Natural Product: NPC474808

Natural Product ID:  NPC474808
Common Name:   Saucerneol H
IUPAC Name:   6-[(2R,3R,4S)-4-(1,3-benzodioxol-5-yl)-4-hydroxy-2,3-dimethylbutyl]-1,3-benzodioxol-5-ol
Synonyms:   saucerneol H
Molecular Formula:   C20H22O6
Standard InCHIKey:  MUMFFBHTQFUOMR-HTGLOVNISA-N
Standard InCHI:  InChI=1S/C20H22O6/c1-11(5-14-7-18-19(8-15(14)21)26-10-25-18)12(2)20(22)13-3-4-16-17(6-13)24-9-23-16/h3-4,6-8,11-12,20-22H,5,9-10H2,1-2H3/t11-,12-,20+/m1/s1
Canonical SMILES:  C[C@@H]([C@H]([C@@H](c1ccc2c(c1)OCO2)O)C)Cc1cc2OCOc2cc1O
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
NPO20323 Saururus chinensis Species Saururaceae Eukaryota roots PMID[18841903]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 72000 nM 21705225
NPT139 Cell Line HT-29 Homo sapiens IC50 = 53000 nM 24547740
NPT65 Cell Line HepG2 Homo sapiens IC50 = 61000 nM 24547740

  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 NPC474808 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
0.9704 High Similarity NPC9068
0.9556 High Similarity NPC197166
0.9489 High Similarity NPC284464
0.9429 High Similarity NPC42716
0.9429 High Similarity NPC178014
0.9429 High Similarity NPC474749
0.9429 High Similarity NPC180953
0.9429 High Similarity NPC11422
0.9416 High Similarity NPC6369
0.9416 High Similarity NPC30951
0.9366 High Similarity NPC71726
0.9366 High Similarity NPC301961
0.9366 High Similarity NPC166584
0.9362 High Similarity NPC33832
0.9357 High Similarity NPC239254
0.9357 High Similarity NPC172171
0.9348 High Similarity NPC177868
0.9343 High Similarity NPC474039
0.9343 High Similarity NPC185908
0.9338 High Similarity NPC150534
0.9333 High Similarity NPC58585
0.9333 High Similarity NPC196937
0.9333 High Similarity NPC112237
0.9296 High Similarity NPC116019
0.9291 High Similarity NPC475868
0.9286 High Similarity NPC255566
0.9286 High Similarity NPC298317
0.9259 High Similarity NPC259742
0.9259 High Similarity NPC219671
0.9259 High Similarity NPC147616
0.9259 High Similarity NPC104077
0.9225 High Similarity NPC252286
0.9225 High Similarity NPC226540
0.9225 High Similarity NPC154971
0.9225 High Similarity NPC162193
0.9214 High Similarity NPC472562
0.9214 High Similarity NPC229172
0.9214 High Similarity NPC103637
0.9214 High Similarity NPC230538
0.9214 High Similarity NPC80326
0.9214 High Similarity NPC36531
0.9209 High Similarity NPC46591
0.9203 High Similarity NPC283949
0.9191 High Similarity NPC266848
0.9191 High Similarity NPC136750
0.9167 High Similarity NPC240521
0.9155 High Similarity NPC197352
0.9155 High Similarity NPC166506
0.9155 High Similarity NPC307466
0.9155 High Similarity NPC110763
0.9155 High Similarity NPC189239
0.9149 High Similarity NPC185071
0.9149 High Similarity NPC12728
0.9149 High Similarity NPC324962
0.9143 High Similarity NPC300798
0.9143 High Similarity NPC58137
0.9118 High Similarity NPC72046
0.9118 High Similarity NPC7744
0.9118 High Similarity NPC261812
0.9118 High Similarity NPC65183
0.9116 High Similarity NPC159922
0.9111 High Similarity NPC184814
0.9111 High Similarity NPC63574
0.9111 High Similarity NPC224157
0.9111 High Similarity NPC192687
0.9103 High Similarity NPC238140
0.9091 High Similarity NPC212890
0.9085 High Similarity NPC73467
0.9085 High Similarity NPC121661
0.9078 High Similarity NPC41782
0.9078 High Similarity NPC287124
0.9078 High Similarity NPC174522
0.9071 High Similarity NPC56091
0.9071 High Similarity NPC254759
0.9071 High Similarity NPC160283
0.9071 High Similarity NPC226547
0.9071 High Similarity NPC27495
0.9058 High Similarity NPC174191
0.9058 High Similarity NPC18576
0.9058 High Similarity NPC142547
0.9058 High Similarity NPC189474
0.9058 High Similarity NPC99572
0.9058 High Similarity NPC126409
0.9058 High Similarity NPC135777
0.9051 High Similarity NPC471391
0.9051 High Similarity NPC471390
0.9044 High Similarity NPC192255
0.9037 High Similarity NPC190144
0.9034 High Similarity NPC286235
0.9034 High Similarity NPC55158
0.9034 High Similarity NPC51328
0.9021 High Similarity NPC477702
0.9014 High Similarity NPC265154
0.9014 High Similarity NPC477616
0.9007 High Similarity NPC311530
0.9007 High Similarity NPC312199
