Natural Product: NPC99216

Natural Product ID:  NPC99216
Common Name:   3S-Hydrangenol 4'-O-R-L-Rhamnopyranoysl-(1->3)-Beta-D-Glucopyranoside
IUPAC Name:   (3S)-3-[4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyphenyl]-8-hydroxy-3,4-dihydroisochromen-1-one
Synonyms:  
Molecular Formula:   C27H32O13
Standard InCHIKey:  KAWWUODRABPWGU-YNZOJGRDSA-N
Standard InCHI:  InChI=1S/C27H32O13/c1-11-19(30)21(32)22(33)26(36-11)40-24-20(31)17(10-28)39-27(23(24)34)37-14-7-5-12(6-8-14)16-9-13-3-2-4-15(29)18(13)25(35)38-16/h2-8,11,16-17,19-24,26-34H,9-10H2,1H3/t11-,16-,17+,19-,20+,21+,22+,23+,24-,26-,27+/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(cc2)[C@H]2OC(=O)c3c(C2)cccc3O)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[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
NPO16745 Scorzonera judaica Species Asteraceae Eukaryota roots Dab’a desert reserve (50 km South of Amman), Jordan 2009-APR PMID[21650157]
NPO16745 Scorzonera judaica Species Asteraceae Eukaryota tuberous root PMID[21650157]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 100000 nM 21650157
NPT15 Cell Line Jurkat Homo sapiens IC50 = 100000 nM 21650157
NPT83 Cell Line MCF7 Homo sapiens IC50 = 100000 nM 21650157

