Natural Product: NPC159876

Natural Product ID:  NPC159876
Common Name:   Sagittine B
IUPAC Name:   (2R,3R,4R,5S)-2-[[(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]-5-(hydroxymethyl)oxolane-3,4-diol
Synonyms:   sagittine B
Molecular Formula:   C25H40O5
Standard InCHIKey:  VNFVCQOGUQDMEA-RGIBMUORSA-N
Standard InCHI:  InChI=1S/C25H40O5/c1-5-23(2)11-12-25(4)16(13-23)8-9-17-18(25)7-6-10-24(17,3)15-29-22-21(28)20(27)19(14-26)30-22/h5,9,16,18-22,26-28H,1,6-8,10-15H2,2-4H3/t16-,18-,19-,20-,21+,22+,23-,24+,25-/m0/s1
Canonical SMILES:  OC[C@@H]1O[C@H]([C@@H]([C@H]1O)O)OC[C@@]1(C)CCC[C@H]2C1=CC[C@@H]1[C@]2(C)CC[C@](C1)(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
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
NPT1655 Organism Actinobacillus actinomycetemcomitans Aggregatibacter actinomycetemcomitans MIC = 250 ug/ml 22750009
NPT4399 Organism Actinomyces naeslundii Actinomyces naeslundii MIC = 125 ug/ml 12852747
NPT878 Organism Streptococcus mutans Streptococcus mutans MIC = 62.5 ug/ml 25368960

