Natural Product: NPC101139

Natural Product ID:  NPC101139
Common Name:   (2R,3R,4S)-2-(((R)-2-Hydroxy-1-Phenylethylamino)Methyl)Pyrrolidine-3,4-Diol
IUPAC Name:   (2R,3R,4S)-2-[[[(1R)-2-hydroxy-1-phenylethyl]amino]methyl]pyrrolidine-3,4-diol
Synonyms:  
Molecular Formula:   C13H20N2O3
Standard InCHIKey:  OGMKEJTXCCFISS-MROQNXINSA-N
Standard InCHI:  InChI=1S/C13H20N2O3/c16-8-11(9-4-2-1-3-5-9)14-6-10-13(18)12(17)7-15-10/h1-5,10-18H,6-8H2/t10-,11+,12+,13-/m1/s1
Canonical SMILES:  OC[C@@H](c1ccccc1)NC[C@H]1NC[C@@H]([C@@H]1O)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
NPO5049 Garcinia multiflora Species Clusiaceae Eukaryota HerDing*
NPO5049 Garcinia multiflora Species Clusiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT504 Individual Protein Alpha-mannosidase Glycine max IC50 = 700 nM 15974577
NPT504 Individual Protein Alpha-mannosidase Glycine max IC50 = 46000 nM 15974577
NPT504 Individual Protein Alpha-mannosidase Glycine max Inhibition = 100 % 15974577
NPT504 Individual Protein Alpha-mannosidase Glycine max Inhibition = 93 % 15974577
NPT504 Individual Protein Alpha-mannosidase Glycine max Ki = 135 nM 15974577
NPT504 Individual Protein Alpha-mannosidase Glycine max Ki = 9500 nM 15974577
NPT2 Others Unspecified IC50 = 700 nM 18599296
NPT2 Others Unspecified Ki = 135 nM 18599296
NPT2 Others Unspecified IC50 = 80000 nM 18599296
NPT2 Others Unspecified Ki = 67000 nM 18599296
NPT499 Individual Protein Lysosomal alpha-mannosidase Homo sapiens IC50 = 50000 nM 18599296
NPT499 Individual Protein Lysosomal alpha-mannosidase Homo sapiens IC50 = 25000 nM 18599296
NPT499 Individual Protein Lysosomal alpha-mannosidase Homo sapiens Ki = 41500 nM 18599296
NPT499 Individual Protein Lysosomal alpha-mannosidase Homo sapiens Ki = 32500 nM 18599296
NPT499 Individual Protein Lysosomal alpha-mannosidase Homo sapiens Ki = 23300 nM 18599296
NPT1132 Individual Protein Alpha-mannosidase 2A1 Homo sapiens Ki = 26930 nM 23151473
NPT1133 Individual Protein Endoplasmic reticulum mannosyl-oligosaccharide 1,2-alpha-mannosidase Homo sapiens Ki = 16810 nM 23151473
NPT2 Others Unspecified IC50 = 75335556.37 nM 23151473
NPT2 Others Unspecified Inhibition = 93 % 23151473

  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 NPC101139 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
0.7965 Intermediate Similarity NPC226778
0.7965 Intermediate Similarity NPC304761
0.7965 Intermediate Similarity NPC150254
0.7965 Intermediate Similarity NPC147000
0.7907 Intermediate Similarity NPC208757
0.7788 Intermediate Similarity NPC327226
0.7544 Intermediate Similarity NPC228400
0.7544 Intermediate Similarity NPC214200
0.7522 Intermediate Similarity NPC303611
0.7522 Intermediate Similarity NPC164514
0.7522 Intermediate Similarity NPC226096
0.7522 Intermediate Similarity NPC108606
0.7522 Intermediate Similarity NPC290515
0.7411 Intermediate Similarity NPC215351
0.7411 Intermediate Similarity NPC20142
0.7244 Intermediate Similarity NPC326232
0.72 Intermediate Similarity NPC2265
0.719 Intermediate Similarity NPC24777
0.7132 Intermediate Similarity NPC252878
0.712 Intermediate Similarity NPC10286
0.712 Intermediate Similarity NPC213