  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 NPC99216 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
0.9742 High Similarity NPC328093
0.95 High Similarity NPC249977
0.95 High Similarity NPC298847
0.9419 High Similarity NPC185103
0.9383 High Similarity NPC210808
0.9383 High Similarity NPC199079
0.9375 High Similarity NPC7752
0.9329 High Similarity NPC63105
0.9325 High Similarity NPC257011
0.9325 High Similarity NPC288152
0.9325 High Similarity NPC137871
0.9325 High Similarity NPC9002
0.9317 High Similarity NPC70441
0.9245 High Similarity NPC142860
0.9245 High Similarity NPC97285
0.9245 High Similarity NPC246469
0.9245 High Similarity NPC271270
0.9222 High Similarity NPC477860
0.9222 High Similarity NPC475161
0.9202 High Similarity NPC293629
0.9202 High Similarity NPC43587
0.9187 High Similarity NPC101636
0.9172 High Similarity NPC241847
0.9162 High Similarity NPC84494
0.9162 High Similarity NPC245059
0.9152 High Similarity NPC213052
0.9146 High Similarity NPC44328
0.9146 High Similarity NPC105095
0.9146 High Similarity NPC298778
0.9146 High Similarity NPC79056
0.9146 High Similarity NPC177731
0.913 High Similarity NPC298171
0.913 High Similarity NPC190450
0.9119 High Similarity NPC257309
0.9119 High Similarity NPC177742
0.9107 High Similarity NPC470452
0.9107 High Similarity NPC470453
0.9107 High Similarity NPC470448
0.9107 High Similarity NPC164047
0.9085 High Similarity NPC105283
0.908 High Similarity NPC68592
0.908 High Similarity NPC298666
0.908 High Similarity NPC262222
0.9074 High Similarity NPC124155
0.9074 High Similarity NPC257566
0.9068 High Similarity NPC303913
0.9062 High Similarity NPC473634
0.9062 High Similarity NPC138811
0.9062 High Similarity NPC22062
0.9062 High Similarity NPC308265
0.9057 High Similarity NPC206378
0.9057 High Similarity NPC127406
0.9042 High Similarity NPC475246
0.9042 High Similarity NPC46958
0.9012 High Similarity NPC22324
0.9012 High Similarity NPC472876
0.9012 High Similarity NPC44947
0.9012 High Similarity NPC475382
0.9012 High Similarity NPC216752
0.9006 High Similarity NPC473623
0.9006 High Similarity NPC271479
0.9 High Similarity NPC65003
0.9 High Similarity NPC129827
0.9 High Similarity NPC473512
0.9 High Similarity NPC43638
0.9 High Similarity NPC44931
0.8994 High Similarity NPC26195
0.8994 High Similarity NPC72649
0.8994 High Similarity NPC97052
0.8994 High Similarity NPC169248
0.8994 High Similarity NPC39351
0.8988 High Similarity NPC120952
0.8982 High Similarity NPC68381
0.8982 High Similarity NPC102028
0.8982 High Similarity NPC474345
0.8982 High Similarity NPC3718
0.8982 High Similarity NPC470454
0.8982 High Similarity NPC199533
0.8976 High Similarity NPC472386
0.8976 High Similarity NPC267254
0.8976 High Similarity NPC67134
0.8976 High Similarity NPC47140
0.8976 High Similarity NPC301683
0.897 High Similarity NPC209296
0.897 High Similarity NPC61791
0.897 High Similarity NPC195257
0.897 High Similarity NPC259905
0.897 High Similarity NPC222455
0.8963 High Similarity NPC236934
0.8963 High Similarity NPC178851
0.8963 High Similarity NPC210073
0.8963 High Similarity NPC115674
0.8963 High Similarity NPC64425
0.8963 High Similarity NPC5778
0.8957 High Similarity NPC29830
0.8957 High Similarity NPC17432
0.8957 High Similarity NPC311850
0.8957 High Similarity NPC473644
0.8951 High Similarity NPC47923
