Natural Product: NPC83108

Natural Product ID:  NPC83108
Common Name:   Patriscabrol
IUPAC Name:   (4R,4aS,6S,7S,7aR)-6,7-dihydroxy-4,7-dimethyl-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one
Synonyms:   Patriscabrol
Molecular Formula:   C10H16O4
Standard InCHIKey:  RPOWAISXPHIEJS-XAVNFNALSA-N
Standard InCHI:  InChI=1S/C10H16O4/c1-5-6-3-8(11)10(2,13)7(6)4-14-9(5)12/h5-8,11,13H,3-4H2,1-2H3/t5-,6-,7+,8+,10+/m1/s1
Canonical SMILES:  O=C1OC[C@H]2[C@@H]([C@H]1C)C[C@@H]([C@@]2(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
NPO14197 Patrinia scabra Species Caprifoliaceae Eukaryota Roots PMID[23002924]
NPO20930 Patrinia scabiosifolia Species Caprifoliaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 50000 nM 23002924
NPT2 Others Unspecified IC50 > 50000 nM 23002924

  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 NPC83108 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 NPC214030
0.9014 High Similarity NPC475062
0.9014 High Similarity NPC98711
0.8765 High Similarity NPC31349
0.8642 High Similarity NPC470657
0.8442 Intermediate Similarity NPC70996
0.8235 Intermediate Similarity NPC246173
0.8052 Intermediate Similarity NPC215030
0.8052 Intermediate Similarity NPC477867
0.7927 Intermediate Similarity NPC212340
0.7875 Intermediate Similarity NPC470014
0.7831 Intermediate Similarity NPC157328
0.775 Intermediate Similarity NPC474003
0.7738 Intermediate Similarity NPC291310
0.7733 Intermediate Similarity NPC286842
0.7634 Intermediate Similarity NPC259654
0.7634 Intermediate Similarity NPC298266
0.7609 Intermediate Similarity NPC253995
0.7586 Intermediate Similarity NPC470009
0.7558 Intermediate Similarity NPC472272
0.7556 Intermediate Similarity NPC470424
0.7556 Intermediate Similarity NPC470423
0.7528 Intermediate Similarity NPC474065
0.75 Intermediate Similarity NPC471241
0.7473 Intermediate Similarity NPC470191
0.7473 Intermediate Similarity NPC215570
0.7471 Intermediate Similarity NPC239938
0.7468 Intermediate Similarity NPC470659
0.7468 Intermediate Similarity NPC470660
0.7442 Intermediate Similarity NPC476715
0.7432 Intermediate Similarity NPC235788
0.7416 Intermediate Similarity NPC77756
0.7412 Intermediate Similarity NPC111409
0.7412 Intermediate Similarity NPC259173
0.7412 Intermediate Similarity NPC69953
0.7412 Intermediate Similarity NPC474266
0.7407 Intermediate Similarity NPC279575
0.7403 Intermediate Similarity NPC319007
0.7342 Intermediate Similarity NPC96322
0.734 Intermediate Similarity NPC471381
0.7333 Intermediate Similarity NPC235051
0.7333 Intermediate Similarity NPC474699
0.7312 Intermediate Similarity NPC471150
0.7308 Intermediate Similarity NPC28526
0.7294 Intermediate Similarity NPC311642
0.7294 Intermediate Similarity NPC100366
0.7294 Intermediate Similarity NPC477935
0.7294 Intermediate Similarity NPC475849
0.7294 Intermediate Similarity NPC164289
0.7294 Intermediate Similarity NPC242771
0.7292 Intermediate Similarity NPC471253
0.7292 Intermediate Similarity NPC37240
0.7284 Intermediate Similarity NPC179922
0.7283 Intermediate Similarity NPC472873
0.7273 Intermediate Similarity NPC314364
0.7263 Intermediate Similarity NPC287539
0.7263 Intermediate Similarity NPC3488
0.7253 Intermediate Similarity NPC476189
0.725 Intermediate Similarity NPC248427
0.7241 Intermediate Similarity NPC473350
0.7234 Intermediate Similarity NPC211087
0.7229 Intermediate Similarity NPC476732
