Natural Product: NPC476822

Natural Product ID:  NPC476822
Common Name:   (2S)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione
IUPAC Name:   (2S)-6,8-dihydroxy-7-methoxy-2,3,3-trimethyl-2H-benzo[f][1]benzofuran-4,9-dione
Synonyms:  
Molecular Formula:   C16H16O6
Standard InCHIKey:  NMWOPEGXVGPYLC-LURJTMIESA-N
Standard InCHI:  InChI=1S/C16H16O6/c1-6-16(2,3)10-11(18)7-5-8(17)14(21-4)12(19)9(7)13(20)15(10)22-6/h5-6,17,19H,1-4H3/t6-/m0/s1
Canonical SMILES:  COc1c(O)cc2c(c1O)C(=O)C1=C(C2=O)C([C@@H](O1)C)(C)C
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
NPO6617 Chirita eburnea Species Gesneriaceae Eukaryota whole plant Guangxi Province, China 2002-AUG PMID[15921435]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 45720 nM 15921435

  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 NPC476822 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
0.9487 High Similarity NPC477410
0.9295 High Similarity NPC234485
0.9231 High Similarity NPC127172
0.9062 High Similarity NPC313368
0.9038 High Similarity NPC103509
0.9018 High Similarity NPC20237
0.9012 High Similarity NPC249181
0.8994 High Similarity NPC182693
0.8974 High Similarity NPC134293
0.897 High Similarity NPC315306
0.897 High Similarity NPC313717
0.8968 High Similarity NPC476821
0.8963 High Similarity NPC283041
0.8957 High Similarity NPC191930
0.8931 High Similarity NPC79998
0.8902 High Similarity NPC477517
0.8896 High Similarity NPC475055
0.8896 High Similarity NPC18100
0.8896 High Similarity NPC205265
0.8896 High Similarity NPC208120
0.8896 High Similarity NPC472281
0.8896 High Similarity NPC173587
0.8889 High Similarity NPC117985
0.8889 High Similarity NPC201560
0.8875 High Similarity NPC150227
0.8841 High Similarity NPC316262
0.8841 High Similarity NPC472049
0.8841 High Similarity NPC146584
0.8841 High Similarity NPC472277
0.8841 High Similarity NPC314653
0.8841 High Similarity NPC21016
0.8834 High Similarity NPC48860
0.8834 High Similarity NPC191360
0.8827 High Similarity NPC155302
0.8827 High Similarity NPC161947
0.882 High Similarity NPC84935
0.882 High Similarity NPC199463
0.882 High Similarity NPC77679
0.882 High Similarity NPC37543
0.882 High Similarity NPC179732
0.882 High Similarity NPC190020
0.8812 High Similarity NPC472048
0.8812 High Similarity NPC199926
0.8812 High Similarity NPC82592
0.8812 High Similarity NPC16082
0.8797 High Similarity NPC216917
0.8773 High Similarity NPC87431
0.8773 High Similarity NPC187354
0.8772 High Similarity NPC228209
0.8772 High Similarity NPC8927
0.8765 High Similarity NPC104876
0.8765 High Similarity NPC245891
0.8758 High Similarity NPC77807
0.8758 High Similarity NPC5379
0.8758 High Similarity NPC472050
0.8758 High Similarity NPC14561
0.875 High Similarity NPC30550
0.875 High Similarity NPC477047
0.875 High Similarity NPC155686
0.875 High Similarity NPC281477
0.875 High Similarity NPC477048
0.8742 High Similarity NPC132990
0.8742 High Similarity NPC46882
0.8735 High Similarity NPC232936
0.8735 High Similarity NPC95715
0.8727 High Similarity NPC473286
0.8727 High Similarity NPC326520
0.8727 High Similarity NPC475888
0.872 High Similarity NPC215612
0.872 High Similarity NPC211107
0.8718 High Similarity NPC28632
0.8712 High Similarity NPC84571
0.8712 High Similarity NPC36217
0.8706 High Similarity NPC23553
0.8706 High Similarity NPC221820
0.8706 High Similarity NPC77179
0.8704 High Similarity NPC471515
0.8704 High Similarity NPC246466
0.8704 High Similarity NPC219867
0.8704 High Similarity NPC471479
0.8704 High Similarity NPC178976
0.8704 High Similarity NPC180011
0.8698 High Similarity NPC289244
0.8698 High Similarity NPC245975
0.8688 High Similarity NPC474993
0.8688 High Similarity NPC149889
0.8688 High Similarity NPC312338
