Natural Product: NPC291147

Natural Product ID:  NPC291147
Common Name:   2Beta,13-Dihydroxyledol
IUPAC Name:   (1S,1aR,4R,4aR,5R,7R,7aS,7bS)-1-(hydroxymethyl)-1,4,7-trimethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulene-4,5-diol
Synonyms:   2Beta,13-Dihydroxyledol
Molecular Formula:   C15H26O3
Standard InCHIKey:  DDVAVJSIHXELQF-WHNZPNJCSA-N
Standard InCHI:  InChI=1S/C15H26O3/c1-8-6-10(17)13-11(8)12-9(14(12,2)7-16)4-5-15(13,3)18/h8-13,16-18H,4-7H2,1-3H3/t8-,9-,10-,11+,12-,13+,14+,15-/m1/s1
Canonical SMILES:  OC[C@]1(C)[C@@H]2[C@H]1CC[C@@]([C@@H]1[C@H]2[C@H](C)C[C@H]1O)(C)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
NPO26683 Dichomitus squalens Species Polyporaceae Eukaryota PMID[15620268]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus LC50 = 35.6 ug/ml 15808482

  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 NPC291147 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
0.8621 High Similarity NPC475968
0.8596 High Similarity NPC119425
0.8571 High Similarity NPC45387
0.8491 Intermediate Similarity NPC127997
0.8491 Intermediate Similarity NPC95969
0.8226 Intermediate Similarity NPC165069
0.8065 Intermediate Similarity NPC199937
0.8033 Intermediate Similarity NPC95804
0.8033 Intermediate Similarity NPC185547
0.7931 Intermediate Similarity NPC178223
0.7931 Intermediate Similarity NPC283655
0.7931 Intermediate Similarity NPC89069
0.7931 Intermediate Similarity NPC166894
0.7931 Intermediate Similarity NPC277917
0.7705 Intermediate Similarity NPC184049
0.7705 Intermediate Similarity NPC99480
0.7667 Intermediate Similarity NPC29976
0.7667 Intermediate Similarity NPC150713
0.7586 Intermediate Similarity NPC161473
0.7538 Intermediate Similarity NPC469328
0.7344 Intermediate Similarity NPC236099
0.7344 Intermediate Similarity NPC249078
0.7344 Intermediate Similarity NPC209686
0.7313 Intermediate Similarity NPC474756
0.7286 Intermediate Similarity NPC471659
0.7183 Intermediate Similarity NPC131584
0.7183 Intermediate Similarity NPC139765
0.7164 Intermediate Similarity NPC475884
0.7164 Intermediate Similarity NPC473230
0.7121 Intermediate Similarity NPC243469
0.7121 Intermediate Similarity NPC475943
0.7121 Intermediate Similarity NPC190827
0.7121 Intermediate Similarity NPC472946
0.7101 Intermediate Similarity NPC133873
0.7083 Intermediate Similarity NPC471658
0.7 Intermediate Similarity NPC471662
0.6986 Remote Similarity NPC188793
0.6984 Remote Similarity NPC215671
0.6984 Remote Similarity NPC475515
0.6984 Remote Similarity NPC87296
0.697 Remote Similarity NPC281540
0.697 Remote Similarity NPC167995
0.697 Remote Similarity NPC118937
0.697 Remote Similarity NPC159654
0.697 Remote Similarity NPC219940
0.697 Remote Similarity NPC69149
0.6957 Remote Similarity NPC470830
0.6957 Remote Similarity NPC241085
0.6957 Remote Similarity NPC299948
0.6935 Remote Similarity NPC3025
0.6933 Remote Similarity NPC66766
0.6933 Remote Similarity NPC117137
0.6912 Remote Similarity NPC63190
0.6901 Remote Similarity NPC476422
0.6875 Remote Similarity NPC52431
0.6875 Remote Similarity NPC310228
0.6866 Remote Similarity NPC477009
0.6866 Remote Similarity NPC474380
0.6866 Remote Similarity NPC41577
0.6866 Remote Similarity NPC238352
0.6866 Remote Similarity NPC473276
0.6849 Remote Similarity NPC470145
0.6842 Remote Similarity NPC473257
0.6818 Remote Similarity NPC114891
0.6812 Remote Similarity NPC167527
0.6806 Remote Similarity NPC475458
0.6806 Remote Similarity NPC304499
0.68 Remote Similarity NPC287452
0.68 Remote Similarity NPC269333
0.6774 Remote Similarity NPC471269
0.6765 Remote Similarity NPC44122
0.6761 Remote Similarity NPC41886
0.6761 Remote Similarity NPC471660
0.6761 Remote Similarity NPC473279
0.6761 Remote Similarity NPC195530
0.6757 Remote Similarity NPC476233
0.6719 Remote Similarity NPC476735
0.6714 Remote Similarity NPC477820
0.6714 Remote Similarity NPC107919
0.6712 Remote Similarity NPC317242
0.6667 Remote Similarity NPC307022
0.6667 Remote Similarity NPC472253
0.6667 Remote Similarity NPC472341
0.6667 Remote Similarity NPC473238
