Natural Product: NPC230332

Natural Product ID:  NPC230332
Common Name:   Kanshone B
IUPAC Name:   (3aR,7R,9R,9aR,9bS)-7-hydroxy-1,1,9,9a-tetramethyl-3a,4,7,8,9,9b-hexahydronaphtho[2,1-c]dioxol-5-one
Synonyms:   Kanshone B
Molecular Formula:   C15H22O4
Standard InCHIKey:  QLASPINFLLNESN-UVBAXCRRSA-N
Standard InCHI:  InChI=1S/C15H22O4/c1-8-5-9(16)6-10-11(17)7-12-13(15(8,10)4)14(2,3)19-18-12/h6,8-9,12-13,16H,5,7H2,1-4H3/t8-,9-,12-,13+,15+/m1/s1
Canonical SMILES:  O[C@@H]1C[C@@H](C)[C@]2(C(=C1)C(=O)C[C@@H]1[C@H]2C(C)(C)OO1)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
NPO2741 Ribes sanguineum Species Grossulariaceae Eukaryota UNPD*
NPO1821 Kopsia albiflora Species Apocynaceae Eukaryota UNPD*
NPO6444 Humulus scandens Species Cannabaceae Eukaryota UNPD*
NPO5497 Stachys chinensis Species Lamiaceae Eukaryota UNPD*
NPO14809 Talaromyces avellaneus Species Trichocomaceae Eukaryota UNPD*
NPO14108 Nardostachys jatamansi Species Caprifoliaceae Eukaryota TM-MC*
NPO14108 Nardostachys jatamansi Species Caprifoliaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 11500 nM 22079762

  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 NPC230332 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
0.9048 High Similarity NPC70479
0.8778 High Similarity NPC472978
0.8667 High Similarity NPC134321
0.8667 High Similarity NPC128672
0.8588 High Similarity NPC157895
0.8588 High Similarity NPC104120
0.8588 High Similarity NPC148685
0.8556 High Similarity NPC472973
0.8506 High Similarity NPC64600
0.8471 Intermediate Similarity NPC308038
0.8427 Intermediate Similarity NPC194417
0.8409 Intermediate Similarity NPC40687
0.8387 Intermediate Similarity NPC472976
0.8387 Intermediate Similarity NPC472977
0.837 Intermediate Similarity NPC172101
0.837 Intermediate Similarity NPC252433
0.8353 Intermediate Similarity NPC62336
0.8298 Intermediate Similarity NPC316215
0.828 Intermediate Similarity NPC472930
0.828 Intermediate Similarity NPC131840
0.8247 Intermediate Similarity NPC470184
0.8242 Intermediate Similarity NPC471791
0.8242 Intermediate Similarity NPC471793
0.8222 Intermediate Similarity NPC472974
0.8222 Intermediate Similarity NPC198761
0.8222 Intermediate Similarity NPC476043
0.8211 Intermediate Similarity NPC249954
0.8202 Intermediate Similarity NPC476412
0.8191 Intermediate Similarity NPC196227
0.8182 Intermediate Similarity NPC93590
0.8182 Intermediate Similarity NPC474281
0.8172 Intermediate Similarity NPC116726
0.8172 Intermediate Similarity NPC472975
0.8161 Intermediate Similarity NPC45495
0.8161 Intermediate Similarity NPC172013
0.8152 Intermediate Similarity NPC123912
0.8152 Intermediate Similarity NPC472983
0.8118 Intermediate Similarity NPC263582
0.8105 Intermediate Similarity NPC180950
0.8105 Intermediate Similarity NPC476245
0.8105 Intermediate Similarity NPC259286
0.809 Intermediate Similarity NPC169941
0.809 Intermediate Similarity NPC105173
0.809 Intermediate Similarity NPC251475
0.8085 Intermediate Similarity NPC69454
0.8068 Intermediate Similarity NPC226068
0.8061 Intermediate Similarity NPC472924
0.8061 Intermediate Similarity NPC282524
0.8046 Intermediate Similarity NPC7232
0.8046 Intermediate Similarity NPC281138
0.8043 Intermediate Similarity NPC104560
0.8043 Intermediate Similarity NPC474854
0.8023 Intermediate Similarity NPC74995
0.8023 Intermediate Similarity NPC197659
0.8022 Intermediate Similarity NPC472985
0.8022 Intermediate Similarity NPC472986
0.8021 Intermediate Similarity NPC471463
0.8021 Intermediate Similarity NPC242848
0.8 Intermediate Similarity NPC8993
0.8 Intermediate Similarity NPC470812
0.8 Intermediate Similarity NPC299100
0.798 Intermediate Similarity NPC473424
0.7979 Intermediate Similarity NPC73457
0.7979 Intermediate Similarity NPC230623
