Natural Product: NPC215030

Natural Product ID:  NPC215030
Common Name:   (11S)-10Alpha-Hydroxy-3-Oxo-4Betah-Guaiano-12,6Alpha-Lactone
IUPAC Name:   (3S,3aS,6R,6aR,9S,9aR,9bS)-6-hydroxy-3,6,9-trimethyl-3a,4,5,6a,7,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2,8-dione
Synonyms:  
Molecular Formula:   C15H22O4
Standard InCHIKey:  HWMHVPGJPQEKFZ-IGRWEYARSA-N
Standard InCHI:  InChI=1S/C15H22O4/c1-7-9-4-5-15(3,18)10-6-11(16)8(2)12(10)13(9)19-14(7)17/h7-10,12-13,18H,4-6H2,1-3H3/t7-,8+,9-,10+,12-,13-,15+/m0/s1
Canonical SMILES:  C[C@@H]1C(=O)C[C@@H]2[C@H]1[C@H]1OC(=O)[C@H]([C@@H]1CC[C@@]2(C)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
NPO6546 Maytenus rigida Species Celastraceae Eukaryota UNPD*
NPO10533 Ixeris chinensis Species Asteraceae Eukaryota PMID[17067155]
NPO22206 Browallia speciosa Species Solanaceae Eukaryota UNPD*
NPO21931 Quercus phillyraeoides Species Fagaceae Eukaryota UNPD*
NPO23089 Reseda duriaeana Species Resedaceae Eukaryota UNPD*
NPO28437 Hypomyces aurantius Species Hypocreaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1374 Cell Line WI-38 Homo sapiens IC50 = 32000 nM 17067155
NPT1475 Cell Line WI-38 VA13 Homo sapiens IC50 = 160000 nM 17067155
NPT2 Others Unspecified IC50 = 230000 nM 17067155

