Natural Product: NPC471755

Natural Product ID:  NPC471755
Common Name:   (4Z)-3,5,5-Trimethyl-4-[3-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxybutylidene]Cyclohex-2-En-1-One
IUPAC Name:   (4Z)-3,5,5-trimethyl-4-[3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]cyclohex-2-en-1-one
Synonyms:  
Molecular Formula:   C19H30O7
Standard InCHIKey:  QPBOUUUYBCDTKI-WWXUAXTJSA-N
Standard InCHI:  InChI=1S/C19H30O7/c1-10-7-12(21)8-19(3,4)13(10)6-5-11(2)25-18-17(24)16(23)15(22)14(9-20)26-18/h6-7,11,14-18,20,22-24H,5,8-9H2,1-4H3/b13-6+/t11?,14-,15-,16+,17-,18-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC(C/C=C/2C(=CC(=O)CC2(C)C)C)C)[C@@H]([C@H]([C@@H]1O)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
NPO1524 Rosa rugosa Species Rosaceae Eukaryota Roots PMID[24461297]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus IC50 > 1000000 nM 12670149
NPT462 Individual Protein Sucrase-isomaltase Rattus norvegicus Inhibition = 28.26 % 10.1016/S0960-894X(01)80759-9

  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 NPC471755 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 NPC471756
0.8791 High Similarity NPC256230
0.8778 High Similarity NPC2003
0.8778 High Similarity NPC25701
0.8696 High Similarity NPC474194
0.8681 High Similarity NPC108141
0.8404 Intermediate Similarity NPC81483
0.8404 Intermediate Similarity NPC40182
0.8404 Intermediate Similarity NPC169468
0.8404 Intermediate Similarity NPC70733
0.8404 Intermediate Similarity NPC56071
0.8404 Intermediate Similarity NPC61630
0.8404 Intermediate Similarity NPC198422
0.8404 Intermediate Similarity NPC307517
0.8256 Intermediate Similarity NPC280367
0.8172 Intermediate Similarity NPC294293
0.8144 Intermediate Similarity NPC223834
0.8105 Intermediate Similarity NPC278506
0.8061 Intermediate Similarity NPC151516
0.7889 Intermediate Similarity NPC477747
0.7889 Intermediate Similarity NPC477746
0.7872 Intermediate Similarity NPC320552
0.7849 Intermediate Similarity NPC327253
0.7843 Intermediate Similarity NPC246205
0.78 Intermediate Similarity NPC264584
0.7745 Intermediate Similarity NPC473288
0.7745 Intermediate Similarity NPC472507
0.7629 Intermediate Similarity NPC143446
0.7596 Intermediate Similarity NPC472508
0.7579 Intermediate Similarity NPC472197
0.7579 Intermediate Similarity NPC477749
0.7573 Intermediate Similarity NPC272576
0.7553 Intermediate Similarity NPC477748
0.7549 Intermediate Similarity NPC210178
0.7547 Intermediate Similarity NPC62696
0.7547 Intermediate Similarity NPC293038
0.7528 Intermediate Similarity NPC100697
0.75 Intermediate Similarity NPC154127
0.75 Intermediate Similarity NPC61201
0.75 Intermediate Similarity NPC34581
0.75 Intermediate Similarity NPC133377
0.7477 Intermediate Similarity NPC475163
0.7477 Intermediate Similarity NPC165439
0.7477 Intermediate Similarity NPC102088
0.7477 Intermediate Similarity NPC74727
0.7476 Intermediate Similarity NPC293512
0.7474 Intermediate Similarity NPC202886
0.7474 Intermediate Similarity NPC473311
0.7453 Intermediate Similarity NPC471967
0.7451 Intermediate Similarity NPC121566
0.7451 Intermediate Similarity NPC100955
0.7449 Intermediate Similarity NPC306041
0.7447 Intermediate Similarity NPC137368
0.7444 Intermediate Similarity NPC16090
0.7429 Intermediate Similarity NPC83005
0.7429 Intermediate Similarity NPC475317
0.7429 Intermediate Similarity NPC154856
0.7429 Intermediate Similarity NPC52241
0.7426 Intermediate Similarity NPC201191
0.7407 Intermediate Similarity NPC473126
0.7404 Intermediate Similarity NPC392
0.7404 Intermediate Similarity NPC177524
0.7404 Intermediate Similarity NPC219900
