Natural Product: NPC280963

Natural Product ID:  NPC280963
Common Name:   Pseudolaric Acid B3
IUPAC Name:  
Synonyms:   pseudolaric acid B3
Molecular Formula:   C20H26O8
Standard InCHIKey:  IQFROZIBHYYWNH-PSAKCFHXSA-N
Standard InCHI:  InChI=1S/C20H26O8/c1-12(21)27-20-11-5-13(16(24)26-3)4-9-19(20)10-6-14(20)18(2,28-17(19)25)8-7-15(22)23/h4,14H,5-11H2,1-3H3,(H,22,23)/t14-,18+,19+,20-/m0/s1
Canonical SMILES:  COC(=O)C1=CC[C@@]23[C@@](CC1)(OC(=O)C)[C@@H](CC2)[C@@](OC3=O)(C)CCC(=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
NPO29968 Pseudolarix kaempferi Species Pinaceae Eukaryota Root barks PMID[14527554]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 10000 nM 15911254
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 16137881

  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 NPC280963 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
0.9375 High Similarity NPC66110
0.9271 High Similarity NPC62670
0.9271 High Similarity NPC116139
0.9158 High Similarity NPC47834
0.9062 High Similarity NPC244411
0.8866 High Similarity NPC64742
0.8854 High Similarity NPC9812
0.88 High Similarity NPC309190
0.8687 High Similarity NPC206079
0.85 High Similarity NPC475099
0.8384 Intermediate Similarity NPC170143
0.8384 Intermediate Similarity NPC108475
0.8384 Intermediate Similarity NPC213947
0.8367 Intermediate Similarity NPC67584
0.8349 Intermediate Similarity NPC13710
0.8317 Intermediate Similarity NPC171759
0.8317 Intermediate Similarity NPC477950
0.8288 Intermediate Similarity NPC473228
0.8288 Intermediate Similarity NPC470829
0.8283 Intermediate Similarity NPC213078
0.8247 Intermediate Similarity NPC472705
0.8208 Intermediate Similarity NPC477103
0.82 Intermediate Similarity NPC477949
0.82 Intermediate Similarity NPC161493
0.8182 Intermediate Similarity NPC52044
0.8182 Intermediate Similarity NPC37408
0.8144 Intermediate Similarity NPC77337
0.8113 Intermediate Similarity NPC477102
0.81 Intermediate Similarity NPC126156
0.8081 Intermediate Similarity NPC127019
0.8081 Intermediate Similarity NPC477131
0.8077 Intermediate Similarity NPC100487
0.8061 Intermediate Similarity NPC221282
0.8037 Intermediate Similarity NPC50223
0.802 Intermediate Similarity NPC40812
0.8018 Intermediate Similarity NPC288679
0.8 Intermediate Similarity NPC213698
0.8 Intermediate Similarity NPC223450
0.8 Intermediate Similarity NPC314244
0.8 Intermediate Similarity NPC469873
0.7981 Intermediate Similarity NPC110989
0.798 Intermediate Similarity NPC473263
0.798 Intermediate Similarity NPC308656
0.798 Intermediate Similarity NPC60386
0.798 Intermediate Similarity NPC473234
0.798 Intermediate Similarity NPC153590
0.798 Intermediate Similarity NPC473273
0.7961 Intermediate Similarity NPC150923
0.7959 Intermediate Similarity NPC301969
0.7959 Intermediate Similarity NPC37607
0.7941 Intermediate Similarity NPC308567
0.7941 Intermediate Similarity NPC261377
0.7941 Intermediate Similarity NPC470188
0.7941 Intermediate Similarity NPC255592
