Natural Product: NPC52740

Natural Product ID:  NPC52740
Common Name:   Daphneside
IUPAC Name:   7,8-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-2-one
Synonyms:   Daphneside
Molecular Formula:   C21H26O14
Standard InCHIKey:  AWXQCKPVCRTEHJ-AJVLEMDISA-N
Standard InCHI:  InChI=1S/C21H26O14/c22-5-9-12(25)14(27)16(29)20(32-9)31-8-3-1-7-2-4-11(24)34-18(7)19(8)35-21-17(30)15(28)13(26)10(6-23)33-21/h1-4,9-10,12-17,20-23,25-30H,5-6H2/t9-,10-,12-,13-,14+,15+,16-,17-,20-,21+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc3c(c2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)oc(=O)cc3)[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
NPO5227 Lawsonia inermis Species Lythraceae Eukaryota Leaves PMID[20634065]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 20 % 22377672

  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 NPC52740 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
0.9789 High Similarity NPC114740
0.9653 High Similarity NPC215060
0.9653 High Similarity NPC476352
0.9648 High Similarity NPC96294
0.9577 High Similarity NPC41844
0.951 High Similarity NPC93924
0.9448 High Similarity NPC213197
0.9444 High Similarity NPC212670
0.9444 High Similarity NPC206264
0.9444 High Similarity NPC313334
0.932 High Similarity NPC150442
0.9281 High Similarity NPC103409
0.9262 High Similarity NPC284810
0.9252 High Similarity NPC176186
0.9252 High Similarity NPC169404
0.9252 High Similarity NPC53587
0.9252 High Similarity NPC470264
0.9172 High Similarity NPC471764
0.9172 High Similarity NPC15577
0.9172 High Similarity NPC87950
0.9155 High Similarity NPC215512
0.9155 High Similarity NPC476442
0.911 High Similarity NPC187398
0.911 High Similarity NPC476348
0.9103 High Similarity NPC199928
0.9097 High Similarity NPC292443
0.9097 High Similarity NPC232228
0.9085 High Similarity NPC210478
0.9085 High Similarity NPC202700
0.9048 High Similarity NPC106138
0.9041 High Similarity NPC476347
0.9034 High Similarity NPC476450
0.9034 High Similarity NPC85624
0.9021 High Similarity NPC300611
0.9007 High Similarity NPC37468
0.8986 High Similarity NPC21184
0.8986 High Similarity NPC120426
0.8986 High Similarity NPC294522
0.8986 High Similarity NPC205727
0.898 High Similarity NPC478237
0.8936 High Similarity NPC470236
0.8933 High Similarity NPC246893
0.8919 High Similarity NPC30688
0.8919 High Similarity NPC176903
0.8912 High Similarity NPC296377
0.8904 High Similarity NPC226722
0.8904 High Similarity NPC476869
0.8904 High Similarity NPC476864
0.8904 High Similarity NPC476868
0.8904 High Similarity NPC476866
0.8897 High Similarity NPC138212
0.8897 High Similarity NPC478239
0.8889 High Similarity NPC186406
0.8881 High Similarity NPC164148
0.8881 High Similarity NPC100389
0.8881 High Similarity NPC43500
0.8873 High Similarity NPC164857
0.8873 High Similarity NPC186418
0.8857 High Similarity NPC162093
0.8851 High Similarity NPC169510
0.8844 High Similarity NPC205361
0.8844 High Similarity NPC476865
0.8844 High Similarity NPC125755
0.8836 High Similarity NPC297342
0.8836 High Similarity NPC476867
0.8836 High Similarity NPC138227
0.8836 High Similarity NPC469313
0.8836 High Similarity NPC76176
0.8836 High Similarity NPC168579
0.8828 High Similarity NPC157816
0.8828 High Similarity NPC475084
0.8828 High Similarity NPC145319
0.8803 High Similarity NPC185778
0.8803 High Similarity NPC55040
0.8794 High Similarity NPC69513
0.8794 High Similarity NPC49074
0.8794 High Similarity NPC215833
0.8786 High Similarity NPC9912
0.8776 High Similarity NPC252292
0.8776 High Similarity NPC34587
0.8776 High Similarity NPC100998
0.8776 High Similarity NPC161700
0.8776 High Similarity NPC476382
0.8776 High Similarity NPC277867
0.8776 High Similarity NPC34927
0.8767 High Similarity NPC252169
