Natural Product: NPC473278

Natural Product ID:  NPC473278
Common Name:   [(2R,3R,4S,5R,6S)-3,5-Dihydroxy-6-[5-Hydroxy-2-(4-Hydroxyphenyl)-4-Oxochromen-7-Yl]Oxy-4-[(E)-3-(4-Hydroxyphenyl)Prop-2-Enoyl]Oxyoxan-2-Yl]Methyl (E)-3-Phenylprop-2-Enoate
IUPAC Name:   [(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate
Synonyms:  
Molecular Formula:   C39H32O13
Standard InCHIKey:  XLRROJNLELUHOS-FTJBIWNASA-N
Standard InCHI:  InChI=1S/C39H32O13/c40-25-12-6-23(7-13-25)9-17-34(45)52-38-36(46)32(21-48-33(44)16-8-22-4-2-1-3-5-22)51-39(37(38)47)49-27-18-28(42)35-29(43)20-30(50-31(35)19-27)24-10-14-26(41)15-11-24/h1-20,32,36-42,46-47H,21H2/b16-8+,17-9+/t32-,36-,37-,38+,39-/m1/s1
Canonical SMILES:  O=C(OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)OC(=O)/C=C/c1ccc(cc1)O)O)/C=C/c1ccccc1
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
NPO6536 Marrubium velutinum Species Lamiaceae Eukaryota PMID[17287127]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT43 Individual Protein Tyrosinase Agaricus bisporus Inhibition = 20.69 % 17512741

