Natural Product: NPC78935

Natural Product ID:  NPC78935
Common Name:   Cyperusol D
IUPAC Name:   (2S,4aR,5R,8R,8aS)-2,4a-dihydroxy-2,5-dimethyl-8-prop-1-en-2-yl-4,5,6,7,8,8a-hexahydro-3H-naphthalen-1-one
Synonyms:   Cyperusol D
Molecular Formula:   C15H24O3
Standard InCHIKey:  GNWVLQOQVKOWGK-FMKNKJFCSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-9(2)11-6-5-10(3)15(18)8-7-14(4,17)13(16)12(11)15/h10-12,17-18H,1,5-8H2,2-4H3/t10-,11+,12-,14+,15-/m1/s1
Canonical SMILES:  CC(=C)[C@@H]1CC[C@H]([C@]2([C@H]1C(=O)[C@@](C)(O)CC2)O)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
NPO7630 Cyperus longus Species Cyperaceae Eukaryota PMID[15104485]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 31.9 % 18500841
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 2.6 % 18500841
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = -3.6 % 18500841
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 46.1 % 10.1016/0960-894X(95)00300-I

  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 NPC78935 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
0.875 High Similarity NPC163020
0.8194 Intermediate Similarity NPC103734
0.8095 Intermediate Similarity NPC163296
0.8049 Intermediate Similarity NPC251170
0.7975 Intermediate Similarity NPC207772
0.7949 Intermediate Similarity NPC239758
0.7857 Intermediate Similarity NPC34190
0.7838 Intermediate Similarity NPC263161
0.7722 Intermediate Similarity NPC186554
0.7722 Intermediate Similarity NPC76966
0.7692 Intermediate Similarity NPC162164
0.7692 Intermediate Similarity NPC38426
0.7683 Intermediate Similarity NPC328264
0.764 Intermediate Similarity NPC293086
0.7609 Intermediate Similarity NPC46761
0.7595 Intermediate Similarity NPC39362
0.7561 Intermediate Similarity NPC164999
0.7558 Intermediate Similarity NPC57469
0.7531 Intermediate Similarity NPC476808
0.7529 Intermediate Similarity NPC224345
0.7528 Intermediate Similarity NPC59170
0.75 Intermediate Similarity NPC64600
0.75 Intermediate Similarity NPC472305
0.75 Intermediate Similarity NPC471036
0.75 Intermediate Similarity NPC243347
0.75 Intermediate Similarity NPC291320
0.7473 Intermediate Similarity NPC165616
0.747 Intermediate Similarity NPC119229
0.747 Intermediate Similarity NPC473217
0.7444 Intermediate Similarity NPC302008
0.7444 Intermediate Similarity NPC258674
0.7444 Intermediate Similarity NPC191094
0.7439 Intermediate Similarity NPC275243
0.7416 Intermediate Similarity NPC278106
0.7412 Intermediate Similarity NPC146683
0.7407 Intermediate Similarity NPC266193
0.7407 Intermediate Similarity NPC257666
0.7407 Intermediate Similarity NPC34110
0.7403 Intermediate Similarity NPC475952
0.7386 Intermediate Similarity NPC69627
0.7381 Intermediate Similarity NPC110780
0.7381 Intermediate Similarity NPC476935
0.7381 Intermediate Similarity NPC48362
0.7368 Intermediate Similarity NPC139207
0.7368 Intermediate Similarity NPC185874
0.7363 Intermediate Similarity NPC29112
0.7363 Intermediate Similarity NPC231060
0.7363 Intermediate Similarity NPC138245
0.7363 Intermediate Similarity NPC84018
0.7356 Intermediate Similarity NPC472495
0.7356 Intermediate Similarity NPC298904
0.7356 Intermediate Similarity NPC259009
0.7349 Intermediate Similarity NPC138492
0.7349 Intermediate Similarity NPC287817
0.7349 Intermediate Similarity NPC824
0.7349 Intermediate Similarity NPC74445
0.7349 Intermediate Similarity NPC476809
0.7349 Intermediate Similarity NPC233352
0.734 Intermediate Similarity NPC60947
0.7326 Intermediate Similarity NPC190704
0.7326 Intermediate Similarity NPC471034
0.7317 Intermediate Similarity NPC253561
0.7317 Intermediate Similarity NPC80088
