Natural Product: NPC230347

Natural Product ID:  NPC230347
Common Name:   Sagittine E
IUPAC Name:   [(2S,3S,4R,5R)-5-[[(1S,4aR,4bS,7S,8aS)-7-ethenyl-1,4b,7-trimethyl-3,4,4a,5,6,8,8a,9-octahydro-2H-phenanthren-1-yl]methoxy]-4-acetyloxy-3-hydroxyoxolan-2-yl]methyl acetate
Synonyms:   sagittine E
Molecular Formula:   C29H44O7
Standard InCHIKey:  OCJCDEIWDLGIQG-PIKHAZSCSA-N
Standard InCHI:  InChI=1S/C29H44O7/c1-7-27(4)13-14-29(6)20(15-27)10-11-21-22(29)9-8-12-28(21,5)17-34-26-25(35-19(3)31)24(32)23(36-26)16-33-18(2)30/h7,11,20,22-26,32H,1,8-10,12-17H2,2-6H3/t20-,22-,23-,24-,25+,26+,27-,28+,29-/m0/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@]2([C@H](C1)CC=C1[C@@H]2CCC[C@]1(C)CO[C@@H]1O[C@H]([C@@H]([C@H]1OC(=O)C)O)COC(=O)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
NPO26969 Sagittaria sagittifolia Species Alismataceae Eukaryota PMID[16499326]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4399 Organism Actinomyces naeslundii Actinomyces naeslundii MIC = 62.5 ug/ml 10425145
NPT1655 Organism Actinobacillus actinomycetemcomitans Aggregatibacter actinomycetemcomitans MIC > 250 ug/ml 22704889
NPT878 Organism Streptococcus mutans Streptococcus mutans MIC > 250 ug/ml 23013356