  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 NPC215030 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
0.8514 High Similarity NPC179922
0.8293 Intermediate Similarity NPC178875
0.8286 Intermediate Similarity NPC157518
0.8171 Intermediate Similarity NPC118601
0.8133 Intermediate Similarity NPC477867
0.8108 Intermediate Similarity NPC470243
0.8082 Intermediate Similarity NPC98711
0.8082 Intermediate Similarity NPC475062
0.8052 Intermediate Similarity NPC83108
0.8052 Intermediate Similarity NPC214030
0.7975 Intermediate Similarity NPC156658
0.7975 Intermediate Similarity NPC258965
0.7975 Intermediate Similarity NPC51507
0.7901 Intermediate Similarity NPC111409
0.7901 Intermediate Similarity NPC157328
0.7821 Intermediate Similarity NPC70996
0.7816 Intermediate Similarity NPC470424
0.7778 Intermediate Similarity NPC212340
0.7765 Intermediate Similarity NPC32922
0.7727 Intermediate Similarity NPC163228
0.7722 Intermediate Similarity NPC470014
0.7701 Intermediate Similarity NPC153590
0.7683 Intermediate Similarity NPC128246
0.7654 Intermediate Similarity NPC126248
0.7647 Intermediate Similarity NPC79549
0.7619 Intermediate Similarity NPC309757
0.7619 Intermediate Similarity NPC236692
0.7558 Intermediate Similarity NPC200580
0.7558 Intermediate Similarity NPC215556
0.7532 Intermediate Similarity NPC51249
0.7532 Intermediate Similarity NPC473699
0.7532 Intermediate Similarity NPC475232
0.7532 Intermediate Similarity NPC474100
0.7532 Intermediate Similarity NPC475260
0.7532 Intermediate Similarity NPC473775
0.75 Intermediate Similarity NPC300082
0.75 Intermediate Similarity NPC135776
0.75 Intermediate Similarity NPC284534
0.75 Intermediate Similarity NPC475616
0.75 Intermediate Similarity NPC204105
0.7471 Intermediate Similarity NPC216284
0.7467 Intermediate Similarity NPC319007
0.7412 Intermediate Similarity NPC470242
0.7412 Intermediate Similarity NPC476717
0.7386 Intermediate Similarity NPC474065
0.7386 Intermediate Similarity NPC155215
0.7381 Intermediate Similarity NPC291310
0.7368 Intermediate Similarity NPC28526
0.7349 Intermediate Similarity NPC102156
0.7349 Intermediate Similarity NPC148740
0.7342 Intermediate Similarity NPC471491
0.7333 Intermediate Similarity NPC286842
0.7333 Intermediate Similarity NPC476053
0.7326 Intermediate Similarity NPC239938
0.7326 Intermediate Similarity NPC270270
0.7303 Intermediate Similarity NPC200237
0.7303 Intermediate Similarity NPC473273
0.7303 Intermediate Similarity NPC473263
0.7303 Intermediate Similarity NPC258216
0.7303 Intermediate Similarity NPC473234
0.7303 Intermediate Similarity NPC308656
0.7303 Intermediate Similarity NPC60386
0.7294 Intermediate Similarity NPC473350
0.7253 Intermediate Similarity NPC142529
0.7253 Intermediate Similarity NPC91771
0.7253 Intermediate Similarity NPC126156
0.7241 Intermediate Similarity NPC53158
0.7241 Intermediate Similarity NPC207114
0.7241 Intermediate Similarity NPC217983
0.7241 Intermediate Similarity NPC470009
0.7222 Intermediate Similarity NPC473331
0.7209 Intermediate Similarity NPC470657
0.7209 Intermediate Similarity NPC187661
0.7204 Intermediate Similarity NPC471381
0.7204 Intermediate Similarity NPC186861
0.7191 Intermediate Similarity NPC184063
0.7191 Intermediate Similarity NPC133698
0.7191 Intermediate Similarity NPC131209
0.7176 Intermediate Similarity NPC194859
0.7176 Intermediate Similarity NPC473791
0.7176 Intermediate Similarity NPC224386
0.7174 Intermediate Similarity NPC471150
0.716 Intermediate Similarity NPC474003
0.716 Intermediate Similarity NPC169389
0.7159 Intermediate Similarity NPC168679
0.7159 Intermediate Similarity NPC12872
0.7159 Intermediate Similarity NPC155935
0.7143 Intermediate Similarity NPC311642
0.7143 Intermediate Similarity NPC100366
0.7143 Intermediate Similarity NPC164289
0.7143 Intermediate Similarity NPC246076
0.7143 Intermediate Similarity NPC472873
0.7143 Intermediate Similarity NPC5714
0.7143 Intermediate Similarity NPC242771
