Natural Product: NPC184006

Natural Product ID:  NPC184006
Common Name:   Acetyl-Beta-Boswellic Acid
IUPAC Name:   (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
Synonyms:   Acetyl-Beta-Boswellic Acid
Molecular Formula:   C32H50O4
Standard InCHIKey:  YJBVHJIKNLBFDX-MQURJEHKSA-N
Standard InCHI:  InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,23-,24-,25-,26+,28-,29-,30-,31-,32-/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1CC[C@]2([C@H]([C@@]1(C)C(=O)O)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2[C@@H](C)[C@H](C)CC1)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
NPO33055 boswellia spp. Species Burseraceae Eukaryota PMID[24844534]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT614 Tissue Plasma Rattus norvegicus FC = 26 18271551
NPT90 Cell Line DU-145 Homo sapiens Inhibition = 0 % 10924177
NPT90 Cell Line DU-145 Homo sapiens GI = 3 % 19670875
NPT2 Others Unspecified Inhibition = 20 % 21044844
NPT407 Cell Line COLO 205 Homo sapiens GI = 91 % 23850570
NPT927 Cell Line PBMC Homo sapiens Inhibition = 43.83 % 10.1039/C5MD00589B
NPT306 Cell Line PC-3 Homo sapiens GI = 44 % 24588245
NPT139 Cell Line HT-29 Homo sapiens GI = 93 % 21899267
NPT1171 Cell Line HEp-2 Homo sapiens GI = 85 % PubChem BioAssay data set
NPT323 Cell Line SW-620 Homo sapiens Inhibition = 5 % 25338277
NPT139 Cell Line HT-29 Homo sapiens Inhibition = 36 % 19101157
NPT737 Cell Line HUVEC Homo sapiens IC50 > 100000 nM 25760525
NPT1478 Individual Protein Vascular endothelial growth factor receptor 2 Homo sapiens Inhibition = 0 % 17722904
NPT165 Cell Line HeLa Homo sapiens IC50 = 22000 nM 25695368
NPT323 Cell Line SW-620 Homo sapiens GI = 93 % DrugMatrix in vitro pharmacology data
NPT956 Individual Protein Prostaglandin E synthase Homo sapiens IC50 = 3000 nM PubChem BioAssay data set
NPT83 Cell Line MCF7 Homo sapiens Inhibition = 0 % PubChem BioAssay data set
NPT116 Cell Line HL-60 Homo sapiens IC50 = 10000 nM 21377877