  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 NPC230347 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 NPC275310
1.0 High Similarity NPC286612
0.9545 High Similarity NPC159876
0.9432 High Similarity NPC473058
0.9255 High Similarity NPC21064
0.9255 High Similarity NPC121072
0.9158 High Similarity NPC154452
0.9022 High Similarity NPC211238
0.8936 High Similarity NPC239547
0.8936 High Similarity NPC155319
0.8936 High Similarity NPC309503
0.8936 High Similarity NPC96597
0.8936 High Similarity NPC125551
0.8936 High Similarity NPC91197
0.8842 High Similarity NPC477928
0.883 High Similarity NPC207617
0.8776 High Similarity NPC31430
0.8776 High Similarity NPC85593
0.8646 High Similarity NPC158088
0.8617 High Similarity NPC305160
0.8617 High Similarity NPC178949
0.8617 High Similarity NPC96736
0.86 High Similarity NPC293512
0.8586 High Similarity NPC470061
0.8586 High Similarity NPC470043
0.8586 High Similarity NPC470058
0.8586 High Similarity NPC470057
0.8586 High Similarity NPC470064
0.8586 High Similarity NPC470062
0.8586 High Similarity NPC470059
0.8586 High Similarity NPC470060
0.8571 High Similarity NPC470571
0.8542 High Similarity NPC98112
0.8542 High Similarity NPC473890
0.8542 High Similarity NPC243728
0.8515 High Similarity NPC128795
0.8515 High Similarity NPC295980
0.8515 High Similarity NPC295389
0.8515 High Similarity NPC48548
0.8515 High Similarity NPC217921
0.8515 High Similarity NPC135015
0.8511 High Similarity NPC67398
0.8511 High Similarity NPC474792
0.8511 High Similarity NPC474835
0.8511 High Similarity NPC91654
0.85 High Similarity NPC470056
0.85 High Similarity NPC470055
0.85 High Similarity NPC470767
0.85 High Similarity NPC470763
0.8495 Intermediate Similarity NPC469403
0.8478 Intermediate Similarity NPC263079
0.8469 Intermediate Similarity NPC280991
0.8469 Intermediate Similarity NPC267510
0.8454 Intermediate Similarity NPC5358
0.8454 Intermediate Similarity NPC216260
0.8444 Intermediate Similarity NPC319238
0.8431 Intermediate Similarity NPC316974
0.8431 Intermediate Similarity NPC40728
0.8421 Intermediate Similarity NPC72817
0.8421 Intermediate Similarity NPC477927
0.8416 Intermediate Similarity NPC88013
0.8416 Intermediate Similarity NPC125423
0.8404 Intermediate Similarity NPC302584
0.84 Intermediate Similarity NPC470768
0.84 Intermediate Similarity NPC100955
0.84 Intermediate Similarity NPC121566
0.84 Intermediate Similarity NPC173583
0.8384 Intermediate Similarity NPC272015
0.8384 Intermediate Similarity NPC471363
0.8384 Intermediate Similarity NPC238397
0.8367 Intermediate Similarity NPC228251
0.8367 Intermediate Similarity NPC161527
0.8367 Intermediate Similarity NPC219285
0.8367 Intermediate Similarity NPC477972
0.8367 Intermediate Similarity NPC20113
0.8367 Intermediate Similarity NPC282669
0.8367 Intermediate Similarity NPC469942
0.8367 Intermediate Similarity NPC477971
0.8367 Intermediate Similarity NPC477968
0.8351 Intermediate Similarity NPC473555
0.8351 Intermediate Similarity NPC278939
0.8351 Intermediate Similarity NPC471770
0.835 Intermediate Similarity NPC101450
0.835 Intermediate Similarity NPC127153
0.8333 Intermediate Similarity NPC311223
0.8317 Intermediate Similarity NPC473199
0.8317 Intermediate Similarity NPC95243
0.8317 Intermediate Similarity NPC162033
0.8317 Intermediate Similarity NPC63023
0.83 Intermediate Similarity NPC7644
0.83 Intermediate Similarity NPC474575
0.83 Intermediate Similarity NPC7613
0.83 Intermediate Similarity NPC127933
0.83 Intermediate Similarity NPC475889
0.83 Intermediate Similarity NPC134270
0.8298 Intermediate Similarity NPC471370
0.8298 Intermediate Similarity NPC471371
0.8286 Intermediate Similarity NPC144068
0.8283 Intermediate Similarity NPC470434
0.8283 Intermediate Similarity NPC21568
0.8283 Intermediate Similarity NPC285231
0.8269 Intermediate Similarity NPC114188
0.8269 Intermediate Similarity NPC470748
0.8265 Intermediate Similarity NPC157739
