Natural Product: NPC141481

Natural Product ID:  NPC141481
Common Name:   Diolein
IUPAC Name:   [(2S)-3-hydroxy-2-[(E)-octadec-9-enoyl]oxypropyl] (E)-octadec-9-enoate
Synonyms:  
Molecular Formula:   C39H72O5
Standard InCHIKey:  AFSHUZFNMVJNKX-BIJVAZSDSA-N
Standard InCHI:  InChI=1S/C39H72O5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(41)43-36-37(35-40)44-39(42)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,37,40H,3-16,21-36H2,1-2H3/b19-17+,20-18+/t37-/m0/s1
Canonical SMILES:  CCCCCCCC/C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)CO
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
NPO29488 Sophora angustifolia Species Fabaceae Eukaryota UNPD*
NPO13818 Narcissus concolor Species Amaryllidaceae Eukaryota UNPD*
NPO29225 Oncoba echinata Species Salicaceae Eukaryota UNPD*
NPO29127 Cystophora scalaris Species Sargassaceae Eukaryota UNPD*
NPO29242 Salvia dorrii Species Lamiaceae Eukaryota UNPD*
NPO29189 Castanopsis sclerophylla Species Fagaceae Eukaryota UNPD*
NPO29068 Papilio phorcas Species Papilionidae Eukaryota UNPD*
NPO29047 Disynaphia halimifolia Species Asteraceae Eukaryota UNPD*
NPO29446 Stevia polycephala Species Asteraceae Eukaryota UNPD*
NPO25981 Crinipellis scabella Species Marasmiaceae Eukaryota UNPD*
NPO27269 Annona impressivenia Species Annonaceae Eukaryota UNPD*
NPO29344 Parabenzoin trilobum NA NA NA UNPD*
NPO29276 Juglans nigra Species Juglandaceae Eukaryota UNPD*
NPO4244 Doodia picta Species Blechnaceae Eukaryota UNPD*
NPO28898 Grewia mollis Species Malvaceae Eukaryota UNPD*
NPO28949 Croton cumingii Species Euphorbiaceae Eukaryota UNPD*
NPO29450 Streptomyces parvisporogenes Species Streptomycetaceae Bacteria UNPD*
NPO29363 Aconitum nevadense Species Ranunculaceae Eukaryota UNPD*
NPO29142 Kaunia saltensis Species Asteraceae Eukaryota UNPD*
NPO29400 Conocephalum japonicum Species Conocephalaceae Eukaryota UNPD*
NPO28805 Thymus piperella Species Lamiaceae Eukaryota UNPD*
NPO29203 Gymnocarpium robertianum Species Cystopteridaceae Eukaryota UNPD*
NPO29381 Trichilia rubescens Species Meliaceae Eukaryota UNPD*
NPO28864 Nauclea officinalis Species Rubiaceae Eukaryota UNPD*
NPO1245 Eunicella cavolinii Species Gorgoniidae Eukaryota UNPD*
NPO29510 Aulacocephalus temmincki Species Serranidae Eukaryota UNPD*
NPO28824 Forsteronia refracta Species Apocynaceae Eukaryota UNPD*
NPO29415 Hovenia acerba Species Rhamnaceae Eukaryota UNPD*
NPO28784 Alseodaphne corneri Species Lauraceae Eukaryota UNPD*
NPO3340 Fridericia chica Species Bignoniaceae Eukaryota UNPD*
NPO27743 Aaptos aaptos Species Suberitidae Eukaryota UNPD*
NPO28971 Bersama yangambiensis Species Melianthaceae Eukaryota UNPD*
NPO29154 Heliotropium floridum Species Heliotropiaceae Eukaryota UNPD*
NPO3744 Polycephalomyces nipponicus Species Ophiocordycipitaceae Eukaryota UNPD*
NPO26192 Cordylanthus kingii Species Orobanchaceae Eukaryota UNPD*
NPO9157 Rubrivivax gelatinosus Species NA Bacteria UNPD*
NPO29314 Mangifera indica Species Anacardiaceae Eukaryota UNPD*
NPO28845 Eragrostis viscosa Species Poaceae Eukaryota UNPD*
NPO29004 Ruta pinnata Species Rutaceae Eukaryota UNPD*
NPO29530 Kaempferia marginata Species Zingiberaceae Eukaryota UNPD*
NPO28918 Ophiolepis superba Species Ophiolepididae Eukaryota UNPD*
NPO29292 Teucrium depressum Species Lamiaceae Eukaryota UNPD*
NPO4055 Aspergillus unguis Species Aspergillaceae Eukaryota UNPD*
NPO28937 Heterotheca grandiflora Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4629 Individual Protein Protein kinase C alpha Bos taurus Ki = 87.2 nM 11384235
NPT182 Individual Protein Protein kinase C alpha Homo sapiens Ki = 87.2 nM 10762046

  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 NPC141481 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 NPC324981
