Natural Product: NPC319404

Natural Product ID:  NPC319404
Common Name:   Trigohownin A
IUPAC Name:  
Synonyms:   Trigohownin A
Molecular Formula:   C40H46O13
Standard InCHIKey:  CMGMKUFDWUSAQX-BJKYFUTKSA-N
Standard InCHI:  InChI=1S/C40H46O13/c1-20(2)37(46)31-22(4)38-28-19-21(3)30(47-23(5)41)39(28,49-25(7)43)35(45)36(8,52-34(44)26-15-11-9-12-16-26)32(48-24(6)42)29(38)33(37)51-40(50-31,53-38)27-17-13-10-14-18-27/h9-18,21-22,28-33,35,45-46H,1,19H2,2-8H3/t21-,22+,28-,29-,30-,31-,32-,33+,35+,36+,37-,38-,39+,40?/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@H]2[C@H]3OC4(O[C@@]2([C@@H]([C@@H]([C@@]3(O)C(=C)C)O4)C)[C@H]2[C@@]([C@@H]([C@]1(C)OC(=O)c1ccccc1)O)(OC(=O)C)[C@H]([C@H](C2)C)OC(=O)C)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
NPO19424 Trigonostemon howii Species Euphorbiaceae Eukaryota Twigs PMID[21520897]

  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 = 17000 nM 21520897

  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 NPC319404 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
0.9669 High Similarity NPC478124
0.9605 High Similarity NPC478125
0.9533 High Similarity NPC318447
0.9533 High Similarity NPC322048
0.9467 High Similarity NPC323001
0.9467 High Similarity NPC326235
0.9463 High Similarity NPC471135
0.9408 High Similarity NPC323356
0.9408 High Similarity NPC309991
0.9408 High Similarity NPC471138
0.9408 High Similarity NPC326328
0.9338 High Similarity NPC290683
0.9338 High Similarity NPC475548
0.9338 High Similarity NPC475638
0.932 High Similarity NPC312393
0.92 High Similarity NPC478123
0.9133 High Similarity NPC476173
0.9108 High Similarity NPC473557
0.9108 High Similarity NPC475567
0.9108 High Similarity NPC473468
0.9091 High Similarity NPC476784
0.9073 High Similarity NPC62792
0.9073 High Similarity NPC298072
0.9051 High Similarity NPC475175
0.9051 High Similarity NPC475198
0.9051 High Similarity NPC475531
0.9 High Similarity NPC327031
0.894 High Similarity NPC76103
0.8926 High Similarity NPC471139
0.8875 High Similarity NPC40138
0.8868 High Similarity NPC477491
0.8824 High Similarity NPC96308
0.882 High Similarity NPC477488
0.8805 High Similarity NPC471134
0.88 High Similarity NPC34943
0.879 High Similarity NPC477623
0.8742 High Similarity NPC66193
0.8725 High Similarity NPC325078
0.8684 High Similarity NPC240115
0.8684 High Similarity NPC20255
0.8667 High Similarity NPC192658
0.8654 High Similarity NPC469422
0.8634 High Similarity NPC61891
0.8634 High Similarity NPC325732
0.8634 High Similarity NPC324769
0.8627 High Similarity NPC473760
0.8618 High Similarity NPC92867
0.8618 High Similarity NPC469349
0.8618 High Similarity NPC472575
0.8618 High Similarity NPC472556
0.8618 High Similarity NPC471104
0.8618 High Similarity NPC125882
0.8618 High Similarity NPC158663
0.8618 High Similarity NPC171525
0.8618 High Similarity NPC472568
0.8618 High Similarity NPC177940
0.8618 High Similarity NPC473088
0.8618 High Similarity NPC174982
0.8618 High Similarity NPC472572
0.8618 High Similarity NPC184817
0.8618 High Similarity NPC70403
0.8618 High Similarity NPC96903
0.8618 High Similarity NPC29704
0.8618 High Similarity NPC311825
0.8618 High Similarity NPC472571
0.8618 High Similarity NPC470159
0.8618 High Similarity NPC470157
0.8618 High Similarity NPC200471
0.8618 High Similarity NPC476973
0.8571 High Similarity NPC301556
0.8571 High Similarity NPC471101
0.8571 High Similarity NPC266265
0.8571 High Similarity NPC270590
0.8571 High Similarity NPC92293
0.8562 High Similarity NPC477188
0.8562 High Similarity NPC478263
0.8562 High Similarity NPC48599
0.8562 High Similarity NPC477190