0.8252 Intermediate Similarity NPC206618
0.8242 Intermediate Similarity NPC166279
0.8235 Intermediate Similarity NPC283849
0.8235 Intermediate Similarity NPC234160
0.8218 Intermediate Similarity NPC201880
0.8218 Intermediate Similarity NPC223741
0.8218 Intermediate Similarity NPC264867
0.8218 Intermediate Similarity NPC470321
0.8218 Intermediate Similarity NPC473207
0.8218 Intermediate Similarity NPC81567
0.8208 Intermediate Similarity NPC477808
0.8191 Intermediate Similarity NPC293044
0.819 Intermediate Similarity NPC317460
0.819 Intermediate Similarity NPC470025
0.819 Intermediate Similarity NPC328074
0.819 Intermediate Similarity NPC473125
0.819 Intermediate Similarity NPC321272
0.8182 Intermediate Similarity NPC317019
0.8182 Intermediate Similarity NPC324598
0.8182 Intermediate Similarity NPC473790
0.8182 Intermediate Similarity NPC146188
0.8173 Intermediate Similarity NPC119550
0.8173 Intermediate Similarity NPC274507
0.8173 Intermediate Similarity NPC316708
0.8163 Intermediate Similarity NPC475032
0.8163 Intermediate Similarity NPC240372
0.8163 Intermediate Similarity NPC475033
0.8155 Intermediate Similarity NPC38948
0.8155 Intermediate Similarity NPC28198
0.8155 Intermediate Similarity NPC177246
0.8155 Intermediate Similarity NPC284807
0.8155 Intermediate Similarity NPC476123
0.8155 Intermediate Similarity NPC38217
0.8155 Intermediate Similarity NPC472988
0.8144 Intermediate Similarity NPC472189
0.8144 Intermediate Similarity NPC471362
0.8144 Intermediate Similarity NPC471372
0.8137 Intermediate Similarity NPC181845
0.8137 Intermediate Similarity NPC252296
0.8131 Intermediate Similarity NPC63609
0.8131 Intermediate Similarity NPC477031
0.8119 Intermediate Similarity NPC99627
0.8119 Intermediate Similarity NPC473129
0.8113 Intermediate Similarity NPC474410
0.8113 Intermediate Similarity NPC44298
0.8113 Intermediate Similarity NPC290608
0.8113 Intermediate Similarity NPC470027
0.8113 Intermediate Similarity NPC40133
0.8113 Intermediate Similarity NPC49413
0.8113 Intermediate Similarity NPC473128
0.8113 Intermediate Similarity NPC293658
0.81 Intermediate Similarity NPC475617
0.81 Intermediate Similarity NPC470054
0.8095 Intermediate Similarity NPC297208
0.8095 Intermediate Similarity NPC191763
0.8095 Intermediate Similarity NPC211798
0.8095 Intermediate Similarity NPC285410
0.8095 Intermediate Similarity NPC473481
0.8095 Intermediate Similarity NPC235841
0.8095 Intermediate Similarity NPC263827
0.8095 Intermediate Similarity NPC17791
0.8095 Intermediate Similarity NPC108748
0.8095 Intermediate Similarity NPC470026
0.8095 Intermediate Similarity NPC250481
0.8095 Intermediate Similarity NPC30397
0.809 Intermediate Similarity NPC100906
0.8085 Intermediate Similarity NPC309656
0.8081 Intermediate Similarity NPC309493
0.8081 Intermediate Similarity NPC234287
0.8081 Intermediate Similarity NPC280825
0.8077 Intermediate Similarity NPC237503
0.8077 Intermediate Similarity NPC118225
0.8077 Intermediate Similarity NPC125361
0.8077 Intermediate Similarity NPC167383
0.8077 Intermediate Similarity NPC57362
0.8077 Intermediate Similarity NPC306746
0.8077 Intermediate Similarity NPC246205
0.8077 Intermediate Similarity NPC137917
0.8077 Intermediate Similarity NPC127853
0.8077 Intermediate Similarity NPC296761
0.8077 Intermediate Similarity NPC51925
0.8077 Intermediate Similarity NPC154085
0.8077 Intermediate Similarity NPC204407
0.8077 Intermediate Similarity NPC43976
0.8077 Intermediate Similarity NPC265655
0.8065 Intermediate Similarity NPC471369
0.8065 Intermediate Similarity NPC470836
0.8061 Intermediate Similarity NPC94905
0.8061 Intermediate Similarity NPC90583
0.8061 Intermediate Similarity NPC171598
0.8061 Intermediate Similarity NPC8954
0.8058 Intermediate Similarity NPC305423
0.8058 Intermediate Similarity NPC226642
0.8058 Intermediate Similarity NPC283829
0.8058 Intermediate Similarity NPC472390
0.8058 Intermediate Similarity NPC230507

