Natural Product: NPC317687

Natural Product ID:  NPC317687
Common Name:   Xylarenone E
IUPAC Name:   [(1aR,4R,7S,7aR,7bR)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-4-yl] 2,7-dihydroxy-2-(hydroxymethyl)-4,6-dimethyloctanoate
Synonyms:   Xylarenone E
Molecular Formula:   C26H40O8
Standard InCHIKey:  SYBSGEKEVRNWDG-DBCRVZMNSA-N
Standard InCHI:  InChI=1S/C26H40O8/c1-14(9-15(2)18(5)29)11-25(32,13-28)23(31)33-20-8-7-16(3)24(6)19(20)10-21(30)26(17(4)12-27)22(24)34-26/h10,14-16,18,20,22,27-29,32H,4,7-9,11-13H2,1-3,5-6H3/t14?,15?,16-,18?,20+,22+,24+,25?,26-/m0/s1
Canonical SMILES:  OCC(=C)[C@]12O[C@@H]2[C@]2(C(=CC1=O)[C@@H](CC[C@@H]2C)OC(=O)C(CC(CC(C(O)C)C)C)(CO)O)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
NPO30643 Endophytic fungi NA NA NA PMID[21510613]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 127200 nM 21510613
NPT620 Individual Protein Subtilisin/kexin type 7 Homo sapiens Inhibition < 10 % 21510613

