Natural Product: NPC327031

Natural Product ID:  NPC327031
Common Name:   Trigonosin D
IUPAC Name:  
Synonyms:   Trigonosin D
Molecular Formula:   C33H42O12
Standard InCHIKey:  LZUPONYGHMLQEQ-KPHPJPRYSA-N
Standard InCHI:  InChI=1S/C33H42O12/c1-15(2)32(44-28(38)21-12-10-9-11-13-21)25(41-18(5)34)17(4)31(40)22-14-16(3)24(37)33(22)29(39)30(8,45-33)26(42-19(6)35)23(31)27(32)43-20(7)36/h9-13,16-17,22-27,29,37,39-40H,1,14H2,2-8H3/t16-,17+,22-,23-,24-,25-,26-,27+,29+,30-,31-,32-,33+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@@H](C)[C@@]2(O)[C@H]([C@H]([C@]1(OC(=O)c1ccccc1)C(=C)C)OC(=O)C)[C@H](OC(=O)C)[C@@]1(O[C@@]3([C@H]2C[C@@H]([C@@H]3O)C)[C@@H]1O)C
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
NPO31570 Trigonostemon thyrsoideum Species Euphorbiaceae Eukaryota Root PMID[21192108]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 21192108
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 21192108
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 21192108

  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 NPC327031 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
0.9645 High Similarity NPC76103
0.9643 High Similarity NPC312393
0.951 High Similarity NPC96308
0.9247 High Similarity NPC471135
0.9231 High Similarity NPC478263
0.9231 High Similarity NPC20255
0.9172 High Similarity NPC476173
0.9161 High Similarity NPC311825
0.9161 High Similarity NPC478264
0.9161 High Similarity NPC125882
0.9161 High Similarity NPC92867
0.9122 High Similarity NPC290683
0.9122 High Similarity NPC475638
0.9122 High Similarity NPC475548
0.9091 High Similarity NPC34943
0.906 High Similarity NPC318447
0.906 High Similarity NPC322048
0.9034 High Similarity NPC473760
0.9 High Similarity NPC319404
0.8993 High Similarity NPC326235
0.8993 High Similarity NPC323001
0.8966 High Similarity NPC209592
0.8966 High Similarity NPC240115
0.8966 High Similarity NPC473602
0.8966 High Similarity NPC48599
0.8951 High Similarity NPC192658
0.894 High Similarity NPC323356
0.894 High Similarity NPC326328
0.894 High Similarity NPC471138
0.894 High Similarity NPC309991
0.8881 High Similarity NPC27377
0.8881 High Similarity NPC41481
0.8881 High Similarity NPC97947
0.8881 High Similarity NPC291599
0.8881 High Similarity NPC16912
0.8881 High Similarity NPC118080
0.8881 High Similarity NPC472576
0.8881 High Similarity NPC87448
0.8828 High Similarity NPC38696
0.8824 High Similarity NPC478124
0.8819 High Similarity NPC34012
0.8811 High Similarity NPC472547
0.8811 High Similarity NPC97667
0.8811 High Similarity NPC162613
0.8811 High Similarity NPC90614
0.8811 High Similarity NPC275592
0.8811 High Similarity NPC171207
0.8811 High Similarity NPC87934
0.8811 High Similarity NPC100913
