Natural Product: NPC188833

Natural Product ID:  NPC188833
Common Name:   Olean-12-En-23-Al-2 Beta,3 Beta-Dihydroxy-30-Methoxycarbonyl-28-Oic Acid
IUPAC Name:   (2S,4aR,6aR,6aS,6bR,8aR,9S,10R,11S,12aR,14bR)-9-formyl-10,11-dihydroxy-2-methoxycarbonyl-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:   acinospesigenin-B
Molecular Formula:   C31H46O7
Standard InCHIKey:  NBBXEAXEXHPVRT-IDRYREDHSA-N
Standard InCHI:  InChI=1S/C31H46O7/c1-26(25(37)38-6)11-13-31(24(35)36)14-12-29(4)18(19(31)15-26)7-8-22-27(2)16-20(33)23(34)28(3,17-32)21(27)9-10-30(22,29)5/h7,17,19-23,33-34H,8-16H2,1-6H3,(H,35,36)/t19-,20+,21-,22-,23+,26+,27+,28+,29-,30-,31+/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(C)CC[C@]2([C@H](C1)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CC[C@@H]1[C@]3(C)C[C@H](O)[C@@H]([C@@]1(C)C=O)O)C(=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
NPO20652 Phytolacca acinosa Species Phytolaccaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT29 Organism Rattus norvegicus Rattus norvegicus ED50 = 10 mg/kg 12932140

