Natural Product: NPC96541

Natural Product ID:  NPC96541
Common Name:   Lactarolide A
IUPAC Name:   (5S,5aS,8aR,9S)-1,5,9-trihydroxy-5,7,7-trimethyl-4,5a,6,8,8a,9-hexahydro-1H-azuleno[5,6-c]furan-3-one
Synonyms:  
Molecular Formula:   C15H22O5
Standard InCHIKey:  MWDNWQAVYQDZQI-XEFOFRDHSA-N
Standard InCHI:  InChI=1S/C15H22O5/c1-14(2)4-7-9(6-14)15(3,19)5-8-10(11(7)16)13(18)20-12(8)17/h7,9,11,13,16,18-19H,4-6H2,1-3H3/t7-,9+,11+,13?,15+/m1/s1
Canonical SMILES:  OC1OC(=O)C2=C1[C@@H](O)[C@@H]1CC(C[C@@H]1[C@@](C2)(C)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
NPO32977 lactarius subvellereus Species NA Eukaryota PMID[20719504]
NPO3869 Russula delica Species Russulaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 22900 nM 20719504
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 30000 nM 20719504
NPT147 Cell Line SK-MEL-2 Homo sapiens IC50 = 28300 nM 20719504
NPT148 Cell Line HCT-15 Homo sapiens IC50 = 28600 nM 20719504

