Natural Product: NPC470124

Natural Product ID:  NPC470124
Common Name:   Aruncide A
IUPAC Name:   2-(2-methylprop-1-enyl)-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
Synonyms:   aruncide A
Molecular Formula:   C16H24O8
Standard InCHIKey:  MKXVLYPJBLBGIO-LQPVRJLZSA-N
Standard InCHI:  InChI=1S/C16H24O8/c1-8(2)5-10-4-3-9(15(21)23-10)7-22-16-14(20)13(19)12(18)11(6-17)24-16/h3,5,10-14,16-20H,4,6-7H2,1-2H3/t10?,11-,12-,13+,14-,16-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OCC2=CCC(OC2=O)C=C(C)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
NPO21463.1 Aruncus dioicus Under-species NA NA Aerial parts PMID[21546250]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT15 Cell Line Jurkat Homo sapiens IC50 > 100 ug/ml 20727745
NPT1 Others Radical scavenging activity IC50 > 100000 nM 20055477

  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 NPC470124 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
0.9048 High Similarity NPC475037
0.881 High Similarity NPC475034
0.869 High Similarity NPC475035
0.8675 High Similarity NPC251026
0.8659 High Similarity NPC163362
0.8659 High Similarity NPC127295
0.8605 High Similarity NPC118077
0.8605 High Similarity NPC475186
0.8571 High Similarity NPC142111
0.8571 High Similarity NPC473315
0.8554 High Similarity NPC469469
0.8523 High Similarity NPC303451
0.8523 High Similarity NPC6414
0.8523 High Similarity NPC473311
0.8471 Intermediate Similarity NPC473308
0.8471 Intermediate Similarity NPC266718
0.8409 Intermediate Similarity NPC285588
0.8333 Intermediate Similarity NPC472196
0.8333 Intermediate Similarity NPC61201
0.8333 Intermediate Similarity NPC238090
0.8333 Intermediate Similarity NPC472195
0.8315 Intermediate Similarity NPC118078
0.8315 Intermediate Similarity NPC327253
0.8295 Intermediate Similarity NPC470137
0.8276 Intermediate Similarity NPC208473
0.8242 Intermediate Similarity NPC159698
0.8222 Intermediate Similarity NPC110072
0.8222 Intermediate Similarity NPC9447
0.8222 Intermediate Similarity NPC477749
0.8171 Intermediate Similarity NPC326661
0.8152 Intermediate Similarity NPC170204
0.8152 Intermediate Similarity NPC469543
0.8132 Intermediate Similarity NPC320552
0.809 Intermediate Similarity NPC137368
0.8072 Intermediate Similarity NPC475711
0.8072 Intermediate Similarity NPC474026
0.8043 Intermediate Similarity NPC294293
0.8021 Intermediate Similarity NPC201191
0.8 Intermediate Similarity NPC22149
0.8 Intermediate Similarity NPC477748
0.8 Intermediate Similarity NPC306344
0.8 Intermediate Similarity NPC255677
0.7976 Intermediate Similarity NPC477314
0.7917 Intermediate Similarity NPC298255
0.7917 Intermediate Similarity NPC28304
0.7912 Intermediate Similarity NPC117596
0.7912 Intermediate Similarity NPC202886
0.7882 Intermediate Similarity NPC180725
0.7879 Intermediate Similarity NPC474285
0.7879 Intermediate Similarity NPC254538
0.7872 Intermediate Similarity NPC306041
0.7849 Intermediate Similarity NPC256368
0.7835 Intermediate Similarity NPC13171