0.9 High Similarity NPC123526
0.9 High Similarity NPC292487
0.9 High Similarity NPC471388
0.9 High Similarity NPC292882
0.9 High Similarity NPC88640
0.9 High Similarity NPC193666
0.8993 High Similarity NPC25695
0.8993 High Similarity NPC172818
0.8986 High Similarity NPC47181
0.8986 High Similarity NPC31530
0.8986 High Similarity NPC287745
0.8978 High Similarity NPC6451
0.8978 High Similarity NPC471505
0.8978 High Similarity NPC106739
0.8973 High Similarity NPC473989
0.8966 High Similarity NPC130449
0.8966 High Similarity NPC248132
0.8966 High Similarity NPC175976
0.8951 High Similarity NPC166884
0.8951 High Similarity NPC187774
0.8951 High Similarity NPC141569
0.8951 High Similarity NPC472713
0.8951 High Similarity NPC118385
0.8951 High Similarity NPC472712
0.8951 High Similarity NPC473046
0.8951 High Similarity NPC477701
0.8944 High Similarity NPC107161
0.8944 High Similarity NPC133934
0.8944 High Similarity NPC184684
0.8944 High Similarity NPC184641
0.8936 High Similarity NPC103448
0.8936 High Similarity NPC216434
0.8929 High Similarity NPC477938
0.8921 High Similarity NPC101624
0.8921 High Similarity NPC165155
0.8921 High Similarity NPC236522
0.8921 High Similarity NPC141765
0.8921 High Similarity NPC34103
0.8921 High Similarity NPC184938
0.8921 High Similarity NPC49235
0.8921 High Similarity NPC25333
0.8921 High Similarity NPC148893
0.8921 High Similarity NPC24490
0.8913 High Similarity NPC158331
0.8905 High Similarity NPC232275
0.8905 High Similarity NPC474356
0.8905 High Similarity NPC12275
0.8905 High Similarity NPC474017
0.8905 High Similarity NPC45715
0.8897 High Similarity NPC39657
0.8897 High Similarity NPC227902
0.8889 High Similarity NPC205316
0.8889 High Similarity NPC242032
0.8881 High Similarity NPC81638
0.8881 High Similarity NPC477898
0.8873 High Similarity NPC471389
0.8873 High Similarity NPC87725
0.8873 High Similarity NPC263261
0.8873 High Similarity NPC247291
0.8865 High Similarity NPC290714
0.8865 High Similarity NPC201404
0.8865 High Similarity NPC53722
0.8857 High Similarity NPC32189
0.8857 High Similarity NPC472334
0.8857 High Similarity NPC173660
0.8857 High Similarity NPC121651
0.8857 High Similarity NPC472336
0.8849 High Similarity NPC244983
0.8849 High Similarity NPC326095
0.8844 High Similarity NPC472710
0.8844 High Similarity NPC472709
0.8841 High Similarity NPC175067
0.8841 High Similarity NPC204215
0.8836 High Similarity NPC316676
0.8836 High Similarity NPC270751
0.8836 High Similarity NPC325720
0.8832 High Similarity NPC470624
0.8832 High Similarity NPC299221
0.8832 High Similarity NPC311680
0.8832 High Similarity NPC237169
0.8832 High Similarity NPC51840
0.8832 High Similarity NPC234488
0.8828 High Similarity NPC324492
0.8828 High Similarity NPC317053
0.8828 High Similarity NPC190714
0.8828 High Similarity NPC99515
0.8824 High Similarity NPC82862
0.8824 High Similarity NPC226862
0.8824 High Similarity NPC222127
0.8824 High Similarity NPC165128
0.8824 High Similarity NPC158471
0.8824 High Similarity NPC57119
0.8819 High Similarity NPC12641
0.8819 High Similarity NPC93323
0.8819 High Similarity NPC45257
0.8819 High Similarity NPC84181
0.8819 High Similarity NPC280092
0.8815 High Similarity NPC473960
0.8815 High Similarity NPC213711
0.8815 High Similarity NPC40352
0.8811 High Similarity NPC474295
0.8811 High Similarity NPC311057
0.8811 High Similarity NPC191231
0.8811 High Similarity NPC5262

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474808 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
0.8759 High Similarity NPD3027 Phase 3
0.8497 Intermediate Similarity NPD4966 Approved
0.8497 Intermediate Similarity NPD4965 Approved
0.8497 Intermediate Similarity NPD4967 Phase 2
0.8421 Intermediate Similarity NPD37 Approved
0.8387 Intermediate Similarity NPD6234 Discontinued
0.831 Intermediate Similarity NPD1613 Approved
0.831 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8137 Intermediate Similarity NPD7228 Approved
0.805 Intermediate Similarity NPD7199 Phase 2
0.8043 Intermediate Similarity NPD3705 Approved
0.8039 Intermediate Similarity NPD1653 Approved
0.8028 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7958 Intermediate Similarity NPD2861 Phase 2