0.6667 Remote Similarity NPC48079
0.6667 Remote Similarity NPC148174
0.6667 Remote Similarity NPC71460
0.6667 Remote Similarity NPC136813
0.6667 Remote Similarity NPC472255
0.6667 Remote Similarity NPC153719
0.6667 Remote Similarity NPC218585
0.6623 Remote Similarity NPC471661
0.6623 Remote Similarity NPC216941
0.6622 Remote Similarity NPC163597
0.6622 Remote Similarity NPC126969
0.662 Remote Similarity NPC254845
0.662 Remote Similarity NPC251201
0.662 Remote Similarity NPC232925
0.662 Remote Similarity NPC63588
0.6618 Remote Similarity NPC300442
0.6615 Remote Similarity NPC230070
0.6615 Remote Similarity NPC87828
0.6615 Remote Similarity NPC95958
0.6615 Remote Similarity NPC9880
0.6613 Remote Similarity NPC202146
0.6613 Remote Similarity NPC32222
0.661 Remote Similarity NPC294858
0.6607 Remote Similarity NPC144891
0.6575 Remote Similarity NPC478130
0.6575 Remote Similarity NPC477508
0.6571 Remote Similarity NPC472741
0.6552 Remote Similarity NPC147343
0.6552 Remote Similarity NPC287550
0.6552 Remote Similarity NPC198540
0.6552 Remote Similarity NPC84030
0.6552 Remote Similarity NPC176309
0.6552 Remote Similarity NPC223468
0.6538 Remote Similarity NPC475388
0.6538 Remote Similarity NPC475849
0.6533 Remote Similarity NPC477227
0.6533 Remote Similarity NPC302578
0.6533 Remote Similarity NPC185915
0.6533 Remote Similarity NPC128951
0.6533 Remote Similarity NPC192046
0.6533 Remote Similarity NPC105208
0.6533 Remote Similarity NPC264602
0.6522 Remote Similarity NPC142712
0.6522 Remote Similarity NPC272125
0.6515 Remote Similarity NPC66145
0.6515 Remote Similarity NPC475412
0.6494 Remote Similarity NPC471656
0.6479 Remote Similarity NPC99264
0.6479 Remote Similarity NPC324607
0.6479 Remote Similarity NPC321732
0.6479 Remote Similarity NPC129829
0.6479 Remote Similarity NPC254037
0.6479 Remote Similarity NPC66407
0.6471 Remote Similarity NPC128608
0.6456 Remote Similarity NPC474266
0.6456 Remote Similarity NPC2572
0.6456 Remote Similarity NPC29342
0.6447 Remote Similarity NPC147993
0.6447 Remote Similarity NPC18857
0.6447 Remote Similarity NPC67657
0.6447 Remote Similarity NPC471769
0.6438 Remote Similarity NPC470660
0.6438 Remote Similarity NPC14352
0.6438 Remote Similarity NPC470610
0.6438 Remote Similarity NPC234527
0.6438 Remote Similarity NPC310766
0.6438 Remote Similarity NPC470659
0.6429 Remote Similarity NPC477791
0.6429 Remote Similarity NPC308522
0.6429 Remote Similarity NPC74885
0.6418 Remote Similarity NPC15152
0.6418 Remote Similarity NPC83088
0.6418 Remote Similarity NPC475807
0.6415 Remote Similarity NPC177022
0.641 Remote Similarity NPC77311
0.64 Remote Similarity NPC310643
0.6389 Remote Similarity NPC231945
0.6389 Remote Similarity NPC470041
0.6389 Remote Similarity NPC282454
0.6389 Remote Similarity NPC471781
0.6389 Remote Similarity NPC192192
0.6377 Remote Similarity NPC80463
0.6375 Remote Similarity NPC474156
0.6375 Remote Similarity NPC242016
0.6351 Remote Similarity NPC10476
0.6351 Remote Similarity NPC309178
0.6351 Remote Similarity NPC192501
0.6351 Remote Similarity NPC228994
0.6351 Remote Similarity NPC472854
0.6351 Remote Similarity NPC472944
0.6351 Remote Similarity NPC48795
0.6351 Remote Similarity NPC472945
0.6349 Remote Similarity NPC53209
0.6338 Remote Similarity NPC224532
0.6329 Remote Similarity NPC212340
0.6324 Remote Similarity NPC211291
0.6324 Remote Similarity NPC133368
0.6316 Remote Similarity NPC475031
0.6316 Remote Similarity NPC474404
0.6308 Remote Similarity NPC236588
0.6308 Remote Similarity NPC135438
0.6301 Remote Similarity NPC473267
0.6301 Remote Similarity NPC109457
0.6301 Remote Similarity NPC157777
0.6301 Remote Similarity NPC1340
0.6301 Remote Similarity NPC131506
0.6301 Remote Similarity NPC470071
0.6301 Remote Similarity NPC127094
0.6301 Remote Similarity NPC127283
0.6301 Remote Similarity NPC8004
0.6301 Remote Similarity NPC157422
0.6301 Remote Similarity NPC187471
0.6301 Remote Similarity NPC252182
0.6301 Remote Similarity NPC100586
0.6269 Remote Similarity NPC252809
0.6269 Remote Similarity NPC162109

