Natural Product: NPC475098

Natural Product ID:  NPC475098
Common Name:   Malettinin C
IUPAC Name:   (2R,3R,3'R,4'R)-3',8-dihydroxy-3,4',5-trimethylspiro[3,4-dihydrocyclohepta[b]pyran-2,2'-oxolane]-7-one
Synonyms:   Malettinin C
Molecular Formula:   C16H20O5
Standard InCHIKey:  PLRNIDHEWWILCN-DJUAPZDMSA-N
Standard InCHI:  InChI=1S/C16H20O5/c1-8-4-12(17)13(18)6-14-11(8)5-10(3)16(21-14)15(19)9(2)7-20-16/h4,6,9-10,15,19H,5,7H2,1-3H3,(H,17,18)/t9-,10-,15-,16-/m1/s1
Canonical SMILES:  C[C@@H]1CO[C@@]2([C@@H]1O)Oc1cc(O)c(=O)cc(c1C[C@H]2C)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
NPO33490 hypoxylon stromata nrrl 29110 Species Xylariaceae Eukaryota PMID[15730245]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 15 mm 19914074
NPT16 Organism Staphylococcus aureus Staphylococcus aureus IZ = 12 mm 8410985
NPT20 Organism Candida albicans Candida albicans IZ = 13 mm 8410985

