Natural Product: NPC469683

Natural Product ID:  NPC469683
Common Name:   Juniferin
IUPAC Name:  
Synonyms:   Juniferin
Molecular Formula:   C23H32O5
Standard InCHIKey:  VCQQSPUHIVJOLT-JSRQHHBLSA-N
Standard InCHI:  InChI=1S/C23H32O5/c1-15-7-6-12-23(3,4)21(25)13-16(2)19(11-8-15)28-22(26)17-9-10-18(24)20(14-17)27-5/h8-10,13-14,19,21,24-25H,6-7,11-12H2,1-5H3/b15-8+,16-13-/t19-,21+/m1/s1
Canonical SMILES:  COc1cc(ccc1O)C(=O)O[C@@H]1C/C=C(C)/CCCC([C@H](/C=C1/C)O)(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
NPO33092 ferula lycia Species Apiaceae Eukaryota PMID[20329739]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 > 50000 nM Open TG-GATES in vivo data: Hematology
NPT2 Others Unspecified IC50 = 29000 nM 15969497

  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 NPC469683 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
0.9927 High Similarity NPC469615
0.9236 High Similarity NPC472969
0.9225 High Similarity NPC473090
0.9197 High Similarity NPC283823
0.9197 High Similarity NPC159418
0.9172 High Similarity NPC98809
0.9172 High Similarity NPC476394
0.9124 High Similarity NPC111888
0.9014 High Similarity NPC326065
0.8993 High Similarity NPC62051
0.8986 High Similarity NPC75695
0.8978 High Similarity NPC285776
0.8966 High Similarity NPC9370
0.8966 High Similarity NPC287495
0.8929 High Similarity NPC139519
0.8921 High Similarity NPC129889
0.8921 High Similarity NPC307006
0.8919 High Similarity NPC243891
0.8905 High Similarity NPC226855
0.8873 High Similarity NPC325625
0.8865 High Similarity NPC475111
0.8859 High Similarity NPC124842
0.8859 High Similarity NPC267091
0.8857 High Similarity NPC471110
0.8851 High Similarity NPC473091
0.8844 High Similarity NPC98009
0.8836 High Similarity NPC98356
0.8828 High Similarity NPC239608
0.8828 High Similarity NPC46161
0.8816 High Similarity NPC226759
0.8803 High Similarity NPC112068
0.8803 High Similarity NPC25305
0.8803 High Similarity NPC110899
0.8803 High Similarity NPC125417
0.8803 High Similarity NPC95679
0.8786 High Similarity NPC475468
0.8782 High Similarity NPC200726
0.8774 High Similarity NPC100420
0.8767 High Similarity NPC213900
0.8767 High Similarity NPC113397
0.8759 High Similarity NPC281020
0.8759 High Similarity NPC158654
0.875 High Similarity NPC471405
0.8742 High Similarity NPC327032
0.8742 High Similarity NPC469888
0.8742 High Similarity NPC191046
0.8742 High Similarity NPC194095
0.8732 High Similarity NPC156892
0.8726 High Similarity NPC177362
0.8725 High Similarity NPC205054
0.8714 High Similarity NPC50763
0.8693 High Similarity NPC472860
0.8686 High Similarity NPC154275
0.8686 High Similarity NPC110211
0.8686 High Similarity NPC204579
0.8684 High Similarity NPC82592
0.8684 High Similarity NPC16082
0.8684 High Similarity NPC10205
0.8684 High Similarity NPC145425
0.8681 High Similarity NPC322021
0.8681 High Similarity NPC289690
0.8681 High Similarity NPC288452
0.8681 High Similarity NPC474784
0.8671 High Similarity NPC202428
0.8671 High Similarity NPC266545
0.8662 High Similarity NPC18646
0.8662 High Similarity NPC470990
0.8652 High Similarity NPC239855
0.8623 High Similarity NPC32163
0.8623 High Similarity NPC16651
0.8621 High Similarity NPC100675
0.8618 High Similarity NPC25127
0.8618 High Similarity NPC281477
0.8618 High Similarity NPC291510
0.8618 High Similarity NPC144801
0.8618 High Similarity NPC116850
0.8618 High Similarity NPC197188
0.8618 High Similarity NPC238672
0.8618 High Similarity NPC43872
0.8616 High Similarity NPC472803
0.8613 High Similarity NPC280767
0.8611 High Similarity NPC284409
0.8609 High Similarity NPC36130
0.8609 High Similarity NPC134905
0.8601 High Similarity NPC90431
0.8592 High Similarity NPC155098
0.8592 High Similarity NPC135127
0.8592 High Similarity NPC37065
0.8592 High Similarity NPC311339
0.8592 High Similarity NPC204582
0.8581 High Similarity NPC30890
0.8581 High Similarity NPC203020
0.8581 High Similarity NPC53889
