Natural Product: NPC23677

Natural Product ID:  NPC23677
Common Name:   Jaspolyoside
IUPAC Name:   methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-6-[[2-[(2S,3E,4S)-3-ethylidene-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-4-yl]acetyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4H-pyran-3-carboxylate
Synonyms:   Jaspolyoside
Molecular Formula:   C42H54O23
Standard InCHIKey:  ZSDZAAGIXHPEHF-GFHGTQOPSA-N
Standard InCHI:  InChI=1S/C42H54O23/c1-5-19-21(12-29(46)58-10-9-18-7-8-25(44)26(45)11-18)23(37(54)56-3)15-61-40(19)65-42-36(53)34(51)32(49)28(63-42)17-59-30(47)13-22-20(6-2)39(60-16-24(22)38(55)57-4)64-41-35(52)33(50)31(48)27(14-43)62-41/h5-8,11,15-16,21-22,27-28,31-36,39-45,48-53H,9-10,12-14,17H2,1-4H3/b19-5+,20-6+/t21-,22-,27+,28+,31+,32+,33-,34-,35+,36+,39-,40-,41-,42-/m0/s1
Canonical SMILES:  C/C=C1/[C@@H](OC=C([C@H]1CC(=O)OCCc1ccc(c(c1)O)O)C(=O)OC)O[C@@H]1O[C@H](COC(=O)C[C@H]2/C(=CC)/[C@@H](OC=C2C(=O)OC)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[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
NPO16259 Syringa reticulata Species Oleaceae Eukaryota PMID[21955940]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 4970 nM 19245261
NPT1 Others Radical scavenging activity EC50 > 100000 nM 17442577