0.8688 High Similarity NPC470340
0.8683 High Similarity NPC213416
0.8683 High Similarity NPC165456
0.8683 High Similarity NPC288813
0.8679 High Similarity NPC96501
0.8675 High Similarity NPC170245
0.8667 High Similarity NPC472278
0.8667 High Similarity NPC475985
0.8667 High Similarity NPC220313
0.8667 High Similarity NPC472582
0.8667 High Similarity NPC474240
0.8667 High Similarity NPC329669
0.8667 High Similarity NPC473313
0.8659 High Similarity NPC65746
0.8659 High Similarity NPC311740
0.865 High Similarity NPC195832
0.865 High Similarity NPC55738
0.865 High Similarity NPC235448
0.865 High Similarity NPC85121
0.8642 High Similarity NPC115853
0.8642 High Similarity NPC471500
0.8642 High Similarity NPC265511
0.8639 High Similarity NPC277510
0.8634 High Similarity NPC287504
0.8634 High Similarity NPC25127
0.8634 High Similarity NPC93552
0.8634 High Similarity NPC107109
0.8631 High Similarity NPC28042
0.8631 High Similarity NPC472276
0.8623 High Similarity NPC150131
0.8621 High Similarity NPC240808
0.8614 High Similarity NPC62261
0.8614 High Similarity NPC470457
0.8614 High Similarity NPC45449
0.8608 High Similarity NPC77598
0.8606 High Similarity NPC81679
0.8606 High Similarity NPC470694
0.8606 High Similarity NPC472964
0.8606 High Similarity NPC272722
0.8606 High Similarity NPC201800
0.8598 High Similarity NPC14353
0.8598 High Similarity NPC287328
0.8598 High Similarity NPC472902
0.8598 High Similarity NPC470326
0.8598 High Similarity NPC56085
0.8598 High Similarity NPC246478
0.8598 High Similarity NPC282009
0.8598 High Similarity NPC228785
0.8598 High Similarity NPC476283
0.8598 High Similarity NPC155101
0.8589 High Similarity NPC241904
0.8589 High Similarity NPC299520
0.8589 High Similarity NPC129684
0.8589 High Similarity NPC291508
0.8589 High Similarity NPC283301
0.8589 High Similarity NPC300727
0.8589 High Similarity NPC187745
0.8589 High Similarity NPC304008
0.8589 High Similarity NPC111969
0.8589 High Similarity NPC67876
0.8589 High Similarity NPC161960
0.8589 High Similarity NPC52530
0.858 High Similarity NPC134287
0.858 High Similarity NPC130589
0.858 High Similarity NPC56786
0.858 High Similarity NPC45849
0.858 High Similarity NPC200761
0.858 High Similarity NPC67396
0.858 High Similarity NPC477503
0.858 High Similarity NPC470327
0.858 High Similarity NPC80534
0.8571 High Similarity NPC268992
0.8571 High Similarity NPC470337
0.8571 High Similarity NPC180944
0.8571 High Similarity NPC51824
0.8571 High Similarity NPC113608
0.8571 High Similarity NPC304954
0.8571 High Similarity NPC470338
0.8571 High Similarity NPC247136
0.8563 High Similarity NPC43319
0.8563 High Similarity NPC165460
0.8562 High Similarity NPC472279
0.8562 High Similarity NPC85131
0.8555 High Similarity NPC246153
0.8554 High Similarity NPC41301
0.8554 High Similarity NPC133065
0.8554 High Similarity NPC197168
0.8554 High Similarity NPC470459
0.8554 High Similarity NPC124038
0.8554 High Similarity NPC7483
0.8554 High Similarity NPC270837
0.8554 High Similarity NPC236132
0.8554 High Similarity NPC186686
0.8547 High Similarity NPC476273
0.8547 High Similarity NPC244903
0.8545 High Similarity NPC57715
0.8545 High Similarity NPC173137
0.8545 High Similarity NPC134783
0.8545 High Similarity NPC474186
0.8545 High Similarity NPC61010
0.8545 High Similarity NPC308992
0.8545 High Similarity NPC40491
0.8545 High Similarity NPC278052
0.8545 High Similarity NPC474239
0.8545 High Similarity NPC471499
0.8545 High Similarity NPC32694
0.8544 High Similarity NPC143903
0.8544 High Similarity NPC226987
0.8537 High Similarity NPC476242
0.8537 High Similarity NPC470339
0.8537 High Similarity NPC193842
0.8537 High Similarity NPC210459
0.8537 High Similarity NPC329091