1.0 High Similarity NPC473559
1.0 High Similarity NPC48218
0.9841 High Similarity NPC475443
0.9841 High Similarity NPC22101
0.9841 High Similarity NPC148192
0.9841 High Similarity NPC473829
0.9841 High Similarity NPC104537
0.9841 High Similarity NPC330426
0.9841 High Similarity NPC271921
0.9841 High Similarity NPC127091
0.9692 High Similarity NPC476660
0.9538 High Similarity NPC473772
0.9206 High Similarity NPC54925
0.9104 High Similarity NPC42526
0.9077 High Similarity NPC476656
0.9077 High Similarity NPC476659
0.8986 High Similarity NPC474321
0.8923 High Similarity NPC476654
0.8923 High Similarity NPC476657
0.8923 High Similarity NPC476655
0.8889 High Similarity NPC321919
0.8889 High Similarity NPC81896
0.8769 High Similarity NPC476658
0.875 High Similarity NPC321838
0.875 High Similarity NPC201939
0.8657 High Similarity NPC99619
0.8657 High Similarity NPC26500
0.8594 High Similarity NPC243532
0.8529 High Similarity NPC209327
0.8529 High Similarity NPC273508
0.8485 Intermediate Similarity NPC328089
0.8485 Intermediate Similarity NPC68343
0.84 Intermediate Similarity NPC21693
0.84 Intermediate Similarity NPC236649
0.8358 Intermediate Similarity NPC176215
0.8358 Intermediate Similarity NPC296436
0.8243 Intermediate Similarity NPC11796
0.8243 Intermediate Similarity NPC218817
0.8235 Intermediate Similarity NPC83965
0.8219 Intermediate Similarity NPC190400
0.8219 Intermediate Similarity NPC49392
0.8182 Intermediate Similarity NPC473500
0.8182 Intermediate Similarity NPC38295
0.8182 Intermediate Similarity NPC328776
0.8182 Intermediate Similarity NPC470313
0.8182 Intermediate Similarity NPC320305
0.8182 Intermediate Similarity NPC156089
0.8125 Intermediate Similarity NPC323436
0.8116 Intermediate Similarity NPC473357
0.8116 Intermediate Similarity NPC193029
0.8116 Intermediate Similarity NPC25298
0.8095 Intermediate Similarity NPC200845
0.8095 Intermediate Similarity NPC10316
0.8095 Intermediate Similarity NPC128061
0.8095 Intermediate Similarity NPC223677
0.8095 Intermediate Similarity NPC28779
0.8088 Intermediate Similarity NPC318420
0.8088 Intermediate Similarity NPC136164
0.8088 Intermediate Similarity NPC326268
0.8088 Intermediate Similarity NPC255863
0.8088 Intermediate Similarity NPC245947
0.8056 Intermediate Similarity NPC470435
0.7969 Intermediate Similarity NPC477201
0.7949 Intermediate Similarity NPC253801
0.7941 Intermediate Similarity NPC470320
0.7937 Intermediate Similarity NPC88966
0.7937 Intermediate Similarity NPC154245
0.7937 Intermediate Similarity NPC6095
0.7937 Intermediate Similarity NPC23155
0.7937 Intermediate Similarity NPC320588
0.7937 Intermediate Similarity NPC25417
0.7937 Intermediate Similarity NPC281972
0.7937 Intermediate Similarity NPC261831
0.7937 Intermediate Similarity NPC32467
0.7937 Intermediate Similarity NPC87564
0.7937 Intermediate Similarity NPC469937
0.7937 Intermediate Similarity NPC85813
0.7937 Intermediate Similarity NPC424
0.7937 Intermediate Similarity NPC290563
0.7937 Intermediate Similarity NPC53463
0.7895 Intermediate Similarity NPC263574
0.7895 Intermediate Similarity NPC469747
0.7887 Intermediate Similarity NPC130618
0.7887 Intermediate Similarity NPC317583
0.7887 Intermediate Similarity NPC470436
0.7867 Intermediate Similarity NPC110813
0.7857 Intermediate Similarity NPC478100
0.7848 Intermediate Similarity NPC163093
0.7821 Intermediate Similarity NPC329829
0.7821 Intermediate Similarity NPC145914
0.7821 Intermediate Similarity NPC94875
0.7821 Intermediate Similarity NPC473712
0.7821 Intermediate Similarity NPC180363
0.7821 Intermediate Similarity NPC11332
0.7821 Intermediate Similarity NPC65930
0.7821 Intermediate Similarity NPC73310
0.7821 Intermediate Similarity NPC473529
0.7821 Intermediate Similarity NPC131002