  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 NPC184006 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
1.0 High Similarity NPC78580
1.0 High Similarity NPC23621
0.9886 High Similarity NPC23241
0.9886 High Similarity NPC195715
0.9667 High Similarity NPC26413
0.9659 High Similarity NPC86368
0.9655 High Similarity NPC113989
0.9655 High Similarity NPC120840
0.9545 High Similarity NPC77099
0.9545 High Similarity NPC155120
0.9545 High Similarity NPC285184
0.9545 High Similarity NPC60755
0.9545 High Similarity NPC324341
0.9545 High Similarity NPC966
0.9545 High Similarity NPC470590
0.9545 High Similarity NPC228784
0.9545 High Similarity NPC282616
0.9545 High Similarity NPC288833
0.954 High Similarity NPC30522
0.9432 High Similarity NPC86372
0.9432 High Similarity NPC474728
0.9432 High Similarity NPC172361
0.9348 High Similarity NPC164349
0.9341 High Similarity NPC98874
0.9333 High Similarity NPC222047
0.9333 High Similarity NPC296164
0.9333 High Similarity NPC74751
0.9326 High Similarity NPC6255
0.9326 High Similarity NPC471588
0.9318 High Similarity NPC61543
0.9318 High Similarity NPC59263
0.9318 High Similarity NPC225585
0.9318 High Similarity NPC293048
0.9318 High Similarity NPC127689
0.9318 High Similarity NPC234346
0.9318 High Similarity NPC121798
0.9318 High Similarity NPC263393
0.9318 High Similarity NPC130520
0.9318 High Similarity NPC270768
0.931 High Similarity NPC162107
0.931 High Similarity NPC46912
0.9247 High Similarity NPC475156
0.9247 High Similarity NPC473576
0.9239 High Similarity NPC476879
0.9239 High Similarity NPC476878
0.9239 High Similarity NPC158347
0.9231 High Similarity NPC474727
0.9231 High Similarity NPC148523
0.9222 High Similarity NPC298554
0.9213 High Similarity NPC130278
0.9213 High Similarity NPC111110
0.9213 High Similarity NPC126369
0.9213 High Similarity NPC470589
0.9205 High Similarity NPC246708
0.9205 High Similarity NPC182797
0.9205 High Similarity NPC40552
0.9205 High Similarity NPC52169
0.9195 High Similarity NPC10005
0.9195 High Similarity NPC329943
0.9195 High Similarity NPC9892
0.9195 High Similarity NPC91525
0.9149 High Similarity NPC93744
0.9149 High Similarity NPC476888
0.913 High Similarity NPC230151
0.913 High Similarity NPC327179
0.913 High Similarity NPC132824
0.913 High Similarity NPC201657
0.9121 High Similarity NPC209868
0.9121 High Similarity NPC474529
0.9101 High Similarity NPC474700
0.9101 High Similarity NPC64872
0.9101 High Similarity NPC198664
0.9101 High Similarity NPC470588
0.9101 High Similarity NPC274330
0.9101 High Similarity NPC475049
0.9101 High Similarity NPC25906
0.9101 High Similarity NPC143232
0.9101 High Similarity NPC290972
0.9091 High Similarity NPC98442
0.9091 High Similarity NPC293564
0.9091 High Similarity NPC171203
0.9091 High Similarity NPC307426
0.9091 High Similarity NPC130577
0.9091 High Similarity NPC88716
0.9091 High Similarity NPC142415
0.9091 High Similarity NPC18064
0.9091 High Similarity NPC102683
0.9091 High Similarity NPC68160
0.9091 High Similarity NPC242468
0.9091 High Similarity NPC51700
0.9053 High Similarity NPC476890
0.9053 High Similarity NPC40918
0.9032 High Similarity NPC106112
0.9032 High Similarity NPC261935
0.9011 High Similarity NPC74855
0.9011 High Similarity NPC63118
0.9011 High Similarity NPC214756
0.9011 High Similarity NPC136313
