Natural Product: NPC200580

Natural Product ID:  NPC200580
Common Name:   Guidongnin C
IUPAC Name:  
Synonyms:   Guidongnin C
Molecular Formula:   C20H26O6
Standard InCHIKey:  UJOVIPONWVKELP-BHVIDLPJSA-N
Standard InCHI:  InChI=1S/C20H26O6/c1-10-11-6-12(21)13-19(9-26-17(24)20(13,7-11)15(10)22)5-3-4-18(2)8-25-16(23)14(18)19/h10-14,21H,3-9H2,1-2H3/t10-,11-,12-,13+,14-,18+,19-,20+/m1/s1
Canonical SMILES:  C[C@@H]1[C@@H]2C[C@H]([C@@H]3[C@](C1=O)(C2)C(=O)OC[C@@]13CCC[C@@]2([C@H]1C(=O)OC2)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
NPO28626.2 Isodon rubescens var. lushiensis Varieties Lamiaceae Eukaryota PMID[14575445]
NPO28626.2 Isodon rubescens var. lushiensis Varieties 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 > 50 ug/ml 14575445

  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 NPC200580 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
0.9326 High Similarity NPC193785
0.8916 High Similarity NPC1882
0.8837 High Similarity NPC473350
0.8817 High Similarity NPC267921
0.8778 High Similarity NPC476189
0.8721 High Similarity NPC473336
0.8721 High Similarity NPC471044
0.8652 High Similarity NPC471459
0.8652 High Similarity NPC61688
0.8652 High Similarity NPC67653
0.8646 High Similarity NPC88469
0.8587 High Similarity NPC62407
0.8587 High Similarity NPC287354
0.8506 High Similarity NPC477434
0.8478 Intermediate Similarity NPC470424
0.8409 Intermediate Similarity NPC477205
0.837 Intermediate Similarity NPC161035
0.8367 Intermediate Similarity NPC164600
0.8367 Intermediate Similarity NPC103172
0.8352 Intermediate Similarity NPC77756
0.8333 Intermediate Similarity NPC226491
0.8333 Intermediate Similarity NPC39683
0.8333 Intermediate Similarity NPC90676
0.8333 Intermediate Similarity NPC477614
0.8316 Intermediate Similarity NPC26270
0.8298 Intermediate Similarity NPC116683
0.8295 Intermediate Similarity NPC101138
0.8295 Intermediate Similarity NPC82492
0.8295 Intermediate Similarity NPC237938
0.8295 Intermediate Similarity NPC219535
0.8295 Intermediate Similarity NPC25802
0.8295 Intermediate Similarity NPC51135
0.8283 Intermediate Similarity NPC88833
0.8283 Intermediate Similarity NPC96333
0.8261 Intermediate Similarity NPC52756
0.8256 Intermediate Similarity NPC125366
0.8247 Intermediate Similarity NPC470172
0.8247 Intermediate Similarity NPC471254
0.8242 Intermediate Similarity NPC477443
0.8242 Intermediate Similarity NPC477440
0.8222 Intermediate Similarity NPC239938
0.8191 Intermediate Similarity NPC305808
0.8182 Intermediate Similarity NPC15091
0.8163 Intermediate Similarity NPC471253
0.8163 Intermediate Similarity NPC473406
0.8163 Intermediate Similarity NPC96217
0.8161 Intermediate Similarity NPC58631
0.8152 Intermediate Similarity NPC477433
0.8152 Intermediate Similarity NPC477442
0.8152 Intermediate Similarity NPC477444
0.8144 Intermediate Similarity NPC148279
0.8144 Intermediate Similarity NPC236585
0.814 Intermediate Similarity NPC80891
0.814 Intermediate Similarity NPC320144