0.7821 Intermediate Similarity NPC473780
0.7821 Intermediate Similarity NPC475159
0.7812 Intermediate Similarity NPC52264
0.7808 Intermediate Similarity NPC325627
0.7792 Intermediate Similarity NPC200446
0.7792 Intermediate Similarity NPC103634
0.7778 Intermediate Similarity NPC139029
0.7778 Intermediate Similarity NPC71761
0.7778 Intermediate Similarity NPC36061
0.7778 Intermediate Similarity NPC309606
0.7778 Intermediate Similarity NPC294548
0.7778 Intermediate Similarity NPC70387
0.7778 Intermediate Similarity NPC39633
0.7778 Intermediate Similarity NPC139545
0.7778 Intermediate Similarity NPC321062
0.7778 Intermediate Similarity NPC1813
0.7763 Intermediate Similarity NPC133377
0.7761 Intermediate Similarity NPC229252
0.7761 Intermediate Similarity NPC143857
0.775 Intermediate Similarity NPC475206
0.775 Intermediate Similarity NPC477013
0.775 Intermediate Similarity NPC471567
0.775 Intermediate Similarity NPC477014
0.775 Intermediate Similarity NPC120398
0.775 Intermediate Similarity NPC322529
0.7733 Intermediate Similarity NPC470899
0.7722 Intermediate Similarity NPC196102
0.7722 Intermediate Similarity NPC144415
0.7722 Intermediate Similarity NPC178758
0.7714 Intermediate Similarity NPC478101
0.7692 Intermediate Similarity NPC18951
0.7681 Intermediate Similarity NPC226592
0.7671 Intermediate Similarity NPC320119
0.7662 Intermediate Similarity NPC209995
0.7656 Intermediate Similarity NPC137538
0.7654 Intermediate Similarity NPC69082
0.7654 Intermediate Similarity NPC279267
0.7654 Intermediate Similarity NPC477015
0.7654 Intermediate Similarity NPC309211
0.7647 Intermediate Similarity NPC113293
0.7639 Intermediate Similarity NPC143396
0.7625 Intermediate Similarity NPC156804
0.7619 Intermediate Similarity NPC281245
0.7619 Intermediate Similarity NPC92114
0.7612 Intermediate Similarity NPC274927
0.7612 Intermediate Similarity NPC106851
0.7606 Intermediate Similarity NPC478097
0.7595 Intermediate Similarity NPC474252
0.759 Intermediate Similarity NPC39290
0.759 Intermediate Similarity NPC159369
0.7576 Intermediate Similarity NPC323597
0.7576 Intermediate Similarity NPC323498
0.7576 Intermediate Similarity NPC211752
0.7568 Intermediate Similarity NPC326024
0.7561 Intermediate Similarity NPC178215
0.7538 Intermediate Similarity NPC228473
0.7536 Intermediate Similarity NPC29697
0.7532 Intermediate Similarity NPC469495
0.7531 Intermediate Similarity NPC473671
0.7531 Intermediate Similarity NPC470400
0.7531 Intermediate Similarity NPC235809
0.7531 Intermediate Similarity NPC319036
0.7531 Intermediate Similarity NPC132496
0.7531 Intermediate Similarity NPC100921
0.7531 Intermediate Similarity NPC283085
0.7531 Intermediate Similarity NPC25764
0.7531 Intermediate Similarity NPC39167
0.7531 Intermediate Similarity NPC473651
0.7531 Intermediate Similarity NPC473156
0.7531 Intermediate Similarity NPC82795
0.7531 Intermediate Similarity NPC9678
0.7531 Intermediate Similarity NPC39279
0.7531 Intermediate Similarity NPC223871
0.7531 Intermediate Similarity NPC77871
0.7531 Intermediate Similarity NPC473669
0.7531 Intermediate Similarity NPC202055
0.7531 Intermediate Similarity NPC473478
0.7531 Intermediate Similarity NPC292809
0.7531 Intermediate Similarity NPC329838
0.7531 Intermediate Similarity NPC107986
0.7531 Intermediate Similarity NPC286338
0.7531 Intermediate Similarity NPC329615
0.7531 Intermediate Similarity NPC66346
0.7531 Intermediate Similarity NPC110710
0.7531 Intermediate Similarity NPC477018
0.7531 Intermediate Similarity NPC103284
0.7531 Intermediate Similarity NPC231009
0.7531 Intermediate Similarity NPC475268
0.7531 Intermediate Similarity NPC1083
0.7531 Intermediate Similarity NPC182383
0.75 Intermediate Similarity NPC313670
0.75 Intermediate Similarity NPC478003
