Natural Product: NPC200752

Natural Product ID:  NPC200752
Common Name:   3 Beta-O-Acetyloleanolic Acid
IUPAC Name:   (4aS,6aR,6aS,6bR,8aS,10S,12aS,14bS)-10-methoxycarbonyl-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:   3 Beta-O-Acetyloleanolic Acid
Molecular Formula:   C32H50O4
Standard InCHIKey:  HDWYAPCZHCDUNP-JVZQWSIASA-N
Standard InCHI:  InChI=1S/C32H50O4/c1-27(2)15-17-32(26(34)35)18-16-30(6)20(22(32)19-27)9-10-24-29(5)13-11-21(25(33)36-8)28(3,4)23(29)12-14-31(24,30)7/h9,21-24H,10-19H2,1-8H3,(H,34,35)/t21-,22+,23+,24-,29+,30-,31-,32+/m1/s1
Canonical SMILES:  COC(=O)[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)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
NPO9267 Croton ciliatoglandulifer Species Euphorbiaceae Eukaryota PMID[16792405]
NPO18105 Fructus ligustri lucidi NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries IC50 = 1 nM 16792405
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 = 2200 nM 16792405

  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 NPC200752 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
0.961 High Similarity NPC477057
0.961 High Similarity NPC104545
0.9481 High Similarity NPC16394
0.9351 High Similarity NPC280654
0.9351 High Similarity NPC110094
0.9351 High Similarity NPC260385
0.9241 High Similarity NPC274050
0.9241 High Similarity NPC162632
0.9241 High Similarity NPC263272
0.9241 High Similarity NPC267691
0.9231 High Similarity NPC199595
0.9221 High Similarity NPC471899
0.9221 High Similarity NPC107039
0.9221 High Similarity NPC471897
0.9167 High Similarity NPC120840
0.9167 High Similarity NPC113989
0.9136 High Similarity NPC96095
0.9125 High Similarity NPC251779
0.9125 High Similarity NPC69101
0.9114 High Similarity NPC37038
0.9114 High Similarity NPC267517
0.9091 High Similarity NPC89294
0.9059 High Similarity NPC285184
0.9059 High Similarity NPC77099
0.9059 High Similarity NPC470590
0.9059 High Similarity NPC60755
0.9048 High Similarity NPC30522
0.9048 High Similarity NPC474700
0.9036 High Similarity NPC158141
0.9036 High Similarity NPC173089
0.9012 High Similarity NPC70834
0.9 High Similarity NPC221647
0.8987 High Similarity NPC327674
0.8987 High Similarity NPC231431
0.8953 High Similarity NPC169343
0.8953 High Similarity NPC86368
0.8941 High Similarity NPC198818
0.8941 High Similarity NPC474728
0.8929 High Similarity NPC182797
0.8929 High Similarity NPC40552
0.8929 High Similarity NPC52169
0.8929 High Similarity NPC474474
0.8929 High Similarity NPC1753
0.8929 High Similarity NPC474511
0.8929 High Similarity NPC246708
0.8916 High Similarity NPC324063
0.8902 High Similarity NPC156981
0.8902 High Similarity NPC312660
0.8861 High Similarity NPC321514
0.8851 High Similarity NPC78580
0.8851 High Similarity NPC74751
0.8851 High Similarity NPC23621
0.8851 High Similarity NPC296164
0.8851 High Similarity NPC184006
0.8824 High Similarity NPC270768
0.8824 High Similarity NPC198664
0.8824 High Similarity NPC274330
0.8824 High Similarity NPC121798
0.8824 High Similarity NPC281524
0.8824 High Similarity NPC263393
0.8824 High Similarity NPC293048
0.8824 High Similarity NPC127689
0.8824 High Similarity NPC130520
0.8824 High Similarity NPC290972
0.8824 High Similarity NPC470588
0.8824 High Similarity NPC61543
0.8824 High Similarity NPC25906
0.8824 High Similarity NPC59263
0.8824 High Similarity NPC234346
0.8824 High Similarity NPC64872
0.8824 High Similarity NPC143232
0.8824 High Similarity NPC225585
0.881 High Similarity NPC130577
0.881 High Similarity NPC68160
0.881 High Similarity NPC162107
0.881 High Similarity NPC51700
0.881 High Similarity NPC142415
0.881 High Similarity NPC18064
0.881 High Similarity NPC46912
0.881 High Similarity NPC88716
0.881 High Similarity NPC102683
0.881 High Similarity NPC98442
0.881 High Similarity NPC293564
0.881 High Similarity NPC242468
