Natural Product: NPC294112

Natural Product ID:  NPC294112
Common Name:   Gypsogenin 3-O-Beta-D-Glucuronopyranoside
IUPAC Name:   (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms:  
Molecular Formula:   C36H54O10
Standard InCHIKey:  NUSHOJSYOLRGAX-ALBXZGMBSA-N
Standard InCHI:  InChI=1S/C36H54O10/c1-31(2)13-15-36(30(43)44)16-14-34(5)19(20(36)17-31)7-8-22-32(3)11-10-23(33(4,18-37)21(32)9-12-35(22,34)6)45-29-26(40)24(38)25(39)27(46-29)28(41)42/h7,18,20-27,29,38-40H,8-17H2,1-6H3,(H,41,42)(H,43,44)/t20-,21+,22+,23-,24-,25-,26+,27-,29+,32-,33-,34+,35+,36-/m0/s1
Canonical SMILES:  O=C[C@]1(C)[C@H](CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(CC1)(C)C)C(=O)O)C)C)O[C@@H]1O[C@H](C(=O)O)[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
NPO26045 Podocarpus lamberti Species Podocarpaceae Eukaryota UNPD*
NPO25076 Salicornia herbacea Species Chenopodiaceae Eukaryota PMID[22652051]
NPO11005 Senecio franchetii Species Asteraceae Eukaryota UNPD*
NPO2299 Doris nigra Species Dorididae Eukaryota UNPD*
NPO11257 Momordica dioica Species Cucurbitaceae Eukaryota TCM_Taiwan*
NPO12546 Dendrodoris arborescens Species Dendrodorididae Eukaryota UNPD*
NPO11554 Taxus sumatrana Species Taxaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 > 500000 nM 22652051
NPT2 Others Unspecified IC50 = 21900 nM 22652051
NPT2 Others Unspecified IC50 = 20400 nM 22652051

