Natural Product: NPC76486

Natural Product ID:  NPC76486
Common Name:   Noralpindenoside B
IUPAC Name:   (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2R,3R,3aR,5aR,7S,9aR,9bR)-3-hydroxy-6,6,9a-trimethyl-2-prop-1-en-2-yl-2,3,3a,4,5,5a,7,8,9,9b-decahydro-1H-cyclopenta[a]naphthalen-7-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C31H52O11
Standard InCHIKey:  ZWGAUEYLMVXHDY-DUZGSJEVSA-N
Standard InCHI:  InChI=1S/C31H52O11/c1-13(2)16-11-17-15(22(16)34)7-8-19-30(4,5)20(9-10-31(17,19)6)41-29-27(25(37)23(35)18(12-32)40-29)42-28-26(38)24(36)21(33)14(3)39-28/h14-29,32-38H,1,7-12H2,2-6H3/t14-,15+,16+,17+,18+,19-,20-,21-,22+,23+,24+,25-,26+,27+,28-,29-,31+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@H]2[C@H]3C[C@@H]([C@@H]2O)C(=C)C)C)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](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
NPO594 Alpinia densespicata Species Staphylinidae Eukaryota PMID[19555124]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Activity > 80 % 17306980
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 44300 nM DrugMatrix in vivo data: Hematology
NPT1 Others Radical scavenging activity ED50 > 200 ug/ml 15711537