  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 NPC96541 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
0.954 High Similarity NPC212664
0.8842 High Similarity NPC469872
0.8842 High Similarity NPC469864
0.8817 High Similarity NPC469873
0.8652 High Similarity NPC245434
0.8421 Intermediate Similarity NPC37408
0.8041 Intermediate Similarity NPC476487
0.8041 Intermediate Similarity NPC52044
0.8041 Intermediate Similarity NPC476488
0.8041 Intermediate Similarity NPC170120
0.8 Intermediate Similarity NPC129419
0.8 Intermediate Similarity NPC477950
0.7941 Intermediate Similarity NPC309190
0.7938 Intermediate Similarity NPC474554
0.7938 Intermediate Similarity NPC475572
0.7938 Intermediate Similarity NPC474555
0.7935 Intermediate Similarity NPC156485
0.7912 Intermediate Similarity NPC89555
0.7895 Intermediate Similarity NPC268298
0.7879 Intermediate Similarity NPC161493
0.7879 Intermediate Similarity NPC477949
0.7872 Intermediate Similarity NPC237540
0.7857 Intermediate Similarity NPC213698
0.7857 Intermediate Similarity NPC67584
0.7849 Intermediate Similarity NPC165162
0.7822 Intermediate Similarity NPC150923
0.7812 Intermediate Similarity NPC281942
0.7812 Intermediate Similarity NPC232426
0.78 Intermediate Similarity NPC221615
0.7778 Intermediate Similarity NPC98165
0.7778 Intermediate Similarity NPC470801
0.7778 Intermediate Similarity NPC240673
0.7778 Intermediate Similarity NPC17578
0.7778 Intermediate Similarity NPC213078
0.7766 Intermediate Similarity NPC474062
0.7755 Intermediate Similarity NPC323008
0.7755 Intermediate Similarity NPC262133
0.7755 Intermediate Similarity NPC470010
0.7755 Intermediate Similarity NPC167219
0.7755 Intermediate Similarity NPC477131
0.7755 Intermediate Similarity NPC127019
0.7755 Intermediate Similarity NPC470013
0.7742 Intermediate Similarity NPC16887
0.7742 Intermediate Similarity NPC165287
0.7742 Intermediate Similarity NPC37005
0.7742 Intermediate Similarity NPC290052
0.7742 Intermediate Similarity NPC154893
0.7742 Intermediate Similarity NPC53011
0.7732 Intermediate Similarity NPC475925
0.7732 Intermediate Similarity NPC131209
0.7732 Intermediate Similarity NPC141831
0.7708 Intermediate Similarity NPC32922
0.77 Intermediate Similarity NPC475709
0.7677 Intermediate Similarity NPC304886
0.766 Intermediate Similarity NPC78089
0.766 Intermediate Similarity NPC471185
0.7629 Intermediate Similarity NPC477782
0.7629 Intermediate Similarity NPC301969
0.7629 Intermediate Similarity NPC37607
0.7629 Intermediate Similarity NPC469368
0.7624 Intermediate Similarity NPC141191
0.7624 Intermediate Similarity NPC471610
0.7609 Intermediate Similarity NPC470241
0.76 Intermediate Similarity NPC319861
0.76 Intermediate Similarity NPC24956
0.76 Intermediate Similarity NPC320231
0.76 Intermediate Similarity NPC18019
0.7596 Intermediate Similarity NPC121099
0.7579 Intermediate Similarity NPC475461
0.7579 Intermediate Similarity NPC236692
0.7579 Intermediate Similarity NPC309757
0.7579 Intermediate Similarity NPC107787
0.7579 Intermediate Similarity NPC305475
0.7579 Intermediate Similarity NPC67493
0.7576 Intermediate Similarity NPC474338
0.7576 Intermediate Similarity NPC198853
0.7573 Intermediate Similarity NPC86077
0.7553 Intermediate Similarity NPC191476
0.7553 Intermediate Similarity NPC114979
0.7551 Intermediate Similarity NPC477783
0.7551 Intermediate Similarity NPC133698
0.7547 Intermediate Similarity NPC325054
0.7527 Intermediate Similarity NPC471296
0.7526 Intermediate Similarity NPC155935
0.7526 Intermediate Similarity NPC12872
0.7526 Intermediate Similarity NPC215556
0.7526 Intermediate Similarity NPC168679
0.7525 Intermediate Similarity NPC169205
0.7522 Intermediate Similarity NPC473228
0.7522 Intermediate Similarity NPC470829
0.75 Intermediate Similarity NPC48803
0.75 Intermediate Similarity NPC201658
0.75 Intermediate Similarity NPC193645
0.75 Intermediate Similarity NPC90121
0.75 Intermediate Similarity NPC275960
0.75 Intermediate Similarity NPC475678
0.75 Intermediate Similarity NPC312561
0.7476 Intermediate Similarity NPC471075
0.7475 Intermediate Similarity NPC135776
