Natural Product: NPC95124

Natural Product ID:  NPC95124
Common Name:   Wilsonol A
IUPAC Name:   (1S,2S,3R,4R)-4-[(E,3S)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohexane-1,2,4-triol
Synonyms:  
Molecular Formula:   C13H24O4
Standard InCHIKey:  GOTQJVUEKCNRKB-MVIYIDSYSA-N
Standard InCHI:  InChI=1S/C13H24O4/c1-8(14)5-6-13(17)9(2)11(16)10(15)7-12(13,3)4/h5-6,8-11,14-17H,7H2,1-4H3/b6-5+/t8-,9+,10-,11-,13+/m0/s1
Canonical SMILES:  C[C@@H](/C=C/[C@@]1(O)[C@H](C)[C@H](O)[C@H](CC1(C)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
NPO32875 cinnamomum wilsonii Species Lauraceae Eukaryota Leaves PMID[23822611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 8277308
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 10.6019/CHEMBL1201861
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 8450319
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 10000 nM 10.1021/np50041a029
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM DrugMatrix in vitro pharmacology data

  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 NPC95124 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
1.0 High Similarity NPC471266
0.9867 High Similarity NPC471270
0.9733 High Similarity NPC236707
0.9125 High Similarity NPC471267
0.9114 High Similarity NPC185605
0.8919 High Similarity NPC471271
0.8919 High Similarity NPC471272
0.8919 High Similarity NPC471268
0.8642 High Similarity NPC471987
0.8519 High Similarity NPC259858
0.8514 High Similarity NPC471238
0.8395 Intermediate Similarity NPC249423
0.8276 Intermediate Similarity NPC97404
0.8276 Intermediate Similarity NPC41554
0.8276 Intermediate Similarity NPC275671
0.8256 Intermediate Similarity NPC187785
0.8256 Intermediate Similarity NPC259875
0.8256 Intermediate Similarity NPC115607
0.8161 Intermediate Similarity NPC3345
0.8161 Intermediate Similarity NPC204188
0.8161 Intermediate Similarity NPC291484
0.8161 Intermediate Similarity NPC80561
0.8161 Intermediate Similarity NPC11216
0.8161 Intermediate Similarity NPC329596
0.814 Intermediate Similarity NPC133588
0.8125 Intermediate Similarity NPC149550
0.8125 Intermediate Similarity NPC85105
0.8118 Intermediate Similarity NPC299068
0.8095 Intermediate Similarity NPC83702
0.8049 Intermediate Similarity NPC96362
0.8049 Intermediate Similarity NPC287749
0.8046 Intermediate Similarity NPC97103
0.8046 Intermediate Similarity NPC470361
0.8046 Intermediate Similarity NPC109744
0.8022 Intermediate Similarity NPC120446
0.8022 Intermediate Similarity NPC477226
0.8 Intermediate Similarity NPC253190
0.8 Intermediate Similarity NPC470360
0.7978 Intermediate Similarity NPC310013
0.7978 Intermediate Similarity NPC119379
0.7975 Intermediate Similarity NPC306727
0.7955 Intermediate Similarity NPC475751
0.7955 Intermediate Similarity NPC473956
0.7955 Intermediate Similarity NPC191323
0.7952 Intermediate Similarity NPC476646
0.7949 Intermediate Similarity NPC23954
0.7949 Intermediate Similarity NPC477792
0.7949 Intermediate Similarity NPC164022
0.7931 Intermediate Similarity NPC474668
0.7912 Intermediate Similarity NPC288970
