Natural Product: NPC473905

Natural Product ID:  NPC473905
Common Name:   Salzmanolin
IUPAC Name:   4-[(13S)-13-hydroxy-13-[(2R)-3-hydroxy-5-[(2S,5S)-5-[(1R,5S,6S)-1,5,6-trihydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
Synonyms:   Salzmanolin
Molecular Formula:   C37H66O9
Standard InCHIKey:  BCWHXZZDBFJGAE-SGLNQORUSA-N
Standard InCHI:  InChI=1S/C37H66O9/c1-3-4-13-18-28(38)29(39)20-16-21-30(40)33-22-23-34(45-33)35-25-32(42)36(46-35)31(41)19-15-12-10-8-6-5-7-9-11-14-17-27-24-26(2)44-37(27)43/h24,26,28-36,38-42H,3-23,25H2,1-2H3/t26?,28-,29-,30+,31-,32?,33-,34-,35?,36+/m0/s1
Canonical SMILES:  CCCCC[C@@H]([C@H](CCC[C@H]([C@@H]1CC[C@H](O1)C1O[C@@H](C(C1)O)[C@H](CCCCCCCCCCCCC1=CC(OC1=O)C)O)O)O)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
NPO33069 annona salzmanii Species Annonaceae Eukaryota roots PMID[12828457]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens ED50 = 1 ug/ml 12762801
NPT189 Cell Line Vero Chlorocebus aethiops ED50 > 1 ug/ml 12762801