0.9011 High Similarity NPC272075
0.9011 High Similarity NPC307335
0.9011 High Similarity NPC474436
0.9011 High Similarity NPC295643
0.9011 High Similarity NPC229281
0.9011 High Similarity NPC49776
0.9 High Similarity NPC210037
0.9 High Similarity NPC273621
0.9 High Similarity NPC290614
0.9 High Similarity NPC227467
0.9 High Similarity NPC18872
0.9 High Similarity NPC120968
0.9 High Similarity NPC477872
0.9 High Similarity NPC7260
0.9 High Similarity NPC291028
0.8989 High Similarity NPC224145
0.8989 High Similarity NPC290690
0.8989 High Similarity NPC474512
0.8989 High Similarity NPC470629
0.8989 High Similarity NPC473242
0.8989 High Similarity NPC181225
0.8989 High Similarity NPC17733
0.8977 High Similarity NPC325594
0.8977 High Similarity NPC72638
0.8958 High Similarity NPC476889
0.8936 High Similarity NPC271614
0.8936 High Similarity NPC29765
0.8936 High Similarity NPC471966
0.8936 High Similarity NPC111214
0.8936 High Similarity NPC58942
0.8936 High Similarity NPC260149
0.8936 High Similarity NPC174663
0.8936 High Similarity NPC188833
0.8925 High Similarity NPC327788
0.8913 High Similarity NPC20235
0.8913 High Similarity NPC299996
0.8913 High Similarity NPC159365
0.8913 High Similarity NPC231063
0.8913 High Similarity NPC282395
0.8913 High Similarity NPC91010
0.8913 High Similarity NPC6818
0.8913 High Similarity NPC263548
0.8913 High Similarity NPC32407
0.8913 High Similarity NPC145667
0.8913 High Similarity NPC191412
0.8913 High Similarity NPC114159
0.8913 High Similarity NPC88116
0.8901 High Similarity NPC471901
0.8901 High Similarity NPC65120
0.8901 High Similarity NPC84319
0.8901 High Similarity NPC306541
0.8901 High Similarity NPC472149
0.8901 High Similarity NPC235884
0.8901 High Similarity NPC4036
0.8901 High Similarity NPC474525
0.8901 High Similarity NPC145067
0.8901 High Similarity NPC158030
0.8901 High Similarity NPC187722
0.8901 High Similarity NPC71074
0.8901 High Similarity NPC233455
0.8901 High Similarity NPC25299
0.8901 High Similarity NPC105189
0.8901 High Similarity NPC475708
0.8901 High Similarity NPC300351
0.8901 High Similarity NPC52021
0.8889 High Similarity NPC161751
0.8889 High Similarity NPC474972
0.8889 High Similarity NPC95246
0.8876 High Similarity NPC158141
0.8876 High Similarity NPC173089
0.8864 High Similarity NPC191965
0.8851 High Similarity NPC200752
0.8842 High Similarity NPC35239
0.883 High Similarity NPC89225
0.883 High Similarity NPC187933
0.8804 High Similarity NPC118519
0.8804 High Similarity NPC202728
0.8804 High Similarity NPC287118
0.8804 High Similarity NPC275809
0.8804 High Similarity NPC473690
0.8804 High Similarity NPC118490
0.8804 High Similarity NPC471902
0.8804 High Similarity NPC169343
0.8804 High Similarity NPC158059
0.8791 High Similarity NPC49320
0.8791 High Similarity NPC46441
0.8791 High Similarity NPC193750
0.8791 High Similarity NPC471896
0.8778 High Similarity NPC474511
0.8778 High Similarity NPC1753
0.8764 High Similarity NPC73038
0.8764 High Similarity NPC213412
0.8764 High Similarity NPC84121
0.8764 High Similarity NPC137306
0.875 High Similarity NPC54909
0.875 High Similarity NPC233012
0.8736 High Similarity NPC286786
0.8723 High Similarity NPC472806
0.8723 High Similarity NPC167193
0.8723 High Similarity NPC25848
0.8723 High Similarity NPC73004
0.8723 High Similarity NPC476318

