Natural Product: NPC473634

Natural Product ID:  NPC473634
Common Name:   Acacetin-7-O-(6''-Rhamnopyranosyl)-Beta-D-Glucopyranoside
IUPAC Name:   5-hydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Synonyms:  
Molecular Formula:   C28H32O14
Standard InCHIKey:  YFVGIJBUXMQFOF-BBVVMKNLSA-N
Standard InCHI:  InChI=1S/C28H32O14/c1-11-21(31)23(33)25(35)27(39-11)38-10-19-22(32)24(34)26(36)28(42-19)40-14-7-15(29)20-16(30)9-17(41-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-9,11,19,21-29,31-36H,10H2,1-2H3/t11-,19-,21-,22-,23+,24+,25+,26-,27-,28-/m1/s1
Canonical SMILES:  COc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)[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
NPO30745 Chrysanthemum morifolium Species Asteraceae Eukaryota PMID[8158164]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 > 231000 nM 23376010
NPT759 Cell Line H9 Homo sapiens IC50 > 231000 nM 12828470

  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 NPC473634 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 NPC138811
1.0 High Similarity NPC22062
0.9934 High Similarity NPC473623
0.9933 High Similarity NPC44931
0.9933 High Similarity NPC65003
0.9933 High Similarity NPC129827
0.9933 High Similarity NPC473512
0.9868 High Similarity NPC101636
0.9867 High Similarity NPC473657
0.9867 High Similarity NPC295613
0.9804 High Similarity NPC240306
0.9804 High Similarity NPC298171
0.9804 High Similarity NPC475382
0.9803 High Similarity NPC187379
0.9803 High Similarity NPC271270
0.9803 High Similarity NPC97285
0.9803 High Similarity NPC246469
0.9803 High Similarity NPC142860
0.98 High Similarity NPC27408
0.98 High Similarity NPC95090
0.974 High Similarity NPC311850
0.974 High Similarity NPC257566
0.974 High Similarity NPC124155
0.974 High Similarity NPC473644
0.9739 High Similarity NPC276377
0.9739 High Similarity NPC253788
0.9739 High Similarity NPC265885
0.9739 High Similarity NPC249281
0.9739 High Similarity NPC163242
0.9739 High Similarity NPC116458
0.9739 High Similarity NPC303913
0.9739 High Similarity NPC181465
0.9739 High Similarity NPC215710
0.9739 High Similarity NPC246943
0.9739 High Similarity NPC476215
0.9739 High Similarity NPC173582
0.9739 High Similarity NPC473438
0.9739 High Similarity NPC139320
0.9735 High Similarity NPC206378
0.9733 High Similarity NPC210003
0.9733 High Similarity NPC39360
0.9733 High Similarity NPC143851
0.9733 High Similarity NPC83283
0.9733 High Similarity NPC29763
0.9677 High Similarity NPC287889
0.9677 High Similarity NPC135358
0.9675 High Similarity NPC190450
0.9675 High Similarity NPC44947
0.9673 High Similarity NPC304741
0.9673 High Similarity NPC136761
0.9673 High Similarity NPC471079
0.9673 High Similarity NPC470405
0.9671 High Similarity NPC60966
0.9671 High Similarity NPC108831
0.9671 High Similarity NPC182634
0.9669 High Similarity NPC97052
0.9669 High Similarity NPC169248
0.9669 High Similarity NPC72649
0.9669 High Similarity NPC39351
0.9669 High Similarity NPC26195
0.9615 High Similarity NPC203145
0.9615 High Similarity NPC32641
0.9615 High Similarity NPC221342
0.9615 High Similarity NPC476470
0.9615 High Similarity NPC142142
0.9615 High Similarity NPC11432
0.9615 High Similarity NPC12013
0.9615 High Similarity NPC256188
0.9615 High Similarity NPC298666
0.9615 High Similarity NPC262222
0.9615 High Similarity NPC64425
0.9615 High Similarity NPC477613
0.9615 High Similarity NPC68592
0.9615 High Similarity NPC186816
0.9615 High Similarity NPC189564
0.961 High Similarity NPC297987
0.961 High Similarity NPC170052
0.961 High Similarity NPC64305
0.961 High Similarity NPC47923
0.961 High Similarity NPC135846
0.9608 High Similarity NPC320283
0.9608 High Similarity NPC472459
0.9608 High Similarity NPC73511
0.9608 High Similarity NPC41121
0.9608 High Similarity NPC111929
