Natural Product: NPC66346

Natural Product ID:  NPC66346
Common Name:   Muricin B
IUPAC Name:   (2S)-4-[(2S)-2-hydroxy-12-[(2S,5S)-5-[(1S)-1,8,9-trihydroxytetradecyl]oxolan-2-yl]dodecyl]-2-methyl-2H-furan-5-one
Synonyms:  
Molecular Formula:   C35H64O7
Standard InCHIKey:  HHCQNIINSIODRY-CKXLVDBXSA-N
Standard InCHI:  InChI=1S/C35H64O7/c1-3-4-13-20-31(37)32(38)21-16-11-12-17-22-33(39)34-24-23-30(42-34)19-15-10-8-6-5-7-9-14-18-29(36)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3/t27-,29-,30-,31?,32?,33-,34-/m0/s1
Canonical SMILES:  CCCCCC(C(CCCCCC[C@@H]([C@@H]1CC[C@@H](O1)CCCCCCCCCC[C@@H](CC1=C[C@@H](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
NPO26234 Annona muricata Species Annonaceae Eukaryota PMID[11473425]
NPO26234 Annona muricata Species Annonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 > 20 ug/ml 12852747
NPT83 Cell Line MCF7 Homo sapiens ED50 = 15.5 ug/ml 12852747
NPT306 Cell Line PC-3 Homo sapiens ED50 > 20 ug/ml 12852747
NPT307 Cell Line HOS Homo sapiens ED50 > 20 ug/ml 12852747
NPT180 Cell Line HCT-8 Homo sapiens ED50 > 20 ug/ml 12852747
NPT81 Cell Line A549 Homo sapiens ED50 > 20 ug/ml 12852747
NPT309 Cell Line 1A9 Homo sapiens ED50 = 0.52 ug/ml 12852747
NPT310 Cell Line 1A9/ptx-10 Homo sapiens Inhibition = 26 % 12852747
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 12852747
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1.78 ug/ml 11473425
NPT2 Others Unspecified IC50 = 0.00429 ug/ml 11473425
NPT65 Cell Line HepG2 Homo sapiens IC50 = 1.78 ug/ml 11975482
NPT2 Others Unspecified IC50 = 0.00429 ug/ml 11975482

