Natural Product: NPC309127

Natural Product ID:  NPC309127
Common Name:   Laxiflorolide A
IUPAC Name:  
Synonyms:   Laxiflorolide A
Molecular Formula:   C22H30O7
Standard InCHIKey:  LEZIAYCXBOCYGM-DGCLIJPESA-N
Standard InCHI:  InChI=1S/C22H30O7/c1-10-8-22(27,19(26)29-10)11-4-5-13-12(6-11)16(24)17(25)18-20(2,3)15-7-14(23)21(13,18)9-28-15/h10-13,15,17-18,25,27H,4-9H2,1-3H3/t10-,11+,12+,13+,15+,17+,18+,21+,22-/m0/s1
Canonical SMILES:  C[C@@H]1OC(=O)[C@@](C1)(O)[C@@H]1CC[C@@H]2[C@@H](C1)C(=O)[C@H]([C@H]1[C@@]32CO[C@H](CC3=O)C1(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
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
NPT81 Cell Line A549 Homo sapiens IC50 > 39810.72 nM PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000 nM 22365754
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 26119992
NPT116 Cell Line HL-60 Homo sapiens IC50 > 39810.72 nM 8254344
NPT660 Cell Line SW480 Homo sapiens IC50 > 39810.72 nM 23398362
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 15711537
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 15711537
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM 20000782
NPT83 Cell Line MCF7 Homo sapiens IC50 > 39810.72 nM 19555124
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 39810.72 nM 19216517

  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 NPC309127 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 NPC247877
0.9195 High Similarity NPC120395
0.8764 High Similarity NPC248216
0.8632 High Similarity NPC74466
0.8632 High Similarity NPC470632
0.8602 High Similarity NPC472148
0.8602 High Similarity NPC472147
0.8571 High Similarity NPC236459
0.8462 Intermediate Similarity NPC470920
0.8404 Intermediate Similarity NPC474379
0.837 Intermediate Similarity NPC90676
0.8316 Intermediate Similarity NPC206878
0.828 Intermediate Similarity NPC67653
0.828 Intermediate Similarity NPC477440
0.828 Intermediate Similarity NPC477443
0.828 Intermediate Similarity NPC471459
0.8242 Intermediate Similarity NPC62572
0.8191 Intermediate Similarity NPC477433
0.8191 Intermediate Similarity NPC477442
0.8191 Intermediate Similarity NPC477444
0.8191 Intermediate Similarity NPC472146
0.8191 Intermediate Similarity NPC185529
0.8152 Intermediate Similarity NPC92139
0.8132 Intermediate Similarity NPC477434
0.8132 Intermediate Similarity NPC79308
0.8132 Intermediate Similarity NPC34984
0.8132 Intermediate Similarity NPC25037
0.81 Intermediate Similarity NPC471254
0.8041 Intermediate Similarity NPC287354
0.8041 Intermediate Similarity NPC62407
0.802 Intermediate Similarity NPC471253
0.798 Intermediate Similarity NPC253995
0.798 Intermediate Similarity NPC474724
0.7979 Intermediate Similarity NPC471221
0.7963 Intermediate Similarity NPC470778
0.7963 Intermediate Similarity NPC146432
0.7959 Intermediate Similarity NPC235109
0.7959 Intermediate Similarity NPC163685
0.7959 Intermediate Similarity NPC477264
0.7959 Intermediate Similarity NPC116683
0.7959 Intermediate Similarity NPC223169
0.7957 Intermediate Similarity NPC83242
0.7955 Intermediate Similarity NPC307865
0.7944 Intermediate Similarity NPC45218
0.7944 Intermediate Similarity NPC268238
0.7944 Intermediate Similarity NPC143268
0.7944 Intermediate Similarity NPC299849
0.7944 Intermediate Similarity NPC323821
0.7935 Intermediate Similarity NPC105895
0.7935 Intermediate Similarity NPC473299
0.7935 Intermediate Similarity NPC237938
0.7935 Intermediate Similarity NPC219535
0.7921 Intermediate Similarity NPC470172
0.7917 Intermediate Similarity NPC216137
0.7905 Intermediate Similarity NPC470622
0.79 Intermediate Similarity NPC80417
0.7895 Intermediate Similarity NPC200580
0.7879 Intermediate Similarity NPC471241
0.787 Intermediate Similarity NPC190185