  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 NPC294112 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
0.991 High Similarity NPC31193
0.991 High Similarity NPC242840
0.9818 High Similarity NPC286347
0.9735 High Similarity NPC2370
0.9735 High Similarity NPC44716
0.973 High Similarity NPC11551
0.973 High Similarity NPC214484
0.973 High Similarity NPC114441
0.973 High Similarity NPC6377
0.973 High Similarity NPC473884
0.973 High Similarity NPC475171
0.973 High Similarity NPC469945
0.973 High Similarity NPC472949
0.973 High Similarity NPC35405
0.973 High Similarity NPC309780
0.973 High Similarity NPC39211
0.973 High Similarity NPC208381
0.973 High Similarity NPC157868
0.973 High Similarity NPC180550
0.9727 High Similarity NPC224121
0.9649 High Similarity NPC160452
0.9565 High Similarity NPC284449
0.9565 High Similarity NPC475368
0.9558 High Similarity NPC159309
0.9558 High Similarity NPC75417
0.9558 High Similarity NPC104372
0.9558 High Similarity NPC223301
0.9558 High Similarity NPC297263
0.9558 High Similarity NPC86222
0.9558 High Similarity NPC22956
0.9558 High Similarity NPC31838
0.9558 High Similarity NPC301449
0.9558 High Similarity NPC64715
0.9558 High Similarity NPC171544
0.9558 High Similarity NPC11242
0.9558 High Similarity NPC114484
0.9558 High Similarity NPC62725
0.9558 High Similarity NPC222580
0.9474 High Similarity NPC21691
0.9474 High Similarity NPC4749
0.9474 High Similarity NPC249848
0.9474 High Similarity NPC471965
0.9474 High Similarity NPC236870
0.9474 High Similarity NPC213952
0.9474 High Similarity NPC162574
0.9474 High Similarity NPC475591
0.9474 High Similarity NPC40775
0.9474 High Similarity NPC10607
0.9474 High Similarity NPC187290
0.9474 High Similarity NPC235438
0.9474 High Similarity NPC107966
0.9474 High Similarity NPC80986
0.9469 High Similarity NPC118440
0.9469 High Similarity NPC236657
0.9391 High Similarity NPC471964
0.9391 High Similarity NPC235405
0.9391 High Similarity NPC281148
0.9391 High Similarity NPC30735
0.9391 High Similarity NPC14617
0.9391 High Similarity NPC257211
0.9391 High Similarity NPC262199
0.9391 High Similarity NPC471961
0.9391 High Similarity NPC202666
0.9391 High Similarity NPC258617
0.9391 High Similarity NPC200049
0.9391 High Similarity NPC302543
0.9391 High Similarity NPC283417
0.9386 High Similarity NPC187618
0.9386 High Similarity NPC302887
0.9381 High Similarity NPC192791
0.9364 High Similarity NPC100383
0.931 High Similarity NPC247315
0.931 High Similarity NPC471962
0.931 High Similarity NPC470477
0.931 High Similarity NPC471963
0.931 High Similarity NPC33068
0.9304 High Similarity NPC275343
0.9304 High Similarity NPC131469
0.9304 High Similarity NPC313110
0.9273 High Similarity NPC31839
0.9231 High Similarity NPC469947
0.9231 High Similarity NPC470218
0.9231 High Similarity NPC181066
0.9231 High Similarity NPC285091
0.9224 High Similarity NPC478066
0.9204 High Similarity NPC323359
0.9196 High Similarity NPC475633
0.9189 High Similarity NPC1046
0.9189 High Similarity NPC48249
0.9189 High Similarity NPC80843
0.9182 High Similarity NPC242611
0.9167 High Similarity NPC477195
0.9145 High Similarity NPC23275
0.9123 High Similarity NPC473459
0.9123 High Similarity NPC109588
0.9115 High Similarity NPC37134
0.9115 High Similarity NPC291903
0.9107 High Similarity NPC475208