0.7475 Intermediate Similarity NPC166346
0.7474 Intermediate Similarity NPC255307
0.7474 Intermediate Similarity NPC146850
0.7474 Intermediate Similarity NPC287015
0.7451 Intermediate Similarity NPC64742
0.7451 Intermediate Similarity NPC187268
0.7449 Intermediate Similarity NPC473448
0.7449 Intermediate Similarity NPC35809
0.7449 Intermediate Similarity NPC297474
0.7449 Intermediate Similarity NPC54065
0.7449 Intermediate Similarity NPC216284
0.7447 Intermediate Similarity NPC245665
0.7447 Intermediate Similarity NPC321385
0.7426 Intermediate Similarity NPC185553
0.7423 Intermediate Similarity NPC472809
0.7423 Intermediate Similarity NPC207114
0.7423 Intermediate Similarity NPC217983
0.7423 Intermediate Similarity NPC472810
0.7423 Intermediate Similarity NPC79549
0.7419 Intermediate Similarity NPC325031
0.7419 Intermediate Similarity NPC52861
0.7416 Intermediate Similarity NPC469641
0.7416 Intermediate Similarity NPC469643
0.7411 Intermediate Similarity NPC475913
0.7407 Intermediate Similarity NPC235014
0.7404 Intermediate Similarity NPC58329
0.7404 Intermediate Similarity NPC118405
0.7396 Intermediate Similarity NPC187661
0.7391 Intermediate Similarity NPC182550
0.7391 Intermediate Similarity NPC470239
0.7391 Intermediate Similarity NPC470244
0.7383 Intermediate Similarity NPC90946
0.7383 Intermediate Similarity NPC300614
0.7379 Intermediate Similarity NPC472644
0.7379 Intermediate Similarity NPC70865
0.7379 Intermediate Similarity NPC280963
0.7374 Intermediate Similarity NPC35959
0.7374 Intermediate Similarity NPC29821
0.7374 Intermediate Similarity NPC171360
0.7374 Intermediate Similarity NPC133888
0.7374 Intermediate Similarity NPC184063
0.7374 Intermediate Similarity NPC300312
0.7374 Intermediate Similarity NPC63193
0.7374 Intermediate Similarity NPC57304
0.7374 Intermediate Similarity NPC261607
0.7374 Intermediate Similarity NPC111114
0.7374 Intermediate Similarity NPC293001
0.7368 Intermediate Similarity NPC96259
0.7368 Intermediate Similarity NPC141193
0.7368 Intermediate Similarity NPC476804
0.7368 Intermediate Similarity NPC82297
0.7368 Intermediate Similarity NPC115786
0.7363 Intermediate Similarity NPC53581
0.7363 Intermediate Similarity NPC103987
0.7358 Intermediate Similarity NPC243998
0.7358 Intermediate Similarity NPC166115
0.7358 Intermediate Similarity NPC153095
0.7353 Intermediate Similarity NPC213947
0.7353 Intermediate Similarity NPC471462
0.7353 Intermediate Similarity NPC108475
0.7353 Intermediate Similarity NPC170143
0.7347 Intermediate Similarity NPC295312
0.7347 Intermediate Similarity NPC470734
0.7347 Intermediate Similarity NPC251528
0.7347 Intermediate Similarity NPC477215
0.7347 Intermediate Similarity NPC225283
0.7347 Intermediate Similarity NPC476388
0.7345 Intermediate Similarity NPC475834
0.7345 Intermediate Similarity NPC474179
0.734 Intermediate Similarity NPC229825
0.7333 Intermediate Similarity NPC112009
0.7333 Intermediate Similarity NPC471208
0.7333 Intermediate Similarity NPC124881
0.7327 Intermediate Similarity NPC220221
0.732 Intermediate Similarity NPC471657
0.732 Intermediate Similarity NPC45957
0.732 Intermediate Similarity NPC160138
0.7315 Intermediate Similarity NPC31522
0.7308 Intermediate Similarity NPC171759
0.7308 Intermediate Similarity NPC206079
0.73 Intermediate Similarity NPC472954
0.73 Intermediate Similarity NPC228451
0.73 Intermediate Similarity NPC258216
0.73 Intermediate Similarity NPC37816
0.73 Intermediate Similarity NPC472812
0.73 Intermediate Similarity NPC475838
0.73 Intermediate Similarity NPC125674
0.7292 Intermediate Similarity NPC235792
0.7292 Intermediate Similarity NPC474860
0.7292 Intermediate Similarity NPC471300
0.7288 Intermediate Similarity NPC470850
0.7283 Intermediate Similarity NPC299235
0.7282 Intermediate Similarity NPC222303
0.7273 Intermediate Similarity NPC475855
0.7273 Intermediate Similarity NPC3436
0.7273 Intermediate Similarity NPC472642
0.7273 Intermediate Similarity NPC19087
0.7264 Intermediate Similarity NPC474917
0.7264 Intermediate Similarity NPC100487
0.7263 Intermediate Similarity NPC473390
0.7263 Intermediate Similarity NPC169575