  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 NPC23677 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
0.9571 High Similarity NPC296643
0.9286 High Similarity NPC65262
0.9286 High Similarity NPC101686
0.9286 High Similarity NPC469364
0.9184 High Similarity NPC69367
0.9097 High Similarity NPC269141
0.9097 High Similarity NPC247032
0.9097 High Similarity NPC298257
0.9097 High Similarity NPC476381
0.9097 High Similarity NPC96795
0.9097 High Similarity NPC476397
0.9097 High Similarity NPC476375
0.9097 High Similarity NPC476378
0.9097 High Similarity NPC205864
0.9097 High Similarity NPC76406
0.9097 High Similarity NPC476384
0.9097 High Similarity NPC175214
0.9097 High Similarity NPC119537
0.9097 High Similarity NPC264632
0.9097 High Similarity NPC112
0.9097 High Similarity NPC476380
0.9091 High Similarity NPC476377
0.9091 High Similarity NPC47471
0.9071 High Similarity NPC169398
0.9034 High Similarity NPC64195
0.9021 High Similarity NPC475530
0.9021 High Similarity NPC473799
0.9014 High Similarity NPC476376
0.8958 High Similarity NPC134405
0.8958 High Similarity NPC476385
0.8951 High Similarity NPC476383
0.8951 High Similarity NPC81515
0.8951 High Similarity NPC68092
0.8951 High Similarity NPC89105
0.8951 High Similarity NPC472350
0.8951 High Similarity NPC197316
0.8951 High Similarity NPC64141
0.8951 High Similarity NPC205195
0.8933 High Similarity NPC106818
0.8912 High Similarity NPC229505
0.8904 High Similarity NPC296954
0.8904 High Similarity NPC300894
0.8904 High Similarity NPC141455
0.8904 High Similarity NPC196063
0.8897 High Similarity NPC265648
0.8897 High Similarity NPC222433
0.8881 High Similarity NPC260425
0.8874 High Similarity NPC87403
0.8874 High Similarity NPC246893
0.8859 High Similarity NPC306890
0.8859 High Similarity NPC470933
0.8859 High Similarity NPC473427
0.8859 High Similarity NPC471062
0.8859 High Similarity NPC476386
0.8859 High Similarity NPC259347
0.8859 High Similarity NPC94871
0.8859 High Similarity NPC476398
0.8836 High Similarity NPC105005
0.88 High Similarity NPC257970
0.88 High Similarity NPC470927
0.8794 High Similarity NPC473285
0.875 High Similarity NPC78363
0.875 High Similarity NPC471874
0.8741 High Similarity NPC476870
0.8725 High Similarity NPC232992
0.8716 High Similarity NPC34587
0.8716 High Similarity NPC100998
0.8716 High Similarity NPC34927
0.8716 High Similarity NPC476382
0.8716 High Similarity NPC252292
0.8707 High Similarity NPC293154
0.8707 High Similarity NPC469367
0.8675 High Similarity NPC188393
0.8675 High Similarity NPC470934
0.8671 High Similarity NPC287597
0.8671 High Similarity NPC34293
0.8671 High Similarity NPC886
0.8671 High Similarity NPC471883
0.8658 High Similarity NPC212808
0.8645 High Similarity NPC187205
0.8636 High Similarity NPC475484
0.8611 High Similarity NPC263829
0.8609 High Similarity NPC478242
0.8582 High Similarity NPC477294
0.8582 High Similarity NPC477293
0.8582 High Similarity NPC229784
0.8581 High Similarity NPC40305
0.8562 High Similarity NPC203664
0.8562 High Similarity NPC220942
0.8562 High Similarity NPC328273
0.8562 High Similarity NPC321638
0.8562 High Similarity NPC171134
0.8562 High Similarity NPC321184
0.8553 High Similarity NPC476871
0.8552 High Similarity NPC472132
0.8544 High Similarity NPC145847
0.8544 High Similarity NPC471873
0.8543 High Similarity NPC473138
0.8543 High Similarity NPC28776
0.8533 High Similarity NPC476865
0.8523 High Similarity NPC296659
0.8523 High Similarity NPC202391
0.8523 High Similarity NPC476867
0.8514 High Similarity NPC140502
0.8511 High Similarity NPC232880
0.8493 Intermediate Similarity NPC302583
0.8493 Intermediate Similarity NPC84789
0.8493 Intermediate Similarity NPC310252
0.8493 Intermediate Similarity NPC100558
