Natural Product: NPC478050

Natural Product ID:  NPC478050
Common Name:   Stypotriolaldehyde
IUPAC Name:   (1R,2S,4aR,4bS,7S,8aR,10aR)-2,4',5',7-tetrahydroxy-4b,8,8,10a-tetramethylspiro[2,3,4,4a,5,6,7,8a,9,10-decahydrophenanthrene-1,2'-3H-1-benzofuran]-7'-carbaldehyde
Synonyms:   Stypotriolaldehyde
Molecular Formula:   C26H36O6
Standard InCHIKey:  UAJIAJOUVSPPNY-RDIJYYOSSA-N
Standard InCHI:  InChI=1S/C26H36O6/c1-23(2)17-7-10-25(4)18(24(17,3)9-8-19(23)29)5-6-20(30)26(25)12-15-21(31)16(28)11-14(13-27)22(15)32-26/h11,13,17-20,28-31H,5-10,12H2,1-4H3/t17-,18+,19-,20-,24-,25+,26-/m0/s1
Canonical SMILES:  O=Cc1cc(O)c(c2c1O[C@@]1(C2)[C@@H](O)CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CC[C@@H](C1(C)C)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
NPO20811 Stypopodium flabelliforme Species Dictyotaceae Eukaryota PMID[16038542]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified LC50 = 2000 nM 16038542
NPT397 Cell Line NCI-H460 Homo sapiens LC50 > 25000 nM 16038542
NPT2 Others Unspecified EC50 = 100000 nM 16038542