  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 NPC76486 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
0.9783 High Similarity NPC91497
0.9375 High Similarity NPC475521
0.9278 High Similarity NPC242748
0.9263 High Similarity NPC31346
0.9263 High Similarity NPC470168
0.9247 High Similarity NPC472989
0.9184 High Similarity NPC473469
0.9158 High Similarity NPC471247
0.9091 High Similarity NPC7213
0.9091 High Similarity NPC475634
0.9082 High Similarity NPC473923
0.9082 High Similarity NPC473476
0.9 High Similarity NPC474573
0.898 High Similarity NPC187400
0.898 High Similarity NPC221562
0.898 High Similarity NPC470885
0.8969 High Similarity NPC288694
0.8969 High Similarity NPC136816
0.8969 High Similarity NPC312553
0.8969 High Similarity NPC159036
0.8958 High Similarity NPC473200
0.8958 High Similarity NPC7341
0.8936 High Similarity NPC473348
0.8925 High Similarity NPC296620
0.89 High Similarity NPC476541
0.89 High Similarity NPC476513
0.89 High Similarity NPC476538
0.89 High Similarity NPC476539
0.89 High Similarity NPC476540
0.8889 High Similarity NPC474569
0.8889 High Similarity NPC181845
0.8878 High Similarity NPC157659
0.8878 High Similarity NPC31907
0.8878 High Similarity NPC472252
0.8878 High Similarity NPC16573
0.8878 High Similarity NPC189852
0.8878 High Similarity NPC245280
0.8878 High Similarity NPC286969
0.8878 High Similarity NPC114874
0.8878 High Similarity NPC155010
0.8878 High Similarity NPC473020
0.8878 High Similarity NPC120123
0.8878 High Similarity NPC16520
0.8878 High Similarity NPC131479
0.8878 High Similarity NPC8039
0.8878 High Similarity NPC473198
0.8878 High Similarity NPC211879
0.8866 High Similarity NPC47566
0.8866 High Similarity NPC4831
0.8866 High Similarity NPC309425
0.8866 High Similarity NPC129372
0.8866 High Similarity NPC160734
0.8866 High Similarity NPC88000
0.8866 High Similarity NPC472023
0.8854 High Similarity NPC234287
0.8854 High Similarity NPC280825
0.8824 High Similarity NPC197231
0.8824 High Similarity NPC114188
0.8817 High Similarity NPC48463
0.8812 High Similarity NPC306131
0.8812 High Similarity NPC477027
0.8812 High Similarity NPC70204
0.8812 High Similarity NPC475670
0.8812 High Similarity NPC477026
0.88 High Similarity NPC305423
0.88 High Similarity NPC226642
0.88 High Similarity NPC283829
0.88 High Similarity NPC113044
0.88 High Similarity NPC190395
0.88 High Similarity NPC14704
0.88 High Similarity NPC94272
0.88 High Similarity NPC470170
0.88 High Similarity NPC54619
0.88 High Similarity NPC470169
0.88 High Similarity NPC230507
0.88 High Similarity NPC161676
0.88 High Similarity NPC470432
0.8788 High Similarity NPC476360
0.8788 High Similarity NPC273879
0.8788 High Similarity NPC476361
0.8788 High Similarity NPC165033
0.8788 High Similarity NPC312774
0.8788 High Similarity NPC475365
0.8788 High Similarity NPC75608
0.8776 High Similarity NPC272015
0.875 High Similarity NPC473890
0.875 High Similarity NPC243728
0.8738 High Similarity NPC19888
0.8737 High Similarity NPC30477
0.8713 High Similarity NPC51172
0.8713 High Similarity NPC98696
0.8713 High Similarity NPC295980
0.8713 High Similarity NPC125324
0.8713 High Similarity NPC49032
0.871 High Similarity NPC65550
0.87 High Similarity NPC208477
0.87 High Similarity NPC269627
0.87 High Similarity NPC152584
0.87 High Similarity NPC309448