0.7126 Intermediate Similarity NPC190753
0.7126 Intermediate Similarity NPC31349
0.7126 Intermediate Similarity NPC475773
0.7125 Intermediate Similarity NPC155441
0.7123 Intermediate Similarity NPC469923
0.7111 Intermediate Similarity NPC475788
0.7108 Intermediate Similarity NPC1882
0.7108 Intermediate Similarity NPC134227
0.7097 Intermediate Similarity NPC211087
0.7093 Intermediate Similarity NPC476715
0.7079 Intermediate Similarity NPC35809
0.7079 Intermediate Similarity NPC297474
0.7079 Intermediate Similarity NPC54065
0.7079 Intermediate Similarity NPC19087
0.7065 Intermediate Similarity NPC193785
0.7059 Intermediate Similarity NPC15091
0.7059 Intermediate Similarity NPC54468
0.7059 Intermediate Similarity NPC245665
0.7045 Intermediate Similarity NPC191221
0.7045 Intermediate Similarity NPC203170
0.7045 Intermediate Similarity NPC91248
0.7033 Intermediate Similarity NPC323008
0.7033 Intermediate Similarity NPC198853
0.7033 Intermediate Similarity NPC470010
0.7033 Intermediate Similarity NPC470013
0.7033 Intermediate Similarity NPC262133
0.7033 Intermediate Similarity NPC470423
0.7033 Intermediate Similarity NPC477131
0.7013 Intermediate Similarity NPC82315
0.7011 Intermediate Similarity NPC67493
0.7011 Intermediate Similarity NPC56593
0.701 Intermediate Similarity NPC168890
0.701 Intermediate Similarity NPC469441
0.701 Intermediate Similarity NPC41674
0.701 Intermediate Similarity NPC228311
0.701 Intermediate Similarity NPC252234
0.7 Intermediate Similarity NPC133888
0.7 Intermediate Similarity NPC52756
0.7 Intermediate Similarity NPC286341
0.7 Intermediate Similarity NPC29821
0.7 Intermediate Similarity NPC191339
0.7 Intermediate Similarity NPC293001
0.7 Intermediate Similarity NPC35959
0.7 Intermediate Similarity NPC475925
0.7 Intermediate Similarity NPC57304
0.7 Intermediate Similarity NPC125164
0.7 Intermediate Similarity NPC171360
0.7 Intermediate Similarity NPC63193
0.6989 Remote Similarity NPC213947
0.6989 Remote Similarity NPC311904
0.6989 Remote Similarity NPC108475
0.6989 Remote Similarity NPC170143
0.6986 Remote Similarity NPC469921
0.6977 Remote Similarity NPC477434
0.6966 Remote Similarity NPC472872
0.6966 Remote Similarity NPC38392
0.6966 Remote Similarity NPC61688
0.6957 Remote Similarity NPC52044
0.6957 Remote Similarity NPC37408
0.6957 Remote Similarity NPC67584
0.6957 Remote Similarity NPC475900
0.6957 Remote Similarity NPC470191
0.6951 Remote Similarity NPC208223
0.6947 Remote Similarity NPC171759
0.6939 Remote Similarity NPC290247
0.6939 Remote Similarity NPC469788
0.6939 Remote Similarity NPC469787
0.6939 Remote Similarity NPC176756
0.6933 Remote Similarity NPC314103
0.6932 Remote Similarity NPC186148
0.6932 Remote Similarity NPC201658
0.6923 Remote Similarity NPC161035
0.6923 Remote Similarity NPC472238
0.6923 Remote Similarity NPC476189
0.6923 Remote Similarity NPC472237
0.6915 Remote Similarity NPC253995
0.6915 Remote Similarity NPC274695
0.6915 Remote Similarity NPC45125
0.6914 Remote Similarity NPC217725
0.6914 Remote Similarity NPC132064
0.6914 Remote Similarity NPC228411
0.6907 Remote Similarity NPC473701
0.6907 Remote Similarity NPC473526
0.6905 Remote Similarity NPC73052
0.6905 Remote Similarity NPC293418
0.6905 Remote Similarity NPC125366
0.6905 Remote Similarity NPC290508
0.6892 Remote Similarity NPC469922
0.6889 Remote Similarity NPC246173
0.6889 Remote Similarity NPC37607
0.6889 Remote Similarity NPC301969
0.6883 Remote Similarity NPC469925
0.6882 Remote Similarity NPC476009
0.6882 Remote Similarity NPC213078
0.6869 Remote Similarity NPC329876
0.6869 Remote Similarity NPC220773
0.6869 Remote Similarity NPC278693
0.6869 Remote Similarity NPC167044
0.686 Remote Similarity NPC474266
0.686 Remote Similarity NPC476721
0.686 Remote Similarity NPC472847
0.6857 Remote Similarity NPC319589
0.6854 Remote Similarity NPC226491
0.6854 Remote Similarity NPC177629
0.6854 Remote Similarity NPC58219
0.6854 Remote Similarity NPC477614