0.7229 Intermediate Similarity NPC199965
0.7209 Intermediate Similarity NPC2572
0.7209 Intermediate Similarity NPC29342
0.7204 Intermediate Similarity NPC116683
0.7188 Intermediate Similarity NPC177013
0.7188 Intermediate Similarity NPC35185
0.7188 Intermediate Similarity NPC292803
0.7188 Intermediate Similarity NPC470172
0.7188 Intermediate Similarity NPC474730
0.7188 Intermediate Similarity NPC4899
0.7176 Intermediate Similarity NPC216941
0.7172 Intermediate Similarity NPC167044
0.7158 Intermediate Similarity NPC186861
0.7143 Intermediate Similarity NPC127235
0.7143 Intermediate Similarity NPC170432
0.7143 Intermediate Similarity NPC170595
0.7143 Intermediate Similarity NPC52756
0.7128 Intermediate Similarity NPC58267
0.7128 Intermediate Similarity NPC261372
0.7128 Intermediate Similarity NPC328180
0.7128 Intermediate Similarity NPC472273
0.7128 Intermediate Similarity NPC278028
0.7128 Intermediate Similarity NPC263674
0.7113 Intermediate Similarity NPC473406
0.7111 Intermediate Similarity NPC215556
0.7111 Intermediate Similarity NPC200580
0.7108 Intermediate Similarity NPC477919
0.7108 Intermediate Similarity NPC180199
0.7097 Intermediate Similarity NPC37408
0.7093 Intermediate Similarity NPC102156
0.7093 Intermediate Similarity NPC477936
0.7093 Intermediate Similarity NPC148740
0.7083 Intermediate Similarity NPC178853
0.7073 Intermediate Similarity NPC68565
0.7073 Intermediate Similarity NPC35871
0.7073 Intermediate Similarity NPC155441
0.7071 Intermediate Similarity NPC148270
0.7071 Intermediate Similarity NPC197813
0.7071 Intermediate Similarity NPC176756
0.7071 Intermediate Similarity NPC80338
0.7067 Intermediate Similarity NPC469923
0.7059 Intermediate Similarity NPC472853
0.7059 Intermediate Similarity NPC476625
0.7059 Intermediate Similarity NPC156658
0.7059 Intermediate Similarity NPC258965
0.7051 Intermediate Similarity NPC469925
0.7045 Intermediate Similarity NPC266651
0.7041 Intermediate Similarity NPC114365
0.7041 Intermediate Similarity NPC18044
0.7041 Intermediate Similarity NPC18433
0.7041 Intermediate Similarity NPC132304
0.7041 Intermediate Similarity NPC100078
0.7041 Intermediate Similarity NPC123070
0.7041 Intermediate Similarity NPC88890
0.7041 Intermediate Similarity NPC154962
0.7041 Intermediate Similarity NPC169089
0.7041 Intermediate Similarity NPC177518
0.7037 Intermediate Similarity NPC475232
0.7037 Intermediate Similarity NPC473699
0.7037 Intermediate Similarity NPC474100
0.7037 Intermediate Similarity NPC475260
0.7037 Intermediate Similarity NPC473775
0.7037 Intermediate Similarity NPC51249
0.7033 Intermediate Similarity NPC216284
0.703 Intermediate Similarity NPC182185
0.703 Intermediate Similarity NPC193741
0.7027 Intermediate Similarity NPC470363
0.7027 Intermediate Similarity NPC475821
0.7024 Intermediate Similarity NPC252483
0.7024 Intermediate Similarity NPC191345
0.7024 Intermediate Similarity NPC475616
0.7013 Intermediate Similarity NPC165069
0.7011 Intermediate Similarity NPC15091
0.7011 Intermediate Similarity NPC128246
0.701 Intermediate Similarity NPC471254
0.701 Intermediate Similarity NPC213528
0.701 Intermediate Similarity NPC244969
0.7 Intermediate Similarity NPC79549
0.7 Intermediate Similarity NPC191221
0.7 Intermediate Similarity NPC476435
0.7 Intermediate Similarity NPC110701
0.6989 Remote Similarity NPC76136
0.6989 Remote Similarity NPC329713
0.6989 Remote Similarity NPC217567