0.8581 High Similarity NPC476373
0.8581 High Similarity NPC239966
0.8581 High Similarity NPC24627
0.8571 High Similarity NPC133984
0.8571 High Similarity NPC190020
0.8571 High Similarity NPC77679
0.8571 High Similarity NPC50954
0.8571 High Similarity NPC84935
0.8562 High Similarity NPC300757
0.8562 High Similarity NPC180901
0.8562 High Similarity NPC184053
0.8562 High Similarity NPC79998
0.8553 High Similarity NPC19380
0.8553 High Similarity NPC310661
0.8553 High Similarity NPC105827
0.8553 High Similarity NPC146277
0.8553 High Similarity NPC137813
0.8553 High Similarity NPC157898
0.8553 High Similarity NPC295646
0.8553 High Similarity NPC44730
0.8553 High Similarity NPC131121
0.8552 High Similarity NPC75763
0.8552 High Similarity NPC105525
0.8552 High Similarity NPC225036
0.8552 High Similarity NPC4796
0.8552 High Similarity NPC12218
0.8552 High Similarity NPC147379
0.854 High Similarity NPC60517
0.854 High Similarity NPC146886
0.854 High Similarity NPC20443
0.8533 High Similarity NPC474903
0.8533 High Similarity NPC478242
0.8531 High Similarity NPC208760
0.8523 High Similarity NPC229264
0.8523 High Similarity NPC85734
0.8523 High Similarity NPC143892
0.8523 High Similarity NPC299090
0.8523 High Similarity NPC32058
0.8523 High Similarity NPC283081
0.8523 High Similarity NPC221383
0.8521 High Similarity NPC304929
0.8521 High Similarity NPC288743
0.8521 High Similarity NPC1321
0.8521 High Similarity NPC156124
0.8516 High Similarity NPC160780
0.8516 High Similarity NPC289811
0.8516 High Similarity NPC87317
0.8514 High Similarity NPC275278
0.8514 High Similarity NPC207732
0.8511 High Similarity NPC469480
0.8506 High Similarity NPC473275
0.8506 High Similarity NPC470896
0.8506 High Similarity NPC150227
0.85 High Similarity NPC94810
0.8497 Intermediate Similarity NPC287504
0.8489 Intermediate Similarity NPC203719
0.8489 Intermediate Similarity NPC117237
0.8487 Intermediate Similarity NPC151425
0.8487 Intermediate Similarity NPC163883
0.8487 Intermediate Similarity NPC228662
0.8487 Intermediate Similarity NPC93498
0.8483 Intermediate Similarity NPC239943
0.8471 Intermediate Similarity NPC476372
0.8471 Intermediate Similarity NPC476371
0.8467 Intermediate Similarity NPC1580
0.8462 Intermediate Similarity NPC24164
0.8462 Intermediate Similarity NPC45404
0.8457 Intermediate Similarity NPC469354
0.8456 Intermediate Similarity NPC75295
0.8456 Intermediate Similarity NPC473867
0.8456 Intermediate Similarity NPC258856
0.8452 Intermediate Similarity NPC68324
0.8452 Intermediate Similarity NPC1913
0.8452 Intermediate Similarity NPC38779
0.8452 Intermediate Similarity NPC156818
0.8452 Intermediate Similarity NPC289322
0.8452 Intermediate Similarity NPC114179
0.8452 Intermediate Similarity NPC160512
0.8451 Intermediate Similarity NPC302844
0.8446 Intermediate Similarity NPC121573
0.8446 Intermediate Similarity NPC226738
0.8446 Intermediate Similarity NPC22176
0.8446 Intermediate Similarity NPC190587
0.8442 Intermediate Similarity NPC199926
0.844 Intermediate Similarity NPC142985
0.844 Intermediate Similarity NPC298268
0.844 Intermediate Similarity NPC66905
0.844 Intermediate Similarity NPC195292
0.8435 Intermediate Similarity NPC46180
0.8435 Intermediate Similarity NPC477278
0.8435 Intermediate Similarity NPC477277
0.8431 Intermediate Similarity NPC180388
0.8429 Intermediate Similarity NPC2596
0.8429 Intermediate Similarity NPC278308
0.8425 Intermediate Similarity NPC203351
0.8425 Intermediate Similarity NPC205751
0.8425 Intermediate Similarity NPC476819
0.8425 Intermediate Similarity NPC474875
0.8425 Intermediate Similarity NPC303683
0.8425 Intermediate Similarity NPC26241
0.8425 Intermediate Similarity NPC274891
0.8425 Intermediate Similarity NPC295492
0.8425 Intermediate Similarity NPC476820
0.8421 Intermediate Similarity NPC96501
0.8414 Intermediate Similarity NPC281780
0.8414 Intermediate Similarity NPC126206
0.8411 Intermediate Similarity NPC111785

