Natural Product: NPC106677

Natural Product ID:  NPC106677
Common Name:   Ligurobustoside I
IUPAC Name:   [(2R,3R,4R,5R,6R)-5-hydroxy-6-[(2E,5Z)-7-hydroxy-3,7-dimethylocta-2,5-dienoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:   Ligurobustoside I
Molecular Formula:   C31H44O13
Standard InCHIKey:  IKDNBBFTJMGDQU-NNPCUNOLSA-N
Standard InCHI:  InChI=1S/C31H44O13/c1-17(6-5-14-31(3,4)39)13-15-40-29-26(38)28(44-30-25(37)24(36)23(35)18(2)41-30)27(21(16-32)42-29)43-22(34)12-9-19-7-10-20(33)11-8-19/h5,7-14,18,21,23-30,32-33,35-39H,6,15-16H2,1-4H3/b12-9+,14-5-,17-13+/t18-,21+,23-,24+,25+,26+,27+,28+,29+,30-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC/C=C(/C/C=CC(O)(C)C)C)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)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
NPO2726 Ligustrum robustum Species Oleaceae Eukaryota Leaves PMID[12828473]
NPO2726 Ligustrum robustum Species Oleaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 340100 nM 12828473

  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 NPC106677 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
0.959 High Similarity NPC252114
0.959 High Similarity NPC471157
0.9583 High Similarity NPC52097
0.952 High Similarity NPC225384
0.952 High Similarity NPC235294
0.952 High Similarity NPC246869
0.952 High Similarity NPC46137
0.952 High Similarity NPC138777
0.9512 High Similarity NPC471882
0.9512 High Similarity NPC156692
0.9512 High Similarity NPC471881
0.9512 High Similarity NPC35288
0.9512 High Similarity NPC173150
0.9512 High Similarity NPC45224
0.9508 High Similarity NPC126991
0.9508 High Similarity NPC83218
0.95 High Similarity NPC11724
0.9435 High Similarity NPC225307
0.9417 High Similarity NPC476872
0.9365 High Similarity NPC478255
0.9355 High Similarity NPC288416
0.9291 High Similarity NPC473285
0.9274 High Similarity NPC61181
0.9225 High Similarity NPC263829
0.9206 High Similarity NPC253595
0.92 High Similarity NPC103533
0.9084 High Similarity NPC476376
0.907 High Similarity NPC254398
0.907 High Similarity NPC28637
0.9062 High Similarity NPC254819
0.9062 High Similarity NPC281798
0.9055 High Similarity NPC477294
0.9055 High Similarity NPC477293
0.9055 High Similarity NPC229784
0.9015 High Similarity NPC89105
0.9015 High Similarity NPC68092
0.9015 High Similarity NPC64141
0.9015 High Similarity NPC476383
0.9015 High Similarity NPC472350
0.9015 High Similarity NPC197316
0.9015 High Similarity NPC81515
0.9008 High Similarity NPC472132
0.9 High Similarity NPC471883
0.9 High Similarity NPC169398
0.8992 High Similarity NPC473924
0.8976 High Similarity NPC232880
0.8939 High Similarity NPC469364
0.8939 High Similarity NPC65262
0.8939 High Similarity NPC260425
0.8939 High Similarity NPC101686
0.8915 High Similarity NPC219677
0.8906 High Similarity NPC295970
0.8898 High Similarity NPC476873
0.8881 High Similarity NPC134405
0.8881 High Similarity NPC476385
0.8881 High Similarity NPC476377
0.8881 High Similarity NPC47471
0.8872 High Similarity NPC328273
0.8872 High Similarity NPC171134
0.8872 High Similarity NPC49597
0.8872 High Similarity NPC321184
0.8872 High Similarity NPC205195
0.8872 High Similarity NPC321638
0.8871 High Similarity NPC55608
0.8855 High Similarity NPC34293
0.8855 High Similarity NPC886
0.8855 High Similarity NPC287597
0.8833 High Similarity NPC313193
0.8824 High Similarity NPC196063
0.8824 High Similarity NPC300894
0.8824 High Similarity NPC296954
0.8824 High Similarity NPC141455