0.6988 Remote Similarity NPC474020
0.6986 Remote Similarity NPC119425
0.6977 Remote Similarity NPC254123
0.6974 Remote Similarity NPC474552
0.697 Remote Similarity NPC168890
0.697 Remote Similarity NPC54737
0.697 Remote Similarity NPC166079
0.6966 Remote Similarity NPC476717
0.6966 Remote Similarity NPC476727
0.6966 Remote Similarity NPC472745
0.6966 Remote Similarity NPC474448
0.6966 Remote Similarity NPC476726
0.6962 Remote Similarity NPC82315
0.6951 Remote Similarity NPC125164
0.6951 Remote Similarity NPC472945
0.6951 Remote Similarity NPC472944
0.6947 Remote Similarity NPC311904
0.6947 Remote Similarity NPC472290
0.6939 Remote Similarity NPC475928
0.6932 Remote Similarity NPC475963
0.6932 Remote Similarity NPC3464
0.6932 Remote Similarity NPC477434
0.6932 Remote Similarity NPC151176
0.6931 Remote Similarity NPC217041
0.6923 Remote Similarity NPC56962
0.6923 Remote Similarity NPC24705
0.6915 Remote Similarity NPC93869
0.6915 Remote Similarity NPC6765
0.6915 Remote Similarity NPC163228
0.6914 Remote Similarity NPC184550
0.6914 Remote Similarity NPC185419
0.6907 Remote Similarity NPC67296
0.6905 Remote Similarity NPC474404
0.6897 Remote Similarity NPC121121
0.6897 Remote Similarity NPC317066
0.6893 Remote Similarity NPC98870
0.6893 Remote Similarity NPC475851
0.6893 Remote Similarity NPC475924
0.6889 Remote Similarity NPC51662
0.6889 Remote Similarity NPC5943
0.6882 Remote Similarity NPC475788
0.6882 Remote Similarity NPC161035
0.6875 Remote Similarity NPC45125
0.6869 Remote Similarity NPC473701
0.6869 Remote Similarity NPC88469
0.6869 Remote Similarity NPC473526
0.6867 Remote Similarity NPC471491
0.6867 Remote Similarity NPC217725
0.6867 Remote Similarity NPC228411
0.686 Remote Similarity NPC103634
0.686 Remote Similarity NPC51507
0.686 Remote Similarity NPC474714
0.6854 Remote Similarity NPC477205
0.6854 Remote Similarity NPC478111

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC83108 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
0.7284 Intermediate Similarity NPD3702 Approved
0.726 Intermediate Similarity NPD3198 Approved
0.7229 Intermediate Similarity NPD4802 Phase 2
0.7229 Intermediate Similarity NPD4238 Approved
0.7041 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.6907 Remote Similarity NPD1700 Approved
0.6897 Remote Similarity NPD6435 Approved
0.6883 Remote Similarity NPD7909 Approved
0.67 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5368 Approved
0.6628 Remote Similarity NPD6114 Approved
0.6628 Remote Similarity NPD6115 Approved
0.6628 Remote Similarity NPD6697 Approved
0.6628 Remote Similarity NPD6118 Approved
0.6512 Remote Similarity NPD6116 Phase 1
0.6395 Remote Similarity NPD6117 Approved
0.6353 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6351 Remote Similarity NPD3728 Approved
0.6351 Remote Similarity NPD3730 Approved
0.631 Remote Similarity NPD5777 Approved
0.6306 Remote Similarity NPD6319 Approved
0.6279 Remote Similarity NPD3703 Phase 2
0.6265 Remote Similarity NPD3698 Phase 2
0.6262 Remote Similarity NPD6053 Discontinued
0.625 Remote Similarity NPD371 Approved
0.6237 Remote Similarity NPD4249 Approved
0.6222 Remote Similarity NPD5369 Approved
0.6222 Remote Similarity NPD1779 Approved
0.6222 Remote Similarity NPD1780 Approved
0.6204 Remote Similarity NPD4632 Approved
0.619 Remote Similarity NPD4244 Approved
0.619 Remote Similarity NPD4245 Approved
0.6176 Remote Similarity NPD8139 Approved
