Natural Product: NPC266124

Natural Product ID:  NPC266124
Common Name:   Hyphenrone F
IUPAC Name:   (2R,4R,5R,6S,8S)-2-hydroxy-5-methyl-2,6,8-tris(3-methylbut-2-enyl)-5-(4-methylpent-3-enyl)-4-(2-methylpropanoyl)cyclooctane-1,3-dione
Synonyms:  
Molecular Formula:   C34H54O4
Standard InCHIKey:  NOYQMPQYCHYXQU-IWCUYGLTSA-N
Standard InCHI:  InChI=1S/C34H54O4/c1-22(2)13-12-19-33(11)28(17-15-24(5)6)21-27(16-14-23(3)4)31(36)34(38,20-18-25(7)8)32(37)29(33)30(35)26(9)10/h13-15,18,26-29,38H,12,16-17,19-21H2,1-11H3/t27-,28-,29+,33+,34+/m0/s1
Canonical SMILES:  CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@H](CC=C(C)C)C(=O)[C@](C(=O)[C@H]1C(=O)C(C)C)(O)CC=C(C)C)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
NPO19915 Hypericum henryi Species Hypericaceae Eukaryota Aerial parts Yunnan, China PMID[25871261]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT659 Cell Line SMMC-7721 Homo sapiens IC50 > 40000 nM 19795841
NPT660 Cell Line SW480 Homo sapiens IC50 > 40000 nM 8988600
NPT116 Cell Line HL-60 Homo sapiens IC50 > 40000 nM 10.1039/C4MD00209A
NPT81 Cell Line A549 Homo sapiens IC50 > 40000 nM 18077425
NPT83 Cell Line MCF7 Homo sapiens IC50 > 40000 nM 19654408