0.7835 Intermediate Similarity NPC310804
0.7835 Intermediate Similarity NPC261117
0.7835 Intermediate Similarity NPC195510
0.7835 Intermediate Similarity NPC222062
0.7826 Intermediate Similarity NPC472124
0.7826 Intermediate Similarity NPC472125
0.7826 Intermediate Similarity NPC472199
0.7826 Intermediate Similarity NPC472126
0.7816 Intermediate Similarity NPC474959
0.7816 Intermediate Similarity NPC11383
0.7816 Intermediate Similarity NPC475046
0.7816 Intermediate Similarity NPC310450
0.7805 Intermediate Similarity NPC132938
0.7791 Intermediate Similarity NPC470147
0.7791 Intermediate Similarity NPC133226
0.7766 Intermediate Similarity NPC101051
0.7765 Intermediate Similarity NPC248775
0.7765 Intermediate Similarity NPC133377
0.7755 Intermediate Similarity NPC234304
0.7755 Intermediate Similarity NPC197541
0.7755 Intermediate Similarity NPC284929
0.7755 Intermediate Similarity NPC118761
0.7755 Intermediate Similarity NPC267869
0.7738 Intermediate Similarity NPC229655
0.7727 Intermediate Similarity NPC229799
0.7727 Intermediate Similarity NPC286770
0.7727 Intermediate Similarity NPC284472
0.7717 Intermediate Similarity NPC307699
0.7711 Intermediate Similarity NPC472174
0.7701 Intermediate Similarity NPC280367
0.7684 Intermediate Similarity NPC241911
0.7677 Intermediate Similarity NPC86095
0.7674 Intermediate Similarity NPC179933
0.7674 Intermediate Similarity NPC470149
0.7674 Intermediate Similarity NPC470148
0.766 Intermediate Similarity NPC472198
0.7653 Intermediate Similarity NPC250545
0.7647 Intermediate Similarity NPC110813
0.764 Intermediate Similarity NPC288471
0.7634 Intermediate Similarity NPC469410
0.759 Intermediate Similarity NPC477311
0.759 Intermediate Similarity NPC477303
0.7576 Intermediate Similarity NPC197736
0.7556 Intermediate Similarity NPC73166
0.7553 Intermediate Similarity NPC471483
0.7553 Intermediate Similarity NPC320089
0.7551 Intermediate Similarity NPC2313
0.7551 Intermediate Similarity NPC154132
0.7551 Intermediate Similarity NPC57586
0.7551 Intermediate Similarity NPC471637
0.7551 Intermediate Similarity NPC475655
0.7551 Intermediate Similarity NPC198992
0.7551 Intermediate Similarity NPC475157
0.7528 Intermediate Similarity NPC44261
0.7527 Intermediate Similarity NPC270908
0.7527 Intermediate Similarity NPC177668
0.7527 Intermediate Similarity NPC65665
0.7527 Intermediate Similarity NPC231710
0.7527 Intermediate Similarity NPC216826
0.7527 Intermediate Similarity NPC120021
0.7527 Intermediate Similarity NPC470573
0.75 Intermediate Similarity NPC472173
0.75 Intermediate Similarity NPC473605
0.75 Intermediate Similarity NPC477308
0.75 Intermediate Similarity NPC475241
0.75 Intermediate Similarity NPC477312
0.75 Intermediate Similarity NPC477313
0.75 Intermediate Similarity NPC477305
0.75 Intermediate Similarity NPC477315
0.75 Intermediate Similarity NPC475593
0.75 Intermediate Similarity NPC475375
0.75 Intermediate Similarity NPC475540
0.75 Intermediate Similarity NPC476066
