Natural Product: NPC176621

Natural Product ID:  NPC176621
Common Name:   Fuscol
IUPAC Name:   (3E,5E)-6-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-2-methylhepta-3,5-dien-2-ol
Synonyms:   Fuscol
Molecular Formula:   C20H32O
Standard InCHIKey:  PGZCBHXBAUSEPY-VHSBKHBUSA-N
Standard InCHI:  InChI=1S/C20H32O/c1-8-20(7)13-11-17(14-18(20)15(2)3)16(4)10-9-12-19(5,6)21/h8-10,12,17-18,21H,1-2,11,13-14H2,3-7H3/b12-9+,16-10+/t17-,18+,20-/m0/s1
Canonical SMILES:  C=C[C@@]1(C)CC[C@@H](C[C@@H]1C(=C)C)/C(=C/C=C/C(O)(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
NPO26994 Lobophytum pauciflorum Species Alcyoniidae Eukaryota Mindoro, Philippines PMID[9548875]
NPO27691 Eunicea fusca Species Plexauridae Eukaryota Caribbean PMID[21865038]
NPO26994 Lobophytum pauciflorum Species Alcyoniidae Eukaryota PMID[22209732]
NPO27691 Eunicea fusca Species Plexauridae Eukaryota PMID[22734800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum IZ = 0 mm 19226154
NPT32 Organism Mus musculus Mus musculus Activity = 46 % 22292922
NPT176 Organism Artemia salina Artemia salina LC50 = 4.18 ug/ml 25467159
NPT762 Cell Line A-431 Homo sapiens IC50 = 520 nM 21421320
NPT32 Organism Mus musculus Mus musculus Inhibition = 0.1 % 2128517
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum IZ = 0 mm 19689125
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum IZ = 2 mm 23199475
NPT32 Organism Mus musculus Mus musculus Inhibition = 27.3 % 21982796
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum IZ = 0 mm 18198839

  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 NPC176621 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
0.9483 High Similarity NPC469728
0.8475 Intermediate Similarity NPC11130
0.8281 Intermediate Similarity NPC279434
0.8 Intermediate Similarity NPC55412
0.8 Intermediate Similarity NPC249645
0.7931 Intermediate Similarity NPC208638
0.791 Intermediate Similarity NPC476431
0.7857 Intermediate Similarity NPC124851
0.7812 Intermediate Similarity NPC174956
0.7727 Intermediate Similarity NPC259156
0.7727 Intermediate Similarity NPC242945
0.7727 Intermediate Similarity NPC250977
0.7656 Intermediate Similarity NPC41160
0.7619 Intermediate Similarity NPC309825
0.7612 Intermediate Similarity NPC114651
0.7576 Intermediate Similarity NPC107258
0.7571 Intermediate Similarity NPC130665
0.7538 Intermediate Similarity NPC283247
0.7538 Intermediate Similarity NPC81615
0.7536 Intermediate Similarity NPC34834
0.7465 Intermediate Similarity NPC201048
0.7465 Intermediate Similarity NPC476366
0.7463 Intermediate Similarity NPC149680
0.7463 Intermediate Similarity NPC255781
0.7419 Intermediate Similarity NPC39068
0.7414 Intermediate Similarity NPC22765
0.7414 Intermediate Similarity NPC17518
0.7397 Intermediate Similarity NPC91665
0.7385 Intermediate Similarity NPC326645
0.7385 Intermediate Similarity NPC317025
0.7385 Intermediate Similarity NPC210346
0.7385 Intermediate Similarity NPC317177
0.7385 Intermediate Similarity NPC329416
0.7361 Intermediate Similarity NPC69383
0.7361 Intermediate Similarity NPC32832
0.7361 Intermediate Similarity NPC313179
0.7361 Intermediate Similarity NPC171148
0.7353 Intermediate Similarity NPC69649
0.7353 Intermediate Similarity NPC68703
0.7333 Intermediate Similarity NPC68014
0.7313 Intermediate Similarity NPC64123
0.7288 Intermediate Similarity NPC26960
0.7288 Intermediate Similarity NPC182102
0.7286 Intermediate Similarity NPC189745