  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 NPC266124 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
0.8293 Intermediate Similarity NPC472686
0.8293 Intermediate Similarity NPC290329
0.7821 Intermediate Similarity NPC206875
0.75 Intermediate Similarity NPC278895
0.75 Intermediate Similarity NPC251435
0.7442 Intermediate Similarity NPC15838
0.7442 Intermediate Similarity NPC132629
0.7439 Intermediate Similarity NPC321180
0.7391 Intermediate Similarity NPC121036
0.7391 Intermediate Similarity NPC472674
0.7391 Intermediate Similarity NPC269492
0.7381 Intermediate Similarity NPC189237
0.7381 Intermediate Similarity NPC55869
0.7381 Intermediate Similarity NPC472684
0.7381 Intermediate Similarity NPC44963
0.7368 Intermediate Similarity NPC197089
0.7356 Intermediate Similarity NPC203795
0.7317 Intermediate Similarity NPC211279
0.7308 Intermediate Similarity NPC469914
0.7294 Intermediate Similarity NPC256750
0.7294 Intermediate Similarity NPC20262
0.7294 Intermediate Similarity NPC212083
0.7284 Intermediate Similarity NPC175079
0.7263 Intermediate Similarity NPC472685
0.7263 Intermediate Similarity NPC472702
0.7262 Intermediate Similarity NPC108955
0.7241 Intermediate Similarity NPC79573
0.7229 Intermediate Similarity NPC275494
0.7229 Intermediate Similarity NPC30321
0.7229 Intermediate Similarity NPC321514
0.7229 Intermediate Similarity NPC471409
0.7176 Intermediate Similarity NPC327002
0.7176 Intermediate Similarity NPC225515
0.7158 Intermediate Similarity NPC474802
0.7143 Intermediate Similarity NPC215843
0.7143 Intermediate Similarity NPC82488
0.7143 Intermediate Similarity NPC308545
0.7143 Intermediate Similarity NPC28319
0.7125 Intermediate Similarity NPC144627
0.7111 Intermediate Similarity NPC474245
0.7093 Intermediate Similarity NPC477269
0.7093 Intermediate Similarity NPC133391
0.7093 Intermediate Similarity NPC103486
0.7093 Intermediate Similarity NPC477271
0.7093 Intermediate Similarity NPC129080
0.7093 Intermediate Similarity NPC48362
0.7093 Intermediate Similarity NPC477270
0.7079 Intermediate Similarity NPC476409
0.7065 Intermediate Similarity NPC233118
0.7059 Intermediate Similarity NPC2482
0.7059 Intermediate Similarity NPC306095
0.7059 Intermediate Similarity NPC37038
0.7045 Intermediate Similarity NPC132228
0.7045 Intermediate Similarity NPC8518
0.7045 Intermediate Similarity NPC263997
0.7045 Intermediate Similarity NPC469993
0.7045 Intermediate Similarity NPC6185
0.7045 Intermediate Similarity NPC241512
0.7037 Intermediate Similarity NPC470237
0.7024 Intermediate Similarity NPC297996
0.7024 Intermediate Similarity NPC74410
0.7024 Intermediate Similarity NPC179028
0.7013 Intermediate Similarity NPC61473
0.7011 Intermediate Similarity NPC105803
0.7011 Intermediate Similarity NPC62214
0.7011 Intermediate Similarity NPC53733
0.7011 Intermediate Similarity NPC477373
0.7 Intermediate Similarity NPC163020
0.6988 Remote Similarity NPC92080
0.6988 Remote Similarity NPC180886
0.6988 Remote Similarity NPC271070
0.6988 Remote Similarity NPC470525
0.6979 Remote Similarity NPC472727
0.6979 Remote Similarity NPC46761
0.6979 Remote Similarity NPC472728
0.6977 Remote Similarity NPC473217
0.6977 Remote Similarity NPC275766
0.6977 Remote Similarity NPC278459
0.6977 Remote Similarity NPC226068
0.6966 Remote Similarity NPC51014
0.6966 Remote Similarity NPC94666
0.6966 Remote Similarity NPC477478
0.6966 Remote Similarity NPC477479
0.6966 Remote Similarity NPC202394
0.6947 Remote Similarity NPC472073
0.6947 Remote Similarity NPC124246
0.6947 Remote Similarity NPC472074
0.6941 Remote Similarity NPC199595
0.6941 Remote Similarity NPC327674
0.6941 Remote Similarity NPC477371
0.6941 Remote Similarity NPC231431
0.6941 Remote Similarity NPC32758