0.7099 Intermediate Similarity NPC474847
0.7092 Intermediate Similarity NPC472103
0.7087 Intermediate Similarity NPC314992
0.7077 Intermediate Similarity NPC46427
0.7071 Intermediate Similarity NPC204546
0.7068 Intermediate Similarity NPC40488
0.7059 Intermediate Similarity NPC88267
0.7059 Intermediate Similarity NPC113326
0.7059 Intermediate Similarity NPC224610
0.7059 Intermediate Similarity NPC194390
0.7049 Intermediate Similarity NPC65855
0.7049 Intermediate Similarity NPC292758
0.7021 Intermediate Similarity NPC315266
0.7008 Intermediate Similarity NPC137096
0.7 Intermediate Similarity NPC67043
0.698 Remote Similarity NPC37205
0.698 Remote Similarity NPC160931
0.6977 Remote Similarity NPC476990
0.6947 Remote Similarity NPC474082
0.6947 Remote Similarity NPC175726
0.6923 Remote Similarity NPC202521
0.6917 Remote Similarity NPC136112
0.6917 Remote Similarity NPC141739
0.6917 Remote Similarity NPC320242
0.6887 Remote Similarity NPC85651
0.6861 Remote Similarity NPC97870
0.6861 Remote Similarity NPC307123
0.6861 Remote Similarity NPC247018
0.6818 Remote Similarity NPC6975
0.6818 Remote Similarity NPC35996
0.6818 Remote Similarity NPC169016
0.6812 Remote Similarity NPC141050
0.681 Remote Similarity NPC58674
0.68 Remote Similarity NPC269340
0.6794 Remote Similarity NPC71684
0.6791 Remote Similarity NPC318965
0.6791 Remote Similarity NPC65310
0.6774 Remote Similarity NPC290566
0.6774 Remote Similarity NPC145638
0.6761 Remote Similarity NPC57976
0.6742 Remote Similarity NPC213126
0.6742 Remote Similarity NPC317474
0.6742 Remote Similarity NPC84281
0.6742 Remote Similarity NPC169485
0.6742 Remote Similarity NPC291027
0.6741 Remote Similarity NPC322366
0.6741 Remote Similarity NPC236347
0.6741 Remote Similarity NPC323775
0.6739 Remote Similarity NPC287401
0.6721 Remote Similarity NPC476198
0.6721 Remote Similarity NPC211551
0.6714 Remote Similarity NPC478140
0.6696 Remote Similarity NPC226438
0.6695 Remote Similarity NPC293628
0.6695 Remote Similarity NPC10781
0.6695 Remote Similarity NPC122493
0.6691 Remote Similarity NPC469666
0.6667 Remote Similarity NPC303045
0.6667 Remote Similarity NPC470877
0.6667 Remote Similarity NPC327481
0.6667 Remote Similarity NPC161972
0.6643 Remote Similarity NPC468984
0.6642 Remote Similarity NPC69496
0.6619 Remote Similarity NPC33338
0.6619 Remote Similarity NPC300020
0.6619 Remote Similarity NPC302171
0.6618 Remote Similarity NPC319766
0.661 Remote Similarity NPC25565
0.661 Remote Similarity NPC471319
0.661 Remote Similarity NPC471320
0.6609 Remote Similarity NPC209764
0.6609 Remote Similarity NPC159178
0.6609 Remote Similarity NPC316108
0.6609 Remote Similarity NPC78041
0.6609 Remote Similarity NPC74936
0.6609 Remote Similarity NPC471307
0.6609 Remote Similarity NPC141139
0.6609 Remote Similarity NPC121872
0.6599 Remote Similarity NPC2501
0.6597 Remote Similarity NPC52748
0.6593 Remote Similarity NPC474479
0.6577 Remote Similarity NPC119677
0.6575 Remote Similarity NPC470824
0.6574 Remote Similarity NPC12857
0.6573 Remote Similarity NPC211468
0.6573 Remote Similarity NPC170170
0.6573 Remote Similarity NPC219233
0.6562 Remote Similarity NPC1986
0.6562 Remote Similarity NPC474544
0.6557 Remote Similarity NPC164859