0.87 High Similarity NPC472900
0.87 High Similarity NPC160816
0.87 High Similarity NPC69737
0.87 High Similarity NPC127801
0.87 High Similarity NPC472898
0.87 High Similarity NPC194842
0.87 High Similarity NPC472899
0.87 High Similarity NPC208594
0.87 High Similarity NPC26798
0.87 High Similarity NPC165405
0.8696 High Similarity NPC281004
0.8687 High Similarity NPC475701
0.8687 High Similarity NPC213190
0.8673 High Similarity NPC144486
0.866 High Similarity NPC157739
0.866 High Similarity NPC158088
0.866 High Similarity NPC469725
0.8654 High Similarity NPC476693
0.8646 High Similarity NPC207617
0.8641 High Similarity NPC475247
0.8641 High Similarity NPC476547
0.8641 High Similarity NPC13190
0.8641 High Similarity NPC294129
0.8632 High Similarity NPC477927
0.8632 High Similarity NPC72817
0.8627 High Similarity NPC475550
0.8627 High Similarity NPC95051
0.8627 High Similarity NPC151134
0.8627 High Similarity NPC42482
0.8627 High Similarity NPC194207
0.8627 High Similarity NPC171073
0.8627 High Similarity NPC300557
0.8627 High Similarity NPC248746
0.8627 High Similarity NPC476835
0.8627 High Similarity NPC46190
0.8627 High Similarity NPC470433
0.8627 High Similarity NPC6806
0.8627 High Similarity NPC302057
0.8627 High Similarity NPC309278
0.8627 High Similarity NPC475333
0.8627 High Similarity NPC218571
0.8627 High Similarity NPC84956
0.8627 High Similarity NPC22779
0.8627 High Similarity NPC73243
0.8627 High Similarity NPC102016
0.8627 High Similarity NPC40440
0.8627 High Similarity NPC224098
0.8627 High Similarity NPC150372
0.8627 High Similarity NPC249265
0.8627 High Similarity NPC477809
0.8627 High Similarity NPC244086
0.8627 High Similarity NPC208383
0.8627 High Similarity NPC232054
0.8617 High Similarity NPC204881
0.8617 High Similarity NPC469738
0.8617 High Similarity NPC473830
0.8614 High Similarity NPC470166
0.8614 High Similarity NPC181467
0.8614 High Similarity NPC14946
0.8614 High Similarity NPC208650
0.8614 High Similarity NPC234160
0.8614 High Similarity NPC63368
0.8614 High Similarity NPC231340
0.8602 High Similarity NPC102725
0.8602 High Similarity NPC473472
0.86 High Similarity NPC474464
0.86 High Similarity NPC93352
0.8571 High Similarity NPC477810
0.8571 High Similarity NPC317019
0.8571 High Similarity NPC282669
0.8558 High Similarity NPC32361
0.8558 High Similarity NPC31896
0.8558 High Similarity NPC263359
0.8558 High Similarity NPC112274
0.8558 High Similarity NPC210569
0.8558 High Similarity NPC244431
0.8557 High Similarity NPC473555
0.8557 High Similarity NPC471770
0.8557 High Similarity NPC278939
0.8544 High Similarity NPC224314
0.8544 High Similarity NPC269297
0.8544 High Similarity NPC470867
0.8544 High Similarity NPC87998
0.8544 High Similarity NPC23808
0.8544 High Similarity NPC247037
0.8544 High Similarity NPC141433
0.8544 High Similarity NPC222202
0.8544 High Similarity NPC477811
0.8529 High Similarity NPC472897
0.8529 High Similarity NPC38217
0.8529 High Similarity NPC159005
0.8529 High Similarity NPC6931
0.8529 High Similarity NPC472896
0.8529 High Similarity NPC128123
0.8529 High Similarity NPC220427
0.8529 High Similarity NPC246124
0.8529 High Similarity NPC472988
0.8529 High Similarity NPC180183
0.8526 High Similarity NPC149400
0.8526 High Similarity NPC172838
0.8526 High Similarity NPC88962