0.6933 Remote Similarity NPC40206
0.6932 Remote Similarity NPC251170
0.6932 Remote Similarity NPC144258
0.6923 Remote Similarity NPC76879
0.6923 Remote Similarity NPC103734
0.6923 Remote Similarity NPC474918
0.6923 Remote Similarity NPC65615
0.6923 Remote Similarity NPC68148
0.6915 Remote Similarity NPC147232
0.6914 Remote Similarity NPC160817
0.6907 Remote Similarity NPC323441
0.6905 Remote Similarity NPC325946
0.6905 Remote Similarity NPC165711
0.6905 Remote Similarity NPC266193
0.6905 Remote Similarity NPC276769
0.6905 Remote Similarity NPC472014
0.6905 Remote Similarity NPC257666
0.6905 Remote Similarity NPC74995
0.6905 Remote Similarity NPC476007
0.6897 Remote Similarity NPC310989
0.6897 Remote Similarity NPC238991
0.6897 Remote Similarity NPC251779
0.6897 Remote Similarity NPC69101
0.6897 Remote Similarity NPC260956
0.6897 Remote Similarity NPC302661
0.6897 Remote Similarity NPC469325
0.6889 Remote Similarity NPC470523
0.6883 Remote Similarity NPC234767
0.6883 Remote Similarity NPC7029
0.6882 Remote Similarity NPC125180
0.6875 Remote Similarity NPC472730
0.6875 Remote Similarity NPC10758
0.6875 Remote Similarity NPC250928
0.6875 Remote Similarity NPC472729
0.6875 Remote Similarity NPC153776
0.6875 Remote Similarity NPC177680
0.6867 Remote Similarity NPC77501
0.6867 Remote Similarity NPC474885
0.6867 Remote Similarity NPC114236
0.6867 Remote Similarity NPC476844
0.686 Remote Similarity NPC279667
0.686 Remote Similarity NPC164218
0.686 Remote Similarity NPC476809
0.6854 Remote Similarity NPC474680
0.6854 Remote Similarity NPC142649
0.6854 Remote Similarity NPC123319
0.6854 Remote Similarity NPC269638
0.6854 Remote Similarity NPC33663
0.6854 Remote Similarity NPC94531
0.6854 Remote Similarity NPC311702
0.6848 Remote Similarity NPC477711
0.6848 Remote Similarity NPC476369
0.6848 Remote Similarity NPC476437
0.6848 Remote Similarity NPC2946
0.6848 Remote Similarity NPC263977
0.6842 Remote Similarity NPC21681
0.6842 Remote Similarity NPC157113
0.6842 Remote Similarity NPC62516
0.6842 Remote Similarity NPC472675
0.6842 Remote Similarity NPC475795
0.6842 Remote Similarity NPC60565
0.6835 Remote Similarity NPC263161
0.6835 Remote Similarity NPC60120
0.6829 Remote Similarity NPC92909
0.6829 Remote Similarity NPC107783
0.6824 Remote Similarity NPC478122
0.6824 Remote Similarity NPC231739
0.6824 Remote Similarity NPC260385
0.6824 Remote Similarity NPC475994
0.6824 Remote Similarity NPC474056
0.6824 Remote Similarity NPC110094
0.6824 Remote Similarity NPC476808
0.6824 Remote Similarity NPC280654
0.6824 Remote Similarity NPC19443
0.6818 Remote Similarity NPC310470
0.6818 Remote Similarity NPC476082
0.6818 Remote Similarity NPC278648
0.6818 Remote Similarity NPC102197
0.6813 Remote Similarity NPC474474
0.6813 Remote Similarity NPC470524
0.6809 Remote Similarity NPC114162
0.6809 Remote Similarity NPC160413
0.6809 Remote Similarity NPC469819
0.68 Remote Similarity NPC5698
0.6786 Remote Similarity NPC1973
0.6786 Remote Similarity NPC469646
0.6786 Remote Similarity NPC167873
0.6786 Remote Similarity NPC474527
0.6786 Remote Similarity NPC215481
0.6786 Remote Similarity NPC263582
0.6786 Remote Similarity NPC110725
0.6786 Remote Similarity NPC69143
0.6786 Remote Similarity NPC226242
0.6786 Remote Similarity NPC76966
0.6786 Remote Similarity NPC186554
0.6786 Remote Similarity NPC471726
0.6782 Remote Similarity NPC221647
0.6782 Remote Similarity NPC471898
0.6782 Remote Similarity NPC263272
0.6782 Remote Similarity NPC274050
0.6782 Remote Similarity NPC14151
0.6782 Remote Similarity NPC14044
0.6782 Remote Similarity NPC90055
0.6782 Remote Similarity NPC162632
0.6782 Remote Similarity NPC117960
0.6782 Remote Similarity NPC267691
0.6782 Remote Similarity NPC477372
0.6782 Remote Similarity NPC201912

