Natural Product: NPC162071

Natural Product ID:  NPC162071
Common Name:   Tirotundin
IUPAC Name:  
Synonyms:   Tirotundin
Molecular Formula:   C19H28O6
Standard InCHIKey:  VKWNXJLVNFOOOS-QNIDSSLUSA-N
Standard InCHI:  InChI=1S/C19H28O6/c1-10(2)16(20)24-14-9-18(5)6-7-19(22,25-18)11(3)8-13-15(14)12(4)17(21)23-13/h10-11,13-15,22H,4,6-9H2,1-3,5H3/t11-,13+,14+,15-,18-,19+/m0/s1
Canonical SMILES:  O=C(C(C)C)O[C@@H]1C[C@]2(C)CC[C@@](O2)([C@H](C[C@@H]2[C@@H]1C(=C)C(=O)O2)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
NPO16972 Penicillium spiculisporum Species Aspergillaceae Eukaryota UNPD*
NPO19081 Iris halophila Species Iridaceae Eukaryota UNPD*
NPO19433 Trichocline caulescens Species Asteraceae Eukaryota UNPD*
NPO9841 Picramnia hirsuta Species Picramniaceae Eukaryota UNPD*
NPO23391 Nidula niveotomentosa Species Nidulariaceae Eukaryota UNPD*
NPO18159 Crypteronia paniculata Species Crypteroniaceae Eukaryota UNPD*
NPO19007 Lycopodium fastigiatum Species Lycopodiaceae Eukaryota UNPD*
NPO18837 Ulva rigida Species Ulvaceae Eukaryota UNPD*
NPO17110 Barleria prionitis Species Acanthaceae Eukaryota UNPD*
NPO17989 Astragalus falcatus Species Fabaceae Eukaryota UNPD*
NPO15112 Premna oligotricha Species Lamiaceae Eukaryota UNPD*
NPO11074 Mycale izuensis Species Mycalidae Eukaryota UNPD*
NPO17486 Alpinia javanica Species Zingiberaceae Eukaryota UNPD*
NPO19629 Laurencia scoparia Species Rhodomelaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT721 Individual Protein Nuclear factor NF-kappa-B p65 subunit Homo sapiens IC100 = 0.2 nM 16570920
NPT99 Individual Protein Peroxisome proliferator-activated receptor gamma Homo sapiens IC50 = 27000 nM 22424975
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 1.5 10.1007/s00044-012-0359-5
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 2.41 10.1007/s00044-012-0359-5
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 1.6 10.1007/s00044-012-0359-5
NPT540 Individual Protein Bile acid receptor FXR Homo sapiens FC = 1.85 10.1007/s00044-012-0359-5
NPT1746 Individual Protein LXR-beta Homo sapiens FC = 1.5 10.1007/s00044-012-0359-5
NPT1746 Individual Protein LXR-beta Homo sapiens FC = 2.2 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 1.7 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 2.3 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 4.52 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 0.94 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 0.62 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens Activity = 46 % 10.1007/s00044-012-0359-5
NPT1794 Individual Protein LXR-alpha Homo sapiens FC = 2 10.1007/s00044-012-0359-5