0.8767 High Similarity NPC37793
0.8742 High Similarity NPC163598
0.8742 High Similarity NPC302610
0.8742 High Similarity NPC264875
0.8742 High Similarity NPC120774
0.8741 High Similarity NPC104167
0.8741 High Similarity NPC157554
0.8741 High Similarity NPC166180
0.8733 High Similarity NPC476871
0.8732 High Similarity NPC251981
0.8732 High Similarity NPC87696
0.8732 High Similarity NPC13745
0.8732 High Similarity NPC309953
0.8732 High Similarity NPC48863
0.8723 High Similarity NPC299144
0.8716 High Similarity NPC268515
0.8716 High Similarity NPC40222
0.8714 High Similarity NPC19242
0.8699 High Similarity NPC140502
0.8699 High Similarity NPC473873
0.8699 High Similarity NPC473792
0.8681 High Similarity NPC59324
0.8681 High Similarity NPC20796
0.8681 High Similarity NPC65530
0.8681 High Similarity NPC124149
0.8667 High Similarity NPC283839
0.8667 High Similarity NPC90896
0.8662 High Similarity NPC121290
0.8662 High Similarity NPC241341
0.8662 High Similarity NPC233018
0.8662 High Similarity NPC36437
0.8658 High Similarity NPC15538
0.8658 High Similarity NPC473480
0.8658 High Similarity NPC232992
0.8649 High Similarity NPC475096
0.8649 High Similarity NPC469701
0.8645 High Similarity NPC241600
0.8645 High Similarity NPC173726
0.8643 High Similarity NPC295970
0.8634 High Similarity NPC163165
0.863 High Similarity NPC469661
0.8627 High Similarity NPC8712
0.8621 High Similarity NPC98777
0.8621 High Similarity NPC212770
0.8621 High Similarity NPC226005
0.8621 High Similarity NPC13067
0.8618 High Similarity NPC472611
0.8618 High Similarity NPC472612
0.8618 High Similarity NPC289967
0.8611 High Similarity NPC242028
0.8611 High Similarity NPC203230
0.8609 High Similarity NPC238140
0.8609 High Similarity NPC100818
0.8601 High Similarity NPC188555
0.8601 High Similarity NPC130496
0.8601 High Similarity NPC92830
0.8601 High Similarity NPC7163
0.86 High Similarity NPC280945
0.8592 High Similarity NPC137669
0.8591 High Similarity NPC99515
0.8591 High Similarity NPC190714
0.8582 High Similarity NPC472024
0.8582 High Similarity NPC80600
0.8581 High Similarity NPC471763
0.8571 High Similarity NPC302378
0.8571 High Similarity NPC189115
0.8571 High Similarity NPC146540
0.8571 High Similarity NPC469559
0.8562 High Similarity NPC312881
0.8552 High Similarity NPC20511
0.8552 High Similarity NPC139548
0.8552 High Similarity NPC232246
0.8552 High Similarity NPC95162
0.8552 High Similarity NPC52086
0.8552 High Similarity NPC148835
0.8552 High Similarity NPC153818
0.8552 High Similarity NPC78363
0.8552 High Similarity NPC76336
0.8543 High Similarity NPC473427
0.8543 High Similarity NPC259347
0.8543 High Similarity NPC111785
0.8543 High Similarity NPC94871
0.8543 High Similarity NPC306890
0.8543 High Similarity NPC476398
0.8543 High Similarity NPC470933
0.8543 High Similarity NPC476386
0.8543 High Similarity NPC471062
0.8542 High Similarity NPC240915
0.8542 High Similarity NPC476870
0.8542 High Similarity NPC238243
0.8542 High Similarity NPC224941
0.8542 High Similarity NPC311430
0.8535 High Similarity NPC182045
0.8533 High Similarity NPC227902
0.8531 High Similarity NPC469449
0.8531 High Similarity NPC132895
0.8526 High Similarity NPC289811
0.8526 High Similarity NPC160780
0.8521 High Similarity NPC29734
0.8521 High Similarity NPC73738
0.8521 High Similarity NPC166168
0.8511 High Similarity NPC270849
0.8511 High Similarity NPC26653
0.8511 High Similarity NPC248355
0.8511 High Similarity NPC166040
0.8503 High Similarity NPC152771
0.8503 High Similarity NPC279851
0.8503 High Similarity NPC287286
0.8503 High Similarity NPC472520
0.8503 High Similarity NPC195357
0.8493 Intermediate Similarity NPC279573
0.8491 Intermediate Similarity NPC475497
0.8491 Intermediate Similarity NPC475366
0.8491 Intermediate Similarity NPC284277