0.881 High Similarity NPC171203
0.881 High Similarity NPC307426
0.8765 High Similarity NPC142244
0.8765 High Similarity NPC327002
0.8765 High Similarity NPC3915
0.8765 High Similarity NPC471898
0.875 High Similarity NPC474727
0.875 High Similarity NPC23241
0.875 High Similarity NPC195715
0.8736 High Similarity NPC272075
0.8736 High Similarity NPC307335
0.8736 High Similarity NPC295643
0.8736 High Similarity NPC136313
0.8736 High Similarity NPC74855
0.8736 High Similarity NPC214756
0.8721 High Similarity NPC290614
0.8721 High Similarity NPC291028
0.8721 High Similarity NPC227467
0.8721 High Similarity NPC46441
0.8721 High Similarity NPC126369
0.8721 High Similarity NPC193750
0.8721 High Similarity NPC130278
0.8721 High Similarity NPC210037
0.8721 High Similarity NPC120968
0.8721 High Similarity NPC273621
0.8721 High Similarity NPC18872
0.8721 High Similarity NPC477872
0.8721 High Similarity NPC111110
0.8721 High Similarity NPC7260
0.8721 High Similarity NPC470589
0.8718 High Similarity NPC279666
0.8718 High Similarity NPC192540
0.8706 High Similarity NPC470629
0.8706 High Similarity NPC290690
0.8706 High Similarity NPC17733
0.8706 High Similarity NPC473242
0.8706 High Similarity NPC181225
0.8706 High Similarity NPC474512
0.8701 High Similarity NPC36310
0.869 High Similarity NPC72638
0.869 High Similarity NPC10005
0.869 High Similarity NPC9892
0.869 High Similarity NPC329943
0.869 High Similarity NPC91525
0.8659 High Similarity NPC310989
0.8652 High Similarity NPC230151
0.8652 High Similarity NPC327179
0.8636 High Similarity NPC91010
0.8621 High Similarity NPC65120
0.8621 High Similarity NPC38754
0.8621 High Similarity NPC288833
0.8621 High Similarity NPC228784
0.8621 High Similarity NPC187722
0.8621 High Similarity NPC235884
0.8621 High Similarity NPC155120
0.8621 High Similarity NPC474525
0.8621 High Similarity NPC158030
0.8621 High Similarity NPC472149
0.8621 High Similarity NPC324341
0.8621 High Similarity NPC282616
0.8621 High Similarity NPC4036
0.8621 High Similarity NPC6255
0.8621 High Similarity NPC105189
0.8621 High Similarity NPC966
0.8621 High Similarity NPC233455
0.8621 High Similarity NPC300351
0.8621 High Similarity NPC52021
0.8621 High Similarity NPC145067
0.8621 High Similarity NPC25299
0.8621 High Similarity NPC471588
0.8621 High Similarity NPC306541
0.8621 High Similarity NPC84319
0.8621 High Similarity NPC71074
0.8608 High Similarity NPC69143
0.8605 High Similarity NPC161751
0.8605 High Similarity NPC475049
0.8605 High Similarity NPC474972
0.8605 High Similarity NPC95246
0.859 High Similarity NPC103958
0.859 High Similarity NPC166797
0.859 High Similarity NPC161923
0.859 High Similarity NPC241854
0.859 High Similarity NPC183503
0.859 High Similarity NPC251970
0.859 High Similarity NPC283908
0.859 High Similarity NPC476046
0.859 High Similarity NPC255168
0.8588 High Similarity NPC71507
0.8571 High Similarity NPC160817
0.8571 High Similarity NPC474537
0.8556 High Similarity NPC476878
0.8556 High Similarity NPC158347
0.8556 High Similarity NPC26413
0.8556 High Similarity NPC476879
0.8537 High Similarity NPC278459
0.8523 High Similarity NPC118519
0.8523 High Similarity NPC118490
0.8523 High Similarity NPC158059
0.8523 High Similarity NPC275809
0.8523 High Similarity NPC229281
0.8523 High Similarity NPC263780
0.8523 High Similarity NPC49776
0.8523 High Similarity NPC474436
0.8523 High Similarity NPC298554
0.8523 High Similarity NPC63118
0.8523 High Similarity NPC202728
0.8506 High Similarity NPC49320
0.8506 High Similarity NPC86372
0.8506 High Similarity NPC172361
0.8488 Intermediate Similarity NPC224145
0.8471 Intermediate Similarity NPC325594
0.8471 Intermediate Similarity NPC73038
0.8462 Intermediate Similarity NPC471966
0.8462 Intermediate Similarity NPC260149
0.8462 Intermediate Similarity NPC58942
0.8452 Intermediate Similarity NPC477289