0.7956 Intermediate Similarity NPD1357 Approved
0.7902 Intermediate Similarity NPD4908 Phase 1
0.784 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7832 Intermediate Similarity NPD3018 Phase 2
0.7805 Intermediate Similarity NPD3818 Discontinued
0.7793 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7786 Intermediate Similarity NPD1610 Phase 2
0.7778 Intermediate Similarity NPD5283 Phase 1
0.775 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD6674 Discontinued
0.7725 Intermediate Similarity NPD7240 Approved
0.7676 Intermediate Similarity NPD2983 Phase 2
0.7676 Intermediate Similarity NPD2982 Phase 2
0.7662 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD1091 Approved
0.7606 Intermediate Similarity NPD2981 Phase 2
0.7605 Intermediate Similarity NPD7074 Phase 3
0.7545 Intermediate Similarity NPD7054 Approved
0.7517 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7266 Discontinued
0.75 Intermediate Similarity NPD1548 Phase 1
0.75 Intermediate Similarity NPD1934 Approved
0.75 Intermediate Similarity NPD7472 Approved
0.7471 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD2978 Approved
0.7453 Intermediate Similarity NPD2801 Approved
0.7453 Intermediate Similarity NPD2977 Approved
0.745 Intermediate Similarity NPD3620 Phase 2
0.745 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD5844 Phase 1
0.7439 Intermediate Similarity NPD5494 Approved
0.7432 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD4749 Approved
0.7384 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD228 Approved
0.7368 Intermediate Similarity NPD7808 Phase 3
0.7365 Intermediate Similarity NPD4625 Phase 3
0.7362 Intermediate Similarity NPD3882 Suspended
0.7353 Intermediate Similarity NPD6797 Phase 2
0.7346 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD4060 Phase 1
0.7317 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7251 Discontinued
0.731 Intermediate Similarity NPD6559 Discontinued
0.7308 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD5177 Phase 3
0.7278 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD3540 Phase 1
0.7262 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6166 Phase 2
0.7261 Intermediate Similarity NPD5058 Phase 3
0.7256 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD6232 Discontinued
0.7233 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD3021 Approved
0.7226 Intermediate Similarity NPD3022 Approved
0.7219 Intermediate Similarity NPD2238 Phase 2
0.7219 Intermediate Similarity NPD7473 Discontinued
0.7213 Intermediate Similarity NPD7680 Approved
0.7208 Intermediate Similarity NPD3539 Phase 1
0.7205 Intermediate Similarity NPD4005 Discontinued
0.72 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD4237 Approved
0.7179 Intermediate Similarity NPD4236 Phase 3
0.7179 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD3060 Approved
0.7178 Intermediate Similarity NPD3382 Approved
0.7178 Intermediate Similarity NPD3384 Approved
0.7178 Intermediate Similarity NPD3383 Approved
0.7168 Intermediate Similarity NPD7549 Discontinued
0.7163 Intermediate Similarity NPD6671 Approved
0.7161 Intermediate Similarity NPD1375 Discontinued
0.7152 Intermediate Similarity NPD7124 Phase 2
0.7134 Intermediate Similarity NPD3892 Phase 2
0.7107 Intermediate Similarity NPD4357 Discontinued
0.7101 Intermediate Similarity NPD4750 Phase 3
0.7099 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD2935 Discontinued
0.7091 Intermediate Similarity NPD3817 Phase 2
0.7059 Intermediate Similarity NPD5124 Phase 1
0.7059 Intermediate Similarity NPD6355 Discontinued
0.7059 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD4678 Approved
0.7055 Intermediate Similarity NPD7028 Phase 2
0.7055 Intermediate Similarity NPD4380 Phase 2
0.7055 Intermediate Similarity NPD4675 Approved
0.7055 Intermediate Similarity NPD422 Phase 1
0.7051 Intermediate Similarity NPD5763 Approved
0.7051 Intermediate Similarity NPD5762 Approved
0.7041 Intermediate Similarity NPD3787 Discontinued
0.7035 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD5125 Phase 3
0.7034 Intermediate Similarity NPD5126 Approved