0.7404 Intermediate Similarity NPC295389
0.7396 Intermediate Similarity NPC472199
0.7391 Intermediate Similarity NPC475035
0.7391 Intermediate Similarity NPC266718
0.7386 Intermediate Similarity NPC110813
0.7383 Intermediate Similarity NPC200944
0.7383 Intermediate Similarity NPC477944
0.7383 Intermediate Similarity NPC260665
0.7383 Intermediate Similarity NPC73455
0.7379 Intermediate Similarity NPC95243
0.7379 Intermediate Similarity NPC63023
0.7379 Intermediate Similarity NPC82251
0.7379 Intermediate Similarity NPC162033
0.7374 Intermediate Similarity NPC476613
0.7374 Intermediate Similarity NPC476612
0.7374 Intermediate Similarity NPC266842
0.7363 Intermediate Similarity NPC20072
0.7358 Intermediate Similarity NPC190837
0.7347 Intermediate Similarity NPC170204
0.7339 Intermediate Similarity NPC309433
0.7333 Intermediate Similarity NPC118225
0.7327 Intermediate Similarity NPC476611
0.732 Intermediate Similarity NPC472196
0.732 Intermediate Similarity NPC320089
0.732 Intermediate Similarity NPC238090
0.732 Intermediate Similarity NPC472195
0.7312 Intermediate Similarity NPC470124
0.73 Intermediate Similarity NPC472015
0.73 Intermediate Similarity NPC469565
0.73 Intermediate Similarity NPC477928
0.7292 Intermediate Similarity NPC6414
0.7292 Intermediate Similarity NPC303451
0.729 Intermediate Similarity NPC195132
0.729 Intermediate Similarity NPC64106
0.729 Intermediate Similarity NPC130427
0.729 Intermediate Similarity NPC125923
0.729 Intermediate Similarity NPC212968
0.729 Intermediate Similarity NPC65590
0.729 Intermediate Similarity NPC474265
0.729 Intermediate Similarity NPC210420
0.729 Intermediate Similarity NPC174836
0.729 Intermediate Similarity NPC161434
0.7283 Intermediate Similarity NPC156089
0.7283 Intermediate Similarity NPC473500
0.7283 Intermediate Similarity NPC38295
0.7283 Intermediate Similarity NPC470313
0.7282 Intermediate Similarity NPC223741
0.7273 Intermediate Similarity NPC241911
0.7273 Intermediate Similarity NPC473617
0.7273 Intermediate Similarity NPC473828
0.7273 Intermediate Similarity NPC234522
0.7264 Intermediate Similarity NPC119550
0.7264 Intermediate Similarity NPC274507
0.7264 Intermediate Similarity NPC127153
0.7255 Intermediate Similarity NPC476235
0.7255 Intermediate Similarity NPC476126
0.7253 Intermediate Similarity NPC236649
0.7253 Intermediate Similarity NPC21693
0.7248 Intermediate Similarity NPC31797
0.7245 Intermediate Similarity NPC72817
0.7245 Intermediate Similarity NPC477927
0.7245 Intermediate Similarity NPC159698
0.7245 Intermediate Similarity NPC472198
0.7238 Intermediate Similarity NPC193765
0.7238 Intermediate Similarity NPC473807
0.7234 Intermediate Similarity NPC470836
0.7228 Intermediate Similarity NPC324667
0.7228 Intermediate Similarity NPC255677
0.7228 Intermediate Similarity NPC306344
0.7228 Intermediate Similarity NPC22149
0.7222 Intermediate Similarity NPC75167
0.7222 Intermediate Similarity NPC311592
0.7216 Intermediate Similarity NPC9447
0.7216 Intermediate Similarity NPC302584
0.7212 Intermediate Similarity NPC252296
0.7207 Intermediate Similarity NPC190939
0.7207 Intermediate Similarity NPC197003
0.7204 Intermediate Similarity NPC473308
0.72 Intermediate Similarity NPC96597
0.72 Intermediate Similarity NPC125551
0.72 Intermediate Similarity NPC239547
0.72 Intermediate Similarity NPC91197
0.72 Intermediate Similarity NPC309503
0.72 Intermediate Similarity NPC155319
0.7196 Intermediate Similarity NPC191763
0.7196 Intermediate Similarity NPC235841
0.7196 Intermediate Similarity NPC473481
0.7196 Intermediate Similarity NPC201992
0.7196 Intermediate Similarity NPC292196