0.8947 High Similarity NPC473686
0.8947 High Similarity NPC475352
0.8947 High Similarity NPC221140
0.8947 High Similarity NPC229817
0.8947 High Similarity NPC475220
0.8944 High Similarity NPC43761
0.8944 High Similarity NPC73511
0.8941 High Similarity NPC473631
0.8941 High Similarity NPC293227
0.8941 High Similarity NPC475662
0.8941 High Similarity NPC473717
0.8938 High Similarity NPC170475
0.8938 High Similarity NPC473657
0.8938 High Similarity NPC261866
0.8938 High Similarity NPC295613
0.8931 High Similarity NPC106625
0.8929 High Similarity NPC289876
0.8929 High Similarity NPC89127
0.8929 High Similarity NPC471669
0.8922 High Similarity NPC51774
0.8922 High Similarity NPC263119
0.8922 High Similarity NPC46640
0.8922 High Similarity NPC208668
0.8922 High Similarity NPC236191
0.8922 High Similarity NPC34436
0.8922 High Similarity NPC166674
0.8922 High Similarity NPC239549
0.8922 High Similarity NPC203751
0.8922 High Similarity NPC219600
0.8916 High Similarity NPC78734
0.8916 High Similarity NPC51326
0.8916 High Similarity NPC76047
0.8916 High Similarity NPC293004
0.8916 High Similarity NPC472129
0.8916 High Similarity NPC43434
0.8916 High Similarity NPC150767
0.8916 High Similarity NPC231194
0.8909 High Similarity NPC63470
0.8902 High Similarity NPC475366
0.8902 High Similarity NPC287889
0.8902 High Similarity NPC284277
0.8902 High Similarity NPC135358
0.8902 High Similarity NPC475979
0.8902 High Similarity NPC475497
0.8902 High Similarity NPC178281
0.8896 High Similarity NPC240306
0.8896 High Similarity NPC61594
0.8896 High Similarity NPC259834
0.8896 High Similarity NPC56735
0.8896 High Similarity NPC127782
0.8896 High Similarity NPC300537
0.8889 High Similarity NPC187379
0.8889 High Similarity NPC472320
0.8889 High Similarity NPC153342
0.8882 High Similarity NPC156457
0.8882 High Similarity NPC197896
0.8882 High Similarity NPC161749
0.8882 High Similarity NPC258035
0.8882 High Similarity NPC313163
0.8876 High Similarity NPC173837
0.8876 High Similarity NPC472387
0.8875 High Similarity NPC27408
0.8875 High Similarity NPC99233
0.8875 High Similarity NPC95090
0.8869 High Similarity NPC142996
0.8869 High Similarity NPC198199
0.8868 High Similarity NPC121001
0.8868 High Similarity NPC259182
0.8862 High Similarity NPC261254
0.8862 High Similarity NPC271385
0.8862 High Similarity NPC30432
0.8862 High Similarity NPC256760
0.8862 High Similarity NPC76128
0.8862 High Similarity NPC5029
0.8862 High Similarity NPC156977
0.8862 High Similarity NPC111536
0.8862 High Similarity NPC180918
0.8862 High Similarity NPC315619
0.8855 High Similarity NPC270578
0.8855 High Similarity NPC472381
0.8855 High Similarity NPC86008
0.8855 High Similarity NPC52382
0.8855 High Similarity NPC229687
0.8855 High Similarity NPC472133
0.8855 High Similarity NPC5319
0.8855 High Similarity NPC472383
0.8855 High Similarity NPC246274
0.8851 High Similarity NPC264302
0.8848 High Similarity NPC256188
0.8848 High Similarity NPC8856
0.8848 High Similarity NPC221342
0.8848 High Similarity NPC142142
0.8848 High Similarity NPC189564
0.8848 High Similarity NPC203145
0.8848 High Similarity NPC32641
0.8848 High Similarity NPC476470
0.8848 High Similarity NPC477613
0.8848 High Similarity NPC186816
0.8848 High Similarity NPC12013
0.8848 High Similarity NPC11432
0.8841 High Similarity NPC88023