0.8562 High Similarity NPC43304
0.8562 High Similarity NPC209592
0.8562 High Similarity NPC473602
0.8553 High Similarity NPC472569
0.8553 High Similarity NPC70716
0.8553 High Similarity NPC163719
0.8553 High Similarity NPC241951
0.8553 High Similarity NPC470152
0.8553 High Similarity NPC25768
0.8553 High Similarity NPC57628
0.8553 High Similarity NPC475759
0.8553 High Similarity NPC188865
0.8553 High Similarity NPC476974
0.8553 High Similarity NPC125106
0.8553 High Similarity NPC472570
0.8553 High Similarity NPC95265
0.8553 High Similarity NPC472573
0.8553 High Similarity NPC11685
0.8553 High Similarity NPC475122
0.8553 High Similarity NPC95810
0.8535 High Similarity NPC34066
0.8535 High Similarity NPC469398
0.8533 High Similarity NPC162613
0.8533 High Similarity NPC87934
0.8516 High Similarity NPC469448
0.8516 High Similarity NPC31829
0.8506 High Similarity NPC281717
0.8497 Intermediate Similarity NPC478264
0.8487 Intermediate Similarity NPC163087
0.8487 Intermediate Similarity NPC91703
0.8477 Intermediate Similarity NPC41481
0.8477 Intermediate Similarity NPC97947
0.8477 Intermediate Similarity NPC291599
0.8477 Intermediate Similarity NPC87448
0.8477 Intermediate Similarity NPC266374
0.8477 Intermediate Similarity NPC118080
0.8477 Intermediate Similarity NPC16912
0.8477 Intermediate Similarity NPC472576
0.8477 Intermediate Similarity NPC27377
0.8471 Intermediate Similarity NPC472657
0.8471 Intermediate Similarity NPC472658
0.8467 Intermediate Similarity NPC9905
0.8467 Intermediate Similarity NPC473301
0.8462 Intermediate Similarity NPC469415
0.8462 Intermediate Similarity NPC470153
0.8452 Intermediate Similarity NPC476975
0.8447 Intermediate Similarity NPC275477
0.8442 Intermediate Similarity NPC474935
0.8421 Intermediate Similarity NPC34012
0.8418 Intermediate Similarity NPC473611
0.8418 Intermediate Similarity NPC469456
0.8418 Intermediate Similarity NPC469730
0.8418 Intermediate Similarity NPC132599
0.8418 Intermediate Similarity NPC473632
0.8418 Intermediate Similarity NPC251139
0.8411 Intermediate Similarity NPC90614
0.8411 Intermediate Similarity NPC171207
0.8411 Intermediate Similarity NPC275592
0.8411 Intermediate Similarity NPC472547
0.8411 Intermediate Similarity NPC97667
0.8411 Intermediate Similarity NPC100913
0.8408 Intermediate Similarity NPC477905
0.8408 Intermediate Similarity NPC472548
0.8397 Intermediate Similarity NPC473214
0.8397 Intermediate Similarity NPC470245
0.8397 Intermediate Similarity NPC303429
0.8397 Intermediate Similarity NPC222102
0.8395 Intermediate Similarity NPC322420
0.8385 Intermediate Similarity NPC476077
0.8375 Intermediate Similarity NPC469399
0.8375 Intermediate Similarity NPC49297
0.8365 Intermediate Similarity NPC154675
0.8355 Intermediate Similarity NPC224491
0.8333 Intermediate Similarity NPC474564
0.8333 Intermediate Similarity NPC473215
0.8333 Intermediate Similarity NPC475536
0.8333 Intermediate Similarity NPC165234
0.8313 Intermediate Similarity NPC181924
0.8313 Intermediate Similarity NPC477735
0.8312 Intermediate Similarity NPC38696
0.8302 Intermediate Similarity NPC472549
0.8291 Intermediate Similarity NPC469647
0.8291 Intermediate Similarity NPC22571
0.8291 Intermediate Similarity NPC469648
0.8291 Intermediate Similarity NPC283875
0.8291 Intermediate Similarity NPC138641
0.8291 Intermediate Similarity NPC233581
0.8291 Intermediate Similarity NPC145649
0.8289 Intermediate Similarity NPC473758
0.8289 Intermediate Similarity NPC473613
0.8289 Intermediate Similarity NPC211137
0.8289 Intermediate Similarity NPC473081
0.8289 Intermediate Similarity NPC48017