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476822 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
0.8758 High Similarity NPD3882 Suspended
0.8457 Intermediate Similarity NPD1934 Approved
0.8405 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD2801 Approved
0.8284 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8284 Intermediate Similarity NPD6166 Phase 2
0.8284 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8274 Intermediate Similarity NPD6232 Discontinued
0.8235 Intermediate Similarity NPD7473 Discontinued
0.8187 Intermediate Similarity NPD3818 Discontinued
0.8137 Intermediate Similarity NPD2534 Approved
0.8137 Intermediate Similarity NPD2533 Approved
0.8137 Intermediate Similarity NPD2532 Approved
0.8133 Intermediate Similarity NPD3817 Phase 2
0.811 Intermediate Similarity NPD6599 Discontinued
0.8086 Intermediate Similarity NPD1512 Approved
0.805 Intermediate Similarity NPD2800 Approved
0.8047 Intermediate Similarity NPD5494 Approved
0.8036 Intermediate Similarity NPD7075 Discontinued
0.8 Intermediate Similarity NPD4380 Phase 2
0.7976 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7964 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD1511 Approved
0.7955 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7943 Intermediate Similarity NPD6797 Phase 2
0.7914 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7911 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD6801 Discontinued
0.7898 Intermediate Similarity NPD7251 Discontinued
0.7895 Intermediate Similarity NPD6959 Discontinued
0.7895 Intermediate Similarity NPD1247 Approved
0.7886 Intermediate Similarity NPD7074 Phase 3
0.7875 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD1465 Phase 2
0.7853 Intermediate Similarity NPD7808 Phase 3
0.7853 Intermediate Similarity NPD6799 Approved
0.7829 Intermediate Similarity NPD5844 Phase 1
0.7829 Intermediate Similarity NPD7054 Approved
0.7803 Intermediate Similarity NPD3926 Phase 2
0.7784 Intermediate Similarity NPD7472 Approved
0.7778 Intermediate Similarity NPD919 Approved
0.7778 Intermediate Similarity NPD6234 Discontinued
0.7751 Intermediate Similarity NPD7819 Suspended
0.774 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD230 Phase 1
0.7705 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD1510 Phase 2
0.7673 Intermediate Similarity NPD6651 Approved
0.7673 Intermediate Similarity NPD1607 Approved
0.7658 Intermediate Similarity NPD1240 Approved
0.7658 Intermediate Similarity NPD943 Approved
0.7654 Intermediate Similarity NPD1549 Phase 2
0.7627 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD5402 Approved
0.7593 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7588 Intermediate Similarity NPD37 Approved
0.7582 Intermediate Similarity NPD8434 Phase 2
0.7578 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD3751 Discontinued
0.7558 Intermediate Similarity NPD4967 Phase 2
0.7558 Intermediate Similarity NPD4966 Approved
0.7558 Intermediate Similarity NPD4965 Approved
0.7543 Intermediate Similarity NPD5710 Approved
0.7543 Intermediate Similarity NPD5711 Approved
0.7531 Intermediate Similarity NPD2796 Approved
0.75 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6559 Discontinued
0.7472 Intermediate Similarity NPD7228 Approved
0.7455 Intermediate Similarity NPD4628 Phase 3
0.7401 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD5403 Approved
0.7381 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD2403 Approved
0.7358 Intermediate Similarity NPD3027 Phase 3
0.7349 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3750 Approved
0.7349 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD9494 Approved
0.733 Intermediate Similarity NPD6776 Approved
0.733 Intermediate Similarity NPD6779 Approved
0.733 Intermediate Similarity NPD6780 Approved
0.733 Intermediate Similarity NPD6781 Approved
0.733 Intermediate Similarity NPD6777 Approved
0.733 Intermediate Similarity NPD6778 Approved
0.733 Intermediate Similarity NPD6782 Approved
0.7327 Intermediate Similarity NPD7907 Approved
0.7326 Intermediate Similarity NPD7411 Suspended
0.7317 Intermediate Similarity NPD2935 Discontinued
0.7317 Intermediate Similarity NPD6100 Approved
0.7317 Intermediate Similarity NPD6099 Approved
0.7314 Intermediate Similarity NPD3749 Approved
0.731 Intermediate Similarity NPD3226 Approved
0.7306 Intermediate Similarity NPD7435 Discontinued
0.7305 Intermediate Similarity NPD6190 Approved
0.7297 Intermediate Similarity NPD8150 Discontinued
0.7294 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD920 Approved
0.7284 Intermediate Similarity NPD447 Suspended
0.7278 Intermediate Similarity NPD5401 Approved