0.8784 High Similarity NPC31829
0.8767 High Similarity NPC29704
0.8767 High Similarity NPC177940
0.8767 High Similarity NPC174982
0.8767 High Similarity NPC470159
0.8767 High Similarity NPC472572
0.8767 High Similarity NPC472575
0.8767 High Similarity NPC472571
0.8767 High Similarity NPC184817
0.8767 High Similarity NPC472568
0.8767 High Similarity NPC200471
0.8767 High Similarity NPC476973
0.8767 High Similarity NPC470157
0.8767 High Similarity NPC473088
0.8767 High Similarity NPC96903
0.8767 High Similarity NPC471104
0.8767 High Similarity NPC469349
0.8767 High Similarity NPC158663
0.8767 High Similarity NPC70403
0.8767 High Similarity NPC171525
0.8766 High Similarity NPC478125
0.8742 High Similarity NPC70344
0.8741 High Similarity NPC473301
0.8741 High Similarity NPC9905
0.8699 High Similarity NPC95265
0.8699 High Similarity NPC57628
0.8699 High Similarity NPC241951
0.8699 High Similarity NPC476974
0.8699 High Similarity NPC95810
0.8699 High Similarity NPC472570
0.8699 High Similarity NPC471139
0.8699 High Similarity NPC472569
0.8699 High Similarity NPC470152
0.8699 High Similarity NPC11685
0.8699 High Similarity NPC25768
0.8699 High Similarity NPC472573
0.8699 High Similarity NPC70716
0.8699 High Similarity NPC475122
0.8699 High Similarity NPC188865
0.8699 High Similarity NPC125106
0.8699 High Similarity NPC475759
0.8699 High Similarity NPC163719
0.8675 High Similarity NPC251139
0.8675 High Similarity NPC473632
0.8675 High Similarity NPC473611
0.8675 High Similarity NPC132599
0.8675 High Similarity NPC469730
0.8671 High Similarity NPC39549
0.8667 High Similarity NPC138641
0.8667 High Similarity NPC145649
0.8667 High Similarity NPC283875
0.8667 High Similarity NPC469647
0.8667 High Similarity NPC469648
0.8667 High Similarity NPC22571
0.8667 High Similarity NPC233581
0.8652 High Similarity NPC472248
0.8649 High Similarity NPC217918
0.8639 High Similarity NPC472556
0.863 High Similarity NPC163087
0.863 High Similarity NPC131966
0.863 High Similarity NPC191387
0.8621 High Similarity NPC266374
0.8618 High Similarity NPC11410
0.8601 High Similarity NPC472551
0.8601 High Similarity NPC472545
0.86 High Similarity NPC478123
0.86 High Similarity NPC62792
0.8592 High Similarity NPC28836
0.8592 High Similarity NPC311492
0.8591 High Similarity NPC476975
0.8591 High Similarity NPC471101
0.8591 High Similarity NPC266265
0.8591 High Similarity NPC270590
0.8591 High Similarity NPC92293
0.8591 High Similarity NPC301556
0.8582 High Similarity NPC239358
0.8582 High Similarity NPC233860
0.8581 High Similarity NPC474935
0.8562 High Similarity NPC472546
0.8542 High Similarity NPC27721
0.8533 High Similarity NPC470245
0.8533 High Similarity NPC91730
0.8533 High Similarity NPC473214