0.787 Intermediate Similarity NPC89929
0.787 Intermediate Similarity NPC16081
0.787 Intermediate Similarity NPC213084
0.787 Intermediate Similarity NPC173686
0.7857 Intermediate Similarity NPC470031
0.7857 Intermediate Similarity NPC82633
0.7849 Intermediate Similarity NPC477445
0.7849 Intermediate Similarity NPC477205
0.7843 Intermediate Similarity NPC473406
0.7835 Intermediate Similarity NPC476189
0.783 Intermediate Similarity NPC473062
0.7822 Intermediate Similarity NPC178853
0.7812 Intermediate Similarity NPC475211
0.7812 Intermediate Similarity NPC88337
0.7802 Intermediate Similarity NPC280781
0.7802 Intermediate Similarity NPC50658
0.7802 Intermediate Similarity NPC48756
0.78 Intermediate Similarity NPC109059
0.78 Intermediate Similarity NPC472144
0.78 Intermediate Similarity NPC288
0.7789 Intermediate Similarity NPC131104
0.7789 Intermediate Similarity NPC473319
0.7789 Intermediate Similarity NPC3032
0.7789 Intermediate Similarity NPC476435
0.7788 Intermediate Similarity NPC203974
0.7778 Intermediate Similarity NPC475785
0.7778 Intermediate Similarity NPC275243
0.7778 Intermediate Similarity NPC193785
0.7778 Intermediate Similarity NPC165616
0.7767 Intermediate Similarity NPC88469
0.7766 Intermediate Similarity NPC80700
0.7766 Intermediate Similarity NPC476717
0.7766 Intermediate Similarity NPC477441
0.7757 Intermediate Similarity NPC40608
0.7745 Intermediate Similarity NPC80640
0.7742 Intermediate Similarity NPC475689
0.7727 Intermediate Similarity NPC17772
0.7723 Intermediate Similarity NPC477655
0.7717 Intermediate Similarity NPC289486
0.7717 Intermediate Similarity NPC30583
0.7717 Intermediate Similarity NPC61107
0.7714 Intermediate Similarity NPC63841
0.7714 Intermediate Similarity NPC208461
0.7714 Intermediate Similarity NPC289702
0.7708 Intermediate Similarity NPC253618
0.7708 Intermediate Similarity NPC56962
0.7708 Intermediate Similarity NPC24705
0.7708 Intermediate Similarity NPC77001
0.7708 Intermediate Similarity NPC61688
0.7706 Intermediate Similarity NPC475490
0.7701 Intermediate Similarity NPC474755
0.77 Intermediate Similarity NPC472273
0.77 Intermediate Similarity NPC472145
0.7692 Intermediate Similarity NPC125366
0.7692 Intermediate Similarity NPC181357
0.7692 Intermediate Similarity NPC470587
0.7685 Intermediate Similarity NPC94509
0.7684 Intermediate Similarity NPC263802
0.7679 Intermediate Similarity NPC470779
0.767 Intermediate Similarity NPC107385
0.766 Intermediate Similarity NPC473350
0.766 Intermediate Similarity NPC131350
0.7658 Intermediate Similarity NPC470777
0.7647 Intermediate Similarity NPC259654
0.7647 Intermediate Similarity NPC298266
0.7642 Intermediate Similarity NPC208333
0.7642 Intermediate Similarity NPC227879
0.7642 Intermediate Similarity NPC87393
0.7642 Intermediate Similarity NPC469825
0.7642 Intermediate Similarity NPC228190
0.7642 Intermediate Similarity NPC236753
0.7636 Intermediate Similarity NPC122033
0.7636 Intermediate Similarity NPC287343
0.7636 Intermediate Similarity NPC474654
0.7636 Intermediate Similarity NPC97908
0.7636 Intermediate Similarity NPC470854
0.7636 Intermediate Similarity NPC179429
0.7634 Intermediate Similarity NPC472744
0.7634 Intermediate Similarity NPC15091
0.7634 Intermediate Similarity NPC269684
0.7634 Intermediate Similarity NPC327451
0.7634 Intermediate Similarity NPC472847
0.7629 Intermediate Similarity NPC50443
0.7629 Intermediate Similarity NPC470114
0.7629 Intermediate Similarity NPC476296
0.7629 Intermediate Similarity NPC18536
0.7624 Intermediate Similarity NPC476294
0.7619 Intermediate Similarity NPC186054
0.7615 Intermediate Similarity NPC477465
0.7614 Intermediate Similarity NPC317212
0.7609 Intermediate Similarity NPC329490