0.7912 Intermediate Similarity NPC103165
0.7912 Intermediate Similarity NPC210717
0.7907 Intermediate Similarity NPC255143
0.7895 Intermediate Similarity NPC476650
0.7875 Intermediate Similarity NPC32832
0.7848 Intermediate Similarity NPC95165
0.7848 Intermediate Similarity NPC265485
0.7848 Intermediate Similarity NPC220939
0.7841 Intermediate Similarity NPC473100
0.7821 Intermediate Similarity NPC283316
0.7816 Intermediate Similarity NPC186145
0.7816 Intermediate Similarity NPC474657
0.7816 Intermediate Similarity NPC470620
0.7816 Intermediate Similarity NPC476948
0.7805 Intermediate Similarity NPC475980
0.7791 Intermediate Similarity NPC290731
0.7778 Intermediate Similarity NPC63958
0.7778 Intermediate Similarity NPC265588
0.7765 Intermediate Similarity NPC477978
0.7753 Intermediate Similarity NPC473099
0.775 Intermediate Similarity NPC201048
0.775 Intermediate Similarity NPC476366
0.7727 Intermediate Similarity NPC475605
0.7727 Intermediate Similarity NPC280556
0.7727 Intermediate Similarity NPC4574
0.7727 Intermediate Similarity NPC212596
0.7727 Intermediate Similarity NPC475664
0.7722 Intermediate Similarity NPC242992
0.7701 Intermediate Similarity NPC175145
0.7701 Intermediate Similarity NPC237344
0.7701 Intermediate Similarity NPC476217
0.7701 Intermediate Similarity NPC261266
0.7701 Intermediate Similarity NPC475069
0.7701 Intermediate Similarity NPC6605
0.7701 Intermediate Similarity NPC139724
0.7701 Intermediate Similarity NPC6391
0.7692 Intermediate Similarity NPC473258
0.7692 Intermediate Similarity NPC65402
0.7692 Intermediate Similarity NPC127718
0.7692 Intermediate Similarity NPC234511
0.7684 Intermediate Similarity NPC214277
0.7683 Intermediate Similarity NPC31037
0.7683 Intermediate Similarity NPC470711
0.7683 Intermediate Similarity NPC470758
0.7683 Intermediate Similarity NPC477924
0.7683 Intermediate Similarity NPC130136
0.7654 Intermediate Similarity NPC133580
0.764 Intermediate Similarity NPC49783
0.764 Intermediate Similarity NPC101886
0.7634 Intermediate Similarity NPC316604
0.7634 Intermediate Similarity NPC476040
0.7634 Intermediate Similarity NPC261807
0.7634 Intermediate Similarity NPC474994
0.7634 Intermediate Similarity NPC476021
0.7614 Intermediate Similarity NPC189777
0.7614 Intermediate Similarity NPC304083
0.7609 Intermediate Similarity NPC8774
0.7595 Intermediate Similarity NPC92801
0.759 Intermediate Similarity NPC83351
0.759 Intermediate Similarity NPC167891
0.759 Intermediate Similarity NPC11908
0.7586 Intermediate Similarity NPC298595
0.7564 Intermediate Similarity NPC266578
0.7564 Intermediate Similarity NPC245795
0.7564 Intermediate Similarity NPC96484
0.7564 Intermediate Similarity NPC244790
0.7561 Intermediate Similarity NPC167873
0.7561 Intermediate Similarity NPC470749
0.7561 Intermediate Similarity NPC1973
0.7561 Intermediate Similarity NPC477925
0.7561 Intermediate Similarity NPC274079
0.7558 Intermediate Similarity NPC211135
0.7558 Intermediate Similarity NPC159168
0.7558 Intermediate Similarity NPC320548
0.7558 Intermediate Similarity NPC85095
