Natural Product: NPC107987

Natural Product ID:  NPC107987
Common Name:   Theograndin Ii
IUPAC Name:   (2S,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]oxy-3,5-dihydroxy-4-sulfooxyoxane-2-carboxylic acid
Synonyms:   Theograndin II
Molecular Formula:   C21H18O16S
Standard InCHIKey:  ZRZNGKWFMIBYEF-DLSLMLROSA-N
Standard InCHI:  InChI=1S/C21H18O16S/c22-7-2-1-6(3-8(7)23)12-5-10(25)13-9(24)4-11(26)16(17(13)34-12)35-21-15(28)18(37-38(31,32)33)14(27)19(36-21)20(29)30/h1-5,14-15,18-19,21-24,26-28H,(H,29,30)(H,31,32,33)/t14-,15+,18-,19-,21+/m0/s1
Canonical SMILES:  OC(=O)[C@H]1O[C@@H](Oc2c(O)cc(c3c2oc(cc3=O)c2ccc(c(c2)O)O)O)[C@@H]([C@H]([C@@H]1O)OS(=O)(=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
NPO29456 Theobroma grandiflorum Species Malvaceae Eukaryota Seeds PMID[14640528]
NPO28975 Thamnosma rhodesica Species Rutaceae Eukaryota UNPD*
NPO28990 Bidens sulphureus Species Asteraceae Eukaryota UNPD*
NPO29052 Papaver hybridum Species Papaveraceae Eukaryota UNPD*
NPO29403 Ophiopogon chekiangensis Species Asparagaceae Eukaryota UNPD*
NPO29106 Tanacetum argenteum Species Asteraceae Eukaryota UNPD*
NPO14558 Aquilaria sinensis Species Thymelaeaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 = 120200 nM 14640528
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 143000 nM 14640528
NPT660 Cell Line SW480 Homo sapiens IC50 = 125000 nM 14640528