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC76486 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
0.8333 Intermediate Similarity NPD8171 Discontinued
0.8108 Intermediate Similarity NPD8033 Approved
0.8018 Intermediate Similarity NPD8377 Approved
0.8018 Intermediate Similarity NPD8294 Approved
0.8 Intermediate Similarity NPD7327 Approved
0.8 Intermediate Similarity NPD7328 Approved
0.7963 Intermediate Similarity NPD8133 Approved
0.7946 Intermediate Similarity NPD8296 Approved
0.7946 Intermediate Similarity NPD8378 Approved
0.7946 Intermediate Similarity NPD8380 Approved
0.7946 Intermediate Similarity NPD8335 Approved
0.7946 Intermediate Similarity NPD8379 Approved
0.7928 Intermediate Similarity NPD7516 Approved
0.7905 Intermediate Similarity NPD6412 Phase 2
0.7634 Intermediate Similarity NPD6928 Phase 2
0.7632 Intermediate Similarity NPD7503 Approved
0.7547 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD7507 Approved
0.7333 Intermediate Similarity NPD7319 Approved
0.7273 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD8449 Approved
0.713 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6370 Approved
0.7097 Intermediate Similarity NPD8450 Suspended
0.7083 Intermediate Similarity NPD7525 Registered
0.7027 Intermediate Similarity NPD6686 Approved
0.6967 Remote Similarity NPD7736 Approved
0.6949 Remote Similarity NPD6054 Approved
0.6949 Remote Similarity NPD6059 Approved
0.6931 Remote Similarity NPD7524 Approved
0.6917 Remote Similarity NPD8328 Phase 3
0.6885 Remote Similarity NPD8293 Discontinued
0.6842 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6827 Remote Similarity NPD8034 Phase 2
0.6827 Remote Similarity NPD8035 Phase 2
0.6809 Remote Similarity NPD1810 Approved
0.6809 Remote Similarity NPD1811 Approved
0.68 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6783 Remote Similarity NPD6882 Approved
0.6777 Remote Similarity NPD6067 Discontinued
0.6759 Remote Similarity NPD7638 Approved
0.675 Remote Similarity NPD6016 Approved
0.675 Remote Similarity NPD6015 Approved
0.6739 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6737 Remote Similarity NPD7339 Approved
0.6737 Remote Similarity NPD6942 Approved
0.6733 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6721 Remote Similarity NPD7492 Approved
0.67 Remote Similarity NPD6695 Phase 3
0.6697 Remote Similarity NPD7640 Approved
0.6697 Remote Similarity NPD7639 Approved
0.6695 Remote Similarity NPD6009 Approved
0.6694 Remote Similarity NPD5988 Approved
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6319 Approved
0.6638 Remote Similarity NPD8297 Approved
0.6636 Remote Similarity NPD7991 Discontinued
0.6633 Remote Similarity NPD7645 Phase 2
0.6613 Remote Similarity NPD7078 Approved
0.6602 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6581 Remote Similarity NPD4632 Approved
0.6549 Remote Similarity NPD5739 Approved
0.6549 Remote Similarity NPD6675 Approved
0.6549 Remote Similarity NPD6402 Approved
0.6549 Remote Similarity NPD7128 Approved
0.6522 Remote Similarity NPD6373 Approved
0.6522 Remote Similarity NPD6372 Approved
0.6495 Remote Similarity NPD6933 Approved
0.6489 Remote Similarity NPD2687 Approved
0.6489 Remote Similarity NPD2686 Approved
0.6489 Remote Similarity NPD2254 Approved
0.6471 Remote Similarity NPD7625 Phase 1
0.6465 Remote Similarity NPD6929 Approved
0.6449 Remote Similarity NPD6399 Phase 3
0.6442 Remote Similarity NPD7750 Discontinued
0.6435 Remote Similarity NPD6881 Approved
0.6435 Remote Similarity NPD6899 Approved
0.6435 Remote Similarity NPD7320 Approved
0.6429 Remote Similarity NPD6033 Approved
0.641 Remote Similarity NPD6649 Approved
0.641 Remote Similarity NPD6650 Approved
0.64 Remote Similarity NPD4748 Discontinued
0.64 Remote Similarity NPD6930 Phase 2
0.64 Remote Similarity NPD6931 Approved
0.6373 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6373 Remote Similarity NPD3669 Approved
0.6364 Remote Similarity NPD4755 Approved
0.6348 Remote Similarity NPD5697 Approved
0.6348 Remote Similarity NPD5701 Approved
0.6341 Remote Similarity NPD8516 Approved
0.6341 Remote Similarity NPD8513 Phase 3
0.6341 Remote Similarity NPD8515 Approved
0.6341 Remote Similarity NPD8517 Approved
0.6339 Remote Similarity NPD4159 Approved
0.6333 Remote Similarity NPD6940 Discontinued
0.6325 Remote Similarity NPD6883 Approved
0.6325 Remote Similarity NPD7290 Approved
0.6325 Remote Similarity NPD7102 Approved
0.6325 Remote Similarity NPD4634 Approved
0.6316 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6311 Remote Similarity NPD4786 Approved
