Natural Product: NPC247146

Natural Product ID:  NPC247146
Common Name:   Cinnacasolide C
IUPAC Name:   (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[3-methoxy-4-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxy]phenoxy]oxane-3,4,5-triol
Synonyms:   Cinnacasolide C
Molecular Formula:   C26H34O15
Standard InCHIKey:  BRGMLXAIQVVQOP-PCIRLDFKSA-N
Standard InCHI:  InChI=1S/C26H34O15/c1-35-15-8-12(38-25-23(33)21(31)19(29)17(9-27)40-25)4-5-13(15)37-11-3-6-14(16(7-11)36-2)39-26-24(34)22(32)20(30)18(10-28)41-26/h3-8,17-34H,9-10H2,1-2H3/t17-,18-,19-,20-,21+,22+,23-,24-,25-,26-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2ccc(c(c2)OC)Oc2ccc(c(c2)OC)O[C@@H]2O[C@H](CO)[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
NPO31458 Cinnamomum cassia Species Lauraceae Eukaryota Twigs PMID[22677314]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens Inhibition = 28.2 % PubChem BioAssay data set
NPT967 Individual Protein Xanthine dehydrogenase Homo sapiens IC50 > 50 ug/ml PubChem BioAssay data set

  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 NPC247146 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
0.9669 High Similarity NPC25817
0.9587 High Similarity NPC217854
0.952 High Similarity NPC60756
0.9512 High Similarity NPC298845
0.9444 High Similarity NPC287780
0.9435 High Similarity NPC37074
0.9365 High Similarity NPC208769
0.9355 High Similarity NPC189589
0.9355 High Similarity NPC469622
0.9339 High Similarity NPC276195
0.9297 High Similarity NPC60982
0.9194 High Similarity NPC221090
0.9187 High Similarity NPC152722
0.9127 High Similarity NPC469621
0.9113 High Similarity NPC192810
0.9091 High Similarity NPC228907
0.9048 High Similarity NPC171533
0.88 High Similarity NPC57751
0.8722 High Similarity NPC470236
0.8657 High Similarity NPC164857
0.8548 High Similarity NPC9248
0.8529 High Similarity NPC98777
0.8529 High Similarity NPC212770
0.8519 High Similarity NPC138350
0.8519 High Similarity NPC40664
0.8519 High Similarity NPC197723
0.8519 High Similarity NPC104167
0.8519 High Similarity NPC165482
0.8519 High Similarity NPC3293
0.8496 Intermediate Similarity NPC162093
0.8478 Intermediate Similarity NPC469559
0.8456 Intermediate Similarity NPC59324
0.8456 Intermediate Similarity NPC65530
0.8455 Intermediate Similarity NPC142319
0.8444 Intermediate Similarity NPC238243
0.844 Intermediate Similarity NPC227902
0.8433 Intermediate Similarity NPC49074
0.8425 Intermediate Similarity NPC205850
0.8421 Intermediate Similarity NPC473412
0.8421 Intermediate Similarity NPC469698
0.8417 Intermediate Similarity NPC252169
0.8413 Intermediate Similarity NPC214289
0.8382 Intermediate Similarity NPC242028
0.8382 Intermediate Similarity NPC203230
0.837 Intermediate Similarity NPC130496
0.837 Intermediate Similarity NPC188555
0.837 Intermediate Similarity NPC187194
0.8369 Intermediate Similarity NPC125755
0.8345 Intermediate Similarity NPC189115
0.8345 Intermediate Similarity NPC475084
0.8321 Intermediate Similarity NPC262328
0.8321 Intermediate Similarity NPC87777
0.8298 Intermediate Similarity NPC277867
0.8298 Intermediate Similarity NPC475096
0.8298 Intermediate Similarity NPC161700
0.8296 Intermediate Similarity NPC294166
0.8296 Intermediate Similarity NPC215833
0.8296 Intermediate Similarity NPC115022
0.8296 Intermediate Similarity NPC69513
0.8295 Intermediate Similarity NPC105147
0.8295 Intermediate Similarity NPC126216
0.8295 Intermediate Similarity NPC228875
0.8273 Intermediate Similarity NPC89686
0.8273 Intermediate Similarity NPC273932
0.8273 Intermediate Similarity NPC257095
0.8273 Intermediate Similarity NPC469661
0.8271 Intermediate Similarity NPC218003
0.8264 Intermediate Similarity NPC238140
0.8254 Intermediate Similarity NPC151617
0.8254 Intermediate Similarity NPC76915
0.8252 Intermediate Similarity NPC175976
0.8252 Intermediate Similarity NPC478237
0.8235 Intermediate Similarity NPC48863
0.8235 Intermediate Similarity NPC13745
0.8235 Intermediate Similarity NPC251981
0.8235 Intermediate Similarity NPC476411
0.8227 Intermediate Similarity NPC76176
0.8227 Intermediate Similarity NPC138227
0.8227 Intermediate Similarity NPC168579
0.8227 Intermediate Similarity NPC25292
0.8227 Intermediate Similarity NPC469313
0.8227 Intermediate Similarity NPC473045
0.8222 Intermediate Similarity NPC303422
0.8222 Intermediate Similarity NPC85799
0.8222 Intermediate Similarity NPC26080
0.8222 Intermediate Similarity NPC299144
0.8222 Intermediate Similarity NPC165686
0.8201 Intermediate Similarity NPC106944
0.8195 Intermediate Similarity NPC302378
0.8194 Intermediate Similarity NPC55715
0.8194 Intermediate Similarity NPC95392
0.8194 Intermediate Similarity NPC35877
0.8188 Intermediate Similarity NPC138738
0.8188 Intermediate Similarity NPC470413
0.8182 Intermediate Similarity NPC15538
0.8182 Intermediate Similarity NPC39657
0.8182 Intermediate Similarity NPC110677
0.8182 Intermediate Similarity NPC473480
0.8162 Intermediate Similarity NPC132895
0.8156 Intermediate Similarity NPC116922
0.8156 Intermediate Similarity NPC473044
0.8156 Intermediate Similarity NPC37793
0.8148 Intermediate Similarity NPC475067
0.8148 Intermediate Similarity NPC121376
0.8148 Intermediate Similarity NPC9912
0.8143 Intermediate Similarity NPC108674
0.8138 Intermediate Similarity NPC114740
0.8134 Intermediate Similarity NPC248355
0.8125 Intermediate Similarity NPC280945
0.8125 Intermediate Similarity NPC270751
0.8116 Intermediate Similarity NPC25695
0.8116 Intermediate Similarity NPC172818
0.8112 Intermediate Similarity NPC190714
0.8112 Intermediate Similarity NPC99515
0.8102 Intermediate Similarity NPC87696
0.8099 Intermediate Similarity NPC225445
0.8099 Intermediate Similarity NPC471063
0.8099 Intermediate Similarity NPC177597
0.8095 Intermediate Similarity NPC78809
0.8085 Intermediate Similarity NPC230718
0.8085 Intermediate Similarity NPC5262
0.8085 Intermediate Similarity NPC84207
0.8085 Intermediate Similarity NPC5253
0.8085 Intermediate Similarity NPC49542
0.8085 Intermediate Similarity NPC139976
0.8085 Intermediate Similarity NPC128337
0.8085 Intermediate Similarity NPC472714
0.8082 Intermediate Similarity NPC473621
0.8074 Intermediate Similarity NPC472024
0.8074 Intermediate Similarity NPC80600
0.8071 Intermediate Similarity NPC210478
0.8069 Intermediate Similarity NPC51328
0.8069 Intermediate Similarity NPC286235
0.8069 Intermediate Similarity NPC55158
0.8069 Intermediate Similarity NPC106138
0.8058 Intermediate Similarity NPC124149
0.8058 Intermediate Similarity NPC195196
0.8027 Intermediate Similarity NPC476352
0.8027 Intermediate Similarity NPC215060
0.8015 Intermediate Similarity NPC30043
0.8015 Intermediate Similarity NPC469613
0.8015 Intermediate Similarity NPC469625
0.8 Intermediate Similarity NPC248132
0.8 Intermediate Similarity NPC93924
0.8 Intermediate Similarity NPC96294
0.8 Intermediate Similarity NPC130449
0.8 Intermediate Similarity NPC270849
0.8 Intermediate Similarity NPC166040
0.8 Intermediate Similarity NPC26653
0.7986 Intermediate Similarity NPC177035
0.7986 Intermediate Similarity NPC276753
0.7986 Intermediate Similarity NPC205796
0.7986 Intermediate Similarity NPC52277
0.7986 Intermediate Similarity NPC199459
0.7986 Intermediate Similarity NPC469383
0.7986 Intermediate Similarity NPC476865
0.7985 Intermediate Similarity NPC140750
0.7972 Intermediate Similarity NPC187774
0.7972 Intermediate Similarity NPC472712
0.7972 Intermediate Similarity NPC472713
0.7972 Intermediate Similarity NPC473046
0.7972 Intermediate Similarity NPC118385
0.7971 Intermediate Similarity NPC170694
0.7971 Intermediate Similarity NPC310854
0.7971 Intermediate Similarity NPC107478
0.7971 Intermediate Similarity NPC35731
0.797 Intermediate Similarity NPC12308
0.7958 Intermediate Similarity NPC472353
0.7958 Intermediate Similarity NPC246947
0.7956 Intermediate Similarity NPC470270
0.7941 Intermediate Similarity NPC262606
0.7941 Intermediate Similarity NPC470079
0.7941 Intermediate Similarity NPC469612
0.7941 Intermediate Similarity NPC469614
0.7933 Intermediate Similarity NPC284810
0.7931 Intermediate Similarity NPC52740
0.7929 Intermediate Similarity NPC134260
0.7917 Intermediate Similarity NPC476869
0.7917 Intermediate Similarity NPC476868
0.7917 Intermediate Similarity NPC476866
0.7917 Intermediate Similarity NPC476864
0.791 Intermediate Similarity NPC233559
0.7905 Intermediate Similarity NPC302610
0.7905 Intermediate Similarity NPC21902
0.7902 Intermediate Similarity NPC278961
0.7902 Intermediate Similarity NPC470950
0.7902 Intermediate Similarity NPC113680
0.7902 Intermediate Similarity NPC46092
0.7902 Intermediate Similarity NPC185307
0.7899 Intermediate Similarity NPC263064
0.7899 Intermediate Similarity NPC25821
0.7895 Intermediate Similarity NPC1253
0.7895 Intermediate Similarity NPC100936
0.7891 Intermediate Similarity NPC472709
0.7891 Intermediate Similarity NPC472710
0.7887 Intermediate Similarity NPC210192
0.7887 Intermediate Similarity NPC76871
0.7883 Intermediate Similarity NPC166168
0.7879 Intermediate Similarity NPC476142
0.7868 Intermediate Similarity NPC218856

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC247146 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
0.7803 Intermediate Similarity NPD1091 Approved
0.7801 Intermediate Similarity NPD3454 Phase 3
0.7769 Intermediate Similarity NPD291 Approved
0.7703 Intermediate Similarity NPD1653 Approved
0.7619 Intermediate Similarity NPD556 Approved
0.7482 Intermediate Similarity NPD3027 Phase 3
0.7447 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD1613 Approved
0.7438 Intermediate Similarity NPD7054 Approved
0.741 Intermediate Similarity NPD3537 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7472 Approved
0.7391 Intermediate Similarity NPD7074 Phase 3
0.7379 Intermediate Similarity NPD7266 Discontinued
0.7293 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD6674 Discontinued
0.7256 Intermediate Similarity NPD7808 Phase 3
0.7239 Intermediate Similarity NPD7533 Approved
0.7239 Intermediate Similarity NPD7534 Approved
0.7195 Intermediate Similarity NPD7251 Discontinued
0.7163 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7228 Approved
0.7152 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD6797 Phase 2
0.7092 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD2982 Phase 2
0.705 Intermediate Similarity NPD2983 Phase 2
0.7042 Intermediate Similarity NPD4908 Phase 1
0.7025 Intermediate Similarity NPD9365 Approved
0.7012 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD8455 Phase 2
0.6988 Remote Similarity NPD7240 Approved
0.6978 Remote Similarity NPD2981 Phase 2
0.6957 Remote Similarity NPD7199 Phase 2
0.6951 Remote Similarity NPD3818 Discontinued
0.6944 Remote Similarity NPD4907 Clinical (unspecified phase)
0.6943 Remote Similarity NPD37 Approved
0.6918 Remote Similarity NPD4966 Approved
0.6918 Remote Similarity NPD4965 Approved
0.6918 Remote Similarity NPD4967 Phase 2
0.6908 Remote Similarity NPD5058 Phase 3
0.6861 Remote Similarity NPD1548 Phase 1
0.6855 Remote Similarity NPD9296 Approved
0.6853 Remote Similarity NPD3018 Phase 2
0.6835 Remote Similarity NPD3384 Approved
0.6835 Remote Similarity NPD3383 Approved
0.6835 Remote Similarity NPD3382 Approved
0.6832 Remote Similarity NPD6234 Discontinued
0.6831 Remote Similarity NPD3827 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6166 Phase 2
0.6829 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6828 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6821 Remote Similarity NPD1652 Phase 2
0.6812 Remote Similarity NPD1357 Approved
0.6794 Remote Similarity NPD290 Approved
0.6791 Remote Similarity NPD7843 Approved
0.6786 Remote Similarity NPD1610 Phase 2
0.6786 Remote Similarity NPD3705 Approved
0.6781 Remote Similarity NPD6233 Phase 2
0.6768 Remote Similarity NPD7184 Clinical (unspecified phase)
0.673 Remote Similarity NPD1934 Approved
0.6718 Remote Similarity NPD968 Approved
0.6711 Remote Similarity NPD4536 Approved
0.6711 Remote Similarity NPD7097 Phase 1
0.6711 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6711 Remote Similarity NPD4538 Approved
0.6708 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6707 Remote Similarity NPD3787 Discontinued
0.6707 Remote Similarity NPD5844 Phase 1
0.6689 Remote Similarity NPD521 Clinical (unspecified phase)
0.6687 Remote Similarity NPD2801 Approved
0.6667 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9552 Approved
0.6646 Remote Similarity NPD5402 Approved
0.6646 Remote Similarity NPD3817 Phase 2
0.6642 Remote Similarity NPD191 Approved
0.6642 Remote Similarity NPD7157 Approved
0.6624 Remote Similarity NPD5403 Approved
0.6621 Remote Similarity NPD5266 Clinical (unspecified phase)
0.6621 Remote Similarity NPD2861 Phase 2
0.6617 Remote Similarity NPD2684 Approved
0.6603 Remote Similarity NPD5401 Approved
0.6599 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6588 Remote Similarity NPD7685 Pre-registration
0.6588 Remote Similarity NPD6559 Discontinued
0.6585 Remote Similarity NPD5494 Approved
0.6585 Remote Similarity NPD9295 Approved
0.6584 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6577 Remote Similarity NPD5124 Phase 1
0.6577 Remote Similarity NPD1933 Approved
0.6571 Remote Similarity NPD1797 Approved
0.6571 Remote Similarity NPD1798 Approved
0.6556 Remote Similarity NPD5588 Approved
0.6556 Remote Similarity NPD5960 Phase 3
0.6543 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6531 Remote Similarity NPD4625 Phase 3
0.6525 Remote Similarity NPD5125 Phase 3
0.6525 Remote Similarity NPD5126 Approved
0.6519 Remote Similarity NPD6980 Clinical (unspecified phase)
0.65 Remote Similarity NPD4678 Approved
0.65 Remote Similarity NPD4380 Phase 2
0.65 Remote Similarity NPD4675 Approved
0.6494 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7075 Discontinued
0.6458 Remote Similarity NPD4749 Approved
0.6457 Remote Similarity NPD6841 Approved
0.6457 Remote Similarity NPD6843 Phase 3
0.6457 Remote Similarity NPD6842 Approved
0.645 Remote Similarity NPD3751 Discontinued
0.6439 Remote Similarity NPD9501 Approved
0.6438 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6433 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6433 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6433 Remote Similarity NPD7212 Phase 2
0.6433 Remote Similarity NPD7213 Phase 3
0.6429 Remote Similarity NPD1102 Approved
0.6429 Remote Similarity NPD1103 Approved
0.6414 Remote Similarity NPD8651 Approved
0.6409 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6408 Remote Similarity NPD6516 Phase 2
0.6408 Remote Similarity NPD5846 Approved
0.6403 Remote Similarity NPD6671 Approved
0.6397 Remote Similarity NPD2673 Approved
0.6397 Remote Similarity NPD2671 Approved
0.6395 Remote Similarity NPD2250 Discontinued
0.6392 Remote Similarity NPD7447 Phase 1
0.6377 Remote Similarity NPD5283 Phase 1
0.6376 Remote Similarity NPD6798 Discontinued
0.6371 Remote Similarity NPD9094 Approved
0.6364 Remote Similarity NPD3540 Phase 1
0.6359 Remote Similarity NPD7680 Approved
0.6358 Remote Similarity NPD7549 Discontinued
0.6358 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6352 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6345 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6343 Remote Similarity NPD8055 Clinical (unspecified phase)
0.634 Remote Similarity NPD7033 Discontinued
0.6338 Remote Similarity NPD6382 Discontinued
0.6329 Remote Similarity NPD6799 Approved
0.6327 Remote Similarity NPD1469 Clinical (unspecified phase)
0.6322 Remote Similarity NPD8313 Approved
0.6322 Remote Similarity NPD8312 Approved
0.6319 Remote Similarity NPD422 Phase 1
0.6319 Remote Similarity NPD6801 Discontinued
0.6306 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6190 Approved
0.6303 Remote Similarity NPD3882 Suspended
0.6301 Remote Similarity NPD3225 Approved
0.6299 Remote Similarity NPD3539 Phase 1
0.6287 Remote Similarity NPD5677 Discontinued
0.6282 Remote Similarity NPD5177 Phase 3
0.628 Remote Similarity NPD1465 Phase 2
0.628 Remote Similarity NPD2977 Approved
0.628 Remote Similarity NPD2978 Approved
0.6275 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6362 Approved
0.6258 Remote Similarity NPD7411 Suspended
0.6258 Remote Similarity NPD5762 Approved
0.6258 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6258 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6258 Remote Similarity NPD5763 Approved
0.6258 Remote Similarity NPD1375 Discontinued
0.6257 Remote Similarity NPD7879 Clinical (unspecified phase)
0.625 Remote Similarity NPD4340 Discontinued
0.625 Remote Similarity NPD6355 Discontinued
0.6243 Remote Similarity NPD7007 Discovery
0.6242 Remote Similarity NPD4535 Phase 3
0.6242 Remote Similarity NPD4628 Phase 3
0.6242 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6235 Remote Similarity NPD4005 Discontinued
0.6233 Remote Similarity NPD3685 Discontinued
0.6232 Remote Similarity NPD228 Approved
0.6226 Remote Similarity NPD1774 Approved
0.6226 Remote Similarity NPD1511 Approved
0.6226 Remote Similarity NPD4357 Discontinued
0.6225 Remote Similarity NPD4062 Phase 3
0.6225 Remote Similarity NPD3530 Approved
0.6225 Remote Similarity NPD3531 Approved
0.6225 Remote Similarity NPD3532 Approved
0.6218 Remote Similarity NPD1549 Phase 2
0.6216 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6216 Remote Similarity NPD5647 Approved
0.6209 Remote Similarity NPD2223 Approved
0.6209 Remote Similarity NPD6653 Approved
0.6209 Remote Similarity NPD2224 Approved
0.6203 Remote Similarity NPD2677 Approved
0.62 Remote Similarity NPD3180 Approved
0.62 Remote Similarity NPD7095 Approved
0.62 Remote Similarity NPD3179 Approved
0.6197 Remote Similarity NPD5536 Phase 2
0.6188 Remote Similarity NPD4123 Phase 3
0.6188 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6187 Remote Similarity NPD5535 Approved
0.6184 Remote Similarity NPD1558 Phase 1
0.6182 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6182 Remote Similarity NPD7819 Suspended
0.6178 Remote Similarity NPD4236 Phase 3

Structure

External Identifiers

PubChem CID   70694646
ChEMBL   CHEMBL2048806
ZINC  

Physicochemical Properties

Molecular Weight:  586.19
ALogP:  -4.6721
MLogP:  2.67
XLogP:  -0.346
# Rotatable Bonds:  20
Polar Surface Area:  226.45
# H-Bond Aceptor:  10
# H-Bond Donor:  8
# Rings:  4
# Heavy Atoms:  41

Download Data

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Biological Activities  
Similar NPs/Drugs