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC200752 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
0.8851 High Similarity NPD7748 Approved
0.8621 High Similarity NPD7515 Phase 2
0.8556 High Similarity NPD7902 Approved
0.8222 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8222 Intermediate Similarity NPD7900 Approved
0.8182 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD6399 Phase 3
0.7865 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7802 Intermediate Similarity NPD8034 Phase 2
0.7802 Intermediate Similarity NPD8035 Phase 2
0.7727 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD6672 Approved
0.7667 Intermediate Similarity NPD5737 Approved
0.766 Intermediate Similarity NPD7614 Phase 1
0.766 Intermediate Similarity NPD7732 Phase 3
0.7647 Intermediate Similarity NPD7645 Phase 2
0.764 Intermediate Similarity NPD7334 Approved
0.764 Intermediate Similarity NPD6409 Approved
0.764 Intermediate Similarity NPD5330 Approved
0.764 Intermediate Similarity NPD7146 Approved
0.764 Intermediate Similarity NPD6684 Approved
0.764 Intermediate Similarity NPD7521 Approved
0.7614 Intermediate Similarity NPD4786 Approved
0.7586 Intermediate Similarity NPD3667 Approved
0.7579 Intermediate Similarity NPD6084 Phase 2
0.7579 Intermediate Similarity NPD6083 Phase 2
0.7558 Intermediate Similarity NPD4695 Discontinued
0.7473 Intermediate Similarity NPD6903 Approved
0.7444 Intermediate Similarity NPD6098 Approved
0.7416 Intermediate Similarity NPD3665 Phase 1
0.7416 Intermediate Similarity NPD3133 Approved
0.7416 Intermediate Similarity NPD3666 Approved
0.7391 Intermediate Similarity NPD6673 Approved
0.7391 Intermediate Similarity NPD6904 Approved
0.7391 Intermediate Similarity NPD6080 Approved
0.7386 Intermediate Similarity NPD4221 Approved
0.7386 Intermediate Similarity NPD4223 Phase 3
0.7386 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD5695 Phase 3
0.7363 Intermediate Similarity NPD3573 Approved
0.7333 Intermediate Similarity NPD5329 Approved
0.732 Intermediate Similarity NPD5696 Approved
0.7253 Intermediate Similarity NPD3618 Phase 1
0.7234 Intermediate Similarity NPD5284 Approved
0.7234 Intermediate Similarity NPD5281 Approved
0.7234 Intermediate Similarity NPD6411 Approved
0.7222 Intermediate Similarity NPD4197 Approved
0.7222 Intermediate Similarity NPD3668 Phase 3
0.7204 Intermediate Similarity NPD4753 Phase 2
0.7204 Intermediate Similarity NPD5328 Approved
0.7188 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7638 Approved
0.7126 Intermediate Similarity NPD3617 Approved
0.7097 Intermediate Similarity NPD5208 Approved
0.7071 Intermediate Similarity NPD7639 Approved
0.7071 Intermediate Similarity NPD7640 Approved
0.7065 Intermediate Similarity NPD4623 Approved
0.7065 Intermediate Similarity NPD4693 Phase 3
0.7065 Intermediate Similarity NPD4690 Approved
0.7065 Intermediate Similarity NPD4519 Discontinued
0.7065 Intermediate Similarity NPD5205 Approved
0.7065 Intermediate Similarity NPD4138 Approved