0.7558 Intermediate Similarity NPC79945
0.7558 Intermediate Similarity NPC207013
0.7558 Intermediate Similarity NPC216420
0.7558 Intermediate Similarity NPC253402
0.7556 Intermediate Similarity NPC470390
0.7556 Intermediate Similarity NPC192437
0.7556 Intermediate Similarity NPC270511
0.7556 Intermediate Similarity NPC245410
0.7556 Intermediate Similarity NPC14380
0.7553 Intermediate Similarity NPC312325
0.7532 Intermediate Similarity NPC267027
0.7531 Intermediate Similarity NPC91858
0.7528 Intermediate Similarity NPC67872
0.7527 Intermediate Similarity NPC12103
0.7527 Intermediate Similarity NPC156912
0.7527 Intermediate Similarity NPC98457
0.7527 Intermediate Similarity NPC90583
0.7527 Intermediate Similarity NPC227583
0.7527 Intermediate Similarity NPC471903
0.75 Intermediate Similarity NPC477605
0.75 Intermediate Similarity NPC196227
0.75 Intermediate Similarity NPC167706
0.75 Intermediate Similarity NPC269058
0.75 Intermediate Similarity NPC71520
0.75 Intermediate Similarity NPC201273
0.7474 Intermediate Similarity NPC38855
0.7473 Intermediate Similarity NPC114389
0.7473 Intermediate Similarity NPC116726
0.7471 Intermediate Similarity NPC102048
0.7471 Intermediate Similarity NPC205845
0.7471 Intermediate Similarity NPC238992
0.7471 Intermediate Similarity NPC185568
0.747 Intermediate Similarity NPC91594
0.747 Intermediate Similarity NPC471798
0.7468 Intermediate Similarity NPC473893
0.7468 Intermediate Similarity NPC9942
0.7447 Intermediate Similarity NPC476893
0.7447 Intermediate Similarity NPC92231
0.7447 Intermediate Similarity NPC34732
0.7447 Intermediate Similarity NPC240372
0.7444 Intermediate Similarity NPC138974
0.7444 Intermediate Similarity NPC128066
0.7444 Intermediate Similarity NPC314727
0.7442 Intermediate Similarity NPC47763
0.7442 Intermediate Similarity NPC471408
0.7442 Intermediate Similarity NPC218616
0.7442 Intermediate Similarity NPC30166
0.7442 Intermediate Similarity NPC296701
0.7442 Intermediate Similarity NPC155521
0.7442 Intermediate Similarity NPC87489
0.7439 Intermediate Similarity NPC66566
0.7439 Intermediate Similarity NPC477923
0.7439 Intermediate Similarity NPC291503
0.7436 Intermediate Similarity NPC82337
0.7436 Intermediate Similarity NPC253303
0.7436 Intermediate Similarity NPC163290
0.7436 Intermediate Similarity NPC185874
0.7436 Intermediate Similarity NPC269077
0.7436 Intermediate Similarity NPC139207
0.7419 Intermediate Similarity NPC476245
0.7419 Intermediate Similarity NPC272617
0.7419 Intermediate Similarity NPC266899
0.7416 Intermediate Similarity NPC233744
0.7407 Intermediate Similarity NPC259049
0.7407 Intermediate Similarity NPC68443
0.7403 Intermediate Similarity NPC471200
0.7403 Intermediate Similarity NPC287339
0.7396 Intermediate Similarity NPC235920
0.7396 Intermediate Similarity NPC96784
0.7391 Intermediate Similarity NPC27531
0.7391 Intermediate Similarity NPC110022
0.7381 Intermediate Similarity NPC148977
0.7375 Intermediate Similarity NPC189745
0.7375 Intermediate Similarity NPC34834
0.7368 Intermediate Similarity NPC476895

