Natural Product: NPC83839

Natural Product ID:  NPC83839
Common Name:   Avrainvilloside
IUPAC Name:   [(2S)-3-[(2S,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-2-octadecanoyloxypropyl] octadecanoate
Synonyms:   Avrainvilloside
Molecular Formula:   C45H87NO9
Standard InCHIKey:  KJILUUUMZVFMFK-QOSRUJHKSA-N
Standard InCHI:  InChI=1S/C45H87NO9/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39,42-45,49-51H,3-37,46H2,1-2H3/t38-,39-,42-,43+,44-,45+/m1/s1
Canonical SMILES:  CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)CO[C@H]1O[C@H](CN)[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
NPO17785 Avrainvillea nigricans Species Udoteaceae Eukaryota PMID[16180830]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3470 Cell Line WEHI-164 Mus musculus IC50 > 10 ug/ml 9463110

  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 NPC83839 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
0.8916 High Similarity NPC125253
0.8916 High Similarity NPC253975
0.8916 High Similarity NPC192025
0.7848 Intermediate Similarity NPC206601
0.7778 Intermediate Similarity NPC470282
0.7654 Intermediate Similarity NPC241265
0.7654 Intermediate Similarity NPC285003
0.7654 Intermediate Similarity NPC211428
0.7634 Intermediate Similarity NPC270005
0.7634 Intermediate Similarity NPC208537
0.759 Intermediate Similarity NPC206823
0.759 Intermediate Similarity NPC291228
0.759 Intermediate Similarity NPC308096
0.7551 Intermediate Similarity NPC42320
0.7551 Intermediate Similarity NPC188453
0.7531 Intermediate Similarity NPC97736
0.7531 Intermediate Similarity NPC50228
0.7471 Intermediate Similarity NPC318258
0.747 Intermediate Similarity NPC185419
0.747 Intermediate Similarity NPC184550
0.7381 Intermediate Similarity NPC39266
0.7381 Intermediate Similarity NPC169085
0.7381 Intermediate Similarity NPC225748
0.7381 Intermediate Similarity NPC9763
0.7381 Intermediate Similarity NPC163812
0.7342 Intermediate Similarity NPC325773
0.7326 Intermediate Similarity NPC477350
0.7312 Intermediate Similarity NPC292345
0.7292 Intermediate Similarity NPC470283
0.7241 Intermediate Similarity NPC476782
0.7241 Intermediate Similarity NPC476783
0.7241 Intermediate Similarity NPC476781
0.7241 Intermediate Similarity NPC216883
0.716 Intermediate Similarity NPC76881
0.716 Intermediate Similarity NPC471760
0.716 Intermediate Similarity NPC12040
0.716 Intermediate Similarity NPC190418
0.716 Intermediate Similarity NPC471761
0.7159 Intermediate Similarity NPC477328
0.7159 Intermediate Similarity NPC475425
0.7159 Intermediate Similarity NPC113745
0.7159 Intermediate Similarity NPC477323
0.7159 Intermediate Similarity NPC477329
0.7159 Intermediate Similarity NPC477326
0.7159 Intermediate Similarity NPC477330
0.7159 Intermediate Similarity NPC281563
0.7159 Intermediate Similarity NPC477320
0.7159 Intermediate Similarity NPC146380
0.7159 Intermediate Similarity NPC477325
0.7159 Intermediate Similarity NPC109887
0.7143 Intermediate Similarity NPC320936
0.7111 Intermediate Similarity NPC36927
0.7111 Intermediate Similarity NPC271772
0.7097 Intermediate Similarity NPC306838
0.7079 Intermediate Similarity NPC85759
0.7079 Intermediate Similarity NPC294748
0.7079 Intermediate Similarity NPC477346
0.7079 Intermediate Similarity NPC22742
0.7079 Intermediate Similarity NPC146992
0.7079 Intermediate Similarity NPC158302
0.7079 Intermediate Similarity NPC477344
0.7073 Intermediate Similarity NPC129100
0.7073 Intermediate Similarity NPC322801
0.7073 Intermediate Similarity NPC291650
0.7033 Intermediate Similarity NPC165119
0.7 Intermediate Similarity NPC471420
0.7 Intermediate Similarity NPC267592
0.6961 Remote Similarity NPC227622
0.6947 Remote Similarity NPC470284
0.6923 Remote Similarity NPC476087
0.6923 Remote Similarity NPC475327
0.6923 Remote Similarity NPC126685
0.6923 Remote Similarity NPC119583
0.6923 Remote Similarity NPC173328
0.6923 Remote Similarity NPC183888
0.6923 Remote Similarity NPC143421
0.6923 Remote Similarity NPC186992
0.6923 Remote Similarity NPC115013
0.6923 Remote Similarity NPC477318
0.6923 Remote Similarity NPC477331
0.6923 Remote Similarity NPC475667