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC184006 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
0.9333 High Similarity NPD7748 Approved
0.9032 High Similarity NPD7902 Approved
0.8901 High Similarity NPD7515 Phase 2
0.871 High Similarity NPD7901 Clinical (unspecified phase)
0.871 High Similarity NPD7900 Approved
0.8298 Intermediate Similarity NPD8034 Phase 2
0.8298 Intermediate Similarity NPD8035 Phase 2
0.8182 Intermediate Similarity NPD7645 Phase 2
0.8043 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8021 Intermediate Similarity NPD6399 Phase 3
0.7917 Intermediate Similarity NPD6411 Approved
0.7789 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD6101 Approved
0.7708 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7699 Intermediate Similarity NPD8328 Phase 3
0.7692 Intermediate Similarity NPD6675 Approved
0.7692 Intermediate Similarity NPD6402 Approved
0.7692 Intermediate Similarity NPD7128 Approved
0.7692 Intermediate Similarity NPD5739 Approved
0.7636 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7624 Intermediate Similarity NPD7638 Approved
0.7579 Intermediate Similarity NPD7146 Approved
0.7579 Intermediate Similarity NPD7334 Approved
0.7579 Intermediate Similarity NPD5330 Approved
0.7579 Intermediate Similarity NPD6409 Approved
0.7579 Intermediate Similarity NPD7521 Approved
0.7579 Intermediate Similarity NPD3618 Phase 1
0.7579 Intermediate Similarity NPD6684 Approved
0.7553 Intermediate Similarity NPD4786 Approved
0.7549 Intermediate Similarity NPD7640 Approved
0.7549 Intermediate Similarity NPD7639 Approved
0.7547 Intermediate Similarity NPD6899 Approved
0.7547 Intermediate Similarity NPD6881 Approved
0.7547 Intermediate Similarity NPD7320 Approved
0.7527 Intermediate Similarity NPD3667 Approved
0.7526 Intermediate Similarity NPD5328 Approved
0.7526 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7525 Intermediate Similarity NPD6084 Phase 2
0.7525 Intermediate Similarity NPD6083 Phase 2
0.75 Intermediate Similarity NPD8130 Phase 1
0.75 Intermediate Similarity NPD3573 Approved
0.7477 Intermediate Similarity NPD7115 Discovery
0.7477 Intermediate Similarity NPD6373 Approved
0.7477 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6372 Approved
0.7453 Intermediate Similarity NPD5697 Approved
0.7453 Intermediate Similarity NPD5701 Approved
0.7431 Intermediate Similarity NPD8297 Approved
0.7423 Intermediate Similarity NPD5737 Approved
0.7423 Intermediate Similarity NPD6903 Approved
0.7423 Intermediate Similarity NPD6672 Approved
0.7407 Intermediate Similarity NPD7290 Approved
0.7407 Intermediate Similarity NPD6883 Approved
0.7407 Intermediate Similarity NPD7102 Approved
0.7374 Intermediate Similarity NPD6079 Approved
0.7339 Intermediate Similarity NPD6869 Approved
0.7339 Intermediate Similarity NPD6617 Approved
0.7339 Intermediate Similarity NPD6649 Approved
0.7339 Intermediate Similarity NPD6847 Approved
0.7339 Intermediate Similarity NPD6650 Approved
0.7327 Intermediate Similarity NPD5695 Phase 3
0.7315 Intermediate Similarity NPD6012 Approved
0.7315 Intermediate Similarity NPD6014 Approved
0.7315 Intermediate Similarity NPD6013 Approved
0.73 Intermediate Similarity NPD5779 Approved
0.73 Intermediate Similarity NPD5778 Approved
0.7282 Intermediate Similarity NPD4225 Approved
0.7282 Intermediate Similarity NPD5696 Approved
0.7273 Intermediate Similarity NPD6882 Approved
0.7222 Intermediate Similarity NPD6011 Approved
0.7216 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD3133 Approved
0.7188 Intermediate Similarity NPD3668 Phase 3
0.7188 Intermediate Similarity NPD3665 Phase 1
0.7188 Intermediate Similarity NPD3666 Approved
0.7184 Intermediate Similarity NPD4755 Approved
0.7182 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7736 Approved
0.7129 Intermediate Similarity NPD4202 Approved
0.7128 Intermediate Similarity NPD7525 Registered
0.7087 Intermediate Similarity NPD5222 Approved
0.7087 Intermediate Similarity NPD4697 Phase 3
0.7087 Intermediate Similarity NPD7614 Phase 1
0.7087 Intermediate Similarity NPD7732 Phase 3
0.7087 Intermediate Similarity NPD5221 Approved
0.7087 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD6117 Approved
0.7048 Intermediate Similarity NPD5286 Approved
0.7048 Intermediate Similarity NPD4700 Approved
0.7048 Intermediate Similarity NPD4696 Approved
0.7048 Intermediate Similarity NPD5285 Approved
0.7041 Intermediate Similarity NPD6098 Approved
0.7019 Intermediate Similarity NPD5173 Approved
0.7 Intermediate Similarity NPD4753 Phase 2
0.7 Intermediate Similarity NPD6904 Approved
0.7 Intermediate Similarity NPD6673 Approved