  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 NPC162071 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
0.9524 High Similarity NPC474323
0.9524 High Similarity NPC206614
0.8977 High Similarity NPC474338
0.8721 High Similarity NPC186148
0.8621 High Similarity NPC177629
0.8621 High Similarity NPC58219
0.8587 High Similarity NPC187268
0.8523 High Similarity NPC92974
0.8409 Intermediate Similarity NPC217983
0.8409 Intermediate Similarity NPC79549
0.8409 Intermediate Similarity NPC207114
0.8333 Intermediate Similarity NPC208886
0.8333 Intermediate Similarity NPC184063
0.8333 Intermediate Similarity NPC133698
0.8333 Intermediate Similarity NPC12172
0.8315 Intermediate Similarity NPC215556
0.8295 Intermediate Similarity NPC118601
0.8295 Intermediate Similarity NPC190753
0.828 Intermediate Similarity NPC471462
0.8256 Intermediate Similarity NPC128429
0.8242 Intermediate Similarity NPC81419
0.8242 Intermediate Similarity NPC179746
0.8222 Intermediate Similarity NPC19087
0.8222 Intermediate Similarity NPC54065
0.8222 Intermediate Similarity NPC216284
0.8222 Intermediate Similarity NPC297474
0.8214 Intermediate Similarity NPC19841
0.8202 Intermediate Similarity NPC178875
0.8202 Intermediate Similarity NPC202672
0.8182 Intermediate Similarity NPC470242
0.8182 Intermediate Similarity NPC187661
0.8152 Intermediate Similarity NPC477131
0.8152 Intermediate Similarity NPC127019
0.8152 Intermediate Similarity NPC198853
0.814 Intermediate Similarity NPC246076
0.8132 Intermediate Similarity NPC35959
0.8132 Intermediate Similarity NPC29821
0.8132 Intermediate Similarity NPC171360
0.8132 Intermediate Similarity NPC63193
0.8132 Intermediate Similarity NPC155215
0.8132 Intermediate Similarity NPC57304
0.8132 Intermediate Similarity NPC131209
0.8132 Intermediate Similarity NPC133888
0.8132 Intermediate Similarity NPC184463
0.8132 Intermediate Similarity NPC293001
0.8111 Intermediate Similarity NPC155935
0.8111 Intermediate Similarity NPC307411
0.8111 Intermediate Similarity NPC38392
0.809 Intermediate Similarity NPC5130
0.809 Intermediate Similarity NPC160138
0.8068 Intermediate Similarity NPC304509
0.8068 Intermediate Similarity NPC149725
0.8068 Intermediate Similarity NPC47958
0.8068 Intermediate Similarity NPC300082
0.8068 Intermediate Similarity NPC204105
0.8068 Intermediate Similarity NPC284534
0.8065 Intermediate Similarity NPC67584
0.8065 Intermediate Similarity NPC471141
0.8065 Intermediate Similarity NPC476053
0.8065 Intermediate Similarity NPC472873
0.8065 Intermediate Similarity NPC163228
0.8065 Intermediate Similarity NPC304886
0.8065 Intermediate Similarity NPC213698
0.8046 Intermediate Similarity NPC250315
0.8043 Intermediate Similarity NPC212486
0.8043 Intermediate Similarity NPC473234
0.8043 Intermediate Similarity NPC476300
0.8043 Intermediate Similarity NPC473263
0.8043 Intermediate Similarity NPC60386
0.8043 Intermediate Similarity NPC308656
0.8043 Intermediate Similarity NPC473273
0.8043 Intermediate Similarity NPC475838
0.8043 Intermediate Similarity NPC475912
0.8043 Intermediate Similarity NPC228451
0.8043 Intermediate Similarity NPC125674
0.8043 Intermediate Similarity NPC258216
0.8022 Intermediate Similarity NPC179394
0.8022 Intermediate Similarity NPC35809
0.8022 Intermediate Similarity NPC475855
0.8022 Intermediate Similarity NPC51004
0.8022 Intermediate Similarity NPC144133
0.7979 Intermediate Similarity NPC213078
0.7978 Intermediate Similarity NPC304558
0.7978 Intermediate Similarity NPC476015
0.7978 Intermediate Similarity NPC475019
0.7978 Intermediate Similarity NPC474762
0.7978 Intermediate Similarity NPC474949
0.7978 Intermediate Similarity NPC67493
0.7978 Intermediate Similarity NPC50637
0.7957 Intermediate Similarity NPC323008
0.7957 Intermediate Similarity NPC470010
0.7957 Intermediate Similarity NPC190294
0.7957 Intermediate Similarity NPC474247
0.7957 Intermediate Similarity NPC470013
0.7957 Intermediate Similarity NPC262133
0.7955 Intermediate Similarity NPC194859
0.7955 Intermediate Similarity NPC470238
0.7955 Intermediate Similarity NPC224386
0.7955 Intermediate Similarity NPC138647
