Natural Product: NPC89374

Natural Product ID:  NPC89374
Common Name:   Cyperusol A1
IUPAC Name:   (3R,5R,8S)-3,8-dihydroxy-3,8-dimethyl-5-prop-1-en-2-yl-4,5,6,7-tetrahydro-2H-azulen-1-one
Synonyms:   Cyperusol A1
Molecular Formula:   C15H22O3
Standard InCHIKey:  QPSIPXFEOVTZFP-WKPIXPDZSA-N
Standard InCHI:  InChI=1S/C15H22O3/c1-9(2)10-5-6-14(3,17)13-11(7-10)15(4,18)8-12(13)16/h10,17-18H,1,5-8H2,2-4H3/t10-,14+,15-/m1/s1
Canonical SMILES:  CC(=C)[C@@H]1CC[C@](C2=C(C1)[C@](C)(O)CC2=O)(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
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 = 9.5 % 26331426
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 16.5 % 26331426
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 5.6 % 18955520
NPT993 Cell Line Hepatocyte Mus musculus Inhibition = 2.2 % 18955520

  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 NPC89374 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
0.9296 High Similarity NPC7382
0.9054 High Similarity NPC476627
0.8684 High Similarity NPC472013
0.8684 High Similarity NPC476624
0.8533 High Similarity NPC182848
0.85 High Similarity NPC476628
0.8354 Intermediate Similarity NPC133844
0.8333 Intermediate Similarity NPC233352
0.8333 Intermediate Similarity NPC138492
0.8333 Intermediate Similarity NPC824
0.8243 Intermediate Similarity NPC106309
0.8228 Intermediate Similarity NPC171665
0.8158 Intermediate Similarity NPC77501
0.8125 Intermediate Similarity NPC256750
0.8125 Intermediate Similarity NPC20262
0.8052 Intermediate Similarity NPC141346
0.8052 Intermediate Similarity NPC124289
0.8052 Intermediate Similarity NPC115719
0.8052 Intermediate Similarity NPC473437
0.8052 Intermediate Similarity NPC142759
0.8052 Intermediate Similarity NPC25908
0.8 Intermediate Similarity NPC29328
0.7975 Intermediate Similarity NPC66677
0.7975 Intermediate Similarity NPC301769
0.7975 Intermediate Similarity NPC32758
0.7975 Intermediate Similarity NPC84185
0.7975 Intermediate Similarity NPC471890
0.7949 Intermediate Similarity NPC472014
0.7895 Intermediate Similarity NPC300940
0.7875 Intermediate Similarity NPC74445
0.7875 Intermediate Similarity NPC287817
0.7791 Intermediate Similarity NPC77337
0.7763 Intermediate Similarity NPC469737
0.7738 Intermediate Similarity NPC476043
0.7733 Intermediate Similarity NPC67608
0.7703 Intermediate Similarity NPC278895
0.7703 Intermediate Similarity NPC476626
0.7674 Intermediate Similarity NPC170775
0.7671 Intermediate Similarity NPC474329
0.7671 Intermediate Similarity NPC474304
0.7654 Intermediate Similarity NPC164218
0.7654 Intermediate Similarity NPC30675
0.7632 Intermediate Similarity NPC280256
0.7558 Intermediate Similarity NPC472677
0.7558 Intermediate Similarity NPC58532
0.7532 Intermediate Similarity NPC288667
0.75 Intermediate Similarity NPC90446
0.7468 Intermediate Similarity NPC474011
0.7439 Intermediate Similarity NPC45495
0.7436 Intermediate Similarity NPC275098
0.7412 Intermediate Similarity NPC179006
0.7412 Intermediate Similarity NPC474853
0.7397 Intermediate Similarity NPC190049
0.7375 Intermediate Similarity NPC472305
0.7375 Intermediate Similarity NPC215481
0.7342 Intermediate Similarity NPC206875
0.7317 Intermediate Similarity NPC7232
0.7303 Intermediate Similarity NPC144629
0.7284 Intermediate Similarity NPC34110
0.7284 Intermediate Similarity NPC86917
0.7273 Intermediate Similarity NPC469914
0.7273 Intermediate Similarity NPC205548
0.7253 Intermediate Similarity NPC261341
0.725 Intermediate Similarity NPC251435
0.7241 Intermediate Similarity NPC237540
0.7229 Intermediate Similarity NPC472948
0.7215 Intermediate Similarity NPC247586
0.7204 Intermediate Similarity NPC244411
0.72 Intermediate Similarity NPC61473
0.7191 Intermediate Similarity NPC71533
0.7191 Intermediate Similarity NPC106510
0.7188 Intermediate Similarity NPC100487
0.7179 Intermediate Similarity NPC18543
0.7176 Intermediate Similarity NPC65350
0.716 Intermediate Similarity NPC469646
0.716 Intermediate Similarity NPC151622
0.716 Intermediate Similarity NPC7629
0.7159 Intermediate Similarity NPC474854
0.7143 Intermediate Similarity NPC476614
0.7126 Intermediate Similarity NPC194417
0.7126 Intermediate Similarity NPC67493
0.7111 Intermediate Similarity NPC476705
0.7105 Intermediate Similarity NPC197089