0.8815 High Similarity NPC222433
0.8815 High Similarity NPC265648
0.8806 High Similarity NPC473799
0.8806 High Similarity NPC475530
0.8797 High Similarity NPC78363
0.879 High Similarity NPC476448
0.879 High Similarity NPC476445
0.879 High Similarity NPC469548
0.8788 High Similarity NPC476870
0.876 High Similarity NPC469549
0.875 High Similarity NPC293154
0.875 High Similarity NPC112
0.875 High Similarity NPC476380
0.875 High Similarity NPC105005
0.875 High Similarity NPC175214
0.875 High Similarity NPC476397
0.875 High Similarity NPC476384
0.875 High Similarity NPC298257
0.875 High Similarity NPC476378
0.875 High Similarity NPC247032
0.875 High Similarity NPC264632
0.875 High Similarity NPC269141
0.875 High Similarity NPC476375
0.875 High Similarity NPC96795
0.875 High Similarity NPC205864
0.875 High Similarity NPC76406
0.875 High Similarity NPC476381
0.875 High Similarity NPC119537
0.8731 High Similarity NPC220936
0.8731 High Similarity NPC31745
0.8722 High Similarity NPC166180
0.8722 High Similarity NPC157554
0.8722 High Similarity NPC471345
0.871 High Similarity NPC469702
0.871 High Similarity NPC282409
0.8696 High Similarity NPC229505
0.8689 High Similarity NPC148055
0.8689 High Similarity NPC175771
0.8686 High Similarity NPC184464
0.8686 High Similarity NPC251062
0.8686 High Similarity NPC110063
0.8686 High Similarity NPC63304
0.8686 High Similarity NPC64195
0.8667 High Similarity NPC202700
0.864 High Similarity NPC469704
0.864 High Similarity NPC160854
0.864 High Similarity NPC201402
0.864 High Similarity NPC469703
0.8636 High Similarity NPC114116
0.8623 High Similarity NPC34587
0.8623 High Similarity NPC100998
0.8623 High Similarity NPC252292
0.8623 High Similarity NPC34927
0.8623 High Similarity NPC476382
0.8613 High Similarity NPC478250
0.8613 High Similarity NPC263397
0.8613 High Similarity NPC40305
0.8613 High Similarity NPC88754
0.8613 High Similarity NPC237872
0.8613 High Similarity NPC204644
0.8613 High Similarity NPC116104
0.8613 High Similarity NPC302286
0.8603 High Similarity NPC46644
0.8593 High Similarity NPC220942
0.8593 High Similarity NPC226005
0.8593 High Similarity NPC100389
0.8583 High Similarity NPC232454
0.8583 High Similarity NPC178449
0.8583 High Similarity NPC470907
0.8583 High Similarity NPC470825
0.8582 High Similarity NPC37468
0.8582 High Similarity NPC470572
0.8571 High Similarity NPC469686
0.8561 High Similarity NPC476865
0.8561 High Similarity NPC37838
0.8551 High Similarity NPC296659
0.8551 High Similarity NPC202391
0.8551 High Similarity NPC476867
0.854 High Similarity NPC296643
0.854 High Similarity NPC157816
0.854 High Similarity NPC140502
0.8538 High Similarity NPC146540
0.8525 High Similarity NPC157338
0.8507 High Similarity NPC185778
0.8504 High Similarity NPC471067
0.8504 High Similarity NPC476142
0.85 High Similarity NPC232992
0.8492 Intermediate Similarity NPC229600
0.8489 Intermediate Similarity NPC262182
0.8489 Intermediate Similarity NPC476868
0.8489 Intermediate Similarity NPC476864
0.8489 Intermediate Similarity NPC83743
0.8489 Intermediate Similarity NPC476869
0.8489 Intermediate Similarity NPC216819
0.8489 Intermediate Similarity NPC287615
0.8489 Intermediate Similarity NPC476866
0.8478 Intermediate Similarity NPC475213
0.8478 Intermediate Similarity NPC152796
0.8478 Intermediate Similarity NPC478239
0.8478 Intermediate Similarity NPC186296
0.8467 Intermediate Similarity NPC137501
0.8467 Intermediate Similarity NPC186406
0.8467 Intermediate Similarity NPC7518