0.7955 Intermediate Similarity NPC474780
0.7935 Intermediate Similarity NPC470373
0.7935 Intermediate Similarity NPC475925
0.7935 Intermediate Similarity NPC30515
0.7935 Intermediate Similarity NPC70251
0.7935 Intermediate Similarity NPC470379
0.7935 Intermediate Similarity NPC475881
0.7912 Intermediate Similarity NPC295312
0.7912 Intermediate Similarity NPC473564
0.7912 Intermediate Similarity NPC472872
0.7895 Intermediate Similarity NPC474313
0.7895 Intermediate Similarity NPC161493
0.7895 Intermediate Similarity NPC471150
0.7895 Intermediate Similarity NPC181151
0.7889 Intermediate Similarity NPC24728
0.7872 Intermediate Similarity NPC475900
0.7872 Intermediate Similarity NPC52044
0.7872 Intermediate Similarity NPC234339
0.7872 Intermediate Similarity NPC170120
0.7872 Intermediate Similarity NPC273197
0.7872 Intermediate Similarity NPC36954
0.7872 Intermediate Similarity NPC270013
0.7872 Intermediate Similarity NPC14961
0.7865 Intermediate Similarity NPC215364
0.7865 Intermediate Similarity NPC255307
0.7865 Intermediate Similarity NPC329749
0.7865 Intermediate Similarity NPC235792
0.7849 Intermediate Similarity NPC135776
0.7849 Intermediate Similarity NPC153590
0.7849 Intermediate Similarity NPC472874
0.7841 Intermediate Similarity NPC272814
0.7841 Intermediate Similarity NPC128246
0.7841 Intermediate Similarity NPC245665
0.7835 Intermediate Similarity NPC473332
0.7831 Intermediate Similarity NPC48641
0.7826 Intermediate Similarity NPC80875
0.7816 Intermediate Similarity NPC141810
0.7812 Intermediate Similarity NPC49833
0.7812 Intermediate Similarity NPC249171
0.7802 Intermediate Similarity NPC471149
0.7802 Intermediate Similarity NPC91248
0.7791 Intermediate Similarity NPC617
0.7789 Intermediate Similarity NPC24956
0.7789 Intermediate Similarity NPC142529
0.7789 Intermediate Similarity NPC18019
0.7789 Intermediate Similarity NPC158416
0.7789 Intermediate Similarity NPC91771
0.7789 Intermediate Similarity NPC476009
0.7789 Intermediate Similarity NPC470883
0.7789 Intermediate Similarity NPC476315
0.7789 Intermediate Similarity NPC172998
0.7789 Intermediate Similarity NPC230800
0.7789 Intermediate Similarity NPC39859
0.7789 Intermediate Similarity NPC76862
0.7789 Intermediate Similarity NPC279621
0.7789 Intermediate Similarity NPC31645
0.7789 Intermediate Similarity NPC473964
0.7778 Intermediate Similarity NPC150755
0.7778 Intermediate Similarity NPC284902
0.7778 Intermediate Similarity NPC475461
0.7778 Intermediate Similarity NPC305475
0.7778 Intermediate Similarity NPC56593
0.7778 Intermediate Similarity NPC236692
0.7778 Intermediate Similarity NPC64153
0.7778 Intermediate Similarity NPC309757
0.7766 Intermediate Similarity NPC474035
0.7766 Intermediate Similarity NPC81386
0.7766 Intermediate Similarity NPC71589
0.7755 Intermediate Similarity NPC189609
0.7755 Intermediate Similarity NPC140591
0.7755 Intermediate Similarity NPC291500
0.7755 Intermediate Similarity NPC86077
0.7755 Intermediate Similarity NPC197835
0.7755 Intermediate Similarity NPC303653
0.7753 Intermediate Similarity NPC475963
0.7753 Intermediate Similarity NPC151176
0.7753 Intermediate Similarity NPC156485
0.7753 Intermediate Similarity NPC191476
0.7753 Intermediate Similarity NPC114979
0.7753 Intermediate Similarity NPC3464
0.7732 Intermediate Similarity NPC70865
0.7732 Intermediate Similarity NPC186861
0.7717 Intermediate Similarity NPC173926
0.7717 Intermediate Similarity NPC283409
0.7717 Intermediate Similarity NPC166919
0.7717 Intermediate Similarity NPC474951
0.7717 Intermediate Similarity NPC151770
0.7708 Intermediate Similarity NPC236580
0.7708 Intermediate Similarity NPC304445
0.7708 Intermediate Similarity NPC213947
0.7708 Intermediate Similarity NPC328562
0.7708 Intermediate Similarity NPC108475
0.7708 Intermediate Similarity NPC473963
0.7708 Intermediate Similarity NPC311904
0.7708 Intermediate Similarity NPC170143
0.7708 Intermediate Similarity NPC323421
0.7701 Intermediate Similarity NPC474981
0.7692 Intermediate Similarity NPC201658
0.7692 Intermediate Similarity NPC475703
0.7692 Intermediate Similarity NPC231889
0.7684 Intermediate Similarity NPC475659