0.7312 Intermediate Similarity NPC109059
0.7312 Intermediate Similarity NPC288
0.7303 Intermediate Similarity NPC180849
0.7303 Intermediate Similarity NPC134321
0.7303 Intermediate Similarity NPC80401
0.7303 Intermediate Similarity NPC128672
0.7303 Intermediate Similarity NPC263977
0.7294 Intermediate Similarity NPC107253
0.7294 Intermediate Similarity NPC118800
0.7284 Intermediate Similarity NPC151622
0.7284 Intermediate Similarity NPC104806
0.7284 Intermediate Similarity NPC7629
0.7283 Intermediate Similarity NPC223169
0.7263 Intermediate Similarity NPC272472
0.7262 Intermediate Similarity NPC226068
0.7253 Intermediate Similarity NPC272635
0.7253 Intermediate Similarity NPC160413
0.7253 Intermediate Similarity NPC169751
0.7253 Intermediate Similarity NPC103527
0.7241 Intermediate Similarity NPC262026
0.7234 Intermediate Similarity NPC474802
0.7229 Intermediate Similarity NPC263951
0.7222 Intermediate Similarity NPC327515
0.7222 Intermediate Similarity NPC476168
0.7222 Intermediate Similarity NPC474769
0.7222 Intermediate Similarity NPC99380
0.7222 Intermediate Similarity NPC189290
0.7222 Intermediate Similarity NPC168027
0.7222 Intermediate Similarity NPC211403
0.7222 Intermediate Similarity NPC185936
0.7222 Intermediate Similarity NPC198242
0.7216 Intermediate Similarity NPC32006
0.7216 Intermediate Similarity NPC85529
0.7209 Intermediate Similarity NPC474233
0.7204 Intermediate Similarity NPC111187
0.7204 Intermediate Similarity NPC18509
0.7204 Intermediate Similarity NPC170978
0.7204 Intermediate Similarity NPC190080
0.7195 Intermediate Similarity NPC472746
0.7195 Intermediate Similarity NPC474433
0.7195 Intermediate Similarity NPC476811
0.7176 Intermediate Similarity NPC476292
0.7176 Intermediate Similarity NPC474605
0.7174 Intermediate Similarity NPC142352
0.7174 Intermediate Similarity NPC41070
0.7159 Intermediate Similarity NPC174619
0.7159 Intermediate Similarity NPC4643
0.7159 Intermediate Similarity NPC471792
0.7159 Intermediate Similarity NPC476932
0.7159 Intermediate Similarity NPC153604
0.7159 Intermediate Similarity NPC165895
0.7159 Intermediate Similarity NPC472497
0.7158 Intermediate Similarity NPC472702
0.7158 Intermediate Similarity NPC472685
0.7143 Intermediate Similarity NPC148685
0.7143 Intermediate Similarity NPC144739
0.7143 Intermediate Similarity NPC59350
0.7143 Intermediate Similarity NPC157895
0.7143 Intermediate Similarity NPC147272
0.7143 Intermediate Similarity NPC469637
0.7143 Intermediate Similarity NPC104120
0.7143 Intermediate Similarity NPC181594
0.7126 Intermediate Similarity NPC102292
0.7126 Intermediate Similarity NPC79573
0.7125 Intermediate Similarity NPC177826
0.7113 Intermediate Similarity NPC284865
0.7111 Intermediate Similarity NPC100313
0.7111 Intermediate Similarity NPC46758
0.7108 Intermediate Similarity NPC475725
0.7108 Intermediate Similarity NPC19443
0.7108 Intermediate Similarity NPC178852
0.7097 Intermediate Similarity NPC219353
0.7097 Intermediate Similarity NPC269492
0.7093 Intermediate Similarity NPC475726
0.7093 Intermediate Similarity NPC472743
0.7089 Intermediate Similarity NPC235586
0.7079 Intermediate Similarity NPC53911
0.7079 Intermediate Similarity NPC58271
0.7079 Intermediate Similarity NPC471941
0.7079 Intermediate Similarity NPC328539
0.7073 Intermediate Similarity NPC1973
0.7073 Intermediate Similarity NPC20466
0.7073 Intermediate Similarity NPC167873
0.7071 Intermediate Similarity NPC9013
0.7065 Intermediate Similarity NPC474529
0.7065 Intermediate Similarity NPC153775
0.7065 Intermediate Similarity NPC215271
0.7065 Intermediate Similarity NPC289539
