Natural Product: NPC285410

Natural Product ID:  NPC285410
Common Name:   Fruticoside D
IUPAC Name:   (2R)-2-[(2R,3R,4S,5S,9R,10S,13R,14R,17R)-2-acetyloxy-4,10,13-trimethyl-3-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
Synonyms:   Fruticoside D
Molecular Formula:   C37H58O9
Standard InCHIKey:  LOHRCIAMXCCSQS-HAXSJUCQSA-N
Standard InCHI:  InChI=1S/C37H58O9/c1-18(2)19(3)9-10-24(34(42)43)27-14-13-26-23-11-12-25-20(4)33(46-35-32(41)31(40)30(39)21(5)44-35)29(45-22(6)38)17-37(25,8)28(23)15-16-36(26,27)7/h11,18,20-21,24-33,35,39-41H,3,9-10,12-17H2,1-2,4-8H3,(H,42,43)/t20-,21-,24+,25-,26-,27+,28-,29+,30-,31+,32-,33+,35-,36-,37-/m0/s1
Canonical SMILES:  CC(=O)O[C@@H]1C[C@]2(C)[C@H]3CC[C@]4([C@H](C3=CC[C@H]2[C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@@H]1O)O)O)C)CC[C@@H]4[C@H](C(=O)O)CCC(=C)C(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
NPO26000 Breynia fruticosa Species Phyllanthaceae Eukaryota roots Xishuangbanna of Yunnan Province, China PMID[21428418]
NPO26000 Breynia fruticosa Species Phyllanthaceae Eukaryota Root PMID[21428418]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000 nM 21428418
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 21428418
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM 21428418
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 21428418
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 21428418

  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 NPC285410 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 NPC250481
1.0 High Similarity NPC263827
0.9709 High Similarity NPC129340
0.9623 High Similarity NPC244127
0.9612 High Similarity NPC265655
0.9515 High Similarity NPC295389
0.9515 High Similarity NPC195708
0.9434 High Similarity NPC251309
0.9429 High Similarity NPC292196
0.9346 High Similarity NPC473882
0.934 High Similarity NPC233003
0.9333 High Similarity NPC101450
0.9333 High Similarity NPC220984
0.9333 High Similarity NPC110139
0.9333 High Similarity NPC199457
0.9333 High Similarity NPC75747
0.9333 High Similarity NPC52241
0.9333 High Similarity NPC68419
0.9333 High Similarity NPC475317
0.9333 High Similarity NPC154856
0.9333 High Similarity NPC108709
0.9333 High Similarity NPC7870
0.9333 High Similarity NPC102914
0.9273 High Similarity NPC471406
0.9252 High Similarity NPC260665
0.9245 High Similarity NPC179434
0.9245 High Similarity NPC269466
0.9238 High Similarity NPC477069
0.9238 High Similarity NPC91583
0.9238 High Similarity NPC137917
0.9238 High Similarity NPC204407
0.9238 High Similarity NPC127853
0.9238 High Similarity NPC167383
0.9238 High Similarity NPC240125
0.9238 High Similarity NPC477070
0.9238 High Similarity NPC306746
0.9238 High Similarity NPC237503
0.9238 High Similarity NPC57362
0.9167 High Similarity NPC116024
0.9167 High Similarity NPC220293
0.9159 High Similarity NPC477253
0.9159 High Similarity NPC210420
0.9159 High Similarity NPC474265
0.9159 High Similarity NPC139894
0.9159 High Similarity NPC116794
0.9159 High Similarity NPC48249
0.9159 High Similarity NPC130427
0.9159 High Similarity NPC473383
0.9151 High Similarity NPC164194
0.9151 High Similarity NPC476887
0.9151 High Similarity NPC476885
0.9151 High Similarity NPC127056
0.9151 High Similarity NPC476884
0.9151 High Similarity NPC476886
0.9151 High Similarity NPC279554
0.9151 High Similarity NPC56713
0.9151 High Similarity NPC136877
0.9151 High Similarity NPC274507
0.9151 High Similarity NPC270667
0.9151 High Similarity NPC476883
