Natural Product: NPC322048

Natural Product ID:  NPC322048
Common Name:   Trigonosin C
IUPAC Name:  
Synonyms:   Trigonosin C
Molecular Formula:   C34H40O10
Standard InCHIKey:  QAXWNKPPCNIRQP-XAKMMCORSA-N
Standard InCHI:  InChI=1S/C34H40O10/c1-17(2)32-26(41-28(37)20-12-8-6-9-13-20)19(4)33-22-16-18(3)24(35)31(22,40)29(38)30(5,39)25(36)23(33)27(32)42-34(43-32,44-33)21-14-10-7-11-15-21/h6-15,18-19,22-27,29,35-36,38-40H,1,16H2,2-5H3/t18-,19+,22+,23-,24-,25-,26-,27+,29+,30+,31+,32-,33-,34?/m0/s1
Canonical SMILES:  O=C(c1ccccc1)O[C@H]1[C@@H](C)[C@@]23OC4(O[C@]1(C(=C)C)[C@@H]([C@@H]2[C@H](O)[C@@]([C@H]([C@]1([C@H]3C[C@@H]([C@@H]1O)C)O)O)(C)O)O4)c1ccccc1
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 NPC322048 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
1.0 High Similarity NPC318447
0.9932 High Similarity NPC323001
0.9932 High Similarity NPC326235
0.9865 High Similarity NPC323356
0.9865 High Similarity NPC471138
0.9865 High Similarity NPC326328
0.9865 High Similarity NPC309991
0.9795 High Similarity NPC471135
0.9662 High Similarity NPC290683
0.9662 High Similarity NPC475638
0.9662 High Similarity NPC475548
0.9533 High Similarity NPC319404
0.9474 High Similarity NPC478124
0.9412 High Similarity NPC478125
0.9295 High Similarity NPC40138
0.9252 High Similarity NPC312393
0.9247 High Similarity NPC471139
0.9195 High Similarity NPC476173
0.9161 High Similarity NPC66193
0.9133 High Similarity NPC62792
0.9133 High Similarity NPC478123
0.9128 High Similarity NPC76103
0.9103 High Similarity NPC471134
0.906 High Similarity NPC327031
0.9045 High Similarity NPC61891
0.9041 High Similarity NPC325078
0.9007 High Similarity NPC298072
0.9007 High Similarity NPC96308
0.8954 High Similarity NPC34066
0.8926 High Similarity NPC96903
0.8926 High Similarity NPC29704
0.8926 High Similarity NPC472568
0.8926 High Similarity NPC158663
0.8926 High Similarity NPC470157
0.8926 High Similarity NPC174982
0.8926 High Similarity NPC469349
0.8926 High Similarity NPC177940
0.8926 High Similarity NPC200471
0.8926 High Similarity NPC184817
0.8926 High Similarity NPC471104
0.8926 High Similarity NPC171525
0.8926 High Similarity NPC476973
0.8926 High Similarity NPC472571
0.8926 High Similarity NPC472572
0.8926 High Similarity NPC472575
0.8926 High Similarity NPC70403
0.8926 High Similarity NPC473088
0.8926 High Similarity NPC470159
0.8924 High Similarity NPC475567
0.8924 High Similarity NPC325732
0.8924 High Similarity NPC473468
0.8924 High Similarity NPC324769
0.8924 High Similarity NPC473557
0.8903 High Similarity NPC476784
0.8889 High Similarity NPC472657
0.8889 High Similarity NPC472658
0.8868 High Similarity NPC475531
0.8868 High Similarity NPC475198
0.8868 High Similarity NPC475175
0.8867 High Similarity NPC240115
0.8859 High Similarity NPC57628
0.8859 High Similarity NPC95265
0.8859 High Similarity NPC475122
0.8859 High Similarity NPC472570
0.8859 High Similarity NPC25768
0.8859 High Similarity NPC188865
0.8859 High Similarity NPC11685
0.8859 High Similarity NPC95810
0.8859 High Similarity NPC475759
0.8859 High Similarity NPC70716
0.8859 High Similarity NPC472573
0.8859 High Similarity NPC125106
0.8859 High Similarity NPC241951
0.8859 High Similarity NPC470152
0.8859 High Similarity NPC472569
0.8859 High Similarity NPC163719
0.8859 High Similarity NPC476974
0.8854 High Similarity NPC275477
0.8854 High Similarity NPC477188
0.8854 High Similarity NPC477190
0.8854 High Similarity NPC43304
0.8831 High Similarity NPC469422
0.8816 High Similarity NPC469448
0.8808 High Similarity NPC473760
0.8805 High Similarity NPC477491
0.8792 High Similarity NPC163087
0.8784 High Similarity NPC27377
0.8784 High Similarity NPC41481
0.8784 High Similarity NPC472576
0.8784 High Similarity NPC97947
0.8784 High Similarity NPC118080
0.8784 High Similarity NPC16912
0.8784 High Similarity NPC87448