  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 NPC66346 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 NPC283085
1.0 High Similarity NPC473478
1.0 High Similarity NPC286338
1.0 High Similarity NPC82795
1.0 High Similarity NPC107986
1.0 High Similarity NPC473669
1.0 High Similarity NPC473651
1.0 High Similarity NPC231009
1.0 High Similarity NPC223871
1.0 High Similarity NPC110710
1.0 High Similarity NPC1083
1.0 High Similarity NPC132496
1.0 High Similarity NPC103284
0.9875 High Similarity NPC171174
0.9875 High Similarity NPC210218
0.9875 High Similarity NPC142117
0.9875 High Similarity NPC231096
0.9875 High Similarity NPC219498
0.9875 High Similarity NPC62118
0.9875 High Similarity NPC204686
0.9875 High Similarity NPC308412
0.9875 High Similarity NPC279267
0.9875 High Similarity NPC134865
0.9875 High Similarity NPC240695
0.9875 High Similarity NPC69082
0.9875 High Similarity NPC475581
0.9875 High Similarity NPC232555
0.9875 High Similarity NPC103523
0.9875 High Similarity NPC134807
0.9875 High Similarity NPC473687
0.9875 High Similarity NPC134885
0.9875 High Similarity NPC107717
0.9875 High Similarity NPC114694
0.9753 High Similarity NPC178215
0.9634 High Similarity NPC81045
0.9634 High Similarity NPC169511
0.9634 High Similarity NPC171135
0.9634 High Similarity NPC172821
0.9634 High Similarity NPC48338
0.9634 High Similarity NPC39754
0.9634 High Similarity NPC151403
0.9634 High Similarity NPC21208
0.9634 High Similarity NPC40376
0.9634 High Similarity NPC242364
0.9634 High Similarity NPC320569
0.9634 High Similarity NPC287164
0.9634 High Similarity NPC280621
0.9634 High Similarity NPC261952
0.9634 High Similarity NPC100454
0.9634 High Similarity NPC233551
0.9634 High Similarity NPC191929
0.9634 High Similarity NPC234077
0.9634 High Similarity NPC274446
0.9634 High Similarity NPC20339
0.9634 High Similarity NPC133730
0.9634 High Similarity NPC61257
0.963 High Similarity NPC112685
0.9625 High Similarity NPC163093
0.9625 High Similarity NPC156804
0.962 High Similarity NPC131002
0.962 High Similarity NPC329829
0.962 High Similarity NPC11332
0.962 High Similarity NPC65930
0.962 High Similarity NPC473712
0.962 High Similarity NPC73310
0.962 High Similarity NPC475159
0.962 High Similarity NPC145914
0.962 High Similarity NPC473780
0.962 High Similarity NPC180363
0.962 High Similarity NPC94875
0.962 High Similarity NPC473529
0.9518 High Similarity NPC20621
0.9518 High Similarity NPC473504
0.9518 High Similarity NPC81778
0.9518 High Similarity NPC93794
0.9518 High Similarity NPC477011
0.9518 High Similarity NPC91067
0.9518 High Similarity NPC130359
0.9518 High Similarity NPC139418
0.9518 High Similarity NPC40066
0.9518 High Similarity NPC14901
0.9518 High Similarity NPC42598
0.9518 High Similarity NPC318963
0.9506 High Similarity NPC471567
0.9506 High Similarity NPC120398
0.9506 High Similarity NPC329838
0.9506 High Similarity NPC182383
0.9506 High Similarity NPC329615
0.9506 High Similarity NPC477014
0.9506 High Similarity NPC477013
0.9506 High Similarity NPC322529
0.95 High Similarity NPC253801
0.95 High Similarity NPC144415
0.9405 High Similarity NPC239517
0.9405 High Similarity NPC473904
0.939 High Similarity NPC477015
0.939 High Similarity NPC132940
0.939 High Similarity NPC293136
0.939 High Similarity NPC241360
0.939 High Similarity NPC47937
0.9286 High Similarity NPC280612
0.9277 High Similarity NPC20533
0.9277 High Similarity NPC476583
0.9277 High Similarity NPC258068
0.9268 High Similarity NPC202055
0.9268 High Similarity NPC39279