0.8531 High Similarity NPC66761
0.8531 High Similarity NPC472577
0.8531 High Similarity NPC200154
0.8531 High Similarity NPC17877
0.8531 High Similarity NPC195647
0.8531 High Similarity NPC291638
0.8523 High Similarity NPC132652
0.8523 High Similarity NPC281717
0.8506 High Similarity NPC476784
0.8503 High Similarity NPC95449
0.8493 Intermediate Similarity NPC325078
0.8493 Intermediate Similarity NPC224491
0.8477 Intermediate Similarity NPC197037
0.8477 Intermediate Similarity NPC472398
0.8477 Intermediate Similarity NPC470153
0.8477 Intermediate Similarity NPC298072
0.8472 Intermediate Similarity NPC202729
0.8467 Intermediate Similarity NPC473215
0.8462 Intermediate Similarity NPC474608
0.8451 Intermediate Similarity NPC233692
0.8431 Intermediate Similarity NPC469456
0.8428 Intermediate Similarity NPC40138
0.8425 Intermediate Similarity NPC473109
0.8425 Intermediate Similarity NPC473081
0.8425 Intermediate Similarity NPC473758
0.8425 Intermediate Similarity NPC43241
0.8425 Intermediate Similarity NPC473112
0.8425 Intermediate Similarity NPC211137
0.8425 Intermediate Similarity NPC4341
0.8425 Intermediate Similarity NPC200592
0.8425 Intermediate Similarity NPC473085
0.8425 Intermediate Similarity NPC473613
0.8425 Intermediate Similarity NPC184747
0.8425 Intermediate Similarity NPC473060
0.8425 Intermediate Similarity NPC48017
0.8425 Intermediate Similarity NPC476094
0.8425 Intermediate Similarity NPC147880
0.8418 Intermediate Similarity NPC475567
0.8418 Intermediate Similarity NPC473557
0.8418 Intermediate Similarity NPC473468
0.8418 Intermediate Similarity NPC477491
0.8411 Intermediate Similarity NPC125033
0.8397 Intermediate Similarity NPC476077
0.838 Intermediate Similarity NPC72915
0.8378 Intermediate Similarity NPC477894
0.8378 Intermediate Similarity NPC91703
0.8367 Intermediate Similarity NPC242355
0.8366 Intermediate Similarity NPC472658
0.8366 Intermediate Similarity NPC219419
0.8366 Intermediate Similarity NPC472657
0.8366 Intermediate Similarity NPC11588
0.8366 Intermediate Similarity NPC229545
0.8366 Intermediate Similarity NPC134685
0.8366 Intermediate Similarity NPC248265
0.8365 Intermediate Similarity NPC475531
0.8365 Intermediate Similarity NPC475175
0.8365 Intermediate Similarity NPC475198
0.8356 Intermediate Similarity NPC210591
0.8356 Intermediate Similarity NPC214550
0.8356 Intermediate Similarity NPC475652
0.8355 Intermediate Similarity NPC471103
0.8355 Intermediate Similarity NPC51602
0.8355 Intermediate Similarity NPC469415
0.8345 Intermediate Similarity NPC472374
0.8345 Intermediate Similarity NPC472372
0.8344 Intermediate Similarity NPC477190
0.8344 Intermediate Similarity NPC477188
0.8344 Intermediate Similarity NPC43304

