Natural Product: NPC159750

Natural Product ID:  NPC159750
Common Name:   Uvarigrandin A
IUPAC Name:   (2S)-4-[(3S,13R)-3,13-dihydroxy-13-[(2R,5R)-5-[(2R,5R)-5-[(1R)-1-hydroxyundecyl]oxolan-2-yl]oxolan-2-yl]tridecyl]-2-methyl-2H-furan-5-one
Synonyms:   Uvarigrandin A
Molecular Formula:   C37H66O7
Standard InCHIKey:  SXPGOPRMCQROGB-WGCJABNLSA-N
Standard InCHI:  InChI=1S/C37H66O7/c1-3-4-5-6-7-10-13-16-19-31(39)33-23-25-35(43-33)36-26-24-34(44-36)32(40)20-17-14-11-8-9-12-15-18-30(38)22-21-29-27-28(2)42-37(29)41/h27-28,30-36,38-40H,3-26H2,1-2H3/t28-,30-,31+,32+,33+,34+,35+,36+/m0/s1
Canonical SMILES:  CCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCC[C@@H](CCC1=C[C@@H](OC1=O)C)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
NPO2884 Annona squamosa Species Annonaceae Eukaryota seeds PMID[22011319]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 0.08 ug/ml 22011319
NPT165 Cell Line HeLa Homo sapiens IC50 = 0.07 ug/ml 22011319
NPT83 Cell Line MCF7 Homo sapiens IC50 = 0.096 ug/ml 22011319
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.78 ug/ml 22011319
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 = 0.0029 ug/ml 22011319
NPT1097 Cell Line MKN-45 Homo sapiens IC50 = 0.069 ug/ml 22011319
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 25582602