0.9268 High Similarity NPC235809
0.9268 High Similarity NPC477018
0.9268 High Similarity NPC475268
0.9268 High Similarity NPC100921
0.9268 High Similarity NPC39167
0.9268 High Similarity NPC470400
0.9268 High Similarity NPC473156
0.9268 High Similarity NPC77871
0.9268 High Similarity NPC473671
0.9268 High Similarity NPC292809
0.9268 High Similarity NPC319036
0.9268 High Similarity NPC25764
0.9268 High Similarity NPC9678
0.9186 High Similarity NPC475173
0.9186 High Similarity NPC11456
0.9186 High Similarity NPC473723
0.9186 High Similarity NPC473663
0.9186 High Similarity NPC473561
0.9167 High Similarity NPC89001
0.9167 High Similarity NPC473905
0.9167 High Similarity NPC320458
0.9157 High Similarity NPC219652
0.9157 High Similarity NPC25703
0.9157 High Similarity NPC473840
0.9157 High Similarity NPC477010
0.9157 High Similarity NPC282815
0.9157 High Similarity NPC309211
0.907 High Similarity NPC473707
0.9059 High Similarity NPC477016
0.9059 High Similarity NPC477017
0.9048 High Similarity NPC154097
0.9048 High Similarity NPC473649
0.9048 High Similarity NPC159750
0.9048 High Similarity NPC470401
0.9048 High Similarity NPC477012
0.9048 High Similarity NPC473995
0.875 High Similarity NPC473520
0.8427 Intermediate Similarity NPC30515
0.8372 Intermediate Similarity NPC21469
0.8333 Intermediate Similarity NPC179746
0.8333 Intermediate Similarity NPC162205
0.8333 Intermediate Similarity NPC288240
0.8333 Intermediate Similarity NPC295204
0.8333 Intermediate Similarity NPC273579
0.8333 Intermediate Similarity NPC81419
0.8315 Intermediate Similarity NPC51004
0.8315 Intermediate Similarity NPC473619
0.8222 Intermediate Similarity NPC184463
0.8222 Intermediate Similarity NPC473321
0.8222 Intermediate Similarity NPC12172
0.8222 Intermediate Similarity NPC208886
0.8202 Intermediate Similarity NPC307411
0.8202 Intermediate Similarity NPC295312
0.8152 Intermediate Similarity NPC36954
0.814 Intermediate Similarity NPC286770
0.814 Intermediate Similarity NPC229799
0.814 Intermediate Similarity NPC284472
0.8132 Intermediate Similarity NPC475912
0.8132 Intermediate Similarity NPC476300
0.8125 Intermediate Similarity NPC84038
0.8111 Intermediate Similarity NPC476004
0.8111 Intermediate Similarity NPC473448
0.8111 Intermediate Similarity NPC474761
0.809 Intermediate Similarity NPC202672
0.8085 Intermediate Similarity NPC187268
0.8085 Intermediate Similarity NPC473326
0.8072 Intermediate Similarity NPC475711
0.8068 Intermediate Similarity NPC469483
0.8043 Intermediate Similarity NPC81386
0.8043 Intermediate Similarity NPC474035
0.8025 Intermediate Similarity NPC474705
0.8023 Intermediate Similarity NPC310450
0.8023 Intermediate Similarity NPC475046
0.8023 Intermediate Similarity NPC474959
0.8023 Intermediate Similarity NPC11383
0.8 Intermediate Similarity NPC474032
0.8 Intermediate Similarity NPC47653
0.7978 Intermediate Similarity NPC160138
0.7976 Intermediate Similarity NPC108816
0.7976 Intermediate Similarity NPC221095
0.7976 Intermediate Similarity NPC279214
0.7976 Intermediate Similarity NPC93763
0.7957 Intermediate Similarity NPC14961
0.7957 Intermediate Similarity NPC270013
0.7952 Intermediate Similarity NPC123360
0.7935 Intermediate Similarity NPC212486
0.7931 Intermediate Similarity NPC475947
0.7931 Intermediate Similarity NPC169575
0.7931 Intermediate Similarity NPC40746
0.7931 Intermediate Similarity NPC116543
0.7912 Intermediate Similarity NPC474232
0.7889 Intermediate Similarity NPC177629
0.7889 Intermediate Similarity NPC58219
0.7889 Intermediate Similarity NPC473715