  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 NPC317687 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
0.9903 High Similarity NPC317107
0.9612 High Similarity NPC322903
0.9057 High Similarity NPC151393
0.9029 High Similarity NPC207885
0.8972 High Similarity NPC87335
0.8889 High Similarity NPC161816
0.8889 High Similarity NPC115257
0.8846 High Similarity NPC112613
0.8818 High Similarity NPC159333
0.8796 High Similarity NPC475922
0.8727 High Similarity NPC473877
0.8704 High Similarity NPC472439
0.8704 High Similarity NPC469916
0.8704 High Similarity NPC233379
0.8704 High Similarity NPC474664
0.8704 High Similarity NPC14862
0.8696 High Similarity NPC23786
0.8696 High Similarity NPC470265
0.8679 High Similarity NPC8196
0.8679 High Similarity NPC99266
0.8654 High Similarity NPC264378
0.8649 High Similarity NPC477126
0.8624 High Similarity NPC15218
0.8621 High Similarity NPC67251
0.8611 High Similarity NPC194620
0.8611 High Similarity NPC72813
0.8611 High Similarity NPC474421
0.8611 High Similarity NPC324327
0.8611 High Similarity NPC326994
0.8611 High Similarity NPC143609
0.8609 High Similarity NPC67569
0.8585 High Similarity NPC478176
0.8585 High Similarity NPC39996
0.8585 High Similarity NPC137430
0.8583 High Similarity NPC476193
0.8558 High Similarity NPC471916
0.8547 High Similarity NPC476729
0.8547 High Similarity NPC470922
0.8532 High Similarity NPC327286
0.8532 High Similarity NPC169888
0.8532 High Similarity NPC55972
0.8519 High Similarity NPC475802
0.8519 High Similarity NPC111952
0.8519 High Similarity NPC9303
0.8519 High Similarity NPC16313
0.8509 High Similarity NPC251310
0.8505 High Similarity NPC159533
0.8496 Intermediate Similarity NPC270478
0.8496 Intermediate Similarity NPC474333
0.8491 Intermediate Similarity NPC97435
0.8462 Intermediate Similarity NPC18945
0.8462 Intermediate Similarity NPC469789
0.8462 Intermediate Similarity NPC91693
0.8462 Intermediate Similarity NPC94337
0.8462 Intermediate Similarity NPC105926
0.8462 Intermediate Similarity NPC265557
0.8455 Intermediate Similarity NPC42662
0.844 Intermediate Similarity NPC187435
0.844 Intermediate Similarity NPC112780
0.844 Intermediate Similarity NPC67321
0.844 Intermediate Similarity NPC266514
0.8426 Intermediate Similarity NPC296950
0.8426 Intermediate Similarity NPC220964
0.8426 Intermediate Similarity NPC146731
0.8426 Intermediate Similarity NPC475676
0.8421 Intermediate Similarity NPC296822
0.8421 Intermediate Similarity NPC476712
0.8421 Intermediate Similarity NPC469684
0.8421 Intermediate Similarity NPC476713
0.8393 Intermediate Similarity NPC269530
0.839 Intermediate Similarity NPC24651
0.8378 Intermediate Similarity NPC5103
0.8376 Intermediate Similarity NPC312833
0.8364 Intermediate Similarity NPC264819
0.8364 Intermediate Similarity NPC94377
0.8364 Intermediate Similarity NPC476479
0.8348 Intermediate Similarity NPC709
0.8348 Intermediate Similarity NPC50774
0.8348 Intermediate Similarity NPC474286
0.8348 Intermediate Similarity NPC475130
0.8348 Intermediate Similarity NPC186525
0.8333 Intermediate Similarity NPC472755
0.8333 Intermediate Similarity NPC131366
0.8333 Intermediate Similarity NPC476711
0.8333 Intermediate Similarity NPC476859
0.8333 Intermediate Similarity NPC4620
0.8333 Intermediate Similarity NPC474166
0.8333 Intermediate Similarity NPC19239
0.8333 Intermediate Similarity NPC476710
0.8333 Intermediate Similarity NPC474165
0.8333 Intermediate Similarity NPC69171
0.8319 Intermediate Similarity NPC469454
0.8319 Intermediate Similarity NPC469496
0.8319 Intermediate Similarity NPC293112
0.8319 Intermediate Similarity NPC471204
0.8319 Intermediate Similarity NPC469463
0.8305 Intermediate Similarity NPC120724
0.8305 Intermediate Similarity NPC472399
0.8304 Intermediate Similarity NPC324683
0.8302 Intermediate Similarity NPC222303
0.8291 Intermediate Similarity NPC470779
0.8273 Intermediate Similarity NPC474716
0.8273 Intermediate Similarity NPC475510
