Natural Product: NPC475087

Natural Product ID:  NPC475087
Common Name:   [1Beta,8-Diangloyloxy-3Beta,4Beta,10,11-Diepoxybisabol-7(14)-Ene
IUPAC Name:   [(1R,3R,4R,6S)-3-[4-(3,3-dimethyloxiran-2-yl)-3-[(Z)-2-methylbut-2-enoyl]oxybut-1-en-2-yl]-6-methyl-7-oxabicyclo[4.1.0]heptan-4-yl] (Z)-2-methylbut-2-enoate
Synonyms:  
Molecular Formula:   C25H36O6
Standard InCHIKey:  RYCPLJPOJZTHII-IOINDQDPSA-N
Standard InCHI:  InChI=1S/C25H36O6/c1-9-14(3)22(26)28-18(12-20-24(6,7)30-20)16(5)17-11-21-25(8,31-21)13-19(17)29-23(27)15(4)10-2/h9-10,17-21H,5,11-13H2,1-4,6-8H3/b14-9-,15-10-/t17-,18?,19-,20?,21-,25+/m1/s1
Canonical SMILES:  C/C=C(C(=O)O[C@@H]1C[C@]2(C)O[C@@H]2C[C@@H]1C(=C)C(CC1OC1(C)C)OC(=O)/C(=CC)/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
NPO12711 Ligularia altaica Species Asteraceae Eukaryota PMID[20073490]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 11.4 ug/ml 24223237
NPT19 Organism Escherichia coli Escherichia coli MIC > 62.5 ug/ml 18183025
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 62.5 ug/ml 18183025
NPT81 Cell Line A549 Homo sapiens EC50 > 20 ug/ml 17722904
NPT83 Cell Line MCF7 Homo sapiens EC50 > 20 ug/ml 17722904
NPT91 Cell Line KB Homo sapiens EC50 > 20 ug/ml 17722904
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 62.5 ug/ml 18838581
NPT20 Organism Candida albicans Candida albicans MIC > 62.5 ug/ml 17896816