0.9605 High Similarity NPC170475
0.9605 High Similarity NPC203500
0.9605 High Similarity NPC307938
0.9605 High Similarity NPC323593
0.9603 High Similarity NPC106625
0.9551 High Similarity NPC76831
0.9551 High Similarity NPC289667
0.9551 High Similarity NPC292929
0.9548 High Similarity NPC244875
0.9545 High Similarity NPC153342
0.9542 High Similarity NPC156457
0.9542 High Similarity NPC313163
0.9542 High Similarity NPC122809
0.9542 High Similarity NPC258035
0.9542 High Similarity NPC197896
0.9542 High Similarity NPC161749
0.9542 High Similarity NPC78263
0.9542 High Similarity NPC133671
0.9542 High Similarity NPC77672
0.9542 High Similarity NPC54802
0.9542 High Similarity NPC135391
0.9542 High Similarity NPC197304
0.9539 High Similarity NPC99233
0.9536 High Similarity NPC88484
0.9536 High Similarity NPC121001
0.9536 High Similarity NPC259182
0.9536 High Similarity NPC259767
0.9533 High Similarity NPC191154
0.9494 High Similarity NPC5319
0.9494 High Similarity NPC195257
0.9494 High Similarity NPC209296
0.949 High Similarity NPC70441
0.949 High Similarity NPC115674
0.949 High Similarity NPC210073
0.9484 High Similarity NPC85707
0.9484 High Similarity NPC195685
0.9484 High Similarity NPC259957
0.9484 High Similarity NPC472994
0.9484 High Similarity NPC129217
0.9484 High Similarity NPC477629
0.9484 High Similarity NPC477628
0.9484 High Similarity NPC224530
0.9484 High Similarity NPC216496
0.9484 High Similarity NPC470125
0.9484 High Similarity NPC159579
0.9484 High Similarity NPC210961
0.9484 High Similarity NPC270675
0.9484 High Similarity NPC48093
0.9481 High Similarity NPC308265
0.9477 High Similarity NPC45165
0.9477 High Similarity NPC261866
0.9477 High Similarity NPC127406
0.947 High Similarity NPC134819
0.9434 High Similarity NPC175429
0.9434 High Similarity NPC209550
0.9434 High Similarity NPC277532
0.9434 High Similarity NPC138990
0.9427 High Similarity NPC475497
0.9427 High Similarity NPC139060
0.9427 High Similarity NPC284277
0.9427 High Similarity NPC475366
0.9423 High Similarity NPC259834
0.9423 High Similarity NPC27942
0.9423 High Similarity NPC472876
0.9423 High Similarity NPC150164
0.9423 High Similarity NPC131745
0.9419 High Similarity NPC271479
0.9419 High Similarity NPC200708
0.9419 High Similarity NPC472320
0.9416 High Similarity NPC23817
0.9416 High Similarity NPC6985
0.9416 High Similarity NPC43638
0.9404 High Similarity NPC213723
0.94 High Similarity NPC199335
0.9375 High Similarity NPC474522
0.9371 High Similarity NPC293629
0.9371 High Similarity NPC86008
0.9371 High Similarity NPC43587
0.9367 High Similarity NPC260504
0.9367 High Similarity NPC89809
0.9367 High Similarity NPC8856
0.9367 High Similarity NPC473278
0.9363 High Similarity NPC309025
0.9363 High Similarity NPC183672
0.9363 High Similarity NPC88023
0.9363 High Similarity NPC19709
0.9363 High Similarity NPC80068
0.9363 High Similarity NPC278419
0.9363 High Similarity NPC243930
0.9363 High Similarity NPC66087
0.9363 High Similarity NPC121703
0.9363 High Similarity NPC179198
0.9359 High Similarity NPC282169
0.9355 High Similarity NPC43761
0.9355 High Similarity NPC104677
0.9351 High Similarity NPC265480
0.9351 High Similarity NPC149368
0.9346 High Similarity NPC268950
0.9346 High Similarity NPC108706
0.9346 High Similarity NPC87304
0.9346 High Similarity NPC211158
0.9346 High Similarity NPC78021
0.9333 High Similarity NPC23084
0.9317 High Similarity NPC204693
0.9317 High Similarity NPC208668
0.9313 High Similarity NPC210808
0.9313 High Similarity NPC67105
0.9313 High Similarity NPC95866
0.9313 High Similarity NPC470712
0.9313 High Similarity NPC44328
0.9313 High Similarity NPC150767
0.9313 High Similarity NPC188815
0.9313 High Similarity NPC79056
0.9313 High Similarity NPC164704
0.9313 High Similarity NPC199079