0.8784 High Similarity NPC291599
0.875 High Similarity NPC266265
0.875 High Similarity NPC301556
0.875 High Similarity NPC476975
0.875 High Similarity NPC92293
0.875 High Similarity NPC471101
0.875 High Similarity NPC270590
0.8742 High Similarity NPC474935
0.8742 High Similarity NPC473602
0.8742 High Similarity NPC478263
0.8742 High Similarity NPC209592
0.8742 High Similarity NPC48599
0.8733 High Similarity NPC34943
0.8726 High Similarity NPC477623
0.8716 High Similarity NPC100913
0.8716 High Similarity NPC275592
0.8716 High Similarity NPC171207
0.8716 High Similarity NPC90614
0.8716 High Similarity NPC97667
0.8693 High Similarity NPC473214
0.8693 High Similarity NPC470245
0.8693 High Similarity NPC31829
0.8684 High Similarity NPC281717
0.8679 High Similarity NPC322420
0.8675 High Similarity NPC478264
0.8675 High Similarity NPC472556
0.8662 High Similarity NPC49297
0.8662 High Similarity NPC469399
0.8658 High Similarity NPC266374
0.8654 High Similarity NPC154675
0.8642 High Similarity NPC477488
0.8636 High Similarity NPC470153
0.8636 High Similarity NPC469415
0.8627 High Similarity NPC473215
0.8618 High Similarity NPC20255
0.86 High Similarity NPC192658
0.8599 High Similarity NPC181924
0.8591 High Similarity NPC48017
0.8591 High Similarity NPC200592
0.8591 High Similarity NPC147880
0.8591 High Similarity NPC43241
0.8591 High Similarity NPC473613
0.8591 High Similarity NPC211137
0.8591 High Similarity NPC473109
0.8591 High Similarity NPC473112
0.8591 High Similarity NPC184747
0.8591 High Similarity NPC476094
0.8591 High Similarity NPC473081
0.8591 High Similarity NPC4341
0.8591 High Similarity NPC473085
0.8591 High Similarity NPC473758
0.8591 High Similarity NPC473060
0.859 High Similarity NPC469398
0.8581 High Similarity NPC472548
0.8581 High Similarity NPC477905
0.8571 High Similarity NPC303429
0.8571 High Similarity NPC475417
0.8571 High Similarity NPC222102
0.8571 High Similarity NPC475561
0.8553 High Similarity NPC92867
0.8553 High Similarity NPC311825
0.8553 High Similarity NPC125882
0.8543 High Similarity NPC131966
0.8543 High Similarity NPC91703
0.8543 High Similarity NPC191387
0.8533 High Similarity NPC224491
0.8523 High Similarity NPC475652
0.8523 High Similarity NPC214550
0.8523 High Similarity NPC210591
0.85 High Similarity NPC55744
0.8481 Intermediate Similarity NPC469417
0.8477 Intermediate Similarity NPC34012
0.8471 Intermediate Similarity NPC473611
0.8471 Intermediate Similarity NPC472549
0.8471 Intermediate Similarity NPC469456
0.8471 Intermediate Similarity NPC473632
0.8471 Intermediate Similarity NPC469730
0.8471 Intermediate Similarity NPC132599
0.8467 Intermediate Similarity NPC472547
0.8467 Intermediate Similarity NPC87934
0.8467 Intermediate Similarity NPC162613
0.8456 Intermediate Similarity NPC183122
0.8456 Intermediate Similarity NPC283375
0.8446 Intermediate Similarity NPC291638
0.8446 Intermediate Similarity NPC17877
0.8446 Intermediate Similarity NPC195647
0.8446 Intermediate Similarity NPC472577
0.8446 Intermediate Similarity NPC66761
0.8421 Intermediate Similarity NPC191082
0.8421 Intermediate Similarity NPC475429
0.8421 Intermediate Similarity NPC473673
0.8421 Intermediate Similarity NPC139067
0.8421 Intermediate Similarity NPC177340
0.8421 Intermediate Similarity NPC270498
0.8421 Intermediate Similarity NPC246480
0.8421 Intermediate Similarity NPC147217
0.8418 Intermediate Similarity NPC106895
0.8418 Intermediate Similarity NPC70344
0.8412 Intermediate Similarity NPC186746
0.8408 Intermediate Similarity NPC146310
0.8408 Intermediate Similarity NPC469477
0.8408 Intermediate Similarity NPC133430
0.84 Intermediate Similarity NPC121268
0.84 Intermediate Similarity NPC9905
0.84 Intermediate Similarity NPC53361
0.84 Intermediate Similarity NPC473301
0.8378 Intermediate Similarity NPC474608