  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 NPC188833 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
0.9462 High Similarity NPC261935
0.9462 High Similarity NPC106112
0.9451 High Similarity NPC74855
0.9451 High Similarity NPC298554
0.9451 High Similarity NPC307335
0.9451 High Similarity NPC136313
0.9381 High Similarity NPC80566
0.9362 High Similarity NPC111214
0.9362 High Similarity NPC29765
0.9362 High Similarity NPC271614
0.9355 High Similarity NPC201657
0.9348 High Similarity NPC209868
0.9348 High Similarity NPC222047
0.9341 High Similarity NPC306541
0.9341 High Similarity NPC300351
0.9341 High Similarity NPC71074
0.9341 High Similarity NPC235884
0.9341 High Similarity NPC472149
0.9341 High Similarity NPC25299
0.9341 High Similarity NPC84319
0.9341 High Similarity NPC52021
0.9263 High Similarity NPC35239
0.9255 High Similarity NPC255589
0.9255 High Similarity NPC259788
0.9255 High Similarity NPC187933
0.9247 High Similarity NPC96916
0.9239 High Similarity NPC275809
0.9231 High Similarity NPC49320
0.9149 High Similarity NPC158371
0.9149 High Similarity NPC173744
0.9149 High Similarity NPC230151
0.9149 High Similarity NPC207922
0.9149 High Similarity NPC204961
0.9149 High Similarity NPC73004
0.9149 High Similarity NPC259733
0.914 High Similarity NPC32407
0.914 High Similarity NPC231063
0.914 High Similarity NPC145667
0.914 High Similarity NPC299996
0.914 High Similarity NPC88116
0.914 High Similarity NPC282395
0.914 High Similarity NPC20235
0.914 High Similarity NPC263548
0.913 High Similarity NPC324341
0.913 High Similarity NPC282616
0.913 High Similarity NPC966
0.913 High Similarity NPC288833
0.913 High Similarity NPC228784
0.913 High Similarity NPC155120
0.9053 High Similarity NPC43686
0.9053 High Similarity NPC9613
0.9053 High Similarity NPC247139
0.9043 High Similarity NPC198245
0.9032 High Similarity NPC474806
0.9032 High Similarity NPC133579
0.9022 High Similarity NPC290614
0.9022 High Similarity NPC291028
0.9022 High Similarity NPC477872
0.9022 High Similarity NPC7260
0.9022 High Similarity NPC210037
0.9022 High Similarity NPC86372
0.9022 High Similarity NPC227467
0.9022 High Similarity NPC172361
0.9022 High Similarity NPC273621
0.9022 High Similarity NPC18872
0.9022 High Similarity NPC120968
0.9011 High Similarity NPC40552
0.9011 High Similarity NPC52169
0.9011 High Similarity NPC182797
0.9011 High Similarity NPC246708
0.8969 High Similarity NPC233012
0.8969 High Similarity NPC54909
0.8958 High Similarity NPC164349
0.8958 High Similarity NPC471966
0.8947 High Similarity NPC132824
0.8947 High Similarity NPC98874
0.8947 High Similarity NPC19376
0.8947 High Similarity NPC25848
0.8947 High Similarity NPC307282
0.8947 High Similarity NPC305464
0.8936 High Similarity NPC184006
0.8936 High Similarity NPC23621
0.8936 High Similarity NPC87095
0.8936 High Similarity NPC188102
0.8936 High Similarity NPC474529
0.8936 High Similarity NPC296164
0.8936 High Similarity NPC78580
0.8925 High Similarity NPC105189
0.8925 High Similarity NPC471588
0.8925 High Similarity NPC187722
0.8925 High Similarity NPC6255
0.8913 High Similarity NPC130520
0.8913 High Similarity NPC290972
0.8913 High Similarity NPC61543
0.8913 High Similarity NPC64872
0.8913 High Similarity NPC198664
0.8913 High Similarity NPC270768
0.8913 High Similarity NPC121798