  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 NPC473278 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 NPC260504
1.0 High Similarity NPC89809
0.9811 High Similarity NPC96605
0.9811 High Similarity NPC188815
0.9811 High Similarity NPC218161
0.9811 High Similarity NPC280642
0.975 High Similarity NPC221288
0.975 High Similarity NPC217822
0.975 High Similarity NPC11847
0.975 High Similarity NPC101399
0.9744 High Similarity NPC477629
0.9744 High Similarity NPC472994
0.9744 High Similarity NPC195685
0.9744 High Similarity NPC210961
0.9744 High Similarity NPC477628
0.9744 High Similarity NPC270675
0.9688 High Similarity NPC469344
0.962 High Similarity NPC80068
0.9571 High Similarity NPC231787
0.9565 High Similarity NPC92815
0.9565 High Similarity NPC164704
0.9565 High Similarity NPC76047
0.9565 High Similarity NPC470712
0.956 High Similarity NPC129264
0.956 High Similarity NPC19240
0.956 High Similarity NPC139060
0.956 High Similarity NPC85751
0.956 High Similarity NPC205824
0.9557 High Similarity NPC472876
0.9506 High Similarity NPC470714
0.9506 High Similarity NPC470716
0.9506 High Similarity NPC474522
0.9506 High Similarity NPC470715
0.9494 High Similarity NPC101636
0.9455 High Similarity NPC471030
0.9434 High Similarity NPC298171
0.9379 High Similarity NPC262222
0.9379 High Similarity NPC68592
0.9379 High Similarity NPC298666
0.9371 High Similarity NPC470125
0.9367 High Similarity NPC473634
0.9367 High Similarity NPC138811
0.9367 High Similarity NPC22062
0.9359 High Similarity NPC143851
0.9359 High Similarity NPC210003
0.9359 High Similarity NPC39360
0.9359 High Similarity NPC83283
0.9359 High Similarity NPC29763
0.9337 High Similarity NPC179862
0.9313 High Similarity NPC475382
0.9308 High Similarity NPC473623
0.9304 High Similarity NPC44931
0.9304 High Similarity NPC313163
0.9304 High Similarity NPC43638
0.9304 High Similarity NPC258035
0.9304 High Similarity NPC156457
0.9304 High Similarity NPC129827
0.9304 High Similarity NPC161749
0.9304 High Similarity NPC197896
0.9304 High Similarity NPC65003
0.9304 High Similarity NPC473512
0.9299 High Similarity NPC95090
0.9299 High Similarity NPC27408
0.9295 High Similarity NPC259767
0.9295 High Similarity NPC88484
0.9259 High Similarity NPC64425
0.9255 High Similarity NPC311850
0.9255 High Similarity NPC473644
0.925 High Similarity NPC216496
0.925 High Similarity NPC85707
0.925 High Similarity NPC259957
0.925 High Similarity NPC129217
0.925 High Similarity NPC303913
0.925 High Similarity NPC48093
0.925 High Similarity NPC282169
0.925 High Similarity NPC159579
0.925 High Similarity NPC224530
0.9245 High Similarity NPC43761
0.9245 High Similarity NPC73511
0.9241 High Similarity NPC323593
0.9241 High Similarity NPC307938
0.9241 High Similarity NPC127406
0.9241 High Similarity NPC295613
0.9241 High Similarity NPC203500
0.9241 High Similarity NPC473657
0.9241 High Similarity NPC170475
0.9231 High Similarity NPC104910
0.9231 High Similarity NPC474093
0.9226 High Similarity NPC297503
0.9226 High Similarity NPC135831
0.9226 High Similarity NPC97119
0.9212 High Similarity NPC472993
0.9212 High Similarity NPC168789
0.9207 High Similarity NPC138990
0.9207 High Similarity NPC209550
0.9207 High Similarity NPC175429
0.9207 High Similarity NPC277532
0.9198 High Similarity NPC292929
0.9198 High Similarity NPC289667
0.9198 High Similarity NPC135358
0.9198 High Similarity NPC76831
0.9198 High Similarity NPC287889
0.9193 High Similarity NPC240306
0.9193 High Similarity NPC27942
0.9187 High Similarity NPC271270
0.9187 High Similarity NPC187379
0.9187 High Similarity NPC304741
0.9187 High Similarity NPC136761
0.9187 High Similarity NPC470405
0.9187 High Similarity NPC246469
0.9187 High Similarity NPC142860
0.9187 High Similarity NPC97285
0.9187 High Similarity NPC471079
0.9182 High Similarity NPC77672
0.9182 High Similarity NPC197304
0.9182 High Similarity NPC182634
0.9182 High Similarity NPC133671
0.9182 High Similarity NPC60966
0.9182 High Similarity NPC78263
0.9182 High Similarity NPC135391
0.9182 High Similarity NPC54802
0.9182 High Similarity NPC122809
0.9182 High Similarity NPC108831
0.9177 High Similarity NPC39351
0.9177 High Similarity NPC72649
0.9177 High Similarity NPC26195
0.9177 High Similarity NPC99233
0.9177 High Similarity NPC97052
0.9177 High Similarity NPC169248
0.9176 High Similarity NPC97817
0.9176 High Similarity NPC72554
0.9176 High Similarity NPC475179
0.9176 High Similarity NPC30011
0.9172 High Similarity NPC259182
0.9172 High Similarity NPC121001
0.9172 High Similarity NPC75574
0.9162 High Similarity NPC477895
0.9157 High Similarity NPC214621
0.9157 High Similarity NPC223426
0.9157 High Similarity NPC81042
0.9157 High Similarity NPC34267
0.9152 High Similarity NPC67134
0.9152 High Similarity NPC47140
0.9141 High Similarity NPC221342
0.9141 High Similarity NPC256188
0.9141 High Similarity NPC189564
0.9141 High Similarity NPC477613
0.9141 High Similarity NPC186816
0.9141 High Similarity NPC476470
0.9141 High Similarity NPC11432
0.9141 High Similarity NPC142142
0.9141 High Similarity NPC12013
0.9141 High Similarity NPC203145
0.9141 High Similarity NPC32641
0.9136 High Similarity NPC257566
0.9136 High Similarity NPC121703
0.9136 High Similarity NPC124155
0.913 High Similarity NPC473438
0.913 High Similarity NPC47923
0.913 High Similarity NPC163242
0.913 High Similarity NPC173582
0.913 High Similarity NPC116458
0.913 High Similarity NPC253788
0.913 High Similarity NPC276377
0.913 High Similarity NPC246943
0.913 High Similarity NPC476215
0.913 High Similarity NPC215710
0.913 High Similarity NPC139320
0.913 High Similarity NPC297987
0.913 High Similarity NPC265885
0.913 High Similarity NPC170052
0.913 High Similarity NPC249281
0.913 High Similarity NPC135846
0.913 High Similarity NPC181465
0.913 High Similarity NPC64305
0.9125 High Similarity NPC111929
0.9125 High Similarity NPC320283
0.9125 High Similarity NPC472459
0.9125 High Similarity NPC41121
0.9125 High Similarity NPC104677
0.9119 High Similarity NPC265480
0.9119 High Similarity NPC45165
0.9119 High Similarity NPC261866
0.9119 High Similarity NPC206378
0.9119 High Similarity NPC149368
0.9114 High Similarity NPC106625
0.9112 High Similarity NPC470718
0.9112 High Similarity NPC241781
0.9112 High Similarity NPC199172
0.9112 High Similarity NPC156785
0.9112 High Similarity NPC162394
0.9112 High Similarity NPC35924
0.9102 High Similarity NPC144097
0.9102 High Similarity NPC472991
0.9102 High Similarity NPC472992
0.9102 High Similarity NPC61904
0.9096 High Similarity NPC175230
0.9096 High Similarity NPC88560
0.9096 High Similarity NPC172033
0.9091 High Similarity NPC204937