0.9151 High Similarity NPC476881
0.9151 High Similarity NPC29069
0.9151 High Similarity NPC59804
0.9151 High Similarity NPC475296
0.9151 High Similarity NPC78046
0.9151 High Similarity NPC174679
0.9151 High Similarity NPC476880
0.9151 High Similarity NPC90856
0.9151 High Similarity NPC474589
0.9151 High Similarity NPC476882
0.9151 High Similarity NPC269095
0.9143 High Similarity NPC177246
0.9143 High Similarity NPC88744
0.9143 High Similarity NPC476123
0.9143 High Similarity NPC284807
0.9143 High Similarity NPC28198
0.9135 High Similarity NPC473199
0.9135 High Similarity NPC162033
0.9091 High Similarity NPC239293
0.9074 High Similarity NPC73318
0.9074 High Similarity NPC163183
0.9074 High Similarity NPC475208
0.9074 High Similarity NPC473343
0.9074 High Similarity NPC238935
0.9074 High Similarity NPC96641
0.9074 High Similarity NPC271138
0.9074 High Similarity NPC150400
0.9074 High Similarity NPC134835
0.9074 High Similarity NPC269315
0.9065 High Similarity NPC30397
0.9065 High Similarity NPC477073
0.9065 High Similarity NPC164419
0.9065 High Similarity NPC191763
0.9065 High Similarity NPC297208
0.9065 High Similarity NPC31839
0.9065 High Similarity NPC108748
0.9065 High Similarity NPC473481
0.9065 High Similarity NPC235841
0.9065 High Similarity NPC211798
0.9057 High Similarity NPC125361
0.9057 High Similarity NPC473844
0.9057 High Similarity NPC51947
0.9057 High Similarity NPC51925
0.9057 High Similarity NPC154085
0.9057 High Similarity NPC118225
0.9057 High Similarity NPC296761
0.9057 High Similarity NPC43976
0.9048 High Similarity NPC283849
0.9048 High Similarity NPC234160
0.9048 High Similarity NPC473538
0.9048 High Similarity NPC293512
0.9038 High Similarity NPC223741
0.9029 High Similarity NPC94919
0.9009 High Similarity NPC477071
0.8991 High Similarity NPC74727
0.8991 High Similarity NPC475633
0.8991 High Similarity NPC474557
0.8981 High Similarity NPC125923
0.8981 High Similarity NPC101744
0.8981 High Similarity NPC1046
0.8981 High Similarity NPC324875
0.8981 High Similarity NPC80843
0.8981 High Similarity NPC46388
0.8981 High Similarity NPC102439
0.8981 High Similarity NPC473373
0.8981 High Similarity NPC65590
0.8981 High Similarity NPC128925
0.8981 High Similarity NPC257468
0.8981 High Similarity NPC256798
0.8981 High Similarity NPC471383
0.8981 High Similarity NPC276093
0.8981 High Similarity NPC139044
0.8981 High Similarity NPC64106
0.8981 High Similarity NPC109079
0.8981 High Similarity NPC79718
0.8981 High Similarity NPC37739
0.8981 High Similarity NPC475504
0.8981 High Similarity NPC212968
0.8981 High Similarity NPC471967
0.8981 High Similarity NPC469946
0.8981 High Similarity NPC104400
0.8981 High Similarity NPC292677
0.8981 High Similarity NPC475516
0.8981 High Similarity NPC104071
0.8981 High Similarity NPC10320
0.8972 High Similarity NPC114961
0.8972 High Similarity NPC242611
0.8972 High Similarity NPC27551
0.8962 High Similarity NPC285576
0.8962 High Similarity NPC38217
0.8962 High Similarity NPC472988
0.8962 High Similarity NPC258323
0.8952 High Similarity NPC475611
0.8929 High Similarity NPC470312
0.8919 High Similarity NPC475899
0.8909 High Similarity NPC279638
0.8899 High Similarity NPC475467
0.8899 High Similarity NPC46665
0.8899 High Similarity NPC200944
0.8899 High Similarity NPC475287
0.8899 High Similarity NPC477074
0.8899 High Similarity NPC138334
0.8899 High Similarity NPC251263
0.8899 High Similarity NPC219180
0.8899 High Similarity NPC144068