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC162071 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
0.7527 Intermediate Similarity NPD1695 Approved
0.7283 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD7899 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD46 Approved
0.7083 Intermediate Similarity NPD6698 Approved
0.6869 Remote Similarity NPD5282 Discontinued
0.6852 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6765 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6371 Approved
0.6735 Remote Similarity NPD7838 Discovery
0.6729 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD4249 Approved
0.6598 Remote Similarity NPD4251 Approved
0.6598 Remote Similarity NPD4250 Approved
0.6526 Remote Similarity NPD7154 Phase 3
0.65 Remote Similarity NPD7983 Approved
0.6486 Remote Similarity NPD6053 Discontinued
0.64 Remote Similarity NPD5785 Approved
0.6392 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5362 Discontinued
0.6316 Remote Similarity NPD5369 Approved
0.6286 Remote Similarity NPD4225 Approved
0.6283 Remote Similarity NPD8133 Approved
0.6275 Remote Similarity NPD5778 Approved
0.6275 Remote Similarity NPD5779 Approved
0.625 Remote Similarity NPD6435 Approved
0.625 Remote Similarity NPD7839 Suspended
0.625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6224 Remote Similarity NPD1694 Approved
0.6224 Remote Similarity NPD5363 Approved
0.6211 Remote Similarity NPD4821 Approved
0.6211 Remote Similarity NPD4819 Approved
0.6211 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6211 Remote Similarity NPD4822 Approved
0.6211 Remote Similarity NPD4820 Approved
0.6186 Remote Similarity NPD8517 Approved
0.6186 Remote Similarity NPD8513 Phase 3
0.6186 Remote Similarity NPD8515 Approved
0.6186 Remote Similarity NPD8268 Approved
0.6186 Remote Similarity NPD8516 Approved
0.6186 Remote Similarity NPD8269 Approved
0.6186 Remote Similarity NPD8266 Approved
0.6186 Remote Similarity NPD8267 Approved
0.6168 Remote Similarity NPD5344 Discontinued
0.6161 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7638 Approved
0.6117 Remote Similarity NPD6399 Phase 3
0.6091 Remote Similarity NPD6008 Approved
0.6082 Remote Similarity NPD4270 Approved
0.6082 Remote Similarity NPD4269 Approved
0.6075 Remote Similarity NPD7639 Approved
0.6075 Remote Similarity NPD7640 Approved
0.6075 Remote Similarity NPD6648 Approved
0.6071 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6042 Remote Similarity NPD5368 Approved
0.6019 Remote Similarity NPD8034 Phase 2
0.6019 Remote Similarity NPD8035 Phase 2
0.6 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD4802 Phase 2
0.6 Remote Similarity NPD4268 Approved
0.6 Remote Similarity NPD4238 Approved
0.6 Remote Similarity NPD4271 Approved
0.5984 Remote Similarity NPD7507 Approved
0.5982 Remote Similarity NPD5345 Clinical (unspecified phase)
0.598 Remote Similarity NPD5764 Clinical (unspecified phase)
0.598 Remote Similarity NPD6101 Approved
0.596 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5935 Remote Similarity NPD8074 Phase 3
0.5909 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5902 Remote Similarity NPD7492 Approved
0.5893 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5893 Remote Similarity NPD6412 Phase 2
0.5876 Remote Similarity NPD4252 Approved