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230347 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
0.8058 Intermediate Similarity NPD6412 Phase 2
0.7981 Intermediate Similarity NPD6686 Approved
0.7611 Intermediate Similarity NPD7503 Approved
0.757 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7327 Approved
0.75 Intermediate Similarity NPD7328 Approved
0.7456 Intermediate Similarity NPD8033 Approved
0.7434 Intermediate Similarity NPD7516 Approved
0.74 Intermediate Similarity NPD6399 Phase 3
0.7368 Intermediate Similarity NPD8294 Approved
0.7368 Intermediate Similarity NPD8377 Approved
0.7304 Intermediate Similarity NPD8378 Approved
0.7304 Intermediate Similarity NPD8380 Approved
0.7304 Intermediate Similarity NPD8335 Approved
0.7304 Intermediate Similarity NPD8379 Approved
0.7304 Intermediate Similarity NPD8296 Approved
0.7257 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD6370 Approved
0.7227 Intermediate Similarity NPD7736 Approved
0.7212 Intermediate Similarity NPD4225 Approved
0.7179 Intermediate Similarity NPD8328 Phase 3
0.7143 Intermediate Similarity NPD8293 Discontinued
0.7143 Intermediate Similarity NPD8133 Approved
0.7119 Intermediate Similarity NPD7492 Approved
0.7113 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7524 Approved
0.7069 Intermediate Similarity NPD6054 Approved
0.7065 Intermediate Similarity NPD6942 Approved
0.7065 Intermediate Similarity NPD7339 Approved
0.7059 Intermediate Similarity NPD7507 Approved
0.7059 Intermediate Similarity NPD6616 Approved
0.7054 Intermediate Similarity NPD6882 Approved
0.7048 Intermediate Similarity NPD7638 Approved
0.7 Intermediate Similarity NPD7078 Approved
0.6989 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7640 Approved
0.6981 Remote Similarity NPD7639 Approved
0.6961 Remote Similarity NPD7637 Suspended
0.6961 Remote Similarity NPD6411 Approved
0.6957 Remote Similarity NPD6009 Approved
0.6952 Remote Similarity NPD6083 Phase 2
0.6952 Remote Similarity NPD6084 Phase 2
0.6947 Remote Similarity NPD7645 Phase 2
0.6939 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6939 Remote Similarity NPD4786 Approved
0.6923 Remote Similarity NPD6059 Approved
0.6907 Remote Similarity NPD3667 Approved
0.6903 Remote Similarity NPD8297 Approved
0.6891 Remote Similarity NPD6067 Discontinued
0.6885 Remote Similarity NPD7319 Approved
0.6875 Remote Similarity NPD7525 Registered
0.6864 Remote Similarity NPD8517 Approved
0.6864 Remote Similarity NPD6016 Approved
0.6864 Remote Similarity NPD6015 Approved
0.6864 Remote Similarity NPD8516 Approved
0.6864 Remote Similarity NPD8513 Phase 3
0.6864 Remote Similarity NPD8515 Approved
0.6847 Remote Similarity NPD6899 Approved
0.6847 Remote Similarity NPD6881 Approved
0.6842 Remote Similarity NPD4632 Approved
0.6837 Remote Similarity NPD6695 Phase 3
0.6827 Remote Similarity NPD7748 Approved
0.6818 Remote Similarity NPD6402 Approved
0.6818 Remote Similarity NPD7128 Approved
0.6818 Remote Similarity NPD5739 Approved
0.6818 Remote Similarity NPD6675 Approved
0.6814 Remote Similarity NPD8413 Clinical (unspecified phase)
0.681 Remote Similarity NPD7115 Discovery
0.6809 Remote Similarity NPD6933 Approved
0.6807 Remote Similarity NPD5988 Approved
0.68 Remote Similarity NPD7334 Approved
0.68 Remote Similarity NPD7521 Approved
0.68 Remote Similarity NPD6684 Approved
0.68 Remote Similarity NPD5330 Approved
0.68 Remote Similarity NPD7146 Approved
0.68 Remote Similarity NPD6409 Approved
0.6796 Remote Similarity NPD7515 Phase 2
0.6792 Remote Similarity NPD7902 Approved
0.6786 Remote Similarity NPD4061 Clinical (unspecified phase)
0.678 Remote Similarity NPD6319 Approved
0.6765 Remote Similarity NPD6101 Approved
0.6765 Remote Similarity NPD6051 Approved
0.6765 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6759 Remote Similarity NPD5344 Discontinued
0.6757 Remote Similarity NPD5697 Approved
0.6726 Remote Similarity NPD7102 Approved
0.6726 Remote Similarity NPD7290 Approved
0.6726 Remote Similarity NPD6883 Approved
0.6699 Remote Similarity NPD7838 Discovery
0.6696 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD6617 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD6649 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6650 Approved
0.6667 Remote Similarity NPD6903 Approved
0.6637 Remote Similarity NPD6013 Approved
0.6637 Remote Similarity NPD6014 Approved
0.6637 Remote Similarity NPD6012 Approved
0.6637 Remote Similarity NPD6373 Approved