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC327031 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
0.8026 Intermediate Similarity NPD7236 Approved
0.7885 Intermediate Similarity NPD7239 Suspended
0.7879 Intermediate Similarity NPD7799 Discontinued
0.7725 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD8368 Discontinued
0.7558 Intermediate Similarity NPD8407 Phase 2
0.7471 Intermediate Similarity NPD8434 Phase 2
0.7439 Intermediate Similarity NPD7058 Phase 2
0.7439 Intermediate Similarity NPD7057 Phase 3
0.7314 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD8435 Approved
0.7288 Intermediate Similarity NPD8360 Approved
0.7288 Intermediate Similarity NPD8361 Approved
0.7283 Intermediate Similarity NPD7685 Pre-registration
0.7262 Intermediate Similarity NPD8127 Discontinued
0.7222 Intermediate Similarity NPD7741 Discontinued
0.7219 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD5762 Approved
0.7134 Intermediate Similarity NPD5763 Approved
0.7107 Intermediate Similarity NPD4628 Phase 3
0.7099 Intermediate Similarity NPD6273 Approved
0.7063 Intermediate Similarity NPD2629 Approved
0.7049 Intermediate Similarity NPD8485 Approved
0.7021 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD7961 Discontinued
0.7005 Intermediate Similarity NPD7497 Discontinued
0.6983 Remote Similarity NPD8150 Discontinued
0.6978 Remote Similarity NPD6685 Approved
0.6959 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6190 Approved
0.6935 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6005 Phase 3
0.6918 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6918 Remote Similarity NPD6004 Phase 3
0.6918 Remote Similarity NPD6002 Phase 3
0.6914 Remote Similarity NPD5844 Phase 1
0.6905 Remote Similarity NPD5761 Phase 2
0.6905 Remote Similarity NPD7819 Suspended
0.6905 Remote Similarity NPD5760 Phase 2
0.6893 Remote Similarity NPD6765 Approved
0.6893 Remote Similarity NPD6764 Approved
0.6892 Remote Similarity NPD5125 Phase 3
0.6892 Remote Similarity NPD5126 Approved
0.6879 Remote Similarity NPD2182 Approved
0.6845 Remote Similarity NPD37 Approved
0.6839 Remote Similarity NPD3764 Approved
0.6831 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6824 Remote Similarity NPD4965 Approved
0.6824 Remote Similarity NPD4966 Approved
0.6824 Remote Similarity NPD4967 Phase 2
0.6815 Remote Similarity NPD6355 Discontinued
0.6805 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6797 Remote Similarity NPD6085 Phase 2
0.6797 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6795 Remote Similarity NPD6663 Approved
0.679 Remote Similarity NPD8166 Discontinued
0.6784 Remote Similarity NPD7075 Discontinued
0.6783 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6781 Remote Similarity NPD4198 Discontinued
0.6774 Remote Similarity NPD7008 Discontinued
0.6772 Remote Similarity NPD6653 Approved
0.6763 Remote Similarity NPD7199 Phase 2
0.6763 Remote Similarity NPD5765 Approved
0.6753 Remote Similarity NPD5736 Approved
0.6744 Remote Similarity NPD6234 Discontinued
0.674 Remote Similarity NPD6785 Approved
0.674 Remote Similarity NPD6784 Approved
0.6736 Remote Similarity NPD6912 Phase 3
0.6726 Remote Similarity NPD4380 Phase 2
0.6725 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6722 Remote Similarity NPD8313 Approved
0.6722 Remote Similarity NPD8312 Approved
0.6718 Remote Similarity NPD8462 Phase 1
0.6712 Remote Similarity NPD690 Clinical (unspecified phase)
0.6709 Remote Similarity NPD230 Phase 1
0.6705 Remote Similarity NPD7473 Discontinued
0.669 Remote Similarity NPD7094 Approved
0.669 Remote Similarity NPD6858 Approved
0.6687 Remote Similarity NPD2799 Discontinued
0.6667 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5402 Approved
0.6667 Remote Similarity NPD7228 Approved
0.6647 Remote Similarity NPD6801 Discontinued
0.6646 Remote Similarity NPD2935 Discontinued
0.6643 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6643 Remote Similarity NPD5738 Clinical (unspecified phase)
0.663 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6232 Discontinued
0.6627 Remote Similarity NPD2532 Approved
0.6627 Remote Similarity NPD2534 Approved
0.6627 Remote Similarity NPD2533 Approved
0.6627 Remote Similarity NPD6599 Discontinued
0.6627 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6611 Remote Similarity NPD6559 Discontinued
0.6608 Remote Similarity NPD8455 Phase 2
0.6605 Remote Similarity NPD7266 Discontinued
0.6599 Remote Similarity NPD5951 Approved
0.6596 Remote Similarity NPD164 Approved
0.6591 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6587 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6577 Remote Similarity NPD7610 Discontinued
