Natural Product: NPC476245

Natural Product ID:  NPC476245
Common Name:   Illioliganone A
IUPAC Name:   (1R,3R,5R)-3,5-dihydroxy-2,2-dimethyl-7-prop-2-enylbicyclo[3.3.1]non-6-ene-8,9-dione
Synonyms:   Illioliganone A
Molecular Formula:   C14H18O4
Standard InCHIKey:  LIYISVHVFBWRLD-RULNRJAQSA-N
Standard InCHI:  InChI=1S/C14H18O4/c1-4-5-8-6-14(18)7-9(15)13(2,3)10(11(8)16)12(14)17/h4,6,9-10,15,18H,1,5,7H2,2-3H3/t9-,10-,14+/m1/s1
Canonical SMILES:  C=CCC1=C[C@]2(O)C[C@H](C([C@H](C1=O)C2=O)(C)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
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota Stem barks PMID[19496609]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = -7.7 % 26900659

  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 NPC476245 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
0.8925 High Similarity NPC272617
0.8866 High Similarity NPC247957
0.8866 High Similarity NPC249187
0.8804 High Similarity NPC116726
0.8696 High Similarity NPC134321
0.8696 High Similarity NPC473099
0.8687 High Similarity NPC257353
0.8617 High Similarity NPC196227
0.8587 High Similarity NPC473100
0.8586 High Similarity NPC72255
0.8495 Intermediate Similarity NPC128672
0.8462 Intermediate Similarity NPC472985
0.8462 Intermediate Similarity NPC472986
0.8421 Intermediate Similarity NPC103527
0.8409 Intermediate Similarity NPC172013
0.8404 Intermediate Similarity NPC472978
0.8387 Intermediate Similarity NPC472983
0.8351 Intermediate Similarity NPC471916
0.8333 Intermediate Similarity NPC271195
0.8333 Intermediate Similarity NPC180950
0.8333 Intermediate Similarity NPC64600
0.83 Intermediate Similarity NPC478057
0.8295 Intermediate Similarity NPC308038
0.8283 Intermediate Similarity NPC112613
0.8283 Intermediate Similarity NPC207885
0.8283 Intermediate Similarity NPC470184
0.8265 Intermediate Similarity NPC103051
0.8261 Intermediate Similarity NPC94666
0.8261 Intermediate Similarity NPC472974
0.8247 Intermediate Similarity NPC202833
0.8229 Intermediate Similarity NPC217624
0.8229 Intermediate Similarity NPC299100
0.8229 Intermediate Similarity NPC181393
0.8222 Intermediate Similarity NPC38796
0.8222 Intermediate Similarity NPC158411
0.8222 Intermediate Similarity NPC93590
0.8211 Intermediate Similarity NPC252433
0.8191 Intermediate Similarity NPC314727
0.8191 Intermediate Similarity NPC472973
0.8182 Intermediate Similarity NPC154072
0.8119 Intermediate Similarity NPC131366
0.8119 Intermediate Similarity NPC311612
0.8113 Intermediate Similarity NPC474271
0.8111 Intermediate Similarity NPC226068
0.8105 Intermediate Similarity NPC230332
0.809 Intermediate Similarity NPC281138
0.8085 Intermediate Similarity NPC104560
0.8085 Intermediate Similarity NPC48107
0.8085 Intermediate Similarity NPC471791
0.8085 Intermediate Similarity NPC471793
0.8081 Intermediate Similarity NPC191565
0.8077 Intermediate Similarity NPC87335
0.8077 Intermediate Similarity NPC163004
0.8077 Intermediate Similarity NPC214644
0.8068 Intermediate Similarity NPC74995
0.8068 Intermediate Similarity NPC203403
0.8068 Intermediate Similarity NPC266193
0.8068 Intermediate Similarity NPC197659
0.8068 Intermediate Similarity NPC34110
0.8068 Intermediate Similarity NPC257666
0.8065 Intermediate Similarity NPC194417
0.8061 Intermediate Similarity NPC249954
0.8061 Intermediate Similarity NPC117133
0.8058 Intermediate Similarity NPC477916
0.8058 Intermediate Similarity NPC185
0.8041 Intermediate Similarity NPC472977
0.8041 Intermediate Similarity NPC474690
0.8041 Intermediate Similarity NPC196485
0.8041 Intermediate Similarity NPC472976
0.8041 Intermediate Similarity NPC8993
0.8041 Intermediate Similarity NPC245972
0.8021 Intermediate Similarity NPC73457
0.8021 Intermediate Similarity NPC475806
0.8021 Intermediate Similarity NPC131872
0.8021 Intermediate Similarity NPC233116
0.8021 Intermediate Similarity NPC172101
0.802 Intermediate Similarity NPC293753
0.802 Intermediate Similarity NPC87351
0.8 Intermediate Similarity NPC144956
0.8 Intermediate Similarity NPC327431
0.8 Intermediate Similarity NPC157895
0.8 Intermediate Similarity NPC104120
0.8 Intermediate Similarity NPC148685
0.8 Intermediate Similarity NPC474918
0.8 Intermediate Similarity NPC472301
0.7981 Intermediate Similarity NPC65941
0.798 Intermediate Similarity NPC474938
0.798 Intermediate Similarity NPC91695
0.798 Intermediate Similarity NPC70145
0.798 Intermediate Similarity NPC273269
0.798 Intermediate Similarity NPC474785