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99216 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
0.9146 High Similarity NPD7074 Phase 3
0.897 High Similarity NPD7054 Approved
0.8916 High Similarity NPD7472 Approved
0.8882 High Similarity NPD4381 Clinical (unspecified phase)
0.8855 High Similarity NPD7804 Clinical (unspecified phase)
0.881 High Similarity NPD7251 Discontinued
0.8757 High Similarity NPD7808 Phase 3
0.875 High Similarity NPD6797 Phase 2
0.8706 High Similarity NPD8312 Approved
0.8706 High Similarity NPD8313 Approved
0.8571 High Similarity NPD7879 Clinical (unspecified phase)
0.8538 High Similarity NPD4338 Clinical (unspecified phase)
0.8466 Intermediate Similarity NPD7819 Suspended
0.8462 Intermediate Similarity NPD3818 Discontinued
0.8452 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8452 Intermediate Similarity NPD6166 Phase 2
0.8452 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8424 Intermediate Similarity NPD7075 Discontinued
0.8372 Intermediate Similarity NPD6559 Discontinued
0.8354 Intermediate Similarity NPD8455 Phase 2
0.8293 Intermediate Similarity NPD1934 Approved
0.8289 Intermediate Similarity NPD7783 Phase 2
0.8289 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD4380 Phase 2
0.8274 Intermediate Similarity NPD6959 Discontinued
0.8253 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8242 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.814 Intermediate Similarity NPD7228 Approved
0.8108 Intermediate Similarity NPD7435 Discontinued
0.8092 Intermediate Similarity NPD5844 Phase 1
0.8084 Intermediate Similarity NPD3817 Phase 2
0.8084 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6801 Discontinued
0.8063 Intermediate Similarity NPD4628 Phase 3
0.8045 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8024 Intermediate Similarity NPD1465 Phase 2
0.8012 Intermediate Similarity NPD7411 Suspended
0.8012 Intermediate Similarity NPD6232 Discontinued
0.8 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD8151 Discontinued
0.7987 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7977 Intermediate Similarity NPD7473 Discontinued
0.7976 Intermediate Similarity NPD5402 Approved
0.7955 Intermediate Similarity NPD7685 Pre-registration
0.7953 Intermediate Similarity NPD7199 Phase 2
0.7946 Intermediate Similarity NPD6781 Approved
0.7946 Intermediate Similarity NPD6779 Approved
0.7946 Intermediate Similarity NPD6780 Approved
0.7946 Intermediate Similarity NPD6782 Approved
0.7946 Intermediate Similarity NPD6776 Approved
0.7946 Intermediate Similarity NPD6777 Approved
0.7946 Intermediate Similarity NPD6778 Approved
0.7937 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD1549 Phase 2
0.7931 Intermediate Similarity NPD3751 Discontinued
0.7919 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD2801 Approved
0.7914 Intermediate Similarity NPD7697 Approved
0.7914 Intermediate Similarity NPD7696 Phase 3
0.7914 Intermediate Similarity NPD7698 Approved
0.7914 Intermediate Similarity NPD6799 Approved
0.7907 Intermediate Similarity NPD3787 Discontinued
0.7879 Intermediate Similarity NPD5403 Approved
0.7875 Intermediate Similarity NPD7266 Discontinued
0.7872 Intermediate Similarity NPD8320 Phase 1
0.7872 Intermediate Similarity NPD8319 Approved
0.7866 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7874 Approved
0.7853 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD6599 Discontinued
0.7842 Intermediate Similarity NPD7701 Phase 2
0.784 Intermediate Similarity NPD3750 Approved
0.7824 Intermediate Similarity NPD7768 Phase 2
0.7812 Intermediate Similarity NPD2935 Discontinued
0.7805 Intermediate Similarity NPD1511 Approved
0.7791 Intermediate Similarity NPD5494 Approved
0.7784 Intermediate Similarity NPD7458 Discontinued
0.7784 Intermediate Similarity NPD3226 Approved
0.7778 Intermediate Similarity NPD7871 Phase 2
0.7778 Intermediate Similarity NPD7870 Phase 2
0.7778 Intermediate Similarity NPD3749 Approved
0.7766 Intermediate Similarity NPD6823 Phase 2
0.7759 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD2532 Approved
0.7758 Intermediate Similarity NPD2534 Approved
0.7758 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD5401 Approved
0.7758 Intermediate Similarity NPD2533 Approved
0.7753 Intermediate Similarity NPD7240 Approved
0.7751 Intermediate Similarity NPD37 Approved
0.7742 Intermediate Similarity NPD7700 Phase 2
0.7742 Intermediate Similarity NPD7699 Phase 2
0.7735 Intermediate Similarity NPD8150 Discontinued
0.7733 Intermediate Similarity NPD6234 Discontinued
0.7719 Intermediate Similarity NPD3882 Suspended
0.7719 Intermediate Similarity NPD4965 Approved
0.7719 Intermediate Similarity NPD4966 Approved
0.7719 Intermediate Similarity NPD4967 Phase 2
0.7711 Intermediate Similarity NPD1512 Approved