  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 NPC159876 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
0.9881 High Similarity NPC473058
0.9545 High Similarity NPC286612
0.9545 High Similarity NPC230347
0.9545 High Similarity NPC275310
0.9222 High Similarity NPC207617
0.9022 High Similarity NPC158088
0.9 High Similarity NPC305160
0.8913 High Similarity NPC473890
0.8913 High Similarity NPC243728
0.8889 High Similarity NPC91654
0.8889 High Similarity NPC67398
0.8889 High Similarity NPC474792
0.8837 High Similarity NPC319238
0.883 High Similarity NPC21064
0.883 High Similarity NPC121072
0.883 High Similarity NPC267510
0.8817 High Similarity NPC216260
0.8817 High Similarity NPC5358
0.8791 High Similarity NPC477927
0.8791 High Similarity NPC72817
0.8778 High Similarity NPC302584
0.8737 High Similarity NPC272015
0.8737 High Similarity NPC154452
0.8723 High Similarity NPC282669
0.8723 High Similarity NPC469942
0.8632 High Similarity NPC285231
0.8632 High Similarity NPC21568
0.8632 High Similarity NPC470434
0.8621 High Similarity NPC166279
0.8587 High Similarity NPC211238
0.8526 High Similarity NPC324598
0.8526 High Similarity NPC473790
0.8511 High Similarity NPC309503
0.8511 High Similarity NPC240372
0.8511 High Similarity NPC125551
0.8511 High Similarity NPC91197
0.8511 High Similarity NPC239547
0.8511 High Similarity NPC155319
0.8511 High Similarity NPC96597
0.8469 Intermediate Similarity NPC181845
0.8454 Intermediate Similarity NPC99627
0.8454 Intermediate Similarity NPC473129
0.8427 Intermediate Similarity NPC470836
0.8421 Intermediate Similarity NPC234287
0.8421 Intermediate Similarity NPC280825
0.8421 Intermediate Similarity NPC309493
0.8421 Intermediate Similarity NPC477928
0.8404 Intermediate Similarity NPC90583
0.8384 Intermediate Similarity NPC283829
0.8384 Intermediate Similarity NPC470432
0.8384 Intermediate Similarity NPC14704
0.8384 Intermediate Similarity NPC226642
0.8384 Intermediate Similarity NPC305423
0.8384 Intermediate Similarity NPC230507
0.8384 Intermediate Similarity NPC113044
0.8384 Intermediate Similarity NPC161676
0.8384 Intermediate Similarity NPC33053
0.837 Intermediate Similarity NPC48463
0.8367 Intermediate Similarity NPC109792
0.8367 Intermediate Similarity NPC31430
0.8367 Intermediate Similarity NPC121566
0.8367 Intermediate Similarity NPC85593
0.8367 Intermediate Similarity NPC75608
0.8367 Intermediate Similarity NPC221562
0.8367 Intermediate Similarity NPC54521
0.8367 Intermediate Similarity NPC187400
0.8367 Intermediate Similarity NPC57065
0.8367 Intermediate Similarity NPC100955
0.8367 Intermediate Similarity NPC93352
0.8367 Intermediate Similarity NPC470885
0.8352 Intermediate Similarity NPC477917
0.8352 Intermediate Similarity NPC470819
0.8351 Intermediate Similarity NPC136816
0.8333 Intermediate Similarity NPC473200
0.8333 Intermediate Similarity NPC64348
0.8333 Intermediate Similarity NPC7341
0.83 Intermediate Similarity NPC476538
0.83 Intermediate Similarity NPC476539
0.83 Intermediate Similarity NPC476540
0.83 Intermediate Similarity NPC98696
0.83 Intermediate Similarity NPC476541
0.8298 Intermediate Similarity NPC477969
0.8298 Intermediate Similarity NPC135224
0.8298 Intermediate Similarity NPC100892
0.8298 Intermediate Similarity NPC477970
0.8283 Intermediate Similarity NPC474569
0.8283 Intermediate Similarity NPC309448
0.8283 Intermediate Similarity NPC473923
0.8283 Intermediate Similarity NPC95243
0.8283 Intermediate Similarity NPC242748
0.8283 Intermediate Similarity NPC63023
0.8283 Intermediate Similarity NPC473476
0.8283 Intermediate Similarity NPC26798
0.8265 Intermediate Similarity NPC475701
0.8265 Intermediate Similarity NPC473198
0.8265 Intermediate Similarity NPC213190
0.8261 Intermediate Similarity NPC470817
0.8247 Intermediate Similarity NPC117714
0.8247 Intermediate Similarity NPC472023
0.8247 Intermediate Similarity NPC88000
0.8247 Intermediate Similarity NPC4831
0.8247 Intermediate Similarity NPC47566