0.6923 Remote Similarity NPC475270
0.6923 Remote Similarity NPC472201
0.6923 Remote Similarity NPC297768
0.6923 Remote Similarity NPC477317
0.6923 Remote Similarity NPC44782
0.6923 Remote Similarity NPC472202
0.6923 Remote Similarity NPC477347
0.6923 Remote Similarity NPC236649
0.6923 Remote Similarity NPC472200
0.6923 Remote Similarity NPC290012
0.6923 Remote Similarity NPC123204
0.6923 Remote Similarity NPC27289
0.6923 Remote Similarity NPC184915
0.6923 Remote Similarity NPC477319
0.6923 Remote Similarity NPC472205
0.6923 Remote Similarity NPC238056
0.6923 Remote Similarity NPC21693
0.6923 Remote Similarity NPC224953
0.6923 Remote Similarity NPC169345
0.6923 Remote Similarity NPC307400
0.6923 Remote Similarity NPC259294
0.6923 Remote Similarity NPC472204
0.6923 Remote Similarity NPC472203
0.6923 Remote Similarity NPC269318
0.6923 Remote Similarity NPC89843
0.6915 Remote Similarity NPC313552
0.6905 Remote Similarity NPC67099
0.6905 Remote Similarity NPC250619
0.6889 Remote Similarity NPC70574
0.6889 Remote Similarity NPC83248
0.6889 Remote Similarity NPC100204
0.6882 Remote Similarity NPC476523
0.6842 Remote Similarity NPC123746
0.6842 Remote Similarity NPC214376
0.6842 Remote Similarity NPC477060
0.6842 Remote Similarity NPC314408
0.6842 Remote Similarity NPC43850
0.6842 Remote Similarity NPC314007
0.68 Remote Similarity NPC160066
0.6778 Remote Similarity NPC316807
0.6778 Remote Similarity NPC98750
0.6778 Remote Similarity NPC150557
0.6774 Remote Similarity NPC470313
0.6774 Remote Similarity NPC473500
0.6774 Remote Similarity NPC472352
0.6774 Remote Similarity NPC38295
0.6774 Remote Similarity NPC156089
0.6774 Remote Similarity NPC60849
0.6774 Remote Similarity NPC477332
0.6765 Remote Similarity NPC315036
0.6762 Remote Similarity NPC475918
0.6744 Remote Similarity NPC52268
0.6744 Remote Similarity NPC53760
0.6739 Remote Similarity NPC315969
0.6735 Remote Similarity NPC328646
0.6701 Remote Similarity NPC195969
0.6701 Remote Similarity NPC176381
0.6698 Remote Similarity NPC137453
0.6667 Remote Similarity NPC477755
0.6667 Remote Similarity NPC477757
0.6667 Remote Similarity NPC477750
0.6667 Remote Similarity NPC477753
0.6667 Remote Similarity NPC477763
0.6667 Remote Similarity NPC477762
0.6667 Remote Similarity NPC263058
0.6637 Remote Similarity NPC313802
0.6637 Remote Similarity NPC314268
0.6637 Remote Similarity NPC477515
0.6637 Remote Similarity NPC67917
0.6582 Remote Similarity NPC148424
0.6542 Remote Similarity NPC317534
0.6526 Remote Similarity NPC288471
0.65 Remote Similarity NPC315334
0.6484 Remote Similarity NPC110813
0.6442 Remote Similarity NPC56298
0.6442 Remote Similarity NPC471628
0.6437 Remote Similarity NPC223174
0.6437 Remote Similarity NPC327486
0.6437 Remote Similarity NPC327753
0.642 Remote Similarity NPC320032
0.642 Remote Similarity NPC322855
0.6413 Remote Similarity NPC133377
0.6413 Remote Similarity NPC473984
0.641 Remote Similarity NPC315783
0.6404 Remote Similarity NPC208657
0.64 Remote Similarity NPC475603
0.64 Remote Similarity NPC61894
0.6395 Remote Similarity NPC32148
0.6386 Remote Similarity NPC17455
0.6373 Remote Similarity NPC330590
0.6364 Remote Similarity NPC476695
0.6364 Remote Similarity NPC476694
0.6364 Remote Similarity NPC159369
0.6364 Remote Similarity NPC476696
0.6364 Remote Similarity NPC39290
0.6329 Remote Similarity NPC469937
0.6329 Remote Similarity NPC320588
0.6329 Remote Similarity NPC53463
0.6329 Remote Similarity NPC23155
0.631 Remote Similarity NPC268243
0.6296 Remote Similarity NPC472025
0.6279 Remote Similarity NPC477751
0.6279 Remote Similarity NPC477752
0.6279 Remote Similarity NPC477764
0.6279 Remote Similarity NPC477756
0.6263 Remote Similarity NPC470009
0.6262 Remote Similarity NPC221148
0.6238 Remote Similarity NPC477349
0.6224 Remote Similarity NPC470657
0.6207 Remote Similarity NPC477761
0.6207 Remote Similarity NPC477760
0.6207 Remote Similarity NPC477759
0.6207 Remote Similarity NPC477758
0.6207 Remote Similarity NPC477754
0.618 Remote Similarity NPC306973
0.618 Remote Similarity NPC126366
0.618 Remote Similarity NPC33267
0.618 Remote Similarity NPC324165
0.618 Remote Similarity NPC321873