0.7196 Intermediate Similarity NPC211798
0.7196 Intermediate Similarity NPC297208
0.7196 Intermediate Similarity NPC108748
0.7196 Intermediate Similarity NPC30397
0.7188 Intermediate Similarity NPC295448
0.7188 Intermediate Similarity NPC309310
0.7184 Intermediate Similarity NPC309398
0.7174 Intermediate Similarity NPC251026
0.7172 Intermediate Similarity NPC286612
0.7172 Intermediate Similarity NPC230347
0.7172 Intermediate Similarity NPC275310
0.717 Intermediate Similarity NPC204407
0.717 Intermediate Similarity NPC167383
0.717 Intermediate Similarity NPC237503
0.717 Intermediate Similarity NPC306746
0.717 Intermediate Similarity NPC57362
0.717 Intermediate Similarity NPC137917
0.717 Intermediate Similarity NPC316974
0.7158 Intermediate Similarity NPC118077
0.7158 Intermediate Similarity NPC475037
0.7158 Intermediate Similarity NPC475186
0.7157 Intermediate Similarity NPC476213
0.7157 Intermediate Similarity NPC198992
0.7157 Intermediate Similarity NPC28304
0.7157 Intermediate Similarity NPC298255
0.7157 Intermediate Similarity NPC267510
0.7157 Intermediate Similarity NPC477871
0.7157 Intermediate Similarity NPC476246
0.7157 Intermediate Similarity NPC477870
0.7156 Intermediate Similarity NPC474557
0.7156 Intermediate Similarity NPC477580
0.7156 Intermediate Similarity NPC181145
0.7156 Intermediate Similarity NPC473882
0.7143 Intermediate Similarity NPC478036
0.7143 Intermediate Similarity NPC48692
0.7143 Intermediate Similarity NPC478037
0.7143 Intermediate Similarity NPC67398
0.7143 Intermediate Similarity NPC308459
0.7143 Intermediate Similarity NPC474792
0.7143 Intermediate Similarity NPC91654
0.7143 Intermediate Similarity NPC184512
0.7143 Intermediate Similarity NPC283849
0.713 Intermediate Similarity NPC11252
0.713 Intermediate Similarity NPC128925
0.713 Intermediate Similarity NPC289312
0.713 Intermediate Similarity NPC256798
0.713 Intermediate Similarity NPC37739
0.713 Intermediate Similarity NPC116794

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471755 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
0.7822 Intermediate Similarity NPD6412 Phase 2
0.7404 Intermediate Similarity NPD6686 Approved
0.7113 Intermediate Similarity NPD6698 Approved
0.7113 Intermediate Similarity NPD46 Approved
0.6961 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6852 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6814 Remote Similarity NPD7641 Discontinued
0.681 Remote Similarity NPD8328 Phase 3
0.6774 Remote Similarity NPD8259 Clinical (unspecified phase)
0.67 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.66 Remote Similarity NPD7838 Discovery
0.6581 Remote Similarity NPD6370 Approved
0.6569 Remote Similarity NPD5282 Discontinued
0.6562 Remote Similarity NPD6110 Phase 1
0.6535 Remote Similarity NPD6411 Approved
0.6496 Remote Similarity NPD8517 Approved
0.6496 Remote Similarity NPD8513 Phase 3
0.6496 Remote Similarity NPD7503 Approved
0.6496 Remote Similarity NPD8516 Approved
0.6496 Remote Similarity NPD8515 Approved
0.6435 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6417 Remote Similarity NPD7507 Approved
0.641 Remote Similarity NPD6059 Approved
0.641 Remote Similarity NPD6054 Approved
0.6387 Remote Similarity NPD7829 Approved
0.6387 Remote Similarity NPD7830 Approved
0.6387 Remote Similarity NPD6067 Discontinued
0.6364 Remote Similarity NPD5279 Phase 3
0.6364 Remote Similarity NPD8293 Discontinued
0.6356 Remote Similarity NPD6015 Approved
0.6356 Remote Similarity NPD6016 Approved
0.6337 Remote Similarity NPD6101 Approved
0.6337 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5778 Approved
0.6311 Remote Similarity NPD5779 Approved