0.7065 Intermediate Similarity NPC111524
0.7065 Intermediate Similarity NPC261333
0.7065 Intermediate Similarity NPC101233
0.7065 Intermediate Similarity NPC29247
0.7065 Intermediate Similarity NPC91772
0.7065 Intermediate Similarity NPC212812
0.7065 Intermediate Similarity NPC470386
0.7065 Intermediate Similarity NPC470385
0.7065 Intermediate Similarity NPC104371
0.7065 Intermediate Similarity NPC129004
0.7065 Intermediate Similarity NPC475118
0.7065 Intermediate Similarity NPC292374
0.7059 Intermediate Similarity NPC472684
0.7059 Intermediate Similarity NPC164210
0.7059 Intermediate Similarity NPC209318
0.7059 Intermediate Similarity NPC14151
0.7059 Intermediate Similarity NPC223330
0.7059 Intermediate Similarity NPC44963
0.7053 Intermediate Similarity NPC291785
0.7053 Intermediate Similarity NPC156324
0.7053 Intermediate Similarity NPC55503
0.7053 Intermediate Similarity NPC144956
0.7053 Intermediate Similarity NPC127408
0.7051 Intermediate Similarity NPC36616
0.7051 Intermediate Similarity NPC290445
0.7045 Intermediate Similarity NPC470955
0.7045 Intermediate Similarity NPC20688
0.7045 Intermediate Similarity NPC179591
0.7037 Intermediate Similarity NPC46610
0.7037 Intermediate Similarity NPC18819
0.7037 Intermediate Similarity NPC476649
0.7033 Intermediate Similarity NPC250753
0.7033 Intermediate Similarity NPC172101
0.7033 Intermediate Similarity NPC299185
0.7027 Intermediate Similarity NPC40206
0.7024 Intermediate Similarity NPC215843
0.7021 Intermediate Similarity NPC273269
0.7011 Intermediate Similarity NPC144258
0.7011 Intermediate Similarity NPC40687
0.7011 Intermediate Similarity NPC130966
0.7011 Intermediate Similarity NPC472480
0.7011 Intermediate Similarity NPC475745
0.7011 Intermediate Similarity NPC474482
0.7011 Intermediate Similarity NPC475689
0.7011 Intermediate Similarity NPC136114
0.701 Intermediate Similarity NPC469985
0.701 Intermediate Similarity NPC266
0.7 Intermediate Similarity NPC474245
0.7 Intermediate Similarity NPC472688

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC78935 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
0.7204 Intermediate Similarity NPD4755 Approved
0.7053 Intermediate Similarity NPD4700 Approved
0.7053 Intermediate Similarity NPD4696 Approved
0.7053 Intermediate Similarity NPD5285 Approved
0.7053 Intermediate Similarity NPD5286 Approved
0.7045 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4197 Approved
0.7 Intermediate Similarity NPD5328 Approved
0.6979 Remote Similarity NPD5223 Approved
0.6941 Remote Similarity NPD4695 Discontinued
0.6932 Remote Similarity NPD5329 Approved
0.6915 Remote Similarity NPD5222 Approved
0.6915 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6915 Remote Similarity NPD4697 Phase 3
0.6915 Remote Similarity NPD5221 Approved
0.6907 Remote Similarity NPD5225 Approved
0.6907 Remote Similarity NPD5224 Approved
0.6907 Remote Similarity NPD5226 Approved
0.6907 Remote Similarity NPD5211 Phase 2
0.6907 Remote Similarity NPD4633 Approved
0.6905 Remote Similarity NPD3617 Approved
0.6854 Remote Similarity NPD3618 Phase 1
0.6848 Remote Similarity NPD6079 Approved
0.6842 Remote Similarity NPD5173 Approved
0.6837 Remote Similarity NPD5175 Approved
0.6837 Remote Similarity NPD5174 Approved
0.6837 Remote Similarity NPD4754 Approved
0.6782 Remote Similarity NPD4223 Phase 3
0.6782 Remote Similarity NPD4221 Approved
0.6782 Remote Similarity NPD3667 Approved
0.6778 Remote Similarity NPD3573 Approved
0.6774 Remote Similarity NPD4202 Approved
0.6768 Remote Similarity NPD5141 Approved
0.6765 Remote Similarity NPD4634 Approved