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC95124 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
0.7416 Intermediate Similarity NPD7524 Approved
0.7396 Intermediate Similarity NPD5344 Discontinued
0.7273 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD6930 Phase 2
0.7209 Intermediate Similarity NPD7525 Registered
0.7209 Intermediate Similarity NPD6931 Approved
0.7209 Intermediate Similarity NPD7514 Phase 3
0.7209 Intermediate Similarity NPD7332 Phase 2
0.7159 Intermediate Similarity NPD6695 Phase 3
0.7093 Intermediate Similarity NPD6929 Approved
0.7024 Intermediate Similarity NPD8264 Approved
0.7013 Intermediate Similarity NPD368 Approved
0.6977 Remote Similarity NPD7145 Approved
0.6939 Remote Similarity NPD6648 Approved
0.6932 Remote Similarity NPD6902 Approved
0.6897 Remote Similarity NPD7645 Phase 2
0.686 Remote Similarity NPD5776 Phase 2
0.686 Remote Similarity NPD6925 Approved
0.686 Remote Similarity NPD6932 Approved
0.6848 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7750 Discontinued
0.6813 Remote Similarity NPD6893 Approved
0.6809 Remote Similarity NPD3168 Discontinued
0.6786 Remote Similarity NPD4732 Discontinued
0.6744 Remote Similarity NPD6933 Approved
0.6742 Remote Similarity NPD6898 Phase 1
0.6667 Remote Similarity NPD4225 Approved
0.6625 Remote Similarity NPD371 Approved
0.6591 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6571 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7087 Discontinued
0.6552 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6517 Remote Similarity NPD6683 Phase 2
0.6512 Remote Similarity NPD6926 Approved
0.6512 Remote Similarity NPD6924 Approved
0.6486 Remote Similarity NPD7516 Approved
0.6476 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5211 Phase 2
0.6444 Remote Similarity NPD7509 Discontinued
0.6437 Remote Similarity NPD7339 Approved
0.6437 Remote Similarity NPD6942 Approved
0.6436 Remote Similarity NPD7640 Approved
0.6436 Remote Similarity NPD7639 Approved
0.6396 Remote Similarity NPD7328 Approved
0.6396 Remote Similarity NPD7327 Approved
0.6392 Remote Similarity NPD7637 Suspended
0.6355 Remote Similarity NPD4634 Approved
0.6346 Remote Similarity NPD5141 Approved
0.6337 Remote Similarity NPD7638 Approved
0.6289 Remote Similarity NPD7136 Phase 2
0.6279 Remote Similarity NPD7150 Approved
0.6279 Remote Similarity NPD7152 Approved
0.6279 Remote Similarity NPD7151 Approved
0.6275 Remote Similarity NPD5286 Approved
0.6275 Remote Similarity NPD5285 Approved
0.6275 Remote Similarity NPD4696 Approved
0.6264 Remote Similarity NPD4821 Approved
0.6264 Remote Similarity NPD4819 Approved
0.6264 Remote Similarity NPD4820 Approved
0.6264 Remote Similarity NPD4822 Approved
0.6238 Remote Similarity NPD4755 Approved
0.6235 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6234 Remote Similarity NPD342 Phase 1
0.6214 Remote Similarity NPD4159 Approved
0.6211 Remote Similarity NPD3618 Phase 1
0.6204 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7143 Approved
0.6163 Remote Similarity NPD7144 Approved
0.6162 Remote Similarity NPD4202 Approved
0.6162 Remote Similarity NPD5779 Approved
0.6162 Remote Similarity NPD5778 Approved
0.6154 Remote Similarity NPD5225 Approved
0.6154 Remote Similarity NPD5226 Approved
0.6154 Remote Similarity NPD3653 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4633 Approved
0.6154 Remote Similarity NPD5224 Approved
0.6132 Remote Similarity NPD5357 Phase 1
0.6129 Remote Similarity NPD3667 Approved
0.6117 Remote Similarity NPD4700 Approved
0.6095 Remote Similarity NPD5174 Approved
0.6095 Remote Similarity NPD5175 Approved
0.6087 Remote Similarity NPD8379 Approved
0.6087 Remote Similarity NPD8335 Approved
0.6087 Remote Similarity NPD4748 Discontinued
0.6087 Remote Similarity NPD8378 Approved
0.6087 Remote Similarity NPD8380 Approved
0.6087 Remote Similarity NPD8296 Approved
0.6061 Remote Similarity NPD6079 Approved
0.6061 Remote Similarity NPD7515 Phase 2
0.6058 Remote Similarity NPD5223 Approved
0.6047 Remote Similarity NPD6923 Approved
0.6047 Remote Similarity NPD6922 Approved
0.6044 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4268 Approved
0.6044 Remote Similarity NPD4271 Approved
0.6036 Remote Similarity NPD4632 Approved
0.602 Remote Similarity NPD5328 Approved
0.6019 Remote Similarity NPD6686 Approved
0.6018 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD8294 Approved
0.6 Remote Similarity NPD8377 Approved
0.6 Remote Similarity NPD4786 Approved