  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 NPC159750 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 NPC154097
1.0 High Similarity NPC470401
1.0 High Similarity NPC473649
0.9753 High Similarity NPC39167
0.9753 High Similarity NPC77871
0.9753 High Similarity NPC25764
0.9753 High Similarity NPC319036
0.9753 High Similarity NPC292809
0.9753 High Similarity NPC473156
0.9753 High Similarity NPC39279
0.9753 High Similarity NPC477018
0.9753 High Similarity NPC9678
0.9753 High Similarity NPC100921
0.9753 High Similarity NPC475268
0.9753 High Similarity NPC473671
0.9753 High Similarity NPC235809
0.9753 High Similarity NPC470400
0.9753 High Similarity NPC202055
0.9634 High Similarity NPC241360
0.9634 High Similarity NPC473840
0.9634 High Similarity NPC132940
0.9634 High Similarity NPC293136
0.9634 High Similarity NPC219652
0.9634 High Similarity NPC309211
0.9634 High Similarity NPC477010
0.9634 High Similarity NPC25703
0.9634 High Similarity NPC282815
0.9518 High Similarity NPC258068
0.9518 High Similarity NPC20533
0.9518 High Similarity NPC473995
0.9518 High Similarity NPC476583
0.9405 High Similarity NPC191929
0.9405 High Similarity NPC169511
0.9405 High Similarity NPC172821
0.9405 High Similarity NPC81045
0.9405 High Similarity NPC473905
0.9405 High Similarity NPC320458
0.9405 High Similarity NPC61257
0.9405 High Similarity NPC151403
0.9405 High Similarity NPC261952
0.9405 High Similarity NPC287164
0.9405 High Similarity NPC171135
0.9405 High Similarity NPC39754
0.9405 High Similarity NPC234077
0.9405 High Similarity NPC242364
0.9405 High Similarity NPC320569
0.9405 High Similarity NPC274446
0.9405 High Similarity NPC89001
0.9405 High Similarity NPC100454
0.9405 High Similarity NPC133730
0.939 High Similarity NPC156804
0.9383 High Similarity NPC145914
0.9383 High Similarity NPC73310
0.9383 High Similarity NPC11332
0.9383 High Similarity NPC94875
0.9383 High Similarity NPC180363
0.9383 High Similarity NPC473780
0.9383 High Similarity NPC131002
0.9383 High Similarity NPC475159
0.9383 High Similarity NPC329829
0.9383 High Similarity NPC473712
0.9383 High Similarity NPC65930
0.9383 High Similarity NPC473529
0.9294 High Similarity NPC477011
0.9294 High Similarity NPC91067
0.9294 High Similarity NPC20621
0.9294 High Similarity NPC318963
0.9294 High Similarity NPC477016
0.9294 High Similarity NPC477017
0.9294 High Similarity NPC40066
0.9294 High Similarity NPC81778
0.9294 High Similarity NPC473504
0.9294 High Similarity NPC93794
0.9294 High Similarity NPC42598
0.9277 High Similarity NPC120398
0.9277 High Similarity NPC329838
0.9277 High Similarity NPC322529
0.9277 High Similarity NPC329615
0.9277 High Similarity NPC471567
0.9268 High Similarity NPC144415
0.9268 High Similarity NPC253801
0.9186 High Similarity NPC239517
0.9167 High Similarity NPC142117
0.9167 High Similarity NPC231096
0.9167 High Similarity NPC114694
0.9167 High Similarity NPC107717
0.9167 High Similarity NPC232555
0.9167 High Similarity NPC171174
0.9167 High Similarity NPC475581
0.9167 High Similarity NPC240695
0.9167 High Similarity NPC112685
0.9167 High Similarity NPC62118
0.9157 High Similarity NPC163093
0.907 High Similarity NPC280612
0.9059 High Similarity NPC477012
0.9048 High Similarity NPC477014
0.9048 High Similarity NPC66346
0.9048 High Similarity NPC283085
0.9048 High Similarity NPC110710
0.9048 High Similarity NPC82795
0.9048 High Similarity NPC223871
0.9048 High Similarity NPC107986
0.9048 High Similarity NPC286338
0.9048 High Similarity NPC132496
0.9048 High Similarity NPC473478
0.9048 High Similarity NPC1083