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC322048 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
0.8364 Intermediate Similarity NPD7799 Discontinued
0.7977 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD7236 Approved
0.7826 Intermediate Similarity NPD7239 Suspended
0.7778 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD7685 Pre-registration
0.7632 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD8407 Phase 2
0.7443 Intermediate Similarity NPD8368 Discontinued
0.7396 Intermediate Similarity NPD7058 Phase 2
0.7396 Intermediate Similarity NPD7057 Phase 3
0.7372 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7348 Intermediate Similarity NPD8435 Approved
0.7348 Intermediate Similarity NPD8360 Approved
0.7348 Intermediate Similarity NPD8361 Approved
0.7315 Intermediate Similarity NPD5126 Approved
0.7315 Intermediate Similarity NPD5125 Phase 3
0.7314 Intermediate Similarity NPD7228 Approved
0.7294 Intermediate Similarity NPD4967 Phase 2
0.7294 Intermediate Similarity NPD4965 Approved
0.7294 Intermediate Similarity NPD4966 Approved
0.7268 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD8434 Phase 2
0.7238 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD8127 Discontinued
0.7225 Intermediate Similarity NPD7199 Phase 2
0.7219 Intermediate Similarity NPD37 Approved
0.7209 Intermediate Similarity NPD6234 Discontinued
0.7169 Intermediate Similarity NPD6273 Approved
0.7167 Intermediate Similarity NPD8313 Approved
0.7167 Intermediate Similarity NPD8312 Approved
0.7158 Intermediate Similarity NPD7497 Discontinued
0.7151 Intermediate Similarity NPD7240 Approved
0.7143 Intermediate Similarity NPD8150 Discontinued
0.709 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD5844 Phase 1
0.7076 Intermediate Similarity NPD8455 Phase 2
0.7067 Intermediate Similarity NPD7741 Discontinued
0.7045 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7266 Discontinued
0.6981 Remote Similarity NPD7961 Discontinued
0.6977 Remote Similarity NPD5760 Phase 2
0.6977 Remote Similarity NPD5761 Phase 2
0.6973 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6961 Remote Similarity NPD6559 Discontinued
0.6931 Remote Similarity NPD8485 Approved
0.6928 Remote Similarity NPD6190 Approved
0.6918 Remote Similarity NPD3764 Approved
0.6901 Remote Similarity NPD7028 Phase 2
0.6897 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6895 Remote Similarity NPD7699 Phase 2
0.6895 Remote Similarity NPD7700 Phase 2
0.6887 Remote Similarity NPD7516 Approved
0.6879 Remote Similarity NPD7819 Suspended
0.6868 Remote Similarity NPD6764 Approved
0.6868 Remote Similarity NPD6765 Approved
0.6867 Remote Similarity NPD4628 Phase 3
0.6857 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6856 Remote Similarity NPD8319 Approved
0.6856 Remote Similarity NPD8320 Phase 1
0.6855 Remote Similarity NPD7008 Discontinued
0.6845 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6842 Remote Similarity NPD7458 Discontinued
0.6842 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7507 Approved
0.6825 Remote Similarity NPD6534 Approved
0.6825 Remote Similarity NPD6535 Approved
0.6824 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7328 Approved
0.6821 Remote Similarity NPD7327 Approved
0.6815 Remote Similarity NPD7319 Approved
0.6805 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6804 Remote Similarity NPD7435 Discontinued
0.6802 Remote Similarity NPD4380 Phase 2
0.6796 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6002 Phase 3
0.6788 Remote Similarity NPD5762 Approved
0.6788 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6788 Remote Similarity NPD5763 Approved
0.6788 Remote Similarity NPD6005 Phase 3
0.6788 Remote Similarity NPD6004 Phase 3
0.6784 Remote Similarity NPD8462 Phase 1
0.6782 Remote Similarity NPD7096 Clinical (unspecified phase)
0.677 Remote Similarity NPD6663 Approved
0.6766 Remote Similarity NPD8166 Discontinued
0.6761 Remote Similarity NPD7075 Discontinued
0.6758 Remote Similarity NPD7074 Phase 3
0.6757 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6744 Remote Similarity NPD5808 Clinical (unspecified phase)
0.674 Remote Similarity NPD3818 Discontinued
0.6721 Remote Similarity NPD7993 Clinical (unspecified phase)
0.672 Remote Similarity NPD6784 Approved
0.672 Remote Similarity NPD6785 Approved
0.6706 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6703 Remote Similarity NPD7054 Approved
0.6689 Remote Similarity NPD2629 Approved
0.6688 Remote Similarity NPD8380 Approved
0.6688 Remote Similarity NPD8335 Approved
0.6688 Remote Similarity NPD8378 Approved
0.6688 Remote Similarity NPD8033 Approved
0.6688 Remote Similarity NPD8379 Approved
0.6688 Remote Similarity NPD8296 Approved