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473278 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
0.9304 High Similarity NPD4381 Clinical (unspecified phase)
0.903 High Similarity NPD7804 Clinical (unspecified phase)
0.8916 High Similarity NPD7054 Approved
0.8862 High Similarity NPD7472 Approved
0.8817 High Similarity NPD7808 Phase 3
0.8757 High Similarity NPD7251 Discontinued
0.875 High Similarity NPD7074 Phase 3
0.8706 High Similarity NPD4338 Clinical (unspecified phase)
0.8698 High Similarity NPD6797 Phase 2
0.8688 High Similarity NPD4380 Phase 2
0.8631 High Similarity NPD3818 Discontinued
0.8598 High Similarity NPD7075 Discontinued
0.8547 High Similarity NPD8313 Approved
0.8547 High Similarity NPD8312 Approved
0.8519 High Similarity NPD7411 Suspended
0.8512 High Similarity NPD7852 Clinical (unspecified phase)
0.85 High Similarity NPD5403 Approved
0.848 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8466 Intermediate Similarity NPD6801 Discontinued
0.843 Intermediate Similarity NPD6559 Discontinued
0.8424 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD8455 Phase 2
0.8402 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8402 Intermediate Similarity NPD6166 Phase 2
0.8402 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD5401 Approved
0.8364 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD1549 Phase 2
0.8315 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD6799 Approved
0.8313 Intermediate Similarity NPD7768 Phase 2
0.828 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8261 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8253 Intermediate Similarity NPD5402 Approved
0.8193 Intermediate Similarity NPD7819 Suspended
0.8144 Intermediate Similarity NPD3817 Phase 2
0.8133 Intermediate Similarity NPD1934 Approved
0.8118 Intermediate Similarity NPD6959 Discontinued
0.8084 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD3749 Approved
0.8038 Intermediate Similarity NPD1510 Phase 2
0.8037 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD6599 Discontinued
0.7987 Intermediate Similarity NPD2796 Approved
0.7976 Intermediate Similarity NPD2801 Approved
0.7975 Intermediate Similarity NPD1511 Approved
0.7947 Intermediate Similarity NPD8151 Discontinued
0.7935 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD3750 Approved
0.7901 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD1512 Approved
0.7841 Intermediate Similarity NPD5844 Phase 1
0.784 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1240 Approved
0.7784 Intermediate Similarity NPD1653 Approved
0.7784 Intermediate Similarity NPD3751 Discontinued
0.7778 Intermediate Similarity NPD7435 Discontinued
0.7778 Intermediate Similarity NPD3882 Suspended
0.7771 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7764 Intermediate Similarity NPD1551 Phase 2
0.7759 Intermediate Similarity NPD3787 Discontinued
0.7749 Intermediate Similarity NPD7584 Approved
0.7738 Intermediate Similarity NPD7458 Discontinued
0.7727 Intermediate Similarity NPD7473 Discontinued
0.7725 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7709 Intermediate Similarity NPD7685 Pre-registration
0.7688 Intermediate Similarity NPD1607 Approved
0.7683 Intermediate Similarity NPD4628 Phase 3
0.768 Intermediate Similarity NPD7783 Phase 2
0.768 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD6232 Discontinued
0.7644 Intermediate Similarity NPD7870 Phase 2
0.7644 Intermediate Similarity NPD7871 Phase 2
0.7629 Intermediate Similarity NPD7874 Approved
0.7629 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6776 Approved
0.7619 Intermediate Similarity NPD6781 Approved
0.7619 Intermediate Similarity NPD6779 Approved
0.7619 Intermediate Similarity NPD6780 Approved
0.7619 Intermediate Similarity NPD6782 Approved
0.7619 Intermediate Similarity NPD6778 Approved
0.7619 Intermediate Similarity NPD6777 Approved
0.76 Intermediate Similarity NPD7199 Phase 2
0.7593 Intermediate Similarity NPD3748 Approved
0.7592 Intermediate Similarity NPD7696 Phase 3
0.7592 Intermediate Similarity NPD7698 Approved
0.7592 Intermediate Similarity NPD7697 Approved
0.7584 Intermediate Similarity NPD7228 Approved
0.7561 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD1465 Phase 2
0.7543 Intermediate Similarity NPD5494 Approved
0.7532 Intermediate Similarity NPD6832 Phase 2
0.7526 Intermediate Similarity NPD7585 Approved
0.7526 Intermediate Similarity NPD7701 Phase 2
0.7516 Intermediate Similarity NPD1933 Approved
0.7474 Intermediate Similarity NPD7583 Approved
0.7472 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7461 Intermediate Similarity NPD8320 Phase 1
0.7461 Intermediate Similarity NPD8319 Approved
0.7452 Intermediate Similarity NPD1203 Approved