0.6555 Remote Similarity NPC324569
0.6555 Remote Similarity NPC311242
0.6555 Remote Similarity NPC473501
0.6555 Remote Similarity NPC475439
0.6549 Remote Similarity NPC258046
0.6538 Remote Similarity NPC285926
0.6538 Remote Similarity NPC315276
0.6538 Remote Similarity NPC14672
0.6535 Remote Similarity NPC329011
0.6528 Remote Similarity NPC168861
0.6528 Remote Similarity NPC251439
0.6528 Remote Similarity NPC323123
0.6525 Remote Similarity NPC49577
0.6525 Remote Similarity NPC76785
0.6525 Remote Similarity NPC9687
0.6525 Remote Similarity NPC476102
0.6525 Remote Similarity NPC118099
0.6525 Remote Similarity NPC108339
0.6525 Remote Similarity NPC474855
0.6525 Remote Similarity NPC273907
0.6525 Remote Similarity NPC151706
0.6525 Remote Similarity NPC260045
0.6525 Remote Similarity NPC475598
0.6525 Remote Similarity NPC79465
0.6525 Remote Similarity NPC474811
0.6525 Remote Similarity NPC474787
0.6525 Remote Similarity NPC329430
0.6525 Remote Similarity NPC90194
0.6525 Remote Similarity NPC475318
0.6525 Remote Similarity NPC293377
0.6519 Remote Similarity NPC307020
0.6507 Remote Similarity NPC311330
0.6503 Remote Similarity NPC476259
0.65 Remote Similarity NPC245836
0.65 Remote Similarity NPC233910
0.6494 Remote Similarity NPC73655
0.649 Remote Similarity NPC476268
0.6481 Remote Similarity NPC98269
0.6481 Remote Similarity NPC325662
0.6479 Remote Similarity NPC471264
0.6479 Remote Similarity NPC471265
0.6475 Remote Similarity NPC130309
0.6471 Remote Similarity NPC469898
0.6467 Remote Similarity NPC122590
0.6466 Remote Similarity NPC115627
0.6466 Remote Similarity NPC169207
0.6466 Remote Similarity NPC118522
0.6466 Remote Similarity NPC172128
0.6462 Remote Similarity NPC197470
0.6457 Remote Similarity NPC319579
0.6454 Remote Similarity NPC248283
0.6454 Remote Similarity NPC474473
0.6444 Remote Similarity NPC283130
0.6444 Remote Similarity NPC328683
0.6443 Remote Similarity NPC7817
0.6443 Remote Similarity NPC475168
0.6441 Remote Similarity NPC471309
0.6439 Remote Similarity NPC85276
0.6438 Remote Similarity NPC471680
0.6419 Remote Similarity NPC471821
0.6419 Remote Similarity NPC472100
0.6419 Remote Similarity NPC264589
0.6419 Remote Similarity NPC471820
0.6412 Remote Similarity NPC470544
0.641 Remote Similarity NPC245259
0.6405 Remote Similarity NPC297145
0.6405 Remote Similarity NPC197743
0.6403 Remote Similarity NPC226662
0.6402 Remote Similarity NPC477159
0.64 Remote Similarity NPC162104
0.6397 Remote Similarity NPC22746
0.6391 Remote Similarity NPC283760
0.6391 Remote Similarity NPC14950
0.6389 Remote Similarity NPC139658
0.6389 Remote Similarity NPC318591
0.6389 Remote Similarity NPC231163
0.6382 Remote Similarity NPC244509
0.6364 Remote Similarity NPC470545
0.6364 Remote Similarity NPC322598
0.6364 Remote Similarity NPC64205
0.6364 Remote Similarity NPC127741
0.6357 Remote Similarity NPC474584
0.6356 Remote Similarity NPC265521
0.6355 Remote Similarity NPC108218
0.635 Remote Similarity NPC171372
0.635 Remote Similarity NPC477249
0.635 Remote Similarity NPC477248
0.6348 Remote Similarity NPC471638
0.6345 Remote Similarity NPC269398

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC101139 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