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC83839 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
0.7723 Intermediate Similarity NPD6941 Approved
0.7684 Intermediate Similarity NPD6428 Approved
0.7647 Intermediate Similarity NPD8087 Discontinued
0.7419 Intermediate Similarity NPD3716 Discontinued
0.7312 Intermediate Similarity NPD618 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD881 Approved
0.7184 Intermediate Similarity NPD8307 Discontinued
0.7184 Intermediate Similarity NPD8140 Approved
0.7182 Intermediate Similarity NPD8346 Approved
0.7182 Intermediate Similarity NPD8347 Approved
0.7182 Intermediate Similarity NPD8345 Approved
0.7073 Intermediate Similarity NPD9032 Approved
0.7073 Intermediate Similarity NPD9030 Approved
0.7073 Intermediate Similarity NPD9033 Approved
0.7073 Intermediate Similarity NPD9031 Approved
0.7059 Intermediate Similarity NPD8045 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD8276 Approved
0.7059 Intermediate Similarity NPD8275 Approved
0.701 Intermediate Similarity NPD1447 Phase 3
0.701 Intermediate Similarity NPD1446 Phase 3
0.6961 Remote Similarity NPD8139 Approved
0.6961 Remote Similarity NPD8085 Approved
0.6961 Remote Similarity NPD8086 Approved
0.6961 Remote Similarity NPD8084 Approved
0.6961 Remote Similarity NPD8138 Approved
0.6961 Remote Similarity NPD8082 Approved
0.6961 Remote Similarity NPD8083 Approved
0.6923 Remote Similarity NPD8393 Approved
0.6916 Remote Similarity NPD2690 Discontinued
0.6915 Remote Similarity NPD3200 Clinical (unspecified phase)
0.6848 Remote Similarity NPD883 Phase 2
0.6848 Remote Similarity NPD882 Phase 2
0.6842 Remote Similarity NPD3207 Approved
0.6842 Remote Similarity NPD2698 Approved
0.6842 Remote Similarity NPD3202 Approved
0.6842 Remote Similarity NPD3201 Approved
0.6842 Remote Similarity NPD3208 Approved
0.6842 Remote Similarity NPD3203 Approved
0.6842 Remote Similarity NPD3209 Approved
0.6832 Remote Similarity NPD2255 Approved
0.6827 Remote Similarity NPD8081 Approved
0.6796 Remote Similarity NPD7141 Clinical (unspecified phase)
0.6796 Remote Similarity NPD7139 Approved
0.6796 Remote Similarity NPD7140 Approved
0.6782 Remote Similarity NPD9034 Approved
0.6782 Remote Similarity NPD67 Phase 2
0.6768 Remote Similarity NPD8394 Approved
0.6701 Remote Similarity NPD5795 Approved
0.6701 Remote Similarity NPD5794 Approved
0.6701 Remote Similarity NPD5796 Clinical (unspecified phase)
0.6701 Remote Similarity NPD5797 Approved
0.6701 Remote Similarity NPD5798 Approved
0.6574 Remote Similarity NPD8306 Approved
0.6574 Remote Similarity NPD8305 Approved
0.6522 Remote Similarity NPD8444 Approved
0.6509 Remote Similarity NPD2700 Approved
0.6495 Remote Similarity NPD4759 Clinical (unspecified phase)
0.6477 Remote Similarity NPD6704 Discontinued
0.6442 Remote Similarity NPD4838 Approved
0.6442 Remote Similarity NPD4837 Approved
0.6442 Remote Similarity NPD4836 Approved
0.6442 Remote Similarity NPD4835 Approved
0.6437 Remote Similarity NPD9445 Approved
0.641 Remote Similarity NPD7829 Approved
0.641 Remote Similarity NPD7830 Approved
0.6395 Remote Similarity NPD897 Approved
0.6395 Remote Similarity NPD896 Approved
0.6395 Remote Similarity NPD898 Approved
0.6373 Remote Similarity NPD5377 Approved
0.6373 Remote Similarity NPD5378 Approved
0.6373 Remote Similarity NPD5381 Approved
0.6329 Remote Similarity NPD3728 Approved
0.6329 Remote Similarity NPD3730 Approved
0.6321 Remote Similarity NPD8300 Approved
0.6321 Remote Similarity NPD8301 Approved
0.6262 Remote Similarity NPD1449 Approved
