Natural Product: NPC106700

Natural Product ID:  NPC106700
Common Name:   Apigenosylide C
IUPAC Name:   (5'R,9S,10R)-10-decyl-5-hydroxy-5'-methyl-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]spiro[10H-pyrano[2,3-f][1,2]benzodioxine-9,3'-oxolane]-2',4,4'-trione
Synonyms:   Apigenosylide C
Molecular Formula:   C37H44O14
Standard InCHIKey:  ZJALRPNVJCQEOV-KSUSMGBUSA-N
Standard InCHI:  InChI=1S/C37H44O14/c1-3-4-5-6-7-8-9-10-11-22-28-26(50-51-37(22)34(44)19(2)46-36(37)45)17-24(40)29-23(39)16-25(48-33(28)29)20-12-14-21(15-13-20)47-35-32(43)31(42)30(41)27(18-38)49-35/h12-17,19,22,27,30-32,35,38,40-43H,3-11,18H2,1-2H3/t19-,22-,27-,30-,31+,32-,35-,37+/m1/s1
Canonical SMILES:  CCCCCCCCCC[C@@H]1c2c(OO[C@]31C(=O)O[C@@H](C3=O)C)cc(c1c2oc(cc1=O)c1ccc(cc1)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)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
NPO29092 Machilus japonica Species Lauraceae Eukaryota Leaves PMID[19719245]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 64.7 % 18183025

