Natural Product: NPC309310

Natural Product ID:  NPC309310
Common Name:   Fuscoside B
IUPAC Name:   (2S,3S,4R,5R)-2-[(3E,5E)-6-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-2-methylhepta-3,5-dien-2-yl]oxyoxane-3,4,5-triol
Synonyms:   Fuscoside B
Molecular Formula:   C25H40O5
Standard InCHIKey:  NUXJYWUAZCOBLA-RQWUNOCUSA-N
Standard InCHI:  InChI=1S/C25H40O5/c1-8-25(7)13-11-18(14-19(25)16(2)3)17(4)10-9-12-24(5,6)30-23-22(28)21(27)20(26)15-29-23/h8-10,12,18-23,26-28H,1-2,11,13-15H2,3-7H3/b12-9+,17-10+/t18-,19+,20+,21+,22-,23-,25-/m0/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@@H](C[C@@H]1C(=C)C)/C(=C/C=C/C(O[C@@H]1OC[C@H]([C@H]([C@@H]1O)O)O)(C)C)/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
NPO27691 Eunicea fusca Species Plexauridae Eukaryota Caribbean PMID[21865038]
NPO27691 Eunicea fusca Species Plexauridae Eukaryota PMID[22734800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus Inhibition = 52 % 2128517
NPT32 Organism Mus musculus Mus musculus Inhibition = 81.5 % 21982796

  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 NPC309310 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
0.8989 High Similarity NPC91654
0.8989 High Similarity NPC474792
0.8989 High Similarity NPC67398
0.8667 High Similarity NPC302584
0.8602 High Similarity NPC125551
0.8602 High Similarity NPC91197
0.8602 High Similarity NPC96597
0.8602 High Similarity NPC309503
0.8602 High Similarity NPC239547
0.8602 High Similarity NPC155319
0.8438 Intermediate Similarity NPC470571
0.8333 Intermediate Similarity NPC285231
0.8333 Intermediate Similarity NPC280991
0.8333 Intermediate Similarity NPC21568
0.8298 Intermediate Similarity NPC90583
0.8256 Intermediate Similarity NPC100697
0.8242 Intermediate Similarity NPC473058
0.8172 Intermediate Similarity NPC474835
0.8152 Intermediate Similarity NPC202886
0.8152 Intermediate Similarity NPC261990
0.8152 Intermediate Similarity NPC474249
0.8152 Intermediate Similarity NPC159876
0.8144 Intermediate Similarity NPC154127
0.8137 Intermediate Similarity NPC65034
0.8137 Intermediate Similarity NPC208189
0.8132 Intermediate Similarity NPC248312
0.8125 Intermediate Similarity NPC312325
0.81 Intermediate Similarity NPC33053
0.809 Intermediate Similarity NPC166279
0.8085 Intermediate Similarity NPC305160
0.8065 Intermediate Similarity NPC289361
0.8058 Intermediate Similarity NPC231797
0.8043 Intermediate Similarity NPC477748
0.8021 Intermediate Similarity NPC240372
0.8021 Intermediate Similarity NPC98112
0.798 Intermediate Similarity NPC473124
0.798 Intermediate Similarity NPC473123
0.7959 Intermediate Similarity NPC267510
0.7941 Intermediate Similarity NPC316974
0.7917 Intermediate Similarity NPC207617
0.7912 Intermediate Similarity NPC470836
0.79 Intermediate Similarity NPC473127
0.79 Intermediate Similarity NPC93352
0.79 Intermediate Similarity NPC203354
0.79 Intermediate Similarity NPC110656
0.7895 Intermediate Similarity NPC25701
0.7895 Intermediate Similarity NPC2003
0.7895 Intermediate Similarity NPC211238
0.7872 Intermediate Similarity NPC477749
0.7865 Intermediate Similarity NPC20072
0.7864 Intermediate Similarity NPC103627
0.7864 Intermediate Similarity NPC191439
0.7864 Intermediate Similarity NPC170974
0.7857 Intermediate Similarity NPC64348
0.7857 Intermediate Similarity NPC469942
0.7849 Intermediate Similarity NPC470819
0.7843 Intermediate Similarity NPC80210
0.7843 Intermediate Similarity NPC128795
0.7843 Intermediate Similarity NPC217921