0.7965 Intermediate Similarity NPD310 Approved
0.7965 Intermediate Similarity NPD10 Approved
0.7965 Intermediate Similarity NPD311 Approved
0.7965 Intermediate Similarity NPD314 Approved
0.7965 Intermediate Similarity NPD309 Approved
0.7965 Intermediate Similarity NPD315 Approved
0.7632 Intermediate Similarity NPD855 Approved
0.7632 Intermediate Similarity NPD854 Approved
0.7581 Intermediate Similarity NPD1922 Discontinued
0.7541 Intermediate Similarity NPD7508 Discontinued
0.7522 Intermediate Similarity NPD9612 Approved
0.7522 Intermediate Similarity NPD9611 Approved
0.7522 Intermediate Similarity NPD9609 Approved
0.736 Intermediate Similarity NPD2227 Clinical (unspecified phase)
0.7302 Intermediate Similarity NPD1710 Approved
0.7293 Intermediate Similarity NPD865 Approved
0.7293 Intermediate Similarity NPD864 Approved
0.728 Intermediate Similarity NPD318 Approved
0.728 Intermediate Similarity NPD828 Approved
0.728 Intermediate Similarity NPD317 Approved
0.728 Intermediate Similarity NPD16 Approved
0.728 Intermediate Similarity NPD856 Approved
0.7244 Intermediate Similarity NPD5723 Approved
0.7209 Intermediate Similarity NPD2562 Approved
0.7209 Intermediate Similarity NPD2561 Approved
0.719 Intermediate Similarity NPD551 Approved
0.719 Intermediate Similarity NPD550 Approved
0.7179 Intermediate Similarity NPD4719 Phase 2
0.7109 Intermediate Similarity NPD7342 Discontinued
0.7099 Intermediate Similarity NPD6792 Phase 3
0.7087 Intermediate Similarity NPD2218 Phase 2
0.7087 Intermediate Similarity NPD2217 Approved
0.7087 Intermediate Similarity NPD316 Approved
0.708 Intermediate Similarity NPD1812 Approved
0.708 Intermediate Similarity NPD1814 Approved
0.7077 Intermediate Similarity NPD4273 Approved
0.7045 Intermediate Similarity NPD3826 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD597 Approved
0.7037 Intermediate Similarity NPD598 Approved
0.7037 Intermediate Similarity NPD601 Approved
0.7008 Intermediate Similarity NPD9613 Approved
0.7008 Intermediate Similarity NPD9615 Approved
0.7008 Intermediate Similarity NPD9616 Approved
0.7 Intermediate Similarity NPD4762 Approved
0.7 Intermediate Similarity NPD4761 Approved
0.6985 Remote Similarity NPD1130 Approved
0.6985 Remote Similarity NPD1136 Approved
0.6985 Remote Similarity NPD1132 Approved
0.6983 Remote Similarity NPD528 Clinical (unspecified phase)
0.6947 Remote Similarity NPD3073 Approved
0.6947 Remote Similarity NPD3072 Approved
0.6947 Remote Similarity NPD3071 Approved
0.694 Remote Similarity NPD4177 Approved
0.694 Remote Similarity NPD4175 Approved
0.6929 Remote Similarity NPD6775 Clinical (unspecified phase)
0.6929 Remote Similarity NPD5162 Approved
0.6923 Remote Similarity NPD5160 Discontinued
0.6917 Remote Similarity NPD1129 Approved
0.6917 Remote Similarity NPD1133 Approved
0.6917 Remote Similarity NPD1819 Approved
0.6917 Remote Similarity NPD1818 Approved
0.6917 Remote Similarity NPD1794 Approved
0.6917 Remote Similarity NPD1817 Approved
0.6917 Remote Similarity NPD1134 Approved
0.6917 Remote Similarity NPD1131 Approved
0.6917 Remote Similarity NPD1820 Approved
0.6917 Remote Similarity NPD1135 Approved
