Natural Product: NPC159811

Natural Product ID:  NPC159811
Common Name:   Daedaleasides A
IUPAC Name:   [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R)-2-[(2R,3R,3aR,9bR)-2-acetyloxy-3a,7,9b-trimethyl-6-(4-methyl-3-oxopentyl)-2,3,4,5-tetrahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoate
Synonyms:  
Molecular Formula:   C39H58O10
Standard InCHIKey:  MKWNSTIPANKIBC-TWMWDNCOSA-N
Standard InCHI:  InChI=1S/C39H58O10/c1-20(2)22(5)10-12-27(36(46)49-37-35(45)34(44)33(43)31(19-40)48-37)32-30(47-24(7)41)18-39(9)28-14-11-23(6)25(13-15-29(42)21(3)4)26(28)16-17-38(32,39)8/h11,14,20-21,27,30-35,37,40,43-45H,5,10,12-13,15-19H2,1-4,6-9H3/t27-,30-,31-,32+,33-,34+,35-,37+,38-,39+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC(=O)[C@@H]([C@H]2[C@H](OC(=O)C)C[C@@]3([C@]2(C)CCc2c3ccc(c2CCC(=O)C(C)C)C)C)CCC(=C)C(C)C)[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
NPO32674 daedalea dickisii Species Coriolaceae Eukaryota fruit PMID[15974617]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 32300 nM 21958546
NPT116 Cell Line HL-60 Homo sapiens IC50 = 27900 nM 10.6019/CHEMBL1201861