  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 NPC106700 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
0.9882 High Similarity NPC282636
0.9882 High Similarity NPC294863
0.9405 High Similarity NPC5319
0.9235 High Similarity NPC138990
0.9235 High Similarity NPC277532
0.9235 High Similarity NPC175429
0.9235 High Similarity NPC209550
0.9226 High Similarity NPC72016
0.92 High Similarity NPC75574
0.9172 High Similarity NPC64425
0.9167 High Similarity NPC66087
0.9167 High Similarity NPC278419
0.9167 High Similarity NPC179198
0.9167 High Similarity NPC124155
0.9167 High Similarity NPC183672
0.9167 High Similarity NPC257566
0.9123 High Similarity NPC76047
0.9107 High Similarity NPC150164
0.9107 High Similarity NPC44947
0.9107 High Similarity NPC259834
0.9107 High Similarity NPC131745
0.9107 High Similarity NPC240306
0.9107 High Similarity NPC27942
0.907 High Similarity NPC474522
0.9059 High Similarity NPC32641
0.9059 High Similarity NPC12013
0.9059 High Similarity NPC477613
0.9059 High Similarity NPC186816
0.9059 High Similarity NPC221342
0.9059 High Similarity NPC476470
0.9059 High Similarity NPC189564
0.9059 High Similarity NPC256188
0.9059 High Similarity NPC203145
0.9059 High Similarity NPC11432
0.9059 High Similarity NPC142142
0.9053 High Similarity NPC121703
0.9048 High Similarity NPC249281
0.9048 High Similarity NPC476215
0.9048 High Similarity NPC47923
0.9048 High Similarity NPC246943
0.9048 High Similarity NPC265885
0.9048 High Similarity NPC163242
0.9048 High Similarity NPC129217
0.9048 High Similarity NPC215710
0.9048 High Similarity NPC85707
0.9048 High Similarity NPC139320
0.9048 High Similarity NPC159579
0.9048 High Similarity NPC224530
0.9048 High Similarity NPC282169
0.9048 High Similarity NPC216496
0.9048 High Similarity NPC473438
0.9048 High Similarity NPC101636
0.9048 High Similarity NPC181465
0.9048 High Similarity NPC259957
0.9048 High Similarity NPC173582
0.9048 High Similarity NPC253788
0.9048 High Similarity NPC276377
0.9048 High Similarity NPC48093
0.9048 High Similarity NPC116458
0.9017 High Similarity NPC168789
0.9012 High Similarity NPC287884
0.9012 High Similarity NPC164704
0.9012 High Similarity NPC8704
0.9012 High Similarity NPC470712
0.9006 High Similarity NPC292233
0.9 High Similarity NPC135358
0.9 High Similarity NPC76831
0.9 High Similarity NPC287889
0.9 High Similarity NPC292929
0.9 High Similarity NPC289667
0.8994 High Similarity NPC298171
0.8994 High Similarity NPC190450
0.8988 High Similarity NPC153342
0.8988 High Similarity NPC473623
0.8988 High Similarity NPC471079
0.8988 High Similarity NPC172687
0.8988 High Similarity NPC304741
0.8988 High Similarity NPC187379
0.8988 High Similarity NPC470405
0.8966 High Similarity NPC294629
0.896 High Similarity NPC470714
0.896 High Similarity NPC101399
0.896 High Similarity NPC470716
0.896 High Similarity NPC221288
0.896 High Similarity NPC470715
0.896 High Similarity NPC11847
0.896 High Similarity NPC217822
0.8947 High Similarity NPC262222
0.8947 High Similarity NPC298666
0.8947 High Similarity NPC68592
0.8941 High Similarity NPC473644
0.8935 High Similarity NPC170052
0.8935 High Similarity NPC303913
0.8935 High Similarity NPC64305
0.8935 High Similarity NPC297987
0.8935 High Similarity NPC135846
0.8929 High Similarity NPC111929
0.8929 High Similarity NPC473634
0.8929 High Similarity NPC470607
0.8929 High Similarity NPC308265
0.8929 High Similarity NPC264932
0.8929 High Similarity NPC104677
0.8929 High Similarity NPC41121
0.8929 High Similarity NPC22062
0.8929 High Similarity NPC320283
0.8929 High Similarity NPC311574
0.8929 High Similarity NPC472459
0.8929 High Similarity NPC138811
0.8914 High Similarity NPC473862
0.8914 High Similarity NPC471669
0.8914 High Similarity NPC89127
0.8914 High Similarity NPC231787
0.8902 High Similarity NPC218161
0.8902 High Similarity NPC280642
0.8902 High Similarity NPC469344
0.8902 High Similarity NPC96605
0.8902 High Similarity NPC188815
0.8901 High Similarity NPC470197
0.8901 High Similarity NPC282474
0.8901 High Similarity NPC316274
0.8901 High Similarity NPC470194
0.8901 High Similarity NPC470195
0.8901 High Similarity NPC470193
0.8901 High Similarity NPC470198
0.8901 High Similarity NPC470200
0.8901 High Similarity NPC470196
0.8889 High Similarity NPC294722
0.8889 High Similarity NPC129264
0.8889 High Similarity NPC139060
0.8889 High Similarity NPC85751
0.8889 High Similarity NPC205824
0.8889 High Similarity NPC19240
0.8889 High Similarity NPC475979
0.8882 High Similarity NPC475382
0.8882 High Similarity NPC93215
0.8882 High Similarity NPC244875
0.8876 High Similarity NPC472320
0.8876 High Similarity NPC470455
0.8876 High Similarity NPC200708
0.8876 High Similarity NPC97285
0.8876 High Similarity NPC142860
0.8876 High Similarity NPC148710
0.8876 High Similarity NPC271479
0.8876 High Similarity NPC246469
0.8876 High Similarity NPC470451
0.8876 High Similarity NPC271270
0.8876 High Similarity NPC306978
0.8876 High Similarity NPC136761
0.887 High Similarity NPC475161
0.887 High Similarity NPC477860
0.8869 High Similarity NPC133671
0.8869 High Similarity NPC122809
0.8869 High Similarity NPC65003
0.8869 High Similarity NPC161650
0.8869 High Similarity NPC210048
0.8869 High Similarity NPC135391
0.8869 High Similarity NPC78263
0.8869 High Similarity NPC108831
0.8869 High Similarity NPC129827
0.8869 High Similarity NPC473512
0.8869 High Similarity NPC44931
0.8869 High Similarity NPC77672
0.8869 High Similarity NPC6985
0.8869 High Similarity NPC182634
0.8869 High Similarity NPC197304
0.8869 High Similarity NPC288084
0.8869 High Similarity NPC54802
0.8869 High Similarity NPC470606
0.8864 High Similarity NPC173837
0.8857 High Similarity NPC108202
0.8857 High Similarity NPC253685
0.8857 High Similarity NPC63105
0.8851 High Similarity NPC245452
0.8851 High Similarity NPC9002
0.8851 High Similarity NPC257011
0.8851 High Similarity NPC288152
0.8851 High Similarity NPC175107
0.8851 High Similarity NPC137871
0.8851 High Similarity NPC190003
0.884 High Similarity NPC48474
0.883 High Similarity NPC91288
0.883 High Similarity NPC471286
0.883 High Similarity NPC80068
0.883 High Similarity NPC311850
0.8824 High Similarity NPC470125
0.882 High Similarity NPC470445
0.882 High Similarity NPC470449
0.882 High Similarity NPC241781
0.882 High Similarity NPC473072
0.882 High Similarity NPC470446
0.882 High Similarity NPC162394
0.882 High Similarity NPC470447
0.882 High Similarity NPC473883
0.882 High Similarity NPC156785
0.8817 High Similarity NPC73511
0.8817 High Similarity NPC43761
0.8814 High Similarity NPC84494
0.8814 High Similarity NPC245059
0.8814 High Similarity NPC179862
0.881 High Similarity NPC215917