0.7609 Intermediate Similarity NPC58631
0.7609 Intermediate Similarity NPC328639
0.7604 Intermediate Similarity NPC476379
0.76 Intermediate Similarity NPC256227
0.76 Intermediate Similarity NPC475765
0.76 Intermediate Similarity NPC476728
0.7596 Intermediate Similarity NPC267637
0.7593 Intermediate Similarity NPC473352
0.7593 Intermediate Similarity NPC157571
0.7582 Intermediate Similarity NPC472310
0.7582 Intermediate Similarity NPC320144
0.7579 Intermediate Similarity NPC474215
0.7579 Intermediate Similarity NPC476727
0.7579 Intermediate Similarity NPC472272
0.7579 Intermediate Similarity NPC476726
0.7579 Intermediate Similarity NPC475729
0.7576 Intermediate Similarity NPC470424
0.757 Intermediate Similarity NPC66513
0.757 Intermediate Similarity NPC100908
0.757 Intermediate Similarity NPC471093
0.7568 Intermediate Similarity NPC470776
0.7553 Intermediate Similarity NPC319909
0.7553 Intermediate Similarity NPC65133
0.7553 Intermediate Similarity NPC473336
0.7553 Intermediate Similarity NPC471044
0.7553 Intermediate Similarity NPC50438
0.7551 Intermediate Similarity NPC475878
0.7549 Intermediate Similarity NPC477656
0.7547 Intermediate Similarity NPC471094
0.7547 Intermediate Similarity NPC469826
0.7547 Intermediate Similarity NPC469984
0.7547 Intermediate Similarity NPC473410
0.7547 Intermediate Similarity NPC316930
0.7547 Intermediate Similarity NPC207693
0.7527 Intermediate Similarity NPC317066
0.7527 Intermediate Similarity NPC477936
0.7527 Intermediate Similarity NPC13494
0.7527 Intermediate Similarity NPC477935
0.7527 Intermediate Similarity NPC328007
0.7524 Intermediate Similarity NPC273189
0.7524 Intermediate Similarity NPC184805
0.7523 Intermediate Similarity NPC49451
0.7523 Intermediate Similarity NPC97002
0.75 Intermediate Similarity NPC266
0.75 Intermediate Similarity NPC17336
0.75 Intermediate Similarity NPC305808
0.75 Intermediate Similarity NPC139347
0.75 Intermediate Similarity NPC109510
0.75 Intermediate Similarity NPC157476
0.75 Intermediate Similarity NPC209298

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC309127 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
0.7714 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6116 Phase 1
0.7253 Intermediate Similarity NPD6117 Approved
0.7168 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1700 Approved
0.7143 Intermediate Similarity NPD3703 Phase 2
0.7103 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6115 Approved
0.7097 Intermediate Similarity NPD6118 Approved
0.7097 Intermediate Similarity NPD6114 Approved
0.7097 Intermediate Similarity NPD6697 Approved
0.7033 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.6966 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6966 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6957 Remote Similarity NPD3702 Approved
0.6949 Remote Similarity NPD8328 Phase 3
0.6923 Remote Similarity NPD6921 Approved
0.6881 Remote Similarity NPD5739 Approved
0.6881 Remote Similarity NPD6402 Approved
0.6881 Remote Similarity NPD6675 Approved
0.6881 Remote Similarity NPD7128 Approved
0.6863 Remote Similarity NPD8035 Phase 2
0.6863 Remote Similarity NPD8034 Phase 2
0.6847 Remote Similarity NPD6373 Approved
0.6847 Remote Similarity NPD6372 Approved
0.6838 Remote Similarity NPD6319 Approved
0.6818 Remote Similarity NPD5701 Approved
0.6818 Remote Similarity NPD5697 Approved
0.6814 Remote Similarity NPD8297 Approved
0.6813 Remote Similarity NPD6081 Approved
0.6813 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6813 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7320 Approved
0.6757 Remote Similarity NPD6881 Approved
0.6757 Remote Similarity NPD6899 Approved
0.6726 Remote Similarity NPD6649 Approved