  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 NPC473905 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 NPC320458
0.9878 High Similarity NPC258068
0.9878 High Similarity NPC476583
0.9878 High Similarity NPC20533
0.9762 High Similarity NPC239517
0.9756 High Similarity NPC25703
0.9756 High Similarity NPC473840
0.9756 High Similarity NPC241360
0.9756 High Similarity NPC132940
0.9756 High Similarity NPC219652
0.9756 High Similarity NPC293136
0.9756 High Similarity NPC282815
0.9643 High Similarity NPC20621
0.9643 High Similarity NPC318963
0.9643 High Similarity NPC40066
0.9643 High Similarity NPC93794
0.9643 High Similarity NPC42598
0.9643 High Similarity NPC91067
0.9643 High Similarity NPC473504
0.9643 High Similarity NPC81778
0.9634 High Similarity NPC329615
0.9634 High Similarity NPC471567
0.9634 High Similarity NPC470400
0.9634 High Similarity NPC39279
0.9634 High Similarity NPC475268
0.9634 High Similarity NPC473671
0.9634 High Similarity NPC39167
0.9634 High Similarity NPC319036
0.9634 High Similarity NPC120398
0.9634 High Similarity NPC477014
0.9634 High Similarity NPC477013
0.9634 High Similarity NPC9678
0.9634 High Similarity NPC202055
0.9634 High Similarity NPC473156
0.9634 High Similarity NPC77871
0.9634 High Similarity NPC25764
0.9634 High Similarity NPC235809
0.9634 High Similarity NPC292809
0.9634 High Similarity NPC329838
0.9524 High Similarity NPC81045
0.9524 High Similarity NPC320569
0.9524 High Similarity NPC100454
0.9524 High Similarity NPC233551
0.9524 High Similarity NPC48338
0.9524 High Similarity NPC172821
0.9524 High Similarity NPC151403
0.9524 High Similarity NPC287164
0.9524 High Similarity NPC40376
0.9524 High Similarity NPC171135
0.9524 High Similarity NPC20339
0.9524 High Similarity NPC261952
0.9524 High Similarity NPC133730
0.9524 High Similarity NPC274446
0.9524 High Similarity NPC234077
0.9524 High Similarity NPC21208
0.9524 High Similarity NPC89001
0.9524 High Similarity NPC39754
0.9524 High Similarity NPC169511
0.9524 High Similarity NPC191929
0.9524 High Similarity NPC61257
0.9524 High Similarity NPC242364
0.9524 High Similarity NPC280621
0.9518 High Similarity NPC477015
0.9512 High Similarity NPC156804
0.9512 High Similarity NPC163093
0.9412 High Similarity NPC477016
0.9412 High Similarity NPC477017
0.9405 High Similarity NPC470401
0.9405 High Similarity NPC159750
0.9405 High Similarity NPC154097
0.9405 High Similarity NPC473649
0.9405 High Similarity NPC178215
0.9405 High Similarity NPC473995
0.9398 High Similarity NPC322529
0.9286 High Similarity NPC62118
0.9286 High Similarity NPC103523
0.9286 High Similarity NPC142117
0.9286 High Similarity NPC171174
0.9286 High Similarity NPC231096
0.9286 High Similarity NPC114694
0.9286 High Similarity NPC240695
0.9286 High Similarity NPC475581
0.9286 High Similarity NPC232555
0.9286 High Similarity NPC107717
0.9286 High Similarity NPC134865
0.9268 High Similarity NPC180363
0.9268 High Similarity NPC473712
0.9268 High Similarity NPC11332
0.9268 High Similarity NPC473529
0.9268 High Similarity NPC73310
0.9268 High Similarity NPC65930
0.9268 High Similarity NPC475159
0.9268 High Similarity NPC145914
0.9268 High Similarity NPC329829
0.9268 High Similarity NPC131002
0.9268 High Similarity NPC473780
0.9268 High Similarity NPC94875
0.9186 High Similarity NPC280612
0.9186 High Similarity NPC477011
0.9167 High Similarity NPC1083
0.9167 High Similarity NPC286338
0.9167 High Similarity NPC473669
0.9167 High Similarity NPC231009
0.9167 High Similarity NPC66346
0.9167 High Similarity NPC477018
0.9167 High Similarity NPC473478