0.8899 High Similarity NPC47063
0.8899 High Similarity NPC174720
0.8899 High Similarity NPC258885
0.8899 High Similarity NPC204458
0.8899 High Similarity NPC155410
0.8899 High Similarity NPC124296
0.8899 High Similarity NPC192600
0.8899 High Similarity NPC241909
0.8899 High Similarity NPC295823
0.8899 High Similarity NPC323341
0.8899 High Similarity NPC114304
0.8899 High Similarity NPC473826
0.8899 High Similarity NPC133818
0.8899 High Similarity NPC114287
0.8899 High Similarity NPC309714
0.8899 High Similarity NPC73455
0.8899 High Similarity NPC189884
0.8899 High Similarity NPC166422
0.8899 High Similarity NPC151543
0.8889 High Similarity NPC190837
0.8889 High Similarity NPC114188
0.8889 High Similarity NPC275668
0.8889 High Similarity NPC272242
0.8889 High Similarity NPC240734
0.8889 High Similarity NPC65167
0.8889 High Similarity NPC11035
0.8889 High Similarity NPC91838
0.8889 High Similarity NPC1876
0.8889 High Similarity NPC204392
0.8879 High Similarity NPC218853
0.8879 High Similarity NPC246205
0.886 High Similarity NPC256983
0.886 High Similarity NPC41129
0.8857 High Similarity NPC31430
0.8857 High Similarity NPC85593

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC285410 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
0.8879 High Similarity NPD8132 Clinical (unspecified phase)
0.8692 High Similarity NPD6412 Phase 2
0.8393 Intermediate Similarity NPD8133 Approved
0.839 Intermediate Similarity NPD7507 Approved
0.8273 Intermediate Similarity NPD6686 Approved
0.822 Intermediate Similarity NPD8328 Phase 3
0.819 Intermediate Similarity NPD7516 Approved
0.8182 Intermediate Similarity NPD7319 Approved
0.8174 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.812 Intermediate Similarity NPD8377 Approved
0.812 Intermediate Similarity NPD8294 Approved
0.8103 Intermediate Similarity NPD7328 Approved
0.8103 Intermediate Similarity NPD7327 Approved
0.8099 Intermediate Similarity NPD7736 Approved
0.8051 Intermediate Similarity NPD8379 Approved
0.8051 Intermediate Similarity NPD8378 Approved
0.8051 Intermediate Similarity NPD8335 Approved
0.8051 Intermediate Similarity NPD8380 Approved
0.8051 Intermediate Similarity NPD8033 Approved
0.8051 Intermediate Similarity NPD8296 Approved
0.8017 Intermediate Similarity NPD8293 Discontinued
0.7899 Intermediate Similarity NPD7503 Approved
0.7833 Intermediate Similarity NPD6370 Approved
0.7826 Intermediate Similarity NPD8297 Approved
0.7826 Intermediate Similarity NPD6882 Approved
0.7736 Intermediate Similarity NPD6399 Phase 3
0.7712 Intermediate Similarity NPD6009 Approved
0.7705 Intermediate Similarity NPD7492 Approved
0.7667 Intermediate Similarity NPD6319 Approved
0.7667 Intermediate Similarity NPD6054 Approved
0.7667 Intermediate Similarity NPD6059 Approved
0.7642 Intermediate Similarity NPD6616 Approved
0.7642 Intermediate Similarity NPD8034 Phase 2
0.7642 Intermediate Similarity NPD8035 Phase 2
0.7611 Intermediate Similarity NPD6675 Approved
0.7611 Intermediate Similarity NPD7128 Approved
0.7611 Intermediate Similarity NPD6402 Approved
0.7611 Intermediate Similarity NPD5739 Approved
0.7607 Intermediate Similarity NPD4632 Approved
0.7581 Intermediate Similarity NPD7078 Approved
0.7565 Intermediate Similarity NPD6372 Approved
0.7565 Intermediate Similarity NPD6373 Approved
0.7545 Intermediate Similarity NPD7638 Approved
0.7522 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7748 Approved
0.748 Intermediate Similarity NPD6067 Discontinued