0.7101 Intermediate Similarity NPC474141
0.7097 Intermediate Similarity NPC477949
0.7093 Intermediate Similarity NPC472957
0.7093 Intermediate Similarity NPC472958
0.7089 Intermediate Similarity NPC84790
0.7079 Intermediate Similarity NPC268298
0.7079 Intermediate Similarity NPC232747
0.7073 Intermediate Similarity NPC471061
0.7073 Intermediate Similarity NPC266193
0.7073 Intermediate Similarity NPC257666
0.7065 Intermediate Similarity NPC469873
0.7053 Intermediate Similarity NPC62670
0.7053 Intermediate Similarity NPC116139
0.7042 Intermediate Similarity NPC20603
0.7037 Intermediate Similarity NPC201263
0.7033 Intermediate Similarity NPC135776
0.7024 Intermediate Similarity NPC470947
0.7024 Intermediate Similarity NPC470946
0.7024 Intermediate Similarity NPC476625
0.7024 Intermediate Similarity NPC470945
0.7021 Intermediate Similarity NPC470541
0.7011 Intermediate Similarity NPC261380
0.7011 Intermediate Similarity NPC146850
0.7011 Intermediate Similarity NPC287015
0.7011 Intermediate Similarity NPC245434
0.7011 Intermediate Similarity NPC125290
0.7011 Intermediate Similarity NPC15807
0.7 Intermediate Similarity NPC301969
0.7 Intermediate Similarity NPC37607
0.7 Intermediate Similarity NPC129419
0.6989 Remote Similarity NPC9812
0.6988 Remote Similarity NPC299235
0.6988 Remote Similarity NPC19443
0.6988 Remote Similarity NPC275494
0.6988 Remote Similarity NPC207772
0.6988 Remote Similarity NPC297996
0.6988 Remote Similarity NPC471409
0.6988 Remote Similarity NPC169095
0.6988 Remote Similarity NPC478122
0.6988 Remote Similarity NPC192006
0.6979 Remote Similarity NPC66110
0.6974 Remote Similarity NPC261782
0.6974 Remote Similarity NPC205618
0.6974 Remote Similarity NPC469326
0.6957 Remote Similarity NPC298919
0.6957 Remote Similarity NPC167219
0.6951 Remote Similarity NPC271070
0.6951 Remote Similarity NPC263582
0.6947 Remote Similarity NPC280963
0.6941 Remote Similarity NPC275766
0.6941 Remote Similarity NPC47031
0.6941 Remote Similarity NPC470241
0.6941 Remote Similarity NPC78677
0.6941 Remote Similarity NPC59994
0.6932 Remote Similarity NPC472869
0.6923 Remote Similarity NPC261607
0.6923 Remote Similarity NPC111114
0.6923 Remote Similarity NPC300312
0.6905 Remote Similarity NPC229204
0.6905 Remote Similarity NPC258231
0.6905 Remote Similarity NPC261125
0.6905 Remote Similarity NPC181195
0.6905 Remote Similarity NPC281138
0.6905 Remote Similarity NPC308038
0.6897 Remote Similarity NPC165287
0.6897 Remote Similarity NPC156485
0.6892 Remote Similarity NPC40206
0.6889 Remote Similarity NPC32922
0.6883 Remote Similarity NPC142423
0.6883 Remote Similarity NPC100719
0.6883 Remote Similarity NPC230107
0.6883 Remote Similarity NPC308294
0.6883 Remote Similarity NPC166791
0.6883 Remote Similarity NPC322035
0.6882 Remote Similarity NPC170120
0.6875 Remote Similarity NPC144627
0.6875 Remote Similarity NPC206079
0.6867 Remote Similarity NPC15975
0.6867 Remote Similarity NPC97377
0.6867 Remote Similarity NPC195785
0.6867 Remote Similarity NPC103987
0.6867 Remote Similarity NPC53581
0.686 Remote Similarity NPC85772
0.686 Remote Similarity NPC129080
0.686 Remote Similarity NPC92226
0.686 Remote Similarity NPC477269
0.686 Remote Similarity NPC193347
0.686 Remote Similarity NPC477270
0.686 Remote Similarity NPC477271
0.686 Remote Similarity NPC469325
0.686 Remote Similarity NPC7414
0.6857 Remote Similarity NPC192962
0.6848 Remote Similarity NPC37816
0.6842 Remote Similarity NPC64742
0.6842 Remote Similarity NPC150162
0.6835 Remote Similarity NPC477448
0.6835 Remote Similarity NPC477449
0.6829 Remote Similarity NPC469678
0.6829 Remote Similarity NPC475771
0.6829 Remote Similarity NPC216791
0.6829 Remote Similarity NPC469669
0.6824 Remote Similarity NPC306095
0.6824 Remote Similarity NPC302426
0.6824 Remote Similarity NPC148685
0.6824 Remote Similarity NPC104120
0.6824 Remote Similarity NPC157895
0.6824 Remote Similarity NPC472301
0.6818 Remote Similarity NPC165162
0.6813 Remote Similarity NPC145666
0.6813 Remote Similarity NPC472866
0.6809 Remote Similarity NPC93271
0.6809 Remote Similarity NPC135576
0.6806 Remote Similarity NPC40148
0.68 Remote Similarity NPC63111
0.68 Remote Similarity NPC64985
0.6795 Remote Similarity NPC136813
0.6786 Remote Similarity NPC62336