0.8273 Intermediate Similarity NPC475587
0.8264 Intermediate Similarity NPC476851
0.8264 Intermediate Similarity NPC476854
0.8261 Intermediate Similarity NPC183580
0.8261 Intermediate Similarity NPC286528
0.8261 Intermediate Similarity NPC20302
0.8261 Intermediate Similarity NPC470492
0.8261 Intermediate Similarity NPC312824
0.8261 Intermediate Similarity NPC167606
0.8261 Intermediate Similarity NPC140055
0.8261 Intermediate Similarity NPC98249
0.8261 Intermediate Similarity NPC53396
0.8261 Intermediate Similarity NPC470493
0.8261 Intermediate Similarity NPC473590
0.8257 Intermediate Similarity NPC472756
0.8257 Intermediate Similarity NPC258532
0.8241 Intermediate Similarity NPC183571
0.8241 Intermediate Similarity NPC472754
0.8235 Intermediate Similarity NPC473919
0.8235 Intermediate Similarity NPC172154
0.8235 Intermediate Similarity NPC473709
0.8235 Intermediate Similarity NPC8369
0.8235 Intermediate Similarity NPC81736
0.8235 Intermediate Similarity NPC8374
0.822 Intermediate Similarity NPC269642
0.8214 Intermediate Similarity NPC235014
0.8211 Intermediate Similarity NPC58029
0.8211 Intermediate Similarity NPC469673
0.8208 Intermediate Similarity NPC205143
0.8205 Intermediate Similarity NPC471128
0.8205 Intermediate Similarity NPC474370
0.8205 Intermediate Similarity NPC471126
0.8205 Intermediate Similarity NPC145182
0.8205 Intermediate Similarity NPC107338
0.8205 Intermediate Similarity NPC109607
0.8205 Intermediate Similarity NPC157252
0.8198 Intermediate Similarity NPC306265
0.8198 Intermediate Similarity NPC473595
0.8198 Intermediate Similarity NPC473939
0.8197 Intermediate Similarity NPC476852
0.8197 Intermediate Similarity NPC476855
0.8197 Intermediate Similarity NPC279478
0.8197 Intermediate Similarity NPC241935
0.8197 Intermediate Similarity NPC220757
0.8197 Intermediate Similarity NPC196921
0.819 Intermediate Similarity NPC470776
0.819 Intermediate Similarity NPC284707
0.819 Intermediate Similarity NPC297179
0.819 Intermediate Similarity NPC17772
0.819 Intermediate Similarity NPC240509
0.8182 Intermediate Similarity NPC284365
0.8182 Intermediate Similarity NPC236999
0.8182 Intermediate Similarity NPC123726
0.8174 Intermediate Similarity NPC40632
0.8174 Intermediate Similarity NPC328374
0.8174 Intermediate Similarity NPC251236
0.8174 Intermediate Similarity NPC96312
0.8174 Intermediate Similarity NPC474734
0.8167 Intermediate Similarity NPC473635
0.8167 Intermediate Similarity NPC225049
0.8165 Intermediate Similarity NPC104161
0.8165 Intermediate Similarity NPC118902
0.8165 Intermediate Similarity NPC469980
0.8158 Intermediate Similarity NPC7921
0.8158 Intermediate Similarity NPC208998
0.8151 Intermediate Similarity NPC473802
0.8151 Intermediate Similarity NPC11895
0.8148 Intermediate Similarity NPC474339
0.8148 Intermediate Similarity NPC164598
0.8148 Intermediate Similarity NPC472753
0.8145 Intermediate Similarity NPC476823
0.8142 Intermediate Similarity NPC475480
0.8142 Intermediate Similarity NPC179798
0.8142 Intermediate Similarity NPC304180
0.8142 Intermediate Similarity NPC475668
0.8142 Intermediate Similarity NPC473921
0.8136 Intermediate Similarity NPC471999
0.8136 Intermediate Similarity NPC4021
0.8136 Intermediate Similarity NPC159456
0.8136 Intermediate Similarity NPC472401
0.8136 Intermediate Similarity NPC472000
0.8136 Intermediate Similarity NPC52839
0.8136 Intermediate Similarity NPC102822
0.8136 Intermediate Similarity NPC477046
0.813 Intermediate Similarity NPC231240
0.813 Intermediate Similarity NPC34963
0.8125 Intermediate Similarity NPC273433
0.812 Intermediate Similarity NPC477092
0.812 Intermediate Similarity NPC475775
0.812 Intermediate Similarity NPC473636
0.812 Intermediate Similarity NPC264954
0.812 Intermediate Similarity NPC472933
0.812 Intermediate Similarity NPC77689
0.812 Intermediate Similarity NPC476529
0.8115 Intermediate Similarity NPC473593
0.8115 Intermediate Similarity NPC470880
0.8115 Intermediate Similarity NPC35109