0.7478 Intermediate Similarity NPD6881 Approved
0.7478 Intermediate Similarity NPD6899 Approved
0.7478 Intermediate Similarity NPD7320 Approved
0.7477 Intermediate Similarity NPD7640 Approved
0.7477 Intermediate Similarity NPD7639 Approved
0.7459 Intermediate Similarity NPD6016 Approved
0.7459 Intermediate Similarity NPD8517 Approved
0.7459 Intermediate Similarity NPD6015 Approved
0.7459 Intermediate Similarity NPD8513 Phase 3
0.7459 Intermediate Similarity NPD8516 Approved
0.7459 Intermediate Similarity NPD8515 Approved
0.7455 Intermediate Similarity NPD7902 Approved
0.7436 Intermediate Similarity NPD6649 Approved
0.7436 Intermediate Similarity NPD8130 Phase 1
0.7436 Intermediate Similarity NPD6650 Approved
0.7417 Intermediate Similarity NPD7115 Discovery
0.7414 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7398 Intermediate Similarity NPD5988 Approved
0.7391 Intermediate Similarity NPD5697 Approved
0.7391 Intermediate Similarity NPD5701 Approved
0.735 Intermediate Similarity NPD7290 Approved
0.735 Intermediate Similarity NPD6883 Approved
0.735 Intermediate Similarity NPD7102 Approved
0.7315 Intermediate Similarity NPD7515 Phase 2
0.7308 Intermediate Similarity NPD4786 Approved
0.7297 Intermediate Similarity NPD6083 Phase 2
0.7297 Intermediate Similarity NPD6084 Phase 2
0.729 Intermediate Similarity NPD5328 Approved
0.7288 Intermediate Similarity NPD6617 Approved
0.7288 Intermediate Similarity NPD6869 Approved
0.7288 Intermediate Similarity NPD6847 Approved
0.7265 Intermediate Similarity NPD6012 Approved
0.7265 Intermediate Similarity NPD6014 Approved
0.7265 Intermediate Similarity NPD6013 Approved
0.7203 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7604 Phase 2
0.7182 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD7900 Approved
0.7179 Intermediate Similarity NPD6011 Approved
0.7179 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD5983 Phase 2
0.717 Intermediate Similarity NPD3618 Phase 1
0.7156 Intermediate Similarity NPD6079 Approved
0.7155 Intermediate Similarity NPD6008 Approved
0.7143 Intermediate Similarity NPD4755 Approved
0.7143 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD3667 Approved
0.7109 Intermediate Similarity NPD6033 Approved
0.7091 Intermediate Similarity NPD8171 Discontinued
0.7091 Intermediate Similarity NPD4202 Approved
0.7087 Intermediate Similarity NPD6336 Discontinued
0.7059 Intermediate Similarity NPD4634 Approved
0.7037 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6672 Approved
0.7037 Intermediate Similarity NPD5737 Approved
0.7018 Intermediate Similarity NPD5286 Approved
0.7018 Intermediate Similarity NPD5285 Approved
0.7018 Intermediate Similarity NPD4700 Approved
0.7018 Intermediate Similarity NPD4696 Approved
0.7009 Intermediate Similarity NPD5330 Approved
0.7009 Intermediate Similarity NPD7521 Approved
0.7009 Intermediate Similarity NPD7334 Approved
0.7009 Intermediate Similarity NPD6684 Approved
0.7009 Intermediate Similarity NPD7146 Approved
0.7009 Intermediate Similarity NPD6409 Approved
0.7 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5695 Phase 3
0.6949 Remote Similarity NPD5954 Clinical (unspecified phase)
0.693 Remote Similarity NPD5696 Approved
0.6923 Remote Similarity NPD7525 Registered
0.6911 Remote Similarity NPD6940 Discontinued
0.6911 Remote Similarity NPD6274 Approved
0.6903 Remote Similarity NPD5221 Approved
0.6903 Remote Similarity NPD5222 Approved
0.6903 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4697 Phase 3