0.7843 Intermediate Similarity NPC135015
0.7843 Intermediate Similarity NPC311223
0.7843 Intermediate Similarity NPC38376
0.7843 Intermediate Similarity NPC48548
0.7822 Intermediate Similarity NPC239961
0.7822 Intermediate Similarity NPC82251
0.7812 Intermediate Similarity NPC230347
0.7812 Intermediate Similarity NPC275310
0.7812 Intermediate Similarity NPC286612
0.78 Intermediate Similarity NPC134270
0.78 Intermediate Similarity NPC99627
0.78 Intermediate Similarity NPC471450
0.78 Intermediate Similarity NPC473129
0.7791 Intermediate Similarity NPC229655
0.7778 Intermediate Similarity NPC470434
0.7778 Intermediate Similarity NPC198992
0.7767 Intermediate Similarity NPC285253
0.7767 Intermediate Similarity NPC195116
0.7767 Intermediate Similarity NPC473328
0.7767 Intermediate Similarity NPC40728
0.7767 Intermediate Similarity NPC472901
0.7767 Intermediate Similarity NPC221110
0.7767 Intermediate Similarity NPC180459
0.7767 Intermediate Similarity NPC28844
0.7767 Intermediate Similarity NPC473318
0.7766 Intermediate Similarity NPC470817
0.7755 Intermediate Similarity NPC198422
0.7755 Intermediate Similarity NPC40182
0.7755 Intermediate Similarity NPC158088
0.7745 Intermediate Similarity NPC88013
0.7745 Intermediate Similarity NPC281939
0.7745 Intermediate Similarity NPC125423
0.7736 Intermediate Similarity NPC475163
0.7727 Intermediate Similarity NPC233295
0.7723 Intermediate Similarity NPC57065
0.7723 Intermediate Similarity NPC473207
0.7723 Intermediate Similarity NPC201880
0.7723 Intermediate Similarity NPC81567
0.7723 Intermediate Similarity NPC54521
0.7723 Intermediate Similarity NPC470321
0.7723 Intermediate Similarity NPC109792
0.7723 Intermediate Similarity NPC264867
0.7714 Intermediate Similarity NPC470025
0.7714 Intermediate Similarity NPC216595
0.7714 Intermediate Similarity NPC328074
0.7714 Intermediate Similarity NPC321272
0.7714 Intermediate Similarity NPC317460
0.7714 Intermediate Similarity NPC473567
0.7708 Intermediate Similarity NPC96736
0.7708 Intermediate Similarity NPC477927
0.7708 Intermediate Similarity NPC178949
0.7708 Intermediate Similarity NPC72817
0.77 Intermediate Similarity NPC238397
0.77 Intermediate Similarity NPC471363
0.77 Intermediate Similarity NPC471889
0.7692 Intermediate Similarity NPC119550
0.7692 Intermediate Similarity NPC65155
0.7692 Intermediate Similarity NPC83702
0.7692 Intermediate Similarity NPC316708
0.7653 Intermediate Similarity NPC473890
0.7653 Intermediate Similarity NPC243728
0.7653 Intermediate Similarity NPC26307
0.7647 Intermediate Similarity NPC470767
0.7647 Intermediate Similarity NPC472900
0.7647 Intermediate Similarity NPC252296
0.7647 Intermediate Similarity NPC472899
0.7647 Intermediate Similarity NPC472898
0.7647 Intermediate Similarity NPC470763
0.7647 Intermediate Similarity NPC218158
0.7642 Intermediate Similarity NPC470027
0.764 Intermediate Similarity NPC190008
0.764 Intermediate Similarity NPC474592
0.7629 Intermediate Similarity NPC13924
0.7624 Intermediate Similarity NPC162354
0.7624 Intermediate Similarity NPC471888
0.7624 Intermediate Similarity NPC7644
0.7624 Intermediate Similarity NPC7613
0.7624 Intermediate Similarity NPC127933
0.7624 Intermediate Similarity NPC471886
0.7624 Intermediate Similarity NPC475889
0.7624 Intermediate Similarity NPC151516
0.7624 Intermediate Similarity NPC471887
0.7624 Intermediate Similarity NPC471885
0.7619 Intermediate Similarity NPC470026
0.7619 Intermediate Similarity NPC473021