0.6912 Remote Similarity NPD5299 Approved
0.6909 Remote Similarity NPD9505 Clinical (unspecified phase)
0.6905 Remote Similarity NPD747 Discontinued
0.6899 Remote Similarity NPD770 Discontinued
0.6885 Remote Similarity NPD4095 Clinical (unspecified phase)
0.687 Remote Similarity NPD4706 Clinical (unspecified phase)
0.6866 Remote Similarity NPD7247 Discontinued
0.6866 Remote Similarity NPD602 Approved
0.6866 Remote Similarity NPD6259 Discontinued
0.6866 Remote Similarity NPD599 Approved
0.6861 Remote Similarity NPD1423 Approved
0.686 Remote Similarity NPD5717 Approved
0.6853 Remote Similarity NPD6676 Phase 2
0.6849 Remote Similarity NPD6221 Approved
0.6849 Remote Similarity NPD6222 Approved
0.6846 Remote Similarity NPD4416 Clinical (unspecified phase)
0.6838 Remote Similarity NPD4274 Approved
0.6838 Remote Similarity NPD4275 Approved
0.6838 Remote Similarity NPD3720 Discontinued
0.6835 Remote Similarity NPD823 Approved
0.6835 Remote Similarity NPD817 Approved
0.6833 Remote Similarity NPD3682 Approved
0.6833 Remote Similarity NPD3680 Approved
0.6822 Remote Similarity NPD5511 Discontinued
0.6815 Remote Similarity NPD3040 Approved
0.6812 Remote Similarity NPD4153 Approved
0.6812 Remote Similarity NPD5323 Approved
0.6809 Remote Similarity NPD7939 Discontinued
0.6803 Remote Similarity NPD811 Approved
0.6803 Remote Similarity NPD812 Approved
0.6803 Remote Similarity NPD810 Approved
0.6791 Remote Similarity NPD2628 Approved
0.6791 Remote Similarity NPD2160 Approved
0.6791 Remote Similarity NPD2159 Approved
0.6791 Remote Similarity NPD2625 Approved
0.6791 Remote Similarity NPD2627 Approved
0.6791 Remote Similarity NPD2626 Approved
0.6788 Remote Similarity NPD5581 Approved
0.6788 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6852 Discontinued
0.6786 Remote Similarity NPD6295 Approved
0.6786 Remote Similarity NPD6294 Approved
0.6783 Remote Similarity NPD6690 Approved
0.6781 Remote Similarity NPD2874 Phase 2
0.6774 Remote Similarity NPD1107 Approved
0.6774 Remote Similarity NPD1108 Approved
0.6774 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6772 Remote Similarity NPD9618 Approved
0.6772 Remote Similarity NPD9614 Approved
0.6769 Remote Similarity NPD4504 Clinical (unspecified phase)
0.6765 Remote Similarity NPD7979 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6609 Clinical (unspecified phase)
0.675 Remote Similarity NPD4119 Approved
0.6748 Remote Similarity NPD1111 Phase 3
0.6748 Remote Similarity NPD1112 Phase 3
0.6744 Remote Similarity NPD7522 Discontinued
0.6742 Remote Similarity NPD2609 Approved
0.6742 Remote Similarity NPD2608 Approved
0.6742 Remote Similarity NPD2612 Approved
0.6742 Remote Similarity NPD4217 Approved
0.6742 Remote Similarity NPD3132 Approved
0.6742 Remote Similarity NPD2610 Approved
0.6742 Remote Similarity NPD3131 Approved
0.6742 Remote Similarity NPD4218 Approved
0.6742 Remote Similarity NPD4216 Approved
0.6742 Remote Similarity NPD2611 Approved
0.6742 Remote Similarity NPD4215 Approved
0.6741 Remote Similarity NPD3588 Discontinued
0.6741 Remote Similarity NPD858 Approved
0.6741 Remote Similarity NPD9620 Approved
0.6741 Remote Similarity NPD9621 Approved