0.7702 Intermediate Similarity NPD2796 Approved
0.7697 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7679 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD6534 Approved
0.7676 Intermediate Similarity NPD6535 Approved
0.7669 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD2346 Discontinued
0.7651 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.764 Intermediate Similarity NPD1510 Phase 2
0.7629 Intermediate Similarity NPD7801 Approved
0.7619 Intermediate Similarity NPD1653 Approved
0.7602 Intermediate Similarity NPD7930 Approved
0.7595 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD6832 Phase 2
0.7562 Intermediate Similarity NPD1933 Approved
0.756 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD7033 Discontinued
0.7531 Intermediate Similarity NPD3748 Approved
0.7527 Intermediate Similarity NPD6213 Phase 3
0.7527 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD6212 Phase 3
0.7515 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7584 Approved
0.75 Intermediate Similarity NPD1240 Approved
0.7485 Intermediate Similarity NPD1551 Phase 2
0.7463 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD6674 Discontinued
0.7453 Intermediate Similarity NPD6355 Discontinued
0.7446 Intermediate Similarity NPD8434 Phase 2
0.7423 Intermediate Similarity NPD2799 Discontinued
0.7407 Intermediate Similarity NPD1607 Approved
0.7396 Intermediate Similarity NPD6273 Approved
0.7391 Intermediate Similarity NPD4060 Phase 1
0.7389 Intermediate Similarity NPD1203 Approved
0.7385 Intermediate Similarity NPD7585 Approved
0.7375 Intermediate Similarity NPD6798 Discontinued
0.7362 Intermediate Similarity NPD7097 Phase 1
0.7355 Intermediate Similarity NPD1091 Approved
0.7346 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD447 Suspended
0.7333 Intermediate Similarity NPD7583 Approved
0.733 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7316 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1608 Approved
0.7305 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD5710 Approved
0.7303 Intermediate Similarity NPD5711 Approved
0.7284 Intermediate Similarity NPD1613 Approved
0.7284 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD2797 Approved
0.7278 Intermediate Similarity NPD7390 Discontinued
0.7273 Intermediate Similarity NPD6100 Approved
0.7273 Intermediate Similarity NPD5406 Approved
0.7273 Intermediate Similarity NPD5404 Approved
0.7273 Intermediate Similarity NPD5405 Approved
0.7273 Intermediate Similarity NPD5408 Approved
0.7273 Intermediate Similarity NPD6099 Approved
0.7268 Intermediate Similarity NPD7680 Approved
0.7267 Intermediate Similarity NPD2313 Discontinued
0.7267 Intermediate Similarity NPD3268 Approved
0.7262 Intermediate Similarity NPD6190 Approved
0.7247 Intermediate Similarity NPD8127 Discontinued
0.7233 Intermediate Similarity NPD2798 Approved
0.7229 Intermediate Similarity NPD2344 Approved
0.7222 Intermediate Similarity NPD6233 Phase 2
0.7213 Intermediate Similarity NPD5953 Discontinued
0.7207 Intermediate Similarity NPD7229 Phase 3
0.7202 Intermediate Similarity NPD7003 Approved
0.7198 Intermediate Similarity NPD7286 Phase 2
0.7197 Intermediate Similarity NPD9717 Approved
0.7194 Intermediate Similarity NPD7999 Approved
0.716 Intermediate Similarity NPD3764 Approved
0.7151 Intermediate Similarity NPD920 Approved
0.715 Intermediate Similarity NPD8285 Discontinued
0.7143 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4908 Phase 1
0.7143 Intermediate Similarity NPD6844 Discontinued
0.7143 Intermediate Similarity NPD7177 Discontinued
0.7143 Intermediate Similarity NPD2800 Approved
0.7136 Intermediate Similarity NPD5619 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD919 Approved
0.7134 Intermediate Similarity NPD230 Phase 1
0.7134 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5763 Approved
0.7126 Intermediate Similarity NPD5762 Approved
0.7115 Intermediate Similarity NPD8058 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD8059 Phase 3
0.7115 Intermediate Similarity NPD17 Approved
0.7113 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD4308 Phase 3
0.7107 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3225 Approved
0.7099 Intermediate Similarity NPD7095 Approved
0.7098 Intermediate Similarity NPD4420 Approved
0.7086 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD2861 Phase 2
0.7072 Intermediate Similarity NPD3926 Phase 2
0.7066 Intermediate Similarity NPD2438 Suspended

Structure

External Identifiers

PubChem CID   53359350
ChEMBL   CHEMBL1813258
ZINC  

Physicochemical Properties

Molecular Weight:  564.18
ALogP:  -3.9935
MLogP:  3
XLogP:  0.971
# Rotatable Bonds:  14
Polar Surface Area:  204.83
# H-Bond Aceptor:  11
# H-Bond Donor:  7
# Rings:  5
# Heavy Atoms:  40

Download Data

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