0.6726 Remote Similarity NPD6650 Approved
0.6721 Remote Similarity NPD7736 Approved
0.6703 Remote Similarity NPD4789 Approved
0.6696 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6013 Approved
0.6696 Remote Similarity NPD6014 Approved
0.6696 Remote Similarity NPD6012 Approved
0.6637 Remote Similarity NPD7102 Approved
0.6637 Remote Similarity NPD7290 Approved
0.6637 Remote Similarity NPD6883 Approved
0.663 Remote Similarity NPD5777 Approved
0.6629 Remote Similarity NPD4224 Phase 2
0.6612 Remote Similarity NPD7492 Approved
0.6609 Remote Similarity NPD4632 Approved
0.6607 Remote Similarity NPD6011 Approved
0.66 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6593 Remote Similarity NPD3698 Phase 2
0.6581 Remote Similarity NPD7115 Discovery
0.6579 Remote Similarity NPD8130 Phase 1
0.6579 Remote Similarity NPD6847 Approved
0.6579 Remote Similarity NPD6869 Approved
0.6579 Remote Similarity NPD6617 Approved
0.6557 Remote Similarity NPD6616 Approved
0.6555 Remote Similarity NPD6054 Approved
0.6555 Remote Similarity NPD6059 Approved
0.6542 Remote Similarity NPD7902 Approved
0.6542 Remote Similarity NPD4755 Approved
0.6522 Remote Similarity NPD4244 Approved
0.6522 Remote Similarity NPD4245 Approved
0.6522 Remote Similarity NPD6882 Approved
0.6504 Remote Similarity NPD8293 Discontinued
0.6504 Remote Similarity NPD7078 Approved
0.65 Remote Similarity NPD6016 Approved
0.65 Remote Similarity NPD6015 Approved
0.6491 Remote Similarity NPD4634 Approved
0.6484 Remote Similarity NPD5360 Phase 3
0.6484 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6481 Remote Similarity NPD5696 Approved
0.6481 Remote Similarity NPD4225 Approved
0.6466 Remote Similarity NPD8133 Approved
0.6446 Remote Similarity NPD6370 Approved
0.6446 Remote Similarity NPD5988 Approved
0.6435 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6422 Remote Similarity NPD5286 Approved
0.6422 Remote Similarity NPD5285 Approved
0.6422 Remote Similarity NPD4700 Approved
0.6422 Remote Similarity NPD4696 Approved
0.6415 Remote Similarity NPD7748 Approved
0.6404 Remote Similarity NPD4061 Clinical (unspecified phase)
0.64 Remote Similarity NPD7319 Approved
0.6392 Remote Similarity NPD3671 Phase 1
0.6381 Remote Similarity NPD7515 Phase 2
0.6364 Remote Similarity NPD1779 Approved
0.6364 Remote Similarity NPD1780 Approved
0.6356 Remote Similarity NPD6274 Approved
0.6339 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6339 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6333 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6399 Phase 3
0.6306 Remote Similarity NPD5225 Approved
0.6306 Remote Similarity NPD4633 Approved
0.6306 Remote Similarity NPD5226 Approved
0.6306 Remote Similarity NPD5211 Phase 2
0.6306 Remote Similarity NPD5224 Approved
0.6304 Remote Similarity NPD229 Approved
0.6303 Remote Similarity NPD6009 Approved
0.6296 Remote Similarity NPD4697 Phase 3
0.629 Remote Similarity NPD7507 Approved
0.6277 Remote Similarity NPD4758 Discontinued
0.6262 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6262 Remote Similarity NPD7900 Approved
0.625 Remote Similarity NPD5174 Approved
0.625 Remote Similarity NPD5175 Approved
0.6239 Remote Similarity NPD6084 Phase 2
0.6239 Remote Similarity NPD6083 Phase 2
0.6238 Remote Similarity NPD3669 Approved
0.6238 Remote Similarity NPD3670 Clinical (unspecified phase)
0.623 Remote Similarity NPD6291 Clinical (unspecified phase)
0.623 Remote Similarity NPD5983 Phase 2
0.6226 Remote Similarity NPD6411 Approved
0.6218 Remote Similarity NPD6940 Discontinued
0.6216 Remote Similarity NPD5223 Approved
0.6207 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6198 Remote Similarity NPD7101 Approved
0.6198 Remote Similarity NPD7100 Approved