0.6897 Remote Similarity NPD5211 Phase 2
0.6897 Remote Similarity NPD7632 Discontinued
0.6897 Remote Similarity NPD4633 Approved
0.6897 Remote Similarity NPD5226 Approved
0.6897 Remote Similarity NPD5225 Approved
0.6897 Remote Similarity NPD5224 Approved
0.6893 Remote Similarity NPD6114 Approved
0.6893 Remote Similarity NPD6697 Approved
0.6893 Remote Similarity NPD6115 Approved
0.6893 Remote Similarity NPD6118 Approved
0.6881 Remote Similarity NPD6903 Approved
0.688 Remote Similarity NPD7101 Approved
0.688 Remote Similarity NPD7100 Approved
0.6864 Remote Similarity NPD4768 Approved
0.6864 Remote Similarity NPD4767 Approved
0.6847 Remote Similarity NPD6411 Approved
0.6842 Remote Similarity NPD5173 Approved
0.6838 Remote Similarity NPD5174 Approved
0.6838 Remote Similarity NPD5175 Approved
0.6822 Remote Similarity NPD3665 Phase 1
0.6822 Remote Similarity NPD3133 Approved
0.6822 Remote Similarity NPD3666 Approved
0.6818 Remote Similarity NPD4753 Phase 2
0.6814 Remote Similarity NPD6356 Clinical (unspecified phase)
0.681 Remote Similarity NPD5223 Approved
0.68 Remote Similarity NPD6335 Approved
0.6796 Remote Similarity NPD6116 Phase 1
0.6789 Remote Similarity NPD7524 Approved
0.6783 Remote Similarity NPD4225 Approved
0.678 Remote Similarity NPD5141 Approved
0.6774 Remote Similarity NPD6868 Approved
0.6772 Remote Similarity NPD6908 Approved
0.6772 Remote Similarity NPD6909 Approved
0.6769 Remote Similarity NPD8074 Phase 3
0.6767 Remote Similarity NPD8338 Approved
0.6767 Remote Similarity NPD8449 Approved
0.6757 Remote Similarity NPD46 Approved
0.6757 Remote Similarity NPD6698 Approved
0.675 Remote Similarity NPD4730 Approved
0.675 Remote Similarity NPD4729 Approved
0.672 Remote Similarity NPD6317 Approved
0.6718 Remote Similarity NPD8337 Approved
0.6718 Remote Similarity NPD8336 Approved
0.6716 Remote Similarity NPD8450 Suspended
0.6699 Remote Similarity NPD6117 Approved
0.6697 Remote Similarity NPD6098 Approved
0.6696 Remote Similarity NPD7637 Suspended
0.6695 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6053 Discontinued
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD6101 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6641 Remote Similarity NPD6921 Approved
0.6639 Remote Similarity NPD5250 Approved
0.6639 Remote Similarity NPD5249 Phase 3
0.6639 Remote Similarity NPD5248 Approved
0.6639 Remote Similarity NPD5247 Approved
0.6639 Remote Similarity NPD5251 Approved
0.6636 Remote Similarity NPD3573 Approved
0.662 Remote Similarity NPD7625 Phase 1
0.6617 Remote Similarity NPD5956 Approved
0.6612 Remote Similarity NPD5128 Approved
0.6602 Remote Similarity NPD7339 Approved
0.6602 Remote Similarity NPD6942 Approved
0.6549 Remote Similarity NPD7983 Approved
0.6549 Remote Similarity NPD5284 Approved
0.6549 Remote Similarity NPD5281 Approved
0.6545 Remote Similarity NPD5279 Phase 3
0.6522 Remote Similarity NPD4629 Approved
0.6522 Remote Similarity NPD5210 Approved
0.6514 Remote Similarity NPD7338 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   53355691
ChEMBL   CHEMBL1782593
ZINC  

Physicochemical Properties

Molecular Weight:  646.41
ALogP:  0.7027
MLogP:  4.54
XLogP:  7.597
# Rotatable Bonds:  21
Polar Surface Area:  142.75
# H-Bond Aceptor:  9
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  46

Download Data

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Biological Activities  
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