0.7941 Intermediate Similarity NPC221615
0.7928 Intermediate Similarity NPC475305
0.7921 Intermediate Similarity NPC142529
0.7921 Intermediate Similarity NPC91771
0.7921 Intermediate Similarity NPC24956
0.7921 Intermediate Similarity NPC18019
0.7905 Intermediate Similarity NPC203659
0.79 Intermediate Similarity NPC90453
0.7885 Intermediate Similarity NPC225353
0.7879 Intermediate Similarity NPC290651
0.7879 Intermediate Similarity NPC133698
0.787 Intermediate Similarity NPC257240
0.787 Intermediate Similarity NPC41551
0.7857 Intermediate Similarity NPC475401
0.785 Intermediate Similarity NPC71220
0.785 Intermediate Similarity NPC137286
0.783 Intermediate Similarity NPC243998
0.7822 Intermediate Similarity NPC170120
0.7818 Intermediate Similarity NPC209058
0.7812 Intermediate Similarity NPC476628
0.781 Intermediate Similarity NPC475945
0.781 Intermediate Similarity NPC475871
0.78 Intermediate Similarity NPC135776
0.78 Intermediate Similarity NPC476300
0.7798 Intermediate Similarity NPC475495
0.7798 Intermediate Similarity NPC287311
0.7788 Intermediate Similarity NPC474742
0.7788 Intermediate Similarity NPC477092
0.7788 Intermediate Similarity NPC472667
0.7778 Intermediate Similarity NPC246173
0.7768 Intermediate Similarity NPC239273
0.7768 Intermediate Similarity NPC36754
0.7767 Intermediate Similarity NPC141191
0.7767 Intermediate Similarity NPC83895
0.7767 Intermediate Similarity NPC187761
0.7757 Intermediate Similarity NPC26617
0.7745 Intermediate Similarity NPC230800
0.7745 Intermediate Similarity NPC185553
0.7736 Intermediate Similarity NPC169843
0.7736 Intermediate Similarity NPC474741
0.7732 Intermediate Similarity NPC67493
0.7727 Intermediate Similarity NPC475277
0.7727 Intermediate Similarity NPC123855
0.7727 Intermediate Similarity NPC473522
0.7727 Intermediate Similarity NPC475391
0.7727 Intermediate Similarity NPC477093
0.7727 Intermediate Similarity NPC76550
0.7723 Intermediate Similarity NPC470013
0.7723 Intermediate Similarity NPC323008
0.7723 Intermediate Similarity NPC470010
0.7723 Intermediate Similarity NPC262133
0.7723 Intermediate Similarity NPC198853
0.7723 Intermediate Similarity NPC476267
0.7719 Intermediate Similarity NPC472004
0.7719 Intermediate Similarity NPC143755
0.7714 Intermediate Similarity NPC149371
0.7714 Intermediate Similarity NPC474747
0.7714 Intermediate Similarity NPC49393
0.7714 Intermediate Similarity NPC105725
0.7714 Intermediate Similarity NPC475320
0.7708 Intermediate Similarity NPC472958
0.7708 Intermediate Similarity NPC472957
0.7706 Intermediate Similarity NPC471884
0.77 Intermediate Similarity NPC284185
0.77 Intermediate Similarity NPC131209
0.77 Intermediate Similarity NPC286341
0.77 Intermediate Similarity NPC191339
0.7699 Intermediate Similarity NPC475372
0.7699 Intermediate Similarity NPC161060
0.7692 Intermediate Similarity NPC241221
0.7692 Intermediate Similarity NPC288876
0.7679 Intermediate Similarity NPC277583
0.7677 Intermediate Similarity NPC205548