0.9107 High Similarity NPC238935
0.9099 High Similarity NPC191763
0.9091 High Similarity NPC476779
0.9091 High Similarity NPC237503
0.9091 High Similarity NPC57362
0.9091 High Similarity NPC204407
0.9091 High Similarity NPC167383
0.9091 High Similarity NPC306746
0.9076 High Similarity NPC470475
0.9043 High Similarity NPC473386
0.9035 High Similarity NPC473824
0.9035 High Similarity NPC300419
0.9035 High Similarity NPC475119
0.9027 High Similarity NPC164389
0.9027 High Similarity NPC475486
0.9018 High Similarity NPC46388
0.9018 High Similarity NPC128925
0.9018 High Similarity NPC256798
0.9018 High Similarity NPC116794
0.9018 High Similarity NPC37739
0.9016 High Similarity NPC476778
0.9016 High Similarity NPC476777
0.9009 High Similarity NPC75747
0.9009 High Similarity NPC108709
0.9009 High Similarity NPC7870
0.9009 High Similarity NPC29069
0.9009 High Similarity NPC136877
0.9009 High Similarity NPC56713
0.9009 High Similarity NPC68419
0.9009 High Similarity NPC476887
0.9009 High Similarity NPC110139
0.9009 High Similarity NPC474589
0.9009 High Similarity NPC475296
0.9009 High Similarity NPC274507
0.9009 High Similarity NPC476883
0.9009 High Similarity NPC476881
0.9009 High Similarity NPC476880
0.9009 High Similarity NPC476885
0.9009 High Similarity NPC476882
0.9009 High Similarity NPC279554
0.9009 High Similarity NPC90856
0.9009 High Similarity NPC270667
0.9009 High Similarity NPC164194
0.9009 High Similarity NPC476886
0.9009 High Similarity NPC199457
0.9009 High Similarity NPC102914
0.9009 High Similarity NPC127056
0.9009 High Similarity NPC59804
0.9009 High Similarity NPC174679
0.9009 High Similarity NPC476884
0.9 High Similarity NPC28198
0.9 High Similarity NPC284807
0.9 High Similarity NPC177246
0.9 High Similarity NPC477196
0.9 High Similarity NPC476123
0.8957 High Similarity NPC232237
0.8957 High Similarity NPC105800
0.8947 High Similarity NPC51465
0.8947 High Similarity NPC476992
0.8947 High Similarity NPC288205
0.8947 High Similarity NPC75287
0.8947 High Similarity NPC26626
0.8947 High Similarity NPC305267
0.8943 High Similarity NPC110700
0.8943 High Similarity NPC279915
0.8938 High Similarity NPC269315
0.8938 High Similarity NPC47063
0.8938 High Similarity NPC204458
0.8938 High Similarity NPC271138
0.8938 High Similarity NPC189884
0.8938 High Similarity NPC138334
0.8929 High Similarity NPC108748
0.8929 High Similarity NPC297208
0.8929 High Similarity NPC211798
0.8929 High Similarity NPC235841
0.8929 High Similarity NPC164419
0.8929 High Similarity NPC30397
0.8929 High Similarity NPC473481
0.8929 High Similarity NPC179434
0.8926 High Similarity NPC477197
0.8919 High Similarity NPC127853
0.8919 High Similarity NPC137917
0.8917 High Similarity NPC470476
0.8917 High Similarity NPC477194
0.8917 High Similarity NPC477075
0.8917 High Similarity NPC477192
0.8917 High Similarity NPC477078
0.8917 High Similarity NPC329923
0.8917 High Similarity NPC477191
0.8917 High Similarity NPC475281
0.8917 High Similarity NPC477193
0.8909 High Similarity NPC283849
0.8909 High Similarity NPC473538
0.8879 High Similarity NPC25663
0.8879 High Similarity NPC207738
0.8879 High Similarity NPC51564
0.8879 High Similarity NPC135849
0.887 High Similarity NPC191827
0.887 High Similarity NPC220160
0.887 High Similarity NPC309223
0.887 High Similarity NPC104137
0.887 High Similarity NPC123522