0.8913 High Similarity NPC293048
0.8913 High Similarity NPC143232
0.8913 High Similarity NPC225585
0.8913 High Similarity NPC470588
0.8913 High Similarity NPC59263
0.8913 High Similarity NPC25906
0.8913 High Similarity NPC274330
0.8913 High Similarity NPC263393
0.8913 High Similarity NPC234346
0.8913 High Similarity NPC127689
0.8901 High Similarity NPC307426
0.8901 High Similarity NPC130577
0.8901 High Similarity NPC68160
0.8901 High Similarity NPC293564
0.8901 High Similarity NPC102683
0.8901 High Similarity NPC171203
0.8901 High Similarity NPC142415
0.8901 High Similarity NPC242468
0.8901 High Similarity NPC88716
0.8901 High Similarity NPC98442
0.8901 High Similarity NPC51700
0.8901 High Similarity NPC18064
0.8889 High Similarity NPC284865
0.8854 High Similarity NPC203343
0.8854 High Similarity NPC312075
0.8854 High Similarity NPC21728
0.8842 High Similarity NPC32118
0.8842 High Similarity NPC195715
0.8842 High Similarity NPC148523
0.8842 High Similarity NPC23241
0.883 High Similarity NPC49776
0.883 High Similarity NPC202728
0.883 High Similarity NPC63118
0.883 High Similarity NPC214756
0.883 High Similarity NPC158059
0.883 High Similarity NPC295643
0.883 High Similarity NPC272075
0.883 High Similarity NPC229281
0.883 High Similarity NPC474436
0.883 High Similarity NPC86368
0.883 High Similarity NPC118519
0.8817 High Similarity NPC120840
0.8817 High Similarity NPC130278
0.8817 High Similarity NPC470589
0.8817 High Similarity NPC113989
0.8817 High Similarity NPC111110
0.8817 High Similarity NPC474728
0.8817 High Similarity NPC126369
0.8817 High Similarity NPC193750
0.8804 High Similarity NPC473242
0.8804 High Similarity NPC474512
0.8804 High Similarity NPC290690
0.8804 High Similarity NPC181225
0.8804 High Similarity NPC17733
0.8804 High Similarity NPC470629
0.8791 High Similarity NPC477579
0.8791 High Similarity NPC235341
0.8791 High Similarity NPC95594
0.8791 High Similarity NPC72638
0.8776 High Similarity NPC256247
0.8763 High Similarity NPC174663
0.875 High Similarity NPC327179
0.8737 High Similarity NPC6818
0.8737 High Similarity NPC148964
0.8737 High Similarity NPC191412
0.8737 High Similarity NPC114159
0.8737 High Similarity NPC91010
0.8723 High Similarity NPC145067
0.8723 High Similarity NPC4036
0.8723 High Similarity NPC285184
0.8723 High Similarity NPC38754
0.8723 High Similarity NPC77099
0.8723 High Similarity NPC474525
0.8723 High Similarity NPC233455
0.8723 High Similarity NPC470590
0.8723 High Similarity NPC158030
0.8723 High Similarity NPC60755
0.8723 High Similarity NPC65120
0.871 High Similarity NPC161751
0.871 High Similarity NPC474972
0.871 High Similarity NPC95246
0.871 High Similarity NPC30522
0.8696 High Similarity NPC158141
0.8696 High Similarity NPC173089
0.866 High Similarity NPC26413
0.866 High Similarity NPC89225
0.8646 High Similarity NPC474727
0.8632 High Similarity NPC118490
0.8617 High Similarity NPC46441
0.8602 High Similarity NPC474511
0.8602 High Similarity NPC1753
0.8602 High Similarity NPC224145
0.8587 High Similarity NPC74363
0.8587 High Similarity NPC73038
0.8587 High Similarity NPC475862
0.8587 High Similarity NPC324063
0.8557 High Similarity NPC472806
0.8557 High Similarity NPC157113
0.8557 High Similarity NPC167193
0.8557 High Similarity NPC62516
0.8557 High Similarity NPC116457
0.8557 High Similarity NPC88847