  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 NPC475087 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
0.8778 High Similarity NPC469583
0.8681 High Similarity NPC472996
0.8681 High Similarity NPC472997
0.8587 High Similarity NPC472998
0.828 Intermediate Similarity NPC209297
0.828 Intermediate Similarity NPC472995
0.828 Intermediate Similarity NPC475380
0.8265 Intermediate Similarity NPC469558
0.8261 Intermediate Similarity NPC161998
0.8211 Intermediate Similarity NPC469551
0.8191 Intermediate Similarity NPC475446
0.8191 Intermediate Similarity NPC311241
0.8105 Intermediate Similarity NPC72647
0.8105 Intermediate Similarity NPC107806
0.8065 Intermediate Similarity NPC140277
0.8 Intermediate Similarity NPC100912
0.7979 Intermediate Similarity NPC476519
0.79 Intermediate Similarity NPC474716
0.7895 Intermediate Similarity NPC194132
0.7857 Intermediate Similarity NPC475038
0.7857 Intermediate Similarity NPC109195
0.7778 Intermediate Similarity NPC474547
0.7717 Intermediate Similarity NPC93411
0.7711 Intermediate Similarity NPC477084
0.766 Intermediate Similarity NPC473944
0.7653 Intermediate Similarity NPC16601
0.7629 Intermediate Similarity NPC474921
0.7614 Intermediate Similarity NPC474739
0.7604 Intermediate Similarity NPC276110
0.76 Intermediate Similarity NPC165608
0.7586 Intermediate Similarity NPC23187
0.7579 Intermediate Similarity NPC7349
0.7556 Intermediate Similarity NPC127917
0.7525 Intermediate Similarity NPC477127
0.75 Intermediate Similarity NPC204048
0.75 Intermediate Similarity NPC105490
0.75 Intermediate Similarity NPC50637
0.75 Intermediate Similarity NPC472552
0.7476 Intermediate Similarity NPC181994
0.7475 Intermediate Similarity NPC47024
0.747 Intermediate Similarity NPC269841
0.7451 Intermediate Similarity NPC477090
0.7447 Intermediate Similarity NPC166919
0.7426 Intermediate Similarity NPC471938
0.7423 Intermediate Similarity NPC56369
0.7419 Intermediate Similarity NPC102640
0.7404 Intermediate Similarity NPC475586
0.74 Intermediate Similarity NPC472554
0.7374 Intermediate Similarity NPC264378
0.7368 Intermediate Similarity NPC475776
0.7368 Intermediate Similarity NPC475748
0.7368 Intermediate Similarity NPC3952
0.7363 Intermediate Similarity NPC475842
0.7363 Intermediate Similarity NPC170377
0.7356 Intermediate Similarity NPC301525
0.7353 Intermediate Similarity NPC471937
0.7347 Intermediate Similarity NPC473964
0.7347 Intermediate Similarity NPC260796
0.734 Intermediate Similarity NPC106332
0.734 Intermediate Similarity NPC69713
0.7333 Intermediate Similarity NPC473975
0.7333 Intermediate Similarity NPC474586
0.7333 Intermediate Similarity NPC473843
0.7333 Intermediate Similarity NPC473594
0.7333 Intermediate Similarity NPC253906
0.7333 Intermediate Similarity NPC141810
0.7327 Intermediate Similarity NPC471914
0.7327 Intermediate Similarity NPC470972
0.7327 Intermediate Similarity NPC162973
0.7327 Intermediate Similarity NPC476081
0.732 Intermediate Similarity NPC471446
0.732 Intermediate Similarity NPC474841
0.732 Intermediate Similarity NPC473434
0.7315 Intermediate Similarity NPC470793
0.7312 Intermediate Similarity NPC102996
0.7312 Intermediate Similarity NPC137253
0.7303 Intermediate Similarity NPC139712
0.73 Intermediate Similarity NPC38855
0.729 Intermediate Similarity NPC477126
0.7283 Intermediate Similarity NPC138647
0.7283 Intermediate Similarity NPC470238
0.7283 Intermediate Similarity NPC159635
0.7282 Intermediate Similarity NPC470980
0.7282 Intermediate Similarity NPC470975
0.7282 Intermediate Similarity NPC103088
0.7282 Intermediate Similarity NPC470979
0.7273 Intermediate Similarity NPC287668
0.7273 Intermediate Similarity NPC84360
0.7273 Intermediate Similarity NPC136781
0.7273 Intermediate Similarity NPC473963
0.7264 Intermediate Similarity NPC194619
0.7263 Intermediate Similarity NPC314727
0.7255 Intermediate Similarity NPC120009
0.7255 Intermediate Similarity NPC23584
0.7238 Intermediate Similarity NPC469370
0.7238 Intermediate Similarity NPC471934
0.7234 Intermediate Similarity NPC231889
0.7234 Intermediate Similarity NPC475703
0.7228 Intermediate Similarity NPC475958