0.657 Remote Similarity NPD3817 Phase 2
0.6568 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6799 Approved
0.6556 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6548 Remote Similarity NPD5403 Approved
0.6547 Remote Similarity NPD1238 Approved
0.6543 Remote Similarity NPD2438 Suspended
0.6541 Remote Similarity NPD4140 Approved
0.6533 Remote Similarity NPD9545 Approved
0.6532 Remote Similarity NPD7768 Phase 2
0.6529 Remote Similarity NPD7028 Phase 2
0.6527 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6527 Remote Similarity NPD5401 Approved
0.6525 Remote Similarity NPD1930 Approved
0.6525 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6525 Remote Similarity NPD6647 Phase 2
0.6525 Remote Similarity NPD1929 Approved
0.6524 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6519 Remote Similarity NPD7240 Approved
0.6516 Remote Similarity NPD3094 Phase 2
0.6514 Remote Similarity NPD5494 Approved
0.6512 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6503 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6503 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6503 Remote Similarity NPD2346 Discontinued
0.65 Remote Similarity NPD5735 Approved
0.65 Remote Similarity NPD8404 Phase 2
0.6494 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6485 Remote Similarity NPD3750 Approved
0.6485 Remote Similarity NPD4110 Phase 3
0.6485 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6483 Remote Similarity NPD2067 Discontinued
0.6481 Remote Similarity NPD7305 Phase 1
0.648 Remote Similarity NPD3818 Discontinued
0.6474 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6474 Remote Similarity NPD7699 Phase 2
0.6474 Remote Similarity NPD5647 Approved
0.6474 Remote Similarity NPD7700 Phase 2
0.6471 Remote Similarity NPD4807 Approved
0.6471 Remote Similarity NPD6287 Discontinued
0.6471 Remote Similarity NPD4806 Approved
0.6471 Remote Similarity NPD3226 Approved
0.6471 Remote Similarity NPD7458 Discontinued
0.6463 Remote Similarity NPD970 Clinical (unspecified phase)
0.6453 Remote Similarity NPD1934 Approved
0.6452 Remote Similarity NPD1876 Approved
0.645 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6447 Remote Similarity NPD5306 Approved
0.6447 Remote Similarity NPD5305 Approved
0.6444 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6443 Remote Similarity NPD8319 Approved
0.6443 Remote Similarity NPD8320 Phase 1
0.6442 Remote Similarity NPD7137 Phase 2
0.6429 Remote Similarity NPD2066 Phase 3
0.6424 Remote Similarity NPD7009 Phase 2
0.6415 Remote Similarity NPD6859 Clinical (unspecified phase)
0.641 Remote Similarity NPD6362 Approved
0.6409 Remote Similarity NPD7074 Phase 3
0.6402 Remote Similarity NPD6535 Approved
0.6402 Remote Similarity NPD6534 Approved
0.6395 Remote Similarity NPD7411 Suspended
0.6392 Remote Similarity NPD7435 Discontinued
0.6392 Remote Similarity NPD6832 Phase 2
0.6386 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6386 Remote Similarity NPD7003 Approved
0.6386 Remote Similarity NPD7982 Clinical (unspecified phase)
0.638 Remote Similarity NPD7033 Discontinued
0.638 Remote Similarity NPD3748 Approved
0.6375 Remote Similarity NPD6233 Phase 2
0.6375 Remote Similarity NPD8032 Phase 2
0.6369 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6369 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6369 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6369 Remote Similarity NPD6166 Phase 2
0.6369 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3092 Approved
0.6364 Remote Similarity NPD1237 Approved
0.6358 Remote Similarity NPD3528 Clinical (unspecified phase)
0.6358 Remote Similarity NPD7516 Approved
0.6354 Remote Similarity NPD7054 Approved
0.6346 Remote Similarity NPD1283 Approved
0.6343 Remote Similarity NPD3882 Suspended
0.6341 Remote Similarity NPD1551 Phase 2
0.6341 Remote Similarity NPD5404 Approved
0.6341 Remote Similarity NPD5405 Approved
0.6341 Remote Similarity NPD5408 Approved
0.6341 Remote Similarity NPD5406 Approved
0.634 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6335 Remote Similarity NPD2979 Phase 3
0.6331 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6323 Remote Similarity NPD7507 Approved

Structure

External Identifiers

PubChem CID   54584210
ChEMBL   CHEMBL1765395
ZINC  

Physicochemical Properties

Molecular Weight:  630.27
ALogP:  -1.9509
MLogP:  3.77
XLogP:  3.012
# Rotatable Bonds:  20
Polar Surface Area:  175.12
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  45

Download Data

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Biological Activities  
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