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC188833 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
0.8723 High Similarity NPD7515 Phase 2
0.8542 High Similarity NPD7748 Approved
0.8469 Intermediate Similarity NPD7902 Approved
0.8163 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD7900 Approved
0.7895 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD7645 Phase 2
0.7778 Intermediate Similarity NPD8035 Phase 2
0.7778 Intermediate Similarity NPD8034 Phase 2
0.77 Intermediate Similarity NPD6399 Phase 3
0.7629 Intermediate Similarity NPD3618 Phase 1
0.7586 Intermediate Similarity NPD8328 Phase 3
0.7523 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7522 Intermediate Similarity NPD7115 Discovery
0.7522 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7476 Intermediate Similarity NPD4697 Phase 3
0.7426 Intermediate Similarity NPD6411 Approved
0.7423 Intermediate Similarity NPD4786 Approved
0.74 Intermediate Similarity NPD5328 Approved
0.7396 Intermediate Similarity NPD3667 Approved
0.7333 Intermediate Similarity NPD4225 Approved
0.7333 Intermediate Similarity NPD7638 Approved
0.73 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD7639 Approved
0.7264 Intermediate Similarity NPD7640 Approved
0.7255 Intermediate Similarity NPD6079 Approved
0.7248 Intermediate Similarity NPD7128 Approved
0.7248 Intermediate Similarity NPD6675 Approved
0.7248 Intermediate Similarity NPD6402 Approved
0.7248 Intermediate Similarity NPD5739 Approved
0.7228 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD6101 Approved
0.7207 Intermediate Similarity NPD6372 Approved
0.7207 Intermediate Similarity NPD6373 Approved
0.7117 Intermediate Similarity NPD7320 Approved
0.7117 Intermediate Similarity NPD6899 Approved
0.7117 Intermediate Similarity NPD6881 Approved
0.7117 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD6684 Approved
0.71 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD7334 Approved
0.71 Intermediate Similarity NPD7146 Approved
0.71 Intermediate Similarity NPD7521 Approved
0.71 Intermediate Similarity NPD6409 Approved
0.71 Intermediate Similarity NPD5330 Approved
0.708 Intermediate Similarity NPD6649 Approved
0.708 Intermediate Similarity NPD6650 Approved
0.7075 Intermediate Similarity NPD6084 Phase 2
0.7075 Intermediate Similarity NPD6083 Phase 2
0.7071 Intermediate Similarity NPD3665 Phase 1
0.7071 Intermediate Similarity NPD3666 Approved
0.7071 Intermediate Similarity NPD3133 Approved
0.703 Intermediate Similarity NPD3573 Approved
0.7027 Intermediate Similarity NPD5701 Approved
0.7027 Intermediate Similarity NPD5697 Approved
0.7019 Intermediate Similarity NPD4202 Approved
0.7018 Intermediate Similarity NPD8297 Approved
0.701 Intermediate Similarity NPD7525 Registered
0.6992 Remote Similarity NPD7319 Approved
0.6991 Remote Similarity NPD7102 Approved
0.6991 Remote Similarity NPD6883 Approved
0.6991 Remote Similarity NPD7290 Approved
0.6981 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6981 Remote Similarity NPD5221 Approved
0.6981 Remote Similarity NPD5222 Approved
0.6964 Remote Similarity NPD6011 Approved
0.6961 Remote Similarity NPD6672 Approved
0.6961 Remote Similarity NPD5737 Approved
0.6961 Remote Similarity NPD6903 Approved
0.6957 Remote Similarity NPD4632 Approved
0.6947 Remote Similarity NPD6117 Approved
0.693 Remote Similarity NPD8130 Phase 1
0.693 Remote Similarity NPD6869 Approved
0.693 Remote Similarity NPD6847 Approved
0.693 Remote Similarity NPD6617 Approved
0.693 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6916 Remote Similarity NPD4755 Approved
0.6916 Remote Similarity NPD5173 Approved
0.6903 Remote Similarity NPD6012 Approved
0.6903 Remote Similarity NPD6013 Approved
0.6903 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6014 Approved
0.69 Remote Similarity NPD3668 Phase 3
0.6891 Remote Similarity NPD6319 Approved
0.6887 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6885 Remote Similarity NPD7507 Approved
0.6875 Remote Similarity NPD6412 Phase 2
0.6875 Remote Similarity NPD6116 Phase 1
0.687 Remote Similarity NPD6882 Approved
0.6857 Remote Similarity NPD5778 Approved
0.6857 Remote Similarity NPD5779 Approved
0.6852 Remote Similarity NPD5696 Approved
0.6842 Remote Similarity NPD4634 Approved
0.6822 Remote Similarity NPD7614 Phase 1
0.6804 Remote Similarity NPD6114 Approved
0.6804 Remote Similarity NPD6697 Approved
0.6804 Remote Similarity NPD6118 Approved
0.6804 Remote Similarity NPD6115 Approved
0.6789 Remote Similarity NPD4700 Approved