0.6742 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4788 Approved
0.67 Remote Similarity NPD5739 Approved
0.67 Remote Similarity NPD4768 Approved
0.67 Remote Similarity NPD6402 Approved
0.67 Remote Similarity NPD7128 Approved
0.67 Remote Similarity NPD6675 Approved
0.67 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD4694 Approved
0.6667 Remote Similarity NPD7341 Phase 2
0.6634 Remote Similarity NPD5697 Approved
0.6634 Remote Similarity NPD5701 Approved
0.663 Remote Similarity NPD4753 Phase 2
0.6629 Remote Similarity NPD4786 Approved
0.6625 Remote Similarity NPD5360 Phase 3
0.6625 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6582 Remote Similarity NPD7331 Phase 2
0.6569 Remote Similarity NPD6011 Approved
0.6569 Remote Similarity NPD7320 Approved
0.6569 Remote Similarity NPD6881 Approved
0.6569 Remote Similarity NPD4729 Approved
0.6569 Remote Similarity NPD4730 Approved
0.6569 Remote Similarity NPD5128 Approved
0.6569 Remote Similarity NPD6899 Approved
0.6548 Remote Similarity NPD3703 Phase 2
0.6505 Remote Similarity NPD6013 Approved
0.6505 Remote Similarity NPD6372 Approved
0.6505 Remote Similarity NPD6014 Approved
0.6505 Remote Similarity NPD6012 Approved
0.6505 Remote Similarity NPD6373 Approved
0.6489 Remote Similarity NPD8034 Phase 2
0.6489 Remote Similarity NPD7515 Phase 2
0.6489 Remote Similarity NPD8035 Phase 2
0.6484 Remote Similarity NPD4519 Discontinued
0.6484 Remote Similarity NPD4138 Approved
0.6484 Remote Similarity NPD4690 Approved
0.6484 Remote Similarity NPD4693 Phase 3
0.6484 Remote Similarity NPD4623 Approved
0.6484 Remote Similarity NPD4688 Approved
0.6484 Remote Similarity NPD4689 Approved
0.6484 Remote Similarity NPD5205 Approved
0.6444 Remote Similarity NPD3666 Approved
0.6444 Remote Similarity NPD3133 Approved
0.6444 Remote Similarity NPD3665 Phase 1
0.6442 Remote Similarity NPD5169 Approved
0.6442 Remote Similarity NPD5135 Approved
0.6442 Remote Similarity NPD5250 Approved
0.6442 Remote Similarity NPD6883 Approved
0.6442 Remote Similarity NPD7290 Approved
0.6442 Remote Similarity NPD5251 Approved
0.6442 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5249 Phase 3
0.6442 Remote Similarity NPD5247 Approved
0.6442 Remote Similarity NPD5248 Approved
0.6442 Remote Similarity NPD7102 Approved
0.6386 Remote Similarity NPD4758 Discontinued
0.6381 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6650 Approved
0.6381 Remote Similarity NPD8130 Phase 1
0.6381 Remote Similarity NPD5215 Approved
0.6381 Remote Similarity NPD5127 Approved
0.6381 Remote Similarity NPD6617 Approved
0.6381 Remote Similarity NPD5217 Approved
0.6381 Remote Similarity NPD6649 Approved
0.6381 Remote Similarity NPD6847 Approved
0.6381 Remote Similarity NPD6869 Approved
0.6381 Remote Similarity NPD5216 Approved
0.6354 Remote Similarity NPD7748 Approved
0.6341 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6341 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7902 Approved
0.6321 Remote Similarity NPD6882 Approved
0.6321 Remote Similarity NPD8297 Approved
0.6304 Remote Similarity NPD6098 Approved
0.6304 Remote Similarity NPD5279 Phase 3
0.6292 Remote Similarity NPD4692 Approved
0.6292 Remote Similarity NPD4139 Approved
0.6289 Remote Similarity NPD5210 Approved
0.6289 Remote Similarity NPD4629 Approved
0.6277 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6265 Remote Similarity NPD4789 Approved
0.6264 Remote Similarity NPD3668 Phase 3
0.6262 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD6399 Phase 3
0.625 Remote Similarity NPD3171 Clinical (unspecified phase)
0.625 Remote Similarity NPD5168 Approved