0.7979 Intermediate Similarity NPC63748
0.7979 Intermediate Similarity NPC473998
0.7978 Intermediate Similarity NPC279186
0.7976 Intermediate Similarity NPC247586
0.7959 Intermediate Similarity NPC198880
0.7959 Intermediate Similarity NPC306856
0.7957 Intermediate Similarity NPC472970
0.7957 Intermediate Similarity NPC473100
0.7957 Intermediate Similarity NPC472971
0.7955 Intermediate Similarity NPC472301
0.7938 Intermediate Similarity NPC474343
0.7935 Intermediate Similarity NPC220930
0.7935 Intermediate Similarity NPC272039
0.7931 Intermediate Similarity NPC475994
0.7917 Intermediate Similarity NPC272617
0.7917 Intermediate Similarity NPC472932
0.7917 Intermediate Similarity NPC473170
0.7912 Intermediate Similarity NPC179006
0.7912 Intermediate Similarity NPC474853
0.7912 Intermediate Similarity NPC70685
0.7912 Intermediate Similarity NPC79573
0.7912 Intermediate Similarity NPC52628
0.7912 Intermediate Similarity NPC476426
0.79 Intermediate Similarity NPC311612
0.7895 Intermediate Similarity NPC477520
0.7895 Intermediate Similarity NPC115021
0.7889 Intermediate Similarity NPC110150
0.7889 Intermediate Similarity NPC297398
0.7889 Intermediate Similarity NPC66764
0.7872 Intermediate Similarity NPC473099
0.7865 Intermediate Similarity NPC116797
0.7864 Intermediate Similarity NPC20192
0.7857 Intermediate Similarity NPC316598
0.7849 Intermediate Similarity NPC158778
0.7849 Intermediate Similarity NPC328539
0.7843 Intermediate Similarity NPC472925
0.7841 Intermediate Similarity NPC152061
0.7835 Intermediate Similarity NPC184065
0.7835 Intermediate Similarity NPC117133
0.7826 Intermediate Similarity NPC470955
0.7822 Intermediate Similarity NPC296950
0.7816 Intermediate Similarity NPC257666
0.7816 Intermediate Similarity NPC266193
0.7816 Intermediate Similarity NPC203403
0.7816 Intermediate Similarity NPC34110
0.7812 Intermediate Similarity NPC103527
0.7812 Intermediate Similarity NPC474690
0.78 Intermediate Similarity NPC87351
0.78 Intermediate Similarity NPC477915
0.7789 Intermediate Similarity NPC472814
0.7789 Intermediate Similarity NPC185936
0.7789 Intermediate Similarity NPC475441
0.7789 Intermediate Similarity NPC177037
0.7789 Intermediate Similarity NPC475806
0.7789 Intermediate Similarity NPC168027
0.7778 Intermediate Similarity NPC227925
0.7778 Intermediate Similarity NPC474012
0.7778 Intermediate Similarity NPC117685
0.7778 Intermediate Similarity NPC476299
0.7778 Intermediate Similarity NPC476274
0.7778 Intermediate Similarity NPC144956
0.7778 Intermediate Similarity NPC287833
0.7767 Intermediate Similarity NPC65941
0.7766 Intermediate Similarity NPC309603
0.7766 Intermediate Similarity NPC472475
0.7766 Intermediate Similarity NPC275740
0.7766 Intermediate Similarity NPC472489
0.7766 Intermediate Similarity NPC472477
0.7766 Intermediate Similarity NPC86319
0.7766 Intermediate Similarity NPC473999
0.7755 Intermediate Similarity NPC474938
0.7755 Intermediate Similarity NPC273269
0.7755 Intermediate Similarity NPC287668
0.7755 Intermediate Similarity NPC18509
0.7755 Intermediate Similarity NPC474785
0.7755 Intermediate Similarity NPC253826
0.7753 Intermediate Similarity NPC233352
0.7753 Intermediate Similarity NPC287817
0.7753 Intermediate Similarity NPC74445
0.7753 Intermediate Similarity NPC471514
0.7753 Intermediate Similarity NPC824
0.7753 Intermediate Similarity NPC138492
0.7745 Intermediate Similarity NPC1679
0.7742 Intermediate Similarity NPC298904
0.7742 Intermediate Similarity NPC472324
0.7742 Intermediate Similarity NPC471792
0.7732 Intermediate Similarity NPC318282
0.7732 Intermediate Similarity NPC266899
0.7732 Intermediate Similarity NPC183012
0.7732 Intermediate Similarity NPC469995
0.7732 Intermediate Similarity NPC174948