  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 NPC107987 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
0.994 High Similarity NPC222674
0.9701 High Similarity NPC49344
0.9701 High Similarity NPC237435
0.9701 High Similarity NPC115760
0.9701 High Similarity NPC43211
0.9701 High Similarity NPC135277
0.9701 High Similarity NPC101191
0.9701 High Similarity NPC210094
0.9643 High Similarity NPC472385
0.9643 High Similarity NPC198324
0.9583 High Similarity NPC264735
0.9583 High Similarity NPC477848
0.9532 High Similarity NPC470447
0.9532 High Similarity NPC470446
0.9532 High Similarity NPC470445
0.9532 High Similarity NPC470449
0.9527 High Similarity NPC233994
0.9527 High Similarity NPC211532
0.9527 High Similarity NPC8573
0.9527 High Similarity NPC268533
0.9524 High Similarity NPC4390
0.9524 High Similarity NPC169977
0.9524 High Similarity NPC101026
0.9524 High Similarity NPC21666
0.9524 High Similarity NPC45522
0.9524 High Similarity NPC42773
0.9524 High Similarity NPC24043
0.9521 High Similarity NPC235260
0.9521 High Similarity NPC20505
0.9521 High Similarity NPC155763
0.9521 High Similarity NPC245014
0.9521 High Similarity NPC84265
0.9521 High Similarity NPC282987
0.9477 High Similarity NPC470451
0.9477 High Similarity NPC470455
0.9467 High Similarity NPC253685
0.9464 High Similarity NPC254540
0.9464 High Similarity NPC476405
0.9464 High Similarity NPC153755
0.9464 High Similarity NPC190003
0.9464 High Similarity NPC175107
0.9464 High Similarity NPC117260
0.9464 High Similarity NPC211594
0.9464 High Similarity NPC172807
0.9461 High Similarity NPC138927
0.9419 High Similarity NPC36138
0.9415 High Similarity NPC470443
0.9415 High Similarity NPC110941
0.9415 High Similarity NPC241423
0.9415 High Similarity NPC473571
0.9415 High Similarity NPC473682
0.9415 High Similarity NPC126784
0.9415 High Similarity NPC470444
0.9412 High Similarity NPC470949
0.9412 High Similarity NPC472380
0.9412 High Similarity NPC169733
0.9412 High Similarity NPC65563
0.9412 High Similarity NPC472384
0.9412 High Similarity NPC472382
0.9405 High Similarity NPC244776
0.9405 High Similarity NPC116864
0.9401 High Similarity NPC45618
0.9401 High Similarity NPC58716
0.9401 High Similarity NPC146792
0.9364 High Similarity NPC470416
0.936 High Similarity NPC473073
0.936 High Similarity NPC473071
0.9357 High Similarity NPC168584
0.9357 High Similarity NPC253521
0.9357 High Similarity NPC173837
0.9357 High Similarity NPC113836
0.9357 High Similarity NPC37668
0.9349 High Similarity NPC259152
0.9349 High Similarity NPC26230
0.9349 High Similarity NPC3583
0.9349 High Similarity NPC60735
0.9345 High Similarity NPC226294
0.9345 High Similarity NPC120099
0.9345 High Similarity NPC469931
0.9345 High Similarity NPC45638
0.9345 High Similarity NPC203050
0.9345 High Similarity NPC186807
0.9345 High Similarity NPC223747
0.9345 High Similarity NPC93337
0.9345 High Similarity NPC475942
0.9345 High Similarity NPC105025
0.9345 High Similarity NPC58053
0.9345 High Similarity NPC225434
0.9345 High Similarity NPC201292
0.9345 High Similarity NPC219904
0.9341 High Similarity NPC118284
0.9341 High Similarity NPC274618
0.9341 High Similarity NPC56077
0.9341 High Similarity NPC88789
0.9341 High Similarity NPC281131
0.9341 High Similarity NPC276222
0.9341 High Similarity NPC308404
0.9341 High Similarity NPC21100