0.8467 Intermediate Similarity NPC154262
0.8467 Intermediate Similarity NPC159387
0.8451 Intermediate Similarity NPC188393
0.8451 Intermediate Similarity NPC470934
0.8444 Intermediate Similarity NPC186418
0.8443 Intermediate Similarity NPC474641
0.8429 Intermediate Similarity NPC474268
0.8429 Intermediate Similarity NPC143246
0.8429 Intermediate Similarity NPC212808
0.8429 Intermediate Similarity NPC119773
0.8429 Intermediate Similarity NPC475539
0.8417 Intermediate Similarity NPC471028
0.8417 Intermediate Similarity NPC297342
0.8406 Intermediate Similarity NPC469623
0.8406 Intermediate Similarity NPC145319
0.8406 Intermediate Similarity NPC148080
0.8382 Intermediate Similarity NPC124149
0.838 Intermediate Similarity NPC476386
0.838 Intermediate Similarity NPC476398
0.838 Intermediate Similarity NPC94871
0.838 Intermediate Similarity NPC306890
0.838 Intermediate Similarity NPC470933
0.838 Intermediate Similarity NPC478242
0.838 Intermediate Similarity NPC259347
0.838 Intermediate Similarity NPC473427

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC106677 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
0.9015 High Similarity NPD7266 Discontinued
0.7877 Intermediate Similarity NPD1653 Approved
0.7863 Intermediate Similarity NPD1091 Approved
0.7708 Intermediate Similarity NPD6190 Approved
0.752 Intermediate Similarity NPD1358 Approved
0.7424 Intermediate Similarity NPD9545 Approved
0.7422 Intermediate Similarity NPD969 Suspended
0.7386 Intermediate Similarity NPD8455 Phase 2
0.7355 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD7685 Pre-registration
0.7343 Intermediate Similarity NPD7097 Phase 1
0.7343 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1652 Phase 2
0.7302 Intermediate Similarity NPD3134 Approved
0.7203 Intermediate Similarity NPD5124 Phase 1
0.7203 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD4628 Phase 3
0.716 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7054 Approved
0.7117 Intermediate Similarity NPD7074 Phase 3
0.7117 Intermediate Similarity NPD7472 Approved
0.7099 Intermediate Similarity NPD7843 Approved
0.7099 Intermediate Similarity NPD7228 Approved
0.7083 Intermediate Similarity NPD230 Phase 1
0.7083 Intermediate Similarity NPD4340 Discontinued
0.708 Intermediate Similarity NPD422 Phase 1
0.7067 Intermediate Similarity NPD5058 Phase 3
0.7063 Intermediate Similarity NPD6233 Phase 2
0.7059 Intermediate Similarity NPD5125 Phase 3
0.7059 Intermediate Similarity NPD5126 Approved
0.7042 Intermediate Similarity NPD3027 Phase 3
0.703 Intermediate Similarity NPD7251 Discontinued
0.703 Intermediate Similarity NPD6559 Discontinued
0.7025 Intermediate Similarity NPD7075 Discontinued
0.702 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.6993 Remote Similarity NPD3764 Approved
0.6988 Remote Similarity NPD7808 Phase 3
0.6985 Remote Similarity NPD1357 Approved
0.6978 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6974 Remote Similarity NPD8389 Clinical (unspecified phase)
0.697 Remote Similarity NPD6797 Phase 2
0.6968 Remote Similarity NPD4380 Phase 2
0.6946 Remote Similarity NPD8312 Approved
0.6946 Remote Similarity NPD8313 Approved
0.694 Remote Similarity NPD7157 Approved
0.6923 Remote Similarity NPD2684 Approved
0.6897 Remote Similarity NPD1613 Approved
0.6897 Remote Similarity NPD1612 Clinical (unspecified phase)
0.689 Remote Similarity NPD3818 Discontinued
0.6886 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6879 Remote Similarity NPD37 Approved