0.75 Intermediate Similarity NPC477304
0.75 Intermediate Similarity NPC477309
0.75 Intermediate Similarity NPC297440
0.75 Intermediate Similarity NPC477316
0.75 Intermediate Similarity NPC475525
0.75 Intermediate Similarity NPC473765
0.75 Intermediate Similarity NPC475164
0.7474 Intermediate Similarity NPC25701
0.7474 Intermediate Similarity NPC2003
0.7473 Intermediate Similarity NPC47937
0.747 Intermediate Similarity NPC475762
0.7447 Intermediate Similarity NPC477349
0.7447 Intermediate Similarity NPC472197
0.7429 Intermediate Similarity NPC264153
0.7419 Intermediate Similarity NPC133450
0.7412 Intermediate Similarity NPC477306
0.7412 Intermediate Similarity NPC327041
0.7412 Intermediate Similarity NPC285840
0.74 Intermediate Similarity NPC309398
0.7381 Intermediate Similarity NPC327383
0.7381 Intermediate Similarity NPC185186
0.7375 Intermediate Similarity NPC147292
0.7374 Intermediate Similarity NPC98859
0.7374 Intermediate Similarity NPC4637
0.7374 Intermediate Similarity NPC219038
0.7368 Intermediate Similarity NPC475173
0.7368 Intermediate Similarity NPC473561
0.7368 Intermediate Similarity NPC473723
0.7368 Intermediate Similarity NPC473663
0.7363 Intermediate Similarity NPC477747
0.7363 Intermediate Similarity NPC182383
0.7363 Intermediate Similarity NPC477746
0.7363 Intermediate Similarity NPC471494
0.7349 Intermediate Similarity NPC474078
0.7349 Intermediate Similarity NPC202011
0.7347 Intermediate Similarity NPC472015
0.7347 Intermediate Similarity NPC307517
0.7347 Intermediate Similarity NPC169468
0.7347 Intermediate Similarity NPC61630
0.7347 Intermediate Similarity NPC40182
0.7347 Intermediate Similarity NPC81483
0.7347 Intermediate Similarity NPC198422
0.734 Intermediate Similarity NPC473904
0.734 Intermediate Similarity NPC3952
0.7333 Intermediate Similarity NPC473500
0.7333 Intermediate Similarity NPC38295
0.7333 Intermediate Similarity NPC470313
0.7333 Intermediate Similarity NPC156089
0.732 Intermediate Similarity NPC54731
0.732 Intermediate Similarity NPC143446
0.7312 Intermediate Similarity NPC48338
0.7312 Intermediate Similarity NPC20339
0.7312 Intermediate Similarity NPC471756
0.7312 Intermediate Similarity NPC233551
0.7312 Intermediate Similarity NPC21208
0.7312 Intermediate Similarity NPC40376
0.7312 Intermediate Similarity NPC280621
0.7312 Intermediate Similarity NPC471755
0.7303 Intermediate Similarity NPC21693
0.7303 Intermediate Similarity NPC236649
0.73 Intermediate Similarity NPC121423
0.73 Intermediate Similarity NPC471599
0.7292 Intermediate Similarity NPC477348
0.7292 Intermediate Similarity NPC163409
0.7292 Intermediate Similarity NPC238264
0.7292 Intermediate Similarity NPC477345
0.7292 Intermediate Similarity NPC44682
0.7284 Intermediate Similarity NPC201356
0.7283 Intermediate Similarity NPC311163
0.7282 Intermediate Similarity NPC219900
0.7282 Intermediate Similarity NPC392
0.7282 Intermediate Similarity NPC177524
0.7282 Intermediate Similarity NPC193765
0.7282 Intermediate Similarity NPC473807