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC52740 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
0.9444 High Similarity NPD1653 Approved
0.8367 Intermediate Similarity NPD7266 Discontinued
0.8333 Intermediate Similarity NPD7054 Approved
0.8282 Intermediate Similarity NPD7472 Approved
0.8242 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8171 Intermediate Similarity NPD7074 Phase 3
0.816 Intermediate Similarity NPD3818 Discontinued
0.8133 Intermediate Similarity NPD7808 Phase 3
0.8133 Intermediate Similarity NPD1652 Phase 2
0.8121 Intermediate Similarity NPD6797 Phase 2
0.8113 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD1613 Approved
0.8082 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD7251 Discontinued
0.8071 Intermediate Similarity NPD1091 Approved
0.805 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD5124 Phase 1
0.7875 Intermediate Similarity NPD3817 Phase 2
0.7853 Intermediate Similarity NPD7199 Phase 2
0.7831 Intermediate Similarity NPD7228 Approved
0.7808 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD5844 Phase 1
0.7778 Intermediate Similarity NPD6674 Discontinued
0.7755 Intermediate Similarity NPD3027 Phase 3
0.775 Intermediate Similarity NPD37 Approved
0.774 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD4966 Approved
0.7716 Intermediate Similarity NPD4967 Phase 2
0.7716 Intermediate Similarity NPD4965 Approved
0.7711 Intermediate Similarity NPD6166 Phase 2
0.7711 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7702 Intermediate Similarity NPD8455 Phase 2
0.7702 Intermediate Similarity NPD1465 Phase 2
0.7692 Intermediate Similarity NPD422 Phase 1
0.7692 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD5402 Approved
0.7651 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD7240 Approved
0.7647 Intermediate Similarity NPD6559 Discontinued
0.764 Intermediate Similarity NPD1934 Approved
0.7622 Intermediate Similarity NPD6234 Discontinued
0.7547 Intermediate Similarity NPD5403 Approved
0.7547 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7544 Intermediate Similarity NPD7685 Pre-registration
0.7532 Intermediate Similarity NPD5401 Approved
0.7516 Intermediate Similarity NPD4380 Phase 2
0.75 Intermediate Similarity NPD7549 Discontinued
0.7486 Intermediate Similarity NPD6841 Approved
0.7486 Intermediate Similarity NPD6842 Approved
0.7486 Intermediate Similarity NPD6843 Phase 3
0.7485 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD2801 Approved
0.7383 Intermediate Similarity NPD3018 Phase 2
0.7378 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD5494 Approved
0.7358 Intermediate Similarity NPD1511 Approved
0.7358 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD7075 Discontinued
0.7342 Intermediate Similarity NPD6190 Approved
0.7333 Intermediate Similarity NPD4908 Phase 1
0.7329 Intermediate Similarity NPD3705 Approved
0.7321 Intermediate Similarity NPD8127 Discontinued
0.732 Intermediate Similarity NPD447 Suspended
0.732 Intermediate Similarity NPD1933 Approved
0.7317 Intermediate Similarity NPD6801 Discontinued
0.731 Intermediate Similarity NPD3751 Discontinued
0.7297 Intermediate Similarity NPD3225 Approved
0.7292 Intermediate Similarity NPD1548 Phase 1
0.7289 Intermediate Similarity NPD3882 Suspended
0.7278 Intermediate Similarity NPD3787 Discontinued
0.7278 Intermediate Similarity NPD3750 Approved
0.7273 Intermediate Similarity NPD7819 Suspended
0.7267 Intermediate Similarity NPD1512 Approved
0.7257 Intermediate Similarity NPD8312 Approved
0.7257 Intermediate Similarity NPD8313 Approved
0.725 Intermediate Similarity NPD6799 Approved
0.7241 Intermediate Similarity NPD1357 Approved
0.7237 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD2983 Phase 2
0.723 Intermediate Similarity NPD2982 Phase 2
0.7226 Intermediate Similarity NPD7097 Phase 1
0.7211 Intermediate Similarity NPD1610 Phase 2
0.7208 Intermediate Similarity NPD230 Phase 1
0.7179 Intermediate Similarity NPD3748 Approved
0.7175 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD2981 Phase 2
0.716 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD7411 Suspended
0.7143 Intermediate Similarity NPD3496 Discontinued
0.7114 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD919 Approved
0.7097 Intermediate Similarity NPD4340 Discontinued
0.7076 Intermediate Similarity NPD6232 Discontinued
0.7073 Intermediate Similarity NPD3686 Approved
0.7073 Intermediate Similarity NPD3687 Approved
0.7063 Intermediate Similarity NPD4628 Phase 3
0.7044 Intermediate Similarity NPD2424 Discontinued
0.7044 Intermediate Similarity NPD1549 Phase 2