0.8491 Intermediate Similarity NPC109990
0.8483 Intermediate Similarity NPC123988
0.8481 Intermediate Similarity NPC471869
0.8472 Intermediate Similarity NPC254398
0.8471 Intermediate Similarity NPC469384
0.8471 Intermediate Similarity NPC179914
0.8467 Intermediate Similarity NPC287615
0.8467 Intermediate Similarity NPC476868
0.8467 Intermediate Similarity NPC476866
0.8467 Intermediate Similarity NPC262182
0.8467 Intermediate Similarity NPC216819
0.8467 Intermediate Similarity NPC476869
0.8467 Intermediate Similarity NPC476864
0.8467 Intermediate Similarity NPC83743
0.8462 Intermediate Similarity NPC219677
0.8462 Intermediate Similarity NPC235294
0.8462 Intermediate Similarity NPC46137
0.8456 Intermediate Similarity NPC113680
0.8456 Intermediate Similarity NPC278961
0.8452 Intermediate Similarity NPC472128
0.8452 Intermediate Similarity NPC472127
0.8442 Intermediate Similarity NPC478268
0.844 Intermediate Similarity NPC476873
0.8431 Intermediate Similarity NPC12006
0.8428 Intermediate Similarity NPC246024
0.8425 Intermediate Similarity NPC157554
0.8425 Intermediate Similarity NPC470572
0.8421 Intermediate Similarity NPC80732
0.8421 Intermediate Similarity NPC261122
0.8421 Intermediate Similarity NPC3460
0.8421 Intermediate Similarity NPC215095
0.8421 Intermediate Similarity NPC210611
0.8421 Intermediate Similarity NPC28651
0.8421 Intermediate Similarity NPC192763
0.8421 Intermediate Similarity NPC201148
0.8421 Intermediate Similarity NPC300262
0.8421 Intermediate Similarity NPC199311
0.8414 Intermediate Similarity NPC35731
0.8408 Intermediate Similarity NPC471878
0.8408 Intermediate Similarity NPC286919
0.8408 Intermediate Similarity NPC475663
0.8403 Intermediate Similarity NPC254275
0.8403 Intermediate Similarity NPC473924
0.8397 Intermediate Similarity NPC131532
0.8378 Intermediate Similarity NPC202700
0.8377 Intermediate Similarity NPC85192
0.8377 Intermediate Similarity NPC125823
0.8377 Intermediate Similarity NPC7145
0.8377 Intermediate Similarity NPC143480
0.8333 Intermediate Similarity NPC225384
0.8333 Intermediate Similarity NPC138777
0.8333 Intermediate Similarity NPC246869
0.8333 Intermediate Similarity NPC478239
0.8322 Intermediate Similarity NPC184092
0.8322 Intermediate Similarity NPC186406
0.8322 Intermediate Similarity NPC469549
0.8311 Intermediate Similarity NPC31745
0.8311 Intermediate Similarity NPC226005
0.8311 Intermediate Similarity NPC100389
0.8311 Intermediate Similarity NPC220936
0.831 Intermediate Similarity NPC106677
0.8301 Intermediate Similarity NPC116229
0.8293 Intermediate Similarity NPC469772
0.8293 Intermediate Similarity NPC100925
0.8293 Intermediate Similarity NPC469778
0.8293 Intermediate Similarity NPC469775
0.8293 Intermediate Similarity NPC32723
0.8293 Intermediate Similarity NPC469774
0.8293 Intermediate Similarity NPC469777
0.8293 Intermediate Similarity NPC135334
0.8293 Intermediate Similarity NPC295941
0.8293 Intermediate Similarity NPC469776
0.8293 Intermediate Similarity NPC469773
0.8291 Intermediate Similarity NPC226759
0.8289 Intermediate Similarity NPC474268
0.8289 Intermediate Similarity NPC473867
0.8289 Intermediate Similarity NPC143246
0.8289 Intermediate Similarity NPC475539
0.8289 Intermediate Similarity NPC119773
0.8282 Intermediate Similarity NPC21956
0.8282 Intermediate Similarity NPC197708
0.8282 Intermediate Similarity NPC658
0.8282 Intermediate Similarity NPC471870
0.8278 Intermediate Similarity NPC184464
0.8278 Intermediate Similarity NPC251062
0.8278 Intermediate Similarity NPC110063
0.8278 Intermediate Similarity NPC63304
0.8269 Intermediate Similarity NPC245615
0.8269 Intermediate Similarity NPC157898
0.8269 Intermediate Similarity NPC299706
0.8269 Intermediate Similarity NPC115466