0.8247 Intermediate Similarity NPC160734
0.8247 Intermediate Similarity NPC129372
0.8247 Intermediate Similarity NPC263756
0.8247 Intermediate Similarity NPC309425
0.8242 Intermediate Similarity NPC319030
0.8222 Intermediate Similarity NPC173917
0.8218 Intermediate Similarity NPC475333
0.8218 Intermediate Similarity NPC232054
0.8218 Intermediate Similarity NPC40440
0.8218 Intermediate Similarity NPC194207
0.8218 Intermediate Similarity NPC208383
0.8218 Intermediate Similarity NPC477809
0.8218 Intermediate Similarity NPC42482
0.8218 Intermediate Similarity NPC84956
0.8218 Intermediate Similarity NPC102016
0.8218 Intermediate Similarity NPC150372
0.8218 Intermediate Similarity NPC244086
0.8218 Intermediate Similarity NPC475670
0.8218 Intermediate Similarity NPC477027
0.8218 Intermediate Similarity NPC470433
0.8218 Intermediate Similarity NPC248746
0.8218 Intermediate Similarity NPC475550
0.8218 Intermediate Similarity NPC224098
0.8218 Intermediate Similarity NPC70204
0.8218 Intermediate Similarity NPC73243
0.8218 Intermediate Similarity NPC95051
0.8218 Intermediate Similarity NPC171073
0.8218 Intermediate Similarity NPC300557
0.8218 Intermediate Similarity NPC249265
0.8218 Intermediate Similarity NPC477026
0.8218 Intermediate Similarity NPC218571
0.8218 Intermediate Similarity NPC46190
0.8218 Intermediate Similarity NPC6806
0.8218 Intermediate Similarity NPC22779
0.8218 Intermediate Similarity NPC306131
0.8218 Intermediate Similarity NPC309278
0.82 Intermediate Similarity NPC257964
0.82 Intermediate Similarity NPC94272
0.82 Intermediate Similarity NPC190395
0.82 Intermediate Similarity NPC293512
0.8191 Intermediate Similarity NPC189513
0.8191 Intermediate Similarity NPC96736
0.8191 Intermediate Similarity NPC178949
0.8182 Intermediate Similarity NPC474464
0.8182 Intermediate Similarity NPC470043
0.8182 Intermediate Similarity NPC475365
0.8182 Intermediate Similarity NPC470061
0.8182 Intermediate Similarity NPC470062
0.8182 Intermediate Similarity NPC470058
0.8182 Intermediate Similarity NPC470059
0.8182 Intermediate Similarity NPC470060
0.8182 Intermediate Similarity NPC470057
0.8182 Intermediate Similarity NPC470064
0.8163 Intermediate Similarity NPC159036
0.8163 Intermediate Similarity NPC256133
0.8163 Intermediate Similarity NPC76497
0.8163 Intermediate Similarity NPC30289
0.8163 Intermediate Similarity NPC288694
0.8163 Intermediate Similarity NPC213674
0.8163 Intermediate Similarity NPC470571
0.8163 Intermediate Similarity NPC312553
0.8161 Intermediate Similarity NPC100697
0.8152 Intermediate Similarity NPC309310
0.8137 Intermediate Similarity NPC247037
0.8137 Intermediate Similarity NPC103627
0.8137 Intermediate Similarity NPC87998
0.8137 Intermediate Similarity NPC224314
0.8137 Intermediate Similarity NPC191439
0.8137 Intermediate Similarity NPC23808
0.8137 Intermediate Similarity NPC141433
0.8137 Intermediate Similarity NPC222202
0.8137 Intermediate Similarity NPC477811
0.8137 Intermediate Similarity NPC170974
0.8137 Intermediate Similarity NPC269297
0.8125 Intermediate Similarity NPC177818
0.8125 Intermediate Similarity NPC98112
0.8119 Intermediate Similarity NPC128795
0.8119 Intermediate Similarity NPC217921
0.8119 Intermediate Similarity NPC295980
0.8119 Intermediate Similarity NPC126147
0.8119 Intermediate Similarity NPC135015
0.8119 Intermediate Similarity NPC38376
0.8119 Intermediate Similarity NPC295389
0.8119 Intermediate Similarity NPC80210
0.8119 Intermediate Similarity NPC48548
0.8111 Intermediate Similarity NPC119001
0.81 Intermediate Similarity NPC474015
0.81 Intermediate Similarity NPC470767
0.81 Intermediate Similarity NPC470056
0.81 Intermediate Similarity NPC472899
0.81 Intermediate Similarity NPC472900
0.81 Intermediate Similarity NPC470055
0.81 Intermediate Similarity NPC472898
0.81 Intermediate Similarity NPC470763
0.8085 Intermediate Similarity NPC242419
0.8085 Intermediate Similarity NPC474835
0.8085 Intermediate Similarity NPC235126
0.8081 Intermediate Similarity NPC471888