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC317687 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
0.8261 Intermediate Similarity NPD7115 Discovery
0.7981 Intermediate Similarity NPD6698 Approved
0.7981 Intermediate Similarity NPD46 Approved
0.7895 Intermediate Similarity NPD6371 Approved
0.7807 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD4225 Approved
0.775 Intermediate Similarity NPD6319 Approved
0.7739 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7705 Intermediate Similarity NPD8328 Phase 3
0.7658 Intermediate Similarity NPD5344 Discontinued
0.7632 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD6686 Approved
0.75 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD6372 Approved
0.7478 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD8297 Approved
0.7411 Intermediate Similarity NPD7640 Approved
0.7411 Intermediate Similarity NPD7639 Approved
0.7391 Intermediate Similarity NPD7128 Approved
0.7391 Intermediate Similarity NPD6675 Approved
0.7391 Intermediate Similarity NPD5739 Approved
0.7391 Intermediate Similarity NPD6402 Approved
0.7373 Intermediate Similarity NPD6650 Approved
0.7373 Intermediate Similarity NPD6649 Approved
0.736 Intermediate Similarity NPD7492 Approved
0.7355 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD5778 Approved
0.7339 Intermediate Similarity NPD5779 Approved
0.7321 Intermediate Similarity NPD7638 Approved
0.7317 Intermediate Similarity NPD6054 Approved
0.7317 Intermediate Similarity NPD6059 Approved
0.7315 Intermediate Similarity NPD7838 Discovery
0.7302 Intermediate Similarity NPD6616 Approved
0.7266 Intermediate Similarity NPD7319 Approved
0.7265 Intermediate Similarity NPD7320 Approved
0.7265 Intermediate Similarity NPD6899 Approved
0.7265 Intermediate Similarity NPD6881 Approved
0.7258 Intermediate Similarity NPD8517 Approved
0.7258 Intermediate Similarity NPD8516 Approved
0.7258 Intermediate Similarity NPD8513 Phase 3
0.7258 Intermediate Similarity NPD8515 Approved
0.7257 Intermediate Similarity NPD6648 Approved
0.725 Intermediate Similarity NPD4632 Approved
0.7248 Intermediate Similarity NPD7983 Approved
0.7244 Intermediate Similarity NPD7078 Approved
0.7244 Intermediate Similarity NPD8293 Discontinued
0.7232 Intermediate Similarity NPD6083 Phase 2
0.7232 Intermediate Similarity NPD6084 Phase 2
0.7227 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6370 Approved
0.7188 Intermediate Similarity NPD7736 Approved
0.7179 Intermediate Similarity NPD5701 Approved
0.7179 Intermediate Similarity NPD5697 Approved
0.7167 Intermediate Similarity NPD6882 Approved
0.7165 Intermediate Similarity NPD7507 Approved
0.7143 Intermediate Similarity NPD7102 Approved
0.7143 Intermediate Similarity NPD6883 Approved
0.7143 Intermediate Similarity NPD7604 Phase 2
0.7143 Intermediate Similarity NPD7290 Approved
0.712 Intermediate Similarity NPD6016 Approved
0.712 Intermediate Similarity NPD6921 Approved
0.712 Intermediate Similarity NPD6015 Approved
0.7117 Intermediate Similarity NPD5282 Discontinued
0.7094 Intermediate Similarity NPD6008 Approved
0.7083 Intermediate Similarity NPD8130 Phase 1
0.7083 Intermediate Similarity NPD6617 Approved
0.7083 Intermediate Similarity NPD6847 Approved
0.7083 Intermediate Similarity NPD6869 Approved
0.708 Intermediate Similarity NPD7902 Approved
0.7073 Intermediate Similarity NPD6009 Approved
0.7063 Intermediate Similarity NPD5988 Approved
0.7059 Intermediate Similarity NPD6014 Approved
0.7059 Intermediate Similarity NPD6012 Approved
0.7059 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6013 Approved
0.7054 Intermediate Similarity NPD5695 Phase 3
0.7034 Intermediate Similarity NPD6412 Phase 2
0.7027 Intermediate Similarity NPD6399 Phase 3
0.7018 Intermediate Similarity NPD5696 Approved
0.7018 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD5785 Approved
0.7 Intermediate Similarity NPD4634 Approved
0.6984 Remote Similarity NPD5983 Phase 2
0.6977 Remote Similarity NPD8074 Phase 3
0.6975 Remote Similarity NPD6011 Approved
0.6964 Remote Similarity NPD7748 Approved
0.6942 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6411 Approved
0.6937 Remote Similarity NPD7515 Phase 2
0.6903 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6336 Discontinued
0.6885 Remote Similarity NPD6053 Discontinued
0.688 Remote Similarity NPD7328 Approved
0.688 Remote Similarity NPD7327 Approved
0.6852 Remote Similarity NPD1694 Approved
0.685 Remote Similarity NPD8033 Approved
0.6838 Remote Similarity NPD5211 Phase 2
0.6838 Remote Similarity NPD7632 Discontinued
0.6829 Remote Similarity NPD8133 Approved
0.6825 Remote Similarity NPD7516 Approved