0.8289 Intermediate Similarity NPC473112
0.8289 Intermediate Similarity NPC473060
0.8289 Intermediate Similarity NPC473085
0.8289 Intermediate Similarity NPC184747
0.8289 Intermediate Similarity NPC4341
0.8289 Intermediate Similarity NPC147880
0.8289 Intermediate Similarity NPC473109
0.8289 Intermediate Similarity NPC200592
0.8289 Intermediate Similarity NPC476094
0.8289 Intermediate Similarity NPC43241
0.8282 Intermediate Similarity NPC473797
0.8282 Intermediate Similarity NPC475300
0.8282 Intermediate Similarity NPC475505
0.8282 Intermediate Similarity NPC475437
0.8282 Intermediate Similarity NPC475464
0.8282 Intermediate Similarity NPC473641
0.828 Intermediate Similarity NPC475218
0.828 Intermediate Similarity NPC475561
0.828 Intermediate Similarity NPC475447
0.828 Intermediate Similarity NPC475417
0.828 Intermediate Similarity NPC70236
0.828 Intermediate Similarity NPC476092
0.8278 Intermediate Similarity NPC39549
0.8261 Intermediate Similarity NPC477736
0.8253 Intermediate Similarity NPC477471
0.8253 Intermediate Similarity NPC477473
0.8253 Intermediate Similarity NPC477469
0.8253 Intermediate Similarity NPC477466
0.825 Intermediate Similarity NPC11410

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC319404 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
0.7988 Intermediate Similarity NPD7799 Discontinued
0.7799 Intermediate Similarity NPD7236 Approved
0.7733 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7685 Pre-registration
0.7669 Intermediate Similarity NPD7239 Suspended
0.7468 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7401 Intermediate Similarity NPD8368 Discontinued
0.7386 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD8407 Phase 2
0.7322 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD8312 Approved
0.7318 Intermediate Similarity NPD8313 Approved
0.7308 Intermediate Similarity NPD8361 Approved
0.7308 Intermediate Similarity NPD8360 Approved
0.7273 Intermediate Similarity NPD7228 Approved
0.7251 Intermediate Similarity NPD7058 Phase 2
0.7251 Intermediate Similarity NPD7057 Phase 3
0.7215 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD8435 Approved
0.7198 Intermediate Similarity NPD8150 Discontinued
0.7198 Intermediate Similarity NPD8434 Phase 2
0.716 Intermediate Similarity NPD7266 Discontinued
0.7152 Intermediate Similarity NPD5125 Phase 3
0.7152 Intermediate Similarity NPD5126 Approved
0.7143 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD8455 Phase 2
0.7104 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD7074 Phase 3
0.7086 Intermediate Similarity NPD8127 Discontinued
0.7083 Intermediate Similarity NPD8320 Phase 1
0.7083 Intermediate Similarity NPD8319 Approved
0.7076 Intermediate Similarity NPD37 Approved
0.7052 Intermediate Similarity NPD4965 Approved
0.7052 Intermediate Similarity NPD4967 Phase 2
0.7052 Intermediate Similarity NPD4966 Approved
0.7039 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD5844 Phase 1
0.7037 Intermediate Similarity NPD7700 Phase 2
0.7037 Intermediate Similarity NPD7699 Phase 2
0.7031 Intermediate Similarity NPD7497 Discontinued
0.7027 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD6273 Approved
0.702 Intermediate Similarity NPD7741 Discontinued
0.7017 Intermediate Similarity NPD7240 Approved
0.6984 Remote Similarity NPD8485 Approved
0.6971 Remote Similarity NPD6234 Discontinued
0.6944 Remote Similarity NPD7054 Approved
0.6928 Remote Similarity NPD4628 Phase 3
0.6923 Remote Similarity NPD6559 Discontinued
0.6914 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6906 Remote Similarity NPD7472 Approved