0.7619 Intermediate Similarity NPC472987
0.7619 Intermediate Similarity NPC157474
0.7619 Intermediate Similarity NPC17791
0.7619 Intermediate Similarity NPC110494
0.7609 Intermediate Similarity NPC119001
0.7609 Intermediate Similarity NPC477747
0.7609 Intermediate Similarity NPC477746
0.76 Intermediate Similarity NPC47566
0.76 Intermediate Similarity NPC88000
0.76 Intermediate Similarity NPC472023
0.76 Intermediate Similarity NPC160734
0.76 Intermediate Similarity NPC21064
0.76 Intermediate Similarity NPC129372
0.76 Intermediate Similarity NPC121072
0.76 Intermediate Similarity NPC4831
0.76 Intermediate Similarity NPC309425
0.7596 Intermediate Similarity NPC206618
0.7596 Intermediate Similarity NPC250089
0.7596 Intermediate Similarity NPC14630
0.7596 Intermediate Similarity NPC157530
0.7582 Intermediate Similarity NPC49208
0.7582 Intermediate Similarity NPC23748
0.7579 Intermediate Similarity NPC469403
0.7576 Intermediate Similarity NPC280825
0.7576 Intermediate Similarity NPC216260
0.7576 Intermediate Similarity NPC81483
0.7576 Intermediate Similarity NPC234287
0.7576 Intermediate Similarity NPC5358
0.7576 Intermediate Similarity NPC61630
0.7576 Intermediate Similarity NPC307517
0.7576 Intermediate Similarity NPC169468
0.7573 Intermediate Similarity NPC257964
0.7573 Intermediate Similarity NPC184512
0.7573 Intermediate Similarity NPC231340
0.7573 Intermediate Similarity NPC472390
0.7573 Intermediate Similarity NPC109376
0.7553 Intermediate Similarity NPC474629
0.7549 Intermediate Similarity NPC473734
0.7549 Intermediate Similarity NPC470768
0.7549 Intermediate Similarity NPC75608
0.7549 Intermediate Similarity NPC230948
0.7547 Intermediate Similarity NPC473125
0.7547 Intermediate Similarity NPC476305
0.7547 Intermediate Similarity NPC475354
0.7526 Intermediate Similarity NPC469491
0.7526 Intermediate Similarity NPC88507
0.7525 Intermediate Similarity NPC154452
0.7525 Intermediate Similarity NPC37207
0.7525 Intermediate Similarity NPC471482
0.7525 Intermediate Similarity NPC150463
0.7525 Intermediate Similarity NPC214277
0.7525 Intermediate Similarity NPC300399
0.7525 Intermediate Similarity NPC136816
0.7525 Intermediate Similarity NPC272015
0.7524 Intermediate Similarity NPC177047
0.7523 Intermediate Similarity NPC473828

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC309310 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
0.75 Intermediate Similarity NPD6686 Approved
0.7477 Intermediate Similarity NPD7503 Approved
0.7207 Intermediate Similarity NPD7328 Approved
0.7207 Intermediate Similarity NPD7327 Approved
0.7143 Intermediate Similarity NPD7516 Approved
0.7083 Intermediate Similarity NPD7524 Approved
0.708 Intermediate Similarity NPD8294 Approved
0.708 Intermediate Similarity NPD8377 Approved
0.7075 Intermediate Similarity NPD6412 Phase 2
0.7059 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD8296 Approved
0.7018 Intermediate Similarity NPD8335 Approved
0.7018 Intermediate Similarity NPD8380 Approved
0.7018 Intermediate Similarity NPD8033 Approved
0.7018 Intermediate Similarity NPD8379 Approved
0.7018 Intermediate Similarity NPD8378 Approved
0.6947 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7514 Phase 3
0.6882 Remote Similarity NPD7332 Phase 2
0.6842 Remote Similarity NPD6695 Phase 3
0.678 Remote Similarity NPD7507 Approved
0.6739 Remote Similarity NPD6932 Approved
0.6724 Remote Similarity NPD8516 Approved
0.6724 Remote Similarity NPD8517 Approved