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC66346 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
0.7912 Intermediate Similarity NPD46 Approved
0.7912 Intermediate Similarity NPD6698 Approved
0.77 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7838 Discovery
0.7263 Intermediate Similarity NPD7983 Approved
0.7172 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6371 Approved
0.7115 Intermediate Similarity NPD6686 Approved
0.7041 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.6989 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6979 Remote Similarity NPD5785 Approved
0.6916 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4250 Approved
0.6842 Remote Similarity NPD4251 Approved
0.6832 Remote Similarity NPD4225 Approved
0.6829 Remote Similarity NPD3197 Phase 1
0.6809 Remote Similarity NPD5363 Approved
0.6809 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7154 Phase 3
0.6774 Remote Similarity NPD5362 Discontinued
0.6737 Remote Similarity NPD4249 Approved
0.6701 Remote Similarity NPD1695 Approved
0.6667 Remote Similarity NPD4756 Discovery
0.663 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6588 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6538 Remote Similarity NPD5344 Discontinued
0.6489 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6489 Remote Similarity NPD4270 Approved
0.6489 Remote Similarity NPD4269 Approved
0.6452 Remote Similarity NPD4252 Approved
0.6413 Remote Similarity NPD4271 Approved
0.6413 Remote Similarity NPD4268 Approved
0.6396 Remote Similarity NPD6053 Discontinued
0.6392 Remote Similarity NPD5786 Approved
0.6383 Remote Similarity NPD5369 Approved
0.6379 Remote Similarity NPD8513 Phase 3
0.6379 Remote Similarity NPD8517 Approved
0.6379 Remote Similarity NPD8515 Approved
0.6379 Remote Similarity NPD8516 Approved
0.6354 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7638 Approved
0.6337 Remote Similarity NPD5779 Approved
0.6337 Remote Similarity NPD5778 Approved
0.6316 Remote Similarity NPD6435 Approved
0.6316 Remote Similarity NPD7115 Discovery
0.6311 Remote Similarity NPD7839 Suspended
0.6289 Remote Similarity NPD1694 Approved
0.6286 Remote Similarity NPD7639 Approved
0.6286 Remote Similarity NPD7640 Approved
0.6277 Remote Similarity NPD4819 Approved
0.6277 Remote Similarity NPD4821 Approved
0.6277 Remote Similarity NPD4822 Approved
0.6277 Remote Similarity NPD4820 Approved
0.6275 Remote Similarity NPD5282 Discontinued
0.6273 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6265 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6264 Remote Similarity NPD8039 Approved
0.625 Remote Similarity NPD6110 Phase 1
0.625 Remote Similarity NPD5332 Approved
0.625 Remote Similarity NPD5331 Approved
0.6237 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6211 Remote Similarity NPD4790 Discontinued
0.6167 Remote Similarity NPD7507 Approved
0.6163 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6146 Remote Similarity NPD5209 Approved
0.6134 Remote Similarity NPD7829 Approved
0.6134 Remote Similarity NPD7830 Approved
0.6132 Remote Similarity NPD6648 Approved
0.6125 Remote Similarity NPD4266 Approved
0.6125 Remote Similarity NPD3728 Approved
0.6125 Remote Similarity NPD3730 Approved
0.6125 Remote Similarity NPD3194 Approved
0.6125 Remote Similarity NPD3195 Phase 2
0.6125 Remote Similarity NPD3196 Approved
0.6118 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6116 Remote Similarity NPD8074 Phase 3
0.6105 Remote Similarity NPD5368 Approved
0.6092 Remote Similarity NPD3704 Approved
0.6071 Remote Similarity NPD5955 Clinical (unspecified phase)
0.604 Remote Similarity NPD5370 Suspended
0.6024 Remote Similarity NPD69 Approved
0.6024 Remote Similarity NPD6109 Phase 1
0.6024 Remote Similarity NPD9119 Approved
0.6019 Remote Similarity NPD6399 Phase 3
0.6016 Remote Similarity NPD7319 Approved
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD7642 Approved
0.5983 Remote Similarity NPD7641 Discontinued
0.5966 Remote Similarity NPD8033 Approved
0.5949 Remote Similarity NPD6927 Phase 3
0.5946 Remote Similarity NPD6412 Phase 2
0.5943 Remote Similarity NPD7902 Approved
0.5938 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5929 Remote Similarity NPD2067 Discontinued
0.5922 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5922 Remote Similarity NPD7637 Suspended
0.5909 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5904 Remote Similarity NPD9118 Approved
0.5882 Remote Similarity NPD6101 Approved
0.5882 Remote Similarity NPD8294 Approved
0.5882 Remote Similarity NPD8377 Approved
0.5882 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5877 Remote Similarity NPD2204 Approved
0.5877 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5849 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7328 Approved
0.5847 Remote Similarity NPD7327 Approved
0.5833 Remote Similarity NPD8380 Approved
0.5833 Remote Similarity NPD8378 Approved
0.5833 Remote Similarity NPD8379 Approved
0.5833 Remote Similarity NPD8296 Approved
0.5833 Remote Similarity NPD8444 Approved
0.5833 Remote Similarity NPD8335 Approved
0.5826 Remote Similarity NPD8297 Approved
0.581 Remote Similarity NPD7748 Approved
0.5804 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5798 Remote Similarity NPD7516 Approved
0.5794 Remote Similarity NPD7260 Phase 2
0.5789 Remote Similarity NPD6421 Discontinued
0.5776 Remote Similarity NPD4632 Approved
0.5772 Remote Similarity NPD8273 Phase 1
0.5772 Remote Similarity NPD8451 Approved
0.5769 Remote Similarity NPD6411 Approved
0.5763 Remote Similarity NPD7505 Discontinued
0.5763 Remote Similarity NPD7500 Approved
0.575 Remote Similarity NPD29 Approved
0.575 Remote Similarity NPD28 Approved
0.5748 Remote Similarity NPD6845 Suspended
0.5743 Remote Similarity NPD6422 Discontinued
0.573 Remote Similarity NPD7331 Phase 2
0.5727 Remote Similarity NPD7632 Discontinued
0.5726 Remote Similarity NPD8448 Approved
0.5714 Remote Similarity NPD6008 Approved
0.5691 Remote Similarity NPD7492 Approved
0.568 Remote Similarity NPD7736 Approved
0.5676 Remote Similarity NPD6647 Phase 2
0.566 Remote Similarity NPD7901 Clinical (unspecified phase)
0.566 Remote Similarity NPD7900 Approved
0.5648 Remote Similarity NPD6083 Phase 2
0.5648 Remote Similarity NPD6084 Phase 2
0.5645 Remote Similarity NPD6616 Approved
0.5641 Remote Similarity NPD8133 Approved
0.5631 Remote Similarity NPD6903 Approved
0.562 Remote Similarity NPD6054 Approved
0.562 Remote Similarity NPD6319 Approved
0.5619 Remote Similarity NPD7515 Phase 2
0.5614 Remote Similarity NPD7320 Approved
0.5614 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5614 Remote Similarity NPD6899 Approved
0.5614 Remote Similarity NPD6881 Approved
0.5612 Remote Similarity NPD8259 Clinical (unspecified phase)
0.561 Remote Similarity NPD8328 Phase 3
0.5603 Remote Similarity NPD6649 Approved
0.5603 Remote Similarity NPD6650 Approved
0.5603 Remote Similarity NPD8130 Phase 1
0.56 Remote Similarity NPD8293 Discontinued
0.56 Remote Similarity NPD7078 Approved

Structure

External Identifiers

PubChem CID   44560012
ChEMBL   CHEMBL454673
ZINC  

Physicochemical Properties

Molecular Weight:  596.47
ALogP:  -8.338
MLogP:  4.54
XLogP:  8.451
# Rotatable Bonds:  32
Polar Surface Area:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  42

Download Data

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Biological Activities  
Similar NPs/Drugs