0.7 Intermediate Similarity NPD6080 Approved
0.6989 Remote Similarity NPD6116 Phase 1
0.6983 Remote Similarity NPD6319 Approved
0.6979 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6412 Phase 2
0.6947 Remote Similarity NPD4695 Discontinued
0.693 Remote Similarity NPD6868 Approved
0.693 Remote Similarity NPD6274 Approved
0.6917 Remote Similarity NPD8293 Discontinued
0.6916 Remote Similarity NPD7632 Discontinued
0.6916 Remote Similarity NPD5211 Phase 2
0.6916 Remote Similarity NPD5224 Approved
0.6916 Remote Similarity NPD5225 Approved
0.6916 Remote Similarity NPD5226 Approved
0.6916 Remote Similarity NPD4633 Approved
0.6915 Remote Similarity NPD6115 Approved
0.6915 Remote Similarity NPD6118 Approved
0.6915 Remote Similarity NPD6114 Approved
0.6915 Remote Similarity NPD6697 Approved
0.6909 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6903 Remote Similarity NPD8133 Approved
0.6897 Remote Similarity NPD7100 Approved
0.6897 Remote Similarity NPD7101 Approved
0.6891 Remote Similarity NPD7492 Approved
0.6881 Remote Similarity NPD6008 Approved
0.6863 Remote Similarity NPD7637 Suspended
0.6852 Remote Similarity NPD5175 Approved
0.6852 Remote Similarity NPD5174 Approved
0.6848 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6847 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6838 Remote Similarity NPD6059 Approved
0.6838 Remote Similarity NPD6054 Approved
0.6833 Remote Similarity NPD6616 Approved
0.6822 Remote Similarity NPD5223 Approved
0.681 Remote Similarity NPD6335 Approved
0.6804 Remote Similarity NPD4221 Approved
0.6804 Remote Similarity NPD4223 Phase 3
0.6803 Remote Similarity NPD7319 Approved
0.6789 Remote Similarity NPD5141 Approved
0.6786 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6786 Remote Similarity NPD4634 Approved
0.678 Remote Similarity NPD6909 Approved
0.678 Remote Similarity NPD6908 Approved
0.6777 Remote Similarity NPD7078 Approved
0.6774 Remote Similarity NPD6942 Approved
0.6774 Remote Similarity NPD7339 Approved
0.6768 Remote Similarity NPD5329 Approved
0.6768 Remote Similarity NPD1694 Approved
0.6757 Remote Similarity NPD6686 Approved
0.6754 Remote Similarity NPD4632 Approved
0.6733 Remote Similarity NPD5208 Approved
0.6731 Remote Similarity NPD6001 Approved
0.6727 Remote Similarity NPD4767 Approved
0.6727 Remote Similarity NPD4768 Approved
0.6724 Remote Similarity NPD6317 Approved
0.6723 Remote Similarity NPD6370 Approved
0.6702 Remote Similarity NPD3701 Clinical (unspecified phase)
0.67 Remote Similarity NPD5279 Phase 3
0.6699 Remote Similarity NPD5281 Approved
0.6699 Remote Similarity NPD6050 Approved
0.6699 Remote Similarity NPD5284 Approved
0.6699 Remote Similarity NPD5693 Phase 1
0.6697 Remote Similarity NPD4754 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD6314 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD6313 Approved
0.6667 Remote Similarity NPD5210 Approved
0.6667 Remote Similarity NPD6051 Approved
0.6639 Remote Similarity NPD6015 Approved
0.6639 Remote Similarity NPD6016 Approved
0.6607 Remote Similarity NPD4730 Approved
0.6607 Remote Similarity NPD5128 Approved
0.6607 Remote Similarity NPD4729 Approved
0.6602 Remote Similarity NPD5692 Phase 3
0.6596 Remote Similarity NPD8039 Approved
0.6583 Remote Similarity NPD5988 Approved
0.6581 Remote Similarity NPD6009 Approved
0.6566 Remote Similarity NPD4788 Approved
0.6562 Remote Similarity NPD3617 Approved
0.6555 Remote Similarity NPD8294 Approved
0.6555 Remote Similarity NPD8377 Approved
0.6538 Remote Similarity NPD5694 Approved
0.6535 Remote Similarity NPD5205 Approved
0.6535 Remote Similarity NPD4690 Approved
0.6535 Remote Similarity NPD4519 Discontinued
0.6535 Remote Similarity NPD4623 Approved
0.6535 Remote Similarity NPD4138 Approved
0.6535 Remote Similarity NPD4689 Approved
0.6535 Remote Similarity NPD4693 Phase 3
0.6535 Remote Similarity NPD4688 Approved
0.6531 Remote Similarity NPD5369 Approved
0.6529 Remote Similarity NPD7604 Phase 2
0.6518 Remote Similarity NPD5954 Clinical (unspecified phase)
0.65 Remote Similarity NPD8380 Approved
0.65 Remote Similarity NPD8379 Approved
0.65 Remote Similarity NPD8378 Approved
0.65 Remote Similarity NPD8513 Phase 3
0.65 Remote Similarity NPD5983 Phase 2
0.65 Remote Similarity NPD8515 Approved
0.65 Remote Similarity NPD8033 Approved
0.65 Remote Similarity NPD8517 Approved

Structure

External Identifiers

PubChem CID   11386458
ChEMBL   CHEMBL236906
ZINC  

Physicochemical Properties

Molecular Weight:  498.37
ALogP:  1.8629
MLogP:  4.54
XLogP:  10.749
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  36

Download Data

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