0.7978 Intermediate Similarity NPC62336
0.7961 Intermediate Similarity NPC166607
0.7959 Intermediate Similarity NPC316215
0.7959 Intermediate Similarity NPC259286
0.7959 Intermediate Similarity NPC266899
0.7957 Intermediate Similarity NPC70685
0.7957 Intermediate Similarity NPC471267
0.7957 Intermediate Similarity NPC476426
0.7955 Intermediate Similarity NPC263582
0.7955 Intermediate Similarity NPC151622
0.7955 Intermediate Similarity NPC186554
0.7955 Intermediate Similarity NPC76966
0.7955 Intermediate Similarity NPC7629
0.7955 Intermediate Similarity NPC472305
0.7944 Intermediate Similarity NPC73300
0.7944 Intermediate Similarity NPC108721
0.7941 Intermediate Similarity NPC476848
0.7941 Intermediate Similarity NPC111323
0.7935 Intermediate Similarity NPC169941
0.7935 Intermediate Similarity NPC297398
0.7935 Intermediate Similarity NPC251475
0.7935 Intermediate Similarity NPC105173
0.7921 Intermediate Similarity NPC115862
0.7921 Intermediate Similarity NPC118964
0.7921 Intermediate Similarity NPC282524
0.79 Intermediate Similarity NPC478056
0.79 Intermediate Similarity NPC216478
0.7895 Intermediate Similarity NPC473229
0.7889 Intermediate Similarity NPC19900
0.7885 Intermediate Similarity NPC83744
0.7885 Intermediate Similarity NPC472925
0.7879 Intermediate Similarity NPC301534
0.7879 Intermediate Similarity NPC250757
0.7879 Intermediate Similarity NPC134072
0.7879 Intermediate Similarity NPC61369
0.7879 Intermediate Similarity NPC469545
0.7879 Intermediate Similarity NPC234993
0.7879 Intermediate Similarity NPC94337
0.7879 Intermediate Similarity NPC5532
0.7872 Intermediate Similarity NPC473226
0.7872 Intermediate Similarity NPC179591
0.7864 Intermediate Similarity NPC209502
0.7864 Intermediate Similarity NPC204833
0.7864 Intermediate Similarity NPC160843
0.7857 Intermediate Similarity NPC471207
0.7857 Intermediate Similarity NPC23170
0.7857 Intermediate Similarity NPC478089
0.7849 Intermediate Similarity NPC476412
0.7849 Intermediate Similarity NPC40687
0.7849 Intermediate Similarity NPC470812
0.7843 Intermediate Similarity NPC478176
0.7843 Intermediate Similarity NPC234892
0.7843 Intermediate Similarity NPC476081
0.7835 Intermediate Similarity NPC99380
0.7835 Intermediate Similarity NPC185936
0.7835 Intermediate Similarity NPC472975
0.7835 Intermediate Similarity NPC473998
0.7835 Intermediate Similarity NPC168027
0.783 Intermediate Similarity NPC5103
0.7826 Intermediate Similarity NPC48362
0.7826 Intermediate Similarity NPC103486
0.7822 Intermediate Similarity NPC470074
0.7822 Intermediate Similarity NPC472972
0.7822 Intermediate Similarity NPC474720
0.7818 Intermediate Similarity NPC21326
0.7812 Intermediate Similarity NPC36668
0.7812 Intermediate Similarity NPC118011
0.7812 Intermediate Similarity NPC475108
0.7812 Intermediate Similarity NPC119416
0.7812 Intermediate Similarity NPC309603
0.7812 Intermediate Similarity NPC473999
0.781 Intermediate Similarity NPC476479
0.781 Intermediate Similarity NPC329417
0.781 Intermediate Similarity NPC322903
0.7802 Intermediate Similarity NPC469637
0.7802 Intermediate Similarity NPC476809
0.7802 Intermediate Similarity NPC471514
0.78 Intermediate Similarity NPC470522
0.78 Intermediate Similarity NPC135685
0.78 Intermediate Similarity NPC108078
0.78 Intermediate Similarity NPC320306
0.78 Intermediate Similarity NPC287668
0.78 Intermediate Similarity NPC18509
0.7789 Intermediate Similarity NPC471792
0.7789 Intermediate Similarity NPC272039
0.7789 Intermediate Similarity NPC220930
0.7788 Intermediate Similarity NPC171137
0.7788 Intermediate Similarity NPC150531
0.7788 Intermediate Similarity NPC152695
0.7788 Intermediate Similarity NPC296945
0.7788 Intermediate Similarity NPC50692
0.7788 Intermediate Similarity NPC260268
0.7788 Intermediate Similarity NPC85529
0.7788 Intermediate Similarity NPC49958
0.7788 Intermediate Similarity NPC32006
0.7788 Intermediate Similarity NPC214264
0.7788 Intermediate Similarity NPC476027
0.7788 Intermediate Similarity NPC48733
0.7788 Intermediate Similarity NPC202167
0.7788 Intermediate Similarity NPC149047
0.7788 Intermediate Similarity NPC1679
0.7788 Intermediate Similarity NPC302607
0.7788 Intermediate Similarity NPC319077
0.7788 Intermediate Similarity NPC97202
0.7788 Intermediate Similarity NPC85829
0.7778 Intermediate Similarity NPC275494
0.7778 Intermediate Similarity NPC80088
0.7778 Intermediate Similarity NPC183012
0.7778 Intermediate Similarity NPC253561