0.814 Intermediate Similarity NPC201276
0.8132 Intermediate Similarity NPC471221
0.8132 Intermediate Similarity NPC473319
0.8132 Intermediate Similarity NPC236459
0.8132 Intermediate Similarity NPC3032
0.8132 Intermediate Similarity NPC131104
0.8125 Intermediate Similarity NPC474793
0.8125 Intermediate Similarity NPC471038
0.8125 Intermediate Similarity NPC253995
0.8111 Intermediate Similarity NPC248216
0.8111 Intermediate Similarity NPC302111
0.8111 Intermediate Similarity NPC80700
0.8111 Intermediate Similarity NPC83242
0.8111 Intermediate Similarity NPC120395
0.81 Intermediate Similarity NPC61071
0.809 Intermediate Similarity NPC50438
0.809 Intermediate Similarity NPC473299
0.8081 Intermediate Similarity NPC101842
0.8068 Intermediate Similarity NPC289486
0.8068 Intermediate Similarity NPC13494
0.8068 Intermediate Similarity NPC61107
0.8065 Intermediate Similarity NPC475878
0.8046 Intermediate Similarity NPC477851
0.8046 Intermediate Similarity NPC134227
0.8039 Intermediate Similarity NPC98069
0.8039 Intermediate Similarity NPC49730
0.8023 Intermediate Similarity NPC185465
0.8023 Intermediate Similarity NPC80089
0.8023 Intermediate Similarity NPC224802
0.8023 Intermediate Similarity NPC34046
0.8023 Intermediate Similarity NPC171426
0.8023 Intermediate Similarity NPC324700
0.8022 Intermediate Similarity NPC470920
0.8021 Intermediate Similarity NPC253586
0.8021 Intermediate Similarity NPC471241
0.8 Intermediate Similarity NPC474020
0.8 Intermediate Similarity NPC471046
0.8 Intermediate Similarity NPC470232
0.798 Intermediate Similarity NPC140723
0.798 Intermediate Similarity NPC139347
0.7979 Intermediate Similarity NPC472238
0.7979 Intermediate Similarity NPC472237
0.7978 Intermediate Similarity NPC268578
0.7978 Intermediate Similarity NPC217559
0.7978 Intermediate Similarity NPC292458
0.7976 Intermediate Similarity NPC477867
0.7959 Intermediate Similarity NPC178853
0.7959 Intermediate Similarity NPC46848
0.7957 Intermediate Similarity NPC475211
0.7957 Intermediate Similarity NPC88337
0.7955 Intermediate Similarity NPC475743
0.7917 Intermediate Similarity NPC476728
0.7917 Intermediate Similarity NPC200054
0.7917 Intermediate Similarity NPC329910
0.7917 Intermediate Similarity NPC29410
0.7912 Intermediate Similarity NPC472272
0.7907 Intermediate Similarity NPC477918
0.7907 Intermediate Similarity NPC169389
0.7907 Intermediate Similarity NPC207010
0.7907 Intermediate Similarity NPC317913
0.7895 Intermediate Similarity NPC475118
0.7895 Intermediate Similarity NPC470386
0.7895 Intermediate Similarity NPC309127
0.7895 Intermediate Similarity NPC470385
0.7895 Intermediate Similarity NPC470423
0.7895 Intermediate Similarity NPC247877
0.7889 Intermediate Similarity NPC319909
0.7882 Intermediate Similarity NPC159789
0.7882 Intermediate Similarity NPC125767
0.7882 Intermediate Similarity NPC21220
0.7879 Intermediate Similarity NPC275990
0.7879 Intermediate Similarity NPC124544
0.7879 Intermediate Similarity NPC244969