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC106700 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
0.9405 High Similarity NPD7804 Clinical (unspecified phase)
0.8857 High Similarity NPD7808 Phase 3
0.88 High Similarity NPD7251 Discontinued
0.8757 High Similarity NPD4381 Clinical (unspecified phase)
0.8757 High Similarity NPD7075 Discontinued
0.8743 High Similarity NPD6797 Phase 2
0.8644 High Similarity NPD4338 Clinical (unspecified phase)
0.8629 High Similarity NPD7054 Approved
0.858 High Similarity NPD7074 Phase 3
0.858 High Similarity NPD7096 Clinical (unspecified phase)
0.858 High Similarity NPD7472 Approved
0.8571 High Similarity NPD7879 Clinical (unspecified phase)
0.8521 High Similarity NPD6801 Discontinued
0.8466 Intermediate Similarity NPD3818 Discontinued
0.8402 Intermediate Similarity NPD4380 Phase 2
0.838 Intermediate Similarity NPD6559 Discontinued
0.8314 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8287 Intermediate Similarity NPD8313 Approved
0.8287 Intermediate Similarity NPD8312 Approved
0.8249 Intermediate Similarity NPD6166 Phase 2
0.8249 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8249 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD7819 Suspended
0.8118 Intermediate Similarity NPD5403 Approved
0.8103 Intermediate Similarity NPD5402 Approved
0.8103 Intermediate Similarity NPD3817 Phase 2
0.8047 Intermediate Similarity NPD6799 Approved
0.8046 Intermediate Similarity NPD8455 Phase 2
0.8046 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8045 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD7411 Suspended
0.8031 Intermediate Similarity NPD7435 Discontinued
0.8023 Intermediate Similarity NPD5494 Approved
0.8022 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5401 Approved
0.7977 Intermediate Similarity NPD6599 Discontinued
0.7956 Intermediate Similarity NPD7228 Approved
0.7955 Intermediate Similarity NPD3882 Suspended
0.7903 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7897 Intermediate Similarity NPD8319 Approved
0.7897 Intermediate Similarity NPD8320 Phase 1
0.7895 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7886 Intermediate Similarity NPD1934 Approved
0.7879 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD7874 Approved
0.7877 Intermediate Similarity NPD6959 Discontinued
0.7853 Intermediate Similarity NPD7768 Phase 2
0.7853 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7846 Intermediate Similarity NPD7696 Phase 3
0.7846 Intermediate Similarity NPD7697 Approved
0.7846 Intermediate Similarity NPD7698 Approved
0.7839 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7839 Intermediate Similarity NPD7783 Phase 2
0.7828 Intermediate Similarity NPD8151 Discontinued
0.7812 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7809 Intermediate Similarity NPD3749 Approved
0.7802 Intermediate Similarity NPD7473 Discontinued
0.7798 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6777 Approved
0.7784 Intermediate Similarity NPD6780 Approved
0.7784 Intermediate Similarity NPD6781 Approved
0.7784 Intermediate Similarity NPD7685 Pre-registration
0.7784 Intermediate Similarity NPD6782 Approved
0.7784 Intermediate Similarity NPD6776 Approved
0.7784 Intermediate Similarity NPD6779 Approved
0.7784 Intermediate Similarity NPD6778 Approved
0.7778 Intermediate Similarity NPD7701 Phase 2
0.7766 Intermediate Similarity NPD8434 Phase 2
0.776 Intermediate Similarity NPD3751 Discontinued
0.7751 Intermediate Similarity NPD1549 Phase 2
0.774 Intermediate Similarity NPD2801 Approved
0.7735 Intermediate Similarity NPD3787 Discontinued
0.7727 Intermediate Similarity NPD7584 Approved
0.7716 Intermediate Similarity NPD7871 Phase 2
0.7716 Intermediate Similarity NPD7870 Phase 2
0.7692 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD7700 Phase 2
0.768 Intermediate Similarity NPD7699 Phase 2
0.7672 Intermediate Similarity NPD8150 Discontinued
0.7662 Intermediate Similarity NPD7801 Approved
0.7644 Intermediate Similarity NPD1512 Approved
0.7637 Intermediate Similarity NPD6232 Discontinued
0.7633 Intermediate Similarity NPD2796 Approved
0.7622 Intermediate Similarity NPD5844 Phase 1
0.7614 Intermediate Similarity NPD7458 Discontinued
0.7602 Intermediate Similarity NPD2800 Approved
0.76 Intermediate Similarity NPD920 Approved
0.7594 Intermediate Similarity NPD7240 Approved
0.7592 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD2532 Approved
0.7586 Intermediate Similarity NPD2533 Approved
0.7586 Intermediate Similarity NPD2534 Approved
0.7584 Intermediate Similarity NPD37 Approved
0.7582 Intermediate Similarity NPD7199 Phase 2
0.7574 Intermediate Similarity NPD1510 Phase 2