  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 NPC475098 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 NPC189651
0.8065 Intermediate Similarity NPC60765
0.8041 Intermediate Similarity NPC288350
0.8041 Intermediate Similarity NPC173329
0.8021 Intermediate Similarity NPC256368
0.79 Intermediate Similarity NPC197447
0.79 Intermediate Similarity NPC169365
0.7835 Intermediate Similarity NPC470521
0.7789 Intermediate Similarity NPC133450
0.7732 Intermediate Similarity NPC59646
0.7708 Intermediate Similarity NPC177668
0.7629 Intermediate Similarity NPC175842
0.7629 Intermediate Similarity NPC32494
0.7629 Intermediate Similarity NPC470520
0.76 Intermediate Similarity NPC471490
0.7556 Intermediate Similarity NPC326753
0.7551 Intermediate Similarity NPC156553
0.7551 Intermediate Similarity NPC469692
0.7551 Intermediate Similarity NPC469645
0.7547 Intermediate Similarity NPC133625
0.7526 Intermediate Similarity NPC3436
0.7526 Intermediate Similarity NPC327253
0.75 Intermediate Similarity NPC474894
0.75 Intermediate Similarity NPC473333
0.7475 Intermediate Similarity NPC121825
0.7474 Intermediate Similarity NPC311163
0.7449 Intermediate Similarity NPC472010
0.7444 Intermediate Similarity NPC315394
0.7429 Intermediate Similarity NPC469852
0.7426 Intermediate Similarity NPC2666
0.7423 Intermediate Similarity NPC225283
0.7423 Intermediate Similarity NPC64913
0.7423 Intermediate Similarity NPC242877
0.7404 Intermediate Similarity NPC472750
0.7404 Intermediate Similarity NPC472747
0.7404 Intermediate Similarity NPC197736
0.74 Intermediate Similarity NPC471492
0.7383 Intermediate Similarity NPC38154
0.7379 Intermediate Similarity NPC219038
0.7374 Intermediate Similarity NPC472196
0.7374 Intermediate Similarity NPC320552
0.7374 Intermediate Similarity NPC472195
0.7374 Intermediate Similarity NPC238090
0.7368 Intermediate Similarity NPC165162
0.7364 Intermediate Similarity NPC82759
0.7358 Intermediate Similarity NPC469853
0.7353 Intermediate Similarity NPC203627
0.7347 Intermediate Similarity NPC3952
0.734 Intermediate Similarity NPC44261
0.7333 Intermediate Similarity NPC472748
0.732 Intermediate Similarity NPC260343
0.7312 Intermediate Similarity NPC112868
0.7308 Intermediate Similarity NPC291500
0.7308 Intermediate Similarity NPC471599
0.7308 Intermediate Similarity NPC189609
0.7308 Intermediate Similarity NPC197835
0.7308 Intermediate Similarity NPC140591
0.7308 Intermediate Similarity NPC303653
0.73 Intermediate Similarity NPC159698
0.7292 Intermediate Similarity NPC472379
0.7282 Intermediate Similarity NPC244878
0.7264 Intermediate Similarity NPC472751
0.7264 Intermediate Similarity NPC472749
0.7255 Intermediate Similarity NPC120299
0.7255 Intermediate Similarity NPC475332
0.7245 Intermediate Similarity NPC210216
0.7238 Intermediate Similarity NPC475871
0.7238 Intermediate Similarity NPC475945
0.7216 Intermediate Similarity NPC313658
0.7216 Intermediate Similarity NPC45409
0.7216 Intermediate Similarity NPC300779
0.7216 Intermediate Similarity NPC316138
0.7212 Intermediate Similarity NPC110443
0.7212 Intermediate Similarity NPC20673
0.7212 Intermediate Similarity NPC133907
0.7212 Intermediate Similarity NPC46998
0.7212 Intermediate Similarity NPC128733
0.7212 Intermediate Similarity NPC185141
0.72 Intermediate Similarity NPC471483
0.7188 Intermediate Similarity NPC471494
0.7188 Intermediate Similarity NPC471223
0.7188 Intermediate Similarity NPC67081
0.7184 Intermediate Similarity NPC151093
0.7184 Intermediate Similarity NPC475653
0.7184 Intermediate Similarity NPC187268
0.7172 Intermediate Similarity NPC471569
0.7172 Intermediate Similarity NPC129419
0.7158 Intermediate Similarity NPC31019
0.7158 Intermediate Similarity NPC263087
0.7158 Intermediate Similarity NPC2379
0.7158 Intermediate Similarity NPC106912
0.7158 Intermediate Similarity NPC27314
0.7157 Intermediate Similarity NPC255410
0.7143 Intermediate Similarity NPC472378
0.7143 Intermediate Similarity NPC106051
0.7143 Intermediate Similarity NPC474747