0.6296 Remote Similarity NPD4202 Approved
0.6293 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4785 Approved
0.6289 Remote Similarity NPD6924 Approved
0.6289 Remote Similarity NPD6926 Approved
0.6289 Remote Similarity NPD4784 Approved
0.6283 Remote Similarity NPD7632 Discontinued
0.6281 Remote Similarity NPD7115 Discovery
0.6271 Remote Similarity NPD6847 Approved
0.6271 Remote Similarity NPD6869 Approved
0.6271 Remote Similarity NPD6617 Approved
0.6271 Remote Similarity NPD8130 Phase 1
0.6263 Remote Similarity NPD5776 Phase 2
0.6263 Remote Similarity NPD6932 Approved
0.6263 Remote Similarity NPD6925 Approved
0.6261 Remote Similarity NPD6008 Approved
0.625 Remote Similarity NPD4243 Approved
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD4696 Approved
0.625 Remote Similarity NPD4700 Approved
0.624 Remote Similarity NPD7604 Phase 2
0.6239 Remote Similarity NPD6012 Approved
0.6239 Remote Similarity NPD6014 Approved
0.6239 Remote Similarity NPD6013 Approved
0.6216 Remote Similarity NPD6083 Phase 2
0.6216 Remote Similarity NPD6084 Phase 2
0.6214 Remote Similarity NPD4788 Approved
0.621 Remote Similarity NPD5983 Phase 2
0.6204 Remote Similarity NPD7087 Discontinued
0.62 Remote Similarity NPD6697 Approved
0.62 Remote Similarity NPD6115 Approved
0.62 Remote Similarity NPD6118 Approved
0.62 Remote Similarity NPD6114 Approved
0.62 Remote Similarity NPD7145 Approved
0.6168 Remote Similarity NPD5328 Approved
0.6161 Remote Similarity NPD4225 Approved
0.6154 Remote Similarity NPD8174 Phase 2
0.6154 Remote Similarity NPD6011 Approved
0.6146 Remote Similarity NPD4787 Phase 1
0.6142 Remote Similarity NPD6336 Discontinued
0.614 Remote Similarity NPD5211 Phase 2
0.614 Remote Similarity NPD5225 Approved
0.614 Remote Similarity NPD4633 Approved
0.614 Remote Similarity NPD5224 Approved
0.614 Remote Similarity NPD5226 Approved
0.6139 Remote Similarity NPD6683 Phase 2
0.6134 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6121 Remote Similarity NPD4767 Approved
0.6121 Remote Similarity NPD4768 Approved
0.6117 Remote Similarity NPD3667 Approved
0.6111 Remote Similarity NPD3168 Discontinued
0.6102 Remote Similarity NPD4061 Clinical (unspecified phase)
0.61 Remote Similarity NPD6116 Phase 1
0.6095 Remote Similarity NPD6893 Approved
0.6087 Remote Similarity NPD5175 Approved
0.6087 Remote Similarity NPD5174 Approved
0.6082 Remote Similarity NPD7152 Approved
0.6082 Remote Similarity NPD7150 Approved
0.6082 Remote Similarity NPD7151 Approved
0.6078 Remote Similarity NPD7514 Phase 3
0.6078 Remote Similarity NPD7509 Discontinued
0.6055 Remote Similarity NPD6079 Approved
0.6055 Remote Similarity NPD7637 Suspended
0.6053 Remote Similarity NPD5223 Approved
0.6042 Remote Similarity NPD6923 Approved
0.6042 Remote Similarity NPD6922 Approved
0.6038 Remote Similarity NPD3618 Phase 1
0.6034 Remote Similarity NPD5141 Approved
0.6022 Remote Similarity NPD371 Approved
0.6019 Remote Similarity NPD6902 Approved
0.6019 Remote Similarity NPD4753 Phase 2
0.6019 Remote Similarity NPD6051 Approved
0.6017 Remote Similarity NPD4729 Approved
0.6017 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD3665 Phase 1
0.6 Remote Similarity NPD3666 Approved
0.6 Remote Similarity NPD6117 Approved
0.6 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6 Remote Similarity NPD3133 Approved
0.5979 Remote Similarity NPD7143 Approved
0.5979 Remote Similarity NPD7144 Approved
0.5954 Remote Similarity NPD5956 Approved
0.5948 Remote Similarity NPD4754 Approved
0.5946 Remote Similarity NPD7748 Approved
0.5935 Remote Similarity NPD6274 Approved
0.5929 Remote Similarity NPD7902 Approved
0.5926 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5922 Remote Similarity NPD7332 Phase 2
0.592 Remote Similarity NPD7100 Approved
0.592 Remote Similarity NPD7101 Approved
0.5917 Remote Similarity NPD5251 Approved
0.5917 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5917 Remote Similarity NPD5250 Approved
0.5917 Remote Similarity NPD5249 Phase 3
0.5917 Remote Similarity NPD5248 Approved
0.5917 Remote Similarity NPD5247 Approved
0.5913 Remote Similarity NPD5344 Discontinued
0.5909 Remote Similarity NPD7515 Phase 2

Structure

External Identifiers

PubChem CID   44178752
ChEMBL   CHEMBL538423
ZINC  

Physicochemical Properties

Molecular Weight:  600.35
ALogP:  -2.1043
MLogP:  3.66
XLogP:  2.006
# Rotatable Bonds:  18
Polar Surface Area:  178.53
# H-Bond Aceptor:  11
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  42

Download Data

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