0.9341 High Similarity NPC145038
0.9341 High Similarity NPC253662
0.9341 High Similarity NPC197285
0.9341 High Similarity NPC179950
0.9306 High Similarity NPC473072
0.9298 High Similarity NPC89127
0.9298 High Similarity NPC472992
0.9298 High Similarity NPC144097
0.9298 High Similarity NPC61904
0.9298 High Similarity NPC471669
0.9298 High Similarity NPC472991
0.929 High Similarity NPC156869
0.929 High Similarity NPC285197
0.929 High Similarity NPC67326
0.929 High Similarity NPC206123
0.929 High Similarity NPC255157
0.929 High Similarity NPC259896
0.929 High Similarity NPC29958
0.929 High Similarity NPC254855
0.929 High Similarity NPC136042
0.9286 High Similarity NPC52550
0.9286 High Similarity NPC84362
0.9286 High Similarity NPC226304
0.9286 High Similarity NPC325555
0.9286 High Similarity NPC223424
0.9286 High Similarity NPC317489
0.9286 High Similarity NPC173637
0.9286 High Similarity NPC127546
0.9286 High Similarity NPC265530
0.9281 High Similarity NPC19388
0.9281 High Similarity NPC240431
0.9281 High Similarity NPC277205
0.9281 High Similarity NPC55786
0.9253 High Similarity NPC148710
0.9244 High Similarity NPC293626
0.9244 High Similarity NPC35167
0.9244 High Similarity NPC217387
0.9244 High Similarity NPC267680
0.9244 High Similarity NPC196127
0.9244 High Similarity NPC217520
0.9244 High Similarity NPC139571
0.9244 High Similarity NPC258044
0.924 High Similarity NPC220173
0.924 High Similarity NPC81042
0.924 High Similarity NPC476472
0.924 High Similarity NPC473327
0.924 High Similarity NPC19108
0.924 High Similarity NPC223426
0.924 High Similarity NPC16194
0.924 High Similarity NPC34267
0.924 High Similarity NPC214621
0.924 High Similarity NPC294815
0.9235 High Similarity NPC134532
0.9235 High Similarity NPC471748
0.9235 High Similarity NPC205076
0.9235 High Similarity NPC203259
0.9235 High Similarity NPC48773
0.9235 High Similarity NPC176740
0.9235 High Similarity NPC155877
0.9235 High Similarity NPC33054
0.9235 High Similarity NPC471725
0.9235 High Similarity NPC307518
0.9235 High Similarity NPC472386
0.9231 High Similarity NPC471457
0.9231 High Similarity NPC112755
0.9231 High Similarity NPC170675
0.9226 High Similarity NPC135599
0.9226 High Similarity NPC328940
0.9226 High Similarity NPC113968
0.9226 High Similarity NPC277174
0.9226 High Similarity NPC73855
0.9222 High Similarity NPC191306
0.9222 High Similarity NPC270335
0.9195 High Similarity NPC135831
0.9195 High Similarity NPC297503
0.9195 High Similarity NPC470718
0.9195 High Similarity NPC97119
0.9186 High Similarity NPC219043
0.9186 High Similarity NPC154741
0.9186 High Similarity NPC296018
0.9186 High Similarity NPC473862
0.9181 High Similarity NPC204693
0.9176 High Similarity NPC72249
0.9176 High Similarity NPC149011
0.9176 High Similarity NPC471416
0.9176 High Similarity NPC204937
0.9176 High Similarity NPC95866
0.9176 High Similarity NPC67105
0.9176 High Similarity NPC105511
0.9176 High Similarity NPC21190
0.9176 High Similarity NPC224462
0.9176 High Similarity NPC34287
0.9176 High Similarity NPC22195
0.9176 High Similarity NPC183357
0.9172 High Similarity NPC92565
0.9172 High Similarity NPC160156
0.9172 High Similarity NPC275454
0.9172 High Similarity NPC116745
0.9167 High Similarity NPC22832
0.9167 High Similarity NPC311830
0.9162 High Similarity NPC77660
0.9162 High Similarity NPC189142