0.7732 Intermediate Similarity NPC173875
0.7732 Intermediate Similarity NPC271195
0.7732 Intermediate Similarity NPC134067
0.7727 Intermediate Similarity NPC178852
0.7727 Intermediate Similarity NPC207772
0.7723 Intermediate Similarity NPC72151
0.7723 Intermediate Similarity NPC111323
0.7723 Intermediate Similarity NPC475050
0.7717 Intermediate Similarity NPC471344
0.7717 Intermediate Similarity NPC470574
0.7708 Intermediate Similarity NPC474807
0.7708 Intermediate Similarity NPC139692
0.7708 Intermediate Similarity NPC109305
0.7701 Intermediate Similarity NPC470525
0.7701 Intermediate Similarity NPC472305
0.7701 Intermediate Similarity NPC250621
0.77 Intermediate Similarity NPC81530
0.77 Intermediate Similarity NPC163372
0.77 Intermediate Similarity NPC476223
0.77 Intermediate Similarity NPC302537
0.77 Intermediate Similarity NPC224720
0.77 Intermediate Similarity NPC476240
0.7692 Intermediate Similarity NPC475941
0.7692 Intermediate Similarity NPC214644
0.7692 Intermediate Similarity NPC474901
0.7684 Intermediate Similarity NPC51486
0.7684 Intermediate Similarity NPC48010
0.7677 Intermediate Similarity NPC471717
0.7677 Intermediate Similarity NPC197386
0.7677 Intermediate Similarity NPC278008
0.7677 Intermediate Similarity NPC23364
0.767 Intermediate Similarity NPC477916
0.767 Intermediate Similarity NPC185
0.767 Intermediate Similarity NPC83744
0.7667 Intermediate Similarity NPC119229
0.766 Intermediate Similarity NPC53911
0.766 Intermediate Similarity NPC58271
0.766 Intermediate Similarity NPC72397
0.766 Intermediate Similarity NPC143767
0.766 Intermediate Similarity NPC476796
0.766 Intermediate Similarity NPC53454
0.766 Intermediate Similarity NPC471724
0.766 Intermediate Similarity NPC131470
0.766 Intermediate Similarity NPC48107
0.7653 Intermediate Similarity NPC234993

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230332 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
0.798 Intermediate Similarity NPD5211 Phase 2
0.7826 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7822 Intermediate Similarity NPD5141 Approved
0.7789 Intermediate Similarity NPD6079 Approved
0.7778 Intermediate Similarity NPD5285 Approved
0.7778 Intermediate Similarity NPD5286 Approved
0.7778 Intermediate Similarity NPD4696 Approved
0.7766 Intermediate Similarity NPD5328 Approved
0.7755 Intermediate Similarity NPD4755 Approved
0.7653 Intermediate Similarity NPD5221 Approved
0.7653 Intermediate Similarity NPD5222 Approved
0.7653 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD3618 Phase 1
0.7624 Intermediate Similarity NPD5224 Approved
0.7624 Intermediate Similarity NPD5226 Approved
0.7624 Intermediate Similarity NPD5225 Approved
0.7624 Intermediate Similarity NPD4633 Approved
0.76 Intermediate Similarity NPD4700 Approved
0.7576 Intermediate Similarity NPD5173 Approved
0.7549 Intermediate Similarity NPD5174 Approved
0.7549 Intermediate Similarity NPD5175 Approved
0.7525 Intermediate Similarity NPD5223 Approved
0.75 Intermediate Similarity NPD4225 Approved
0.7475 Intermediate Similarity NPD4697 Phase 3
0.7453 Intermediate Similarity NPD4634 Approved
0.7419 Intermediate Similarity NPD3665 Phase 1
0.7419 Intermediate Similarity NPD3666 Approved
0.7419 Intermediate Similarity NPD3133 Approved
0.7396 Intermediate Similarity NPD4753 Phase 2
0.7347 Intermediate Similarity NPD4202 Approved
0.734 Intermediate Similarity NPD1694 Approved
0.734 Intermediate Similarity NPD1696 Phase 3
0.7333 Intermediate Similarity NPD5697 Approved
0.7264 Intermediate Similarity NPD4729 Approved
0.7264 Intermediate Similarity NPD5128 Approved
0.7264 Intermediate Similarity NPD6881 Approved
0.7264 Intermediate Similarity NPD6899 Approved
0.7264 Intermediate Similarity NPD4730 Approved