0.7027 Intermediate Similarity NPD6696 Suspended
0.7025 Intermediate Similarity NPD4110 Phase 3
0.7025 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7685 Pre-registration
0.7 Intermediate Similarity NPD1511 Approved
0.6988 Remote Similarity NPD2560 Approved
0.6988 Remote Similarity NPD2563 Approved
0.6968 Remote Similarity NPD6111 Discontinued
0.6963 Remote Similarity NPD940 Approved
0.6963 Remote Similarity NPD846 Approved
0.6962 Remote Similarity NPD1652 Phase 2
0.6957 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6948 Remote Similarity NPD5735 Approved
0.6944 Remote Similarity NPD5536 Phase 2
0.6943 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6943 Remote Similarity NPD6004 Phase 3
0.6943 Remote Similarity NPD6005 Phase 3
0.6943 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6943 Remote Similarity NPD6002 Phase 3
0.6943 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6928 Remote Similarity NPD8455 Phase 2
0.6928 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5588 Approved
0.6923 Remote Similarity NPD7157 Approved
0.6923 Remote Similarity NPD1510 Phase 2
0.6923 Remote Similarity NPD4108 Discontinued
0.6918 Remote Similarity NPD6331 Phase 2
0.6918 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6914 Remote Similarity NPD1512 Approved
0.6913 Remote Similarity NPD8651 Approved
0.6906 Remote Similarity NPD2684 Approved
0.6905 Remote Similarity NPD4055 Discovery
0.6899 Remote Similarity NPD970 Clinical (unspecified phase)
0.6894 Remote Similarity NPD7213 Phase 3
0.6894 Remote Similarity NPD7212 Phase 2
0.6889 Remote Similarity NPD1242 Phase 1
0.6886 Remote Similarity NPD5402 Approved
0.6884 Remote Similarity NPD968 Approved
0.6883 Remote Similarity NPD1240 Approved
0.6883 Remote Similarity NPD1558 Phase 1
0.6879 Remote Similarity NPD3751 Discontinued
0.6879 Remote Similarity NPD6100 Approved
0.6879 Remote Similarity NPD6099 Approved
0.6879 Remote Similarity NPD2161 Phase 2
0.6875 Remote Similarity NPD6190 Approved
0.6875 Remote Similarity NPD2677 Approved
0.6875 Remote Similarity NPD2219 Phase 1
0.6872 Remote Similarity NPD7243 Clinical (unspecified phase)
0.6872 Remote Similarity NPD6842 Approved
0.6872 Remote Similarity NPD6841 Approved
0.6872 Remote Similarity NPD6843 Phase 3
0.6871 Remote Similarity NPD3496 Discontinued
0.6867 Remote Similarity NPD3094 Phase 2
0.6863 Remote Similarity NPD5110 Phase 2
0.6863 Remote Similarity NPD5111 Phase 2
0.6863 Remote Similarity NPD5109 Approved
0.6859 Remote Similarity NPD4536 Approved
0.6859 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6859 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6859 Remote Similarity NPD4538 Approved
0.6857 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6852 Remote Similarity NPD2533 Approved
0.6852 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6852 Remote Similarity NPD7447 Phase 1
0.6852 Remote Similarity NPD2532 Approved
0.6852 Remote Similarity NPD2534 Approved
0.6842 Remote Similarity NPD7229 Phase 3
0.6839 Remote Similarity NPD3657 Discovery
0.6835 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6835 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6835 Remote Similarity NPD290 Approved
0.6833 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6783 Clinical (unspecified phase)
0.6831 Remote Similarity NPD7843 Approved
0.6826 Remote Similarity NPD1465 Phase 2
0.6818 Remote Similarity NPD6233 Phase 2
0.6816 Remote Similarity NPD4663 Approved
0.6815 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6815 Remote Similarity NPD3020 Approved
0.6815 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6815 Remote Similarity NPD7033 Discontinued
0.6813 Remote Similarity NPD3750 Approved
0.6813 Remote Similarity NPD4628 Phase 3
0.6813 Remote Similarity NPD7466 Approved
0.6813 Remote Similarity NPD6398 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44580017
ChEMBL   CHEMBL483449
ZINC  

Physicochemical Properties

Molecular Weight:  358.14
ALogP:  -0.9884
MLogP:  3
XLogP:  3.082
# Rotatable Bonds:  9
Polar Surface Area:  77.38
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  26

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs