Natural Product: NPC98874

Natural Product ID:  NPC98874
Common Name:   Methyl Ester Of 11-Keto-Beta-Boswellic Acid
IUPAC Name:   methyl (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylate
Synonyms:  
Molecular Formula:   C31H48O4
Standard InCHIKey:  CNUYJHVYFWSWMF-ZVGHZZMRSA-N
Standard InCHI:  InChI=1S/C31H48O4/c1-18-9-12-27(3)15-16-29(5)20(24(27)19(18)2)17-21(32)25-28(4)13-11-23(33)31(7,26(34)35-8)22(28)10-14-30(25,29)6/h17-19,22-25,33H,9-16H2,1-8H3/t18-,19+,22-,23-,24+,25-,27-,28+,29-,30-,31-/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(C)[C@H](O)CC[C@]2([C@H]1CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C)C)C
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
NPO10628 Boswellia papyrifera Species Burseraceae Eukaryota PMID[15730241]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT407 Cell Line COLO 205 Homo sapiens GI = 70 % 10924160
NPT2 Others Unspecified Inhibition = 19 % 2913297
NPT139 Cell Line HT-29 Homo sapiens GI = 67 % 9917306
NPT323 Cell Line SW-620 Homo sapiens Inhibition = 1 % 26907951
NPT306 Cell Line PC-3 Homo sapiens GI = 87 % 19301902
NPT323 Cell Line SW-620 Homo sapiens GI = 67 % 16562847
NPT139 Cell Line HT-29 Homo sapiens Inhibition = 0 % 22703109
NPT90 Cell Line DU-145 Homo sapiens GI = 65 % 15568791
NPT1591 Individual Protein Prolyl endopeptidase Homo sapiens IC50 = 114750 nM PubChem BioAssay data set
NPT1171 Cell Line HEp-2 Homo sapiens GI = 50 % 23398362
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 0 % 21570834
NPT90 Cell Line DU-145 Homo sapiens Inhibition = 12 % 17844994

  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 NPC98874 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
0.9888 High Similarity NPC148523
0.967 High Similarity NPC26413
0.9663 High Similarity NPC214756
0.9663 High Similarity NPC295643
0.9663 High Similarity NPC272075
0.9551 High Similarity NPC228784
0.9551 High Similarity NPC471588
0.9551 High Similarity NPC65120
0.9551 High Similarity NPC288833
0.9551 High Similarity NPC282616
0.9551 High Similarity NPC158030
0.9551 High Similarity NPC155120
0.9551 High Similarity NPC4036
0.9551 High Similarity NPC145067
0.9551 High Similarity NPC6255
0.9551 High Similarity NPC324341
0.9551 High Similarity NPC233455
0.9551 High Similarity NPC966
0.9457 High Similarity NPC89225
0.9438 High Similarity NPC86372
0.9438 High Similarity NPC172361
0.9348 High Similarity NPC167193
0.9348 High Similarity NPC472806
0.9341 High Similarity NPC23621
0.9341 High Similarity NPC184006
0.9341 High Similarity NPC474529
0.9341 High Similarity NPC222047
0.9341 High Similarity NPC78580
0.9341 High Similarity NPC74751
0.9326 High Similarity NPC127689
0.9326 High Similarity NPC234346
0.9326 High Similarity NPC121798
0.9326 High Similarity NPC263393
0.9326 High Similarity NPC130520
0.9326 High Similarity NPC59263
0.9326 High Similarity NPC61543
0.9326 High Similarity NPC225585
0.9326 High Similarity NPC293048
0.9326 High Similarity NPC270768
0.9263 High Similarity NPC476890
0.9239 High Similarity NPC139570
0.9239 High Similarity NPC195715
0.9239 High Similarity NPC23241
0.9231 High Similarity NPC298554
0.9231 High Similarity NPC86368
0.9222 High Similarity NPC126369
0.9222 High Similarity NPC291028
0.9222 High Similarity NPC470589
0.9222 High Similarity NPC130278
0.9222 High Similarity NPC111110
0.9213 High Similarity NPC40552
0.9213 High Similarity NPC52169
0.9213 High Similarity NPC246708
0.9213 High Similarity NPC182797
0.9167 High Similarity NPC476889
0.9158 High Similarity NPC476888
0.9158 High Similarity NPC93744
0.9149 High Similarity NPC164349
0.9149 High Similarity NPC471966
0.914 High Similarity NPC132824
0.914 High Similarity NPC201657
0.913 High Similarity NPC209868
0.9121 High Similarity NPC105189
0.9121 High Similarity NPC474525
0.9111 High Similarity NPC274330
0.9111 High Similarity NPC470588
0.9111 High Similarity NPC25906
0.9111 High Similarity NPC143232
0.9111 High Similarity NPC290972
0.9111 High Similarity NPC64872
0.9111 High Similarity NPC198664
0.9101 High Similarity NPC102683
0.9101 High Similarity NPC88716
0.9101 High Similarity NPC51700
0.9101 High Similarity NPC68160
0.9101 High Similarity NPC130577
0.9101 High Similarity NPC242468
0.9101 High Similarity NPC18064
0.9101 High Similarity NPC171203
0.9101 High Similarity NPC98442
0.9101 High Similarity NPC293564
0.9101 High Similarity NPC307426
0.9101 High Similarity NPC158141
0.9101 High Similarity NPC142415
0.9101 High Similarity NPC173089
0.9062 High Similarity NPC40918
0.9043 High Similarity NPC106112
0.9043 High Similarity NPC261935
0.9022 High Similarity NPC136313
0.9022 High Similarity NPC229281
0.9022 High Similarity NPC118490
0.9022 High Similarity NPC74855
0.9022 High Similarity NPC307335
0.9011 High Similarity NPC474728
0.9011 High Similarity NPC227467
0.9011 High Similarity NPC273621
0.9011 High Similarity NPC18872
0.9011 High Similarity NPC120968
0.9011 High Similarity NPC46441
0.9011 High Similarity NPC113989
0.9011 High Similarity NPC290614
0.9011 High Similarity NPC193750
0.9011 High Similarity NPC477872
0.9011 High Similarity NPC210037
0.9011 High Similarity NPC7260
0.9011 High Similarity NPC120840
0.9 High Similarity NPC290690
0.9 High Similarity NPC1753
0.9 High Similarity NPC474512
0.9 High Similarity NPC473242
0.9 High Similarity NPC181225
0.9 High Similarity NPC474511
0.9 High Similarity NPC470629
0.9 High Similarity NPC17733
0.8989 High Similarity NPC72638
0.8989 High Similarity NPC213412
0.8947 High Similarity NPC111214
0.8947 High Similarity NPC188833
0.8947 High Similarity NPC174663
0.8947 High Similarity NPC271614
0.8947 High Similarity NPC29765
0.8925 High Similarity NPC282395
0.8925 High Similarity NPC32407
0.8925 High Similarity NPC91010
0.8925 High Similarity NPC263548
0.8925 High Similarity NPC145667
0.8925 High Similarity NPC6818
0.8925 High Similarity NPC191412
0.8925 High Similarity NPC114159
0.8925 High Similarity NPC88116
0.8925 High Similarity NPC20235
0.8925 High Similarity NPC299996
0.8925 High Similarity NPC148964
0.8925 High Similarity NPC159365
0.8925 High Similarity NPC231063
0.8913 High Similarity NPC52021
0.8913 High Similarity NPC71074
0.8913 High Similarity NPC187722
0.8913 High Similarity NPC38754
0.8913 High Similarity NPC285184
0.8913 High Similarity NPC25299
0.8913 High Similarity NPC475708
0.8913 High Similarity NPC470590
0.8913 High Similarity NPC300351
0.8913 High Similarity NPC77099
0.8913 High Similarity NPC84319
0.8913 High Similarity NPC306541
0.8913 High Similarity NPC472149
0.8913 High Similarity NPC235884
0.8913 High Similarity NPC60755
0.8901 High Similarity NPC95246
0.8901 High Similarity NPC474700
0.8901 High Similarity NPC474972
0.8901 High Similarity NPC161751
0.8901 High Similarity NPC69627
0.8901 High Similarity NPC30522
0.8876 High Similarity NPC133954
0.8854 High Similarity NPC35239
0.8842 High Similarity NPC476878
0.8842 High Similarity NPC187933
0.8842 High Similarity NPC476879
0.883 High Similarity NPC474727
0.8817 High Similarity NPC49776
0.8817 High Similarity NPC118519
0.8817 High Similarity NPC474436
0.8817 High Similarity NPC158059
0.8817 High Similarity NPC63118
0.8817 High Similarity NPC202728
0.8817 High Similarity NPC275809
0.8804 High Similarity NPC49320
0.8778 High Similarity NPC73038
0.8778 High Similarity NPC74363
0.8778 High Similarity NPC475862
0.8776 High Similarity NPC95899
0.8764 High Similarity NPC96095
0.8737 High Similarity NPC173744
0.8737 High Similarity NPC471153
0.8737 High Similarity NPC116457
0.8737 High Similarity NPC307282
0.8737 High Similarity NPC305464
0.8737 High Similarity NPC204961
0.8737 High Similarity NPC327179
0.8737 High Similarity NPC19376
0.8737 High Similarity NPC25848
0.8737 High Similarity NPC230151
0.8737 High Similarity NPC73004
0.8737 High Similarity NPC476318
0.8737 High Similarity NPC157113
0.8737 High Similarity NPC476327
0.8737 High Similarity NPC62516
0.8723 High Similarity NPC296164
0.8723 High Similarity NPC80365
0.8696 High Similarity NPC281524
0.8696 High Similarity NPC474686
0.8687 High Similarity NPC213366
0.8681 High Similarity NPC162107
0.8681 High Similarity NPC46912
0.8681 High Similarity NPC71507
0.8681 High Similarity NPC73064
0.866 High Similarity NPC473576

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC98874 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
0.9551 High Similarity NPD7515 Phase 2
0.9341 High Similarity NPD7748 Approved
0.9043 High Similarity NPD7902 Approved
0.8723 High Similarity NPD7901 Clinical (unspecified phase)
0.8723 High Similarity NPD7900 Approved
0.8202 Intermediate Similarity NPD7645 Phase 2
0.8172 Intermediate Similarity NPD3618 Phase 1
0.8105 Intermediate Similarity NPD5328 Approved
0.8065 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8058 Intermediate Similarity NPD6675 Approved
0.8058 Intermediate Similarity NPD6402 Approved
0.8058 Intermediate Similarity NPD5739 Approved
0.8058 Intermediate Similarity NPD7128 Approved
0.8 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7938 Intermediate Similarity NPD6079 Approved
0.7917 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD6899 Approved
0.7905 Intermediate Similarity NPD6881 Approved
0.7905 Intermediate Similarity NPD7320 Approved
0.79 Intermediate Similarity NPD6083 Phase 2
0.79 Intermediate Similarity NPD6084 Phase 2
0.7876 Intermediate Similarity NPD8328 Phase 3
0.7857 Intermediate Similarity NPD6399 Phase 3
0.783 Intermediate Similarity NPD6373 Approved
0.783 Intermediate Similarity NPD6372 Approved
0.7822 Intermediate Similarity NPD7638 Approved
0.7818 Intermediate Similarity NPD7115 Discovery
0.781 Intermediate Similarity NPD5701 Approved
0.781 Intermediate Similarity NPD5697 Approved
0.7789 Intermediate Similarity NPD6409 Approved
0.7789 Intermediate Similarity NPD6684 Approved
0.7789 Intermediate Similarity NPD7334 Approved
0.7789 Intermediate Similarity NPD7521 Approved
0.7789 Intermediate Similarity NPD5330 Approved
0.7789 Intermediate Similarity NPD7146 Approved
0.7766 Intermediate Similarity NPD3133 Approved
0.7766 Intermediate Similarity NPD3666 Approved
0.7766 Intermediate Similarity NPD4786 Approved
0.7766 Intermediate Similarity NPD3665 Phase 1
0.7757 Intermediate Similarity NPD7290 Approved
0.7757 Intermediate Similarity NPD6883 Approved
0.7757 Intermediate Similarity NPD7102 Approved
0.7755 Intermediate Similarity NPD8035 Phase 2
0.7755 Intermediate Similarity NPD6411 Approved
0.7755 Intermediate Similarity NPD8034 Phase 2
0.7745 Intermediate Similarity NPD7640 Approved
0.7745 Intermediate Similarity NPD7639 Approved
0.7742 Intermediate Similarity NPD3667 Approved
0.7723 Intermediate Similarity NPD4755 Approved
0.7708 Intermediate Similarity NPD3573 Approved
0.7685 Intermediate Similarity NPD6847 Approved
0.7685 Intermediate Similarity NPD8130 Phase 1
0.7685 Intermediate Similarity NPD6869 Approved
0.7685 Intermediate Similarity NPD6649 Approved
0.7685 Intermediate Similarity NPD6617 Approved
0.7685 Intermediate Similarity NPD6650 Approved
0.7677 Intermediate Similarity NPD4202 Approved
0.7664 Intermediate Similarity NPD6013 Approved
0.7664 Intermediate Similarity NPD6012 Approved
0.7664 Intermediate Similarity NPD6014 Approved
0.7629 Intermediate Similarity NPD5737 Approved
0.7629 Intermediate Similarity NPD6672 Approved
0.7629 Intermediate Similarity NPD6903 Approved
0.7624 Intermediate Similarity NPD5221 Approved
0.7624 Intermediate Similarity NPD4697 Phase 3
0.7624 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD5222 Approved
0.7615 Intermediate Similarity NPD6882 Approved
0.7615 Intermediate Similarity NPD8297 Approved
0.7604 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7573 Intermediate Similarity NPD5285 Approved
0.7573 Intermediate Similarity NPD4700 Approved
0.7573 Intermediate Similarity NPD5286 Approved
0.7573 Intermediate Similarity NPD4696 Approved
0.757 Intermediate Similarity NPD6011 Approved
0.7551 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD4753 Phase 2
0.7551 Intermediate Similarity NPD6101 Approved
0.7549 Intermediate Similarity NPD5173 Approved
0.7525 Intermediate Similarity NPD5695 Phase 3
0.7523 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD5696 Approved
0.7476 Intermediate Similarity NPD4225 Approved
0.7451 Intermediate Similarity NPD7614 Phase 1
0.7429 Intermediate Similarity NPD4633 Approved
0.7429 Intermediate Similarity NPD5225 Approved
0.7429 Intermediate Similarity NPD5224 Approved
0.7429 Intermediate Similarity NPD5226 Approved
0.7429 Intermediate Similarity NPD5211 Phase 2
0.7358 Intermediate Similarity NPD5175 Approved
0.7358 Intermediate Similarity NPD5174 Approved
0.7353 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7345 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD4695 Discontinued
0.7339 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5223 Approved
0.7315 Intermediate Similarity NPD6412 Phase 2
0.7311 Intermediate Similarity NPD7736 Approved
0.7304 Intermediate Similarity NPD6319 Approved
0.729 Intermediate Similarity NPD5141 Approved
0.7282 Intermediate Similarity NPD7732 Phase 3
0.7273 Intermediate Similarity NPD4634 Approved
0.7257 Intermediate Similarity NPD6868 Approved
0.7257 Intermediate Similarity NPD6274 Approved
0.7245 Intermediate Similarity NPD5279 Phase 3
0.7232 Intermediate Similarity NPD4632 Approved
0.7222 Intermediate Similarity NPD4768 Approved
0.7222 Intermediate Similarity NPD4767 Approved
0.7217 Intermediate Similarity NPD7100 Approved
0.7217 Intermediate Similarity NPD7101 Approved
0.7216 Intermediate Similarity NPD3668 Phase 3
0.7203 Intermediate Similarity NPD7492 Approved
0.72 Intermediate Similarity NPD6904 Approved
0.72 Intermediate Similarity NPD6080 Approved
0.72 Intermediate Similarity NPD6673 Approved
0.7196 Intermediate Similarity NPD4754 Approved
0.7188 Intermediate Similarity NPD4223 Phase 3
0.7188 Intermediate Similarity NPD4221 Approved
0.7184 Intermediate Similarity NPD5210 Approved
0.7184 Intermediate Similarity NPD4629 Approved
0.7158 Intermediate Similarity NPD7525 Registered
0.7157 Intermediate Similarity NPD5779 Approved
0.7157 Intermediate Similarity NPD5778 Approved
0.7155 Intermediate Similarity NPD6059 Approved
0.7155 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD5329 Approved
0.7143 Intermediate Similarity NPD6616 Approved
0.713 Intermediate Similarity NPD6335 Approved
0.7103 Intermediate Similarity NPD7632 Discontinued
0.7097 Intermediate Similarity NPD6117 Approved
0.7094 Intermediate Similarity NPD6909 Approved
0.7094 Intermediate Similarity NPD6908 Approved
0.7091 Intermediate Similarity NPD4729 Approved
0.7091 Intermediate Similarity NPD5128 Approved
0.7091 Intermediate Similarity NPD4730 Approved
0.7083 Intermediate Similarity NPD7078 Approved
0.7083 Intermediate Similarity NPD8293 Discontinued
0.7064 Intermediate Similarity NPD6008 Approved
0.7059 Intermediate Similarity NPD5284 Approved
0.7059 Intermediate Similarity NPD5281 Approved
0.7043 Intermediate Similarity NPD6009 Approved
0.7043 Intermediate Similarity NPD6317 Approved
0.7041 Intermediate Similarity NPD4197 Approved
0.7034 Intermediate Similarity NPD6370 Approved
0.7027 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6116 Phase 1
0.701 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.6983 Remote Similarity NPD6313 Approved
0.6983 Remote Similarity NPD6314 Approved
0.697 Remote Similarity NPD1694 Approved
0.6967 Remote Similarity NPD7319 Approved
0.6964 Remote Similarity NPD5247 Approved
0.6964 Remote Similarity NPD5248 Approved
0.6964 Remote Similarity NPD5250 Approved
0.6964 Remote Similarity NPD5249 Phase 3
0.6964 Remote Similarity NPD5251 Approved
0.6949 Remote Similarity NPD6015 Approved
0.6949 Remote Similarity NPD6016 Approved
0.6947 Remote Similarity NPD6115 Approved
0.6947 Remote Similarity NPD6114 Approved
0.6947 Remote Similarity NPD3617 Approved
0.6947 Remote Similarity NPD6697 Approved
0.6947 Remote Similarity NPD6118 Approved
0.6939 Remote Similarity NPD4788 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6937 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6937 Remote Similarity NPD5168 Approved
0.6931 Remote Similarity NPD5208 Approved
0.6923 Remote Similarity NPD6001 Approved
0.6903 Remote Similarity NPD5217 Approved
0.6903 Remote Similarity NPD5216 Approved
0.6903 Remote Similarity NPD5215 Approved
0.69 Remote Similarity NPD4519 Discontinued
0.69 Remote Similarity NPD4693 Phase 3
0.69 Remote Similarity NPD4138 Approved
0.69 Remote Similarity NPD5205 Approved
0.69 Remote Similarity NPD4689 Approved
0.69 Remote Similarity NPD6098 Approved
0.69 Remote Similarity NPD4688 Approved
0.69 Remote Similarity NPD4623 Approved
0.69 Remote Similarity NPD4690 Approved
0.6893 Remote Similarity NPD6050 Approved
0.6893 Remote Similarity NPD5693 Phase 1
0.6891 Remote Similarity NPD5988 Approved
0.6882 Remote Similarity NPD6113 Clinical (unspecified phase)
0.686 Remote Similarity NPD7507 Approved
0.6833 Remote Similarity NPD7604 Phase 2
0.6814 Remote Similarity NPD5135 Approved
0.6814 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5169 Approved
0.6814 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6809 Remote Similarity NPD7339 Approved
0.6809 Remote Similarity NPD6942 Approved
0.6807 Remote Similarity NPD5983 Phase 2
0.6807 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6804 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6796 Remote Similarity NPD5692 Phase 3
0.6796 Remote Similarity NPD5785 Approved
0.6754 Remote Similarity NPD5127 Approved
0.6737 Remote Similarity NPD3701 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11799085
ChEMBL   CHEMBL236075
ZINC  

Physicochemical Properties

Molecular Weight:  484.36
ALogP:  1.2881
MLogP:  4.43
XLogP:  8.452
# Rotatable Bonds:  11
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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