0.7263 Intermediate Similarity NPD4623 Approved
0.7263 Intermediate Similarity NPD4519 Discontinued
0.7263 Intermediate Similarity NPD5279 Phase 3
0.7245 Intermediate Similarity NPD7515 Phase 2
0.7238 Intermediate Similarity NPD5739 Approved
0.7238 Intermediate Similarity NPD7128 Approved
0.7238 Intermediate Similarity NPD6675 Approved
0.7238 Intermediate Similarity NPD4767 Approved
0.7238 Intermediate Similarity NPD4768 Approved
0.7238 Intermediate Similarity NPD6402 Approved
0.7212 Intermediate Similarity NPD4754 Approved
0.7207 Intermediate Similarity NPD7115 Discovery
0.7204 Intermediate Similarity NPD3667 Approved
0.72 Intermediate Similarity NPD4629 Approved
0.72 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5210 Approved
0.7196 Intermediate Similarity NPD6014 Approved
0.7196 Intermediate Similarity NPD6012 Approved
0.7196 Intermediate Similarity NPD6013 Approved
0.7174 Intermediate Similarity NPD4695 Discontinued
0.7172 Intermediate Similarity NPD5778 Approved
0.7172 Intermediate Similarity NPD5779 Approved
0.717 Intermediate Similarity NPD5701 Approved
0.713 Intermediate Similarity NPD5249 Phase 3
0.713 Intermediate Similarity NPD5251 Approved
0.713 Intermediate Similarity NPD6883 Approved
0.713 Intermediate Similarity NPD7102 Approved
0.713 Intermediate Similarity NPD5250 Approved
0.713 Intermediate Similarity NPD7290 Approved
0.713 Intermediate Similarity NPD5247 Approved
0.713 Intermediate Similarity NPD5248 Approved
0.7103 Intermediate Similarity NPD7320 Approved
0.7103 Intermediate Similarity NPD6011 Approved
0.7071 Intermediate Similarity NPD6411 Approved
0.7064 Intermediate Similarity NPD6649 Approved
0.7064 Intermediate Similarity NPD8130 Phase 1
0.7064 Intermediate Similarity NPD6847 Approved
0.7064 Intermediate Similarity NPD6617 Approved
0.7064 Intermediate Similarity NPD5215 Approved
0.7064 Intermediate Similarity NPD5216 Approved
0.7064 Intermediate Similarity NPD5217 Approved
0.7064 Intermediate Similarity NPD6650 Approved
0.7064 Intermediate Similarity NPD6869 Approved
0.7053 Intermediate Similarity NPD4786 Approved
0.7037 Intermediate Similarity NPD6372 Approved
0.7037 Intermediate Similarity NPD6373 Approved
0.7021 Intermediate Similarity NPD4223 Phase 3
0.7021 Intermediate Similarity NPD4221 Approved
0.7018 Intermediate Similarity NPD6054 Approved
0.7 Intermediate Similarity NPD6882 Approved
0.7 Intermediate Similarity NPD8297 Approved
0.6972 Remote Similarity NPD5169 Approved
0.6972 Remote Similarity NPD5135 Approved
0.6972 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6957 Remote Similarity NPD6016 Approved
0.6957 Remote Similarity NPD6015 Approved
0.6944 Remote Similarity NPD5168 Approved
0.6931 Remote Similarity NPD7748 Approved
0.6909 Remote Similarity NPD5127 Approved
0.6907 Remote Similarity NPD5690 Phase 2
0.6897 Remote Similarity NPD6370 Approved
0.6897 Remote Similarity NPD5988 Approved
0.6893 Remote Similarity NPD6083 Phase 2
0.6893 Remote Similarity NPD6084 Phase 2
0.6875 Remote Similarity NPD4197 Approved
0.687 Remote Similarity NPD6319 Approved
0.687 Remote Similarity NPD6059 Approved
0.6869 Remote Similarity NPD6101 Approved
0.6869 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5695 Phase 3
0.6842 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6837 Remote Similarity NPD3573 Approved
0.6814 Remote Similarity NPD6274 Approved
0.6804 Remote Similarity NPD5363 Approved
0.6804 Remote Similarity NPD5329 Approved
0.68 Remote Similarity NPD5785 Approved
0.6786 Remote Similarity NPD4632 Approved
0.678 Remote Similarity NPD7492 Approved
0.6774 Remote Similarity NPD3617 Approved
0.6765 Remote Similarity NPD5282 Discontinued
0.6762 Remote Similarity NPD7640 Approved
0.6762 Remote Similarity NPD7639 Approved