  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 NPC159811 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
0.856 High Similarity NPC9274
0.8345 Intermediate Similarity NPC156393
0.8227 Intermediate Similarity NPC325078
0.8176 Intermediate Similarity NPC469456
0.8156 Intermediate Similarity NPC473440
0.8058 Intermediate Similarity NPC470143
0.8058 Intermediate Similarity NPC322503
0.8 Intermediate Similarity NPC470816
0.7986 Intermediate Similarity NPC284957
0.7974 Intermediate Similarity NPC475536
0.7974 Intermediate Similarity NPC165234
0.7931 Intermediate Similarity NPC111466
0.7926 Intermediate Similarity NPC317163
0.7922 Intermediate Similarity NPC475437
0.7922 Intermediate Similarity NPC473641
0.7922 Intermediate Similarity NPC130489
0.7922 Intermediate Similarity NPC475300
0.7922 Intermediate Similarity NPC475464
0.7922 Intermediate Similarity NPC475505
0.7922 Intermediate Similarity NPC208676
0.7922 Intermediate Similarity NPC473797
0.791 Intermediate Similarity NPC141970
0.791 Intermediate Similarity NPC140561
0.7899 Intermediate Similarity NPC473443
0.7895 Intermediate Similarity NPC476784
0.7891 Intermediate Similarity NPC73455
0.7891 Intermediate Similarity NPC200944
0.7881 Intermediate Similarity NPC257847
0.7877 Intermediate Similarity NPC264270
0.7877 Intermediate Similarity NPC40085
0.7847 Intermediate Similarity NPC471862
0.7842 Intermediate Similarity NPC305162
0.7826 Intermediate Similarity NPC225103
0.7821 Intermediate Similarity NPC477491
0.7815 Intermediate Similarity NPC471176
0.781 Intermediate Similarity NPC471026
0.7801 Intermediate Similarity NPC4242
0.7801 Intermediate Similarity NPC471911
0.7793 Intermediate Similarity NPC472235
0.7793 Intermediate Similarity NPC63737
0.7793 Intermediate Similarity NPC472236
0.7786 Intermediate Similarity NPC80599
0.7785 Intermediate Similarity NPC476173
0.7778 Intermediate Similarity NPC474250
0.777 Intermediate Similarity NPC472388
0.7748 Intermediate Similarity NPC472658
0.7748 Intermediate Similarity NPC472657
0.7737 Intermediate Similarity NPC100402
0.7737 Intermediate Similarity NPC9180
0.7727 Intermediate Similarity NPC10945
0.7718 Intermediate Similarity NPC474564
0.7703 Intermediate Similarity NPC474241
0.7687 Intermediate Similarity NPC146673
0.7687 Intermediate Similarity NPC233923
0.7673 Intermediate Similarity NPC477488
0.7671 Intermediate Similarity NPC471856
0.7671 Intermediate Similarity NPC475513
0.7671 Intermediate Similarity NPC473755
0.7667 Intermediate Similarity NPC475447
0.7667 Intermediate Similarity NPC475218
0.7667 Intermediate Similarity NPC476092
0.7667 Intermediate Similarity NPC70236
0.766 Intermediate Similarity NPC471880
0.766 Intermediate Similarity NPC209851
0.7656 Intermediate Similarity NPC27551
0.7656 Intermediate Similarity NPC114961
0.7647 Intermediate Similarity NPC154675
0.7647 Intermediate Similarity NPC108286
0.7638 Intermediate Similarity NPC21929
0.7632 Intermediate Similarity NPC471135
0.7626 Intermediate Similarity NPC231627
0.7626 Intermediate Similarity NPC230331
0.7612 Intermediate Similarity NPC202015
0.7609 Intermediate Similarity NPC470818
0.7606 Intermediate Similarity NPC472248
0.7595 Intermediate Similarity NPC475567
0.7595 Intermediate Similarity NPC473468
0.7595 Intermediate Similarity NPC473557
0.7591 Intermediate Similarity NPC469742
0.7586 Intermediate Similarity NPC473301
0.7571 Intermediate Similarity NPC471024
0.7571 Intermediate Similarity NPC237182
0.7571 Intermediate Similarity NPC226101
0.7554 Intermediate Similarity NPC63404
0.7554 Intermediate Similarity NPC10121
0.7554 Intermediate Similarity NPC198918
0.7554 Intermediate Similarity NPC231888
0.7554 Intermediate Similarity NPC290276
0.7554 Intermediate Similarity NPC10883
0.7554 Intermediate Similarity NPC35338
0.7554 Intermediate Similarity NPC124878
0.7554 Intermediate Similarity NPC204214
0.7554 Intermediate Similarity NPC92283
0.7552 Intermediate Similarity NPC28836
0.755 Intermediate Similarity NPC475561
0.755 Intermediate Similarity NPC475417
0.755 Intermediate Similarity NPC469448
0.7547 Intermediate Similarity NPC475531
0.7547 Intermediate Similarity NPC475198