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC96541 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
0.75 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5785 Approved
0.7248 Intermediate Similarity NPD6371 Approved
0.7083 Intermediate Similarity NPD5362 Discontinued
0.7064 Intermediate Similarity NPD6686 Approved
0.701 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1695 Approved
0.6939 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6915 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6833 Remote Similarity NPD7507 Approved
0.6818 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6053 Discontinued
0.6771 Remote Similarity NPD4819 Approved
0.6771 Remote Similarity NPD4821 Approved
0.6771 Remote Similarity NPD4820 Approved
0.6771 Remote Similarity NPD4822 Approved
0.6771 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6768 Remote Similarity NPD5363 Approved
0.6735 Remote Similarity NPD7154 Phase 3
0.6724 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD7319 Approved
0.6636 Remote Similarity NPD4225 Approved
0.6635 Remote Similarity NPD6399 Phase 3
0.6633 Remote Similarity NPD4270 Approved
0.6633 Remote Similarity NPD4269 Approved
0.6633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6602 Remote Similarity NPD46 Approved
0.6602 Remote Similarity NPD6698 Approved
0.66 Remote Similarity NPD1694 Approved
0.6574 Remote Similarity NPD7639 Approved
0.6574 Remote Similarity NPD7640 Approved
0.6566 Remote Similarity NPD5332 Approved
0.6566 Remote Similarity NPD5331 Approved
0.6562 Remote Similarity NPD4271 Approved
0.6562 Remote Similarity NPD4268 Approved
0.6549 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6542 Remote Similarity NPD6083 Phase 2
0.6542 Remote Similarity NPD6084 Phase 2
0.6535 Remote Similarity NPD4249 Approved
0.6535 Remote Similarity NPD5786 Approved
0.6531 Remote Similarity NPD5369 Approved
0.6531 Remote Similarity NPD4790 Discontinued
0.6525 Remote Similarity NPD7327 Approved
0.6525 Remote Similarity NPD7328 Approved
0.6509 Remote Similarity NPD5695 Phase 3
0.65 Remote Similarity NPD8033 Approved
0.6491 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7638 Approved
0.6481 Remote Similarity NPD5696 Approved
0.6471 Remote Similarity NPD4250 Approved
0.6471 Remote Similarity NPD4251 Approved
0.6471 Remote Similarity NPD7516 Approved
0.6465 Remote Similarity NPD6435 Approved
0.646 Remote Similarity NPD7320 Approved
0.6455 Remote Similarity NPD7632 Discontinued
0.6429 Remote Similarity NPD6675 Approved
0.6429 Remote Similarity NPD5739 Approved
0.6429 Remote Similarity NPD6402 Approved
0.6429 Remote Similarity NPD4252 Approved
0.6429 Remote Similarity NPD7128 Approved
0.6417 Remote Similarity NPD8294 Approved
0.6417 Remote Similarity NPD8377 Approved
0.6415 Remote Similarity NPD5282 Discontinued
0.6404 Remote Similarity NPD6373 Approved
0.6404 Remote Similarity NPD6372 Approved
0.6381 Remote Similarity NPD7637 Suspended
0.6379 Remote Similarity NPD6882 Approved
0.6372 Remote Similarity NPD5697 Approved
0.6372 Remote Similarity NPD5701 Approved
0.6372 Remote Similarity NPD6412 Phase 2
0.6364 Remote Similarity NPD8335 Approved
0.6364 Remote Similarity NPD8296 Approved
0.6364 Remote Similarity NPD8380 Approved
0.6364 Remote Similarity NPD8379 Approved
0.6364 Remote Similarity NPD8378 Approved
0.633 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6881 Approved
0.6316 Remote Similarity NPD6899 Approved
0.6293 Remote Similarity NPD6649 Approved
0.6293 Remote Similarity NPD6650 Approved
0.6293 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6263 Remote Similarity NPD5368 Approved
0.6261 Remote Similarity NPD6013 Approved
0.6261 Remote Similarity NPD6012 Approved
0.6261 Remote Similarity NPD6014 Approved
0.6228 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6226 Remote Similarity NPD5693 Phase 1
0.6226 Remote Similarity NPD5281 Approved
0.6226 Remote Similarity NPD5284 Approved
0.6207 Remote Similarity NPD6883 Approved
0.6207 Remote Similarity NPD7290 Approved
0.6207 Remote Similarity NPD7102 Approved
0.619 Remote Similarity NPD4753 Phase 2
0.6186 Remote Similarity NPD8133 Approved
0.6176 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6174 Remote Similarity NPD6011 Approved
0.6168 Remote Similarity NPD5779 Approved
0.6168 Remote Similarity NPD5778 Approved
0.6161 Remote Similarity NPD5211 Phase 2
0.6154 Remote Similarity NPD8130 Phase 1
0.6154 Remote Similarity NPD6617 Approved
0.6154 Remote Similarity NPD6869 Approved
0.6154 Remote Similarity NPD6847 Approved