0.7879 Intermediate Similarity NPC213528
0.7872 Intermediate Similarity NPC474065
0.7872 Intermediate Similarity NPC250753
0.7865 Intermediate Similarity NPC100366
0.7865 Intermediate Similarity NPC242771
0.7865 Intermediate Similarity NPC164289
0.7865 Intermediate Similarity NPC311642
0.7865 Intermediate Similarity NPC121121
0.7857 Intermediate Similarity NPC470388
0.7857 Intermediate Similarity NPC108371
0.7857 Intermediate Similarity NPC474755
0.7849 Intermediate Similarity NPC24705
0.7849 Intermediate Similarity NPC56962
0.7843 Intermediate Similarity NPC232133
0.7835 Intermediate Similarity NPC472273
0.7826 Intermediate Similarity NPC263802
0.7822 Intermediate Similarity NPC285927
0.7812 Intermediate Similarity NPC98639
0.7812 Intermediate Similarity NPC470229
0.7812 Intermediate Similarity NPC17336
0.7802 Intermediate Similarity NPC477445
0.78 Intermediate Similarity NPC122811
0.78 Intermediate Similarity NPC87927
0.78 Intermediate Similarity NPC107385
0.78 Intermediate Similarity NPC209298
0.78 Intermediate Similarity NPC277074
0.7791 Intermediate Similarity NPC4209
0.7791 Intermediate Similarity NPC472486
0.7791 Intermediate Similarity NPC472487
0.7791 Intermediate Similarity NPC477933
0.7791 Intermediate Similarity NPC477932
0.7778 Intermediate Similarity NPC163963
0.7778 Intermediate Similarity NPC14634
0.7778 Intermediate Similarity NPC52899
0.7778 Intermediate Similarity NPC289148
0.7778 Intermediate Similarity NPC472847
0.7767 Intermediate Similarity NPC469983
0.7766 Intermediate Similarity NPC470114
0.7765 Intermediate Similarity NPC55508
0.7755 Intermediate Similarity NPC28864
0.7755 Intermediate Similarity NPC162459
0.7755 Intermediate Similarity NPC38471
0.7755 Intermediate Similarity NPC98837
0.7755 Intermediate Similarity NPC89099
0.7755 Intermediate Similarity NPC20479
0.7755 Intermediate Similarity NPC38296
0.7745 Intermediate Similarity NPC471474
0.7745 Intermediate Similarity NPC186054
0.7742 Intermediate Similarity NPC201607
0.7742 Intermediate Similarity NPC56413
0.7742 Intermediate Similarity NPC476435
0.7742 Intermediate Similarity NPC56777
0.7732 Intermediate Similarity NPC475765
0.7732 Intermediate Similarity NPC475785
0.7732 Intermediate Similarity NPC470387
0.7727 Intermediate Similarity NPC472310
0.7723 Intermediate Similarity NPC327093
0.7723 Intermediate Similarity NPC13149
0.7723 Intermediate Similarity NPC474558
0.7723 Intermediate Similarity NPC470167
0.7723 Intermediate Similarity NPC100078
0.7723 Intermediate Similarity NPC202793
0.7717 Intermediate Similarity NPC477441
0.7717 Intermediate Similarity NPC476717
0.7717 Intermediate Similarity NPC114378
0.7717 Intermediate Similarity NPC103782
0.7717 Intermediate Similarity NPC92139
0.7708 Intermediate Similarity NPC206878
0.7708 Intermediate Similarity NPC47853
0.7701 Intermediate Similarity NPC143250
0.7701 Intermediate Similarity NPC471151
0.7701 Intermediate Similarity NPC307865
0.77 Intermediate Similarity NPC148628