0.6822 Remote Similarity NPD6110 Phase 1
0.6818 Remote Similarity NPD6672 Approved
0.6818 Remote Similarity NPD5737 Approved
0.6814 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7900 Approved
0.6794 Remote Similarity NPD6033 Approved
0.6786 Remote Similarity NPD7637 Suspended
0.6786 Remote Similarity NPD5693 Phase 1
0.6783 Remote Similarity NPD4755 Approved
0.6772 Remote Similarity NPD8294 Approved
0.6772 Remote Similarity NPD8377 Approved
0.6767 Remote Similarity NPD7260 Phase 2
0.6757 Remote Similarity NPD6101 Approved
0.6757 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6723 Remote Similarity NPD5141 Approved
0.672 Remote Similarity NPD6274 Approved
0.6719 Remote Similarity NPD8335 Approved
0.6719 Remote Similarity NPD8380 Approved
0.6719 Remote Similarity NPD7503 Approved
0.6719 Remote Similarity NPD8378 Approved
0.6719 Remote Similarity NPD8379 Approved
0.6719 Remote Similarity NPD8296 Approved
0.6693 Remote Similarity NPD7100 Approved
0.6693 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD4700 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6642 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6636 Remote Similarity NPD3618 Phase 1
0.6615 Remote Similarity NPD7642 Approved
0.6614 Remote Similarity NPD6335 Approved
0.6607 Remote Similarity NPD4753 Phase 2
0.6607 Remote Similarity NPD6904 Approved
0.6607 Remote Similarity NPD6673 Approved
0.6607 Remote Similarity NPD6080 Approved
0.6589 Remote Similarity NPD6908 Approved
0.6589 Remote Similarity NPD6909 Approved
0.6574 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6569 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6555 Remote Similarity NPD4633 Approved
0.6555 Remote Similarity NPD5224 Approved
0.6555 Remote Similarity NPD5225 Approved
0.6555 Remote Similarity NPD5226 Approved
0.6552 Remote Similarity NPD4697 Phase 3
0.6545 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6545 Remote Similarity NPD5363 Approved
0.6535 Remote Similarity NPD6317 Approved
0.6529 Remote Similarity NPD4768 Approved
0.6529 Remote Similarity NPD4767 Approved
0.6515 Remote Similarity NPD8273 Phase 1
0.65 Remote Similarity NPD5174 Approved
0.65 Remote Similarity NPD5175 Approved
0.6491 Remote Similarity NPD6050 Approved
0.6489 Remote Similarity NPD7829 Approved
0.6489 Remote Similarity NPD7830 Approved
0.6486 Remote Similarity NPD7334 Approved
0.6486 Remote Similarity NPD5330 Approved
0.6486 Remote Similarity NPD7146 Approved
0.6486 Remote Similarity NPD7521 Approved
0.6486 Remote Similarity NPD6684 Approved
0.6486 Remote Similarity NPD6409 Approved
0.6484 Remote Similarity NPD6313 Approved
0.6484 Remote Similarity NPD6314 Approved
0.6471 Remote Similarity NPD6845 Suspended
0.6471 Remote Similarity NPD5223 Approved
0.6466 Remote Similarity NPD4629 Approved
0.6466 Remote Similarity NPD5210 Approved
0.6466 Remote Similarity NPD6356 Clinical (unspecified phase)
0.646 Remote Similarity NPD7285 Clinical (unspecified phase)
0.646 Remote Similarity NPD1695 Approved
0.646 Remote Similarity NPD5328 Approved
0.6457 Remote Similarity NPD6868 Approved
0.6455 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6455 Remote Similarity NPD4786 Approved
0.6444 Remote Similarity NPD5956 Approved
0.6435 Remote Similarity NPD4202 Approved
0.6429 Remote Similarity NPD7524 Approved
0.6423 Remote Similarity NPD4729 Approved
0.6423 Remote Similarity NPD4730 Approved
0.6422 Remote Similarity NPD4270 Approved
0.6422 Remote Similarity NPD4269 Approved
0.6422 Remote Similarity NPD3667 Approved
0.641 Remote Similarity NPD7839 Suspended
0.641 Remote Similarity NPD5221 Approved
0.641 Remote Similarity NPD5220 Clinical (unspecified phase)
0.641 Remote Similarity NPD5222 Approved
0.6404 Remote Similarity NPD5692 Phase 3
0.6396 Remote Similarity NPD1696 Phase 3
0.6389 Remote Similarity NPD4695 Discontinued
0.6389 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6377 Remote Similarity NPD8415 Approved
0.6372 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6903 Approved
0.6364 Remote Similarity NPD4754 Approved
0.6356 Remote Similarity NPD5173 Approved
0.6348 Remote Similarity NPD5281 Approved
0.6348 Remote Similarity NPD5694 Approved
0.6348 Remote Similarity NPD5284 Approved

Structure

External Identifiers

PubChem CID   53360339
ChEMBL   CHEMBL1813185
ZINC  

Physicochemical Properties

Molecular Weight:  480.27
ALogP:  -1.5545
MLogP:  3.44
XLogP:  0.233
# Rotatable Bonds:  20
Polar Surface Area:  136.82
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  34

Download Data

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Biological Activities  
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