0.5865 Remote Similarity NPD6411 Approved
0.5859 Remote Similarity NPD5332 Approved
0.5859 Remote Similarity NPD5331 Approved
0.5854 Remote Similarity NPD6616 Approved
0.5849 Remote Similarity NPD5695 Phase 3
0.5847 Remote Similarity NPD7115 Discovery
0.584 Remote Similarity NPD7319 Approved
0.5833 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6054 Approved
0.5833 Remote Similarity NPD5696 Approved
0.582 Remote Similarity NPD7642 Approved
0.5816 Remote Similarity NPD4790 Discontinued
0.5806 Remote Similarity NPD7078 Approved
0.5798 Remote Similarity NPD7641 Discontinued
0.5785 Remote Similarity NPD6015 Approved
0.5785 Remote Similarity NPD6016 Approved
0.5776 Remote Similarity NPD6882 Approved
0.5769 Remote Similarity NPD7966 Clinical (unspecified phase)
0.576 Remote Similarity NPD7736 Approved
0.5758 Remote Similarity NPD5209 Approved
0.5752 Remote Similarity NPD5697 Approved
0.5741 Remote Similarity NPD6084 Phase 2
0.5741 Remote Similarity NPD7902 Approved
0.5741 Remote Similarity NPD6083 Phase 2
0.5738 Remote Similarity NPD6370 Approved
0.5738 Remote Similarity NPD5988 Approved
0.573 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5726 Remote Similarity NPD8451 Approved
0.5714 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6009 Approved
0.5714 Remote Similarity NPD229 Approved
0.5714 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5714 Remote Similarity NPD7637 Suspended
0.5702 Remote Similarity NPD6881 Approved
0.5702 Remote Similarity NPD6059 Approved
0.5702 Remote Similarity NPD6899 Approved
0.5702 Remote Similarity NPD7320 Approved
0.5691 Remote Similarity NPD7829 Approved
0.5691 Remote Similarity NPD7830 Approved
0.569 Remote Similarity NPD6650 Approved
0.569 Remote Similarity NPD6649 Approved
0.5684 Remote Similarity NPD8039 Approved
0.568 Remote Similarity NPD8293 Discontinued
0.568 Remote Similarity NPD8448 Approved
0.5676 Remote Similarity NPD7632 Discontinued
0.5667 Remote Similarity NPD7327 Approved
0.5667 Remote Similarity NPD7328 Approved
0.5664 Remote Similarity NPD6402 Approved
0.5664 Remote Similarity NPD6675 Approved
0.5664 Remote Similarity NPD5739 Approved
0.5664 Remote Similarity NPD7128 Approved
0.5656 Remote Similarity NPD8033 Approved
0.5652 Remote Similarity NPD6012 Approved
0.5652 Remote Similarity NPD6013 Approved
0.5652 Remote Similarity NPD6014 Approved
0.5652 Remote Similarity NPD6373 Approved
0.5652 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5652 Remote Similarity NPD6372 Approved
0.5644 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5632 Remote Similarity NPD1145 Discontinued
0.562 Remote Similarity NPD7516 Approved
0.5618 Remote Similarity NPD7909 Approved
0.5614 Remote Similarity NPD5701 Approved
0.5607 Remote Similarity NPD7748 Approved
0.5603 Remote Similarity NPD6883 Approved
0.5603 Remote Similarity NPD7102 Approved
0.5603 Remote Similarity NPD7290 Approved

Structure

External Identifiers

PubChem CID   9975297
ChEMBL   CHEMBL464453
ZINC  

Physicochemical Properties

Molecular Weight:  352.19
ALogP:  0.8295
MLogP:  2.89
XLogP:  2.245
# Rotatable Bonds:  8
Polar Surface Area:  82.06
# H-Bond Aceptor:  6
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  25

Download Data

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