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC200580 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
0.8023 Intermediate Similarity NPD6697 Approved
0.8023 Intermediate Similarity NPD6115 Approved
0.8023 Intermediate Similarity NPD6114 Approved
0.8023 Intermediate Similarity NPD6118 Approved
0.7907 Intermediate Similarity NPD6116 Phase 1
0.7882 Intermediate Similarity NPD3703 Phase 2
0.7791 Intermediate Similarity NPD6117 Approved
0.7674 Intermediate Similarity NPD3702 Approved
0.7558 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD1700 Approved
0.7379 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8034 Phase 2
0.7143 Intermediate Similarity NPD4224 Phase 2
0.7143 Intermediate Similarity NPD6008 Approved
0.7143 Intermediate Similarity NPD8035 Phase 2
0.7126 Intermediate Similarity NPD5777 Approved
0.7126 Intermediate Similarity NPD6081 Approved
0.7093 Intermediate Similarity NPD3698 Phase 2
0.7065 Intermediate Similarity NPD6928 Phase 2
0.7011 Intermediate Similarity NPD4245 Approved
0.7011 Intermediate Similarity NPD4244 Approved
0.7011 Intermediate Similarity NPD4789 Approved
0.69 Remote Similarity NPD6399 Phase 3
0.6875 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7320 Approved
0.6848 Remote Similarity NPD4802 Phase 2
0.6848 Remote Similarity NPD4238 Approved
0.6838 Remote Similarity NPD7492 Approved
0.6822 Remote Similarity NPD7128 Approved
0.6822 Remote Similarity NPD6675 Approved
0.6822 Remote Similarity NPD5739 Approved
0.6822 Remote Similarity NPD6402 Approved
0.6789 Remote Similarity NPD6373 Approved
0.6789 Remote Similarity NPD6372 Approved
0.6783 Remote Similarity NPD6054 Approved
0.6783 Remote Similarity NPD6319 Approved
0.6783 Remote Similarity NPD6059 Approved
0.6782 Remote Similarity NPD5360 Phase 3
0.6782 Remote Similarity NPD5361 Clinical (unspecified phase)
0.678 Remote Similarity NPD6616 Approved
0.6759 Remote Similarity NPD5697 Approved
0.6759 Remote Similarity NPD5701 Approved
0.6724 Remote Similarity NPD6015 Approved
0.6724 Remote Similarity NPD6016 Approved
0.6723 Remote Similarity NPD8293 Discontinued
0.6723 Remote Similarity NPD7078 Approved
0.6697 Remote Similarity NPD6899 Approved
0.6697 Remote Similarity NPD6881 Approved
0.6697 Remote Similarity NPD6011 Approved
0.6696 Remote Similarity NPD4632 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD3671 Phase 1
0.6667 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6370 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6636 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6013 Approved
0.6636 Remote Similarity NPD6014 Approved
0.6632 Remote Similarity NPD1779 Approved
0.6632 Remote Similarity NPD1780 Approved
0.66 Remote Similarity NPD5328 Approved
0.6591 Remote Similarity NPD229 Approved
0.6577 Remote Similarity NPD7290 Approved
0.6577 Remote Similarity NPD7102 Approved
0.6577 Remote Similarity NPD6883 Approved
0.6571 Remote Similarity NPD7638 Approved
0.6556 Remote Similarity NPD4758 Discontinued
0.6538 Remote Similarity NPD4697 Phase 3
0.6522 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6009 Approved
0.6518 Remote Similarity NPD6869 Approved
0.6518 Remote Similarity NPD6847 Approved
0.6518 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6617 Approved
0.6518 Remote Similarity NPD8130 Phase 1
0.6509 Remote Similarity NPD7639 Approved
0.6509 Remote Similarity NPD7640 Approved
0.6509 Remote Similarity NPD8418 Phase 2
0.6495 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6495 Remote Similarity NPD3669 Approved
0.6486 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6476 Remote Similarity NPD4755 Approved
0.6475 Remote Similarity NPD7319 Approved
0.6471 Remote Similarity NPD6079 Approved
0.6465 Remote Similarity NPD3618 Phase 1
0.646 Remote Similarity NPD8297 Approved
0.646 Remote Similarity NPD6882 Approved
0.6442 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6441 Remote Similarity NPD5983 Phase 2
0.6441 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6441 Remote Similarity NPD6921 Approved
0.6429 Remote Similarity NPD4634 Approved
0.6422 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6422 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6408 Remote Similarity NPD8171 Discontinued
0.6393 Remote Similarity NPD6033 Approved
0.6389 Remote Similarity NPD7632 Discontinued
0.6381 Remote Similarity NPD5222 Approved