0.7448 Intermediate Similarity NPD6823 Phase 2
0.7446 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7286 Phase 2
0.7421 Intermediate Similarity NPD7699 Phase 2
0.7421 Intermediate Similarity NPD7700 Phase 2
0.7416 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7412 Intermediate Similarity NPD920 Approved
0.7411 Intermediate Similarity NPD7801 Approved
0.7396 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7266 Discontinued
0.7381 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD7033 Discontinued
0.7363 Intermediate Similarity NPD5953 Discontinued
0.7354 Intermediate Similarity NPD6535 Approved
0.7354 Intermediate Similarity NPD6534 Approved
0.734 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7337 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2935 Discontinued
0.7329 Intermediate Similarity NPD6798 Discontinued
0.7329 Intermediate Similarity NPD2313 Discontinued
0.7317 Intermediate Similarity NPD7097 Phase 1
0.7312 Intermediate Similarity NPD8150 Discontinued
0.7308 Intermediate Similarity NPD1091 Approved
0.7305 Intermediate Similarity NPD1243 Approved
0.7305 Intermediate Similarity NPD1652 Phase 2
0.7299 Intermediate Similarity NPD37 Approved
0.7288 Intermediate Similarity NPD6234 Discontinued
0.7284 Intermediate Similarity NPD6233 Phase 2
0.7273 Intermediate Similarity NPD4967 Phase 2
0.7273 Intermediate Similarity NPD4966 Approved
0.7273 Intermediate Similarity NPD4965 Approved
0.7235 Intermediate Similarity NPD7390 Discontinued
0.7228 Intermediate Similarity NPD7240 Approved
0.7225 Intermediate Similarity NPD3226 Approved
0.7225 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD8434 Phase 2
0.7219 Intermediate Similarity NPD6190 Approved
0.7205 Intermediate Similarity NPD4908 Phase 1
0.7197 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD5124 Phase 1
0.7195 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7193 Intermediate Similarity NPD2533 Approved
0.7193 Intermediate Similarity NPD2532 Approved
0.7193 Intermediate Similarity NPD2534 Approved
0.7191 Intermediate Similarity NPD919 Approved
0.717 Intermediate Similarity NPD3225 Approved
0.7169 Intermediate Similarity NPD2799 Discontinued
0.7152 Intermediate Similarity NPD9717 Approved
0.7152 Intermediate Similarity NPD6651 Approved
0.7143 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4287 Approved
0.7134 Intermediate Similarity NPD1613 Approved
0.7134 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6213 Phase 3
0.712 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD6212 Phase 3
0.7117 Intermediate Similarity NPD3268 Approved
0.7117 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD2800 Approved
0.7097 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD230 Phase 1
0.7089 Intermediate Similarity NPD422 Phase 1
0.7083 Intermediate Similarity NPD4363 Phase 3
0.7083 Intermediate Similarity NPD4360 Phase 2
0.7083 Intermediate Similarity NPD2344 Approved
0.7081 Intermediate Similarity NPD2798 Approved
0.7076 Intermediate Similarity NPD7440 Discontinued
0.7059 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1548 Phase 1
0.7033 Intermediate Similarity NPD3926 Phase 2
0.703 Intermediate Similarity NPD943 Approved
0.7024 Intermediate Similarity NPD5406 Approved
0.7024 Intermediate Similarity NPD5405 Approved
0.7024 Intermediate Similarity NPD5408 Approved
0.7024 Intermediate Similarity NPD5404 Approved
0.7022 Intermediate Similarity NPD4288 Approved
0.7019 Intermediate Similarity NPD2797 Approved
0.7006 Intermediate Similarity NPD6844 Discontinued
0.6988 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6988 Remote Similarity NPD447 Suspended
0.6988 Remote Similarity NPD6355 Discontinued
0.6982 Remote Similarity NPD2346 Discontinued
0.697 Remote Similarity NPD7680 Approved
0.6964 Remote Similarity NPD4308 Phase 3
0.6961 Remote Similarity NPD7930 Approved
0.6959 Remote Similarity NPD7003 Approved
0.6943 Remote Similarity NPD9545 Approved
0.6932 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6100 Approved
0.6923 Remote Similarity NPD1247 Approved
0.6923 Remote Similarity NPD8127 Discontinued
0.6923 Remote Similarity NPD6099 Approved
0.6919 Remote Similarity NPD2309 Approved
0.6919 Remote Similarity NPD8059 Phase 3
0.6919 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6909 Remote Similarity NPD3764 Approved

Structure

External Identifiers

PubChem CID   44429741
ChEMBL   CHEMBL390638
ZINC  

Physicochemical Properties

Molecular Weight:  708.18
ALogP:  -2.6311
MLogP:  4.32
XLogP:  6.602
# Rotatable Bonds:  17
Polar Surface Area:  198.51
# H-Bond Aceptor:  8
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  52

Download Data

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