0.75 Intermediate Similarity NPC158388
0.75 Intermediate Similarity NPC478004
0.75 Intermediate Similarity NPC328311
0.75 Intermediate Similarity NPC327112
0.747 Intermediate Similarity NPC48338
0.747 Intermediate Similarity NPC320458
0.747 Intermediate Similarity NPC20339
0.747 Intermediate Similarity NPC89001
0.747 Intermediate Similarity NPC40376

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC141481 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
0.8769 High Similarity NPD3197 Phase 1
0.7937 Intermediate Similarity NPD3730 Approved
0.7937 Intermediate Similarity NPD3195 Phase 2
0.7937 Intermediate Similarity NPD4266 Approved
0.7937 Intermediate Similarity NPD3196 Approved
0.7937 Intermediate Similarity NPD3194 Approved
0.7937 Intermediate Similarity NPD3728 Approved
0.7778 Intermediate Similarity NPD3172 Approved
0.7727 Intermediate Similarity NPD6109 Phase 1
0.75 Intermediate Similarity NPD4246 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD29 Approved
0.746 Intermediate Similarity NPD28 Approved
0.7412 Intermediate Similarity NPD7983 Approved
0.7375 Intermediate Similarity NPD6435 Approved
0.7284 Intermediate Similarity NPD7154 Phase 3
0.7143 Intermediate Similarity NPD3173 Approved
0.7125 Intermediate Similarity NPD5790 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD5368 Approved
0.7123 Intermediate Similarity NPD4247 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD46 Approved
0.7093 Intermediate Similarity NPD6698 Approved
0.7037 Intermediate Similarity NPD5369 Approved
0.6984 Remote Similarity NPD5343 Approved
0.6984 Remote Similarity NPD6125 Clinical (unspecified phase)
0.6984 Remote Similarity NPD622 Approved
0.6875 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4268 Approved
0.6875 Remote Similarity NPD4271 Approved
0.6867 Remote Similarity NPD5362 Discontinued
0.6782 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6101 Approved
0.6747 Remote Similarity NPD4269 Approved
0.6747 Remote Similarity NPD4270 Approved
0.6707 Remote Similarity NPD4820 Approved
0.6707 Remote Similarity NPD4821 Approved
0.6707 Remote Similarity NPD4252 Approved
0.6707 Remote Similarity NPD4822 Approved
0.6707 Remote Similarity NPD4819 Approved
0.6705 Remote Similarity NPD7838 Discovery
0.6667 Remote Similarity NPD3732 Approved
0.6667 Remote Similarity NPD39 Approved
0.6667 Remote Similarity NPD4222 Approved
0.6667 Remote Similarity NPD3174 Discontinued
0.6629 Remote Similarity NPD6411 Approved
0.6628 Remote Similarity NPD5786 Approved
0.6556 Remote Similarity NPD5778 Approved
0.6556 Remote Similarity NPD5779 Approved
0.6552 Remote Similarity NPD4250 Approved
0.6552 Remote Similarity NPD4251 Approved
0.6522 Remote Similarity NPD7839 Suspended
0.6512 Remote Similarity NPD5363 Approved
0.6508 Remote Similarity NPD2699 Approved
0.6508 Remote Similarity NPD6097 Approved
0.6508 Remote Similarity NPD6096 Approved
0.65 Remote Similarity NPD8039 Approved
0.6437 Remote Similarity NPD4249 Approved
0.6377 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5326 Phase 3
0.6341 Remote Similarity NPD4756 Discovery
0.6333 Remote Similarity NPD5785 Approved
0.6316 Remote Similarity NPD3704 Approved
0.6279 Remote Similarity NPD5331 Approved
0.6279 Remote Similarity NPD5332 Approved
0.6267 Remote Similarity NPD7909 Approved
0.625 Remote Similarity NPD6422 Discontinued
0.6235 Remote Similarity NPD4790 Discontinued
0.6222 Remote Similarity NPD5370 Suspended
0.622 Remote Similarity NPD819 Approved
0.622 Remote Similarity NPD818 Approved
0.6176 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6136 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6133 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6129 Remote Similarity NPD7748 Approved