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC159876 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
0.802 Intermediate Similarity NPD6412 Phase 2
0.7596 Intermediate Similarity NPD6686 Approved
0.7386 Intermediate Similarity NPD7339 Approved
0.7386 Intermediate Similarity NPD6942 Approved
0.7368 Intermediate Similarity NPD7524 Approved
0.7303 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD7503 Approved
0.7253 Intermediate Similarity NPD7645 Phase 2
0.7234 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD6370 Approved
0.7174 Intermediate Similarity NPD7525 Registered
0.7143 Intermediate Similarity NPD7327 Approved
0.7143 Intermediate Similarity NPD7328 Approved
0.7128 Intermediate Similarity NPD6695 Phase 3
0.7111 Intermediate Similarity NPD6933 Approved
0.7105 Intermediate Similarity NPD8033 Approved
0.708 Intermediate Similarity NPD7516 Approved
0.7018 Intermediate Similarity NPD6054 Approved
0.7018 Intermediate Similarity NPD8294 Approved
0.7018 Intermediate Similarity NPD8377 Approved
0.7 Intermediate Similarity NPD6399 Phase 3
0.6957 Remote Similarity NPD8296 Approved
0.6957 Remote Similarity NPD8335 Approved
0.6957 Remote Similarity NPD8378 Approved
0.6957 Remote Similarity NPD8380 Approved
0.6957 Remote Similarity NPD8379 Approved
0.6903 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6891 Remote Similarity NPD7736 Approved
0.6889 Remote Similarity NPD4784 Approved
0.6889 Remote Similarity NPD6924 Approved
0.6889 Remote Similarity NPD4785 Approved
0.6889 Remote Similarity NPD6926 Approved
0.6882 Remote Similarity NPD6929 Approved
0.6875 Remote Similarity NPD4786 Approved
0.687 Remote Similarity NPD6059 Approved
0.6848 Remote Similarity NPD6932 Approved
0.6842 Remote Similarity NPD3667 Approved
0.6838 Remote Similarity NPD6067 Discontinued
0.6838 Remote Similarity NPD8328 Phase 3
0.6837 Remote Similarity NPD7750 Discontinued
0.6832 Remote Similarity NPD8171 Discontinued
0.6827 Remote Similarity NPD4225 Approved
0.681 Remote Similarity NPD6015 Approved
0.681 Remote Similarity NPD6016 Approved
0.6809 Remote Similarity NPD6931 Approved
0.6809 Remote Similarity NPD6930 Phase 2
0.6807 Remote Similarity NPD8293 Discontinued
0.6803 Remote Similarity NPD8449 Approved
0.6786 Remote Similarity NPD8133 Approved
0.678 Remote Similarity NPD7492 Approved
0.6774 Remote Similarity NPD7145 Approved
0.6752 Remote Similarity NPD5988 Approved
0.6748 Remote Similarity NPD8450 Suspended
0.6742 Remote Similarity NPD7143 Approved
0.6742 Remote Similarity NPD7144 Approved
0.6723 Remote Similarity NPD7507 Approved
0.6723 Remote Similarity NPD6616 Approved
0.6701 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6696 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD5776 Phase 2
0.6667 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7150 Approved
0.6667 Remote Similarity NPD7151 Approved
0.6667 Remote Similarity NPD4243 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD7152 Approved
0.6632 Remote Similarity NPD7332 Phase 2
0.6632 Remote Similarity NPD7509 Discontinued
0.6632 Remote Similarity NPD7514 Phase 3
0.6629 Remote Similarity NPD6923 Approved
0.6629 Remote Similarity NPD6922 Approved
0.6609 Remote Similarity NPD6009 Approved
0.6604 Remote Similarity NPD7640 Approved
0.6604 Remote Similarity NPD7639 Approved
0.6571 Remote Similarity NPD6083 Phase 2
0.6571 Remote Similarity NPD6084 Phase 2
0.6569 Remote Similarity NPD7637 Suspended
0.6569 Remote Similarity NPD7087 Discontinued
0.6569 Remote Similarity NPD6411 Approved
0.6562 Remote Similarity NPD6902 Approved
0.6557 Remote Similarity NPD7319 Approved
0.6549 Remote Similarity NPD8297 Approved
0.6531 Remote Similarity NPD3665 Phase 1
0.6531 Remote Similarity NPD3666 Approved
0.6531 Remote Similarity NPD3133 Approved
0.6526 Remote Similarity NPD6683 Phase 2
0.6525 Remote Similarity NPD8516 Approved
0.6525 Remote Similarity NPD8517 Approved
0.6525 Remote Similarity NPD8513 Phase 3
0.6525 Remote Similarity NPD8515 Approved
0.6491 Remote Similarity NPD4632 Approved
0.6486 Remote Similarity NPD6899 Approved
0.6486 Remote Similarity NPD6881 Approved
0.6471 Remote Similarity NPD5125 Phase 3
0.6471 Remote Similarity NPD3168 Discontinued
0.6471 Remote Similarity NPD5126 Approved
0.6466 Remote Similarity NPD7115 Discovery
0.6465 Remote Similarity NPD6893 Approved
0.646 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6458 Remote Similarity NPD6928 Phase 2
0.6455 Remote Similarity NPD6675 Approved