0.7228 Intermediate Similarity NPC11974
0.7222 Intermediate Similarity NPC469802
0.7216 Intermediate Similarity NPC228451
0.7216 Intermediate Similarity NPC475838
0.7216 Intermediate Similarity NPC125674
0.7212 Intermediate Similarity NPC319438
0.7212 Intermediate Similarity NPC180744
0.72 Intermediate Similarity NPC474213
0.72 Intermediate Similarity NPC278673
0.7176 Intermediate Similarity NPC469660
0.7174 Intermediate Similarity NPC170286
0.7174 Intermediate Similarity NPC53867
0.7174 Intermediate Similarity NPC272814
0.7172 Intermediate Similarity NPC93245
0.7172 Intermediate Similarity NPC118159
0.7172 Intermediate Similarity NPC284518
0.7172 Intermediate Similarity NPC202833
0.7172 Intermediate Similarity NPC165632
0.7157 Intermediate Similarity NPC11956
0.7156 Intermediate Similarity NPC471127
0.7156 Intermediate Similarity NPC234858
0.7156 Intermediate Similarity NPC154363
0.7143 Intermediate Similarity NPC471147
0.7143 Intermediate Similarity NPC474247
0.7143 Intermediate Similarity NPC475481
0.7143 Intermediate Similarity NPC79277
0.7143 Intermediate Similarity NPC140543
0.7143 Intermediate Similarity NPC322903
0.7143 Intermediate Similarity NPC473316
0.7143 Intermediate Similarity NPC38830
0.7143 Intermediate Similarity NPC473330
0.7143 Intermediate Similarity NPC66581
0.7129 Intermediate Similarity NPC79303
0.7129 Intermediate Similarity NPC272223
0.7129 Intermediate Similarity NPC271295
0.7129 Intermediate Similarity NPC471413
0.7129 Intermediate Similarity NPC324841
0.7129 Intermediate Similarity NPC474718
0.7128 Intermediate Similarity NPC261253
0.7128 Intermediate Similarity NPC474045
0.7128 Intermediate Similarity NPC471480
0.7128 Intermediate Similarity NPC214315
0.7117 Intermediate Similarity NPC472667
0.7115 Intermediate Similarity NPC51719
0.7115 Intermediate Similarity NPC471206
0.7113 Intermediate Similarity NPC158061
0.7113 Intermediate Similarity NPC91251
0.7113 Intermediate Similarity NPC124374
0.7113 Intermediate Similarity NPC473675
0.7111 Intermediate Similarity NPC617
0.7103 Intermediate Similarity NPC474871
0.7103 Intermediate Similarity NPC174471
0.7103 Intermediate Similarity NPC260786
0.7103 Intermediate Similarity NPC470076
0.7103 Intermediate Similarity NPC96739
0.71 Intermediate Similarity NPC473244
0.71 Intermediate Similarity NPC51499
0.71 Intermediate Similarity NPC472188
0.71 Intermediate Similarity NPC199099
0.71 Intermediate Similarity NPC205143
0.71 Intermediate Similarity NPC471140
0.7097 Intermediate Similarity NPC306951
0.7097 Intermediate Similarity NPC186155
0.7097 Intermediate Similarity NPC78673
0.7097 Intermediate Similarity NPC160517
0.7091 Intermediate Similarity NPC10721
0.7087 Intermediate Similarity NPC474822
0.7087 Intermediate Similarity NPC45897
0.7087 Intermediate Similarity NPC254202
0.7087 Intermediate Similarity NPC120321
0.7083 Intermediate Similarity NPC151770
0.7083 Intermediate Similarity NPC261320
0.7083 Intermediate Similarity NPC291875
0.7083 Intermediate Similarity NPC161560
0.7083 Intermediate Similarity NPC128066
0.7083 Intermediate Similarity NPC246028
0.7083 Intermediate Similarity NPC133450
0.7075 Intermediate Similarity NPC322912
0.7075 Intermediate Similarity NPC299590
0.7071 Intermediate Similarity NPC471372
0.7071 Intermediate Similarity NPC111273
0.7071 Intermediate Similarity NPC157686
0.7071 Intermediate Similarity NPC472189
0.7071 Intermediate Similarity NPC259042
0.7071 Intermediate Similarity NPC471362
0.7071 Intermediate Similarity NPC471915
0.7071 Intermediate Similarity NPC476720
0.7065 Intermediate Similarity NPC10080
0.7065 Intermediate Similarity NPC471218
0.7065 Intermediate Similarity NPC475936
0.7065 Intermediate Similarity NPC123908
0.7059 Intermediate Similarity NPC264477
0.7059 Intermediate Similarity NPC477511
0.7059 Intermediate Similarity NPC471412
0.7054 Intermediate Similarity NPC4548
0.7053 Intermediate Similarity NPC175293
0.7053 Intermediate Similarity NPC44538
0.7048 Intermediate Similarity NPC67321
0.7048 Intermediate Similarity NPC475510
0.7048 Intermediate Similarity NPC187435
0.7048 Intermediate Similarity NPC216636