0.6741 Remote Similarity NPD859 Approved
0.6741 Remote Similarity NPD9619 Approved
0.6738 Remote Similarity NPD7728 Clinical (unspecified phase)
0.6724 Remote Similarity NPD3719 Approved
0.6724 Remote Similarity NPD3718 Approved
0.6724 Remote Similarity NPD1080 Approved
0.6723 Remote Similarity NPD787 Suspended
0.672 Remote Similarity NPD4254 Approved
0.672 Remote Similarity NPD4253 Approved
0.672 Remote Similarity NPD4025 Clinical (unspecified phase)
0.6719 Remote Similarity NPD4031 Approved
0.6719 Remote Similarity NPD4032 Approved
0.6718 Remote Similarity NPD5407 Approved
0.6718 Remote Similarity NPD4631 Approved
0.6718 Remote Similarity NPD4630 Approved
0.6716 Remote Similarity NPD9587 Clinical (unspecified phase)
0.6715 Remote Similarity NPD3167 Approved
0.6715 Remote Similarity NPD3165 Approved
0.6715 Remote Similarity NPD3166 Approved
0.6715 Remote Similarity NPD3164 Approved
0.6714 Remote Similarity NPD6817 Clinical (unspecified phase)
0.6714 Remote Similarity NPD5314 Approved
0.6696 Remote Similarity NPD7160 Approved
0.6695 Remote Similarity NPD9566 Approved
0.6693 Remote Similarity NPD1370 Approved
0.6693 Remote Similarity NPD1371 Approved
0.6693 Remote Similarity NPD1374 Approved
0.6693 Remote Similarity NPD1373 Approved
0.6692 Remote Similarity NPD519 Approved
0.6691 Remote Similarity NPD3059 Approved
0.6691 Remote Similarity NPD3061 Approved
0.6691 Remote Similarity NPD3062 Approved
0.669 Remote Similarity NPD7785 Clinical (unspecified phase)
0.669 Remote Similarity NPD3175 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3554 Approved
0.6667 Remote Similarity NPD4573 Approved
0.6667 Remote Similarity NPD3606 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3552 Approved
0.6667 Remote Similarity NPD785 Approved
0.6667 Remote Similarity NPD3555 Approved
0.6667 Remote Similarity NPD4571 Approved
0.6667 Remote Similarity NPD5500 Discontinued
0.6667 Remote Similarity NPD3553 Approved
0.6667 Remote Similarity NPD827 Approved
0.6667 Remote Similarity NPD4572 Approved
0.6643 Remote Similarity NPD2088 Approved
0.6643 Remote Similarity NPD2087 Approved
0.6642 Remote Similarity NPD2613 Approved
0.6642 Remote Similarity NPD5263 Approved
0.6642 Remote Similarity NPD4676 Approved
0.6619 Remote Similarity NPD3162 Approved
0.6619 Remote Similarity NPD3163 Approved
0.6619 Remote Similarity NPD829 Discontinued
0.6618 Remote Similarity NPD5339 Clinical (unspecified phase)
0.6617 Remote Similarity NPD5338 Clinical (unspecified phase)
0.6617 Remote Similarity NPD7462 Clinical (unspecified phase)
0.6615 Remote Similarity NPD2485 Approved
0.6615 Remote Similarity NPD2484 Approved
0.6614 Remote Similarity NPD4165 Phase 2
0.6614 Remote Similarity NPD3066 Phase 2
0.6612 Remote Similarity NPD5716 Approved
0.6597 Remote Similarity NPD6119 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11425273
ChEMBL   CHEMBL425723
ZINC  

Physicochemical Properties

Molecular Weight:  252.15
ALogP:  -2.3885
MLogP:  2.34
XLogP:  1.873
# Rotatable Bonds:  8
Polar Surface Area:  84.75
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  2
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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