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473634 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
0.9542 High Similarity NPD4381 Clinical (unspecified phase)
0.9494 High Similarity NPD7804 Clinical (unspecified phase)
0.9494 High Similarity NPD7054 Approved
0.9434 High Similarity NPD7472 Approved
0.9317 High Similarity NPD7251 Discontinued
0.9313 High Similarity NPD7074 Phase 3
0.9259 High Similarity NPD7808 Phase 3
0.9255 High Similarity NPD6797 Phase 2
0.8903 High Similarity NPD4380 Phase 2
0.8834 High Similarity NPD3818 Discontinued
0.8795 High Similarity NPD4338 Clinical (unspecified phase)
0.8712 High Similarity NPD6166 Phase 2
0.8712 High Similarity NPD6168 Clinical (unspecified phase)
0.8712 High Similarity NPD6167 Clinical (unspecified phase)
0.8688 High Similarity NPD7075 Discontinued
0.8609 High Similarity NPD1550 Clinical (unspecified phase)
0.8609 High Similarity NPD1552 Clinical (unspecified phase)
0.8553 High Similarity NPD1934 Approved
0.8553 High Similarity NPD6801 Discontinued
0.8553 High Similarity NPD1549 Phase 2
0.8512 High Similarity NPD6559 Discontinued
0.85 High Similarity NPD7096 Clinical (unspecified phase)
0.85 High Similarity NPD2393 Clinical (unspecified phase)
0.8471 Intermediate Similarity NPD5403 Approved
0.8462 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8447 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8397 Intermediate Similarity NPD6799 Approved
0.8385 Intermediate Similarity NPD2801 Approved
0.8375 Intermediate Similarity NPD7411 Suspended
0.8344 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8344 Intermediate Similarity NPD5401 Approved
0.8333 Intermediate Similarity NPD3817 Phase 2
0.8301 Intermediate Similarity NPD2796 Approved
0.828 Intermediate Similarity NPD1511 Approved
0.8235 Intermediate Similarity NPD1510 Phase 2
0.8221 Intermediate Similarity NPD5402 Approved
0.8193 Intermediate Similarity NPD6959 Discontinued
0.8176 Intermediate Similarity NPD1512 Approved
0.8171 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD7819 Suspended
0.8092 Intermediate Similarity NPD1240 Approved
0.8092 Intermediate Similarity NPD8312 Approved
0.8092 Intermediate Similarity NPD8313 Approved
0.8086 Intermediate Similarity NPD6599 Discontinued
0.8079 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD3882 Suspended
0.8049 Intermediate Similarity NPD8455 Phase 2
0.8047 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8023 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7584 Approved
0.7987 Intermediate Similarity NPD1607 Approved
0.7975 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD5494 Approved
0.7862 Intermediate Similarity NPD3750 Approved
0.7849 Intermediate Similarity NPD3751 Discontinued
0.7844 Intermediate Similarity NPD7768 Phase 2
0.7824 Intermediate Similarity NPD3787 Discontinued
0.775 Intermediate Similarity NPD4628 Phase 3
0.7746 Intermediate Similarity NPD7228 Approved
0.7744 Intermediate Similarity NPD1653 Approved
0.7736 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD8151 Discontinued
0.7722 Intermediate Similarity NPD1551 Phase 2
0.7705 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD5844 Phase 1
0.7692 Intermediate Similarity NPD3749 Approved
0.7688 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7473 Discontinued
0.7676 Intermediate Similarity NPD6778 Approved
0.7676 Intermediate Similarity NPD6777 Approved
0.7676 Intermediate Similarity NPD6779 Approved
0.7676 Intermediate Similarity NPD6776 Approved
0.7676 Intermediate Similarity NPD6780 Approved
0.7676 Intermediate Similarity NPD6781 Approved
0.7676 Intermediate Similarity NPD6782 Approved
0.767 Intermediate Similarity NPD7685 Pre-registration
0.7647 Intermediate Similarity NPD7698 Approved
0.7647 Intermediate Similarity NPD7697 Approved
0.7647 Intermediate Similarity NPD7696 Phase 3
0.7647 Intermediate Similarity NPD7435 Discontinued
0.7644 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD7783 Phase 2
0.7619 Intermediate Similarity NPD1465 Phase 2
0.7616 Intermediate Similarity NPD6232 Discontinued
0.76 Intermediate Similarity NPD1091 Approved
0.7597 Intermediate Similarity NPD6832 Phase 2
0.759 Intermediate Similarity NPD7458 Discontinued
0.758 Intermediate Similarity NPD1933 Approved
0.7579 Intermediate Similarity NPD7585 Approved
0.7579 Intermediate Similarity NPD7701 Phase 2
0.7576 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7562 Intermediate Similarity NPD7266 Discontinued
0.7558 Intermediate Similarity NPD7199 Phase 2
0.7547 Intermediate Similarity NPD3748 Approved
0.7547 Intermediate Similarity NPD7033 Discontinued
0.7532 Intermediate Similarity NPD6651 Approved