0.7129 Intermediate Similarity NPC477241
0.7128 Intermediate Similarity NPC246621
0.7128 Intermediate Similarity NPC281949
0.7128 Intermediate Similarity NPC301477
0.7128 Intermediate Similarity NPC25684
0.7113 Intermediate Similarity NPC305475
0.7113 Intermediate Similarity NPC475461
0.7113 Intermediate Similarity NPC261721
0.7111 Intermediate Similarity NPC107654
0.7103 Intermediate Similarity NPC477125
0.7097 Intermediate Similarity NPC139712
0.7097 Intermediate Similarity NPC476701
0.7087 Intermediate Similarity NPC266842
0.7083 Intermediate Similarity NPC475706
0.7083 Intermediate Similarity NPC266718
0.708 Intermediate Similarity NPC471145
0.7075 Intermediate Similarity NPC472755
0.7071 Intermediate Similarity NPC307092
0.7071 Intermediate Similarity NPC295448
0.7071 Intermediate Similarity NPC268298
0.7065 Intermediate Similarity NPC471225
0.7059 Intermediate Similarity NPC471141
0.7059 Intermediate Similarity NPC300710
0.7059 Intermediate Similarity NPC13924
0.7053 Intermediate Similarity NPC310450
0.7053 Intermediate Similarity NPC474291
0.7053 Intermediate Similarity NPC475046
0.7053 Intermediate Similarity NPC474959
0.7053 Intermediate Similarity NPC89555
0.7053 Intermediate Similarity NPC11383
0.7048 Intermediate Similarity NPC475157
0.7048 Intermediate Similarity NPC472753
0.7048 Intermediate Similarity NPC476270
0.7048 Intermediate Similarity NPC471637
0.7048 Intermediate Similarity NPC98859
0.7048 Intermediate Similarity NPC164598
0.7048 Intermediate Similarity NPC154132
0.7048 Intermediate Similarity NPC2313
0.7048 Intermediate Similarity NPC474339
0.7048 Intermediate Similarity NPC57586
0.7048 Intermediate Similarity NPC4637
0.7048 Intermediate Similarity NPC475655
0.7048 Intermediate Similarity NPC469851
0.7048 Intermediate Similarity NPC474742
0.7041 Intermediate Similarity NPC241054
0.7033 Intermediate Similarity NPC315552
0.703 Intermediate Similarity NPC475912
0.703 Intermediate Similarity NPC273579
0.703 Intermediate Similarity NPC288240
0.703 Intermediate Similarity NPC475302
0.703 Intermediate Similarity NPC162205
0.703 Intermediate Similarity NPC295204
0.7027 Intermediate Similarity NPC328074
0.7027 Intermediate Similarity NPC470025
0.7027 Intermediate Similarity NPC317460
0.7027 Intermediate Similarity NPC321272
0.7019 Intermediate Similarity NPC35717
0.7019 Intermediate Similarity NPC161855
0.7019 Intermediate Similarity NPC472015
0.7019 Intermediate Similarity NPC65700
0.7019 Intermediate Similarity NPC474440
0.701 Intermediate Similarity NPC11804
0.701 Intermediate Similarity NPC255307
0.7009 Intermediate Similarity NPC474741
0.7009 Intermediate Similarity NPC100487
0.7009 Intermediate Similarity NPC264584
0.7 Intermediate Similarity NPC202886
0.7 Intermediate Similarity NPC316708
0.7 Intermediate Similarity NPC472508
0.7 Intermediate Similarity NPC475995
0.7 Intermediate Similarity NPC316851
0.7 Intermediate Similarity NPC469403
0.7 Intermediate Similarity NPC474098
0.7 Intermediate Similarity NPC475879
0.699 Remote Similarity NPC172998
0.699 Remote Similarity NPC299396
0.699 Remote Similarity NPC473291
0.699 Remote Similarity NPC301596
0.699 Remote Similarity NPC306041
0.699 Remote Similarity NPC16967
0.6981 Remote Similarity NPC201191
0.6981 Remote Similarity NPC472754
0.6981 Remote Similarity NPC473596
0.6981 Remote Similarity NPC149371
0.6979 Remote Similarity NPC16488
0.6979 Remote Similarity NPC284472
0.6979 Remote Similarity NPC229799
0.6979 Remote Similarity NPC475714
0.6979 Remote Similarity NPC286770
0.6972 Remote Similarity NPC472507
0.697 Remote Similarity NPC472011
0.697 Remote Similarity NPC473658
0.6964 Remote Similarity NPC470027
0.6961 Remote Similarity NPC191521
0.6961 Remote Similarity NPC71589
0.6957 Remote Similarity NPC301525
0.6952 Remote Similarity NPC130792
0.6952 Remote Similarity NPC227865
0.6947 Remote Similarity NPC315731
0.6947 Remote Similarity NPC184208
0.6947 Remote Similarity NPC8538
0.6944 Remote Similarity NPC82251
0.6944 Remote Similarity NPC315070
0.6939 Remote Similarity NPC208473