0.6637 Remote Similarity NPD6372 Approved
0.6607 Remote Similarity NPD5701 Approved
0.6604 Remote Similarity NPD5695 Phase 3
0.66 Remote Similarity NPD3666 Approved
0.66 Remote Similarity NPD3665 Phase 1
0.66 Remote Similarity NPD3133 Approved
0.6598 Remote Similarity NPD6929 Approved
0.6596 Remote Similarity NPD4784 Approved
0.6596 Remote Similarity NPD6926 Approved
0.6596 Remote Similarity NPD4785 Approved
0.6596 Remote Similarity NPD6924 Approved
0.6587 Remote Similarity NPD8449 Approved
0.6574 Remote Similarity NPD5696 Approved
0.6574 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6571 Remote Similarity NPD5779 Approved
0.6571 Remote Similarity NPD8171 Discontinued
0.6571 Remote Similarity NPD5778 Approved
0.6569 Remote Similarity NPD7750 Discontinued
0.6562 Remote Similarity NPD6932 Approved
0.6549 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6011 Approved
0.6538 Remote Similarity NPD46 Approved
0.6538 Remote Similarity NPD6698 Approved
0.6535 Remote Similarity NPD8450 Suspended
0.6531 Remote Similarity NPD6930 Phase 2
0.6531 Remote Similarity NPD6931 Approved
0.6518 Remote Similarity NPD6008 Approved
0.6509 Remote Similarity NPD7900 Approved
0.6509 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7145 Approved
0.6476 Remote Similarity NPD6079 Approved
0.6476 Remote Similarity NPD8035 Phase 2
0.6476 Remote Similarity NPD8034 Phase 2
0.6476 Remote Similarity NPD7983 Approved
0.6475 Remote Similarity NPD7604 Phase 2
0.6471 Remote Similarity NPD3618 Phase 1
0.6452 Remote Similarity NPD7143 Approved
0.6452 Remote Similarity NPD7144 Approved
0.6446 Remote Similarity NPD5983 Phase 2
0.6442 Remote Similarity NPD5328 Approved
0.6442 Remote Similarity NPD4753 Phase 2
0.6436 Remote Similarity NPD3668 Phase 3
0.6435 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6429 Remote Similarity NPD4195 Approved
0.6429 Remote Similarity NPD5956 Approved
0.6408 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6408 Remote Similarity NPD4250 Approved
0.6408 Remote Similarity NPD4251 Approved
0.64 Remote Similarity NPD6033 Approved
0.6396 Remote Similarity NPD7632 Discontinued
0.6392 Remote Similarity NPD5776 Phase 2
0.6392 Remote Similarity NPD6925 Approved
0.6383 Remote Similarity NPD4243 Approved
0.6383 Remote Similarity NPD7151 Approved
0.6383 Remote Similarity NPD7150 Approved
0.6383 Remote Similarity NPD7152 Approved
0.6379 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6373 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6371 Remote Similarity NPD6336 Discontinued
0.6364 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4696 Approved
0.6364 Remote Similarity NPD7332 Phase 2
0.6364 Remote Similarity NPD7509 Discontinued
0.6364 Remote Similarity NPD5286 Approved
0.6364 Remote Similarity NPD7514 Phase 3
0.6364 Remote Similarity NPD5285 Approved
0.6364 Remote Similarity NPD6648 Approved
0.6344 Remote Similarity NPD6923 Approved
0.6344 Remote Similarity NPD6922 Approved
0.633 Remote Similarity NPD4755 Approved
0.6325 Remote Similarity NPD6053 Discontinued
0.6321 Remote Similarity NPD7087 Discontinued
0.6321 Remote Similarity NPD5284 Approved
0.6321 Remote Similarity NPD5281 Approved
0.632 Remote Similarity NPD8074 Phase 3
0.6311 Remote Similarity NPD4249 Approved
0.6311 Remote Similarity NPD6098 Approved
0.63 Remote Similarity NPD6902 Approved
0.6296 Remote Similarity NPD5210 Approved
0.6296 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4629 Approved
0.6293 Remote Similarity NPD4634 Approved
0.6286 Remote Similarity NPD6080 Approved
0.6286 Remote Similarity NPD6673 Approved
0.6286 Remote Similarity NPD6904 Approved
0.6286 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6283 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7101 Approved
0.6281 Remote Similarity NPD7100 Approved
0.6263 Remote Similarity NPD6683 Phase 2
0.6262 Remote Similarity NPD4202 Approved
0.626 Remote Similarity NPD5126 Approved
0.626 Remote Similarity NPD5125 Phase 3
0.625 Remote Similarity NPD5225 Approved
0.625 Remote Similarity NPD5226 Approved
0.625 Remote Similarity NPD5211 Phase 2

Structure

External Identifiers

PubChem CID   11598594
ChEMBL   CHEMBL520577
ZINC  

Physicochemical Properties

Molecular Weight:  504.31
ALogP:  0.971
MLogP:  3.88
XLogP:  6.182
# Rotatable Bonds:  15
Polar Surface Area:  91.29
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  36

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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