0.7041 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD2861 Phase 2
0.7032 Intermediate Similarity NPD4060 Phase 1
0.7027 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD2796 Approved
0.7025 Intermediate Similarity NPD1551 Phase 2
0.7024 Intermediate Similarity NPD5353 Approved
0.7013 Intermediate Similarity NPD1296 Phase 2
0.7013 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD6798 Discontinued
0.7 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4749 Approved
0.7 Intermediate Similarity NPD1358 Approved
0.7 Intermediate Similarity NPD290 Approved
0.6994 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6599 Discontinued
0.6986 Remote Similarity NPD5536 Phase 2
0.6981 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6981 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6981 Remote Similarity NPD5762 Approved
0.6981 Remote Similarity NPD5763 Approved
0.6978 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6978 Remote Similarity NPD9697 Approved
0.6975 Remote Similarity NPD5058 Phase 3
0.6968 Remote Similarity NPD7680 Approved
0.6968 Remote Similarity NPD6233 Phase 2
0.6961 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6959 Remote Similarity NPD1778 Approved
0.6954 Remote Similarity NPD7473 Discontinued
0.6951 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6947 Remote Similarity NPD7583 Approved
0.6937 Remote Similarity NPD970 Clinical (unspecified phase)
0.6933 Remote Similarity NPD4357 Discontinued
0.6911 Remote Similarity NPD7585 Approved
0.6908 Remote Similarity NPD2797 Approved
0.689 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7768 Phase 2
0.6879 Remote Similarity NPD6355 Discontinued
0.6875 Remote Similarity NPD3540 Phase 1
0.6875 Remote Similarity NPD7843 Approved
0.6855 Remote Similarity NPD1510 Phase 2
0.6855 Remote Similarity NPD7033 Discontinued
0.6852 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6852 Remote Similarity NPD4110 Phase 3
0.6849 Remote Similarity NPD7157 Approved
0.6845 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6842 Remote Similarity NPD8651 Approved
0.6839 Remote Similarity NPD4625 Phase 3
0.6839 Remote Similarity NPD7095 Approved
0.6835 Remote Similarity NPD6653 Approved
0.6831 Remote Similarity NPD2684 Approved
0.6826 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6824 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6821 Remote Similarity NPD6959 Discontinued
0.6815 Remote Similarity NPD4140 Approved
0.6813 Remote Similarity NPD3539 Phase 1
0.6809 Remote Similarity NPD3134 Approved
0.6806 Remote Similarity NPD228 Approved
0.68 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6795 Remote Similarity NPD3268 Approved
0.6792 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6792 Remote Similarity NPD4536 Approved
0.6792 Remote Similarity NPD4538 Approved
0.6792 Remote Similarity NPD4978 Clinical (unspecified phase)
0.679 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6788 Remote Similarity NPD8151 Discontinued
0.6786 Remote Similarity NPD4675 Approved
0.6786 Remote Similarity NPD4678 Approved
0.6779 Remote Similarity NPD5691 Approved
0.6774 Remote Similarity NPD6832 Phase 2
0.6772 Remote Similarity NPD1899 Clinical (unspecified phase)
0.677 Remote Similarity NPD1375 Discontinued
0.6763 Remote Similarity NPD5677 Discontinued
0.676 Remote Similarity NPD7039 Approved
0.676 Remote Similarity NPD7038 Approved
0.6759 Remote Similarity NPD5535 Approved
0.675 Remote Similarity NPD5588 Approved
0.675 Remote Similarity NPD5960 Phase 3
0.6744 Remote Similarity NPD3749 Approved
0.6733 Remote Similarity NPD4626 Approved
0.673 Remote Similarity NPD2492 Phase 1
0.6727 Remote Similarity NPD5297 Approved
0.6727 Remote Similarity NPD7212 Phase 2
0.6727 Remote Similarity NPD7213 Phase 3
0.6727 Remote Similarity NPD1774 Approved
0.6725 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6725 Remote Similarity NPD2415 Discontinued
0.6724 Remote Similarity NPD1247 Approved
0.6718 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6718 Remote Similarity NPD7783 Phase 2
0.6712 Remote Similarity NPD5283 Phase 1
0.6711 Remote Similarity NPD9717 Approved
0.6708 Remote Similarity NPD2935 Discontinued

Structure

External Identifiers

PubChem CID   15101829
ChEMBL   CHEMBL1209490
ZINC  

Physicochemical Properties

Molecular Weight:  502.13
ALogP:  -4.1444
MLogP:  2.23
XLogP:  -1.647
# Rotatable Bonds:  14
Polar Surface Area:  225.06
# H-Bond Aceptor:  11
# H-Bond Donor:  8
# Rings:  4
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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