0.7065 Intermediate Similarity NPD4689 Approved
0.7065 Intermediate Similarity NPD4688 Approved
0.7065 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7128 Approved
0.7059 Intermediate Similarity NPD5739 Approved
0.7059 Intermediate Similarity NPD6675 Approved
0.7059 Intermediate Similarity NPD6402 Approved
0.7053 Intermediate Similarity NPD5693 Phase 1
0.7053 Intermediate Similarity NPD6079 Approved
0.7053 Intermediate Similarity NPD6050 Approved
0.7021 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6101 Approved
0.6977 Remote Similarity NPD8039 Approved
0.6947 Remote Similarity NPD5692 Phase 3
0.6923 Remote Similarity NPD4788 Approved
0.6923 Remote Similarity NPD7320 Approved
0.6923 Remote Similarity NPD6881 Approved
0.6923 Remote Similarity NPD6899 Approved
0.6887 Remote Similarity NPD8130 Phase 1
0.6882 Remote Similarity NPD4694 Approved
0.6882 Remote Similarity NPD5280 Approved
0.6882 Remote Similarity NPD5690 Phase 2
0.6882 Remote Similarity NPD5279 Phase 3
0.6875 Remote Similarity NPD5694 Approved
0.6857 Remote Similarity NPD6373 Approved
0.6857 Remote Similarity NPD6372 Approved
0.6857 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4629 Approved
0.6837 Remote Similarity NPD5210 Approved
0.6829 Remote Similarity NPD4224 Phase 2
0.6827 Remote Similarity NPD5701 Approved
0.6827 Remote Similarity NPD5697 Approved
0.6827 Remote Similarity NPD6412 Phase 2
0.6824 Remote Similarity NPD6081 Approved
0.6824 Remote Similarity NPD4243 Approved
0.6822 Remote Similarity NPD8297 Approved
0.6814 Remote Similarity NPD8328 Phase 3
0.6804 Remote Similarity NPD4202 Approved
0.6792 Remote Similarity NPD7102 Approved
0.6792 Remote Similarity NPD6883 Approved
0.6792 Remote Similarity NPD7290 Approved
0.6786 Remote Similarity NPD4137 Phase 3
0.6782 Remote Similarity NPD7339 Approved
0.6782 Remote Similarity NPD6942 Approved
0.6778 Remote Similarity NPD7525 Registered
0.6771 Remote Similarity NPD5207 Approved
0.6768 Remote Similarity NPD4697 Phase 3
0.6768 Remote Similarity NPD5221 Approved
0.6768 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5222 Approved
0.6762 Remote Similarity NPD6011 Approved
0.6735 Remote Similarity NPD6001 Approved
0.6733 Remote Similarity NPD6404 Discontinued
0.6729 Remote Similarity NPD6649 Approved
0.6729 Remote Similarity NPD6847 Approved
0.6729 Remote Similarity NPD6617 Approved
0.6729 Remote Similarity NPD6650 Approved
0.6729 Remote Similarity NPD6869 Approved
0.6729 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6727 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6706 Remote Similarity NPD4747 Approved
0.6706 Remote Similarity NPD4691 Approved
0.6705 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6705 Remote Similarity NPD6117 Approved
0.6703 Remote Similarity NPD8028 Phase 2
0.6703 Remote Similarity NPD4139 Approved
0.6703 Remote Similarity NPD4692 Approved
0.67 Remote Similarity NPD4755 Approved
0.67 Remote Similarity NPD5173 Approved
0.6698 Remote Similarity NPD6013 Approved