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC107987 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
0.9701 High Similarity NPD4338 Clinical (unspecified phase)
0.9235 High Similarity NPD6797 Phase 2
0.9181 High Similarity NPD7251 Discontinued
0.9128 High Similarity NPD7808 Phase 3
0.9064 High Similarity NPD7472 Approved
0.9006 High Similarity NPD7054 Approved
0.8947 High Similarity NPD3818 Discontinued
0.8844 High Similarity NPD7074 Phase 3
0.8698 High Similarity NPD4381 Clinical (unspecified phase)
0.869 High Similarity NPD3817 Phase 2
0.8631 High Similarity NPD2801 Approved
0.8613 High Similarity NPD6166 Phase 2
0.8613 High Similarity NPD6168 Clinical (unspecified phase)
0.8613 High Similarity NPD6167 Clinical (unspecified phase)
0.858 High Similarity NPD5402 Approved
0.8571 High Similarity NPD7804 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD1934 Approved
0.8421 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8421 Intermediate Similarity NPD3882 Suspended
0.8371 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD1512 Approved
0.8304 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8266 Intermediate Similarity NPD7075 Discontinued
0.8225 Intermediate Similarity NPD1653 Approved
0.8204 Intermediate Similarity NPD1511 Approved
0.8166 Intermediate Similarity NPD5403 Approved
0.814 Intermediate Similarity NPD6801 Discontinued
0.8129 Intermediate Similarity NPD4380 Phase 2
0.8118 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD5401 Approved
0.8022 Intermediate Similarity NPD6559 Discontinued
0.7988 Intermediate Similarity NPD6799 Approved
0.7966 Intermediate Similarity NPD5494 Approved
0.7956 Intermediate Similarity NPD5844 Phase 1
0.7901 Intermediate Similarity NPD3751 Discontinued
0.7886 Intermediate Similarity NPD1465 Phase 2
0.7877 Intermediate Similarity NPD3787 Discontinued
0.7836 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD7685 Pre-registration
0.7778 Intermediate Similarity NPD6232 Discontinued
0.7765 Intermediate Similarity NPD6190 Approved
0.7754 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7747 Intermediate Similarity NPD7473 Discontinued
0.7742 Intermediate Similarity NPD8312 Approved
0.7742 Intermediate Similarity NPD8313 Approved
0.7738 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7738 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7735 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD6599 Discontinued
0.7705 Intermediate Similarity NPD7228 Approved
0.7704 Intermediate Similarity NPD7435 Discontinued
0.7692 Intermediate Similarity NPD1549 Phase 2
0.7684 Intermediate Similarity NPD7819 Suspended
0.767 Intermediate Similarity NPD7411 Suspended
0.7644 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD7199 Phase 2
0.7624 Intermediate Similarity NPD1247 Approved
0.7611 Intermediate Similarity NPD919 Approved
0.7611 Intermediate Similarity NPD6234 Discontinued
0.7551 Intermediate Similarity NPD6777 Approved
0.7551 Intermediate Similarity NPD6776 Approved
0.7551 Intermediate Similarity NPD6780 Approved
0.7551 Intermediate Similarity NPD6778 Approved
0.7551 Intermediate Similarity NPD6779 Approved
0.7551 Intermediate Similarity NPD6781 Approved
0.7551 Intermediate Similarity NPD6782 Approved
0.7542 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7528 Intermediate Similarity NPD37 Approved
0.7515 Intermediate Similarity NPD1510 Phase 2
0.75 Intermediate Similarity NPD4966 Approved
0.75 Intermediate Similarity NPD4965 Approved
0.75 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4967 Phase 2
0.7475 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7475 Intermediate Similarity NPD7874 Approved
0.7471 Intermediate Similarity NPD2796 Approved
0.7432 Intermediate Similarity NPD6959 Discontinued
0.7429 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7266 Discontinued
0.7426 Intermediate Similarity NPD8151 Discontinued
0.7405 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD3750 Approved
0.7398 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD8455 Phase 2
0.7384 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1613 Approved
0.7371 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD3749 Approved
0.7354 Intermediate Similarity NPD7240 Approved
0.7353 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7783 Phase 2
0.7351 Intermediate Similarity NPD3926 Phase 2
0.735 Intermediate Similarity NPD7697 Approved
0.735 Intermediate Similarity NPD7696 Phase 3
0.735 Intermediate Similarity NPD7698 Approved
0.7337 Intermediate Similarity NPD1933 Approved
0.7337 Intermediate Similarity NPD230 Phase 1
0.7313 Intermediate Similarity NPD7870 Phase 2
0.7313 Intermediate Similarity NPD7871 Phase 2