0.7569 Intermediate Similarity NPD6234 Discontinued
0.7569 Intermediate Similarity NPD919 Approved
0.7558 Intermediate Similarity NPD3750 Approved
0.7558 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD4967 Phase 2
0.7556 Intermediate Similarity NPD4966 Approved
0.7556 Intermediate Similarity NPD4965 Approved
0.7529 Intermediate Similarity NPD1511 Approved
0.7526 Intermediate Similarity NPD6534 Approved
0.7526 Intermediate Similarity NPD6535 Approved
0.7512 Intermediate Similarity NPD7585 Approved
0.75 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD7583 Approved
0.746 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD4628 Phase 3
0.7444 Intermediate Similarity NPD1465 Phase 2
0.7442 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7437 Intermediate Similarity NPD6823 Phase 2
0.7401 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD1243 Approved
0.7399 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6355 Discontinued
0.7391 Intermediate Similarity NPD1247 Approved
0.7379 Intermediate Similarity NPD7930 Approved
0.7371 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD2799 Discontinued
0.7354 Intermediate Similarity NPD5953 Discontinued
0.734 Intermediate Similarity NPD7286 Phase 2
0.7337 Intermediate Similarity NPD1240 Approved
0.7321 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD3926 Phase 2
0.731 Intermediate Similarity NPD7097 Phase 1
0.7294 Intermediate Similarity NPD5124 Phase 1
0.7294 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7033 Discontinued
0.7267 Intermediate Similarity NPD3748 Approved
0.7263 Intermediate Similarity NPD1653 Approved
0.7259 Intermediate Similarity NPD4363 Phase 3
0.7259 Intermediate Similarity NPD4360 Phase 2
0.7251 Intermediate Similarity NPD6651 Approved
0.7251 Intermediate Similarity NPD1607 Approved
0.7238 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7680 Approved
0.7225 Intermediate Similarity NPD1551 Phase 2
0.7225 Intermediate Similarity NPD2935 Discontinued
0.7222 Intermediate Similarity NPD3226 Approved
0.7219 Intermediate Similarity NPD2313 Discontinued
0.72 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD7799 Discontinued
0.7191 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD2344 Approved
0.7166 Intermediate Similarity NPD5710 Approved
0.7166 Intermediate Similarity NPD5711 Approved
0.7166 Intermediate Similarity NPD7229 Phase 3
0.7159 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6190 Approved
0.7118 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD6798 Discontinued
0.7105 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD2403 Approved
0.7089 Intermediate Similarity NPD8366 Approved
0.7086 Intermediate Similarity NPD7266 Discontinued
0.7086 Intermediate Similarity NPD2346 Discontinued
0.7064 Intermediate Similarity NPD8067 Phase 3
0.705 Intermediate Similarity NPD4361 Phase 2
0.705 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD6213 Phase 3
0.7035 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD4060 Phase 1
0.7035 Intermediate Similarity NPD6212 Phase 3
0.7033 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD6100 Approved
0.7029 Intermediate Similarity NPD6099 Approved
0.7022 Intermediate Similarity NPD2309 Approved
0.7018 Intermediate Similarity NPD3268 Approved
0.7005 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD8059 Phase 3
0.7 Intermediate Similarity NPD4908 Phase 1
0.7 Intermediate Similarity NPD6832 Phase 2
0.6994 Remote Similarity NPD1933 Approved
0.699 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6989 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6982 Remote Similarity NPD2798 Approved
0.6981 Remote Similarity NPD8404 Phase 2
0.6977 Remote Similarity NPD6233 Phase 2
0.697 Remote Similarity NPD4287 Approved
0.6959 Remote Similarity NPD8491 Approved
0.6949 Remote Similarity NPD2424 Discontinued
0.6946 Remote Similarity NPD8285 Discontinued
0.6944 Remote Similarity NPD7390 Discontinued
0.6939 Remote Similarity NPD8407 Phase 2
0.6923 Remote Similarity NPD2797 Approved
0.6912 Remote Similarity NPD7501 Clinical (unspecified phase)
0.691 Remote Similarity NPD1652 Phase 2
0.6908 Remote Similarity NPD7999 Approved
0.6893 Remote Similarity NPD6004 Phase 3
0.6893 Remote Similarity NPD6006 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44232956
ChEMBL   CHEMBL558750
ZINC  

Physicochemical Properties

Molecular Weight:  712.27
ALogP:  -5.1151
MLogP:  3.99
XLogP:  5.653
# Rotatable Bonds:  20
Polar Surface Area:  207.74
# H-Bond Aceptor:  10
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  51

Download Data

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