0.7677 Intermediate Similarity NPC212664
0.7672 Intermediate Similarity NPC472768
0.7672 Intermediate Similarity NPC42747
0.767 Intermediate Similarity NPC169205
0.7664 Intermediate Similarity NPC54737
0.7664 Intermediate Similarity NPC179891
0.7664 Intermediate Similarity NPC291643
0.7664 Intermediate Similarity NPC190867
0.766 Intermediate Similarity NPC47747
0.7658 Intermediate Similarity NPC312017
0.7658 Intermediate Similarity NPC474937
0.7658 Intermediate Similarity NPC9848
0.7658 Intermediate Similarity NPC46269
0.7658 Intermediate Similarity NPC106395
0.7652 Intermediate Similarity NPC471999
0.7652 Intermediate Similarity NPC472000
0.7652 Intermediate Similarity NPC472001
0.7647 Intermediate Similarity NPC475659
0.7647 Intermediate Similarity NPC471142
0.7647 Intermediate Similarity NPC163228
0.7647 Intermediate Similarity NPC36954
0.7647 Intermediate Similarity NPC48803
0.7647 Intermediate Similarity NPC193645
0.7647 Intermediate Similarity NPC90121
0.7647 Intermediate Similarity NPC275960
0.7647 Intermediate Similarity NPC304886
0.7642 Intermediate Similarity NPC472755
0.7642 Intermediate Similarity NPC474775
0.7642 Intermediate Similarity NPC123505
0.7636 Intermediate Similarity NPC474750
0.7636 Intermediate Similarity NPC260786
0.7636 Intermediate Similarity NPC96739
0.7636 Intermediate Similarity NPC174471
0.7636 Intermediate Similarity NPC474871
0.7634 Intermediate Similarity NPC63445
0.7634 Intermediate Similarity NPC222210
0.7632 Intermediate Similarity NPC312536
0.7629 Intermediate Similarity NPC245434
0.7629 Intermediate Similarity NPC235792
0.7627 Intermediate Similarity NPC11732
0.7624 Intermediate Similarity NPC475912
0.7624 Intermediate Similarity NPC200237
0.7619 Intermediate Similarity NPC146822
0.7619 Intermediate Similarity NPC47880
0.7615 Intermediate Similarity NPC273433
0.7615 Intermediate Similarity NPC59489
0.7615 Intermediate Similarity NPC139838
0.7611 Intermediate Similarity NPC476959
0.7611 Intermediate Similarity NPC473656
0.7607 Intermediate Similarity NPC144625
0.76 Intermediate Similarity NPC51004
0.76 Intermediate Similarity NPC253144
0.76 Intermediate Similarity NPC297474
0.76 Intermediate Similarity NPC54065
0.7596 Intermediate Similarity NPC471144
0.7596 Intermediate Similarity NPC222011
0.7593 Intermediate Similarity NPC470192
0.7589 Intermediate Similarity NPC474872
0.7589 Intermediate Similarity NPC471380
0.7589 Intermediate Similarity NPC178289
0.7589 Intermediate Similarity NPC470953
0.7589 Intermediate Similarity NPC67290
0.7589 Intermediate Similarity NPC133677
0.7589 Intermediate Similarity NPC138303
0.7586 Intermediate Similarity NPC192309
0.7583 Intermediate Similarity NPC469351
0.7576 Intermediate Similarity NPC202672
0.7576 Intermediate Similarity NPC79549
0.7576 Intermediate Similarity NPC178875
0.7573 Intermediate Similarity NPC476315
0.7573 Intermediate Similarity NPC473859
0.7573 Intermediate Similarity NPC29952
0.757 Intermediate Similarity NPC146731