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475098 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
0.7347 Intermediate Similarity NPD7838 Discovery
0.7019 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4225 Approved
0.6832 Remote Similarity NPD46 Approved
0.6832 Remote Similarity NPD6698 Approved
0.6786 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6727 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6695 Remote Similarity NPD7503 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6574 Remote Similarity NPD5344 Discontinued
0.6571 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6371 Approved
0.6481 Remote Similarity NPD6648 Approved
0.6476 Remote Similarity NPD5282 Discontinued
0.6354 Remote Similarity NPD4756 Discovery
0.6333 Remote Similarity NPD7299 Clinical (unspecified phase)
0.63 Remote Similarity NPD6110 Phase 1
0.63 Remote Similarity NPD7154 Phase 3
0.6286 Remote Similarity NPD7983 Approved
0.6214 Remote Similarity NPD7524 Approved
0.6207 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6053 Discontinued
0.6154 Remote Similarity NPD969 Suspended
0.6148 Remote Similarity NPD8513 Phase 3
0.614 Remote Similarity NPD6412 Phase 2
0.6117 Remote Similarity NPD4249 Approved
0.6083 Remote Similarity NPD7505 Discontinued
0.6083 Remote Similarity NPD7115 Discovery
0.6078 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4251 Approved
0.6058 Remote Similarity NPD4250 Approved
0.6055 Remote Similarity NPD4792 Clinical (unspecified phase)
0.6044 Remote Similarity NPD2685 Clinical (unspecified phase)
0.604 Remote Similarity NPD5209 Approved
0.6038 Remote Similarity NPD5785 Approved
0.6033 Remote Similarity NPD7327 Approved
0.6033 Remote Similarity NPD7328 Approved
0.6019 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6016 Remote Similarity NPD8517 Approved
0.6016 Remote Similarity NPD8515 Approved
0.6016 Remote Similarity NPD8033 Approved
0.6016 Remote Similarity NPD8516 Approved
0.6 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5985 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5984 Remote Similarity NPD7516 Approved
0.598 Remote Similarity NPD6695 Phase 3
0.5962 Remote Similarity NPD5279 Phase 3
0.5935 Remote Similarity NPD8377 Approved
0.5935 Remote Similarity NPD6054 Approved
0.5935 Remote Similarity NPD8294 Approved
0.5926 Remote Similarity NPD5778 Approved
0.5926 Remote Similarity NPD5779 Approved
0.592 Remote Similarity NPD7829 Approved
0.592 Remote Similarity NPD7830 Approved
0.5918 Remote Similarity NPD6933 Approved
0.5909 Remote Similarity NPD7839 Suspended
0.5902 Remote Similarity NPD7641 Discontinued
0.5887 Remote Similarity NPD8379 Approved
0.5887 Remote Similarity NPD8296 Approved
0.5887 Remote Similarity NPD6016 Approved
0.5887 Remote Similarity NPD8335 Approved
0.5887 Remote Similarity NPD8378 Approved
0.5887 Remote Similarity NPD6015 Approved
0.5887 Remote Similarity NPD8380 Approved
0.5882 Remote Similarity NPD6882 Approved
0.5882 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5865 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5865 Remote Similarity NPD1696 Phase 3
0.5865 Remote Similarity NPD1694 Approved
0.5865 Remote Similarity NPD5363 Approved
0.5847 Remote Similarity NPD2067 Discontinued
0.5842 Remote Similarity NPD4820 Approved
0.5842 Remote Similarity NPD4819 Approved
0.5842 Remote Similarity NPD4821 Approved
0.5842 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4695 Discontinued
0.5842 Remote Similarity NPD4822 Approved
0.584 Remote Similarity NPD6370 Approved
0.584 Remote Similarity NPD5988 Approved
0.5833 Remote Similarity NPD7637 Suspended
0.582 Remote Similarity NPD7500 Approved
0.5806 Remote Similarity NPD6059 Approved
0.5806 Remote Similarity NPD3704 Approved
0.5804 Remote Similarity NPD7638 Approved
0.58 Remote Similarity NPD4271 Approved
0.58 Remote Similarity NPD4268 Approved
0.5794 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6101 Approved
0.5794 Remote Similarity NPD1695 Approved
0.5781 Remote Similarity NPD8074 Phase 3
0.5778 Remote Similarity NPD1145 Discontinued
0.576 Remote Similarity NPD8444 Approved
0.5755 Remote Similarity NPD7750 Discontinued
0.5752 Remote Similarity NPD7640 Approved
0.5752 Remote Similarity NPD7639 Approved
0.575 Remote Similarity NPD8297 Approved
0.5748 Remote Similarity NPD7492 Approved
0.5743 Remote Similarity NPD6929 Approved
0.573 Remote Similarity NPD69 Approved
0.573 Remote Similarity NPD9119 Approved
0.5728 Remote Similarity NPD6435 Approved
0.5726 Remote Similarity NPD5697 Approved
0.5725 Remote Similarity NPD7260 Phase 2
0.5714 Remote Similarity NPD7623 Phase 3
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD5125 Phase 3
0.5714 Remote Similarity NPD6926 Approved
0.5714 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD8080 Discontinued
0.5714 Remote Similarity NPD5126 Approved
0.5714 Remote Similarity NPD6924 Approved
0.5703 Remote Similarity NPD7507 Approved
0.5703 Remote Similarity NPD6616 Approved
0.5691 Remote Similarity NPD6009 Approved
0.5688 Remote Similarity NPD6411 Approved
0.5686 Remote Similarity NPD6931 Approved
0.5686 Remote Similarity NPD6930 Phase 2
0.5678 Remote Similarity NPD6881 Approved
0.5678 Remote Similarity NPD6899 Approved
0.5676 Remote Similarity NPD5695 Phase 3
0.5673 Remote Similarity NPD5362 Discontinued
0.5669 Remote Similarity NPD7642 Approved
0.5659 Remote Similarity NPD7078 Approved
0.5652 Remote Similarity NPD5211 Phase 2
0.5652 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5648 Remote Similarity NPD4753 Phase 2
0.5641 Remote Similarity NPD7128 Approved
0.5641 Remote Similarity NPD6402 Approved
0.5641 Remote Similarity NPD6675 Approved
0.5641 Remote Similarity NPD5739 Approved
0.5641 Remote Similarity NPD6640 Phase 3
0.563 Remote Similarity NPD6014 Approved
0.563 Remote Similarity NPD6013 Approved
0.563 Remote Similarity NPD6012 Approved
0.563 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5618 Remote Similarity NPD9118 Approved
0.5615 Remote Similarity NPD7736 Approved
0.5614 Remote Similarity NPD5286 Approved
0.5614 Remote Similarity NPD4696 Approved
0.5614 Remote Similarity NPD5285 Approved
0.5603 Remote Similarity NPD6647 Phase 2

Structure

External Identifiers

PubChem CID   11266311
ChEMBL   CHEMBL497703
ZINC  

Physicochemical Properties

Molecular Weight:  292.13
ALogP:  0.0745
MLogP:  2.67
XLogP:  1.617
# Rotatable Bonds:  5
Polar Surface Area:  75.99
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  21

Download Data

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