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470124 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
0.7347 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD46 Approved
0.734 Intermediate Similarity NPD6698 Approved
0.7282 Intermediate Similarity NPD6686 Approved
0.7158 Intermediate Similarity NPD7838 Discovery
0.6882 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6696 Remote Similarity NPD7830 Approved
0.6696 Remote Similarity NPD7829 Approved
0.6667 Remote Similarity NPD8513 Phase 3
0.6606 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6571 Remote Similarity NPD1407 Approved
0.6566 Remote Similarity NPD7983 Approved
0.6522 Remote Similarity NPD8516 Approved
0.6522 Remote Similarity NPD8517 Approved
0.6522 Remote Similarity NPD8515 Approved
0.6522 Remote Similarity NPD7503 Approved
0.6505 Remote Similarity NPD4225 Approved
0.641 Remote Similarity NPD7642 Approved
0.6404 Remote Similarity NPD7327 Approved
0.6404 Remote Similarity NPD7328 Approved
0.6389 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6381 Remote Similarity NPD5344 Discontinued
0.6379 Remote Similarity NPD8033 Approved
0.6348 Remote Similarity NPD7516 Approved
0.6293 Remote Similarity NPD8377 Approved
0.6293 Remote Similarity NPD8294 Approved
0.6281 Remote Similarity NPD7319 Approved
0.6239 Remote Similarity NPD8378 Approved
0.6239 Remote Similarity NPD8296 Approved
0.6239 Remote Similarity NPD8380 Approved
0.6239 Remote Similarity NPD8335 Approved
0.6239 Remote Similarity NPD8379 Approved
0.6239 Remote Similarity NPD8444 Approved
0.6216 Remote Similarity NPD6371 Approved
0.6207 Remote Similarity NPD897 Approved
0.6207 Remote Similarity NPD898 Approved
0.6207 Remote Similarity NPD896 Approved
0.6167 Remote Similarity NPD7507 Approved
0.6167 Remote Similarity NPD8451 Approved
0.6154 Remote Similarity NPD7839 Suspended
0.6139 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6121 Remote Similarity NPD7641 Discontinued
0.6116 Remote Similarity NPD8448 Approved
0.6091 Remote Similarity NPD6412 Phase 2
0.6 Remote Similarity NPD890 Clinical (unspecified phase)
0.6 Remote Similarity NPD893 Approved
0.6 Remote Similarity NPD891 Phase 3
0.6 Remote Similarity NPD892 Phase 3
0.6 Remote Similarity NPD7329 Approved
0.6 Remote Similarity NPD8328 Phase 3
0.6 Remote Similarity NPD888 Phase 3
0.5984 Remote Similarity NPD8074 Phase 3
0.5981 Remote Similarity NPD6648 Approved
0.5968 Remote Similarity NPD8392 Approved
0.5968 Remote Similarity NPD8390 Approved
0.5968 Remote Similarity NPD8391 Approved
0.595 Remote Similarity NPD8342 Approved
0.595 Remote Similarity NPD8340 Approved
0.595 Remote Similarity NPD8341 Approved
0.595 Remote Similarity NPD8299 Approved
0.5949 Remote Similarity NPD905 Approved
0.5949 Remote Similarity NPD904 Phase 3
0.5922 Remote Similarity NPD7637 Suspended
0.5918 Remote Similarity NPD6110 Phase 1
0.5875 Remote Similarity NPD2269 Approved
0.587 Remote Similarity NPD3181 Approved
0.5865 Remote Similarity NPD5779 Approved
0.5865 Remote Similarity NPD5778 Approved
0.5843 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5833 Remote Similarity NPD69 Approved
0.5833 Remote Similarity NPD9119 Approved
0.5814 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5802 Remote Similarity NPD887 Approved
0.5802 Remote Similarity NPD895 Approved
0.5802 Remote Similarity NPD889 Approved
0.5802 Remote Similarity NPD894 Approved
0.5795 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8080 Discontinued
0.5776 Remote Similarity NPD8133 Approved
0.5763 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7115 Discovery
0.5763 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5755 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4249 Approved
0.5741 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD9118 Approved
0.5702 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5698 Remote Similarity NPD6123 Approved
0.569 Remote Similarity NPD6429 Approved
0.569 Remote Similarity NPD6430 Approved
0.569 Remote Similarity NPD6053 Discontinued
0.5688 Remote Similarity NPD7639 Approved
0.5688 Remote Similarity NPD7640 Approved
0.5686 Remote Similarity NPD4250 Approved
0.5686 Remote Similarity NPD4251 Approved
0.5673 Remote Similarity NPD5785 Approved
0.5657 Remote Similarity NPD5209 Approved
0.5647 Remote Similarity NPD585 Clinical (unspecified phase)
0.5647 Remote Similarity NPD6109 Phase 1
0.5644 Remote Similarity NPD1733 Clinical (unspecified phase)
0.563 Remote Similarity NPD7500 Approved
0.5625 Remote Similarity NPD4756 Discovery
0.5612 Remote Similarity NPD5790 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   54587609
ChEMBL   CHEMBL1778414
ZINC  

Physicochemical Properties

Molecular Weight:  344.15
ALogP:  -0.2531
MLogP:  2.34
XLogP:  -0.194
# Rotatable Bonds:  11
Polar Surface Area:  125.68
# H-Bond Aceptor:  8
# H-Bond Donor:  4
# Rings:  2
# Heavy Atoms:  24

Download Data

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