0.6176 Remote Similarity NPD8082 Approved
0.6176 Remote Similarity NPD8085 Approved
0.6176 Remote Similarity NPD8086 Approved
0.6176 Remote Similarity NPD8083 Approved
0.6176 Remote Similarity NPD8138 Approved
0.6176 Remote Similarity NPD8084 Approved
0.6173 Remote Similarity NPD3171 Clinical (unspecified phase)
0.617 Remote Similarity NPD4250 Approved
0.617 Remote Similarity NPD4251 Approved
0.6154 Remote Similarity NPD6402 Approved
0.6154 Remote Similarity NPD7128 Approved
0.6154 Remote Similarity NPD5739 Approved
0.6154 Remote Similarity NPD6675 Approved
0.6146 Remote Similarity NPD6698 Approved
0.6146 Remote Similarity NPD46 Approved
0.6133 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6117 Remote Similarity NPD8276 Approved
0.6117 Remote Similarity NPD8275 Approved
0.6111 Remote Similarity NPD4820 Approved
0.6111 Remote Similarity NPD4819 Approved
0.6111 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4822 Approved
0.6111 Remote Similarity NPD4821 Approved
0.6104 Remote Similarity NPD8959 Approved
0.6095 Remote Similarity NPD5697 Approved
0.6095 Remote Similarity NPD6412 Phase 2
0.6095 Remote Similarity NPD5701 Approved
0.6087 Remote Similarity NPD5362 Discontinued
0.6082 Remote Similarity NPD7983 Approved
0.6064 Remote Similarity NPD5786 Approved
0.6058 Remote Similarity NPD8081 Approved
0.6055 Remote Similarity NPD8133 Approved
0.6038 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6038 Remote Similarity NPD6881 Approved
0.6038 Remote Similarity NPD7320 Approved
0.6038 Remote Similarity NPD6899 Approved
0.6034 Remote Similarity NPD7507 Approved
0.6024 Remote Similarity NPD898 Approved
0.6024 Remote Similarity NPD896 Approved
0.6024 Remote Similarity NPD897 Approved
0.6 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6 Remote Similarity NPD8393 Approved
0.5981 Remote Similarity NPD6014 Approved
0.5981 Remote Similarity NPD6372 Approved
0.5981 Remote Similarity NPD6012 Approved
0.5981 Remote Similarity NPD6013 Approved
0.5981 Remote Similarity NPD6373 Approved
0.5978 Remote Similarity NPD7345 Approved
0.5974 Remote Similarity NPD73 Approved
0.5963 Remote Similarity NPD8297 Approved
0.5948 Remote Similarity NPD7492 Approved
0.5943 Remote Similarity NPD8140 Approved
0.5943 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5943 Remote Similarity NPD8307 Discontinued
0.5941 Remote Similarity NPD6084 Phase 2
0.5941 Remote Similarity NPD6083 Phase 2
0.5934 Remote Similarity NPD6928 Phase 2
0.593 Remote Similarity NPD4808 Clinical (unspecified phase)
0.593 Remote Similarity NPD6081 Approved
0.593 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7290 Approved
0.5926 Remote Similarity NPD7102 Approved
0.5926 Remote Similarity NPD4634 Approved
0.5926 Remote Similarity NPD6883 Approved
0.5926 Remote Similarity NPD6371 Approved
0.5921 Remote Similarity NPD615 Clinical (unspecified phase)
0.5915 Remote Similarity NPD634 Phase 3
0.5914 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5914 Remote Similarity NPD3669 Approved
0.5904 Remote Similarity NPD4224 Phase 2
0.59 Remote Similarity NPD5695 Phase 3
0.5897 Remote Similarity NPD6616 Approved
0.5893 Remote Similarity NPD6009 Approved
0.5889 Remote Similarity NPD4271 Approved
0.5889 Remote Similarity NPD4268 Approved
0.5888 Remote Similarity NPD6011 Approved
0.5882 Remote Similarity NPD7319 Approved
0.5882 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5877 Remote Similarity NPD6059 Approved