0.7547 Intermediate Similarity NPC475175
0.7536 Intermediate Similarity NPC87153
0.7536 Intermediate Similarity NPC162925
0.7536 Intermediate Similarity NPC145287
0.7535 Intermediate Similarity NPC233860
0.7535 Intermediate Similarity NPC239358
0.7535 Intermediate Similarity NPC475493
0.7532 Intermediate Similarity NPC475638
0.7532 Intermediate Similarity NPC475548
0.7532 Intermediate Similarity NPC290683
0.7518 Intermediate Similarity NPC273336
0.7518 Intermediate Similarity NPC82712
0.7518 Intermediate Similarity NPC475138
0.7518 Intermediate Similarity NPC182333
0.7516 Intermediate Similarity NPC77310
0.7516 Intermediate Similarity NPC69425
0.75 Intermediate Similarity NPC96599
0.75 Intermediate Similarity NPC195224
0.75 Intermediate Similarity NPC329657
0.75 Intermediate Similarity NPC200154
0.75 Intermediate Similarity NPC471025
0.7484 Intermediate Similarity NPC322048
0.7484 Intermediate Similarity NPC318447
0.7484 Intermediate Similarity NPC469417
0.7483 Intermediate Similarity NPC242355
0.7482 Intermediate Similarity NPC77651
0.7482 Intermediate Similarity NPC28069
0.7481 Intermediate Similarity NPC476096
0.7481 Intermediate Similarity NPC238582
0.7464 Intermediate Similarity NPC470815
0.7464 Intermediate Similarity NPC138798
0.7464 Intermediate Similarity NPC77691
0.7451 Intermediate Similarity NPC35097
0.7451 Intermediate Similarity NPC117346
0.7451 Intermediate Similarity NPC240592
0.745 Intermediate Similarity NPC471139
0.7439 Intermediate Similarity NPC195972
0.7438 Intermediate Similarity NPC327694
0.7436 Intermediate Similarity NPC477467
0.7436 Intermediate Similarity NPC319404
0.7434 Intermediate Similarity NPC120728
0.7432 Intermediate Similarity NPC475135
0.7431 Intermediate Similarity NPC311492
0.7429 Intermediate Similarity NPC267733
0.7429 Intermediate Similarity NPC473423
0.7429 Intermediate Similarity NPC276047
0.7422 Intermediate Similarity NPC94751
0.7422 Intermediate Similarity NPC142326
0.7419 Intermediate Similarity NPC326235
0.7419 Intermediate Similarity NPC323001
0.7417 Intermediate Similarity NPC205389
0.7413 Intermediate Similarity NPC233692
0.741 Intermediate Similarity NPC57607
0.7407 Intermediate Similarity NPC471406
0.7403 Intermediate Similarity NPC133430
0.7403 Intermediate Similarity NPC475379
0.7403 Intermediate Similarity NPC469477
0.74 Intermediate Similarity NPC301946
0.74 Intermediate Similarity NPC277053
0.74 Intermediate Similarity NPC296659
0.74 Intermediate Similarity NPC202391
0.74 Intermediate Similarity NPC471162
0.7397 Intermediate Similarity NPC27721
0.7397 Intermediate Similarity NPC243893
0.7397 Intermediate Similarity NPC262324
0.7394 Intermediate Similarity NPC11025
0.7394 Intermediate Similarity NPC122504
0.7394 Intermediate Similarity NPC3450
0.7394 Intermediate Similarity NPC27712
0.7391 Intermediate Similarity NPC473870
0.7391 Intermediate Similarity NPC318472
0.7391 Intermediate Similarity NPC473871
0.7389 Intermediate Similarity NPC326328
0.7389 Intermediate Similarity NPC323356
0.7389 Intermediate Similarity NPC309991
0.7389 Intermediate Similarity NPC471138
0.7388 Intermediate Similarity NPC212891
0.7386 Intermediate Similarity NPC478123
0.7386 Intermediate Similarity NPC62792
0.7386 Intermediate Similarity NPC469415
0.7379 Intermediate Similarity NPC473216
0.7379 Intermediate Similarity NPC473399
0.7379 Intermediate Similarity NPC471864
0.7376 Intermediate Similarity NPC175333
0.7375 Intermediate Similarity NPC326278
0.7372 Intermediate Similarity NPC477470
0.7372 Intermediate Similarity NPC477472
0.7372 Intermediate Similarity NPC477474
0.7368 Intermediate Similarity NPC470330
0.7364 Intermediate Similarity NPC295389
0.7361 Intermediate Similarity NPC144257
0.7355 Intermediate Similarity NPC34066
0.7355 Intermediate Similarity NPC469422
0.7351 Intermediate Similarity NPC312393
0.7351 Intermediate Similarity NPC478263
0.7351 Intermediate Similarity NPC170668
0.7351 Intermediate Similarity NPC473602
0.7349 Intermediate Similarity NPC475613
0.7348 Intermediate Similarity NPC260665
0.7348 Intermediate Similarity NPC477944
0.7344 Intermediate Similarity NPC162033