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC23677 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
0.8951 High Similarity NPD7266 Discontinued
0.8024 Intermediate Similarity NPD7685 Pre-registration
0.8012 Intermediate Similarity NPD7472 Approved
0.7952 Intermediate Similarity NPD7054 Approved
0.7917 Intermediate Similarity NPD7251 Discontinued
0.7898 Intermediate Similarity NPD1653 Approved
0.7892 Intermediate Similarity NPD7228 Approved
0.787 Intermediate Similarity NPD7808 Phase 3
0.7857 Intermediate Similarity NPD6797 Phase 2
0.7857 Intermediate Similarity NPD6190 Approved
0.7798 Intermediate Similarity NPD7074 Phase 3
0.7654 Intermediate Similarity NPD8455 Phase 2
0.7564 Intermediate Similarity NPD8166 Discontinued
0.7558 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7240 Approved
0.7471 Intermediate Similarity NPD3818 Discontinued
0.747 Intermediate Similarity NPD6234 Discontinued
0.7455 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD8313 Approved
0.7414 Intermediate Similarity NPD8312 Approved
0.741 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD230 Phase 1
0.7378 Intermediate Similarity NPD37 Approved
0.7349 Intermediate Similarity NPD4965 Approved
0.7349 Intermediate Similarity NPD4967 Phase 2
0.7349 Intermediate Similarity NPD4966 Approved
0.7251 Intermediate Similarity NPD6166 Phase 2
0.7251 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD3027 Phase 3
0.7207 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD7097 Phase 1
0.7176 Intermediate Similarity NPD7199 Phase 2
0.717 Intermediate Similarity NPD6674 Discontinued
0.7127 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD7680 Approved
0.7097 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1613 Approved
0.7081 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD8127 Discontinued
0.7073 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD1934 Approved
0.7048 Intermediate Similarity NPD4380 Phase 2
0.7047 Intermediate Similarity NPD1091 Approved
0.7024 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD4628 Phase 3
0.7006 Intermediate Similarity NPD6653 Approved
0.7006 Intermediate Similarity NPD6559 Discontinued
0.6994 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6987 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6982 Remote Similarity NPD3817 Phase 2
0.6962 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6951 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3705 Approved
0.6932 Remote Similarity NPD5844 Phase 1
0.6923 Remote Similarity NPD2801 Approved
0.6923 Remote Similarity NPD1465 Phase 2
0.6901 Remote Similarity NPD7075 Discontinued
0.6892 Remote Similarity NPD9545 Approved
0.6886 Remote Similarity NPD7458 Discontinued
0.6882 Remote Similarity NPD5402 Approved
0.6846 Remote Similarity NPD1357 Approved
0.6839 Remote Similarity NPD8151 Discontinued
0.6839 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6835 Remote Similarity NPD5124 Phase 1
0.6835 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6815 Remote Similarity NPD6233 Phase 2
0.6813 Remote Similarity NPD8150 Discontinued
0.6806 Remote Similarity NPD8320 Phase 1
0.6806 Remote Similarity NPD8319 Approved
0.6797 Remote Similarity NPD3225 Approved
0.6788 Remote Similarity NPD1511 Approved
0.6786 Remote Similarity NPD3455 Phase 2
0.678 Remote Similarity NPD3751 Discontinued
0.6776 Remote Similarity NPD9269 Phase 2
0.6774 Remote Similarity NPD9494 Approved
0.6774 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6774 Remote Similarity NPD5736 Approved
0.6766 Remote Similarity NPD5403 Approved
0.6759 Remote Similarity NPD228 Approved
0.6752 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6748 Remote Similarity NPD1652 Phase 2
0.6747 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6744 Remote Similarity NPD3882 Suspended
0.6743 Remote Similarity NPD3787 Discontinued
0.6736 Remote Similarity NPD3021 Approved
0.6736 Remote Similarity NPD3022 Approved
0.673 Remote Similarity NPD6355 Discontinued
0.6725 Remote Similarity NPD7819 Suspended
0.6725 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6723 Remote Similarity NPD7473 Discontinued
0.6708 Remote Similarity NPD7033 Discontinued
0.6707 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4110 Phase 3
0.6707 Remote Similarity NPD1512 Approved
0.6703 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6688 Remote Similarity NPD7095 Approved
0.6687 Remote Similarity NPD970 Clinical (unspecified phase)
0.6686 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6686 Remote Similarity NPD5353 Approved