0.6724 Remote Similarity NPD8515 Approved
0.6724 Remote Similarity NPD8513 Phase 3
0.6703 Remote Similarity NPD8264 Approved
0.67 Remote Similarity NPD7838 Discovery
0.6696 Remote Similarity NPD8133 Approved
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6634 Remote Similarity NPD7637 Suspended
0.6632 Remote Similarity NPD6902 Approved
0.663 Remote Similarity NPD6933 Approved
0.6612 Remote Similarity NPD7319 Approved
0.6604 Remote Similarity NPD5344 Discontinued
0.6566 Remote Similarity NPD7750 Discontinued
0.6559 Remote Similarity NPD6925 Approved
0.6559 Remote Similarity NPD5776 Phase 2
0.6535 Remote Similarity NPD46 Approved
0.6535 Remote Similarity NPD6698 Approved
0.6526 Remote Similarity NPD6930 Phase 2
0.6526 Remote Similarity NPD6931 Approved
0.6509 Remote Similarity NPD6648 Approved
0.6486 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6898 Phase 1
0.6444 Remote Similarity NPD7143 Approved
0.6444 Remote Similarity NPD7144 Approved
0.6421 Remote Similarity NPD6929 Approved
0.6421 Remote Similarity NPD6683 Phase 2
0.6415 Remote Similarity NPD7638 Approved
0.6415 Remote Similarity NPD4225 Approved
0.6413 Remote Similarity NPD6926 Approved
0.6413 Remote Similarity NPD6924 Approved
0.6387 Remote Similarity NPD5126 Approved
0.6387 Remote Similarity NPD5125 Phase 3
0.6374 Remote Similarity NPD7150 Approved
0.6374 Remote Similarity NPD7152 Approved
0.6374 Remote Similarity NPD7151 Approved
0.6372 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6640 Phase 3
0.6355 Remote Similarity NPD7639 Approved
0.6355 Remote Similarity NPD7640 Approved
0.6354 Remote Similarity NPD7525 Registered
0.6333 Remote Similarity NPD6923 Approved
0.6333 Remote Similarity NPD6922 Approved
0.6311 Remote Similarity NPD7983 Approved
0.6311 Remote Similarity NPD7087 Discontinued
0.625 Remote Similarity NPD7645 Phase 2
0.625 Remote Similarity NPD5345 Clinical (unspecified phase)
0.625 Remote Similarity NPD6370 Approved
0.62 Remote Similarity NPD6893 Approved
0.6198 Remote Similarity NPD8328 Phase 3
0.6195 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD7509 Discontinued
0.6179 Remote Similarity NPD8074 Phase 3
0.6154 Remote Similarity NPD6411 Approved
0.6136 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6129 Remote Similarity NPD4732 Discontinued
0.6117 Remote Similarity NPD6051 Approved
0.6102 Remote Similarity NPD7115 Discovery
0.6102 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6098 Remote Similarity NPD8451 Approved
0.6095 Remote Similarity NPD5778 Approved
0.6095 Remote Similarity NPD5779 Approved
0.6092 Remote Similarity NPD368 Approved
0.6083 Remote Similarity NPD6054 Approved
0.6066 Remote Similarity NPD7830 Approved
0.6066 Remote Similarity NPD7829 Approved
0.6064 Remote Similarity NPD1810 Approved
0.6064 Remote Similarity NPD1811 Approved
0.6058 Remote Similarity NPD7136 Phase 2
0.6058 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6058 Remote Similarity NPD3168 Discontinued
0.6048 Remote Similarity NPD8448 Approved
0.6033 Remote Similarity NPD8444 Approved
0.6 Remote Similarity NPD7736 Approved
0.6 Remote Similarity NPD6942 Approved
0.6 Remote Similarity NPD7339 Approved
0.5962 Remote Similarity NPD6101 Approved
0.5962 Remote Similarity NPD5764 Clinical (unspecified phase)
0.595 Remote Similarity NPD6059 Approved
0.5943 Remote Similarity NPD8171 Discontinued
0.5938 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7839 Suspended
0.5922 Remote Similarity NPD4751 Clinical (unspecified phase)