0.6311 Remote Similarity NPD7736 Approved
0.6303 Remote Similarity NPD5988 Approved
0.6293 Remote Similarity NPD6009 Approved
0.6286 Remote Similarity NPD7839 Suspended
0.6283 Remote Similarity NPD8413 Clinical (unspecified phase)
0.626 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD7327 Approved
0.6239 Remote Similarity NPD7328 Approved
0.6218 Remote Similarity NPD8444 Approved
0.6218 Remote Similarity NPD8033 Approved
0.6214 Remote Similarity NPD7637 Suspended
0.6198 Remote Similarity NPD7492 Approved
0.6195 Remote Similarity NPD6371 Approved
0.6186 Remote Similarity NPD7516 Approved
0.6174 Remote Similarity NPD8133 Approved
0.6174 Remote Similarity NPD4632 Approved
0.6168 Remote Similarity NPD4225 Approved
0.6162 Remote Similarity NPD3133 Approved
0.6162 Remote Similarity NPD3665 Phase 1
0.6162 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD6399 Phase 3
0.6148 Remote Similarity NPD6616 Approved
0.6139 Remote Similarity NPD7524 Approved
0.6134 Remote Similarity NPD8377 Approved
0.6134 Remote Similarity NPD6319 Approved
0.6134 Remote Similarity NPD8294 Approved
0.6122 Remote Similarity NPD3667 Approved
0.6106 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6098 Remote Similarity NPD7078 Approved
0.6095 Remote Similarity NPD7748 Approved
0.6087 Remote Similarity NPD6882 Approved
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
0.6082 Remote Similarity NPD4695 Discontinued
0.6075 Remote Similarity NPD6084 Phase 2
0.6075 Remote Similarity NPD7902 Approved
0.6075 Remote Similarity NPD6083 Phase 2
0.6066 Remote Similarity NPD8340 Approved
0.6066 Remote Similarity NPD8342 Approved
0.6066 Remote Similarity NPD8299 Approved
0.6066 Remote Similarity NPD8341 Approved
0.6058 Remote Similarity NPD7515 Phase 2
0.604 Remote Similarity NPD3618 Phase 1
0.6038 Remote Similarity NPD5695 Phase 3
0.6033 Remote Similarity NPD8080 Discontinued
0.6019 Remote Similarity NPD7638 Approved
0.6019 Remote Similarity NPD4753 Phase 2
0.6016 Remote Similarity NPD8451 Approved
0.6 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6 Remote Similarity NPD4786 Approved
0.5984 Remote Similarity NPD7642 Approved
0.5982 Remote Similarity NPD6675 Approved
0.5982 Remote Similarity NPD5739 Approved
0.5982 Remote Similarity NPD7128 Approved
0.5982 Remote Similarity NPD6402 Approved
0.5968 Remote Similarity NPD8448 Approved
0.5968 Remote Similarity NPD8074 Phase 3
0.5963 Remote Similarity NPD7639 Approved
0.5963 Remote Similarity NPD7640 Approved
0.5952 Remote Similarity NPD5956 Approved
0.5948 Remote Similarity NPD8297 Approved
0.5938 Remote Similarity NPD4756 Discovery
0.5929 Remote Similarity NPD5701 Approved
0.5929 Remote Similarity NPD5697 Approved
0.5926 Remote Similarity NPD4755 Approved
0.592 Remote Similarity NPD6033 Approved
0.5913 Remote Similarity NPD4634 Approved
0.5905 Remote Similarity NPD5281 Approved
0.5905 Remote Similarity NPD5284 Approved
0.59 Remote Similarity NPD6695 Phase 3
0.5889 Remote Similarity NPD7331 Phase 2
0.5889 Remote Similarity NPD3704 Approved
0.5888 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5882 Remote Similarity NPD6409 Approved
0.5882 Remote Similarity NPD7521 Approved
0.5882 Remote Similarity NPD7115 Discovery
0.5882 Remote Similarity NPD7500 Approved
0.5882 Remote Similarity NPD4249 Approved
0.5882 Remote Similarity NPD7334 Approved
0.5882 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5330 Approved
0.5882 Remote Similarity NPD7146 Approved
0.5882 Remote Similarity NPD6684 Approved
0.5877 Remote Similarity NPD6881 Approved
0.5877 Remote Similarity NPD7320 Approved