0.9167 High Similarity NPC132496
0.9167 High Similarity NPC223871
0.9167 High Similarity NPC473651
0.9167 High Similarity NPC100921
0.9167 High Similarity NPC107986
0.9167 High Similarity NPC82795
0.9167 High Similarity NPC110710
0.9167 High Similarity NPC283085
0.9167 High Similarity NPC103284
0.9157 High Similarity NPC253801
0.9157 High Similarity NPC144415
0.9091 High Similarity NPC473520
0.908 High Similarity NPC473904
0.9059 High Similarity NPC309211
0.9059 High Similarity NPC279267
0.9059 High Similarity NPC69082
0.9059 High Similarity NPC473687
0.9059 High Similarity NPC134807
0.9059 High Similarity NPC204686
0.9059 High Similarity NPC477010
0.9059 High Similarity NPC308412
0.9059 High Similarity NPC219498
0.9059 High Similarity NPC134885
0.9059 High Similarity NPC210218
0.8966 High Similarity NPC14901
0.8966 High Similarity NPC139418
0.8966 High Similarity NPC130359
0.8953 High Similarity NPC477012
0.8837 High Similarity NPC112685
0.8837 High Similarity NPC47937
0.8721 High Similarity NPC182383
0.8667 High Similarity NPC473561
0.8667 High Similarity NPC473723
0.8667 High Similarity NPC11456
0.8667 High Similarity NPC475173
0.8667 High Similarity NPC473663
0.8556 High Similarity NPC473707
0.8085 Intermediate Similarity NPC36954
0.8065 Intermediate Similarity NPC476300
0.8065 Intermediate Similarity NPC81419
0.8065 Intermediate Similarity NPC179746
0.8043 Intermediate Similarity NPC473619
0.8043 Intermediate Similarity NPC473448
0.8021 Intermediate Similarity NPC187268
0.8 Intermediate Similarity NPC469483
0.7978 Intermediate Similarity NPC288471
0.7959 Intermediate Similarity NPC86077
0.7957 Intermediate Similarity NPC208886
0.7957 Intermediate Similarity NPC12172
0.7957 Intermediate Similarity NPC30515
0.7957 Intermediate Similarity NPC473321
0.7957 Intermediate Similarity NPC184463
0.7931 Intermediate Similarity NPC133226
0.7931 Intermediate Similarity NPC470147
0.7872 Intermediate Similarity NPC475912
0.7872 Intermediate Similarity NPC295204
0.7872 Intermediate Similarity NPC288240
0.7872 Intermediate Similarity NPC162205
0.7872 Intermediate Similarity NPC273579
0.7849 Intermediate Similarity NPC474761
0.7849 Intermediate Similarity NPC158388
0.7849 Intermediate Similarity NPC478004
0.7849 Intermediate Similarity NPC478003
0.7849 Intermediate Similarity NPC476004
0.7849 Intermediate Similarity NPC51004
0.7835 Intermediate Similarity NPC473326
0.7831 Intermediate Similarity NPC84038
0.7816 Intermediate Similarity NPC180725
0.7816 Intermediate Similarity NPC470148
0.7816 Intermediate Similarity NPC470149
0.7812 Intermediate Similarity NPC476315
0.7812 Intermediate Similarity NPC279621
0.7791 Intermediate Similarity NPC475711
0.7791 Intermediate Similarity NPC474026
0.7742 Intermediate Similarity NPC473564
0.7742 Intermediate Similarity NPC307411
0.7742 Intermediate Similarity NPC92974
0.7742 Intermediate Similarity NPC295312
0.7738 Intermediate Similarity NPC474705
0.7727 Intermediate Similarity NPC47653
0.7708 Intermediate Similarity NPC471141
0.7708 Intermediate Similarity NPC14961
0.7708 Intermediate Similarity NPC471142
0.7708 Intermediate Similarity NPC270013
0.7701 Intermediate Similarity NPC477314
0.7701 Intermediate Similarity NPC248775
0.7692 Intermediate Similarity NPC21469
0.7684 Intermediate Similarity NPC320089
0.7684 Intermediate Similarity NPC212486
0.7667 Intermediate Similarity NPC475947
0.7667 Intermediate Similarity NPC229799
0.7667 Intermediate Similarity NPC116543
0.7667 Intermediate Similarity NPC284472
0.7667 Intermediate Similarity NPC286770