  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 NPC478050 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
0.9096 High Similarity NPC100849
0.9096 High Similarity NPC329669
0.9096 High Similarity NPC472278
0.9096 High Similarity NPC473313
0.9059 High Similarity NPC471969
0.9053 High Similarity NPC472276
0.9042 High Similarity NPC473286
0.8994 High Similarity NPC288813
0.8988 High Similarity NPC170245
0.8988 High Similarity NPC43065
0.8982 High Similarity NPC476295
0.8982 High Similarity NPC18100
0.8966 High Similarity NPC150977
0.8935 High Similarity NPC477154
0.8935 High Similarity NPC6588
0.8935 High Similarity NPC117854
0.8935 High Similarity NPC126204
0.8929 High Similarity NPC326520
0.8929 High Similarity NPC472277
0.8922 High Similarity NPC81679
0.8916 High Similarity NPC161947
0.8916 High Similarity NPC155302
0.8889 High Similarity NPC118128
0.8889 High Similarity NPC307286
0.8876 High Similarity NPC128293
0.8876 High Similarity NPC173292
0.8869 High Similarity NPC475985
0.8869 High Similarity NPC124038
0.8869 High Similarity NPC472281
0.8869 High Similarity NPC7483
0.8869 High Similarity NPC205265
0.8869 High Similarity NPC273959
0.8862 High Similarity NPC472275
0.8862 High Similarity NPC87431
0.8848 High Similarity NPC164427
0.883 High Similarity NPC315306
0.883 High Similarity NPC313717
0.8824 High Similarity NPC478059
0.8824 High Similarity NPC471975
0.8824 High Similarity NPC478060
0.8824 High Similarity NPC470377
0.8824 High Similarity NPC470374
0.8817 High Similarity NPC102372
0.881 High Similarity NPC220912
0.881 High Similarity NPC470694
0.8802 High Similarity NPC297212
0.8802 High Similarity NPC328102
0.8802 High Similarity NPC470810
0.8802 High Similarity NPC476280
0.8802 High Similarity NPC476283
0.8795 High Similarity NPC196448
0.8779 High Similarity NPC121333
0.8772 High Similarity NPC152477
0.8772 High Similarity NPC165456
0.8765 High Similarity NPC472452
0.8765 High Similarity NPC235610
0.8765 High Similarity NPC39091
0.8765 High Similarity NPC125465
0.8765 High Similarity NPC469394
0.8765 High Similarity NPC472621
0.8757 High Similarity NPC236132
0.8757 High Similarity NPC475055
0.8757 High Similarity NPC220313
0.8757 High Similarity NPC12461
0.8757 High Similarity NPC248638
0.8757 High Similarity NPC306321
0.8757 High Similarity NPC303460
0.8757 High Similarity NPC236521
0.8757 High Similarity NPC152659
0.875 High Similarity NPC32694
0.875 High Similarity NPC228383
0.875 High Similarity NPC278427
0.875 High Similarity NPC40491
0.875 High Similarity NPC3629
0.875 High Similarity NPC228209
0.875 High Similarity NPC61010
0.875 High Similarity NPC278052
0.875 High Similarity NPC474186
0.875 High Similarity NPC134783
0.875 High Similarity NPC187354
0.8743 High Similarity NPC472617
0.8743 High Similarity NPC185258
0.8743 High Similarity NPC329091
0.8743 High Similarity NPC172770
0.8743 High Similarity NPC469658
0.8743 High Similarity NPC46736
0.8728 High Similarity NPC310794
0.8721 High Similarity NPC102277
0.8721 High Similarity NPC279209
0.8721 High Similarity NPC131866
0.8721 High Similarity NPC101107
0.8721 High Similarity NPC103307
0.8713 High Similarity NPC472622
0.8713 High Similarity NPC470456
0.8713 High Similarity NPC218226
0.8713 High Similarity NPC150131
0.8713 High Similarity NPC474024
0.8713 High Similarity NPC247973
0.8713 High Similarity NPC158761
0.8708 High Similarity NPC240808
0.8706 High Similarity NPC37183
0.8706 High Similarity NPC108433
0.8706 High Similarity NPC472450
0.8706 High Similarity NPC50960
0.8706 High Similarity NPC146584
0.8706 High Similarity NPC293319
0.8706 High Similarity NPC300053
0.8706 High Similarity NPC21016
0.8706 High Similarity NPC275780
0.8706 High Similarity NPC25361
0.8706 High Similarity NPC239752
0.8698 High Similarity NPC474162
0.8698 High Similarity NPC211107
0.8698 High Similarity NPC474034
0.8698 High Similarity NPC472964
0.8698 High Similarity NPC329760
0.8698 High Similarity NPC472448
0.8698 High Similarity NPC474150
0.8698 High Similarity NPC472402
0.8698 High Similarity NPC25152
0.8698 High Similarity NPC472635
0.8698 High Similarity NPC261470
0.8698 High Similarity NPC206605
0.8698 High Similarity NPC476247
0.8698 High Similarity NPC478229
0.8698 High Similarity NPC474033
0.8698 High Similarity NPC83922
0.869 High Similarity NPC235018
0.869 High Similarity NPC471976
0.869 High Similarity NPC14353
0.869 High Similarity NPC45146
0.869 High Similarity NPC56085
0.869 High Similarity NPC119224
0.869 High Similarity NPC475886
0.869 High Similarity NPC472624
0.869 High Similarity NPC472631
0.869 High Similarity NPC174953
0.869 High Similarity NPC472630
0.869 High Similarity NPC80375
0.869 High Similarity NPC228785
0.869 High Similarity NPC28241
0.869 High Similarity NPC320359
0.869 High Similarity NPC474287
0.869 High Similarity NPC476980
0.869 High Similarity NPC321399
0.8686 High Similarity NPC475783
0.8683 High Similarity NPC79053
0.8683 High Similarity NPC236796
0.8683 High Similarity NPC272196
0.8683 High Similarity NPC36852
0.8683 High Similarity NPC469584
0.8683 High Similarity NPC262286
0.8683 High Similarity NPC223787
0.8678 High Similarity NPC294149
0.8675 High Similarity NPC180901
0.8675 High Similarity NPC68727
0.8675 High Similarity NPC175192
0.8675 High Similarity NPC113906
0.8675 High Similarity NPC300757
0.8671 High Similarity NPC4200
0.8671 High Similarity NPC472620
0.8671 High Similarity NPC174700
0.8667 High Similarity NPC113608
0.8667 High Similarity NPC470338
0.8667 High Similarity NPC180944
0.8667 High Similarity NPC268992
0.8667 High Similarity NPC470337
0.8667 High Similarity NPC51824
0.8663 High Similarity NPC242395
0.8663 High Similarity NPC213416
0.8663 High Similarity NPC300307
0.8663 High Similarity NPC475805
0.8655 High Similarity NPC13481
0.8655 High Similarity NPC120593
0.8655 High Similarity NPC43319
0.8655 High Similarity NPC119589
0.8655 High Similarity NPC277480
0.8655 High Similarity NPC296558
0.8655 High Similarity NPC207575
0.8655 High Similarity NPC37870
0.8655 High Similarity NPC470462
0.8652 High Similarity NPC304322
0.8647 High Similarity NPC270837
0.8647 High Similarity NPC197168
0.8647 High Similarity NPC208120
0.8647 High Similarity NPC186686
0.8647 High Similarity NPC173587
0.8647 High Similarity NPC189473
0.8647 High Similarity NPC41301
0.8647 High Similarity NPC207690
0.8647 High Similarity NPC23298
0.8644 High Similarity NPC182693
0.8644 High Similarity NPC240508
0.8644 High Similarity NPC8927
0.8639 High Similarity NPC472634
0.8639 High Similarity NPC259456
0.8639 High Similarity NPC167678
0.8639 High Similarity NPC472632
0.8639 High Similarity NPC471210
0.8639 High Similarity NPC472906