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476245 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
0.82 Intermediate Similarity NPD5211 Phase 2
0.8039 Intermediate Similarity NPD5141 Approved
0.8 Intermediate Similarity NPD5286 Approved
0.8 Intermediate Similarity NPD4696 Approved
0.8 Intermediate Similarity NPD5285 Approved
0.7879 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD5222 Approved
0.7879 Intermediate Similarity NPD5221 Approved
0.7872 Intermediate Similarity NPD3618 Phase 1
0.7843 Intermediate Similarity NPD5226 Approved
0.7843 Intermediate Similarity NPD5224 Approved
0.7843 Intermediate Similarity NPD5225 Approved
0.7843 Intermediate Similarity NPD4633 Approved
0.78 Intermediate Similarity NPD5173 Approved
0.78 Intermediate Similarity NPD4755 Approved
0.7778 Intermediate Similarity NPD5210 Approved
0.7778 Intermediate Similarity NPD4629 Approved
0.7767 Intermediate Similarity NPD5175 Approved
0.7767 Intermediate Similarity NPD5174 Approved
0.7745 Intermediate Similarity NPD5223 Approved
0.77 Intermediate Similarity NPD4697 Phase 3
0.7664 Intermediate Similarity NPD4634 Approved
0.7653 Intermediate Similarity NPD6079 Approved
0.7647 Intermediate Similarity NPD4700 Approved
0.7629 Intermediate Similarity NPD4753 Phase 2
0.7547 Intermediate Similarity NPD5697 Approved
0.7477 Intermediate Similarity NPD6881 Approved
0.7477 Intermediate Similarity NPD6899 Approved
0.7477 Intermediate Similarity NPD4729 Approved
0.7477 Intermediate Similarity NPD4730 Approved
0.7475 Intermediate Similarity NPD7515 Phase 2
0.7449 Intermediate Similarity NPD5328 Approved
0.7431 Intermediate Similarity NPD6649 Approved
0.7431 Intermediate Similarity NPD6650 Approved
0.7419 Intermediate Similarity NPD4695 Discontinued
0.7407 Intermediate Similarity NPD6012 Approved
0.7407 Intermediate Similarity NPD6013 Approved
0.7407 Intermediate Similarity NPD6014 Approved
0.74 Intermediate Similarity NPD4202 Approved
0.7396 Intermediate Similarity NPD1696 Phase 3
0.7339 Intermediate Similarity NPD5251 Approved
0.7339 Intermediate Similarity NPD5249 Phase 3
0.7339 Intermediate Similarity NPD5250 Approved
0.7339 Intermediate Similarity NPD7102 Approved
0.7339 Intermediate Similarity NPD6883 Approved
0.7339 Intermediate Similarity NPD5247 Approved
0.7339 Intermediate Similarity NPD7290 Approved
0.7339 Intermediate Similarity NPD5248 Approved
0.732 Intermediate Similarity NPD5690 Phase 2
0.732 Intermediate Similarity NPD4519 Discontinued
0.732 Intermediate Similarity NPD5279 Phase 3
0.732 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD4623 Approved
0.7315 Intermediate Similarity NPD5128 Approved
0.7315 Intermediate Similarity NPD6011 Approved
0.7297 Intermediate Similarity NPD4632 Approved
0.7292 Intermediate Similarity NPD3133 Approved
0.7292 Intermediate Similarity NPD3666 Approved
0.7292 Intermediate Similarity NPD3665 Phase 1
0.729 Intermediate Similarity NPD6675 Approved
0.729 Intermediate Similarity NPD7128 Approved
0.729 Intermediate Similarity NPD4768 Approved
0.729 Intermediate Similarity NPD6402 Approved
0.729 Intermediate Similarity NPD4767 Approved
0.729 Intermediate Similarity NPD5739 Approved