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC159811 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
0.7698 Intermediate Similarity NPD6685 Approved
0.7615 Intermediate Similarity NPD7094 Approved
0.7615 Intermediate Similarity NPD6858 Approved
0.7483 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.746 Intermediate Similarity NPD5765 Approved
0.7426 Intermediate Similarity NPD5126 Approved
0.7426 Intermediate Similarity NPD5125 Phase 3
0.7407 Intermediate Similarity NPD7799 Discontinued
0.7405 Intermediate Similarity NPD6912 Phase 3
0.7292 Intermediate Similarity NPD7961 Discontinued
0.7287 Intermediate Similarity NPD6412 Phase 2
0.7153 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD7741 Discontinued
0.6985 Remote Similarity NPD2629 Approved
0.6953 Remote Similarity NPD7798 Approved
0.6948 Remote Similarity NPD7236 Approved
0.6943 Remote Similarity NPD7239 Suspended
0.6939 Remote Similarity NPD6663 Approved
0.6923 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7084 Phase 3
0.6897 Remote Similarity NPD5736 Approved
0.6879 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6859 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6686 Approved
0.6831 Remote Similarity NPD5618 Discontinued
0.6821 Remote Similarity NPD7305 Phase 1
0.6791 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6010 Discontinued
0.6786 Remote Similarity NPD7009 Phase 2
0.6783 Remote Similarity NPD7507 Approved
0.6746 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6744 Remote Similarity NPD8312 Approved
0.6744 Remote Similarity NPD8313 Approved
0.6738 Remote Similarity NPD7503 Approved
0.6728 Remote Similarity NPD8455 Phase 2
0.6715 Remote Similarity NPD8133 Approved
0.6714 Remote Similarity NPD6065 Approved
0.6714 Remote Similarity NPD7610 Discontinued
0.6712 Remote Similarity NPD6085 Phase 2
0.6712 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6692 Remote Similarity NPD5048 Discontinued
0.669 Remote Similarity NPD7736 Approved
0.6686 Remote Similarity NPD7228 Approved
0.6667 Remote Similarity NPD6647 Phase 2
0.6667 Remote Similarity NPD37 Approved
0.6646 Remote Similarity NPD4965 Approved
0.6646 Remote Similarity NPD4966 Approved
0.6646 Remote Similarity NPD4967 Phase 2
0.6644 Remote Similarity NPD7319 Approved
0.6641 Remote Similarity NPD1693 Approved
0.6628 Remote Similarity NPD7685 Pre-registration
0.6623 Remote Similarity NPD5763 Approved
0.6623 Remote Similarity NPD5762 Approved
0.6621 Remote Similarity NPD8293 Discontinued
0.6573 Remote Similarity NPD6370 Approved
0.6571 Remote Similarity NPD3317 Approved
0.6571 Remote Similarity NPD4198 Discontinued
0.6566 Remote Similarity NPD6234 Discontinued
0.6565 Remote Similarity NPD2066 Phase 3
0.6562 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6549 Remote Similarity NPD8294 Approved
0.6549 Remote Similarity NPD4479 Discontinued
0.6549 Remote Similarity NPD8377 Approved
0.6532 Remote Similarity NPD7240 Approved
0.6532 Remote Similarity NPD8368 Discontinued
0.6531 Remote Similarity NPD3094 Phase 2
0.6528 Remote Similarity NPD8328 Phase 3
0.6525 Remote Similarity NPD7327 Approved
0.6525 Remote Similarity NPD7328 Approved
0.6522 Remote Similarity NPD8297 Approved
0.6522 Remote Similarity NPD6882 Approved
0.6516 Remote Similarity NPD6002 Phase 3
0.6516 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6516 Remote Similarity NPD6004 Phase 3
0.6516 Remote Similarity NPD6005 Phase 3
0.6516 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6514 Remote Similarity NPD8407 Phase 2
0.6503 Remote Similarity NPD8296 Approved
0.6503 Remote Similarity NPD8033 Approved
0.6503 Remote Similarity NPD8378 Approved
0.6503 Remote Similarity NPD8380 Approved
0.6503 Remote Similarity NPD8335 Approved
0.6503 Remote Similarity NPD8379 Approved
0.65 Remote Similarity NPD5951 Approved
0.6488 Remote Similarity NPD7199 Phase 2
0.6488 Remote Similarity NPD8127 Discontinued
0.6484 Remote Similarity NPD1088 Approved
0.6483 Remote Similarity NPD7492 Approved
0.648 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6479 Remote Similarity NPD7516 Approved
0.6477 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6462 Remote Similarity NPD1989 Approved
0.6458 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6454 Remote Similarity NPD6009 Approved
0.6452 Remote Similarity NPD7137 Phase 2
0.6446 Remote Similarity NPD7057 Phase 3
0.6446 Remote Similarity NPD7058 Phase 2
0.6438 Remote Similarity NPD6616 Approved
0.6434 Remote Similarity NPD6054 Approved
0.6434 Remote Similarity NPD6319 Approved
0.6418 Remote Similarity NPD1929 Approved
0.6418 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6418 Remote Similarity NPD1930 Approved