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC280963 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
0.787 Intermediate Similarity NPD6371 Approved
0.7757 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5785 Approved
0.7411 Intermediate Similarity NPD6053 Discontinued
0.7255 Intermediate Similarity NPD6698 Approved
0.7255 Intermediate Similarity NPD46 Approved
0.7213 Intermediate Similarity NPD7319 Approved
0.7212 Intermediate Similarity NPD5282 Discontinued
0.7207 Intermediate Similarity NPD6686 Approved
0.7157 Intermediate Similarity NPD1695 Approved
0.7119 Intermediate Similarity NPD6319 Approved
0.7107 Intermediate Similarity NPD7507 Approved
0.7018 Intermediate Similarity NPD6650 Approved
0.7018 Intermediate Similarity NPD6649 Approved
0.6991 Remote Similarity NPD6372 Approved
0.6991 Remote Similarity NPD6373 Approved
0.6981 Remote Similarity NPD5695 Phase 3
0.697 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6964 Remote Similarity NPD5697 Approved
0.6944 Remote Similarity NPD7638 Approved
0.6944 Remote Similarity NPD5696 Approved
0.6931 Remote Similarity NPD5363 Approved
0.6903 Remote Similarity NPD6881 Approved
0.6903 Remote Similarity NPD6899 Approved
0.6881 Remote Similarity NPD7640 Approved
0.6881 Remote Similarity NPD7639 Approved
0.6875 Remote Similarity NPD7128 Approved
0.6875 Remote Similarity NPD6402 Approved
0.6875 Remote Similarity NPD5739 Approved
0.6875 Remote Similarity NPD6008 Approved
0.6875 Remote Similarity NPD6675 Approved
0.6864 Remote Similarity NPD7115 Discovery
0.6863 Remote Similarity NPD5786 Approved
0.6857 Remote Similarity NPD5281 Approved
0.6857 Remote Similarity NPD5284 Approved
0.6857 Remote Similarity NPD5693 Phase 1
0.6857 Remote Similarity NPD7983 Approved
0.6852 Remote Similarity NPD6083 Phase 2
0.6852 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6014 Approved
0.6842 Remote Similarity NPD6013 Approved
0.6842 Remote Similarity NPD6012 Approved
0.6814 Remote Similarity NPD5701 Approved
0.681 Remote Similarity NPD8297 Approved
0.681 Remote Similarity NPD6882 Approved
0.68 Remote Similarity NPD6435 Approved
0.6792 Remote Similarity NPD5778 Approved
0.6792 Remote Similarity NPD5779 Approved
0.6789 Remote Similarity NPD4225 Approved
0.6783 Remote Similarity NPD7290 Approved
0.6783 Remote Similarity NPD6883 Approved
0.6783 Remote Similarity NPD7102 Approved
0.6765 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6754 Remote Similarity NPD7320 Approved
0.6754 Remote Similarity NPD6011 Approved
0.6752 Remote Similarity NPD4632 Approved
0.6748 Remote Similarity NPD7492 Approved
0.6724 Remote Similarity NPD6847 Approved
0.6724 Remote Similarity NPD6617 Approved
0.6724 Remote Similarity NPD8130 Phase 1
0.6724 Remote Similarity NPD6869 Approved
0.67 Remote Similarity NPD5369 Approved
0.6699 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6698 Remote Similarity NPD6411 Approved
0.6698 Remote Similarity NPD7637 Suspended
0.6694 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD6054 Approved
0.664 Remote Similarity NPD7078 Approved
0.6639 Remote Similarity NPD6015 Approved
0.6639 Remote Similarity NPD6016 Approved
0.6638 Remote Similarity NPD4634 Approved
0.6638 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6399 Phase 3
0.6636 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6634 Remote Similarity NPD4270 Approved
0.6634 Remote Similarity NPD5209 Approved
0.6634 Remote Similarity NPD4269 Approved
0.6607 Remote Similarity NPD5211 Phase 2
0.6606 Remote Similarity NPD7839 Suspended
0.6604 Remote Similarity NPD7838 Discovery
0.6602 Remote Similarity NPD1694 Approved
0.66 Remote Similarity NPD5368 Approved
0.6587 Remote Similarity NPD7736 Approved
0.6585 Remote Similarity NPD6370 Approved
0.6585 Remote Similarity NPD5988 Approved
0.6583 Remote Similarity NPD6009 Approved
0.6577 Remote Similarity NPD5285 Approved
0.6577 Remote Similarity NPD5286 Approved
0.6577 Remote Similarity NPD4696 Approved
0.6569 Remote Similarity NPD5362 Discontinued
0.6566 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7260 Phase 2
0.6557 Remote Similarity NPD6059 Approved
0.6545 Remote Similarity NPD4755 Approved
0.6538 Remote Similarity NPD4249 Approved
0.6529 Remote Similarity NPD7327 Approved
0.6529 Remote Similarity NPD7328 Approved
0.6522 Remote Similarity NPD6412 Phase 2
0.6514 Remote Similarity NPD5210 Approved
0.6514 Remote Similarity NPD4629 Approved