0.7273 Intermediate Similarity NPD5217 Approved
0.7273 Intermediate Similarity NPD6617 Approved
0.7273 Intermediate Similarity NPD6869 Approved
0.7273 Intermediate Similarity NPD6847 Approved
0.7273 Intermediate Similarity NPD5215 Approved
0.7273 Intermediate Similarity NPD5216 Approved
0.7273 Intermediate Similarity NPD8130 Phase 1
0.7264 Intermediate Similarity NPD4754 Approved
0.7263 Intermediate Similarity NPD3667 Approved
0.7257 Intermediate Similarity NPD7115 Discovery
0.7248 Intermediate Similarity NPD6373 Approved
0.7248 Intermediate Similarity NPD6372 Approved
0.7222 Intermediate Similarity NPD5701 Approved
0.7216 Intermediate Similarity NPD1694 Approved
0.7207 Intermediate Similarity NPD6882 Approved
0.7207 Intermediate Similarity NPD8297 Approved
0.7182 Intermediate Similarity NPD5135 Approved
0.7182 Intermediate Similarity NPD5169 Approved
0.7182 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD7748 Approved
0.7156 Intermediate Similarity NPD5168 Approved
0.7156 Intermediate Similarity NPD7320 Approved
0.7143 Intermediate Similarity NPD7640 Approved
0.7143 Intermediate Similarity NPD7639 Approved
0.7117 Intermediate Similarity NPD5127 Approved
0.7115 Intermediate Similarity NPD7902 Approved
0.7115 Intermediate Similarity NPD6083 Phase 2
0.7115 Intermediate Similarity NPD6084 Phase 2
0.7113 Intermediate Similarity NPD4786 Approved
0.7113 Intermediate Similarity NPD4197 Approved
0.7105 Intermediate Similarity NPD6009 Approved
0.7087 Intermediate Similarity NPD5695 Phase 3
0.7069 Intermediate Similarity NPD6054 Approved
0.7069 Intermediate Similarity NPD6319 Approved
0.7053 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7638 Approved
0.7048 Intermediate Similarity NPD4225 Approved
0.7048 Intermediate Similarity NPD5696 Approved
0.7041 Intermediate Similarity NPD5329 Approved
0.7009 Intermediate Similarity NPD6016 Approved
0.7009 Intermediate Similarity NPD6015 Approved
0.699 Remote Similarity NPD5282 Discontinued
0.697 Remote Similarity NPD5280 Approved
0.697 Remote Similarity NPD4694 Approved
0.6949 Remote Similarity NPD6370 Approved
0.6949 Remote Similarity NPD5988 Approved
0.6937 Remote Similarity NPD4061 Clinical (unspecified phase)
0.693 Remote Similarity NPD5167 Approved
0.6907 Remote Similarity NPD4221 Approved
0.6907 Remote Similarity NPD4223 Phase 3
0.69 Remote Similarity NPD3573 Approved
0.6893 Remote Similarity NPD5779 Approved
0.6893 Remote Similarity NPD5778 Approved
0.6875 Remote Similarity NPD5955 Clinical (unspecified phase)
0.687 Remote Similarity NPD6274 Approved
0.6864 Remote Similarity NPD5983 Phase 2
0.6847 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6842 Remote Similarity NPD3617 Approved
0.6838 Remote Similarity NPD7101 Approved
0.6838 Remote Similarity NPD7100 Approved
0.6833 Remote Similarity NPD7492 Approved
0.6827 Remote Similarity NPD7900 Approved
0.6827 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6814 Remote Similarity NPD6401 Clinical (unspecified phase)
0.681 Remote Similarity NPD6317 Approved
0.6796 Remote Similarity NPD5284 Approved
0.6796 Remote Similarity NPD5281 Approved
0.678 Remote Similarity NPD6059 Approved