0.5877 Remote Similarity NPD6054 Approved
0.5876 Remote Similarity NPD6101 Approved
0.5876 Remote Similarity NPD1695 Approved
0.5876 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5872 Remote Similarity NPD6650 Approved
0.5872 Remote Similarity NPD8130 Phase 1
0.5872 Remote Similarity NPD6847 Approved
0.5872 Remote Similarity NPD6649 Approved
0.5872 Remote Similarity NPD6869 Approved
0.5872 Remote Similarity NPD6617 Approved
0.5859 Remote Similarity NPD5778 Approved
0.5859 Remote Similarity NPD8171 Discontinued
0.5859 Remote Similarity NPD5779 Approved
0.5849 Remote Similarity NPD6008 Approved
0.5847 Remote Similarity NPD8293 Discontinued
0.5847 Remote Similarity NPD7078 Approved
0.5833 Remote Similarity NPD8306 Approved
0.5833 Remote Similarity NPD8305 Approved
0.5826 Remote Similarity NPD5983 Phase 2
0.5826 Remote Similarity NPD6015 Approved
0.5826 Remote Similarity NPD6016 Approved
0.5818 Remote Similarity NPD6882 Approved
0.5814 Remote Similarity NPD4789 Approved
0.5806 Remote Similarity NPD4269 Approved
0.5806 Remote Similarity NPD4270 Approved
0.5804 Remote Similarity NPD6940 Discontinued
0.5798 Remote Similarity NPD7736 Approved
0.5789 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5784 Remote Similarity NPD4755 Approved
0.5783 Remote Similarity NPD9496 Clinical (unspecified phase)
0.578 Remote Similarity NPD8087 Discontinued
0.5776 Remote Similarity NPD5988 Approved
0.5776 Remote Similarity NPD6370 Approved
0.5765 Remote Similarity NPD229 Approved
0.5758 Remote Similarity NPD8035 Phase 2
0.5758 Remote Similarity NPD6411 Approved
0.5758 Remote Similarity NPD8034 Phase 2
0.5745 Remote Similarity NPD7154 Phase 3
0.5741 Remote Similarity NPD6686 Approved
0.5732 Remote Similarity NPD8961 Approved
0.5728 Remote Similarity NPD5696 Approved
0.5727 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5726 Remote Similarity NPD7604 Phase 2
0.5714 Remote Similarity NPD5784 Clinical (unspecified phase)
0.57 Remote Similarity NPD6399 Phase 3
0.5698 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5285 Approved
0.5673 Remote Similarity NPD4700 Approved
0.5673 Remote Similarity NPD5286 Approved
0.5673 Remote Similarity NPD4696 Approved
0.5664 Remote Similarity NPD6274 Approved
0.5658 Remote Similarity NPD66 Approved
0.5658 Remote Similarity NPD8960 Approved
0.5658 Remote Similarity NPD64 Approved
0.5658 Remote Similarity NPD9007 Approved
0.5658 Remote Similarity NPD72 Approved
0.5658 Remote Similarity NPD9009 Approved
0.5658 Remote Similarity NPD9010 Approved
0.5658 Remote Similarity NPD65 Approved
0.5658 Remote Similarity NPD9008 Approved
0.5658 Remote Similarity NPD9011 Approved
0.5644 Remote Similarity NPD5282 Discontinued
0.563 Remote Similarity NPD6336 Discontinued
0.5625 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5625 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5363 Approved
0.5618 Remote Similarity NPD1811 Approved
0.5618 Remote Similarity NPD1810 Approved
0.5614 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4264 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11074397
ChEMBL   CHEMBL2152450
ZINC  

Physicochemical Properties

Molecular Weight:  200.10
ALogP:  -0.9577
MLogP:  2.12
XLogP:  0.268
# Rotatable Bonds:  4
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  14

Download Data

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