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC89374 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
0.72 Intermediate Similarity NPD7341 Phase 2
0.7105 Intermediate Similarity NPD7331 Phase 2
0.7059 Intermediate Similarity NPD4800 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5363 Approved
0.6932 Remote Similarity NPD4519 Discontinued
0.6932 Remote Similarity NPD4623 Approved
0.686 Remote Similarity NPD4223 Phase 3
0.686 Remote Similarity NPD4270 Approved
0.686 Remote Similarity NPD4269 Approved
0.686 Remote Similarity NPD4221 Approved
0.6742 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6705 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD6371 Approved
0.663 Remote Similarity NPD5785 Approved
0.6629 Remote Similarity NPD5329 Approved
0.6628 Remote Similarity NPD4252 Approved
0.6596 Remote Similarity NPD5282 Discontinued
0.6591 Remote Similarity NPD5362 Discontinued
0.6556 Remote Similarity NPD4688 Approved
0.6556 Remote Similarity NPD4138 Approved
0.6556 Remote Similarity NPD4693 Phase 3
0.6556 Remote Similarity NPD5280 Approved
0.6556 Remote Similarity NPD5690 Phase 2
0.6556 Remote Similarity NPD4690 Approved
0.6556 Remote Similarity NPD5205 Approved
0.6556 Remote Similarity NPD5786 Approved
0.6556 Remote Similarity NPD4694 Approved
0.6556 Remote Similarity NPD4689 Approved
0.6552 Remote Similarity NPD5369 Approved
0.6535 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6517 Remote Similarity NPD3666 Approved
0.6517 Remote Similarity NPD3133 Approved
0.6517 Remote Similarity NPD3665 Phase 1
0.6413 Remote Similarity NPD4518 Approved
0.6404 Remote Similarity NPD7154 Phase 3
0.6395 Remote Similarity NPD3617 Approved
0.6395 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6354 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4753 Phase 2
0.6277 Remote Similarity NPD4096 Approved
0.625 Remote Similarity NPD4822 Approved
0.625 Remote Similarity NPD4820 Approved
0.625 Remote Similarity NPD4821 Approved
0.625 Remote Similarity NPD4695 Discontinued
0.625 Remote Similarity NPD4819 Approved
0.6211 Remote Similarity NPD5281 Approved
0.6211 Remote Similarity NPD5284 Approved
0.6196 Remote Similarity NPD3618 Phase 1
0.6196 Remote Similarity NPD5279 Phase 3
0.618 Remote Similarity NPD4139 Approved
0.618 Remote Similarity NPD4692 Approved
0.617 Remote Similarity NPD1695 Approved
0.6146 Remote Similarity NPD4202 Approved
0.6146 Remote Similarity NPD5779 Approved
0.6146 Remote Similarity NPD5778 Approved
0.6136 Remote Similarity NPD4195 Approved
0.6111 Remote Similarity NPD3667 Approved
0.6087 Remote Similarity NPD1696 Phase 3
0.6076 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6067 Remote Similarity NPD5368 Approved
0.6044 Remote Similarity NPD5332 Approved
0.6044 Remote Similarity NPD4788 Approved
0.6044 Remote Similarity NPD5331 Approved
0.6042 Remote Similarity NPD7983 Approved
0.6023 Remote Similarity NPD4268 Approved
0.6023 Remote Similarity NPD4271 Approved
0.602 Remote Similarity NPD4629 Approved
0.602 Remote Similarity NPD5695 Phase 3
0.602 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD4790 Discontinued
0.598 Remote Similarity NPD5211 Phase 2
0.5979 Remote Similarity NPD5133 Approved
0.5978 Remote Similarity NPD4786 Approved
0.5938 Remote Similarity NPD46 Approved
0.5938 Remote Similarity NPD6698 Approved
0.5934 Remote Similarity NPD6435 Approved
0.5934 Remote Similarity NPD5209 Approved
0.5909 Remote Similarity NPD4756 Discovery
0.59 Remote Similarity NPD6084 Phase 2