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC294112 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
0.9391 High Similarity NPD8328 Phase 3
0.9375 High Similarity NPD8295 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD7736 Approved
0.8095 Intermediate Similarity NPD7319 Approved
0.8 Intermediate Similarity NPD7507 Approved
0.7937 Intermediate Similarity NPD8293 Discontinued
0.776 Intermediate Similarity NPD6370 Approved
0.7686 Intermediate Similarity NPD8133 Approved
0.768 Intermediate Similarity NPD8516 Approved
0.768 Intermediate Similarity NPD8517 Approved
0.768 Intermediate Similarity NPD8515 Approved
0.768 Intermediate Similarity NPD8513 Phase 3
0.7638 Intermediate Similarity NPD7492 Approved
0.7627 Intermediate Similarity NPD6412 Phase 2
0.76 Intermediate Similarity NPD6059 Approved
0.76 Intermediate Similarity NPD6319 Approved
0.76 Intermediate Similarity NPD6054 Approved
0.7578 Intermediate Similarity NPD6616 Approved
0.7563 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD6686 Approved
0.7544 Intermediate Similarity NPD7902 Approved
0.7519 Intermediate Similarity NPD7078 Approved
0.7459 Intermediate Similarity NPD8297 Approved
0.7459 Intermediate Similarity NPD6882 Approved
0.7434 Intermediate Similarity NPD7748 Approved
0.7402 Intermediate Similarity NPD6015 Approved
0.7402 Intermediate Similarity NPD6016 Approved
0.736 Intermediate Similarity NPD6009 Approved
0.7355 Intermediate Similarity NPD6372 Approved
0.7355 Intermediate Similarity NPD6373 Approved
0.7344 Intermediate Similarity NPD5988 Approved
0.7323 Intermediate Similarity NPD8377 Approved
0.7323 Intermediate Similarity NPD8294 Approved
0.7281 Intermediate Similarity NPD7900 Approved
0.7281 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD8380 Approved
0.7266 Intermediate Similarity NPD8379 Approved
0.7266 Intermediate Similarity NPD8033 Approved
0.7266 Intermediate Similarity NPD8296 Approved
0.7266 Intermediate Similarity NPD8378 Approved
0.7266 Intermediate Similarity NPD8335 Approved
0.7257 Intermediate Similarity NPD7515 Phase 2
0.725 Intermediate Similarity NPD6675 Approved
0.725 Intermediate Similarity NPD5739 Approved
0.725 Intermediate Similarity NPD6402 Approved
0.725 Intermediate Similarity NPD7128 Approved
0.7236 Intermediate Similarity NPD6649 Approved
0.7236 Intermediate Similarity NPD6650 Approved
0.7165 Intermediate Similarity NPD7328 Approved
0.7165 Intermediate Similarity NPD7327 Approved
0.7131 Intermediate Similarity NPD6881 Approved
0.7131 Intermediate Similarity NPD6899 Approved
0.7131 Intermediate Similarity NPD7320 Approved
0.712 Intermediate Similarity NPD4632 Approved
0.7109 Intermediate Similarity NPD7516 Approved
0.7097 Intermediate Similarity NPD8130 Phase 1
0.7068 Intermediate Similarity NPD6033 Approved
0.7049 Intermediate Similarity NPD5697 Approved
0.7049 Intermediate Similarity NPD5701 Approved
0.7025 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD6883 Approved
0.7016 Intermediate Similarity NPD7102 Approved
0.7016 Intermediate Similarity NPD7290 Approved
0.7 Intermediate Similarity NPD6921 Approved
0.7 Intermediate Similarity NPD7503 Approved
0.696 Remote Similarity NPD6847 Approved
0.696 Remote Similarity NPD6617 Approved
0.696 Remote Similarity NPD8413 Clinical (unspecified phase)
0.696 Remote Similarity NPD6869 Approved
0.6957 Remote Similarity NPD6411 Approved
0.6957 Remote Similarity NPD8034 Phase 2
0.6957 Remote Similarity NPD8035 Phase 2
0.6935 Remote Similarity NPD6012 Approved
0.6935 Remote Similarity NPD6014 Approved
0.6935 Remote Similarity NPD6013 Approved
0.6894 Remote Similarity NPD7604 Phase 2
0.688 Remote Similarity NPD4634 Approved
0.687 Remote Similarity NPD5983 Phase 2
0.6866 Remote Similarity NPD8074 Phase 3
0.6864 Remote Similarity NPD4697 Phase 3
0.6855 Remote Similarity NPD6011 Approved
0.6825 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7115 Discovery
0.6791 Remote Similarity NPD6336 Discontinued
0.6783 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6101 Approved
0.6752 Remote Similarity NPD6399 Phase 3
0.675 Remote Similarity NPD7638 Approved
0.6694 Remote Similarity NPD7640 Approved
0.6694 Remote Similarity NPD7639 Approved
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD7983 Approved
0.6667 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4755 Approved
0.6642 Remote Similarity NPD6067 Discontinued
0.6636 Remote Similarity NPD7645 Phase 2
0.6615 Remote Similarity NPD6274 Approved
0.6614 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6612 Remote Similarity NPD4225 Approved
0.661 Remote Similarity NPD5779 Approved