0.7286 Intermediate Similarity NPC475728
0.726 Intermediate Similarity NPC470749
0.726 Intermediate Similarity NPC265588
0.7246 Intermediate Similarity NPC32055
0.7246 Intermediate Similarity NPC216460
0.7246 Intermediate Similarity NPC94192
0.7206 Intermediate Similarity NPC222366
0.7206 Intermediate Similarity NPC286669
0.7206 Intermediate Similarity NPC476039
0.7206 Intermediate Similarity NPC476406
0.7188 Intermediate Similarity NPC60772
0.7188 Intermediate Similarity NPC181872
0.7188 Intermediate Similarity NPC469769
0.7179 Intermediate Similarity NPC238485
0.7179 Intermediate Similarity NPC231310
0.7162 Intermediate Similarity NPC91594
0.7162 Intermediate Similarity NPC132542
0.7162 Intermediate Similarity NPC470758
0.7162 Intermediate Similarity NPC470711
0.7143 Intermediate Similarity NPC469805
0.7143 Intermediate Similarity NPC471560
0.7143 Intermediate Similarity NPC474248
0.7143 Intermediate Similarity NPC469804
0.7123 Intermediate Similarity NPC476346
0.7121 Intermediate Similarity NPC60565
0.7101 Intermediate Similarity NPC171225
0.7101 Intermediate Similarity NPC197805
0.7101 Intermediate Similarity NPC254886
0.7083 Intermediate Similarity NPC180015
0.7083 Intermediate Similarity NPC109576
0.7083 Intermediate Similarity NPC56747
0.7083 Intermediate Similarity NPC474743
0.7083 Intermediate Similarity NPC130016
0.7083 Intermediate Similarity NPC68443
0.7067 Intermediate Similarity NPC471409
0.7067 Intermediate Similarity NPC83351
0.7067 Intermediate Similarity NPC179028
0.7067 Intermediate Similarity NPC275494
0.7067 Intermediate Similarity NPC167891
0.7059 Intermediate Similarity NPC308844
0.7059 Intermediate Similarity NPC163678
0.7051 Intermediate Similarity NPC3856
0.7051 Intermediate Similarity NPC470384
0.7051 Intermediate Similarity NPC279639
0.7049 Intermediate Similarity NPC35519
0.7049 Intermediate Similarity NPC179169
0.7049 Intermediate Similarity NPC306195
0.7049 Intermediate Similarity NPC157781
0.7049 Intermediate Similarity NPC181255
0.7042 Intermediate Similarity NPC9161
0.7042 Intermediate Similarity NPC49422
0.7027 Intermediate Similarity NPC244488
0.7027 Intermediate Similarity NPC247325
0.7015 Intermediate Similarity NPC474480
0.7013 Intermediate Similarity NPC4166
0.7013 Intermediate Similarity NPC264245
0.7 Intermediate Similarity NPC471238
0.7 Intermediate Similarity NPC329773
0.7 Intermediate Similarity NPC96484
0.7 Intermediate Similarity NPC208999
0.6986 Remote Similarity NPC104644
0.6986 Remote Similarity NPC306727
0.6984 Remote Similarity NPC329686
0.6974 Remote Similarity NPC233295
0.697 Remote Similarity NPC240506
0.697 Remote Similarity NPC234264
0.697 Remote Similarity NPC47840
0.697 Remote Similarity NPC323153
0.697 Remote Similarity NPC471081
0.697 Remote Similarity NPC135648
0.6964 Remote Similarity NPC105246
0.6964 Remote Similarity NPC190232
0.6957 Remote Similarity NPC202017
0.6944 Remote Similarity NPC470078
0.6944 Remote Similarity NPC133253
0.6944 Remote Similarity NPC167706
0.6944 Remote Similarity NPC95863
0.6944 Remote Similarity NPC471272
0.6923 Remote Similarity NPC218616
0.6923 Remote Similarity NPC49964
0.6923 Remote Similarity NPC469799
0.6923 Remote Similarity NPC87489
0.6923 Remote Similarity NPC296701
0.6923 Remote Similarity NPC469806
0.6923 Remote Similarity NPC311092
0.6923 Remote Similarity NPC202389
0.6912 Remote Similarity NPC96793
0.6912 Remote Similarity NPC469662
0.6912 Remote Similarity NPC323424