0.9048 High Similarity NPC473669
0.9048 High Similarity NPC103284
0.9048 High Similarity NPC473651
0.9048 High Similarity NPC477013
0.9048 High Similarity NPC231009
0.8977 High Similarity NPC473520
0.8953 High Similarity NPC48338
0.8953 High Similarity NPC21208
0.8953 High Similarity NPC40376
0.8953 High Similarity NPC233551
0.8953 High Similarity NPC280621
0.8953 High Similarity NPC20339
0.8941 High Similarity NPC69082
0.8941 High Similarity NPC308412
0.8941 High Similarity NPC473687
0.8941 High Similarity NPC477015
0.8941 High Similarity NPC134865
0.8941 High Similarity NPC279267
0.8941 High Similarity NPC134807
0.8941 High Similarity NPC210218
0.8941 High Similarity NPC204686
0.8941 High Similarity NPC219498
0.8941 High Similarity NPC134885
0.8941 High Similarity NPC103523
0.8837 High Similarity NPC178215
0.8764 High Similarity NPC11456
0.875 High Similarity NPC473904
0.8721 High Similarity NPC47937
0.8636 High Similarity NPC130359
0.8636 High Similarity NPC14901
0.8636 High Similarity NPC139418
0.8605 High Similarity NPC182383
0.8556 High Similarity NPC475173
0.8556 High Similarity NPC473723
0.8556 High Similarity NPC473561
0.8556 High Similarity NPC473663
0.8444 Intermediate Similarity NPC473707
0.8352 Intermediate Similarity NPC81419
0.8352 Intermediate Similarity NPC179746
0.8333 Intermediate Similarity NPC476004
0.8333 Intermediate Similarity NPC474761
0.8242 Intermediate Similarity NPC12172
0.8242 Intermediate Similarity NPC208886
0.8242 Intermediate Similarity NPC30515
0.8222 Intermediate Similarity NPC295312
0.8182 Intermediate Similarity NPC21469
0.8132 Intermediate Similarity NPC51004
0.8132 Intermediate Similarity NPC473619
0.809 Intermediate Similarity NPC164393
0.8043 Intermediate Similarity NPC473321
0.8043 Intermediate Similarity NPC184463
0.8022 Intermediate Similarity NPC307411
0.8022 Intermediate Similarity NPC474032
0.8 Intermediate Similarity NPC248602
0.7979 Intermediate Similarity NPC36954
0.7978 Intermediate Similarity NPC137033
0.7957 Intermediate Similarity NPC288240
0.7957 Intermediate Similarity NPC476300
0.7957 Intermediate Similarity NPC295204
0.7957 Intermediate Similarity NPC273579
0.7957 Intermediate Similarity NPC475912
0.7957 Intermediate Similarity NPC162205
0.7955 Intermediate Similarity NPC11620
0.7927 Intermediate Similarity NPC84038
0.7917 Intermediate Similarity NPC473326
0.7912 Intermediate Similarity NPC58219
0.7912 Intermediate Similarity NPC227379
0.7912 Intermediate Similarity NPC153805
0.7912 Intermediate Similarity NPC177629
0.7912 Intermediate Similarity NPC474471
0.7912 Intermediate Similarity NPC202672
0.7889 Intermediate Similarity NPC284902
0.7872 Intermediate Similarity NPC474035
0.7872 Intermediate Similarity NPC81386
0.7865 Intermediate Similarity NPC474780
0.7865 Intermediate Similarity NPC474251
0.7831 Intermediate Similarity NPC474705
0.7826 Intermediate Similarity NPC92974
0.7802 Intermediate Similarity NPC186148
0.7789 Intermediate Similarity NPC14961
0.7789 Intermediate Similarity NPC270013
0.7778 Intermediate Similarity NPC329749
0.7778 Intermediate Similarity NPC475206
0.7766 Intermediate Similarity NPC212486
0.7742 Intermediate Similarity NPC473448
0.7732 Intermediate Similarity NPC187268
0.7717 Intermediate Similarity NPC281516
0.7717 Intermediate Similarity NPC473715
0.7708 Intermediate Similarity NPC476315
0.7708 Intermediate Similarity NPC477921
0.7692 Intermediate Similarity NPC474949
0.7692 Intermediate Similarity NPC475019
0.7677 Intermediate Similarity NPC86077
0.7674 Intermediate Similarity NPC475711