0.6875 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6798 Discontinued
0.6875 Remote Similarity NPD6234 Discontinued
0.6867 Remote Similarity NPD6674 Discontinued
0.6864 Remote Similarity NPD8055 Clinical (unspecified phase)
0.686 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4967 Phase 2
0.6855 Remote Similarity NPD4966 Approved
0.6855 Remote Similarity NPD4965 Approved
0.6855 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6846 Remote Similarity NPD290 Approved
0.6835 Remote Similarity NPD3705 Approved
0.6835 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7033 Discontinued
0.6821 Remote Similarity NPD8166 Discontinued
0.6821 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6806 Remote Similarity NPD7095 Approved
0.6803 Remote Similarity NPD6653 Approved
0.68 Remote Similarity NPD2424 Discontinued
0.6781 Remote Similarity NPD4060 Phase 1
0.6774 Remote Similarity NPD2933 Approved
0.6774 Remote Similarity NPD2934 Approved
0.6774 Remote Similarity NPD5403 Approved
0.6772 Remote Similarity NPD6801 Discontinued
0.6765 Remote Similarity NPD694 Clinical (unspecified phase)
0.6765 Remote Similarity NPD9493 Approved
0.6763 Remote Similarity NPD3496 Discontinued
0.6757 Remote Similarity NPD4538 Approved
0.6757 Remote Similarity NPD4536 Approved
0.6757 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6755 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6736 Remote Similarity NPD4908 Phase 1
0.6735 Remote Similarity NPD6355 Discontinued
0.6726 Remote Similarity NPD7240 Approved
0.672 Remote Similarity NPD2859 Approved
0.672 Remote Similarity NPD2860 Approved
0.6718 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6716 Remote Similarity NPD5535 Approved
0.6712 Remote Similarity NPD4062 Phase 3
0.6711 Remote Similarity NPD6398 Clinical (unspecified phase)
0.671 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6691 Remote Similarity NPD4198 Discontinued
0.669 Remote Similarity NPD8651 Approved
0.669 Remote Similarity NPD3225 Approved
0.6688 Remote Similarity NPD6799 Approved
0.6688 Remote Similarity NPD7458 Discontinued
0.6667 Remote Similarity NPD1548 Phase 1
0.6667 Remote Similarity NPD5736 Approved
0.6667 Remote Similarity NPD2861 Phase 2
0.6667 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6645 Remote Similarity NPD5401 Approved
0.6645 Remote Similarity NPD3536 Discontinued
0.6644 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6643 Remote Similarity NPD3094 Phase 2
0.6639 Remote Similarity NPD689 Discontinued
0.6623 Remote Similarity NPD5762 Approved
0.6623 Remote Similarity NPD5763 Approved
0.6622 Remote Similarity NPD1933 Approved
0.6621 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6604 Remote Similarity NPD7411 Suspended
0.66 Remote Similarity NPD5588 Approved
0.66 Remote Similarity NPD5960 Phase 3
0.6597 Remote Similarity NPD5647 Approved
0.6596 Remote Similarity NPD1610 Phase 2
0.6594 Remote Similarity NPD5536 Phase 2
0.6589 Remote Similarity NPD940 Approved
0.6589 Remote Similarity NPD846 Approved
0.6585 Remote Similarity NPD7199 Phase 2
0.6584 Remote Similarity NPD5402 Approved
0.6583 Remote Similarity NPD111 Approved
0.6579 Remote Similarity NPD1549 Phase 2
0.6571 Remote Similarity NPD4626 Approved
0.6571 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6569 Remote Similarity NPD6671 Approved
0.6568 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6166 Phase 2
