity NPD5739 Approved
0.7586 Intermediate Similarity NPD6675 Approved
0.7586 Intermediate Similarity NPD7128 Approved
0.7581 Intermediate Similarity NPD5983 Phase 2
0.7565 Intermediate Similarity NPD5175 Approved
0.7565 Intermediate Similarity NPD5174 Approved
0.7563 Intermediate Similarity NPD6869 Approved
0.7563 Intermediate Similarity NPD6847 Approved
0.7563 Intermediate Similarity NPD8130 Phase 1
0.7563 Intermediate Similarity NPD6617 Approved
0.7544 Intermediate Similarity NPD5223 Approved
0.7542 Intermediate Similarity NPD6372 Approved
0.7542 Intermediate Similarity NPD6373 Approved
0.7521 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD6033 Approved
0.746 Intermediate Similarity NPD7604 Phase 2
0.7458 Intermediate Similarity NPD7320 Approved
0.7458 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD4700 Approved
0.7455 Intermediate Similarity NPD6079 Approved
0.7436 Intermediate Similarity NPD6008 Approved
0.7398 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD5221 Approved
0.7345 Intermediate Similarity NPD5222 Approved
0.7345 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD6336 Discontinued
0.7311 Intermediate Similarity NPD6686 Approved
0.7311 Intermediate Similarity NPD4730 Approved
0.7311 Intermediate Similarity NPD4729 Approved
0.7302 Intermediate Similarity NPD8513 Phase 3
0.7302 Intermediate Similarity NPD8515 Approved
0.7302 Intermediate Similarity NPD7503 Approved
0.7302 Intermediate Similarity NPD8516 Approved
0.7302 Intermediate Similarity NPD8517 Approved
0.7281 Intermediate Similarity NPD5173 Approved
0.728 Intermediate Similarity NPD7516 Approved
0.7273 Intermediate Similarity NPD5328 Approved
0.7232 Intermediate Similarity NPD4202 Approved
0.7222 Intermediate Similarity NPD8377 Approved
0.7222 Intermediate Similarity NPD8294 Approved
0.7217 Intermediate Similarity NPD4225 Approved
0.72 Intermediate Similarity NPD7327 Approved
0.72 Intermediate Similarity NPD7328 Approved
0.7193 Intermediate Similarity NPD4697 Phase 3
0.719 Intermediate Similarity NPD5251 Approved
0.719 Intermediate Similarity NPD5250 Approved
0.719 Intermediate Similarity NPD5249 Phase 3
0.719 Intermediate Similarity NPD5247 Approved
0.719 Intermediate Similarity NPD5248 Approved
0.7177 Intermediate Similarity NPD6274 Approved
0.7167 Intermediate Similarity NPD5128 Approved
0.7165 Intermediate Similarity NPD8296 Approved
0.7165 Intermediate Similarity NPD8033 Approved
0.7165 Intermediate Similarity NPD8380 Approved
0.7165 Intermediate Similarity NPD8335 Approved
0.7165 Intermediate Similarity NPD8379 Approved
0.7165 Intermediate Similarity NPD8378 Approved
0.7156 Intermediate Similarity NPD3618 Phase 1
0.7155 Intermediate Similarity NPD7639 Approved
0.7155 Intermediate Similarity NPD7640 Approved
0.7154 Intermediate Similarity NPD8133 Approved
0.7143 Intermediate Similarity NPD4767 Approved
0.7143 Intermediate Similarity NPD7100 Approved
0.7143 Intermediate Similarity NPD7101 Approved
0.7143 Intermediate Similarity NPD4768 Approved
0.7131 Intermediate Similarity NPD5215 Approved
0.7131 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7131 Intermediate Similarity NPD5217 Approved
0.7131 Intermediate Similarity NPD5216 Approved
0.7121 Intermediate Similarity NPD5956 Approved
0.712 Intermediate Similarity NPD6317 Approved
0.7119 Intermediate Similarity NPD4754 Approved
0.7107 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4629 Approved
0.7105 Intermediate Similarity NPD5210 Approved
0.7069 Intermediate Similarity NPD7638 Approved