0.6514 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6673 Approved
0.6509 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6509 Remote Similarity NPD6080 Approved
0.6509 Remote Similarity NPD6101 Approved
0.6509 Remote Similarity NPD6904 Approved
0.6509 Remote Similarity NPD4753 Phase 2
0.6508 Remote Similarity NPD8293 Discontinued
0.6504 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD8513 Phase 3
0.6504 Remote Similarity NPD8515 Approved
0.6504 Remote Similarity NPD7503 Approved
0.6504 Remote Similarity NPD5983 Phase 2
0.6504 Remote Similarity NPD8517 Approved
0.65 Remote Similarity NPD6274 Approved
0.6491 Remote Similarity NPD5141 Approved
0.6476 Remote Similarity NPD4250 Approved
0.6476 Remote Similarity NPD4251 Approved
0.6475 Remote Similarity NPD7516 Approved
0.6471 Remote Similarity NPD4223 Phase 3
0.6471 Remote Similarity NPD4221 Approved
0.6466 Remote Similarity NPD5345 Clinical (unspecified phase)
0.646 Remote Similarity NPD5224 Approved
0.646 Remote Similarity NPD5226 Approved
0.646 Remote Similarity NPD5225 Approved
0.646 Remote Similarity NPD4633 Approved
0.6449 Remote Similarity NPD5692 Phase 3
0.6449 Remote Similarity NPD5207 Approved
0.6441 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6441 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4819 Approved
0.6436 Remote Similarity NPD4821 Approved
0.6436 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4252 Approved
0.6436 Remote Similarity NPD4822 Approved
0.6436 Remote Similarity NPD4820 Approved
0.6429 Remote Similarity NPD4700 Approved
0.6423 Remote Similarity NPD8294 Approved
0.6423 Remote Similarity NPD8377 Approved
0.6415 Remote Similarity NPD5208 Approved
0.6415 Remote Similarity NPD5737 Approved
0.6415 Remote Similarity NPD6672 Approved
0.641 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5175 Approved
0.6404 Remote Similarity NPD5174 Approved
0.64 Remote Similarity NPD7604 Phase 2
0.6389 Remote Similarity NPD5694 Approved
0.6389 Remote Similarity NPD6050 Approved
0.6381 Remote Similarity NPD6684 Approved
0.6381 Remote Similarity NPD7146 Approved
0.6381 Remote Similarity NPD7521 Approved
0.6381 Remote Similarity NPD5690 Phase 2
0.6381 Remote Similarity NPD6409 Approved
0.6381 Remote Similarity NPD7334 Approved
0.6381 Remote Similarity NPD5330 Approved
0.6379 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6372 Remote Similarity NPD5223 Approved
0.6371 Remote Similarity NPD8335 Approved
0.6371 Remote Similarity NPD8033 Approved
0.6371 Remote Similarity NPD8296 Approved
0.6371 Remote Similarity NPD8379 Approved
0.6371 Remote Similarity NPD8380 Approved
0.6371 Remote Similarity NPD8378 Approved
0.6346 Remote Similarity NPD4197 Approved
0.6341 Remote Similarity NPD7101 Approved
0.6341 Remote Similarity NPD7100 Approved
0.6325 Remote Similarity NPD4730 Approved
0.6325 Remote Similarity NPD4729 Approved
0.6321 Remote Similarity NPD3573 Approved
0.6316 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7632 Discontinued
0.6311 Remote Similarity NPD6317 Approved
0.6311 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6299 Remote Similarity NPD6336 Discontinued
0.6293 Remote Similarity NPD4768 Approved
0.6293 Remote Similarity NPD4767 Approved
0.6286 Remote Similarity NPD5329 Approved
0.6273 Remote Similarity NPD6001 Approved
0.627 Remote Similarity NPD7642 Approved
0.627 Remote Similarity NPD8328 Phase 3
0.6262 Remote Similarity NPD6903 Approved
0.6262 Remote Similarity NPD7513 Clinical (unspecified phase)
0.626 Remote Similarity NPD6845 Suspended
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.626 Remote Similarity NPD6335 Approved
0.625 Remote Similarity NPD8074 Phase 3
0.625 Remote Similarity NPD7154 Phase 3
0.624 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6079 Approved
0.6238 Remote Similarity NPD4268 Approved
0.6238 Remote Similarity NPD4271 Approved
0.6228 Remote Similarity NPD5344 Discontinued
0.6226 Remote Similarity NPD4689 Approved
0.6226 Remote Similarity NPD4694 Approved
0.6226 Remote Similarity NPD5205 Approved
0.6226 Remote Similarity NPD4693 Phase 3
0.6226 Remote Similarity NPD4138 Approved

Structure

External Identifiers

PubChem CID   44444977
ChEMBL   CHEMBL252371
ZINC  

Physicochemical Properties

Molecular Weight:  394.16
ALogP:  0.3127
MLogP:  2.78
XLogP:  1.286
# Rotatable Bonds:  11
Polar Surface Area:  116.2
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  28

Download Data

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