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478050 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
0.858 High Similarity NPD5494 Approved
0.8503 High Similarity NPD2393 Clinical (unspecified phase)
0.8393 Intermediate Similarity NPD2801 Approved
0.8343 Intermediate Similarity NPD5844 Phase 1
0.8333 Intermediate Similarity NPD1934 Approved
0.8294 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8294 Intermediate Similarity NPD3882 Suspended
0.8286 Intermediate Similarity NPD3818 Discontinued
0.8276 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8276 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8276 Intermediate Similarity NPD6166 Phase 2
0.8125 Intermediate Similarity NPD7473 Discontinued
0.8107 Intermediate Similarity NPD4380 Phase 2
0.8103 Intermediate Similarity NPD6959 Discontinued
0.809 Intermediate Similarity NPD7074 Phase 3
0.8057 Intermediate Similarity NPD6232 Discontinued
0.8034 Intermediate Similarity NPD7054 Approved
0.8023 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6559 Discontinued
0.7989 Intermediate Similarity NPD7472 Approved
0.7978 Intermediate Similarity NPD8434 Phase 2
0.7964 Intermediate Similarity NPD1511 Approved
0.7956 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7944 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD7075 Discontinued
0.7917 Intermediate Similarity NPD2533 Approved
0.7917 Intermediate Similarity NPD2534 Approved
0.7917 Intermediate Similarity NPD2532 Approved
0.7903 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD7251 Discontinued
0.7898 Intermediate Similarity NPD1247 Approved
0.7892 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD1512 Approved
0.7861 Intermediate Similarity NPD5761 Phase 2
0.7861 Intermediate Similarity NPD7819 Suspended
0.7861 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7861 Intermediate Similarity NPD5760 Phase 2
0.7845 Intermediate Similarity NPD6797 Phase 2
0.7831 Intermediate Similarity NPD2800 Approved
0.7829 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6234 Discontinued
0.7778 Intermediate Similarity NPD7228 Approved
0.7771 Intermediate Similarity NPD7768 Phase 2
0.776 Intermediate Similarity NPD7808 Phase 3
0.7759 Intermediate Similarity NPD1465 Phase 2
0.7735 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD5402 Approved
0.7714 Intermediate Similarity NPD3817 Phase 2
0.7706 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD6801 Discontinued
0.7701 Intermediate Similarity NPD37 Approved
0.7688 Intermediate Similarity NPD6599 Discontinued
0.767 Intermediate Similarity NPD4967 Phase 2
0.767 Intermediate Similarity NPD4965 Approved
0.767 Intermediate Similarity NPD4966 Approved
0.7665 Intermediate Similarity NPD1549 Phase 2
0.7651 Intermediate Similarity NPD6100 Approved
0.7651 Intermediate Similarity NPD6099 Approved
0.7644 Intermediate Similarity NPD7411 Suspended
0.7627 Intermediate Similarity NPD3749 Approved
0.7622 Intermediate Similarity NPD8312 Approved
0.7622 Intermediate Similarity NPD8313 Approved
0.7605 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7605 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD8127 Discontinued
0.7584 Intermediate Similarity NPD919 Approved
0.7574 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD4628 Phase 3
0.7569 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.756 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD2796 Approved
0.7526 Intermediate Similarity NPD6779 Approved
0.7526 Intermediate Similarity NPD6778 Approved
0.7526 Intermediate Similarity NPD6782 Approved
0.7526 Intermediate Similarity NPD6776 Approved
0.7526 Intermediate Similarity NPD6781 Approved
0.7526 Intermediate Similarity NPD6780 Approved
0.7526 Intermediate Similarity NPD6777 Approved
0.75 Intermediate Similarity NPD7199 Phase 2
0.75 Intermediate Similarity NPD8150 Discontinued
0.75 Intermediate Similarity NPD7435 Discontinued
0.7486 Intermediate Similarity NPD3751 Discontinued
0.7485 Intermediate Similarity NPD1510 Phase 2
0.7459 Intermediate Similarity NPD3787 Discontinued
0.7442 Intermediate Similarity NPD6799 Approved
0.744 Intermediate Similarity NPD2935 Discontinued
0.7418 Intermediate Similarity NPD3926 Phase 2
0.7415 Intermediate Similarity NPD4111 Phase 1
0.7415 Intermediate Similarity NPD4665 Approved
0.7414 Intermediate Similarity NPD920 Approved
0.7411 Intermediate Similarity NPD7697 Approved
0.7411 Intermediate Similarity NPD7696 Phase 3
0.7411 Intermediate Similarity NPD7698 Approved
0.741 Intermediate Similarity NPD230 Phase 1
0.74 Intermediate Similarity NPD8151 Discontinued