0.6901 Remote Similarity NPD7458 Discontinued
0.6893 Remote Similarity NPD7199 Phase 2
0.6886 Remote Similarity NPD6190 Approved
0.6885 Remote Similarity NPD7808 Phase 3
0.6878 Remote Similarity NPD6535 Approved
0.6878 Remote Similarity NPD6534 Approved
0.6868 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6864 Remote Similarity NPD8389 Clinical (unspecified phase)
0.686 Remote Similarity NPD4380 Phase 2
0.6857 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6856 Remote Similarity NPD7435 Discontinued
0.6839 Remote Similarity NPD7819 Suspended
0.6832 Remote Similarity NPD7961 Discontinued
0.6831 Remote Similarity NPD7251 Discontinued
0.6826 Remote Similarity NPD8166 Discontinued
0.6818 Remote Similarity NPD7075 Discontinued
0.6813 Remote Similarity NPD7008 Discontinued
0.6776 Remote Similarity NPD6797 Phase 2
0.6774 Remote Similarity NPD7457 Clinical (unspecified phase)
0.677 Remote Similarity NPD3764 Approved
0.6769 Remote Similarity NPD7698 Approved
0.6769 Remote Similarity NPD7696 Phase 3
0.6769 Remote Similarity NPD7697 Approved
0.6755 Remote Similarity NPD2629 Approved
0.6753 Remote Similarity NPD8379 Approved
0.6753 Remote Similarity NPD8296 Approved
0.6753 Remote Similarity NPD8378 Approved
0.6753 Remote Similarity NPD8380 Approved
0.6753 Remote Similarity NPD8335 Approved
0.6747 Remote Similarity NPD5762 Approved
0.6747 Remote Similarity NPD5763 Approved
0.6743 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6743 Remote Similarity NPD5761 Phase 2
0.6743 Remote Similarity NPD5760 Phase 2
0.6734 Remote Similarity NPD7874 Approved
0.6734 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6722 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6718 Remote Similarity NPD6823 Phase 2
0.6717 Remote Similarity NPD7701 Phase 2
0.6705 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6705 Remote Similarity NPD5402 Approved
0.6705 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6703 Remote Similarity NPD3751 Discontinued
0.6703 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6703 Remote Similarity NPD3818 Discontinued
0.6701 Remote Similarity NPD6777 Approved
0.6701 Remote Similarity NPD6781 Approved
0.6701 Remote Similarity NPD6779 Approved
0.6701 Remote Similarity NPD6778 Approved
0.6701 Remote Similarity NPD6780 Approved
0.6701 Remote Similarity NPD6776 Approved
0.6701 Remote Similarity NPD6782 Approved
0.67 Remote Similarity NPD7783 Phase 2
0.67 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6688 Remote Similarity NPD8377 Approved
0.6688 Remote Similarity NPD8294 Approved
0.6686 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6685 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6685 Remote Similarity NPD6166 Phase 2
0.6685 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6683 Remote Similarity NPD8151 Discontinued
0.6667 Remote Similarity NPD7028 Phase 2
0.6667 Remote Similarity NPD7004 Clinical (unspecified phase)
0.665 Remote Similarity NPD7871 Phase 2
0.665 Remote Similarity NPD7870 Phase 2
0.6649 Remote Similarity NPD6765 Approved
0.6649 Remote Similarity NPD6764 Approved
0.6648 Remote Similarity NPD5494 Approved
0.6648 Remote Similarity NPD7473 Discontinued
0.6647 Remote Similarity NPD6005 Phase 3
0.6647 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6647 Remote Similarity NPD6004 Phase 3
0.6647 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6647 Remote Similarity NPD6002 Phase 3
0.6645 Remote Similarity NPD8033 Approved
0.6645 Remote Similarity NPD7503 Approved
0.6626 Remote Similarity NPD6663 Approved
0.6623 Remote Similarity NPD7516 Approved