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC291147 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
0.6857 Remote Similarity NPD4787 Phase 1
0.6714 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6615 Remote Similarity NPD3198 Approved
0.6552 Remote Similarity NPD385 Approved
0.6552 Remote Similarity NPD384 Approved
0.6479 Remote Similarity NPD3698 Phase 2
0.6389 Remote Similarity NPD4244 Approved
0.6389 Remote Similarity NPD4245 Approved
0.6377 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6133 Remote Similarity NPD6924 Approved
0.6133 Remote Similarity NPD6926 Approved
0.6102 Remote Similarity NPD388 Approved
0.6102 Remote Similarity NPD386 Approved
0.6081 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6081 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6076 Remote Similarity NPD4748 Discontinued
0.6053 Remote Similarity NPD3702 Approved
0.6027 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6027 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5974 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5974 Remote Similarity NPD6933 Approved
0.5946 Remote Similarity NPD4789 Approved
0.5921 Remote Similarity NPD6113 Clinical (unspecified phase)
0.589 Remote Similarity NPD6705 Phase 1
0.5875 Remote Similarity NPD6930 Phase 2
0.5875 Remote Similarity NPD6931 Approved
0.5875 Remote Similarity NPD6928 Phase 2
0.5862 Remote Similarity NPD1462 Approved
0.5789 Remote Similarity NPD1460 Approved
0.5775 Remote Similarity NPD371 Approved
0.5769 Remote Similarity NPD6117 Approved
0.575 Remote Similarity NPD6929 Approved
0.5696 Remote Similarity NPD6116 Phase 1
0.5696 Remote Similarity NPD6932 Approved
0.5679 Remote Similarity NPD7525 Registered
0.5676 Remote Similarity NPD5360 Phase 3
0.5676 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5672 Remote Similarity NPD586 Phase 1
0.5663 Remote Similarity NPD6695 Phase 3
0.5663 Remote Similarity NPD4788 Approved
0.5658 Remote Similarity NPD4243 Approved
0.5641 Remote Similarity NPD6942 Approved
0.5641 Remote Similarity NPD3703 Phase 2
0.5641 Remote Similarity NPD7339 Approved
0.5625 Remote Similarity NPD6115 Approved
0.5625 Remote Similarity NPD6118 Approved
0.5625 Remote Similarity NPD6697 Approved
0.5625 Remote Similarity NPD6114 Approved
0.561 Remote Similarity NPD6902 Approved
0.5606 Remote Similarity NPD3729 Clinical (unspecified phase)
0.56 Remote Similarity NPD6922 Approved
0.56 Remote Similarity NPD6923 Approved

Structure

External Identifiers

PubChem CID   11288278
ChEMBL   CHEMBL455100
ZINC  

Physicochemical Properties

Molecular Weight:  254.19
ALogP:  -0.5983
MLogP:  2.78
XLogP:  1.439
# Rotatable Bonds:  7
Polar Surface Area:  60.69
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  18

Download Data

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