Natural Product: NPC3718

Natural Product ID:  NPC3718
Common Name:   Lucidin Primevoroside
IUPAC Name:   1-hydroxy-2-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyanthracene-9,10-dione
Synonyms:   Lucidin primevoroside
Molecular Formula:   C26H28O14
Standard InCHIKey:  NVKNRXOMCYTFJF-WFLOGZPDSA-N
Standard InCHI:  InChI=1S/C26H28O14/c27-6-12-14(5-11-16(19(12)31)18(30)10-4-2-1-3-9(10)17(11)29)39-26-24(36)22(34)21(33)15(40-26)8-38-25-23(35)20(32)13(28)7-37-25/h1-5,13,15,20-28,31-36H,6-8H2/t13-,15-,20+,21-,22+,23-,24-,25+,26-/m1/s1
Canonical SMILES:  OCc1c(O[C@@H]2O[C@H](CO[C@@H]3OC[C@H]([C@@H]([C@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)cc2c(c1O)C(=O)c1c(C2=O)cccc1
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
NPO3011 Rubia wallichiana Species Rubiaceae Eukaryota TCMID*
NPO28159 Rubia akane Species Rubiaceae Eukaryota PMID[8176404]
NPO26368 Fomes tasmanicus Species Coriolaceae Eukaryota UNPD*
NPO24656 Scabiosa olgae Species Caprifoliaceae Eukaryota UNPD*
NPO23980 Rhamnus nakaharai Species Rhamnaceae Eukaryota UNPD*
NPO3011 Rubia wallichiana Species Rubiaceae Eukaryota HerDing*
NPO28159 Rubia akane Species Rubiaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 92.2 % 8176404
NPT2 Others Unspecified Activity = 88.5 % 8176404
NPT2 Others Unspecified Activity = 83.5 % 8176404
NPT2 Others Unspecified Activity = 89.1 % 8176404

  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 NPC3718 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
0.9939 High Similarity NPC475246
0.9817 High Similarity NPC46958
0.9759 High Similarity NPC477860
0.9759 High Similarity NPC475161
0.9755 High Similarity NPC76128
0.9755 High Similarity NPC271385
0.9755 High Similarity NPC5029
0.9755 High Similarity NPC30432
0.9755 High Similarity NPC111536
0.9753 High Similarity NPC222455
0.9699 High Similarity NPC114257
0.9699 High Similarity NPC277710
0.9699 High Similarity NPC299149
0.9699 High Similarity NPC153578
0.9636 High Similarity NPC68381
0.9586 High Similarity NPC87583
0.9578 High Similarity NPC475233
0.9464 High Similarity NPC212290
0.9458 High Similarity NPC213052
0.9458 High Similarity NPC98776
0.9458 High Similarity NPC85368
0.9455 High Similarity NPC298778
0.9444 High Similarity NPC101116
0.9444 High Similarity NPC212099
0.9415 High Similarity NPC105591
0.9401 High Similarity NPC146803
0.9394 High Similarity NPC259905
0.939 High Similarity NPC178851
0.9341 High Similarity NPC199357
0.9341 High Similarity NPC203751
0.9341 High Similarity NPC472054
0.9325 High Similarity NPC146837
0.9325 High Similarity NPC278329
0.9321 High Similarity NPC472320
0.9294 High Similarity NPC315221
0.9286 High Similarity NPC474345
0.9286 High Similarity NPC63105
0.9264 High Similarity NPC47923
0.924 High Similarity NPC313452
0.9235 High Similarity NPC245059
0.9235 High Similarity NPC84494
0.9231 High Similarity NPC289876
0.9231 High Similarity NPC102053
0.9217 High Similarity NPC63470
0.9212 High Similarity NPC478022
0.9212 High Similarity NPC178281
0.9212 High Similarity NPC478020
0.9207 High Similarity NPC216752
0.9207 High Similarity NPC44947
0.9202 High Similarity NPC271479
0.9181 High Similarity NPC470453
0.9181 High Similarity NPC470452
0.9181 High Similarity NPC470448
0.9181 High Similarity NPC164047
0.9172 High Similarity NPC470454
0.9172 High Similarity NPC199533
0.9152 High Similarity NPC124155
0.9152 High Similarity NPC257566
0.9146 High Similarity NPC303913
0.9141 High Similarity NPC308265
0.9136 High Similarity NPC170475
0.9133 High Similarity NPC475352
0.9133 High Similarity NPC473686
0.9133 High Similarity NPC475220
0.9133 High Similarity NPC221140
0.9133 High Similarity NPC229817
0.9128 High Similarity NPC473631
0.9128 High Similarity NPC293227
0.9128 High Similarity NPC473717
0.9128 High Similarity NPC475662
0.9123 High Similarity NPC58538
0.9112 High Similarity NPC168789
0.9107 High Similarity NPC150767
0.9107 High Similarity NPC218488
0.9107 High Similarity NPC78734
0.9102 High Similarity NPC45400
0.9091 High Similarity NPC259834
0.9091 High Similarity NPC472876
0.9091 High Similarity NPC190450
0.9085 High Similarity NPC328093
0.908 High Similarity NPC156457
0.908 High Similarity NPC23817
0.908 High Similarity NPC313163
0.908 High Similarity NPC197896
0.908 High Similarity NPC258035
0.908 High Similarity NPC161749
0.9074 High Similarity NPC97052
0.9074 High Similarity NPC72649
0.9074 High Similarity NPC39351
0.9074 High Similarity NPC169248
0.9074 High Similarity NPC26195
0.907 High Similarity NPC85316
0.907 High Similarity NPC197357
0.9053 High Similarity NPC47140
0.9053 High Similarity NPC67134
0.9053 High Similarity NPC256760
0.9048 High Similarity NPC246274
0.9048 High Similarity NPC229687
0.9048 High Similarity NPC473202
0.9042 High Similarity NPC70441
0.9042 High Similarity NPC178173
0.9036 High Similarity NPC29830
0.9034 High Similarity NPC264302
0.9024 High Similarity NPC73511
0.9023 High Similarity NPC241847
0.9018 High Similarity NPC206378
0.9018 High Similarity NPC261866
0.9017 High Similarity NPC132111
0.9 High Similarity NPC154986
0.9 High Similarity NPC208668
0.8994 High Similarity NPC478021
0.8994 High Similarity NPC76047
0.8994 High Similarity NPC471416
0.8994 High Similarity NPC51326
0.8994 High Similarity NPC34287
0.8994 High Similarity NPC241874
0.8994 High Similarity NPC231194
0.8994 High Similarity NPC44558
0.8988 High Similarity NPC249977
0.8988 High Similarity NPC477502
0.8983 High Similarity NPC470199
0.8983 High Similarity NPC314459
0.8982 High Similarity NPC165720
0.8982 High Similarity NPC99216
0.8977 High Similarity NPC314672
0.8976 High Similarity NPC131745
0.897 High Similarity NPC246469
0.897 High Similarity NPC200708
0.897 High Similarity NPC97285
0.897 High Similarity NPC271270
0.897 High Similarity NPC142860
0.8966 High Similarity NPC292706
0.8966 High Similarity NPC231254
0.8966 High Similarity NPC224557
0.8963 High Similarity NPC44931
0.8963 High Similarity NPC65003
0.8963 High Similarity NPC473512
0.8963 High Similarity NPC129827
0.896 High Similarity NPC53680
0.896 High Similarity NPC208797
0.8957 High Similarity NPC99233
0.8953 High Similarity NPC476620
0.8953 High Similarity NPC476618
0.8953 High Similarity NPC472387
0.8953 High Similarity NPC476619
0.8953 High Similarity NPC476622
0.8953 High Similarity NPC476621
0.8953 High Similarity NPC476623
0.8951 High Similarity NPC259182
0.8951 High Similarity NPC121001
0.8951 High Similarity NPC88484
0.8951 High Similarity NPC259767
0.8947 High Similarity NPC186800
0.8947 High Similarity NPC307754
0.8947 High Similarity NPC108202
0.8947 High Similarity NPC294629
0.8947 High Similarity NPC470667
0.8947 High Similarity NPC223735
0.8941 High Similarity NPC315619
0.8941 High Similarity NPC301683
0.8941 High Similarity NPC294501
0.8941 High Similarity NPC267254
0.8935 High Similarity NPC472383
0.8935 High Similarity NPC472381
0.8935 High Similarity NPC470207
0.8935 High Similarity NPC170675
0.8935 High Similarity NPC5319
0.8935 High Similarity NPC470206
0.8935 High Similarity NPC112755
0.8935 High Similarity NPC105283
0.8935 High Similarity NPC61791
0.8935 High Similarity NPC43587
0.8935 High Similarity NPC293629
0.8935 High Similarity NPC471457
0.8929 High Similarity NPC236934
0.8929 High Similarity NPC8856
0.8929 High Similarity NPC210073
0.8929 High Similarity NPC115674
0.8929 High Similarity NPC5778
0.8922 High Similarity NPC179198
0.8922 High Similarity NPC278419
0.8922 High Similarity NPC183672
0.8922 High Similarity NPC168822
0.8922 High Similarity NPC66087
0.8922 High Similarity NPC88043
0.892 High Similarity NPC205721
0.8916 High Similarity NPC477628
0.8916 High Similarity NPC472994
0.8916 High Similarity NPC270675
0.8916 High Similarity NPC477629
0.8916 High Similarity NPC210961
0.8916 High Similarity NPC195685
0.8909 High Similarity NPC138811
0.8909 High Similarity NPC473634
0.8909 High Similarity NPC22062
0.8909 High Similarity NPC53139
0.8908 High Similarity NPC321916
0.8902 High Similarity NPC78492
0.8902 High Similarity NPC208152
0.8902 High Similarity NPC45165

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC3718 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
0.908 High Similarity NPD4381 Clinical (unspecified phase)
0.8935 High Similarity NPD7804 Clinical (unspecified phase)
0.8895 High Similarity NPD8313 Approved
0.8895 High Similarity NPD8312 Approved
0.8882 High Similarity NPD7074 Phase 3
0.8864 High Similarity NPD7879 Clinical (unspecified phase)
0.8824 High Similarity NPD7054 Approved
0.8802 High Similarity NPD6959 Discontinued
0.8779 High Similarity NPD6559 Discontinued
0.8772 High Similarity NPD7472 Approved
0.8765 High Similarity NPD3818 Discontinued
0.8721 High Similarity NPD6797 Phase 2
0.8712 High Similarity NPD4380 Phase 2
0.8671 High Similarity NPD7251 Discontinued
0.8621 High Similarity NPD7808 Phase 3
0.8538 High Similarity NPD6167 Clinical (unspecified phase)
0.8538 High Similarity NPD6168 Clinical (unspecified phase)
0.8538 High Similarity NPD6166 Phase 2
0.8525 High Similarity NPD6781 Approved
0.8525 High Similarity NPD6776 Approved
0.8525 High Similarity NPD6779 Approved
0.8525 High Similarity NPD6780 Approved
0.8525 High Similarity NPD6777 Approved
0.8525 High Similarity NPD6778 Approved
0.8525 High Similarity NPD6782 Approved
0.8514 High Similarity NPD4338 Clinical (unspecified phase)
0.8457 Intermediate Similarity NPD8151 Discontinued
0.8443 Intermediate Similarity NPD7819 Suspended
0.8443 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD6232 Discontinued
0.8402 Intermediate Similarity NPD7075 Discontinued
0.8391 Intermediate Similarity NPD5844 Phase 1
0.8387 Intermediate Similarity NPD7697 Approved
0.8387 Intermediate Similarity NPD7698 Approved
0.8387 Intermediate Similarity NPD7435 Discontinued
0.8387 Intermediate Similarity NPD7696 Phase 3
0.8382 Intermediate Similarity NPD7473 Discontinued
0.8343 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD3751 Discontinued
0.8307 Intermediate Similarity NPD7701 Phase 2
0.8284 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8274 Intermediate Similarity NPD1934 Approved
0.8251 Intermediate Similarity NPD6535 Approved
0.8251 Intermediate Similarity NPD6534 Approved
0.8245 Intermediate Similarity NPD7870 Phase 2
0.8245 Intermediate Similarity NPD7871 Phase 2
0.8225 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8216 Intermediate Similarity NPD7700 Phase 2
0.8216 Intermediate Similarity NPD7699 Phase 2
0.8214 Intermediate Similarity NPD7411 Suspended
0.8198 Intermediate Similarity NPD5494 Approved
0.8192 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8177 Intermediate Similarity NPD7783 Phase 2
0.8177 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD6801 Discontinued
0.8148 Intermediate Similarity NPD1549 Phase 2
0.8138 Intermediate Similarity NPD6823 Phase 2
0.8132 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD7874 Approved
0.8125 Intermediate Similarity NPD7228 Approved
0.8125 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.8114 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8103 Intermediate Similarity NPD3787 Discontinued
0.8095 Intermediate Similarity NPD3226 Approved
0.8086 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8083 Intermediate Similarity NPD7801 Approved
0.8072 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD5402 Approved
0.8053 Intermediate Similarity NPD8320 Phase 1
0.8053 Intermediate Similarity NPD8319 Approved
0.8012 Intermediate Similarity NPD1465 Phase 2
0.8012 Intermediate Similarity NPD8455 Phase 2
0.8012 Intermediate Similarity NPD2801 Approved
0.8 Intermediate Similarity NPD6212 Phase 3
0.8 Intermediate Similarity NPD6213 Phase 3
0.8 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD3749 Approved
0.7964 Intermediate Similarity NPD2533 Approved
0.7964 Intermediate Similarity NPD2532 Approved
0.7964 Intermediate Similarity NPD2534 Approved
0.7941 Intermediate Similarity NPD6599 Discontinued
0.7919 Intermediate Similarity NPD3882 Suspended
0.7904 Intermediate Similarity NPD1511 Approved
0.787 Intermediate Similarity NPD5403 Approved
0.7861 Intermediate Similarity NPD3817 Phase 2
0.7853 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD1510 Phase 2
0.7849 Intermediate Similarity NPD37 Approved
0.7831 Intermediate Similarity NPD3750 Approved
0.7829 Intermediate Similarity NPD6234 Discontinued
0.7826 Intermediate Similarity NPD8150 Discontinued
0.7816 Intermediate Similarity NPD4966 Approved
0.7816 Intermediate Similarity NPD7768 Phase 2
0.7816 Intermediate Similarity NPD4965 Approved
0.7816 Intermediate Similarity NPD4967 Phase 2
0.7811 Intermediate Similarity NPD1512 Approved
0.7805 Intermediate Similarity NPD2796 Approved
0.7798 Intermediate Similarity NPD6799 Approved
0.7798 Intermediate Similarity NPD7390 Discontinued
0.7778 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7458 Discontinued
0.7758 Intermediate Similarity NPD2346 Discontinued
0.7751 Intermediate Similarity NPD5401 Approved
0.7747 Intermediate Similarity NPD7240 Approved
0.774 Intermediate Similarity NPD7199 Phase 2
0.773 Intermediate Similarity NPD1607 Approved
0.7725 Intermediate Similarity NPD4628 Phase 3
0.7723 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7584 Approved
0.7676 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7641 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD1240 Approved
0.7605 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD1551 Phase 2
0.756 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD8059 Phase 3
0.753 Intermediate Similarity NPD3748 Approved
0.7514 Intermediate Similarity NPD1653 Approved
0.75 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD5710 Approved
0.75 Intermediate Similarity NPD5711 Approved
0.7485 Intermediate Similarity NPD2935 Discontinued
0.7459 Intermediate Similarity NPD7685 Pre-registration
0.7456 Intermediate Similarity NPD2800 Approved
0.7456 Intermediate Similarity NPD6674 Discontinued
0.7447 Intermediate Similarity NPD8434 Phase 2
0.7409 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD6099 Approved
0.7381 Intermediate Similarity NPD5405 Approved
0.7381 Intermediate Similarity NPD5404 Approved
0.7381 Intermediate Similarity NPD5406 Approved
0.7381 Intermediate Similarity NPD6100 Approved
0.7381 Intermediate Similarity NPD5408 Approved
0.7363 Intermediate Similarity NPD3926 Phase 2
0.7356 Intermediate Similarity NPD920 Approved
0.7341 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD8285 Discontinued
0.7333 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD2799 Discontinued
0.731 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD7585 Approved
0.7297 Intermediate Similarity NPD7286 Phase 2
0.7289 Intermediate Similarity NPD1613 Approved
0.7289 Intermediate Similarity NPD943 Approved
0.7289 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD1470 Approved
0.7273 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7680 Approved
0.7273 Intermediate Similarity NPD2313 Discontinued
0.7253 Intermediate Similarity NPD1247 Approved
0.725 Intermediate Similarity NPD7583 Approved
0.7241 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD919 Approved
0.7235 Intermediate Similarity NPD2344 Approved
0.7235 Intermediate Similarity NPD7266 Discontinued
0.7234 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD4360 Phase 2
0.7216 Intermediate Similarity NPD4363 Phase 3
0.7213 Intermediate Similarity NPD7229 Phase 3
0.7212 Intermediate Similarity NPD4625 Phase 3
0.7209 Intermediate Similarity NPD7003 Approved
0.72 Intermediate Similarity NPD6273 Approved
0.7184 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD7930 Approved
0.7169 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6190 Approved
0.7152 Intermediate Similarity NPD4908 Phase 1
0.7151 Intermediate Similarity NPD7177 Discontinued
0.7151 Intermediate Similarity NPD1243 Approved
0.7151 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD6651 Approved
0.7098 Intermediate Similarity NPD4287 Approved
0.7069 Intermediate Similarity NPD2309 Approved
0.7062 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7097 Phase 1
0.7048 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD8366 Approved
0.7041 Intermediate Similarity NPD1933 Approved
0.7041 Intermediate Similarity NPD230 Phase 1
0.7037 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD1091 Approved
0.7037 Intermediate Similarity NPD1201 Approved
0.703 Intermediate Similarity NPD2798 Approved
0.7017 Intermediate Similarity NPD5761 Phase 2
0.7017 Intermediate Similarity NPD5760 Phase 2
0.7 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.6988 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6982 Remote Similarity NPD4060 Phase 1
0.6978 Remote Similarity NPD4288 Approved
0.6973 Remote Similarity NPD8127 Discontinued

Structure

External Identifiers

PubChem CID   160180
ChEMBL   CHEMBL521217
ZINC  

Physicochemical Properties

Molecular Weight:  564.15
ALogP:  -4.88
MLogP:  2.78
XLogP:  -1.267
# Rotatable Bonds:  14
Polar Surface Area:  232.9
# H-Bond Aceptor:  12
# H-Bond Donor:  8
# Rings:  5
# Heavy Atoms:  40

Download Data

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