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473905 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
0.8043 Intermediate Similarity NPD6698 Approved
0.8043 Intermediate Similarity NPD46 Approved
0.766 Intermediate Similarity NPD7838 Discovery
0.7647 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD6686 Approved
0.7396 Intermediate Similarity NPD7983 Approved
0.6961 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6371 Approved
0.6881 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6804 Remote Similarity NPD4251 Approved
0.6804 Remote Similarity NPD4250 Approved
0.6771 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4249 Approved
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6588 Remote Similarity NPD3197 Phase 1
0.6562 Remote Similarity NPD7154 Phase 3
0.6509 Remote Similarity NPD5344 Discontinued
0.65 Remote Similarity NPD1695 Approved
0.6476 Remote Similarity NPD4225 Approved
0.6436 Remote Similarity NPD5785 Approved
0.6429 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6421 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6417 Remote Similarity NPD7507 Approved
0.6396 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6392 Remote Similarity NPD5362 Discontinued
0.6372 Remote Similarity NPD6053 Discontinued
0.6356 Remote Similarity NPD8513 Phase 3
0.6356 Remote Similarity NPD8515 Approved
0.6356 Remote Similarity NPD8517 Approved
0.6356 Remote Similarity NPD8516 Approved
0.6321 Remote Similarity NPD7638 Approved
0.6289 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6289 Remote Similarity NPD6435 Approved
0.6286 Remote Similarity NPD7839 Suspended
0.6277 Remote Similarity NPD4756 Discovery
0.6263 Remote Similarity NPD5363 Approved
0.6262 Remote Similarity NPD7640 Approved
0.6262 Remote Similarity NPD7639 Approved
0.626 Remote Similarity NPD7319 Approved
0.625 Remote Similarity NPD7829 Approved
0.625 Remote Similarity NPD7830 Approved
0.6211 Remote Similarity NPD4268 Approved
0.6211 Remote Similarity NPD4271 Approved
0.6195 Remote Similarity NPD5955 Clinical (unspecified phase)
0.618 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6162 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5778 Approved
0.6154 Remote Similarity NPD5779 Approved
0.6134 Remote Similarity NPD8377 Approved
0.6134 Remote Similarity NPD8294 Approved
0.6111 Remote Similarity NPD6648 Approved
0.6102 Remote Similarity NPD7327 Approved
0.6102 Remote Similarity NPD7328 Approved
0.6098 Remote Similarity NPD3728 Approved
0.6098 Remote Similarity NPD3730 Approved
0.6098 Remote Similarity NPD8074 Phase 3
0.6095 Remote Similarity NPD5282 Discontinued
0.6083 Remote Similarity NPD8379 Approved
0.6083 Remote Similarity NPD8335 Approved
0.6083 Remote Similarity NPD8378 Approved
0.6083 Remote Similarity NPD8380 Approved
0.6083 Remote Similarity NPD8296 Approved
0.6083 Remote Similarity NPD8033 Approved
0.6082 Remote Similarity NPD5368 Approved
0.6082 Remote Similarity NPD4820 Approved
0.6082 Remote Similarity NPD4822 Approved
0.6082 Remote Similarity NPD4821 Approved
0.6082 Remote Similarity NPD4819 Approved
0.6071 Remote Similarity NPD6412 Phase 2
0.6064 Remote Similarity NPD8039 Approved
0.6061 Remote Similarity NPD6110 Phase 1
0.605 Remote Similarity NPD7516 Approved
0.6047 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6042 Remote Similarity NPD5784 Clinical (unspecified phase)
0.602 Remote Similarity NPD4790 Discontinued
0.6017 Remote Similarity NPD7115 Discovery
0.5984 Remote Similarity NPD7642 Approved
0.5966 Remote Similarity NPD7641 Discontinued
0.596 Remote Similarity NPD5209 Approved
0.596 Remote Similarity NPD4270 Approved
0.596 Remote Similarity NPD4269 Approved
0.5955 Remote Similarity NPD2685 Clinical (unspecified phase)
0.595 Remote Similarity NPD8444 Approved
0.5948 Remote Similarity NPD8297 Approved
0.5941 Remote Similarity NPD1694 Approved
0.5929 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4252 Approved
0.5913 Remote Similarity NPD6421 Discontinued
0.5904 Remote Similarity NPD3195 Phase 2
0.5904 Remote Similarity NPD4266 Approved
0.5904 Remote Similarity NPD3194 Approved
0.5904 Remote Similarity NPD3196 Approved
0.59 Remote Similarity NPD5332 Approved
0.59 Remote Similarity NPD5331 Approved
0.5897 Remote Similarity NPD8133 Approved
0.5887 Remote Similarity NPD8273 Phase 1
0.5882 Remote Similarity NPD5786 Approved
0.5868 Remote Similarity NPD6319 Approved
0.5859 Remote Similarity NPD5369 Approved
0.584 Remote Similarity NPD7078 Approved
0.582 Remote Similarity NPD7503 Approved
0.5814 Remote Similarity NPD6109 Phase 1
0.5814 Remote Similarity NPD69 Approved
0.5814 Remote Similarity NPD9119 Approved
0.5806 Remote Similarity NPD7492 Approved
0.5794 Remote Similarity NPD7736 Approved
0.5783 Remote Similarity NPD3172 Approved
0.5763 Remote Similarity NPD4632 Approved
0.576 Remote Similarity NPD8451 Approved
0.576 Remote Similarity NPD6616 Approved
0.5755 Remote Similarity NPD7637 Suspended
0.575 Remote Similarity NPD7500 Approved
0.575 Remote Similarity NPD7505 Discontinued
0.5738 Remote Similarity NPD6054 Approved
0.5732 Remote Similarity NPD6927 Phase 3
0.573 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8328 Phase 3
0.5726 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5726 Remote Similarity NPD2204 Approved
0.5714 Remote Similarity NPD8293 Discontinued
0.5714 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7632 Discontinued
0.5714 Remote Similarity NPD6101 Approved
0.5714 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD3704 Approved
0.5698 Remote Similarity NPD9118 Approved
0.5691 Remote Similarity NPD8267 Approved
0.5691 Remote Similarity NPD8268 Approved
0.5691 Remote Similarity NPD8266 Approved
0.5691 Remote Similarity NPD8269 Approved
0.569 Remote Similarity NPD8132 Clinical (unspecified phase)
0.566 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5659 Remote Similarity NPD7260 Phase 2
0.5648 Remote Similarity NPD7748 Approved
0.5645 Remote Similarity NPD6370 Approved
0.5645 Remote Similarity NPD8080 Discontinued
0.5636 Remote Similarity NPD6083 Phase 2
0.5636 Remote Similarity NPD7902 Approved
0.5636 Remote Similarity NPD6084 Phase 2
0.562 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5615 Remote Similarity NPD6845 Suspended
0.561 Remote Similarity NPD6059 Approved
0.5607 Remote Similarity NPD6411 Approved
0.5603 Remote Similarity NPD6881 Approved
0.5603 Remote Similarity NPD7320 Approved
0.5603 Remote Similarity NPD6899 Approved
0.5603 Remote Similarity NPD5345 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44566776
ChEMBL   CHEMBL454819
ZINC  

Physicochemical Properties

Molecular Weight:  654.47
ALogP:  -8.8156
MLogP:  4.54
XLogP:  7.735
# Rotatable Bonds:  32
Polar Surface Area:  145.91
# H-Bond Aceptor:  9
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  46

Download Data

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