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC266124 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
0.747 Intermediate Similarity NPD4695 Discontinued
0.7143 Intermediate Similarity NPD7331 Phase 2
0.7045 Intermediate Similarity NPD5329 Approved
0.7013 Intermediate Similarity NPD7341 Phase 2
0.6932 Remote Similarity NPD4197 Approved
0.6915 Remote Similarity NPD4629 Approved
0.6915 Remote Similarity NPD5210 Approved
0.6897 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5282 Discontinued
0.6782 Remote Similarity NPD5369 Approved
0.6778 Remote Similarity NPD5280 Approved
0.6778 Remote Similarity NPD4694 Approved
0.6778 Remote Similarity NPD5690 Phase 2
0.6753 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6742 Remote Similarity NPD4786 Approved
0.6739 Remote Similarity NPD4753 Phase 2
0.6739 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6705 Remote Similarity NPD3667 Approved
0.6705 Remote Similarity NPD4223 Phase 3
0.6705 Remote Similarity NPD4221 Approved
0.6701 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6628 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6628 Remote Similarity NPD3617 Approved
0.6593 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5279 Phase 3
0.6526 Remote Similarity NPD6399 Phase 3
0.6517 Remote Similarity NPD4269 Approved
0.6517 Remote Similarity NPD4270 Approved
0.65 Remote Similarity NPD5091 Approved
0.6452 Remote Similarity NPD4518 Approved
0.6429 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD6084 Phase 2
0.6421 Remote Similarity NPD5284 Approved
0.6421 Remote Similarity NPD5281 Approved
0.6413 Remote Similarity NPD4690 Approved
0.6413 Remote Similarity NPD4138 Approved
0.6413 Remote Similarity NPD4693 Phase 3
0.6413 Remote Similarity NPD4689 Approved
0.6413 Remote Similarity NPD5205 Approved
0.6413 Remote Similarity NPD3618 Phase 1
0.6413 Remote Similarity NPD4688 Approved
0.6413 Remote Similarity NPD4623 Approved
0.6413 Remote Similarity NPD6098 Approved
0.6413 Remote Similarity NPD4519 Discontinued
0.6392 Remote Similarity NPD5695 Phase 3
0.6383 Remote Similarity NPD6904 Approved
0.6383 Remote Similarity NPD6673 Approved
0.6383 Remote Similarity NPD6080 Approved
0.6374 Remote Similarity NPD3133 Approved
0.6374 Remote Similarity NPD3668 Phase 3
0.6374 Remote Similarity NPD3665 Phase 1
0.6374 Remote Similarity NPD3666 Approved
0.6327 Remote Similarity NPD4697 Phase 3
0.6316 Remote Similarity NPD5785 Approved
0.6304 Remote Similarity NPD5363 Approved
0.6292 Remote Similarity NPD4252 Approved
0.6292 Remote Similarity NPD5368 Approved
0.6289 Remote Similarity NPD7748 Approved
0.6277 Remote Similarity NPD6672 Approved
0.6277 Remote Similarity NPD5737 Approved
0.6264 Remote Similarity NPD5362 Discontinued
0.6263 Remote Similarity NPD4755 Approved
0.6263 Remote Similarity NPD7902 Approved
0.625 Remote Similarity NPD7515 Phase 2
0.625 Remote Similarity NPD6411 Approved
0.625 Remote Similarity NPD6050 Approved
0.6237 Remote Similarity NPD5786 Approved
0.6222 Remote Similarity NPD4692 Approved
0.6222 Remote Similarity NPD4139 Approved
0.6211 Remote Similarity NPD5328 Approved
0.6186 Remote Similarity NPD5133 Approved
0.6163 Remote Similarity NPD6926 Approved
0.6163 Remote Similarity NPD6924 Approved
0.6162 Remote Similarity NPD5221 Approved
0.6162 Remote Similarity NPD7614 Phase 1
0.6162 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5222 Approved
0.6154 Remote Similarity NPD6435 Approved
0.6146 Remote Similarity NPD4096 Approved
0.6146 Remote Similarity NPD5692 Phase 3
0.6139 Remote Similarity NPD5285 Approved
0.6139 Remote Similarity NPD5286 Approved
0.6139 Remote Similarity NPD4700 Approved
0.6139 Remote Similarity NPD4696 Approved
0.6133 Remote Similarity NPD4266 Approved
0.6133 Remote Similarity NPD3194 Approved
0.6133 Remote Similarity NPD3195 Phase 2
0.6133 Remote Similarity NPD3196 Approved
0.6111 Remote Similarity NPD4820 Approved
0.6111 Remote Similarity NPD4819 Approved
0.6111 Remote Similarity NPD4822 Approved
0.6111 Remote Similarity NPD4821 Approved
0.61 Remote Similarity NPD5173 Approved
0.6098 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6098 Remote Similarity NPD3704 Approved
0.6087 Remote Similarity NPD7154 Phase 3
0.6087 Remote Similarity NPD4788 Approved
0.6082 Remote Similarity NPD5693 Phase 1
0.6082 Remote Similarity NPD6079 Approved
0.6082 Remote Similarity NPD5694 Approved
0.6078 Remote Similarity NPD5223 Approved
0.6061 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6049 Remote Similarity NPD3197 Phase 1