0.7247 Intermediate Similarity NPD3787 Discontinued
0.724 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD4665 Approved
0.7228 Intermediate Similarity NPD4111 Phase 1
0.7219 Intermediate Similarity NPD7390 Discontinued
0.7208 Intermediate Similarity NPD8151 Discontinued
0.7202 Intermediate Similarity NPD2493 Approved
0.7202 Intermediate Similarity NPD2494 Approved
0.7191 Intermediate Similarity NPD7199 Phase 2
0.7176 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD2344 Approved
0.7169 Intermediate Similarity NPD1471 Phase 3
0.7167 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD7768 Phase 2
0.7135 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD7696 Phase 3
0.7128 Intermediate Similarity NPD7697 Approved
0.7128 Intermediate Similarity NPD7698 Approved
0.7118 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD1613 Approved
0.7113 Intermediate Similarity NPD3452 Approved
0.7113 Intermediate Similarity NPD3450 Approved
0.7108 Intermediate Similarity NPD1551 Phase 2
0.7102 Intermediate Similarity NPD5353 Approved
0.7092 Intermediate Similarity NPD4582 Approved
0.7092 Intermediate Similarity NPD7871 Phase 2
0.7092 Intermediate Similarity NPD7870 Phase 2
0.7092 Intermediate Similarity NPD4583 Approved
0.7085 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD7874 Approved
0.7083 Intermediate Similarity NPD1243 Approved
0.7077 Intermediate Similarity NPD3057 Approved
0.7076 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7701 Phase 2
0.7068 Intermediate Similarity NPD6535 Approved
0.7068 Intermediate Similarity NPD6534 Approved
0.7066 Intermediate Similarity NPD2346 Discontinued
0.7065 Intermediate Similarity NPD5953 Discontinued
0.7049 Intermediate Similarity NPD7286 Phase 2
0.7048 Intermediate Similarity NPD3748 Approved
0.7043 Intermediate Similarity NPD8313 Approved
0.7043 Intermediate Similarity NPD8312 Approved
0.7041 Intermediate Similarity NPD4002 Approved
0.7041 Intermediate Similarity NPD4004 Approved
0.7041 Intermediate Similarity NPD8166 Discontinued
0.7027 Intermediate Similarity NPD7685 Pre-registration
0.7027 Intermediate Similarity NPD7240 Approved
0.7025 Intermediate Similarity NPD9269 Phase 2
0.7019 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD5242 Approved
0.7012 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD3620 Phase 2
0.7005 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1470 Approved
0.7 Intermediate Similarity NPD2488 Approved
0.7 Intermediate Similarity NPD8127 Discontinued
0.7 Intermediate Similarity NPD2490 Approved
0.7 Intermediate Similarity NPD2309 Approved
0.6995 Remote Similarity NPD2973 Approved
0.6995 Remote Similarity NPD2974 Approved
0.6995 Remote Similarity NPD2975 Approved
0.699 Remote Similarity NPD2972 Approved
0.699 Remote Similarity NPD2491 Approved
0.699 Remote Similarity NPD3533 Approved
0.6982 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6981 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6975 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6965 Remote Similarity NPD7801 Approved
0.6959 Remote Similarity NPD7699 Phase 2
0.6959 Remote Similarity NPD643 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7700 Phase 2
0.6957 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6954 Remote Similarity NPD1653 Approved
0.6949 Remote Similarity NPD5760 Phase 2
0.6949 Remote Similarity NPD5761 Phase 2
0.6946 Remote Similarity NPD2799 Discontinued
0.6935 Remote Similarity NPD3658 Clinical (unspecified phase)
0.6932 Remote Similarity NPD5090 Approved
0.6932 Remote Similarity NPD5089 Approved
0.6919 Remote Similarity NPD8320 Phase 1
0.6919 Remote Similarity NPD8319 Approved
0.6915 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7458 Discontinued
0.6909 Remote Similarity NPD4060 Phase 1
0.6907 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6904 Remote Similarity NPD3448 Approved
0.6898 Remote Similarity NPD4419 Clinical (unspecified phase)
0.689 Remote Similarity NPD6859 Clinical (unspecified phase)
0.689 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6888 Remote Similarity NPD4580 Approved
0.6884 Remote Similarity NPD7048 Phase 3
0.6882 Remote Similarity NPD2654 Approved
0.6879 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6867 Remote Similarity NPD6355 Discontinued
0.686 Remote Similarity NPD3300 Phase 2

Structure

External Identifiers

PubChem CID   44583938
ChEMBL   CHEMBL463891
ZINC  

Physicochemical Properties

Molecular Weight:  304.09
ALogP:  -0.9136
MLogP:  2.56
XLogP:  0.163
# Rotatable Bonds:  7
Polar Surface Area:  93.06
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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