0.7526 Intermediate Similarity NPD7583 Approved
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD6823 Phase 2
0.75 Intermediate Similarity NPD7286 Phase 2
0.7473 Intermediate Similarity NPD7699 Phase 2
0.7473 Intermediate Similarity NPD7700 Phase 2
0.7473 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD920 Approved
0.7469 Intermediate Similarity NPD2800 Approved
0.7469 Intermediate Similarity NPD1652 Phase 2
0.743 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD5953 Discontinued
0.7409 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7409 Intermediate Similarity NPD7874 Approved
0.7405 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6535 Approved
0.7405 Intermediate Similarity NPD6534 Approved
0.7405 Intermediate Similarity NPD1613 Approved
0.7405 Intermediate Similarity NPD4363 Phase 3
0.7405 Intermediate Similarity NPD4360 Phase 2
0.7403 Intermediate Similarity NPD1203 Approved
0.7391 Intermediate Similarity NPD2935 Discontinued
0.7374 Intermediate Similarity NPD7240 Approved
0.7372 Intermediate Similarity NPD4908 Phase 1
0.7371 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7801 Approved
0.7368 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD1243 Approved
0.7358 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD5124 Phase 1
0.7355 Intermediate Similarity NPD2798 Approved
0.7353 Intermediate Similarity NPD37 Approved
0.7349 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD2534 Approved
0.7349 Intermediate Similarity NPD2532 Approved
0.7349 Intermediate Similarity NPD2533 Approved
0.7341 Intermediate Similarity NPD6234 Discontinued
0.7333 Intermediate Similarity NPD1548 Phase 1
0.7333 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD8320 Phase 1
0.733 Intermediate Similarity NPD8319 Approved
0.7326 Intermediate Similarity NPD4966 Approved
0.7326 Intermediate Similarity NPD4965 Approved
0.7326 Intermediate Similarity NPD4967 Phase 2
0.7308 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD6100 Approved
0.7284 Intermediate Similarity NPD6099 Approved
0.7278 Intermediate Similarity NPD2313 Discontinued
0.7278 Intermediate Similarity NPD3268 Approved
0.7278 Intermediate Similarity NPD6798 Discontinued
0.7278 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7097 Phase 1
0.7255 Intermediate Similarity NPD422 Phase 1
0.7251 Intermediate Similarity NPD6844 Discontinued
0.7246 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD919 Approved
0.7239 Intermediate Similarity NPD2344 Approved
0.7233 Intermediate Similarity NPD6233 Phase 2
0.7226 Intermediate Similarity NPD3225 Approved
0.7222 Intermediate Similarity NPD2799 Discontinued
0.7208 Intermediate Similarity NPD9717 Approved
0.7188 Intermediate Similarity NPD943 Approved
0.7186 Intermediate Similarity NPD7390 Discontinued
0.7179 Intermediate Similarity NPD2797 Approved
0.7176 Intermediate Similarity NPD3226 Approved
0.7175 Intermediate Similarity NPD3926 Phase 2
0.7174 Intermediate Similarity NPD8434 Phase 2
0.7174 Intermediate Similarity NPD8150 Discontinued
0.7166 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD6212 Phase 3
0.7166 Intermediate Similarity NPD6213 Phase 3
0.7159 Intermediate Similarity NPD1247 Approved
0.7152 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1610 Phase 2
0.7143 Intermediate Similarity NPD6355 Discontinued
0.7143 Intermediate Similarity NPD230 Phase 1
0.7108 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3027 Phase 3
0.7089 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD2309 Approved
0.7066 Intermediate Similarity NPD6190 Approved
0.7048 Intermediate Similarity NPD2654 Approved
0.7044 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD4662 Approved
0.7041 Intermediate Similarity NPD4661 Approved
0.7037 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD447 Suspended
0.7031 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD2346 Discontinued
0.7012 Intermediate Similarity NPD4308 Phase 3
0.7 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4361 Phase 2
0.7 Intermediate Similarity NPD7930 Approved
0.6993 Remote Similarity NPD9545 Approved
0.6988 Remote Similarity NPD2424 Discontinued
0.6982 Remote Similarity NPD7213 Phase 3
0.6982 Remote Similarity NPD7212 Phase 2
0.6979 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6977 Remote Similarity NPD5808 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44559598
ChEMBL   CHEMBL447738
ZINC  

Physicochemical Properties

Molecular Weight:  592.18
ALogP:  -4.4698
MLogP:  3
XLogP:  0.144
# Rotatable Bonds:  16
Polar Surface Area:  214.06
# H-Bond Aceptor:  10
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  42

Download Data

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