0.614 Remote Similarity NPD6008 Approved
0.6132 Remote Similarity NPD7838 Discovery
0.6117 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6111 Remote Similarity NPD8293 Discontinued
0.6102 Remote Similarity NPD8297 Approved
0.6098 Remote Similarity NPD8517 Approved
0.6098 Remote Similarity NPD7503 Approved
0.6098 Remote Similarity NPD8513 Phase 3
0.6098 Remote Similarity NPD8515 Approved
0.6098 Remote Similarity NPD8516 Approved
0.6095 Remote Similarity NPD6903 Approved
0.6095 Remote Similarity NPD5737 Approved
0.6095 Remote Similarity NPD6672 Approved
0.6091 Remote Similarity NPD4755 Approved
0.6078 Remote Similarity NPD6695 Phase 3
0.6075 Remote Similarity NPD8035 Phase 2
0.6075 Remote Similarity NPD8034 Phase 2
0.6075 Remote Similarity NPD7983 Approved
0.6075 Remote Similarity NPD6411 Approved
0.6063 Remote Similarity NPD7736 Approved
0.6058 Remote Similarity NPD5279 Phase 3
0.6058 Remote Similarity NPD6409 Approved
0.6058 Remote Similarity NPD7334 Approved
0.6058 Remote Similarity NPD5330 Approved
0.6058 Remote Similarity NPD3618 Phase 1
0.6058 Remote Similarity NPD7521 Approved
0.6058 Remote Similarity NPD6684 Approved
0.6058 Remote Similarity NPD7146 Approved
0.6055 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6055 Remote Similarity NPD5210 Approved
0.6055 Remote Similarity NPD4629 Approved
0.6053 Remote Similarity NPD5141 Approved
0.6048 Remote Similarity NPD6370 Approved
0.6019 Remote Similarity NPD4202 Approved
0.6019 Remote Similarity NPD3666 Approved
0.6019 Remote Similarity NPD4786 Approved
0.6019 Remote Similarity NPD3665 Phase 1
0.6019 Remote Similarity NPD3133 Approved
0.6017 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6 Remote Similarity NPD7839 Suspended
0.5983 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5982 Remote Similarity NPD5285 Approved
0.5982 Remote Similarity NPD5286 Approved
0.5982 Remote Similarity NPD4700 Approved
0.5982 Remote Similarity NPD4696 Approved
0.5981 Remote Similarity NPD5207 Approved
0.598 Remote Similarity NPD5209 Approved
0.598 Remote Similarity NPD3667 Approved
0.5952 Remote Similarity NPD7492 Approved
0.595 Remote Similarity NPD6274 Approved
0.5946 Remote Similarity NPD7902 Approved
0.5943 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5929 Remote Similarity NPD5344 Discontinued
0.5906 Remote Similarity NPD6616 Approved
0.5902 Remote Similarity NPD6009 Approved
0.5888 Remote Similarity NPD6673 Approved
0.5888 Remote Similarity NPD6051 Approved
0.5888 Remote Similarity NPD6904 Approved
0.5888 Remote Similarity NPD5328 Approved
0.5888 Remote Similarity NPD6101 Approved
0.5888 Remote Similarity NPD6080 Approved
0.5888 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5887 Remote Similarity NPD6059 Approved
0.5887 Remote Similarity NPD6054 Approved
0.5877 Remote Similarity NPD5225 Approved
0.5877 Remote Similarity NPD4633 Approved
0.5877 Remote Similarity NPD5226 Approved
0.5877 Remote Similarity NPD5224 Approved
0.5873 Remote Similarity NPD7122 Discontinued
0.5859 Remote Similarity NPD7078 Approved
0.5856 Remote Similarity NPD4697 Phase 3
0.5849 Remote Similarity NPD7750 Discontinued
0.5849 Remote Similarity NPD7524 Approved
0.584 Remote Similarity NPD6291 Clinical (unspecified phase)
0.584 Remote Similarity NPD6015 Approved
0.584 Remote Similarity NPD6016 Approved
0.5833 Remote Similarity NPD5692 Phase 3
0.5826 Remote Similarity NPD5174 Approved
0.5826 Remote Similarity NPD5175 Approved
0.5825 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5825 Remote Similarity NPD4221 Approved
0.5825 Remote Similarity NPD4223 Phase 3
0.5818 Remote Similarity NPD7748 Approved
0.5818 Remote Similarity NPD6001 Approved
0.581 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5806 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5806 Remote Similarity NPD7101 Approved
0.5806 Remote Similarity NPD7100 Approved
0.5794 Remote Similarity NPD5988 Approved
0.5794 Remote Similarity NPD5208 Approved
0.5789 Remote Similarity NPD5223 Approved
0.5785 Remote Similarity NPD4632 Approved
0.5784 Remote Similarity NPD6930 Phase 2
0.5784 Remote Similarity NPD6931 Approved
0.578 Remote Similarity NPD5694 Approved
0.578 Remote Similarity NPD6079 Approved
0.578 Remote Similarity NPD6050 Approved

Structure

External Identifiers

PubChem CID   46934149
ChEMBL   CHEMBL1224064
ZINC  

Physicochemical Properties

Molecular Weight:  282.15
ALogP:  0.1066
MLogP:  2.56
XLogP:  0.955
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  20

Download Data

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