0.6104 Remote Similarity NPD7331 Phase 2
0.6104 Remote Similarity NPD6108 Clinical (unspecified phase)
0.61 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6064 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6042 Remote Similarity NPD8029 Clinical (unspecified phase)
0.604 Remote Similarity NPD6686 Approved
0.6032 Remote Similarity NPD2270 Approved
0.6027 Remote Similarity NPD585 Clinical (unspecified phase)
0.6022 Remote Similarity NPD6399 Phase 3
0.5962 Remote Similarity NPD8297 Approved
0.5955 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5942 Remote Similarity NPD6927 Phase 3
0.5938 Remote Similarity NPD6083 Phase 2
0.5938 Remote Similarity NPD6084 Phase 2
0.5938 Remote Similarity NPD7902 Approved
0.593 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5922 Remote Similarity NPD6421 Discontinued
0.5922 Remote Similarity NPD6371 Approved
0.5914 Remote Similarity NPD7637 Suspended
0.5914 Remote Similarity NPD7515 Phase 2
0.5876 Remote Similarity NPD4225 Approved
0.5875 Remote Similarity NPD8277 Approved
0.5851 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5843 Remote Similarity NPD5766 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5816 Remote Similarity NPD7798 Approved
0.5806 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5784 Remote Similarity NPD6412 Phase 2
0.5769 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5758 Remote Similarity NPD5344 Discontinued
0.5758 Remote Similarity NPD3199 Clinical (unspecified phase)
0.575 Remote Similarity NPD8278 Approved
0.5741 Remote Similarity NPD6935 Phase 3
0.5741 Remote Similarity NPD6936 Clinical (unspecified phase)
0.5741 Remote Similarity NPD7115 Discovery
0.5733 Remote Similarity NPD3198 Approved
0.573 Remote Similarity NPD6110 Phase 1
0.5729 Remote Similarity NPD5695 Phase 3
0.5728 Remote Similarity NPD6899 Approved
0.5728 Remote Similarity NPD6881 Approved
0.5714 Remote Similarity NPD9655 Approved
0.5714 Remote Similarity NPD6684 Approved
0.5714 Remote Similarity NPD6409 Approved
0.5714 Remote Similarity NPD7146 Approved
0.5714 Remote Similarity NPD633 Phase 3
0.5714 Remote Similarity NPD8130 Phase 1
0.5714 Remote Similarity NPD7521 Approved
0.5714 Remote Similarity NPD9448 Phase 2
0.5714 Remote Similarity NPD5330 Approved
0.5714 Remote Similarity NPD7334 Approved
0.5688 Remote Similarity NPD6918 Phase 1
0.5688 Remote Similarity NPD7641 Discontinued
0.5686 Remote Similarity NPD6402 Approved
0.5686 Remote Similarity NPD6675 Approved
0.5686 Remote Similarity NPD5739 Approved
0.5686 Remote Similarity NPD7128 Approved
0.5676 Remote Similarity NPD8517 Approved
0.5676 Remote Similarity NPD8513 Phase 3
0.5676 Remote Similarity NPD8444 Approved
0.5676 Remote Similarity NPD8515 Approved
0.5676 Remote Similarity NPD8516 Approved
0.5673 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5667 Remote Similarity NPD4786 Approved
0.5631 Remote Similarity NPD5697 Approved
0.5625 Remote Similarity NPD7900 Approved
0.5625 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5625 Remote Similarity NPD7536 Approved
0.5625 Remote Similarity NPD5282 Discontinued
0.5619 Remote Similarity NPD7102 Approved
0.5619 Remote Similarity NPD7290 Approved
0.5619 Remote Similarity NPD6883 Approved
0.5618 Remote Similarity NPD3667 Approved
0.5618 Remote Similarity NPD5209 Approved
0.5618 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5616 Remote Similarity NPD4627 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   6505653
ChEMBL   CHEMBL57517
ZINC  

Physicochemical Properties

Molecular Weight:  620.54
ALogP:  -4.8755
MLogP:  5.2
XLogP:  16.144
# Rotatable Bonds:  39
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  44

Download Data

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