0.6262 Remote Similarity NPD1450 Approved
0.625 Remote Similarity NPD4282 Approved
0.6228 Remote Similarity NPD6940 Discontinued
0.6174 Remote Similarity NPD8137 Clinical (unspecified phase)
0.617 Remote Similarity NPD7329 Approved
0.6122 Remote Similarity NPD619 Phase 3
0.6102 Remote Similarity NPD8268 Approved
0.6102 Remote Similarity NPD8266 Approved
0.6102 Remote Similarity NPD8269 Approved
0.6102 Remote Similarity NPD8267 Approved
0.6087 Remote Similarity NPD2257 Approved
0.6087 Remote Similarity NPD376 Approved
0.6087 Remote Similarity NPD11 Approved
0.6076 Remote Similarity NPD2269 Approved
0.6067 Remote Similarity NPD8277 Approved
0.6044 Remote Similarity NPD3181 Approved
0.6022 Remote Similarity NPD372 Clinical (unspecified phase)
0.6 Remote Similarity NPD5376 Approved
0.6 Remote Similarity NPD3204 Clinical (unspecified phase)
0.5983 Remote Similarity NPD7641 Discontinued
0.598 Remote Similarity NPD8522 Clinical (unspecified phase)
0.5966 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5957 Remote Similarity NPD9435 Approved
0.5957 Remote Similarity NPD9434 Approved
0.5955 Remote Similarity NPD8278 Approved
0.595 Remote Similarity NPD8340 Approved
0.595 Remote Similarity NPD8341 Approved
0.595 Remote Similarity NPD8342 Approved
0.595 Remote Similarity NPD8299 Approved
0.5949 Remote Similarity NPD905 Approved
0.5949 Remote Similarity NPD904 Phase 3
0.5934 Remote Similarity NPD6944 Clinical (unspecified phase)
0.5917 Remote Similarity NPD8080 Discontinued
0.5902 Remote Similarity NPD8451 Approved
0.5862 Remote Similarity NPD1457 Discontinued
0.5854 Remote Similarity NPD8448 Approved
0.584 Remote Similarity NPD8390 Approved
0.584 Remote Similarity NPD8392 Approved
0.584 Remote Similarity NPD8391 Approved
0.5826 Remote Similarity NPD6430 Approved
0.5826 Remote Similarity NPD6429 Approved
0.5816 Remote Similarity NPD7345 Approved
0.5802 Remote Similarity NPD887 Approved
0.5802 Remote Similarity NPD890 Clinical (unspecified phase)
0.5802 Remote Similarity NPD888 Phase 3
0.5802 Remote Similarity NPD895 Approved
0.5802 Remote Similarity NPD889 Approved
0.5802 Remote Similarity NPD893 Approved
0.5802 Remote Similarity NPD891 Phase 3
0.5802 Remote Similarity NPD894 Approved
0.5802 Remote Similarity NPD892 Phase 3
0.5789 Remote Similarity NPD35 Approved
0.5789 Remote Similarity NPD3160 Suspended
0.5789 Remote Similarity NPD4833 Approved
0.5785 Remote Similarity NPD4828 Approved
0.5785 Remote Similarity NPD4826 Approved
0.5785 Remote Similarity NPD4827 Approved
0.5783 Remote Similarity NPD2267 Suspended
0.5765 Remote Similarity NPD9240 Approved
0.5765 Remote Similarity NPD9239 Approved
0.5755 Remote Similarity NPD7844 Discontinued
0.5747 Remote Similarity NPD8961 Approved
0.5738 Remote Similarity NPD7642 Approved
0.5699 Remote Similarity NPD389 Phase 3
0.5698 Remote Similarity NPD6123 Approved
0.5679 Remote Similarity NPD3215 Phase 1
0.5676 Remote Similarity NPD1407 Approved
0.5652 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6421 Discontinued
0.563 Remote Similarity NPD6936 Clinical (unspecified phase)
0.563 Remote Similarity NPD6935 Phase 3
0.5614 Remote Similarity NPD8174 Phase 2

Structure

External Identifiers

PubChem CID   11686447
ChEMBL   CHEMBL507410
ZINC  

Physicochemical Properties

Molecular Weight:  785.64
ALogP:  -11.174
MLogP:  5.31
XLogP:  16.001
# Rotatable Bonds:  47
Polar Surface Area:  157.77
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  55

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs