Natural Product: NPC470454

Natural Product ID:  NPC470454
Common Name:   7,9,10-Trihydroxy-5-Methoxy-3-Methyl-1H-Naphtho[2,3-C]Pyran-1-One-9-O-Beta-D-Glucopyranoside
IUPAC Name:   7,10-dihydroxy-5-methoxy-3-methyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzo[g]isochromen-1-one
Synonyms:  
Molecular Formula:   C21H22O11
Standard InCHIKey:  ZYJZOGQFALTEHI-QUCXHVEGSA-N
Standard InCHI:  InChI=1S/C21H22O11/c1-7-3-9-14(20(28)30-7)16(25)13-10(19(9)29-2)4-8(23)5-11(13)31-21-18(27)17(26)15(24)12(6-22)32-21/h3-5,12,15,17-18,21-27H,6H2,1-2H3/t12-,15-,17+,18-,21-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc(O)cc3c2c(O)c2c(c3OC)cc(oc2=O)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
NPO33486 paepalanthus geniculatus Species Eriocaulaceae Eukaryota Flowers Santana do Riacho, State Minas Gerais, Brazil PMID[22506638]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 0.898 nM 24195447

  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 NPC470454 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
1.0 High Similarity NPC199533
0.9818 High Similarity NPC84494
0.9818 High Similarity NPC245059
0.9759 High Similarity NPC470448
0.9759 High Similarity NPC470452
0.9759 High Similarity NPC470453
0.9759 High Similarity NPC164047
0.9636 High Similarity NPC63105
0.9632 High Similarity NPC259905
0.9573 High Similarity NPC298778
0.9518 High Similarity NPC68381
0.9509 High Similarity NPC178851
0.9458 High Similarity NPC213052
0.9401 High Similarity NPC474345
0.9398 High Similarity NPC271385
0.9398 High Similarity NPC30432
0.9398 High Similarity NPC5029
0.9398 High Similarity NPC111536
0.9398 High Similarity NPC76128
0.9294 High Similarity NPC475161
0.9294 High Similarity NPC477860
0.9244 High Similarity NPC241847
0.9235 High Similarity NPC277710
0.9235 High Similarity NPC153578
0.9235 High Similarity NPC114257
0.9235 High Similarity NPC299149
0.9231 High Similarity NPC475246
0.9231 High Similarity NPC46958
0.9231 High Similarity NPC475233
0.9226 High Similarity NPC472054
0.9217 High Similarity NPC249977
0.9212 High Similarity NPC7752
0.9207 High Similarity NPC216752
0.9172 High Similarity NPC3718
0.9162 High Similarity NPC222455
0.9162 High Similarity NPC473202
0.9152 High Similarity NPC17432
0.9128 High Similarity NPC293227
0.9128 High Similarity NPC473717
0.9128 High Similarity NPC473631
0.9128 High Similarity NPC475662
0.9123 High Similarity NPC212290
0.9112 High Similarity NPC98776
0.9107 High Similarity NPC241874
0.9107 High Similarity NPC477571
0.9107 High Similarity NPC477572
0.9107 High Similarity NPC477573
0.9085 High Similarity NPC470358
0.9085 High Similarity NPC328093
0.908 High Similarity NPC105591
0.9059 High Similarity NPC146803
0.9053 High Similarity NPC472386
0.9053 High Similarity NPC254540
0.9053 High Similarity NPC211594
0.9053 High Similarity NPC172807
0.9023 High Similarity NPC221140
0.9023 High Similarity NPC229817
0.9023 High Similarity NPC475352
0.9023 High Similarity NPC87583
0.9023 High Similarity NPC473686
0.9023 High Similarity NPC475220
0.9018 High Similarity NPC261866
0.9006 High Similarity NPC324220
0.9006 High Similarity NPC312630
0.9 High Similarity NPC85368
0.8994 High Similarity NPC199079
0.8994 High Similarity NPC105511
0.8994 High Similarity NPC224462
0.8994 High Similarity NPC210808
0.8982 High Similarity NPC178281
0.8982 High Similarity NPC99216
0.8977 High Similarity NPC314672
0.8976 High Similarity NPC131745
0.8976 High Similarity NPC44947
0.8963 High Similarity NPC177742
0.8963 High Similarity NPC60966
0.8957 High Similarity NPC470603
0.8957 High Similarity NPC470604
0.8957 High Similarity NPC470605
0.8953 High Similarity NPC168584
0.8951 High Similarity NPC175978
0.8947 High Similarity NPC472607
0.8947 High Similarity NPC477848
0.8947 High Similarity NPC264735
0.8941 High Similarity NPC307518
0.8941 High Similarity NPC9002
0.8941 High Similarity NPC137871
0.8941 High Similarity NPC260263
0.8941 High Similarity NPC257011
0.8941 High Similarity NPC205076
0.8941 High Similarity NPC48773
0.8941 High Similarity NPC288152
0.8935 High Similarity NPC475942
0.8935 High Similarity NPC472381
0.8935 High Similarity NPC472383
0.8935 High Similarity NPC469931
0.8935 High Similarity NPC45638
0.8935 High Similarity NPC226294
0.8935 High Similarity NPC58053
0.8935 High Similarity NPC105025
0.8935 High Similarity NPC186807
0.8935 High Similarity NPC201292
0.8935 High Similarity NPC93337
0.8929 High Similarity NPC70441
0.8927 High Similarity NPC321046
0.8927 High Similarity NPC48474
0.8922 High Similarity NPC179198
0.8922 High Similarity NPC278419
0.8922 High Similarity NPC124155
0.8922 High Similarity NPC257566
0.8922 High Similarity NPC66087
0.8922 High Similarity NPC197168
0.8922 High Similarity NPC183672
0.8916 High Similarity NPC47923
0.8914 High Similarity NPC261623
0.8914 High Similarity NPC111490
0.8909 High Similarity NPC73511
0.8909 High Similarity NPC279732
0.8909 High Similarity NPC43761
0.8902 High Similarity NPC127406
0.8896 High Similarity NPC211158
0.8896 High Similarity NPC78021
0.8896 High Similarity NPC87304
0.8896 High Similarity NPC185103
0.8896 High Similarity NPC299435
0.8896 High Similarity NPC268950
0.8896 High Similarity NPC260604
0.8896 High Similarity NPC108706
0.8895 High Similarity NPC472382
0.8895 High Similarity NPC233994
0.8895 High Similarity NPC472385
0.8895 High Similarity NPC472380
0.8895 High Similarity NPC102053
0.8895 High Similarity NPC198324
0.8895 High Similarity NPC211532
0.8895 High Similarity NPC472384
0.8889 High Similarity NPC199357
0.8883 High Similarity NPC316274
0.8883 High Similarity NPC282474
0.8883 High Similarity NPC470200
0.8883 High Similarity NPC470197
0.8883 High Similarity NPC470198
0.8883 High Similarity NPC470195
0.8883 High Similarity NPC470196
0.8883 High Similarity NPC470194
0.8883 High Similarity NPC470193
0.8882 High Similarity NPC109827
0.8882 High Similarity NPC124470
0.8882 High Similarity NPC44558
0.8882 High Similarity NPC150767
0.8882 High Similarity NPC183357
0.8882 High Similarity NPC78734
0.8882 High Similarity NPC313304
0.8882 High Similarity NPC21190
0.8882 High Similarity NPC76047
0.8882 High Similarity NPC22195
0.8876 High Similarity NPC58716
0.8876 High Similarity NPC477502
0.8876 High Similarity NPC298847
0.8876 High Similarity NPC93099
0.8876 High Similarity NPC146792
0.8876 High Similarity NPC45618
0.8876 High Similarity NPC135345
0.8876 High Similarity NPC225419
0.8869 High Similarity NPC294722
0.8869 High Similarity NPC25361
0.8862 High Similarity NPC473961
0.8862 High Similarity NPC259834
0.8862 High Similarity NPC101116
0.8862 High Similarity NPC212099
0.8862 High Similarity NPC472402
0.8862 High Similarity NPC146837
0.8862 High Similarity NPC27942
0.8862 High Similarity NPC473043
0.8862 High Similarity NPC278329
0.8857 High Similarity NPC49690
0.8855 High Similarity NPC472320
0.8855 High Similarity NPC143050
0.8851 High Similarity NPC208069
0.8851 High Similarity NPC265795
0.8851 High Similarity NPC315221
0.8848 High Similarity NPC257309
0.8848 High Similarity NPC161749
0.8848 High Similarity NPC197896
0.8848 High Similarity NPC313163
0.8848 High Similarity NPC258035
0.8848 High Similarity NPC23817
0.8848 High Similarity NPC470606
0.8848 High Similarity NPC156457
0.8848 High Similarity NPC43638
0.8844 High Similarity NPC477683
0.8844 High Similarity NPC472387
0.8844 High Similarity NPC477682
0.8841 High Similarity NPC27408
0.8841 High Similarity NPC95090
0.8837 High Similarity NPC237435
0.8837 High Similarity NPC43211
0.8837 High Similarity NPC135277
0.8837 High Similarity NPC115760
0.8837 High Similarity NPC470667

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470454 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
0.8848 High Similarity NPD4381 Clinical (unspecified phase)
0.8837 High Similarity NPD4338 Clinical (unspecified phase)
0.8779 High Similarity NPD6559 Discontinued
0.8757 High Similarity NPD7879 Clinical (unspecified phase)
0.8713 High Similarity NPD7804 Clinical (unspecified phase)
0.8713 High Similarity NPD5844 Phase 1
0.8605 High Similarity NPD7054 Approved
0.858 High Similarity NPD6959 Discontinued
0.8555 High Similarity NPD7472 Approved
0.8555 High Similarity NPD7074 Phase 3
0.8547 High Similarity NPD3818 Discontinued
0.8529 High Similarity NPD6232 Discontinued
0.8506 High Similarity NPD6797 Phase 2
0.8485 Intermediate Similarity NPD4380 Phase 2
0.8466 Intermediate Similarity NPD8313 Approved
0.8466 Intermediate Similarity NPD8312 Approved
0.8457 Intermediate Similarity NPD7251 Discontinued
0.8443 Intermediate Similarity NPD7819 Suspended
0.8409 Intermediate Similarity NPD7808 Phase 3
0.8402 Intermediate Similarity NPD7075 Discontinued
0.8382 Intermediate Similarity NPD7473 Discontinued
0.8368 Intermediate Similarity NPD7783 Phase 2
0.8368 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8343 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD2534 Approved
0.8293 Intermediate Similarity NPD2533 Approved
0.8293 Intermediate Similarity NPD2532 Approved
0.8289 Intermediate Similarity NPD7435 Discontinued
0.8284 Intermediate Similarity NPD5402 Approved
0.8274 Intermediate Similarity NPD6801 Discontinued
0.8263 Intermediate Similarity NPD8151 Discontinued
0.8232 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8226 Intermediate Similarity NPD6781 Approved
0.8226 Intermediate Similarity NPD6778 Approved
0.8226 Intermediate Similarity NPD6780 Approved
0.8226 Intermediate Similarity NPD6782 Approved
0.8226 Intermediate Similarity NPD6776 Approved
0.8226 Intermediate Similarity NPD6777 Approved
0.8226 Intermediate Similarity NPD6779 Approved
0.8225 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8225 Intermediate Similarity NPD2801 Approved
0.8166 Intermediate Similarity NPD1934 Approved
0.8125 Intermediate Similarity NPD7228 Approved
0.8118 Intermediate Similarity NPD1465 Phase 2
0.8114 Intermediate Similarity NPD6166 Phase 2
0.8114 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8114 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD7411 Suspended
0.8092 Intermediate Similarity NPD5494 Approved
0.8072 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.807 Intermediate Similarity NPD3817 Phase 2
0.8059 Intermediate Similarity NPD37 Approved
0.8037 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD6234 Discontinued
0.8031 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.8031 Intermediate Similarity NPD7874 Approved
0.8023 Intermediate Similarity NPD4965 Approved
0.8023 Intermediate Similarity NPD4967 Phase 2
0.8023 Intermediate Similarity NPD4966 Approved
0.8011 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7697 Approved
0.8 Intermediate Similarity NPD7698 Approved
0.8 Intermediate Similarity NPD7696 Phase 3
0.7958 Intermediate Similarity NPD7870 Phase 2
0.7958 Intermediate Similarity NPD7871 Phase 2
0.7957 Intermediate Similarity NPD6535 Approved
0.7957 Intermediate Similarity NPD6534 Approved
0.7947 Intermediate Similarity NPD6823 Phase 2
0.7941 Intermediate Similarity NPD6599 Discontinued
0.7927 Intermediate Similarity NPD7701 Phase 2
0.7921 Intermediate Similarity NPD3751 Discontinued
0.7919 Intermediate Similarity NPD7768 Phase 2
0.7907 Intermediate Similarity NPD8455 Phase 2
0.7898 Intermediate Similarity NPD3787 Discontinued
0.7889 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7882 Intermediate Similarity NPD3226 Approved
0.7874 Intermediate Similarity NPD3749 Approved
0.787 Intermediate Similarity NPD5403 Approved
0.7866 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD7199 Phase 2
0.7831 Intermediate Similarity NPD3750 Approved
0.7831 Intermediate Similarity NPD7699 Phase 2
0.7831 Intermediate Similarity NPD4628 Phase 3
0.7831 Intermediate Similarity NPD7700 Phase 2
0.7824 Intermediate Similarity NPD1653 Approved
0.7818 Intermediate Similarity NPD1549 Phase 2
0.7806 Intermediate Similarity NPD7801 Approved
0.7805 Intermediate Similarity NPD2935 Discontinued
0.7798 Intermediate Similarity NPD6799 Approved
0.7798 Intermediate Similarity NPD1511 Approved
0.7797 Intermediate Similarity NPD5710 Approved
0.7797 Intermediate Similarity NPD5711 Approved
0.7778 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD2346 Discontinued
0.7751 Intermediate Similarity NPD5401 Approved
0.7747 Intermediate Similarity NPD7240 Approved
0.773 Intermediate Similarity NPD8150 Discontinued
0.7714 Intermediate Similarity NPD3882 Suspended
0.7713 Intermediate Similarity NPD6212 Phase 3
0.7713 Intermediate Similarity NPD6213 Phase 3
0.7713 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD1512 Approved
0.7697 Intermediate Similarity NPD2796 Approved
0.7692 Intermediate Similarity NPD7390 Discontinued
0.768 Intermediate Similarity NPD8320 Phase 1
0.768 Intermediate Similarity NPD8319 Approved
0.7676 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD7685 Pre-registration
0.7647 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD1510 Phase 2
0.7635 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD7584 Approved
0.759 Intermediate Similarity NPD1551 Phase 2
0.7572 Intermediate Similarity NPD7458 Discontinued
0.7558 Intermediate Similarity NPD920 Approved
0.753 Intermediate Similarity NPD3748 Approved
0.753 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD1607 Approved
0.7515 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD7585 Approved
0.7457 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD1243 Approved
0.7456 Intermediate Similarity NPD2800 Approved
0.7456 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD6674 Discontinued
0.7447 Intermediate Similarity NPD8434 Phase 2
0.7444 Intermediate Similarity NPD1247 Approved
0.7442 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD919 Approved
0.7426 Intermediate Similarity NPD7930 Approved
0.7424 Intermediate Similarity NPD7583 Approved
0.7409 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD5953 Discontinued
0.7403 Intermediate Similarity NPD7229 Phase 3
0.7394 Intermediate Similarity NPD1240 Approved
0.7381 Intermediate Similarity NPD6099 Approved
0.7381 Intermediate Similarity NPD5405 Approved
0.7381 Intermediate Similarity NPD5406 Approved
0.7381 Intermediate Similarity NPD5404 Approved
0.7381 Intermediate Similarity NPD6100 Approved
0.7381 Intermediate Similarity NPD5408 Approved
0.7378 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD2799 Discontinued
0.7317 Intermediate Similarity NPD4625 Phase 3
0.7297 Intermediate Similarity NPD7286 Phase 2
0.7286 Intermediate Similarity NPD8059 Phase 3
0.7286 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2313 Discontinued
0.7246 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7246 Intermediate Similarity NPD5124 Phase 1
0.7246 Intermediate Similarity NPD230 Phase 1
0.7243 Intermediate Similarity NPD7177 Discontinued
0.7235 Intermediate Similarity NPD7266 Discontinued
0.7234 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD7033 Discontinued
0.7216 Intermediate Similarity NPD4360 Phase 2
0.7216 Intermediate Similarity NPD4363 Phase 3
0.7209 Intermediate Similarity NPD7003 Approved
0.7208 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7999 Approved
0.72 Intermediate Similarity NPD6273 Approved
0.7191 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD1613 Approved
0.7186 Intermediate Similarity NPD7680 Approved
0.7186 Intermediate Similarity NPD4060 Phase 1
0.7186 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD8067 Phase 3
0.7176 Intermediate Similarity NPD2438 Suspended
0.7174 Intermediate Similarity NPD3926 Phase 2
0.7169 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6190 Approved
0.7157 Intermediate Similarity NPD8285 Discontinued
0.7151 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1933 Approved
0.7101 Intermediate Similarity NPD6651 Approved
0.7072 Intermediate Similarity NPD4288 Approved
0.7068 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD6844 Discontinued
0.7052 Intermediate Similarity NPD1652 Phase 2
0.7048 Intermediate Similarity NPD6832 Phase 2
0.7048 Intermediate Similarity NPD4908 Phase 1
0.7041 Intermediate Similarity NPD447 Suspended
0.7035 Intermediate Similarity NPD2344 Approved
0.7024 Intermediate Similarity NPD6233 Phase 2
0.7018 Intermediate Similarity NPD4308 Phase 3
0.7012 Intermediate Similarity NPD1283 Approved
0.701 Intermediate Similarity NPD4287 Approved
0.6988 Remote Similarity NPD1530 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   57408285
ChEMBL   CHEMBL2037057
ZINC  

Physicochemical Properties

Molecular Weight:  450.12
ALogP:  -2.8102
MLogP:  2.56
XLogP:  -0.182
# Rotatable Bonds:  12
Polar Surface Area:  175.37
# H-Bond Aceptor:  7
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  32

Download Data

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