0.5981 Remote Similarity NPD6640 Phase 3
0.598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.598 Remote Similarity NPD5221 Approved
0.598 Remote Similarity NPD5222 Approved
0.5977 Remote Similarity NPD7532 Clinical (unspecified phase)
0.596 Remote Similarity NPD7838 Discovery
0.5955 Remote Similarity NPD4785 Approved
0.5955 Remote Similarity NPD4784 Approved
0.5949 Remote Similarity NPD4219 Approved
0.5948 Remote Similarity NPD8033 Approved
0.5948 Remote Similarity NPD7503 Approved
0.5938 Remote Similarity NPD1696 Phase 3
0.5926 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5926 Remote Similarity NPD5697 Approved
0.5922 Remote Similarity NPD5173 Approved
0.5914 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4243 Approved
0.59 Remote Similarity NPD7983 Approved
0.5876 Remote Similarity NPD4249 Approved
0.5876 Remote Similarity NPD4519 Discontinued
0.5876 Remote Similarity NPD4623 Approved
0.5872 Remote Similarity NPD6899 Approved
0.5872 Remote Similarity NPD4730 Approved
0.5872 Remote Similarity NPD4729 Approved
0.5872 Remote Similarity NPD6881 Approved
0.5862 Remote Similarity NPD6319 Approved
0.5859 Remote Similarity NPD4753 Phase 2
0.5849 Remote Similarity NPD7632 Discontinued
0.5833 Remote Similarity NPD6675 Approved
0.5833 Remote Similarity NPD3665 Phase 1
0.5833 Remote Similarity NPD7128 Approved
0.5833 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD6402 Approved
0.5833 Remote Similarity NPD3133 Approved
0.5833 Remote Similarity NPD4767 Approved
0.5833 Remote Similarity NPD3666 Approved
0.5833 Remote Similarity NPD4768 Approved
0.5825 Remote Similarity NPD4697 Phase 3
0.5818 Remote Similarity NPD6013 Approved
0.5818 Remote Similarity NPD6012 Approved
0.5818 Remote Similarity NPD6014 Approved
0.5818 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4250 Approved
0.5816 Remote Similarity NPD4251 Approved
0.5812 Remote Similarity NPD6921 Approved
0.5806 Remote Similarity NPD4195 Approved
0.5804 Remote Similarity NPD8297 Approved
0.58 Remote Similarity NPD6698 Approved
0.58 Remote Similarity NPD46 Approved
0.5794 Remote Similarity NPD4754 Approved
0.5784 Remote Similarity NPD5282 Discontinued
0.5784 Remote Similarity NPD7748 Approved
0.578 Remote Similarity NPD5701 Approved
0.578 Remote Similarity NPD6412 Phase 2
0.5769 Remote Similarity NPD7902 Approved
0.5766 Remote Similarity NPD5247 Approved
0.5766 Remote Similarity NPD7102 Approved
0.5766 Remote Similarity NPD5250 Approved
0.5766 Remote Similarity NPD6883 Approved
0.5766 Remote Similarity NPD5249 Phase 3
0.5766 Remote Similarity NPD5248 Approved
0.5766 Remote Similarity NPD7290 Approved
0.5766 Remote Similarity NPD5251 Approved
0.575 Remote Similarity NPD7507 Approved
0.5743 Remote Similarity NPD6411 Approved
0.5739 Remote Similarity NPD6009 Approved
0.5738 Remote Similarity NPD7319 Approved
0.5729 Remote Similarity NPD6110 Phase 1
0.5728 Remote Similarity NPD5210 Approved
0.5728 Remote Similarity NPD4629 Approved
0.5727 Remote Similarity NPD6011 Approved
0.5727 Remote Similarity NPD5128 Approved
0.5727 Remote Similarity NPD7320 Approved
0.5726 Remote Similarity NPD6054 Approved
0.5714 Remote Similarity NPD5275 Approved
0.5714 Remote Similarity NPD6869 Approved
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD6847 Approved
0.5714 Remote Similarity NPD5217 Approved
0.5714 Remote Similarity NPD8130 Phase 1
0.5714 Remote Similarity NPD6617 Approved
0.5714 Remote Similarity NPD5290 Discontinued
0.5714 Remote Similarity NPD5216 Approved
0.5714 Remote Similarity NPD6650 Approved
0.5714 Remote Similarity NPD5215 Approved
0.5714 Remote Similarity NPD4190 Phase 3
0.5714 Remote Similarity NPD5279 Phase 3
0.5686 Remote Similarity NPD6399 Phase 3
0.5678 Remote Similarity NPD6015 Approved
0.5678 Remote Similarity NPD6016 Approved
0.5676 Remote Similarity NPD6373 Approved
0.5676 Remote Similarity NPD6372 Approved
0.567 Remote Similarity NPD3668 Phase 3
0.5664 Remote Similarity NPD6882 Approved
0.563 Remote Similarity NPD5988 Approved
0.563 Remote Similarity NPD6370 Approved
0.5625 Remote Similarity NPD4270 Approved
0.5625 Remote Similarity NPD6371 Approved

Structure

External Identifiers

PubChem CID   71746438
ChEMBL   CHEMBL2407692
ZINC  

Physicochemical Properties

Molecular Weight:  244.17
ALogP:  -0.6482
MLogP:  2.45
XLogP:  0.646
# Rotatable Bonds:  10
Polar Surface Area:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  17

Download Data

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