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469683 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
0.869 High Similarity NPD4628 Phase 3
0.8521 High Similarity NPD230 Phase 1
0.8489 Intermediate Similarity NPD9494 Approved
0.8387 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD1934 Approved
0.8146 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD6190 Approved
0.8061 Intermediate Similarity NPD7685 Pre-registration
0.8038 Intermediate Similarity NPD3882 Suspended
0.8037 Intermediate Similarity NPD3818 Discontinued
0.8029 Intermediate Similarity NPD9545 Approved
0.8025 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD2801 Approved
0.8013 Intermediate Similarity NPD6386 Approved
0.8013 Intermediate Similarity NPD6385 Approved
0.7939 Intermediate Similarity NPD7074 Phase 3
0.7914 Intermediate Similarity NPD6166 Phase 2
0.7914 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD447 Suspended
0.7879 Intermediate Similarity NPD7054 Approved
0.7879 Intermediate Similarity NPD5844 Phase 1
0.7862 Intermediate Similarity NPD3027 Phase 3
0.7862 Intermediate Similarity NPD3817 Phase 2
0.7831 Intermediate Similarity NPD7472 Approved
0.7817 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD1465 Phase 2
0.7798 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD6232 Discontinued
0.7765 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD7075 Discontinued
0.7763 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD7473 Discontinued
0.7756 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD5353 Approved
0.7748 Intermediate Similarity NPD7266 Discontinued
0.7746 Intermediate Similarity NPD9269 Phase 2
0.7733 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD8127 Discontinued
0.7722 Intermediate Similarity NPD4380 Phase 2
0.7712 Intermediate Similarity NPD8166 Discontinued
0.7712 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD4110 Phase 3
0.7688 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD2935 Discontinued
0.7677 Intermediate Similarity NPD1511 Approved
0.7633 Intermediate Similarity NPD7251 Discontinued
0.7628 Intermediate Similarity NPD2533 Approved
0.7628 Intermediate Similarity NPD2534 Approved
0.7628 Intermediate Similarity NPD2532 Approved
0.761 Intermediate Similarity NPD6599 Discontinued
0.7607 Intermediate Similarity NPD6234 Discontinued
0.7588 Intermediate Similarity NPD7808 Phase 3
0.7582 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD1512 Approved
0.7574 Intermediate Similarity NPD6797 Phase 2
0.7564 Intermediate Similarity NPD6799 Approved
0.7547 Intermediate Similarity NPD3455 Phase 2
0.7547 Intermediate Similarity NPD7458 Discontinued
0.7546 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD5242 Approved
0.7518 Intermediate Similarity NPD228 Approved
0.7516 Intermediate Similarity NPD37 Approved
0.7516 Intermediate Similarity NPD6801 Discontinued
0.75 Intermediate Similarity NPD7228 Approved
0.75 Intermediate Similarity NPD1608 Approved
0.7485 Intermediate Similarity NPD4967 Phase 2
0.7485 Intermediate Similarity NPD4965 Approved
0.7485 Intermediate Similarity NPD4966 Approved
0.7484 Intermediate Similarity NPD1653 Approved
0.7469 Intermediate Similarity NPD7819 Suspended
0.7468 Intermediate Similarity NPD6273 Approved
0.7465 Intermediate Similarity NPD9268 Approved
0.7455 Intermediate Similarity NPD5494 Approved
0.745 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD3764 Approved
0.7427 Intermediate Similarity NPD7038 Approved
0.7427 Intermediate Similarity NPD7039 Approved
0.7423 Intermediate Similarity NPD5402 Approved
0.7417 Intermediate Similarity NPD6355 Discontinued
0.7414 Intermediate Similarity NPD8434 Phase 2
0.7413 Intermediate Similarity NPD1778 Approved
0.7405 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD3146 Approved
0.7386 Intermediate Similarity NPD1510 Phase 2
0.7383 Intermediate Similarity NPD7095 Approved
0.7379 Intermediate Similarity NPD3972 Approved
0.7375 Intermediate Similarity NPD3687 Approved
0.7375 Intermediate Similarity NPD3686 Approved
0.7372 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6653 Approved
0.7355 Intermediate Similarity NPD1549 Phase 2
0.7351 Intermediate Similarity NPD1613 Approved
0.7351 Intermediate Similarity NPD1240 Approved
0.7351 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD943 Approved
0.7346 Intermediate Similarity NPD6873 Phase 2
0.7343 Intermediate Similarity NPD1357 Approved
0.7333 Intermediate Similarity NPD6798 Discontinued
0.7329 Intermediate Similarity NPD824 Approved
0.7324 Intermediate Similarity NPD5536 Phase 2