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475087 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
0.8404 Intermediate Similarity NPD6648 Approved
0.8316 Intermediate Similarity NPD5344 Discontinued
0.7368 Intermediate Similarity NPD7838 Discovery
0.7212 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD6698 Approved
0.7188 Intermediate Similarity NPD46 Approved
0.7075 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.6988 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6863 Remote Similarity NPD7638 Approved
0.6837 Remote Similarity NPD3168 Discontinued
0.6796 Remote Similarity NPD7639 Approved
0.6796 Remote Similarity NPD7640 Approved
0.6735 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6538 Remote Similarity NPD4225 Approved
0.6538 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6509 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6495 Remote Similarity NPD1694 Approved
0.6481 Remote Similarity NPD6008 Approved
0.6435 Remote Similarity NPD7327 Approved
0.6435 Remote Similarity NPD7328 Approved
0.6379 Remote Similarity NPD7516 Approved
0.6354 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6348 Remote Similarity NPD7115 Discovery
0.6273 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD6371 Approved
0.6216 Remote Similarity NPD6686 Approved
0.6216 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6204 Remote Similarity NPD7632 Discontinued
0.6182 Remote Similarity NPD5357 Phase 1
0.6154 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6154 Remote Similarity NPD7900 Approved
0.614 Remote Similarity NPD6053 Discontinued
0.6134 Remote Similarity NPD8033 Approved
0.6134 Remote Similarity NPD8378 Approved
0.6134 Remote Similarity NPD8296 Approved
0.6134 Remote Similarity NPD8380 Approved
0.6134 Remote Similarity NPD8335 Approved
0.6134 Remote Similarity NPD8379 Approved
0.6078 Remote Similarity NPD6051 Approved
0.6058 Remote Similarity NPD5778 Approved
0.6058 Remote Similarity NPD5779 Approved
0.605 Remote Similarity NPD8294 Approved
0.605 Remote Similarity NPD8377 Approved
0.602 Remote Similarity NPD5209 Approved
0.6 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD7748 Approved
0.5981 Remote Similarity NPD7902 Approved
0.5962 Remote Similarity NPD7983 Approved
0.5962 Remote Similarity NPD7637 Suspended
0.5935 Remote Similarity NPD7507 Approved
0.5929 Remote Similarity NPD6881 Approved
0.5929 Remote Similarity NPD6899 Approved
0.592 Remote Similarity NPD7319 Approved
0.59 Remote Similarity NPD7338 Clinical (unspecified phase)
0.59 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5893 Remote Similarity NPD5739 Approved
0.5893 Remote Similarity NPD6675 Approved
0.5893 Remote Similarity NPD7128 Approved
0.5893 Remote Similarity NPD6402 Approved
0.5882 Remote Similarity NPD3573 Approved
0.5882 Remote Similarity NPD4250 Approved
0.5882 Remote Similarity NPD4251 Approved
0.5842 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5697 Approved
0.5826 Remote Similarity NPD7102 Approved
0.5826 Remote Similarity NPD6883 Approved
0.5826 Remote Similarity NPD7290 Approved
0.5816 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4822 Approved
0.5816 Remote Similarity NPD4821 Approved
0.5816 Remote Similarity NPD4820 Approved
0.5816 Remote Similarity NPD4819 Approved
0.581 Remote Similarity NPD7515 Phase 2
0.58 Remote Similarity NPD7154 Phase 3
0.58 Remote Similarity NPD6695 Phase 3
0.5794 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7320 Approved
0.5789 Remote Similarity NPD8039 Approved
0.5784 Remote Similarity NPD7146 Approved
0.5784 Remote Similarity NPD6684 Approved
0.5784 Remote Similarity NPD5330 Approved
0.5784 Remote Similarity NPD7521 Approved
0.5784 Remote Similarity NPD4249 Approved
0.5784 Remote Similarity NPD6409 Approved
0.5784 Remote Similarity NPD7334 Approved
0.5776 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5776 Remote Similarity NPD6869 Approved
0.5776 Remote Similarity NPD6847 Approved
0.5776 Remote Similarity NPD6650 Approved
0.5776 Remote Similarity NPD6617 Approved
0.5776 Remote Similarity NPD6649 Approved
0.5776 Remote Similarity NPD8130 Phase 1
0.5755 Remote Similarity NPD6399 Phase 3
0.5739 Remote Similarity NPD6013 Approved
0.5739 Remote Similarity NPD6372 Approved
0.5739 Remote Similarity NPD6014 Approved
0.5739 Remote Similarity NPD6012 Approved
0.5739 Remote Similarity NPD6373 Approved
0.5738 Remote Similarity NPD8515 Approved
0.5738 Remote Similarity NPD8516 Approved
0.5738 Remote Similarity NPD8513 Phase 3
0.5738 Remote Similarity NPD8517 Approved
0.5726 Remote Similarity NPD8297 Approved
0.5726 Remote Similarity NPD6882 Approved
0.5714 Remote Similarity NPD5785 Approved
0.5702 Remote Similarity NPD5701 Approved
0.5701 Remote Similarity NPD5282 Discontinued
0.5699 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5678 Remote Similarity NPD8133 Approved
0.5678 Remote Similarity NPD4632 Approved
0.5673 Remote Similarity NPD6672 Approved
0.5673 Remote Similarity NPD6903 Approved
0.5673 Remote Similarity NPD5737 Approved
0.5673 Remote Similarity NPD7513 Clinical (unspecified phase)
0.566 Remote Similarity NPD5693 Phase 1
0.566 Remote Similarity NPD8034 Phase 2
0.566 Remote Similarity NPD8035 Phase 2
0.5656 Remote Similarity NPD6319 Approved
0.5652 Remote Similarity NPD6011 Approved
0.5645 Remote Similarity NPD7604 Phase 2
0.5619 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6101 Approved
0.5612 Remote Similarity NPD4271 Approved
0.5612 Remote Similarity NPD4268 Approved
0.561 Remote Similarity NPD6921 Approved
0.5603 Remote Similarity NPD7314 Clinical (unspecified phase)
0.56 Remote Similarity NPD7492 Approved

Structure

External Identifiers

PubChem CID   11575639
ChEMBL   CHEMBL496647
ZINC  

Physicochemical Properties

Molecular Weight:  432.25
ALogP:  3.1931
MLogP:  3.55
XLogP:  4.041
# Rotatable Bonds:  17
Polar Surface Area:  77.66
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  31

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