0.5877 Remote Similarity NPD6899 Approved
0.5872 Remote Similarity NPD5696 Approved
0.5865 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5328 Approved
0.5862 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5851 Remote Similarity NPD4732 Discontinued
0.5849 Remote Similarity NPD4202 Approved
0.5841 Remote Similarity NPD6008 Approved
0.5827 Remote Similarity NPD8391 Approved
0.5827 Remote Similarity NPD8390 Approved
0.5827 Remote Similarity NPD8392 Approved
0.5826 Remote Similarity NPD6013 Approved
0.5826 Remote Similarity NPD6012 Approved
0.5826 Remote Similarity NPD6373 Approved
0.5826 Remote Similarity NPD6014 Approved
0.5826 Remote Similarity NPD6372 Approved
0.5825 Remote Similarity NPD4250 Approved
0.5825 Remote Similarity NPD4251 Approved
0.5824 Remote Similarity NPD4247 Clinical (unspecified phase)
0.582 Remote Similarity NPD5983 Phase 2
0.582 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5818 Remote Similarity NPD4700 Approved
0.5818 Remote Similarity NPD5285 Approved
0.5818 Remote Similarity NPD4696 Approved
0.5818 Remote Similarity NPD5286 Approved
0.5812 Remote Similarity NPD6053 Discontinued
0.58 Remote Similarity NPD5209 Approved
0.58 Remote Similarity NPD6435 Approved
0.5794 Remote Similarity NPD7900 Approved
0.5794 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5784 Remote Similarity NPD1696 Phase 3
0.5781 Remote Similarity NPD7260 Phase 2
0.5776 Remote Similarity NPD7102 Approved
0.5776 Remote Similarity NPD6883 Approved
0.5776 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5776 Remote Similarity NPD7290 Approved
0.5773 Remote Similarity NPD5776 Phase 2
0.5773 Remote Similarity NPD6932 Approved
0.5773 Remote Similarity NPD6925 Approved
0.5769 Remote Similarity NPD6672 Approved
0.5769 Remote Similarity NPD6903 Approved
0.5769 Remote Similarity NPD5737 Approved
0.5769 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5766 Remote Similarity NPD5344 Discontinued
0.5758 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5755 Remote Similarity NPD6079 Approved
0.5743 Remote Similarity NPD7154 Phase 3
0.5741 Remote Similarity NPD5210 Approved
0.5741 Remote Similarity NPD4629 Approved
0.5739 Remote Similarity NPD6011 Approved
0.5739 Remote Similarity NPD5345 Clinical (unspecified phase)
0.573 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5729 Remote Similarity NPD8264 Approved
0.5729 Remote Similarity NPD8039 Approved
0.5728 Remote Similarity NPD4694 Approved
0.5728 Remote Similarity NPD5280 Approved
0.5726 Remote Similarity NPD7604 Phase 2
0.5726 Remote Similarity NPD6649 Approved
0.5726 Remote Similarity NPD6617 Approved
0.5726 Remote Similarity NPD8130 Phase 1
0.5726 Remote Similarity NPD6869 Approved
0.5726 Remote Similarity NPD6650 Approved
0.5726 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD5225 Approved
0.5714 Remote Similarity NPD5224 Approved
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7145 Approved
0.5714 Remote Similarity NPD4633 Approved
0.5714 Remote Similarity NPD5226 Approved
0.5714 Remote Similarity NPD5211 Phase 2
0.5703 Remote Similarity NPD6914 Discontinued
0.5688 Remote Similarity NPD4697 Phase 3
0.5688 Remote Similarity NPD5221 Approved
0.5688 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5688 Remote Similarity NPD5222 Approved

Structure

External Identifiers

PubChem CID   76310564
ChEMBL   CHEMBL3114753
ZINC  

Physicochemical Properties

Molecular Weight:  370.20
ALogP:  -0.1858
MLogP:  2.78
XLogP:  0.682
# Rotatable Bonds:  13
Polar Surface Area:  116.45
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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