0.6381 Remote Similarity NPD5221 Approved
0.6381 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7507 Approved
0.6355 Remote Similarity NPD5286 Approved
0.6355 Remote Similarity NPD4700 Approved
0.6355 Remote Similarity NPD5285 Approved
0.6355 Remote Similarity NPD4696 Approved
0.6333 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6333 Remote Similarity NPD7604 Phase 2
0.6333 Remote Similarity NPD8328 Phase 3
0.6321 Remote Similarity NPD5173 Approved
0.6321 Remote Similarity NPD7902 Approved
0.6321 Remote Similarity NPD6084 Phase 2
0.6321 Remote Similarity NPD6083 Phase 2
0.6316 Remote Similarity NPD5364 Discontinued
0.6311 Remote Similarity NPD6411 Approved
0.6306 Remote Similarity NPD6412 Phase 2
0.63 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5223 Approved
0.6293 Remote Similarity NPD6274 Approved
0.6293 Remote Similarity NPD6940 Discontinued
0.6263 Remote Similarity NPD4786 Approved
0.6262 Remote Similarity NPD5696 Approved
0.6261 Remote Similarity NPD8133 Approved
0.625 Remote Similarity NPD9496 Clinical (unspecified phase)
0.625 Remote Similarity NPD4202 Approved
0.6239 Remote Similarity NPD5211 Phase 2
0.6239 Remote Similarity NPD5224 Approved
0.6239 Remote Similarity NPD5226 Approved
0.6239 Remote Similarity NPD5225 Approved
0.6239 Remote Similarity NPD7115 Discovery
0.6239 Remote Similarity NPD4633 Approved
0.6239 Remote Similarity NPD6317 Approved
0.623 Remote Similarity NPD6336 Discontinued
0.6224 Remote Similarity NPD3667 Approved
0.6195 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD7748 Approved
0.619 Remote Similarity NPD6001 Approved
0.6186 Remote Similarity NPD6314 Approved
0.6186 Remote Similarity NPD6335 Approved
0.6186 Remote Similarity NPD6313 Approved
0.6182 Remote Similarity NPD5175 Approved
0.6182 Remote Similarity NPD5174 Approved
0.6182 Remote Similarity NPD4754 Approved
0.6176 Remote Similarity NPD6672 Approved
0.6176 Remote Similarity NPD5737 Approved
0.6176 Remote Similarity NPD6903 Approved
0.6162 Remote Similarity NPD4788 Approved
0.6154 Remote Similarity NPD7515 Phase 2
0.6154 Remote Similarity NPD6868 Approved
0.614 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6684 Approved
0.6139 Remote Similarity NPD7521 Approved
0.6139 Remote Similarity NPD5330 Approved
0.6139 Remote Similarity NPD7334 Approved
0.6139 Remote Similarity NPD7146 Approved
0.6139 Remote Similarity NPD6409 Approved
0.6134 Remote Similarity NPD7100 Approved
0.6134 Remote Similarity NPD7101 Approved
0.6132 Remote Similarity NPD7991 Discontinued
0.6132 Remote Similarity NPD5695 Phase 3
0.6126 Remote Similarity NPD5141 Approved
0.6117 Remote Similarity NPD6101 Approved
0.6117 Remote Similarity NPD5764 Clinical (unspecified phase)
0.61 Remote Similarity NPD3666 Approved
0.61 Remote Similarity NPD3665 Phase 1
0.61 Remote Similarity NPD3133 Approved
0.6077 Remote Similarity NPD6334 Approved
0.6077 Remote Similarity NPD6333 Approved
0.6071 Remote Similarity NPD4767 Approved
0.6071 Remote Similarity NPD4768 Approved
0.6047 Remote Similarity NPD3198 Approved
0.6038 Remote Similarity NPD7900 Approved
0.6038 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6038 Remote Similarity NPD5282 Discontinued
0.6034 Remote Similarity NPD6053 Discontinued
0.6033 Remote Similarity NPD6909 Approved
0.6033 Remote Similarity NPD6908 Approved
0.6019 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6 Remote Similarity NPD7518 Approved
0.6 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD5284 Approved
0.6 Remote Similarity NPD7517 Approved
0.6 Remote Similarity NPD7519 Approved
0.6 Remote Similarity NPD5281 Approved
0.5981 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4730 Approved
0.5965 Remote Similarity NPD6686 Approved
0.5965 Remote Similarity NPD4729 Approved
0.5965 Remote Similarity NPD5128 Approved
0.5963 Remote Similarity NPD4225 Approved
0.5962 Remote Similarity NPD4753 Phase 2
0.5943 Remote Similarity NPD5778 Approved
0.5943 Remote Similarity NPD5779 Approved
0.5935 Remote Similarity NPD6067 Discontinued

Structure

External Identifiers

PubChem CID   12067306
ChEMBL   CHEMBL462455
ZINC  

Physicochemical Properties

Molecular Weight:  362.17
ALogP:  -1.2742
MLogP:  3
XLogP:  1.213
# Rotatable Bonds:  3
Polar Surface Area:  89.9
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  26

Download Data

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