0.7063 Intermediate Similarity NPD6335 Approved
0.7063 Intermediate Similarity NPD6313 Approved
0.7063 Intermediate Similarity NPD6314 Approved
0.7054 Intermediate Similarity NPD6067 Discontinued
0.7049 Intermediate Similarity NPD5135 Approved
0.7049 Intermediate Similarity NPD5169 Approved
0.7049 Intermediate Similarity NPD6371 Approved
0.7049 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.6992 Remote Similarity NPD5127 Approved
0.6983 Remote Similarity NPD6084 Phase 2
0.6983 Remote Similarity NPD7902 Approved
0.6983 Remote Similarity NPD6083 Phase 2
0.6972 Remote Similarity NPD3133 Approved
0.6972 Remote Similarity NPD3665 Phase 1
0.6972 Remote Similarity NPD3666 Approved
0.6964 Remote Similarity NPD4753 Phase 2
0.6957 Remote Similarity NPD5695 Phase 3
0.6937 Remote Similarity NPD3573 Approved
0.693 Remote Similarity NPD6399 Phase 3
0.6923 Remote Similarity NPD5696 Approved
0.6917 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6911 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6894 Remote Similarity NPD8074 Phase 3
0.6875 Remote Similarity NPD4522 Approved
0.687 Remote Similarity NPD7748 Approved
0.6842 Remote Similarity NPD5284 Approved
0.6842 Remote Similarity NPD6411 Approved
0.6842 Remote Similarity NPD7515 Phase 2
0.6842 Remote Similarity NPD5281 Approved
0.6825 Remote Similarity NPD5167 Approved
0.68 Remote Similarity NPD6053 Discontinued
0.6783 Remote Similarity NPD5778 Approved
0.6783 Remote Similarity NPD5779 Approved
0.6772 Remote Similarity NPD6868 Approved
0.6769 Remote Similarity NPD6908 Approved
0.6769 Remote Similarity NPD6921 Approved
0.6769 Remote Similarity NPD6909 Approved
0.6763 Remote Similarity NPD6333 Approved
0.6763 Remote Similarity NPD6334 Approved
0.6748 Remote Similarity NPD5168 Approved
0.6726 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7900 Approved
0.6724 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6724 Remote Similarity NPD5282 Discontinued
0.6696 Remote Similarity NPD7334 Approved
0.6696 Remote Similarity NPD6684 Approved
0.6696 Remote Similarity NPD7521 Approved
0.6696 Remote Similarity NPD5690 Phase 2
0.6696 Remote Similarity NPD6409 Approved
0.6696 Remote Similarity NPD7146 Approved
0.6696 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6101 Approved
0.6636 Remote Similarity NPD3667 Approved
0.6636 Remote Similarity NPD4221 Approved
0.6636 Remote Similarity NPD4223 Phase 3
0.6612 Remote Similarity NPD7632 Discontinued
0.6609 Remote Similarity NPD5785 Approved
0.6587 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6579 Remote Similarity NPD6903 Approved
0.6569 Remote Similarity NPD7260 Phase 2
0.6552 Remote Similarity NPD8035 Phase 2
0.6552 Remote Similarity NPD8034 Phase 2
0.6552 Remote Similarity NPD7983 Approved
0.6549 Remote Similarity NPD5279 Phase 3
0.6529 Remote Similarity NPD5344 Discontinued
0.6522 Remote Similarity NPD8338 Approved
0.6518 Remote Similarity NPD4197 Approved
0.6471 Remote Similarity NPD8337 Approved
0.6471 Remote Similarity NPD8336 Approved
0.6466 Remote Similarity NPD5207 Approved
0.646 Remote Similarity NPD5363 Approved

Structure

External Identifiers

PubChem CID   14109075
ChEMBL   CHEMBL2088266
ZINC  

Physicochemical Properties

Molecular Weight:  346.18
ALogP:  -0.5559
MLogP:  3.11
XLogP:  0.711
# Rotatable Bonds:  5
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  25

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Biological Activities  
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