0.7399 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7871 Phase 2
0.7374 Intermediate Similarity NPD7870 Phase 2
0.7365 Intermediate Similarity NPD6651 Approved
0.7365 Intermediate Similarity NPD1607 Approved
0.7363 Intermediate Similarity NPD5711 Approved
0.7363 Intermediate Similarity NPD5710 Approved
0.736 Intermediate Similarity NPD6823 Phase 2
0.7356 Intermediate Similarity NPD6273 Approved
0.735 Intermediate Similarity NPD7701 Phase 2
0.7349 Intermediate Similarity NPD1613 Approved
0.7349 Intermediate Similarity NPD1240 Approved
0.7349 Intermediate Similarity NPD943 Approved
0.7349 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD7907 Approved
0.7341 Intermediate Similarity NPD7390 Discontinued
0.7337 Intermediate Similarity NPD1551 Phase 2
0.733 Intermediate Similarity NPD3226 Approved
0.733 Intermediate Similarity NPD7458 Discontinued
0.7327 Intermediate Similarity NPD7783 Phase 2
0.7327 Intermediate Similarity NPD7801 Approved
0.7327 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD7240 Approved
0.7326 Intermediate Similarity NPD6190 Approved
0.7326 Intermediate Similarity NPD7685 Pre-registration
0.7322 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD5403 Approved
0.7299 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7277 Intermediate Similarity NPD7874 Approved
0.7277 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7229 Phase 3
0.7268 Intermediate Similarity NPD6535 Approved
0.7268 Intermediate Similarity NPD6534 Approved
0.7267 Intermediate Similarity NPD3750 Approved
0.7267 Intermediate Similarity NPD8166 Discontinued
0.7259 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD7700 Phase 2
0.7245 Intermediate Similarity NPD7699 Phase 2
0.7232 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5401 Approved
0.7184 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7175 Intermediate Similarity NPD1653 Approved
0.7169 Intermediate Similarity NPD3027 Phase 3
0.7152 Intermediate Similarity NPD9494 Approved
0.7152 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD2494 Approved
0.7136 Intermediate Similarity NPD2493 Approved
0.7126 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD4582 Approved
0.7114 Intermediate Similarity NPD4583 Approved
0.711 Intermediate Similarity NPD1243 Approved
0.711 Intermediate Similarity NPD6674 Discontinued
0.7108 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD447 Suspended
0.7093 Intermediate Similarity NPD2346 Discontinued
0.7093 Intermediate Similarity NPD2344 Approved
0.7076 Intermediate Similarity NPD2799 Discontinued
0.7074 Intermediate Similarity NPD7286 Phase 2
0.7069 Intermediate Similarity NPD7003 Approved
0.7065 Intermediate Similarity NPD4004 Approved
0.7065 Intermediate Similarity NPD4002 Approved
0.705 Intermediate Similarity NPD3450 Approved
0.705 Intermediate Similarity NPD3452 Approved
0.7045 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD3620 Phase 2
0.7035 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD8319 Approved
0.703 Intermediate Similarity NPD8320 Phase 1
0.7024 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7047 Phase 3
0.7015 Intermediate Similarity NPD3057 Approved
0.7015 Intermediate Similarity NPD2491 Approved
0.7006 Intermediate Similarity NPD4908 Phase 1
0.7005 Intermediate Similarity NPD4363 Phase 3
0.7005 Intermediate Similarity NPD4360 Phase 2
0.7005 Intermediate Similarity NPD2403 Approved
0.7 Intermediate Similarity NPD5953 Discontinued
0.6986 Remote Similarity NPD8404 Phase 2
0.698 Remote Similarity NPD7497 Discontinued
0.6978 Remote Similarity NPD8455 Phase 2
0.6977 Remote Similarity NPD3748 Approved
0.6971 Remote Similarity NPD1878 Clinical (unspecified phase)
0.697 Remote Similarity NPD6696 Suspended
0.6963 Remote Similarity NPD6764 Approved
0.6963 Remote Similarity NPD6765 Approved
0.6961 Remote Similarity NPD7584 Approved
0.6954 Remote Similarity NPD6213 Phase 3
0.6954 Remote Similarity NPD6212 Phase 3
0.6954 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6948 Remote Similarity NPD5619 Clinical (unspecified phase)
0.694 Remote Similarity NPD5353 Approved
0.6939 Remote Similarity NPD2490 Approved

Structure

External Identifiers

PubChem CID   44559223
ChEMBL   CHEMBL470651
ZINC  

Physicochemical Properties

Molecular Weight:  444.25
ALogP:  -0.9954
MLogP:  3.66
XLogP:  3.949
# Rotatable Bonds:  9
Polar Surface Area:  107.22
# H-Bond Aceptor:  3
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  32

Download Data

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Biological Activities  
Similar NPs/Drugs