0.661 Remote Similarity NPD5778 Approved
0.6593 Remote Similarity NPD8299 Approved
0.6593 Remote Similarity NPD8341 Approved
0.6593 Remote Similarity NPD8340 Approved
0.6593 Remote Similarity NPD8342 Approved
0.6591 Remote Similarity NPD7101 Approved
0.6591 Remote Similarity NPD7100 Approved
0.6579 Remote Similarity NPD7520 Clinical (unspecified phase)
0.656 Remote Similarity NPD6008 Approved
0.6557 Remote Similarity NPD4700 Approved
0.6557 Remote Similarity NPD4696 Approved
0.6557 Remote Similarity NPD5285 Approved
0.6557 Remote Similarity NPD5286 Approved
0.6544 Remote Similarity NPD8451 Approved
0.6515 Remote Similarity NPD6335 Approved
0.6496 Remote Similarity NPD8448 Approved
0.6496 Remote Similarity NPD5328 Approved
0.6493 Remote Similarity NPD6909 Approved
0.6493 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6493 Remote Similarity NPD6908 Approved
0.6489 Remote Similarity NPD6868 Approved
0.6475 Remote Similarity NPD8390 Approved
0.6475 Remote Similarity NPD5696 Approved
0.6475 Remote Similarity NPD8392 Approved
0.6475 Remote Similarity NPD8391 Approved
0.6466 Remote Similarity NPD3573 Approved
0.6452 Remote Similarity NPD5211 Phase 2
0.6452 Remote Similarity NPD5225 Approved
0.6452 Remote Similarity NPD4633 Approved
0.6452 Remote Similarity NPD5226 Approved
0.6452 Remote Similarity NPD5224 Approved
0.6446 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6446 Remote Similarity NPD5221 Approved
0.6446 Remote Similarity NPD5222 Approved
0.6444 Remote Similarity NPD8080 Discontinued
0.6439 Remote Similarity NPD6317 Approved
0.6429 Remote Similarity NPD4768 Approved
0.6429 Remote Similarity NPD4767 Approved
0.641 Remote Similarity NPD5737 Approved
0.641 Remote Similarity NPD6672 Approved
0.64 Remote Similarity NPD5174 Approved
0.64 Remote Similarity NPD5175 Approved
0.6393 Remote Similarity NPD5173 Approved
0.6391 Remote Similarity NPD7641 Discontinued
0.6391 Remote Similarity NPD6314 Approved
0.6391 Remote Similarity NPD6313 Approved
0.6387 Remote Similarity NPD6079 Approved
0.6379 Remote Similarity NPD3618 Phase 1
0.6378 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6371 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5695 Phase 3
0.6357 Remote Similarity NPD5956 Approved
0.6356 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5141 Approved
0.6333 Remote Similarity NPD8171 Discontinued
0.6328 Remote Similarity NPD4729 Approved
0.6328 Remote Similarity NPD4730 Approved
0.6319 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6316 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7839 Suspended
0.6303 Remote Similarity NPD6698 Approved
0.6303 Remote Similarity NPD46 Approved
0.6294 Remote Similarity NPD8415 Approved
0.628 Remote Similarity NPD7799 Discontinued
0.6271 Remote Similarity NPD7513 Clinical (unspecified phase)
0.627 Remote Similarity NPD4754 Approved
0.625 Remote Similarity NPD7899 Clinical (unspecified phase)
0.625 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6231 Remote Similarity NPD5247 Approved
0.6231 Remote Similarity NPD5251 Approved
0.6231 Remote Similarity NPD5250 Approved
0.6231 Remote Similarity NPD5249 Phase 3
0.6231 Remote Similarity NPD5248 Approved
0.6214 Remote Similarity NPD8336 Approved
0.6214 Remote Similarity NPD8337 Approved
0.6207 Remote Similarity NPD4786 Approved
0.6202 Remote Similarity NPD5128 Approved
0.6197 Remote Similarity NPD7260 Phase 2
0.619 Remote Similarity NPD7632 Discontinued
0.6174 Remote Similarity NPD3667 Approved
0.6164 Remote Similarity NPD6334 Approved
0.6164 Remote Similarity NPD6333 Approved
0.6159 Remote Similarity NPD7642 Approved
0.6159 Remote Similarity NPD7829 Approved
0.6159 Remote Similarity NPD7830 Approved
0.6154 Remote Similarity NPD8338 Approved
0.6148 Remote Similarity NPD5282 Discontinued
0.6131 Remote Similarity NPD8444 Approved
0.6121 Remote Similarity NPD3669 Approved
0.6121 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6119 Remote Similarity NPD6940 Discontinued
0.6102 Remote Similarity NPD7146 Approved
0.6102 Remote Similarity NPD7521 Approved
0.6102 Remote Similarity NPD6409 Approved
0.6102 Remote Similarity NPD6684 Approved
0.6102 Remote Similarity NPD7334 Approved
0.6102 Remote Similarity NPD5330 Approved

Structure

External Identifiers

PubChem CID   13919535
ChEMBL   CHEMBL2043372
ZINC  

Physicochemical Properties

Molecular Weight:  646.37
ALogP:  -0.3493
MLogP:  4.32
XLogP:  7.076
# Rotatable Bonds:  16
Polar Surface Area:  170.82
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  46

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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