0.6789 Remote Similarity NPD4696 Approved
0.6789 Remote Similarity NPD5285 Approved
0.6789 Remote Similarity NPD5286 Approved
0.6774 Remote Similarity NPD7736 Approved
0.6737 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4753 Phase 2
0.6729 Remote Similarity NPD5695 Phase 3
0.6727 Remote Similarity NPD5223 Approved
0.6696 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6695 Remote Similarity NPD6868 Approved
0.6667 Remote Similarity NPD5225 Approved
0.6667 Remote Similarity NPD4695 Discontinued
0.6667 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD5224 Approved
0.6667 Remote Similarity NPD5211 Phase 2
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD4633 Approved
0.6667 Remote Similarity NPD7732 Phase 3
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD5226 Approved
0.6667 Remote Similarity NPD7632 Discontinued
0.6667 Remote Similarity NPD8133 Approved
0.6639 Remote Similarity NPD6009 Approved
0.6637 Remote Similarity NPD6008 Approved
0.6613 Remote Similarity NPD6616 Approved
0.6612 Remote Similarity NPD6059 Approved
0.6612 Remote Similarity NPD6054 Approved
0.6607 Remote Similarity NPD5175 Approved
0.6607 Remote Similarity NPD5174 Approved
0.6607 Remote Similarity NPD4754 Approved
0.6604 Remote Similarity NPD5281 Approved
0.6604 Remote Similarity NPD5284 Approved
0.6602 Remote Similarity NPD6098 Approved
0.6602 Remote Similarity NPD5279 Phase 3
0.66 Remote Similarity NPD5369 Approved
0.6598 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6335 Approved
0.6574 Remote Similarity NPD5210 Approved
0.6574 Remote Similarity NPD4629 Approved
0.6571 Remote Similarity NPD6904 Approved
0.6571 Remote Similarity NPD6673 Approved
0.6571 Remote Similarity NPD6080 Approved
0.656 Remote Similarity NPD7078 Approved
0.656 Remote Similarity NPD8293 Discontinued
0.6555 Remote Similarity NPD6274 Approved
0.6549 Remote Similarity NPD5141 Approved
0.6535 Remote Similarity NPD4221 Approved
0.6535 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6535 Remote Similarity NPD4223 Phase 3
0.6529 Remote Similarity NPD7101 Approved
0.6529 Remote Similarity NPD7100 Approved
0.6505 Remote Similarity NPD5329 Approved
0.6505 Remote Similarity NPD1694 Approved
0.6504 Remote Similarity NPD6370 Approved
0.65 Remote Similarity NPD6317 Approved
0.6491 Remote Similarity NPD4768 Approved
0.6491 Remote Similarity NPD4767 Approved
0.6481 Remote Similarity NPD6001 Approved
0.6471 Remote Similarity NPD4788 Approved
0.6452 Remote Similarity NPD7604 Phase 2
0.6449 Remote Similarity NPD7637 Suspended
0.6446 Remote Similarity NPD6314 Approved
0.6446 Remote Similarity NPD6313 Approved
0.6435 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6423 Remote Similarity NPD8517 Approved
0.6423 Remote Similarity NPD6908 Approved
0.6423 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6921 Approved
0.6423 Remote Similarity NPD6015 Approved
0.6423 Remote Similarity NPD5983 Phase 2
0.6423 Remote Similarity NPD8516 Approved
0.6423 Remote Similarity NPD6016 Approved
0.6423 Remote Similarity NPD6909 Approved
0.6423 Remote Similarity NPD8515 Approved
0.6423 Remote Similarity NPD8513 Phase 3
0.6408 Remote Similarity NPD4197 Approved
0.6393 Remote Similarity NPD7516 Approved
0.6379 Remote Similarity NPD4730 Approved
0.6379 Remote Similarity NPD4729 Approved
0.6379 Remote Similarity NPD5128 Approved
0.6379 Remote Similarity NPD5168 Approved
0.6373 Remote Similarity NPD4269 Approved
0.6373 Remote Similarity NPD4270 Approved
0.6371 Remote Similarity NPD5988 Approved
0.6355 Remote Similarity NPD5785 Approved
0.6354 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6354 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6349 Remote Similarity NPD6336 Discontinued
0.6341 Remote Similarity NPD8294 Approved
0.6341 Remote Similarity NPD8377 Approved
0.6321 Remote Similarity NPD5208 Approved
0.6316 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6311 Remote Similarity NPD7328 Approved
0.6311 Remote Similarity NPD7327 Approved
0.63 Remote Similarity NPD3617 Approved
0.63 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6050 Approved
0.6296 Remote Similarity NPD5693 Phase 1

Structure

External Identifiers

PubChem CID   11005954
ChEMBL   CHEMBL509928
ZINC  

Physicochemical Properties

Molecular Weight:  530.32
ALogP:  0.4419
MLogP:  4.1
XLogP:  5.471
# Rotatable Bonds:  13
Polar Surface Area:  121.13
# H-Bond Aceptor:  7
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  38

Download Data

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