0.6566 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6562 Remote Similarity NPD1934 Approved
0.6562 Remote Similarity NPD3020 Approved
0.6556 Remote Similarity NPD2935 Discontinued
0.6552 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6538 Remote Similarity NPD8319 Approved
0.6538 Remote Similarity NPD8320 Phase 1
0.6538 Remote Similarity NPD6647 Phase 2
0.6536 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6528 Remote Similarity NPD2797 Approved
0.6528 Remote Similarity NPD6362 Approved
0.6525 Remote Similarity NPD3847 Discontinued
0.6522 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7819 Suspended
0.6519 Remote Similarity NPD228 Approved
0.6516 Remote Similarity NPD5756 Phase 2
0.6515 Remote Similarity NPD968 Approved
0.6513 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6513 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1242 Phase 1
0.6507 Remote Similarity NPD6832 Phase 2
0.6503 Remote Similarity NPD3685 Discontinued
0.65 Remote Similarity NPD5691 Approved
0.65 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6494 Remote Similarity NPD3750 Approved
0.6493 Remote Similarity NPD3022 Approved
0.6493 Remote Similarity NPD3021 Approved
0.6488 Remote Similarity NPD3751 Discontinued
0.6486 Remote Similarity NPD6663 Approved
0.6485 Remote Similarity NPD8127 Discontinued
0.6484 Remote Similarity NPD7435 Discontinued
0.6483 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6481 Remote Similarity NPD3817 Phase 2
0.648 Remote Similarity NPD7699 Phase 2
0.648 Remote Similarity NPD7700 Phase 2
0.6479 Remote Similarity NPD1535 Discovery
0.6479 Remote Similarity NPD3092 Approved
0.6478 Remote Similarity NPD3455 Phase 2
0.6475 Remote Similarity NPD1282 Approved
0.6463 Remote Similarity NPD3179 Approved
0.6463 Remote Similarity NPD3180 Approved
0.6463 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6457 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6454 Remote Similarity NPD6516 Phase 2
0.6454 Remote Similarity NPD5846 Approved
0.6454 Remote Similarity NPD1778 Approved
0.645 Remote Similarity NPD8470 Clinical (unspecified phase)
0.645 Remote Similarity NPD5844 Phase 1
0.6447 Remote Similarity NPD1551 Phase 2
0.6443 Remote Similarity NPD4140 Approved
0.6442 Remote Similarity NPD7768 Phase 2
0.6439 Remote Similarity NPD5048 Discontinued
0.6439 Remote Similarity NPD9697 Approved
0.6438 Remote Similarity NPD6599 Discontinued
0.6438 Remote Similarity NPD9494 Approved
0.6437 Remote Similarity NPD8150 Discontinued
0.6434 Remote Similarity NPD9717 Approved
0.6434 Remote Similarity NPD9269 Phase 2
0.6434 Remote Similarity NPD1481 Phase 2
0.6432 Remote Similarity NPD7585 Approved
0.6429 Remote Similarity NPD1894 Discontinued
0.6429 Remote Similarity NPD7741 Discontinued
0.6423 Remote Similarity NPD1241 Discontinued
0.6419 Remote Similarity NPD3268 Approved
0.6419 Remote Similarity NPD1048 Approved
0.6415 Remote Similarity NPD3686 Approved
0.6415 Remote Similarity NPD3687 Approved
0.6414 Remote Similarity NPD1203 Approved
0.6414 Remote Similarity NPD4103 Phase 2
0.6414 Remote Similarity NPD4104 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10394166
ChEMBL   CHEMBL449171
ZINC  

Physicochemical Properties

Molecular Weight:  624.28
ALogP:  -1.3355
MLogP:  3.44
XLogP:  0.954
# Rotatable Bonds:  24
Polar Surface Area:  204.83
# H-Bond Aceptor:  12
# H-Bond Donor:  7
# Rings:  3
# Heavy Atoms:  44

Download Data

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