0.6195 Remote Similarity NPD5141 Approved
0.6168 Remote Similarity NPD8171 Discontinued
0.6167 Remote Similarity NPD6317 Approved
0.6154 Remote Similarity NPD3573 Approved
0.6147 Remote Similarity NPD5222 Approved
0.6147 Remote Similarity NPD5221 Approved
0.6147 Remote Similarity NPD5220 Clinical (unspecified phase)
0.614 Remote Similarity NPD6920 Discontinued
0.614 Remote Similarity NPD4767 Approved
0.614 Remote Similarity NPD6008 Approved
0.614 Remote Similarity NPD4768 Approved
0.6129 Remote Similarity NPD7604 Phase 2
0.6116 Remote Similarity NPD6335 Approved
0.6116 Remote Similarity NPD6314 Approved
0.6116 Remote Similarity NPD6313 Approved
0.6106 Remote Similarity NPD4754 Approved
0.61 Remote Similarity NPD6928 Phase 2
0.6098 Remote Similarity NPD6909 Approved
0.6098 Remote Similarity NPD6908 Approved
0.6091 Remote Similarity NPD5173 Approved
0.6087 Remote Similarity NPD6412 Phase 2
0.6063 Remote Similarity NPD6033 Approved
0.6061 Remote Similarity NPD5364 Discontinued
0.6058 Remote Similarity NPD3618 Phase 1
0.6055 Remote Similarity NPD5695 Phase 3
0.6055 Remote Similarity NPD5210 Approved
0.6055 Remote Similarity NPD4629 Approved
0.6044 Remote Similarity NPD371 Approved
0.6038 Remote Similarity NPD6101 Approved
0.6038 Remote Similarity NPD5328 Approved
0.6038 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6034 Remote Similarity NPD4729 Approved
0.6034 Remote Similarity NPD5128 Approved
0.6034 Remote Similarity NPD4730 Approved
0.6032 Remote Similarity NPD6336 Discontinued
0.5978 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5968 Remote Similarity NPD8517 Approved
0.5968 Remote Similarity NPD8513 Phase 3
0.5968 Remote Similarity NPD8515 Approved
0.5968 Remote Similarity NPD8516 Approved
0.595 Remote Similarity NPD6868 Approved
0.5948 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5932 Remote Similarity NPD5247 Approved
0.5932 Remote Similarity NPD5249 Phase 3
0.5932 Remote Similarity NPD5251 Approved
0.5932 Remote Similarity NPD5248 Approved
0.5932 Remote Similarity NPD5250 Approved
0.5926 Remote Similarity NPD6079 Approved
0.5905 Remote Similarity NPD3574 Clinical (unspecified phase)
0.59 Remote Similarity NPD4238 Approved
0.59 Remote Similarity NPD4802 Phase 2
0.5897 Remote Similarity NPD6686 Approved
0.5893 Remote Similarity NPD7638 Approved
0.5888 Remote Similarity NPD4753 Phase 2
0.5882 Remote Similarity NPD5217 Approved
0.5882 Remote Similarity NPD5216 Approved
0.5882 Remote Similarity NPD5215 Approved
0.5877 Remote Similarity NPD8086 Approved
0.5877 Remote Similarity NPD8083 Approved
0.5877 Remote Similarity NPD8082 Approved
0.5877 Remote Similarity NPD8138 Approved
0.5877 Remote Similarity NPD8139 Approved
0.5877 Remote Similarity NPD8084 Approved
0.5877 Remote Similarity NPD8085 Approved
0.5872 Remote Similarity NPD4202 Approved
0.587 Remote Similarity NPD7909 Approved
0.5841 Remote Similarity NPD8418 Phase 2
0.5841 Remote Similarity NPD7639 Approved
0.5841 Remote Similarity NPD7640 Approved
0.5826 Remote Similarity NPD8276 Approved
0.5826 Remote Similarity NPD8275 Approved
0.5825 Remote Similarity NPD3667 Approved
0.5818 Remote Similarity NPD5282 Discontinued
0.5798 Remote Similarity NPD5169 Approved
0.5798 Remote Similarity NPD5135 Approved
0.5798 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6672 Approved
0.5794 Remote Similarity NPD7513 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   60154782
ChEMBL   CHEMBL2088261
ZINC  

Physicochemical Properties

Molecular Weight:  406.20
ALogP:  -1.3809
MLogP:  3.11
XLogP:  0.522
# Rotatable Bonds:  6
Polar Surface Area:  110.13
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  29

Download Data

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