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC159750 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
0.7553 Intermediate Similarity NPD46 Approved
0.7553 Intermediate Similarity NPD6698 Approved
0.7292 Intermediate Similarity NPD7983 Approved
0.7212 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD7838 Discovery
0.7021 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6981 Remote Similarity NPD6686 Approved
0.6733 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6699 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6697 Remote Similarity NPD6371 Approved
0.6667 Remote Similarity NPD3197 Phase 1
0.6628 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4250 Approved
0.6531 Remote Similarity NPD4251 Approved
0.65 Remote Similarity NPD5785 Approved
0.6486 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6458 Remote Similarity NPD5362 Discontinued
0.6458 Remote Similarity NPD7154 Phase 3
0.6429 Remote Similarity NPD6053 Discontinued
0.6429 Remote Similarity NPD4249 Approved
0.6381 Remote Similarity NPD7638 Approved
0.6381 Remote Similarity NPD4225 Approved
0.6373 Remote Similarity NPD5778 Approved
0.6373 Remote Similarity NPD5779 Approved
0.6354 Remote Similarity NPD6435 Approved
0.6354 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6346 Remote Similarity NPD7839 Suspended
0.6344 Remote Similarity NPD4756 Discovery
0.6333 Remote Similarity NPD7507 Approved
0.6327 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6327 Remote Similarity NPD5363 Approved
0.6321 Remote Similarity NPD7640 Approved
0.6321 Remote Similarity NPD7639 Approved
0.6289 Remote Similarity NPD6110 Phase 1
0.6271 Remote Similarity NPD8513 Phase 3
0.6271 Remote Similarity NPD8517 Approved
0.6271 Remote Similarity NPD8515 Approved
0.6271 Remote Similarity NPD8516 Approved
0.6263 Remote Similarity NPD5786 Approved
0.6262 Remote Similarity NPD5344 Discontinued
0.6238 Remote Similarity NPD1695 Approved
0.6179 Remote Similarity NPD7319 Approved
0.6167 Remote Similarity NPD7830 Approved
0.6167 Remote Similarity NPD7829 Approved
0.6161 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6146 Remote Similarity NPD5368 Approved
0.6146 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6129 Remote Similarity NPD8039 Approved
0.6118 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6082 Remote Similarity NPD4790 Discontinued
0.6061 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6023 Remote Similarity NPD2685 Clinical (unspecified phase)
0.602 Remote Similarity NPD4270 Approved
0.602 Remote Similarity NPD5209 Approved
0.602 Remote Similarity NPD4269 Approved
0.6016 Remote Similarity NPD8074 Phase 3
0.6 Remote Similarity NPD1694 Approved
0.5979 Remote Similarity NPD4252 Approved
0.5976 Remote Similarity NPD3195 Phase 2
0.5976 Remote Similarity NPD3730 Approved
0.5976 Remote Similarity NPD4266 Approved
0.5976 Remote Similarity NPD3196 Approved
0.5976 Remote Similarity NPD3728 Approved
0.5976 Remote Similarity NPD3194 Approved
0.5969 Remote Similarity NPD7966 Clinical (unspecified phase)
0.596 Remote Similarity NPD5331 Approved
0.596 Remote Similarity NPD5332 Approved
0.5955 Remote Similarity NPD7331 Phase 2
0.5948 Remote Similarity NPD4632 Approved
0.5938 Remote Similarity NPD4268 Approved
0.5938 Remote Similarity NPD4271 Approved
0.5932 Remote Similarity NPD7115 Discovery
0.5922 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6101 Approved
0.5918 Remote Similarity NPD5369 Approved
0.5902 Remote Similarity NPD7642 Approved
0.5887 Remote Similarity NPD7078 Approved
0.5882 Remote Similarity NPD6109 Phase 1
0.5882 Remote Similarity NPD7641 Discontinued
0.5872 Remote Similarity NPD6648 Approved
0.5868 Remote Similarity NPD8444 Approved
0.5862 Remote Similarity NPD8297 Approved
0.5854 Remote Similarity NPD7492 Approved
0.5854 Remote Similarity NPD3172 Approved
0.5849 Remote Similarity NPD5282 Discontinued
0.5841 Remote Similarity NPD6412 Phase 2
0.584 Remote Similarity NPD7736 Approved
0.5826 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4820 Approved
0.5816 Remote Similarity NPD4822 Approved
0.5816 Remote Similarity NPD4821 Approved
0.5816 Remote Similarity NPD4819 Approved
0.581 Remote Similarity NPD6411 Approved
0.5806 Remote Similarity NPD6616 Approved
0.5802 Remote Similarity NPD6927 Phase 3
0.5795 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8377 Approved
0.5785 Remote Similarity NPD8294 Approved
0.5785 Remote Similarity NPD6319 Approved
0.5785 Remote Similarity NPD6054 Approved
0.5784 Remote Similarity NPD6422 Discontinued
0.5778 Remote Similarity NPD3704 Approved
0.5766 Remote Similarity NPD7632 Discontinued
0.576 Remote Similarity NPD8293 Discontinued
0.575 Remote Similarity NPD7327 Approved
0.575 Remote Similarity NPD7328 Approved
0.5738 Remote Similarity NPD8380 Approved
0.5738 Remote Similarity NPD8379 Approved
0.5738 Remote Similarity NPD8033 Approved
0.5738 Remote Similarity NPD8335 Approved
0.5738 Remote Similarity NPD8296 Approved
0.5738 Remote Similarity NPD8378 Approved
0.5703 Remote Similarity NPD7260 Phase 2
0.5702 Remote Similarity NPD7516 Approved
0.5701 Remote Similarity NPD7748 Approved
0.5691 Remote Similarity NPD6370 Approved
0.568 Remote Similarity NPD8451 Approved
0.5667 Remote Similarity NPD6009 Approved
0.566 Remote Similarity NPD7637 Suspended
0.5659 Remote Similarity NPD6845 Suspended
0.5656 Remote Similarity NPD6059 Approved
0.5652 Remote Similarity NPD7320 Approved
0.5652 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6899 Approved
0.5652 Remote Similarity NPD6881 Approved
0.5645 Remote Similarity NPD8328 Phase 3
0.5645 Remote Similarity NPD7604 Phase 2
0.5641 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5641 Remote Similarity NPD2204 Approved
0.5641 Remote Similarity NPD8130 Phase 1
0.5635 Remote Similarity NPD8448 Approved
0.5619 Remote Similarity NPD5370 Suspended
0.5614 Remote Similarity NPD5739 Approved
0.5614 Remote Similarity NPD6402 Approved
0.5614 Remote Similarity NPD6008 Approved
0.5614 Remote Similarity NPD7128 Approved
0.5614 Remote Similarity NPD6675 Approved
0.561 Remote Similarity NPD8267 Approved
0.561 Remote Similarity NPD5983 Phase 2
0.561 Remote Similarity NPD8269 Approved
0.561 Remote Similarity NPD29 Approved
0.561 Remote Similarity NPD28 Approved
0.561 Remote Similarity NPD8266 Approved
0.561 Remote Similarity NPD6015 Approved
0.561 Remote Similarity NPD8268 Approved
0.561 Remote Similarity NPD6016 Approved
0.5604 Remote Similarity NPD6108 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   9986397
ChEMBL   CHEMBL1933125
ZINC  

Physicochemical Properties

Molecular Weight:  622.48
ALogP:  -8.3702
MLogP:  4.76
XLogP:  9.577
# Rotatable Bonds:  30
Polar Surface Area:  105.45
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  44

Download Data

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