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC215030 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
0.7073 Intermediate Similarity NPD4802 Phase 2
0.7073 Intermediate Similarity NPD4238 Approved
0.6849 Remote Similarity NPD3198 Approved
0.6771 Remote Similarity NPD1700 Approved
0.6707 Remote Similarity NPD3702 Approved
0.6593 Remote Similarity NPD1695 Approved
0.6566 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6435 Approved
0.6494 Remote Similarity NPD7909 Approved
0.6471 Remote Similarity NPD6114 Approved
0.6471 Remote Similarity NPD6118 Approved
0.6471 Remote Similarity NPD6697 Approved
0.6471 Remote Similarity NPD6115 Approved
0.6421 Remote Similarity NPD1698 Clinical (unspecified phase)
0.641 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6389 Remote Similarity NPD615 Clinical (unspecified phase)
0.6375 Remote Similarity NPD229 Approved
0.6353 Remote Similarity NPD6116 Phase 1
0.6322 Remote Similarity NPD5368 Approved
0.631 Remote Similarity NPD3703 Phase 2
0.625 Remote Similarity NPD1780 Approved
0.625 Remote Similarity NPD5369 Approved
0.625 Remote Similarity NPD1779 Approved
0.6235 Remote Similarity NPD6117 Approved
0.6203 Remote Similarity NPD3171 Clinical (unspecified phase)
0.619 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6176 Remote Similarity NPD6008 Approved
0.6176 Remote Similarity NPD634 Phase 3
0.6164 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6145 Remote Similarity NPD5777 Approved
0.6145 Remote Similarity NPD6081 Approved
0.6125 Remote Similarity NPD4224 Phase 2
0.6117 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4249 Approved
0.6087 Remote Similarity NPD5786 Approved
0.6078 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6042 Remote Similarity NPD6399 Phase 3
0.6022 Remote Similarity NPD4251 Approved
0.6022 Remote Similarity NPD4250 Approved
0.5981 Remote Similarity NPD6053 Discontinued
0.5979 Remote Similarity NPD5282 Discontinued
0.5952 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5952 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5938 Remote Similarity NPD8034 Phase 2
0.5938 Remote Similarity NPD8035 Phase 2
0.5934 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5934 Remote Similarity NPD5362 Discontinued
0.5934 Remote Similarity NPD3669 Approved
0.5909 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5904 Remote Similarity NPD3699 Clinical (unspecified phase)
0.5904 Remote Similarity NPD3700 Clinical (unspecified phase)
0.5904 Remote Similarity NPD3698 Phase 2
0.5833 Remote Similarity NPD4245 Approved
0.5833 Remote Similarity NPD4789 Approved
0.5833 Remote Similarity NPD4244 Approved
0.5824 Remote Similarity NPD4270 Approved
0.5824 Remote Similarity NPD7345 Approved
0.5824 Remote Similarity NPD4269 Approved
0.5806 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5806 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5794 Remote Similarity NPD6371 Approved
0.5783 Remote Similarity NPD5360 Phase 3
0.5783 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5775 Remote Similarity NPD2266 Phase 2
0.5755 Remote Similarity NPD7320 Approved
0.5733 Remote Similarity NPD3728 Approved
0.5733 Remote Similarity NPD3730 Approved
0.5732 Remote Similarity NPD375 Phase 2
0.5728 Remote Similarity NPD8085 Approved
0.5728 Remote Similarity NPD8083 Approved
0.5728 Remote Similarity NPD8138 Approved
0.5728 Remote Similarity NPD8086 Approved
0.5728 Remote Similarity NPD8139 Approved
0.5728 Remote Similarity NPD8084 Approved
0.5728 Remote Similarity NPD8082 Approved
0.5714 Remote Similarity NPD7128 Approved
0.5714 Remote Similarity NPD6675 Approved
0.5714 Remote Similarity NPD5739 Approved
0.5714 Remote Similarity NPD6402 Approved
0.5701 Remote Similarity NPD6372 Approved
0.5701 Remote Similarity NPD6373 Approved
0.5676 Remote Similarity NPD3186 Phase 1
0.5673 Remote Similarity NPD8276 Approved
0.5673 Remote Similarity NPD8275 Approved
0.566 Remote Similarity NPD5697 Approved
0.566 Remote Similarity NPD5701 Approved
0.5638 Remote Similarity NPD5363 Approved
0.5636 Remote Similarity NPD4632 Approved
0.5619 Remote Similarity NPD8081 Approved
0.5612 Remote Similarity NPD7983 Approved
0.5607 Remote Similarity NPD6881 Approved
0.5607 Remote Similarity NPD6899 Approved
0.5607 Remote Similarity NPD6011 Approved
0.5607 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5604 Remote Similarity NPD4820 Approved
0.5604 Remote Similarity NPD4821 Approved
0.5604 Remote Similarity NPD4819 Approved
0.5604 Remote Similarity NPD6928 Phase 2
0.5604 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5604 Remote Similarity NPD4822 Approved
0.5604 Remote Similarity NPD4252 Approved
0.56 Remote Similarity NPD5695 Phase 3

Structure

External Identifiers

PubChem CID   11311642
ChEMBL   CHEMBL465422
ZINC  

Physicochemical Properties

Molecular Weight:  266.15
ALogP:  -0.4937
MLogP:  2.67
XLogP:  0.856
# Rotatable Bonds:  4
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  19

Download Data

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Biological Activities  
Similar NPs/Drugs