0.592 Remote Similarity NPD8293 Discontinued
0.5906 Remote Similarity NPD8391 Approved
0.5906 Remote Similarity NPD8390 Approved
0.5906 Remote Similarity NPD8392 Approved
0.5902 Remote Similarity NPD6015 Approved
0.5902 Remote Similarity NPD6016 Approved
0.5897 Remote Similarity NPD6882 Approved
0.5887 Remote Similarity NPD8342 Approved
0.5887 Remote Similarity NPD8341 Approved
0.5887 Remote Similarity NPD7492 Approved
0.5887 Remote Similarity NPD8340 Approved
0.5887 Remote Similarity NPD8299 Approved
0.5882 Remote Similarity NPD4219 Approved
0.5862 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5862 Remote Similarity NPD6371 Approved
0.5856 Remote Similarity NPD4159 Approved
0.5854 Remote Similarity NPD5988 Approved
0.584 Remote Similarity NPD6616 Approved
0.5833 Remote Similarity NPD8039 Approved
0.5833 Remote Similarity NPD6009 Approved
0.582 Remote Similarity NPD7741 Discontinued
0.5814 Remote Similarity NPD8449 Approved
0.5806 Remote Similarity NPD6067 Discontinued
0.5804 Remote Similarity NPD7632 Discontinued
0.5794 Remote Similarity NPD7078 Approved
0.5794 Remote Similarity NPD6399 Phase 3
0.5785 Remote Similarity NPD7641 Discontinued
0.578 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5769 Remote Similarity NPD8450 Suspended
0.5766 Remote Similarity NPD6674 Discontinued
0.5763 Remote Similarity NPD6053 Discontinued
0.5763 Remote Similarity NPD8297 Approved
0.5758 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5745 Remote Similarity NPD2687 Approved
0.5745 Remote Similarity NPD2254 Approved
0.5745 Remote Similarity NPD2686 Approved
0.5743 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5729 Remote Similarity NPD4784 Approved
0.5729 Remote Similarity NPD4785 Approved
0.5728 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6084 Phase 2
0.5727 Remote Similarity NPD6083 Phase 2
0.5725 Remote Similarity NPD7625 Phase 1
0.5714 Remote Similarity NPD4632 Approved
0.57 Remote Similarity NPD4820 Approved
0.57 Remote Similarity NPD5790 Clinical (unspecified phase)
0.57 Remote Similarity NPD4819 Approved
0.57 Remote Similarity NPD4821 Approved
0.57 Remote Similarity NPD4822 Approved
0.57 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5691 Remote Similarity NPD6319 Approved
0.569 Remote Similarity NPD6899 Approved
0.569 Remote Similarity NPD6881 Approved
0.5684 Remote Similarity NPD4243 Approved
0.568 Remote Similarity NPD7642 Approved
0.5657 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5652 Remote Similarity NPD7128 Approved
0.5652 Remote Similarity NPD5357 Phase 1
0.5652 Remote Similarity NPD5739 Approved
0.5652 Remote Similarity NPD6675 Approved
0.5652 Remote Similarity NPD6402 Approved
0.5645 Remote Similarity NPD6921 Approved
0.5631 Remote Similarity NPD4786 Approved
0.5619 Remote Similarity NPD4250 Approved
0.5619 Remote Similarity NPD4251 Approved
0.5618 Remote Similarity NPD1145 Discontinued
0.5615 Remote Similarity NPD7260 Phase 2
0.5603 Remote Similarity NPD5697 Approved
0.5603 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5603 Remote Similarity NPD5954 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   56669207
ChEMBL   CHEMBL1836649
ZINC  

Physicochemical Properties

Molecular Weight:  420.29
ALogP:  2.3566
MLogP:  3.66
XLogP:  5.39
# Rotatable Bonds:  15
Polar Surface Area:  79.15
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  30

Download Data

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