0.6617 Remote Similarity NPD7801 Approved
0.661 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6608 Remote Similarity NPD6143 Clinical (unspecified phase)
0.66 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6599 Remote Similarity NPD7680 Approved
0.6591 Remote Similarity NPD6801 Discontinued
0.659 Remote Similarity NPD6980 Clinical (unspecified phase)
0.659 Remote Similarity NPD5403 Approved
0.6584 Remote Similarity NPD8462 Phase 1
0.6584 Remote Similarity NPD5736 Approved
0.6582 Remote Similarity NPD7507 Approved
0.6575 Remote Similarity NPD3787 Discontinued
0.6575 Remote Similarity NPD6232 Discontinued
0.6573 Remote Similarity NPD7768 Phase 2
0.6566 Remote Similarity NPD7097 Phase 1
0.6564 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6212 Phase 3
0.6562 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6562 Remote Similarity NPD6213 Phase 3
0.6562 Remote Similarity NPD7319 Approved
0.6558 Remote Similarity NPD7327 Approved
0.6558 Remote Similarity NPD7328 Approved
0.6554 Remote Similarity NPD6685 Approved
0.6554 Remote Similarity NPD1465 Phase 2
0.6554 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6548 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6545 Remote Similarity NPD6355 Discontinued
0.6536 Remote Similarity NPD5951 Approved
0.6534 Remote Similarity NPD7411 Suspended
0.6529 Remote Similarity NPD3750 Approved
0.6529 Remote Similarity NPD7003 Approved
0.6529 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6085 Phase 2
0.6522 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6519 Remote Similarity NPD6959 Discontinued
0.6513 Remote Similarity NPD6858 Approved
0.6513 Remote Similarity NPD7094 Approved
0.6508 Remote Similarity NPD6784 Approved
0.6508 Remote Similarity NPD6785 Approved
0.6506 Remote Similarity NPD6653 Approved
0.6503 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6497 Remote Similarity NPD1934 Approved
0.6494 Remote Similarity NPD4198 Discontinued
0.6488 Remote Similarity NPD2935 Discontinued
0.6474 Remote Similarity NPD5401 Approved
0.6471 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6467 Remote Similarity NPD2182 Approved
0.6456 Remote Similarity NPD8404 Phase 2
0.645 Remote Similarity NPD2346 Discontinued
0.645 Remote Similarity NPD7999 Approved
0.6446 Remote Similarity NPD230 Phase 1
0.6439 Remote Similarity NPD7930 Approved
0.6433 Remote Similarity NPD8513 Phase 3
0.6433 Remote Similarity NPD8516 Approved
0.6433 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6433 Remote Similarity NPD8515 Approved
0.6433 Remote Similarity NPD8517 Approved
0.6429 Remote Similarity NPD690 Clinical (unspecified phase)
0.6425 Remote Similarity NPD3817 Phase 2
0.642 Remote Similarity NPD3226 Approved
0.6411 Remote Similarity NPD8155 Clinical (unspecified phase)
0.641 Remote Similarity NPD7610 Discontinued
0.6405 Remote Similarity NPD8133 Approved
0.6392 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5406 Approved
0.6391 Remote Similarity NPD5404 Approved
0.6391 Remote Similarity NPD5405 Approved
0.6391 Remote Similarity NPD5408 Approved
0.6384 Remote Similarity NPD6599 Discontinued
0.6382 Remote Similarity NPD4141 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   53356317
ChEMBL   CHEMBL1784743
ZINC  

Physicochemical Properties

Molecular Weight:  734.29
ALogP:  -1.0094
MLogP:  4.43
XLogP:  6.344
# Rotatable Bonds:  20
Polar Surface Area:  173.35
# H-Bond Aceptor:  13
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  53

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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