0.59 Remote Similarity NPD4755 Approved
0.59 Remote Similarity NPD6083 Phase 2
0.5895 Remote Similarity NPD5208 Approved
0.5889 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4634 Approved
0.5876 Remote Similarity NPD6079 Approved
0.5876 Remote Similarity NPD5693 Phase 1
0.5865 Remote Similarity NPD5141 Approved
0.5851 Remote Similarity NPD5330 Approved
0.5851 Remote Similarity NPD7146 Approved
0.5851 Remote Similarity NPD7521 Approved
0.5851 Remote Similarity NPD6409 Approved
0.5851 Remote Similarity NPD6684 Approved
0.5851 Remote Similarity NPD4249 Approved
0.5851 Remote Similarity NPD7334 Approved
0.5842 Remote Similarity NPD5696 Approved
0.5833 Remote Similarity NPD4137 Phase 3
0.5833 Remote Similarity NPD6080 Approved
0.5833 Remote Similarity NPD6673 Approved
0.5833 Remote Similarity NPD6904 Approved
0.5833 Remote Similarity NPD5370 Suspended
0.5824 Remote Similarity NPD857 Phase 3
0.58 Remote Similarity NPD7839 Suspended
0.5789 Remote Similarity NPD342 Phase 1
0.5789 Remote Similarity NPD4251 Approved
0.5789 Remote Similarity NPD4250 Approved
0.5784 Remote Similarity NPD5285 Approved
0.5784 Remote Similarity NPD7639 Approved
0.5784 Remote Similarity NPD4700 Approved
0.5784 Remote Similarity NPD7640 Approved
0.5784 Remote Similarity NPD5286 Approved
0.5784 Remote Similarity NPD4696 Approved
0.578 Remote Similarity NPD6053 Discontinued
0.5773 Remote Similarity NPD5207 Approved
0.5773 Remote Similarity NPD5692 Phase 3
0.5765 Remote Similarity NPD4691 Approved
0.5765 Remote Similarity NPD4747 Approved
0.5761 Remote Similarity NPD4752 Clinical (unspecified phase)
0.575 Remote Similarity NPD368 Approved
0.5745 Remote Similarity NPD1694 Approved
0.5745 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5733 Remote Similarity NPD3172 Approved
0.5729 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5729 Remote Similarity NPD6903 Approved
0.5728 Remote Similarity NPD5223 Approved
0.5714 Remote Similarity NPD6930 Phase 2
0.5714 Remote Similarity NPD6050 Approved
0.5714 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7332 Phase 2
0.5714 Remote Similarity NPD6931 Approved
0.5699 Remote Similarity NPD6110 Phase 1
0.5698 Remote Similarity NPD5276 Approved
0.5686 Remote Similarity NPD7638 Approved
0.5684 Remote Similarity NPD6098 Approved
0.5673 Remote Similarity NPD5091 Approved
0.5673 Remote Similarity NPD5224 Approved
0.5673 Remote Similarity NPD5225 Approved
0.5673 Remote Similarity NPD4633 Approved
0.5673 Remote Similarity NPD5226 Approved
0.5663 Remote Similarity NPD3704 Approved
0.5658 Remote Similarity NPD3195 Phase 2
0.5658 Remote Similarity NPD3196 Approved
0.5658 Remote Similarity NPD4266 Approved
0.5658 Remote Similarity NPD3194 Approved
0.5644 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5644 Remote Similarity NPD4697 Phase 3
0.5644 Remote Similarity NPD5221 Approved
0.5644 Remote Similarity NPD5222 Approved
0.5638 Remote Similarity NPD3668 Phase 3
0.5631 Remote Similarity NPD6404 Discontinued
0.5625 Remote Similarity NPD4751 Clinical (unspecified phase)
0.5619 Remote Similarity NPD5175 Approved
0.5619 Remote Similarity NPD4754 Approved
0.5619 Remote Similarity NPD5174 Approved
0.5607 Remote Similarity NPD6412 Phase 2
0.5604 Remote Similarity NPD6929 Approved
0.56 Remote Similarity NPD6001 Approved

Structure

External Identifiers

PubChem CID   10083471
ChEMBL   CHEMBL504340
ZINC  

Physicochemical Properties

Molecular Weight:  250.16
ALogP:  0.9164
MLogP:  2.78
XLogP:  0.465
# 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