0.641 Remote Similarity NPD7266 Discontinued
0.64 Remote Similarity NPD7055 Discontinued
0.64 Remote Similarity NPD2613 Approved
0.6395 Remote Similarity NPD7078 Approved
0.6385 Remote Similarity NPD688 Clinical (unspecified phase)
0.6383 Remote Similarity NPD4766 Approved
0.6382 Remote Similarity NPD7715 Approved
0.6382 Remote Similarity NPD7714 Approved
0.637 Remote Similarity NPD3092 Approved
0.6358 Remote Similarity NPD7008 Discontinued
0.6357 Remote Similarity NPD4632 Approved
0.6357 Remote Similarity NPD6399 Phase 3
0.6345 Remote Similarity NPD2932 Approved
0.6345 Remote Similarity NPD3019 Approved
0.6345 Remote Similarity NPD4199 Phase 3
0.6343 Remote Similarity NPD1932 Approved
0.6341 Remote Similarity NPD7028 Phase 2
0.634 Remote Similarity NPD4140 Approved
0.6338 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6335 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6331 Remote Similarity NPD6649 Approved
0.6331 Remote Similarity NPD6650 Approved
0.6329 Remote Similarity NPD6674 Discontinued
0.6328 Remote Similarity NPD1090 Approved
0.6328 Remote Similarity NPD1089 Approved
0.6328 Remote Similarity NPD3673 Approved
0.6328 Remote Similarity NPD3672 Approved
0.6328 Remote Similarity NPD1086 Approved
0.6319 Remote Similarity NPD6059 Approved
0.6316 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6304 Remote Similarity NPD6373 Approved
0.6304 Remote Similarity NPD6372 Approved
0.6304 Remote Similarity NPD2329 Discontinued
0.6296 Remote Similarity NPD6273 Approved
0.6289 Remote Similarity NPD4628 Phase 3
0.6289 Remote Similarity NPD8166 Discontinued
0.6288 Remote Similarity NPD6084 Phase 2
0.6288 Remote Similarity NPD6083 Phase 2
0.6288 Remote Similarity NPD3495 Discontinued
0.628 Remote Similarity NPD7458 Discontinued
0.628 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6276 Remote Similarity NPD6016 Approved
0.6276 Remote Similarity NPD5981 Approved
0.6276 Remote Similarity NPD6015 Approved
0.6275 Remote Similarity NPD2571 Approved
0.6275 Remote Similarity NPD3087 Approved
0.6275 Remote Similarity NPD3090 Approved
0.6275 Remote Similarity NPD3614 Approved
0.6275 Remote Similarity NPD4746 Phase 3
0.6275 Remote Similarity NPD2570 Approved
0.6275 Remote Similarity NPD2566 Approved
0.6275 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6275 Remote Similarity NPD3088 Approved
0.6275 Remote Similarity NPD4745 Approved
0.6275 Remote Similarity NPD3089 Approved
0.6275 Remote Similarity NPD8032 Phase 2
0.6275 Remote Similarity NPD2574 Discontinued
0.6275 Remote Similarity NPD2573 Approved
0.6275 Remote Similarity NPD3615 Approved
0.6275 Remote Similarity NPD3616 Approved
0.6267 Remote Similarity NPD5647 Approved
0.6259 Remote Similarity NPD2067 Discontinued
0.6258 Remote Similarity NPD6653 Approved
0.6257 Remote Similarity NPD8150 Discontinued
0.6257 Remote Similarity NPD8424 Clinical (unspecified phase)
0.625 Remote Similarity NPD6559 Discontinued
0.625 Remote Similarity NPD5346 Phase 2
0.625 Remote Similarity NPD5347 Phase 2
0.625 Remote Similarity NPD5909 Discontinued
0.625 Remote Similarity NPD8170 Clinical (unspecified phase)
0.625 Remote Similarity NPD800 Approved
0.6233 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6233 Remote Similarity NPD5988 Approved
0.6233 Remote Similarity NPD3095 Discontinued
0.6232 Remote Similarity NPD6899 Approved
0.6232 Remote Similarity NPD6881 Approved
0.6214 Remote Similarity NPD8130 Phase 1
0.6209 Remote Similarity NPD6766 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3091 Approved
0.6204 Remote Similarity NPD5739 Approved
0.6204 Remote Similarity NPD6675 Approved
0.6204 Remote Similarity NPD6402 Approved
0.6204 Remote Similarity NPD7128 Approved
0.6197 Remote Similarity NPD2652 Approved
0.6197 Remote Similarity NPD2650 Approved
0.6194 Remote Similarity NPD4684 Phase 3
0.6194 Remote Similarity NPD5735 Approved
0.6194 Remote Similarity NPD6355 Discontinued
0.6194 Remote Similarity NPD4685 Phase 3
0.6194 Remote Similarity NPD4686 Approved
0.619 Remote Similarity NPD8319 Approved
0.619 Remote Similarity NPD8320 Phase 1
0.619 Remote Similarity NPD3023 Approved
0.619 Remote Similarity NPD3026 Approved
0.619 Remote Similarity NPD6067 Discontinued

Structure

External Identifiers

PubChem CID   11158228
ChEMBL   CHEMBL450261
ZINC  

Physicochemical Properties

Molecular Weight:  686.40
ALogP:  0.8893
MLogP:  4.65
XLogP:  8.111
# Rotatable Bonds:  27
Polar Surface Area:  159.82
# H-Bond Aceptor:  10
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  49

Download Data

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Biological Activities  
Similar NPs/Drugs