0.7305 Intermediate Similarity NPD7199 Phase 2
0.7305 Intermediate Similarity NPD7157 Approved
0.7296 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD17 Approved
0.729 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD919 Approved
0.7285 Intermediate Similarity NPD6233 Phase 2
0.7273 Intermediate Similarity NPD2799 Discontinued
0.7261 Intermediate Similarity NPD3750 Approved
0.7255 Intermediate Similarity NPD1607 Approved
0.7251 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD3496 Discontinued
0.7239 Intermediate Similarity NPD7411 Suspended
0.7237 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD3620 Phase 2
0.7226 Intermediate Similarity NPD2796 Approved
0.7226 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD1358 Approved
0.7225 Intermediate Similarity NPD6559 Discontinued
0.7222 Intermediate Similarity NPD3226 Approved
0.7215 Intermediate Similarity NPD3887 Approved
0.7215 Intermediate Similarity NPD2354 Approved
0.7205 Intermediate Similarity NPD5403 Approved
0.7192 Intermediate Similarity NPD3705 Approved
0.7181 Intermediate Similarity NPD5647 Approved
0.7171 Intermediate Similarity NPD4062 Phase 3
0.7169 Intermediate Similarity NPD7768 Phase 2
0.7161 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD7033 Discontinued
0.7152 Intermediate Similarity NPD1006 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD7003 Approved
0.7143 Intermediate Similarity NPD9717 Approved
0.7143 Intermediate Similarity NPD8312 Approved
0.7143 Intermediate Similarity NPD8313 Approved
0.7134 Intermediate Similarity NPD4534 Discontinued
0.7124 Intermediate Similarity NPD826 Approved
0.7124 Intermediate Similarity NPD825 Approved
0.7124 Intermediate Similarity NPD4060 Phase 1
0.7118 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1551 Phase 2
0.7108 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD2313 Discontinued
0.7101 Intermediate Similarity NPD1247 Approved
0.7093 Intermediate Similarity NPD2163 Approved
0.7092 Intermediate Similarity NPD7843 Approved
0.7089 Intermediate Similarity NPD2800 Approved
0.7086 Intermediate Similarity NPD6832 Phase 2
0.7086 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD5401 Approved
0.7078 Intermediate Similarity NPD1933 Approved
0.707 Intermediate Similarity NPD2344 Approved
0.707 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD2346 Discontinued
0.707 Intermediate Similarity NPD6005 Phase 3
0.707 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD6004 Phase 3
0.707 Intermediate Similarity NPD6002 Phase 3
0.7063 Intermediate Similarity NPD7440 Discontinued
0.7055 Intermediate Similarity NPD4626 Approved
0.705 Intermediate Similarity NPD2684 Approved
0.7048 Intermediate Similarity NPD8455 Phase 2
0.7047 Intermediate Similarity NPD1283 Approved
0.7042 Intermediate Similarity NPD5283 Phase 1
0.7042 Intermediate Similarity NPD1241 Discontinued
0.7032 Intermediate Similarity NPD6651 Approved
0.7029 Intermediate Similarity NPD3134 Approved
0.7029 Intermediate Similarity NPD7240 Approved
0.7027 Intermediate Similarity NPD1481 Phase 2
0.7022 Intermediate Similarity NPD8150 Discontinued
0.702 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD3926 Phase 2
0.7014 Intermediate Similarity NPD9493 Approved
0.7013 Intermediate Similarity NPD2979 Phase 3
0.7012 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2438 Suspended
0.7006 Intermediate Similarity NPD6100 Approved
0.7006 Intermediate Similarity NPD6099 Approved
0.7 Intermediate Similarity NPD1203 Approved
0.6994 Remote Similarity NPD920 Approved
0.6993 Remote Similarity NPD2629 Approved
0.6993 Remote Similarity NPD411 Approved
0.6987 Remote Similarity NPD7097 Phase 1
0.6986 Remote Similarity NPD5691 Approved
0.6986 Remote Similarity NPD5585 Approved
0.6977 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6975 Remote Similarity NPD7410 Clinical (unspecified phase)
0.697 Remote Similarity NPD7028 Phase 2
0.6968 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6962 Remote Similarity NPD2353 Approved
0.6962 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6962 Remote Similarity NPD5762 Approved
0.6962 Remote Similarity NPD5763 Approved
0.6962 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6959 Remote Similarity NPD5710 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL1098284
ZINC  

Physicochemical Properties

Molecular Weight:  388.22
ALogP:  1.6707
MLogP:  3.44
XLogP:  4.062
# Rotatable Bonds:  11
Polar Surface Area:  75.99
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  28

Download Data

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