0.6757 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7341 Phase 2
0.6735 Remote Similarity NPD4694 Approved
0.6735 Remote Similarity NPD4689 Approved
0.6735 Remote Similarity NPD4688 Approved
0.6735 Remote Similarity NPD4138 Approved
0.6735 Remote Similarity NPD4693 Phase 3
0.6735 Remote Similarity NPD5280 Approved
0.6735 Remote Similarity NPD4690 Approved
0.6735 Remote Similarity NPD5205 Approved
0.6731 Remote Similarity NPD7902 Approved
0.6726 Remote Similarity NPD5167 Approved
0.6723 Remote Similarity NPD6616 Approved
0.6701 Remote Similarity NPD3668 Phase 3
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD7331 Phase 2
0.6667 Remote Similarity NPD7078 Approved
0.6638 Remote Similarity NPD7101 Approved
0.6638 Remote Similarity NPD7100 Approved
0.6612 Remote Similarity NPD7736 Approved
0.6609 Remote Similarity NPD6009 Approved
0.6609 Remote Similarity NPD6317 Approved
0.6606 Remote Similarity NPD6008 Approved
0.6598 Remote Similarity NPD4788 Approved
0.6596 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6577 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5284 Approved
0.6569 Remote Similarity NPD5281 Approved
0.6566 Remote Similarity NPD6409 Approved
0.6566 Remote Similarity NPD5786 Approved
0.6566 Remote Similarity NPD6684 Approved
0.6566 Remote Similarity NPD5330 Approved
0.6566 Remote Similarity NPD7521 Approved
0.6566 Remote Similarity NPD7146 Approved
0.6566 Remote Similarity NPD7334 Approved
0.6552 Remote Similarity NPD6335 Approved
0.6552 Remote Similarity NPD6313 Approved
0.6552 Remote Similarity NPD6314 Approved
0.6538 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6529 Remote Similarity NPD8293 Discontinued
0.6526 Remote Similarity NPD4195 Approved
0.6525 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6868 Approved
0.6505 Remote Similarity NPD6399 Phase 3
0.6495 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6495 Remote Similarity NPD4269 Approved
0.6495 Remote Similarity NPD4270 Approved
0.6486 Remote Similarity NPD6686 Approved
0.6471 Remote Similarity NPD4096 Approved
0.6458 Remote Similarity NPD7525 Registered
0.6458 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6442 Remote Similarity NPD7900 Approved
0.6442 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6436 Remote Similarity NPD6903 Approved
0.6436 Remote Similarity NPD6672 Approved
0.6436 Remote Similarity NPD5737 Approved
0.6436 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6408 Remote Similarity NPD7637 Suspended
0.6396 Remote Similarity NPD6412 Phase 2
0.6392 Remote Similarity NPD4139 Approved
0.6392 Remote Similarity NPD4692 Approved
0.6387 Remote Similarity NPD5983 Phase 2
0.6387 Remote Similarity NPD6908 Approved
0.6387 Remote Similarity NPD6909 Approved
0.6374 Remote Similarity NPD4691 Approved
0.6373 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6372 Remote Similarity NPD6371 Approved
0.6372 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6356 Remote Similarity NPD4522 Approved
0.6354 Remote Similarity NPD7645 Phase 2
0.6346 Remote Similarity NPD5133 Approved
0.6341 Remote Similarity NPD6033 Approved
0.6339 Remote Similarity NPD5345 Clinical (unspecified phase)
0.633 Remote Similarity NPD7632 Discontinued
0.6321 Remote Similarity NPD7614 Phase 1
0.63 Remote Similarity NPD7520 Clinical (unspecified phase)
0.629 Remote Similarity NPD7319 Approved
0.6289 Remote Similarity NPD4252 Approved
0.6289 Remote Similarity NPD5368 Approved

Structure

External Identifiers

PubChem CID   14021478
ChEMBL   CHEMBL1933704
ZINC  

Physicochemical Properties

Molecular Weight:  266.15
ALogP:  1.5361
MLogP:  2.67
XLogP:  1.652
# Rotatable Bonds:  5
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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