0.6912 Remote Similarity NPC107540
0.6912 Remote Similarity NPC329698
0.6912 Remote Similarity NPC225415
0.6912 Remote Similarity NPC290367
0.6912 Remote Similarity NPC475704
0.6901 Remote Similarity NPC473893
0.6901 Remote Similarity NPC269877
0.6901 Remote Similarity NPC9942
0.6901 Remote Similarity NPC167272
0.6897 Remote Similarity NPC86683
0.6892 Remote Similarity NPC471468
0.6892 Remote Similarity NPC133580
0.6885 Remote Similarity NPC214584
0.6885 Remote Similarity NPC244038
0.6885 Remote Similarity NPC26906
0.6883 Remote Similarity NPC474592
0.6883 Remote Similarity NPC469798
0.6883 Remote Similarity NPC209944
0.6883 Remote Similarity NPC234193
0.6883 Remote Similarity NPC164840
0.6883 Remote Similarity NPC469797
0.6883 Remote Similarity NPC241290
0.6875 Remote Similarity NPC264779
0.6875 Remote Similarity NPC179024
0.6875 Remote Similarity NPC473865
0.6875 Remote Similarity NPC109528
0.6875 Remote Similarity NPC474643
0.6866 Remote Similarity NPC79576
0.6866 Remote Similarity NPC194208
0.6866 Remote Similarity NPC282694
0.6857 Remote Similarity NPC176107
0.6857 Remote Similarity NPC101307
0.6857 Remote Similarity NPC88454
0.6857 Remote Similarity NPC117607
0.6849 Remote Similarity NPC153660
0.6849 Remote Similarity NPC471799
0.6849 Remote Similarity NPC182717
0.6842 Remote Similarity NPC76931
0.6842 Remote Similarity NPC297996
0.6842 Remote Similarity NPC18603
0.6842 Remote Similarity NPC11908
0.6842 Remote Similarity NPC307965
0.6833 Remote Similarity NPC17810
0.6825 Remote Similarity NPC5626
0.6818 Remote Similarity NPC5698
0.6818 Remote Similarity NPC475931
0.6812 Remote Similarity NPC268039
0.6812 Remote Similarity NPC19569
0.6806 Remote Similarity NPC145498
0.68 Remote Similarity NPC106432
0.68 Remote Similarity NPC253190
0.68 Remote Similarity NPC112680
0.68 Remote Similarity NPC292589
0.6795 Remote Similarity NPC6663
0.6795 Remote Similarity NPC249423
0.6795 Remote Similarity NPC476646
0.6795 Remote Similarity NPC47761
0.6774 Remote Similarity NPC294358
0.6774 Remote Similarity NPC71506
0.6774 Remote Similarity NPC177112
0.6774 Remote Similarity NPC40417
0.6765 Remote Similarity NPC124112
0.6765 Remote Similarity NPC202118
0.6765 Remote Similarity NPC197238
0.6761 Remote Similarity NPC310992
0.6761 Remote Similarity NPC476945
0.6761 Remote Similarity NPC160209

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC176621 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
0.8 Intermediate Similarity NPD4219 Approved
0.7385 Intermediate Similarity NPD4194 Approved
0.7385 Intermediate Similarity NPD4191 Approved
0.7385 Intermediate Similarity NPD4193 Approved
0.7385 Intermediate Similarity NPD4192 Approved
0.7361 Intermediate Similarity NPD8264 Approved
0.7297 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7514 Phase 3
0.7105 Intermediate Similarity NPD7332 Phase 2
0.7042 Intermediate Similarity NPD7144 Approved
0.7042 Intermediate Similarity NPD7143 Approved
0.6986 Remote Similarity NPD4785 Approved
0.6986 Remote Similarity NPD4784 Approved
0.6964 Remote Similarity NPD1799 Clinical (unspecified phase)
0.6944 Remote Similarity NPD4243 Approved
0.6944 Remote Similarity NPD7150 Approved
0.6944 Remote Similarity NPD7151 Approved
0.6944 Remote Similarity NPD7152 Approved
0.6901 Remote Similarity NPD6922 Approved
0.6901 Remote Similarity NPD6923 Approved
0.6842 Remote Similarity NPD7145 Approved
0.6833 Remote Similarity NPD8262 Approved