0.7296 Intermediate Similarity NPD6535 Approved
0.7296 Intermediate Similarity NPD6534 Approved
0.7291 Intermediate Similarity NPD7701 Phase 2
0.7278 Intermediate Similarity NPD943 Approved
0.7267 Intermediate Similarity NPD1551 Phase 2
0.7267 Intermediate Similarity NPD2935 Discontinued
0.7254 Intermediate Similarity NPD8434 Phase 2
0.7241 Intermediate Similarity NPD7584 Approved
0.7235 Intermediate Similarity NPD447 Suspended
0.7213 Intermediate Similarity NPD7768 Phase 2
0.7211 Intermediate Similarity NPD5953 Discontinued
0.72 Intermediate Similarity NPD4628 Phase 3
0.7186 Intermediate Similarity NPD7700 Phase 2
0.7186 Intermediate Similarity NPD7699 Phase 2
0.7184 Intermediate Similarity NPD7801 Approved
0.7176 Intermediate Similarity NPD1240 Approved
0.7165 Intermediate Similarity NPD8150 Discontinued
0.716 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD8320 Phase 1
0.7143 Intermediate Similarity NPD8319 Approved
0.7143 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD2533 Approved
0.7135 Intermediate Similarity NPD2534 Approved
0.7135 Intermediate Similarity NPD2532 Approved
0.7129 Intermediate Similarity NPD6823 Phase 2
0.7123 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD6233 Phase 2
0.711 Intermediate Similarity NPD3748 Approved
0.711 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD3027 Phase 3
0.7093 Intermediate Similarity NPD1607 Approved
0.7083 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD920 Approved
0.7045 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD7585 Approved
0.7037 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7286 Phase 2
0.701 Intermediate Similarity NPD7680 Approved
0.699 Remote Similarity NPD7583 Approved
0.698 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6978 Remote Similarity NPD3226 Approved
0.6977 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6959 Remote Similarity NPD6798 Discontinued
0.6959 Remote Similarity NPD2313 Discontinued
0.6957 Remote Similarity NPD6844 Discontinued
0.6949 Remote Similarity NPD1652 Phase 2
0.6946 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6927 Remote Similarity NPD643 Clinical (unspecified phase)
0.6919 Remote Similarity NPD4062 Phase 3
0.6914 Remote Similarity NPD7033 Discontinued
0.69 Remote Similarity NPD6214 Clinical (unspecified phase)
0.69 Remote Similarity NPD6212 Phase 3
0.69 Remote Similarity NPD6213 Phase 3
0.6885 Remote Similarity NPD7458 Discontinued
0.6882 Remote Similarity NPD5353 Approved
0.6864 Remote Similarity NPD1203 Approved
0.6854 Remote Similarity NPD2800 Approved
0.6854 Remote Similarity NPD1243 Approved
0.6842 Remote Similarity NPD6832 Phase 2
0.6839 Remote Similarity NPD6355 Discontinued
0.6836 Remote Similarity NPD2346 Discontinued
0.6826 Remote Similarity NPD1091 Approved
0.6818 Remote Similarity NPD2799 Discontinued
0.6806 Remote Similarity NPD5242 Approved
0.6796 Remote Similarity NPD5006 Approved
0.6796 Remote Similarity NPD5005 Approved
0.6793 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6786 Remote Similarity NPD7549 Discontinued
0.6786 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6786 Remote Similarity NPD9269 Phase 2
0.6784 Remote Similarity NPD9494 Approved
0.6782 Remote Similarity NPD4360 Phase 2
0.6782 Remote Similarity NPD4363 Phase 3
0.676 Remote Similarity NPD6674 Discontinued
0.6754 Remote Similarity NPD5711 Approved
0.6754 Remote Similarity NPD5710 Approved
0.6754 Remote Similarity NPD7229 Phase 3
0.6743 Remote Similarity NPD4340 Discontinued
0.6743 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6743 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6743 Remote Similarity NPD5124 Phase 1
0.6722 Remote Similarity NPD6398 Clinical (unspecified phase)
0.672 Remote Similarity NPD7615 Clinical (unspecified phase)
0.672 Remote Similarity NPD6386 Approved
0.672 Remote Similarity NPD6385 Approved
0.6717 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6706 Remote Similarity NPD3225 Approved
0.6702 Remote Similarity NPD8127 Discontinued
0.6686 Remote Similarity NPD4060 Phase 1
0.6685 Remote Similarity NPD6099 Approved
0.6685 Remote Similarity NPD6100 Approved
0.6683 Remote Similarity NPD4420 Approved
0.6682 Remote Similarity NPD7930 Approved
0.6667 Remote Similarity NPD1296 Phase 2
0.6667 Remote Similarity NPD3268 Approved

Structure

External Identifiers

PubChem CID   11272944
ChEMBL   CHEMBL466583
ZINC  

Physicochemical Properties

Molecular Weight:  558.03
ALogP:  -4.4986
MLogP:  1.9
XLogP:  -2.178
# Rotatable Bonds:  14
Polar Surface Area:  275.42
# H-Bond Aceptor:  10
# H-Bond Donor:  8
# Rings:  4
# Heavy Atoms:  38

Download Data

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