0.6222 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6319 Approved
0.6216 Remote Similarity NPD6059 Approved
0.6216 Remote Similarity NPD6054 Approved
0.6204 Remote Similarity NPD5167 Approved
0.619 Remote Similarity NPD4808 Clinical (unspecified phase)
0.619 Remote Similarity NPD4809 Clinical (unspecified phase)
0.618 Remote Similarity NPD7525 Registered
0.6173 Remote Similarity NPD4224 Phase 2
0.6162 Remote Similarity NPD6084 Phase 2
0.6162 Remote Similarity NPD6083 Phase 2
0.6161 Remote Similarity NPD6015 Approved
0.6161 Remote Similarity NPD6016 Approved
0.6147 Remote Similarity NPD6274 Approved
0.6146 Remote Similarity NPD5284 Approved
0.6146 Remote Similarity NPD5281 Approved
0.6122 Remote Similarity NPD5695 Phase 3
0.6106 Remote Similarity NPD6370 Approved
0.6106 Remote Similarity NPD5988 Approved
0.6105 Remote Similarity NPD6904 Approved
0.6105 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6105 Remote Similarity NPD6673 Approved
0.6105 Remote Similarity NPD6080 Approved
0.6105 Remote Similarity NPD6101 Approved
0.61 Remote Similarity NPD5696 Approved
0.6091 Remote Similarity NPD6009 Approved
0.6091 Remote Similarity NPD6317 Approved
0.6082 Remote Similarity NPD5133 Approved
0.6067 Remote Similarity NPD4195 Approved
0.6036 Remote Similarity NPD6314 Approved
0.6036 Remote Similarity NPD6313 Approved
0.6036 Remote Similarity NPD6335 Approved
0.6023 Remote Similarity NPD6116 Phase 1
0.6022 Remote Similarity NPD1696 Phase 3
0.602 Remote Similarity NPD7900 Approved
0.602 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6018 Remote Similarity NPD6921 Approved
0.6 Remote Similarity NPD7492 Approved
0.6 Remote Similarity NPD5737 Approved
0.6 Remote Similarity NPD6672 Approved
0.6 Remote Similarity NPD615 Clinical (unspecified phase)
0.5982 Remote Similarity NPD7101 Approved
0.5982 Remote Similarity NPD7100 Approved
0.5979 Remote Similarity NPD6411 Approved
0.5979 Remote Similarity NPD5693 Phase 1
0.5955 Remote Similarity NPD5364 Discontinued
0.5952 Remote Similarity NPD3698 Phase 2
0.5952 Remote Similarity NPD4137 Phase 3
0.5948 Remote Similarity NPD6616 Approved
0.5922 Remote Similarity NPD5091 Approved
0.5918 Remote Similarity NPD5778 Approved
0.5918 Remote Similarity NPD5779 Approved
0.5913 Remote Similarity NPD8328 Phase 3
0.5909 Remote Similarity NPD6117 Approved
0.5905 Remote Similarity NPD6008 Approved
0.5897 Remote Similarity NPD7078 Approved
0.5897 Remote Similarity NPD8293 Discontinued
0.5889 Remote Similarity NPD7645 Phase 2
0.5882 Remote Similarity NPD4244 Approved
0.5882 Remote Similarity NPD4747 Approved
0.5882 Remote Similarity NPD4245 Approved
0.5882 Remote Similarity NPD4691 Approved
0.5877 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6909 Approved
0.5877 Remote Similarity NPD6908 Approved
0.5877 Remote Similarity NPD5983 Phase 2
0.5876 Remote Similarity NPD4096 Approved
0.5876 Remote Similarity NPD5692 Phase 3
0.5862 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5282 Discontinued
0.5859 Remote Similarity NPD6001 Approved
0.5856 Remote Similarity NPD6868 Approved
0.5847 Remote Similarity NPD6033 Approved
0.5847 Remote Similarity NPD7736 Approved
0.5833 Remote Similarity NPD5208 Approved
0.5833 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5816 Remote Similarity NPD6050 Approved

Structure

External Identifiers

PubChem CID   11311311
ChEMBL   CHEMBL445487
ZINC  

Physicochemical Properties

Molecular Weight:  252.17
ALogP:  0.816
MLogP:  2.78
XLogP:  1.817
# Rotatable Bonds:  6
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# 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  
Similar NPs/Drugs