0.6455 Remote Similarity NPD6402 Approved
0.6455 Remote Similarity NPD7128 Approved
0.6455 Remote Similarity NPD5739 Approved
0.6452 Remote Similarity NPD8264 Approved
0.6442 Remote Similarity NPD7748 Approved
0.6441 Remote Similarity NPD6319 Approved
0.6429 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6421 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6415 Remote Similarity NPD7902 Approved
0.6408 Remote Similarity NPD6079 Approved
0.6408 Remote Similarity NPD7515 Phase 2
0.64 Remote Similarity NPD7146 Approved
0.64 Remote Similarity NPD3618 Phase 1
0.64 Remote Similarity NPD6409 Approved
0.64 Remote Similarity NPD7334 Approved
0.64 Remote Similarity NPD7521 Approved
0.64 Remote Similarity NPD6684 Approved
0.64 Remote Similarity NPD5330 Approved
0.6396 Remote Similarity NPD5697 Approved
0.6392 Remote Similarity NPD6898 Phase 1
0.6389 Remote Similarity NPD5344 Discontinued
0.6373 Remote Similarity NPD5328 Approved
0.6373 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4753 Phase 2
0.6373 Remote Similarity NPD6101 Approved
0.6373 Remote Similarity NPD6051 Approved
0.6372 Remote Similarity NPD7290 Approved
0.6372 Remote Similarity NPD7102 Approved
0.6372 Remote Similarity NPD6883 Approved
0.6371 Remote Similarity NPD5956 Approved
0.6364 Remote Similarity NPD3668 Phase 3
0.6354 Remote Similarity NPD4195 Approved
0.6344 Remote Similarity NPD1811 Approved
0.6344 Remote Similarity NPD1810 Approved
0.6341 Remote Similarity NPD6033 Approved
0.6339 Remote Similarity NPD7320 Approved
0.6316 Remote Similarity NPD6617 Approved
0.6316 Remote Similarity NPD8130 Phase 1
0.6316 Remote Similarity NPD6869 Approved
0.6316 Remote Similarity NPD6847 Approved
0.6316 Remote Similarity NPD6649 Approved
0.6316 Remote Similarity NPD6650 Approved
0.6311 Remote Similarity NPD7838 Discovery
0.6296 Remote Similarity NPD5285 Approved
0.6296 Remote Similarity NPD5286 Approved
0.6296 Remote Similarity NPD4696 Approved
0.6289 Remote Similarity NPD4748 Discontinued
0.6283 Remote Similarity NPD6373 Approved
0.6283 Remote Similarity NPD6014 Approved
0.6283 Remote Similarity NPD6372 Approved
0.6283 Remote Similarity NPD6013 Approved
0.6283 Remote Similarity NPD6012 Approved
0.6279 Remote Similarity NPD1145 Discontinued
0.6277 Remote Similarity NPD4190 Phase 3
0.6277 Remote Similarity NPD5275 Approved
0.6275 Remote Similarity NPD6672 Approved
0.6275 Remote Similarity NPD5737 Approved
0.6275 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6275 Remote Similarity NPD6903 Approved
0.6262 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD5701 Approved
0.6239 Remote Similarity NPD4159 Approved
0.6228 Remote Similarity NPD4634 Approved
0.6226 Remote Similarity NPD4629 Approved
0.6226 Remote Similarity NPD5210 Approved
0.6226 Remote Similarity NPD5695 Phase 3
0.6216 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5696 Approved
0.6204 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6195 Remote Similarity NPD6011 Approved
0.6195 Remote Similarity NPD5345 Clinical (unspecified phase)
0.619 Remote Similarity NPD4202 Approved
0.619 Remote Similarity NPD5779 Approved
0.619 Remote Similarity NPD5778 Approved
0.6182 Remote Similarity NPD5224 Approved
0.6182 Remote Similarity NPD5211 Phase 2
0.6182 Remote Similarity NPD5225 Approved
0.6182 Remote Similarity NPD5226 Approved
0.6182 Remote Similarity NPD4633 Approved
0.6168 Remote Similarity NPD5221 Approved
0.6168 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6168 Remote Similarity NPD5222 Approved
0.6161 Remote Similarity NPD6008 Approved
0.6161 Remote Similarity NPD6640 Phase 3
0.6154 Remote Similarity NPD6698 Approved
0.6154 Remote Similarity NPD46 Approved
0.6154 Remote Similarity NPD7136 Phase 2
0.6148 Remote Similarity NPD7604 Phase 2
0.6147 Remote Similarity NPD4700 Approved
0.6132 Remote Similarity NPD5282 Discontinued
0.6132 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7900 Approved
0.6126 Remote Similarity NPD5174 Approved
0.6126 Remote Similarity NPD5175 Approved
0.6122 Remote Similarity NPD4695 Discontinued
0.6116 Remote Similarity NPD5983 Phase 2

Structure

External Identifiers

PubChem CID   11647447
ChEMBL   CHEMBL482046
ZINC  

Physicochemical Properties

Molecular Weight:  420.29
ALogP:  0.2128
MLogP:  3.66
XLogP:  5.56
# Rotatable Bonds:  11
Polar Surface Area:  79.15
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  30

Download Data

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