0.6044 Remote Similarity NPD857 Phase 3
0.6042 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6101 Approved
0.6023 Remote Similarity NPD6933 Approved
0.602 Remote Similarity NPD4202 Approved
0.6019 Remote Similarity NPD4633 Approved
0.6019 Remote Similarity NPD5225 Approved
0.6019 Remote Similarity NPD5226 Approved
0.6019 Remote Similarity NPD5224 Approved
0.6019 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD3172 Approved
0.6 Remote Similarity NPD6675 Approved
0.6 Remote Similarity NPD4195 Approved
0.6 Remote Similarity NPD5739 Approved
0.6 Remote Similarity NPD6402 Approved
0.6 Remote Similarity NPD7128 Approved
0.5981 Remote Similarity NPD6372 Approved
0.5981 Remote Similarity NPD6373 Approved
0.5977 Remote Similarity NPD4784 Approved
0.5977 Remote Similarity NPD4785 Approved
0.5962 Remote Similarity NPD5175 Approved
0.5962 Remote Similarity NPD4754 Approved
0.5962 Remote Similarity NPD5174 Approved
0.596 Remote Similarity NPD7900 Approved
0.596 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5957 Remote Similarity NPD1696 Phase 3
0.5955 Remote Similarity NPD4756 Discovery
0.5943 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5943 Remote Similarity NPD6614 Approved
0.593 Remote Similarity NPD4243 Approved
0.5914 Remote Similarity NPD5331 Approved
0.5914 Remote Similarity NPD5332 Approved
0.5909 Remote Similarity NPD8039 Approved
0.5905 Remote Similarity NPD5141 Approved
0.59 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5895 Remote Similarity NPD6684 Approved
0.5895 Remote Similarity NPD7334 Approved
0.5895 Remote Similarity NPD5330 Approved
0.5895 Remote Similarity NPD6409 Approved
0.5895 Remote Similarity NPD7146 Approved
0.5895 Remote Similarity NPD7521 Approved
0.5889 Remote Similarity NPD4271 Approved
0.5889 Remote Similarity NPD4268 Approved
0.5888 Remote Similarity NPD6881 Approved
0.5888 Remote Similarity NPD7320 Approved
0.5888 Remote Similarity NPD6899 Approved
0.5882 Remote Similarity NPD4137 Phase 3
0.5872 Remote Similarity NPD6650 Approved
0.5872 Remote Similarity NPD8130 Phase 1
0.5872 Remote Similarity NPD6649 Approved
0.587 Remote Similarity NPD4790 Discontinued
0.5859 Remote Similarity NPD5778 Approved
0.5859 Remote Similarity NPD5779 Approved
0.5849 Remote Similarity NPD4768 Approved
0.5849 Remote Similarity NPD4767 Approved
0.5842 Remote Similarity NPD7732 Phase 3
0.5833 Remote Similarity NPD3573 Approved
0.5818 Remote Similarity NPD8297 Approved
0.5816 Remote Similarity NPD5207 Approved
0.5814 Remote Similarity NPD4691 Approved
0.5814 Remote Similarity NPD4747 Approved
0.5806 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5795 Remote Similarity NPD5733 Approved
0.5794 Remote Similarity NPD5701 Approved
0.5794 Remote Similarity NPD5697 Approved
0.578 Remote Similarity NPD6371 Approved
0.578 Remote Similarity NPD7290 Approved
0.578 Remote Similarity NPD6883 Approved
0.578 Remote Similarity NPD7102 Approved
0.5773 Remote Similarity NPD5208 Approved
0.5773 Remote Similarity NPD6903 Approved
0.5773 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5765 Remote Similarity NPD3621 Clinical (unspecified phase)
0.5761 Remote Similarity NPD6930 Phase 2
0.5761 Remote Similarity NPD7509 Discontinued
0.5761 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5761 Remote Similarity NPD6931 Approved
0.5761 Remote Similarity NPD7525 Registered
0.5758 Remote Similarity NPD7983 Approved
0.5758 Remote Similarity NPD8035 Phase 2
0.5758 Remote Similarity NPD8034 Phase 2
0.5747 Remote Similarity NPD6081 Approved
0.5747 Remote Similarity NPD5276 Approved
0.5745 Remote Similarity NPD6695 Phase 3
0.5745 Remote Similarity NPD6110 Phase 1
0.5743 Remote Similarity NPD5654 Approved
0.5741 Remote Similarity NPD6011 Approved
0.5741 Remote Similarity NPD4729 Approved
0.5741 Remote Similarity NPD4730 Approved
0.5741 Remote Similarity NPD5128 Approved
0.5733 Remote Similarity NPD29 Approved
0.5733 Remote Similarity NPD28 Approved
0.573 Remote Similarity NPD6942 Approved
0.573 Remote Similarity NPD7339 Approved
0.573 Remote Similarity NPD8264 Approved
0.5727 Remote Similarity NPD6617 Approved

Structure

External Identifiers

PubChem CID   12137354
ChEMBL   CHEMBL3581586
ZINC  

Physicochemical Properties

Molecular Weight:  526.40
ALogP:  5.6668
MLogP:  4.76
XLogP:  8.445
# Rotatable Bonds:  23
Polar Surface Area:  71.44
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  38

Download Data

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