0.6667 Remote Similarity NPD7435 Discontinued
0.6667 Remote Similarity NPD4060 Phase 1
0.6667 Remote Similarity NPD826 Approved
0.6667 Remote Similarity NPD6801 Discontinued
0.6667 Remote Similarity NPD825 Approved
0.6667 Remote Similarity NPD7699 Phase 2
0.6667 Remote Similarity NPD7700 Phase 2
0.6667 Remote Similarity NPD9570 Approved
0.6648 Remote Similarity NPD6232 Discontinued
0.6647 Remote Similarity NPD5401 Approved
0.6646 Remote Similarity NPD6798 Discontinued
0.6646 Remote Similarity NPD7421 Clinical (unspecified phase)
0.663 Remote Similarity NPD8434 Phase 2
0.6629 Remote Similarity NPD5494 Approved
0.6627 Remote Similarity NPD3687 Approved
0.6627 Remote Similarity NPD3686 Approved
0.6608 Remote Similarity NPD6386 Approved
0.6608 Remote Similarity NPD6385 Approved
0.6608 Remote Similarity NPD7411 Suspended
0.6604 Remote Similarity NPD6663 Approved
0.66 Remote Similarity NPD5536 Phase 2
0.6599 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6599 Remote Similarity NPD7843 Approved
0.6599 Remote Similarity NPD7783 Phase 2
0.658 Remote Similarity NPD7698 Approved
0.658 Remote Similarity NPD7697 Approved
0.658 Remote Similarity NPD7696 Phase 3
0.6579 Remote Similarity NPD1778 Approved
0.6573 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6564 Remote Similarity NPD2935 Discontinued
0.6562 Remote Similarity NPD3620 Phase 2
0.6562 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6561 Remote Similarity NPD2861 Phase 2
0.6558 Remote Similarity NPD1608 Approved
0.6556 Remote Similarity NPD8470 Clinical (unspecified phase)
0.655 Remote Similarity NPD7028 Phase 2
0.6548 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6548 Remote Similarity NPD7874 Approved
0.6541 Remote Similarity NPD3764 Approved
0.6541 Remote Similarity NPD3268 Approved
0.6532 Remote Similarity NPD2978 Approved
0.6532 Remote Similarity NPD2977 Approved
0.6531 Remote Similarity NPD7701 Phase 2
0.6527 Remote Similarity NPD5058 Phase 3
0.6524 Remote Similarity NPD5763 Approved
0.6524 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6524 Remote Similarity NPD5762 Approved
0.6522 Remote Similarity NPD4340 Discontinued
0.6522 Remote Similarity NPD555 Phase 2
0.6522 Remote Similarity NPD447 Suspended
0.6522 Remote Similarity NPD1933 Approved
0.6519 Remote Similarity NPD4908 Phase 1
0.6513 Remote Similarity NPD9268 Approved
0.651 Remote Similarity NPD6781 Approved
0.651 Remote Similarity NPD6778 Approved
0.651 Remote Similarity NPD6776 Approved
0.651 Remote Similarity NPD6780 Approved
0.651 Remote Similarity NPD6779 Approved
0.651 Remote Similarity NPD6782 Approved
0.651 Remote Similarity NPD6777 Approved
0.6508 Remote Similarity NPD6535 Approved
0.6508 Remote Similarity NPD6534 Approved
0.6506 Remote Similarity NPD3750 Approved
0.6503 Remote Similarity NPD7549 Discontinued
0.65 Remote Similarity NPD4062 Phase 3
0.6494 Remote Similarity NPD422 Phase 1
0.6488 Remote Similarity NPD6799 Approved
0.6483 Remote Similarity NPD1358 Approved
0.6474 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5126 Approved
0.6471 Remote Similarity NPD5125 Phase 3
0.6467 Remote Similarity NPD7157 Approved
0.6463 Remote Similarity NPD2438 Suspended
0.6462 Remote Similarity NPD7870 Phase 2
0.6462 Remote Similarity NPD7871 Phase 2
0.646 Remote Similarity NPD943 Approved
0.6457 Remote Similarity NPD7768 Phase 2
0.645 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6448 Remote Similarity NPD7038 Approved
0.6448 Remote Similarity NPD7039 Approved
0.6447 Remote Similarity NPD7585 Approved
0.6443 Remote Similarity NPD5283 Phase 1
0.6443 Remote Similarity NPD6823 Phase 2
0.6438 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6433 Remote Similarity NPD2797 Approved
0.6433 Remote Similarity NPD6362 Approved
0.6433 Remote Similarity NPD3094 Phase 2
0.6432 Remote Similarity NPD7801 Approved
0.6429 Remote Similarity NPD3496 Discontinued
0.6424 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6424 Remote Similarity NPD6004 Phase 3
0.6424 Remote Similarity NPD6002 Phase 3

Structure

External Identifiers

PubChem CID   57395550
ChEMBL   CHEMBL1911052
ZINC  

Physicochemical Properties

Molecular Weight:  926.31
ALogP:  -4.0775
MLogP:  3.55
XLogP:  -0.706
# Rotatable Bonds:  33
Polar Surface Area:  342.65
# H-Bond Aceptor:  21
# H-Bond Donor:  9
# Rings:  5
# Heavy Atoms:  65

Download Data

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Biological Activities  
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