0.6777 Remote Similarity NPD6616 Approved
0.6768 Remote Similarity NPD3668 Phase 3
0.6752 Remote Similarity NPD6313 Approved
0.6752 Remote Similarity NPD6314 Approved
0.6752 Remote Similarity NPD6335 Approved
0.675 Remote Similarity NPD7604 Phase 2
0.6731 Remote Similarity NPD6399 Phase 3
0.6724 Remote Similarity NPD6868 Approved
0.6723 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6721 Remote Similarity NPD7078 Approved
0.6697 Remote Similarity NPD5091 Approved
0.6695 Remote Similarity NPD4522 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD6672 Approved
0.6667 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6639 Remote Similarity NPD6336 Discontinued
0.6634 Remote Similarity NPD4689 Approved
0.6634 Remote Similarity NPD4138 Approved
0.6634 Remote Similarity NPD4693 Phase 3
0.6634 Remote Similarity NPD4688 Approved
0.6634 Remote Similarity NPD4690 Approved
0.6634 Remote Similarity NPD5205 Approved
0.6612 Remote Similarity NPD8328 Phase 3
0.6607 Remote Similarity NPD6412 Phase 2
0.6607 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6606 Remote Similarity NPD5344 Discontinued
0.6602 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4195 Approved
0.6598 Remote Similarity NPD7645 Phase 2
0.6569 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6686 Approved
0.6545 Remote Similarity NPD7632 Discontinued
0.6538 Remote Similarity NPD5785 Approved
0.6535 Remote Similarity NPD5363 Approved
0.6531 Remote Similarity NPD7514 Phase 3
0.6531 Remote Similarity NPD7525 Registered
0.6531 Remote Similarity NPD6930 Phase 2
0.6531 Remote Similarity NPD7332 Phase 2
0.6531 Remote Similarity NPD6931 Approved
0.6526 Remote Similarity NPD8264 Approved
0.65 Remote Similarity NPD6110 Phase 1
0.65 Remote Similarity NPD6695 Phase 3
0.65 Remote Similarity NPD4788 Approved
0.6495 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6476 Remote Similarity NPD5693 Phase 1
0.6476 Remote Similarity NPD5694 Approved
0.6476 Remote Similarity NPD7637 Suspended
0.6476 Remote Similarity NPD6411 Approved
0.6471 Remote Similarity NPD6409 Approved
0.6471 Remote Similarity NPD7521 Approved
0.6471 Remote Similarity NPD7146 Approved
0.6471 Remote Similarity NPD5330 Approved
0.6471 Remote Similarity NPD6684 Approved
0.6471 Remote Similarity NPD7334 Approved
0.6452 Remote Similarity NPD8293 Discontinued
0.6449 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6449 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6446 Remote Similarity NPD6909 Approved
0.6446 Remote Similarity NPD6908 Approved
0.6442 Remote Similarity NPD6673 Approved
0.6442 Remote Similarity NPD6080 Approved
0.6442 Remote Similarity NPD6904 Approved
0.6436 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6929 Approved
0.6422 Remote Similarity NPD5290 Discontinued

Structure

External Identifiers

PubChem CID   44179714
ChEMBL   CHEMBL558119
ZINC  

Physicochemical Properties

Molecular Weight:  250.12
ALogP:  0.5425
MLogP:  2.56
XLogP:  0.417
# Rotatable Bonds:  6
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  18

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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