0.6687 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6685 Remote Similarity NPD7473 Discontinued
0.6685 Remote Similarity NPD5494 Approved
0.6683 Remote Similarity NPD7874 Approved
0.6683 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6823 Phase 2
0.6667 Remote Similarity NPD7094 Approved
0.6667 Remote Similarity NPD7472 Approved
0.6667 Remote Similarity NPD6858 Approved
0.665 Remote Similarity NPD7999 Approved
0.6649 Remote Similarity NPD6776 Approved
0.6649 Remote Similarity NPD6782 Approved
0.6649 Remote Similarity NPD6777 Approved
0.6649 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6649 Remote Similarity NPD7808 Phase 3
0.6649 Remote Similarity NPD6778 Approved
0.6649 Remote Similarity NPD6781 Approved
0.6649 Remote Similarity NPD6780 Approved
0.6649 Remote Similarity NPD6779 Approved
0.6648 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6648 Remote Similarity NPD5402 Approved
0.6648 Remote Similarity NPD3751 Discontinued
0.6645 Remote Similarity NPD4198 Discontinued
0.6633 Remote Similarity NPD7696 Phase 3
0.6633 Remote Similarity NPD7698 Approved
0.6633 Remote Similarity NPD7697 Approved
0.6633 Remote Similarity NPD7680 Approved
0.6627 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6625 Remote Similarity NPD5736 Approved
0.6623 Remote Similarity NPD8377 Approved
0.6623 Remote Similarity NPD8294 Approved
0.6611 Remote Similarity NPD6232 Discontinued
0.6611 Remote Similarity NPD3787 Discontinued
0.661 Remote Similarity NPD7768 Phase 2
0.6606 Remote Similarity NPD7097 Phase 1
0.6599 Remote Similarity NPD7870 Phase 2
0.6599 Remote Similarity NPD6685 Approved
0.6599 Remote Similarity NPD7871 Phase 2
0.6598 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6595 Remote Similarity NPD7251 Discontinued
0.6585 Remote Similarity NPD6355 Discontinued
0.6583 Remote Similarity NPD7701 Phase 2
0.6581 Remote Similarity NPD7503 Approved
0.6579 Remote Similarity NPD5951 Approved
0.6571 Remote Similarity NPD7411 Suspended
0.6567 Remote Similarity NPD7801 Approved
0.6558 Remote Similarity NPD7610 Discontinued
0.6552 Remote Similarity NPD7930 Approved
0.655 Remote Similarity NPD8151 Discontinued
0.6541 Remote Similarity NPD7736 Approved
0.6541 Remote Similarity NPD6797 Phase 2
0.6538 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6166 Phase 2
0.6538 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6534 Remote Similarity NPD6801 Discontinued
0.6532 Remote Similarity NPD5403 Approved
0.6512 Remote Similarity NPD5401 Approved
0.651 Remote Similarity NPD6213 Phase 3
0.651 Remote Similarity NPD2182 Approved
0.651 Remote Similarity NPD6212 Phase 3
0.651 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6674 Discontinued
0.6509 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6497 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6488 Remote Similarity NPD8404 Phase 2
0.6488 Remote Similarity NPD2346 Discontinued
0.6485 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6485 Remote Similarity NPD5735 Approved
0.6485 Remote Similarity NPD7783 Phase 2
0.6471 Remote Similarity NPD7003 Approved
0.6471 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3750 Approved
0.6461 Remote Similarity NPD3817 Phase 2
0.646 Remote Similarity NPD6085 Phase 2
0.646 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6457 Remote Similarity NPD3226 Approved
0.6448 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6448 Remote Similarity NPD7997 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6653 Approved
0.6444 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6441 Remote Similarity NPD1934 Approved
0.6433 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5405 Approved
0.6429 Remote Similarity NPD5408 Approved
0.6429 Remote Similarity NPD2935 Discontinued
0.6429 Remote Similarity NPD5404 Approved
0.6429 Remote Similarity NPD7137 Phase 2
0.6429 Remote Similarity NPD5406 Approved
0.6424 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6424 Remote Similarity NPD4140 Approved
0.642 Remote Similarity NPD6599 Discontinued
0.6416 Remote Similarity NPD2532 Approved
0.6416 Remote Similarity NPD2534 Approved
0.6416 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6416 Remote Similarity NPD2533 Approved

Structure

External Identifiers

PubChem CID   54580251
ChEMBL   CHEMBL1765394
ZINC  

Physicochemical Properties

Molecular Weight:  608.26
ALogP:  -2.1467
MLogP:  4.1
XLogP:  5.84
# Rotatable Bonds:  14
Polar Surface Area:  155.14
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  7
# Heavy Atoms:  44

Download Data

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Structure MOL file  
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Biological Activities  
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