0.6698 Remote Similarity NPD6014 Approved
0.6698 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6051 Approved
0.6667 Remote Similarity NPD4195 Approved
0.6633 Remote Similarity NPD5779 Approved
0.6633 Remote Similarity NPD5778 Approved
0.6629 Remote Similarity NPD6116 Phase 1
0.6604 Remote Similarity NPD6686 Approved
0.6577 Remote Similarity NPD7115 Discovery
0.6569 Remote Similarity NPD5285 Approved
0.6569 Remote Similarity NPD5286 Approved
0.6569 Remote Similarity NPD4700 Approved
0.6569 Remote Similarity NPD4696 Approved
0.6556 Remote Similarity NPD6115 Approved
0.6556 Remote Similarity NPD6697 Approved
0.6556 Remote Similarity NPD6118 Approved
0.6556 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6556 Remote Similarity NPD6114 Approved
0.6538 Remote Similarity NPD6052 Approved
0.6505 Remote Similarity NPD5223 Approved
0.65 Remote Similarity NPD5654 Approved
0.6486 Remote Similarity NPD6868 Approved
0.6477 Remote Similarity NPD5733 Approved
0.6477 Remote Similarity NPD4058 Approved
0.6455 Remote Similarity NPD8133 Approved
0.6455 Remote Similarity NPD4632 Approved
0.6442 Remote Similarity NPD5225 Approved
0.6442 Remote Similarity NPD5224 Approved
0.6442 Remote Similarity NPD4633 Approved
0.6442 Remote Similarity NPD5211 Phase 2
0.6442 Remote Similarity NPD5226 Approved
0.6442 Remote Similarity NPD7632 Discontinued
0.6437 Remote Similarity NPD5777 Approved
0.6429 Remote Similarity NPD7331 Phase 2
0.6429 Remote Similarity NPD4096 Approved
0.6421 Remote Similarity NPD1694 Approved
0.6415 Remote Similarity NPD6008 Approved
0.6404 Remote Similarity NPD5275 Approved
0.6404 Remote Similarity NPD3702 Approved
0.6404 Remote Similarity NPD4190 Phase 3
0.6383 Remote Similarity NPD5362 Discontinued
0.6381 Remote Similarity NPD5174 Approved
0.6381 Remote Similarity NPD4754 Approved
0.6381 Remote Similarity NPD5175 Approved
0.6373 Remote Similarity NPD5959 Approved
0.6372 Remote Similarity NPD6335 Approved
0.6364 Remote Similarity NPD7637 Suspended
0.6355 Remote Similarity NPD6614 Approved
0.6344 Remote Similarity NPD5369 Approved
0.6339 Remote Similarity NPD6274 Approved
0.6322 Remote Similarity NPD4789 Approved
0.6322 Remote Similarity NPD4245 Approved
0.6322 Remote Similarity NPD4244 Approved
0.6321 Remote Similarity NPD5141 Approved
0.6316 Remote Similarity NPD7101 Approved
0.6316 Remote Similarity NPD7100 Approved
0.6311 Remote Similarity NPD4225 Approved
0.631 Remote Similarity NPD7341 Phase 2
0.6306 Remote Similarity NPD6858 Approved
0.6306 Remote Similarity NPD7094 Approved
0.6303 Remote Similarity NPD7736 Approved
0.63 Remote Similarity NPD5133 Approved
0.6292 Remote Similarity NPD4687 Approved

Structure

External Identifiers

PubChem CID   44583799
ChEMBL   CHEMBL503071
ZINC  

Physicochemical Properties

Molecular Weight:  498.37
ALogP:  3.0506
MLogP:  4.54
XLogP:  10.299
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  36

Download Data

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