0.6795 Remote Similarity NPD6902 Approved
0.6757 Remote Similarity NPD6926 Approved
0.6757 Remote Similarity NPD6924 Approved
0.6711 Remote Similarity NPD5776 Phase 2
0.6711 Remote Similarity NPD6932 Approved
0.6711 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6618 Remote Similarity NPD368 Approved
0.6582 Remote Similarity NPD6898 Phase 1
0.6579 Remote Similarity NPD6933 Approved
0.6538 Remote Similarity NPD6929 Approved
0.6533 Remote Similarity NPD4687 Approved
0.6533 Remote Similarity NPD4058 Approved
0.6533 Remote Similarity NPD5733 Approved
0.6447 Remote Similarity NPD4190 Phase 3
0.6447 Remote Similarity NPD6942 Approved
0.6447 Remote Similarity NPD5275 Approved
0.6447 Remote Similarity NPD7339 Approved
0.642 Remote Similarity NPD6695 Phase 3
0.64 Remote Similarity NPD4732 Discontinued
0.6386 Remote Similarity NPD4623 Approved
0.6386 Remote Similarity NPD4519 Discontinued
0.6341 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6329 Remote Similarity NPD4195 Approved
0.6329 Remote Similarity NPD6683 Phase 2
0.6301 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6267 Remote Similarity NPD5276 Approved
0.6265 Remote Similarity NPD6893 Approved
0.625 Remote Similarity NPD7525 Registered
0.625 Remote Similarity NPD7509 Discontinued
0.6216 Remote Similarity NPD4137 Phase 3
0.6212 Remote Similarity NPD342 Phase 1
0.6176 Remote Similarity NPD287 Approved
0.6154 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6133 Remote Similarity NPD4747 Approved
0.6133 Remote Similarity NPD4691 Approved
0.6125 Remote Similarity NPD7645 Phase 2
0.6118 Remote Similarity NPD7524 Approved
0.6118 Remote Similarity NPD7750 Discontinued
0.6118 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6071 Remote Similarity NPD5734 Clinical (unspecified phase)
0.6023 Remote Similarity NPD7637 Suspended
0.6 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6 Remote Similarity NPD6049 Phase 2
0.6 Remote Similarity NPD4694 Approved
0.6 Remote Similarity NPD5280 Approved
0.5921 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5921 Remote Similarity NPD6939 Phase 2
0.5909 Remote Similarity NPD7136 Phase 2
0.5904 Remote Similarity NPD4221 Approved
0.5904 Remote Similarity NPD4223 Phase 3
0.5882 Remote Similarity NPD1696 Phase 3
0.5882 Remote Similarity NPD5329 Approved
0.5843 Remote Similarity NPD5281 Approved
0.5843 Remote Similarity NPD7087 Discontinued
0.5843 Remote Similarity NPD5284 Approved
0.5833 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5823 Remote Similarity NPD8039 Approved
0.5814 Remote Similarity NPD5690 Phase 2
0.5802 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5789 Remote Similarity NPD319 Phase 1
0.5781 Remote Similarity NPD4220 Pre-registration
0.5765 Remote Similarity NPD4197 Approved
0.5765 Remote Similarity NPD4786 Approved
0.5714 Remote Similarity NPD3667 Approved
0.5663 Remote Similarity NPD4695 Discontinued
0.5663 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5632 Remote Similarity NPD5205 Approved
0.5632 Remote Similarity NPD4693 Phase 3
0.5632 Remote Similarity NPD4138 Approved
0.5632 Remote Similarity NPD4689 Approved
0.5632 Remote Similarity NPD4688 Approved
0.5632 Remote Similarity NPD5279 Phase 3
0.5632 Remote Similarity NPD4690 Approved
0.5618 Remote Similarity NPD6051 Approved
0.5618 Remote Similarity NPD7285 Clinical (unspecified phase)
0.56 Remote Similarity NPD7331 Phase 2

Structure

External Identifiers

PubChem CID   10891538
ChEMBL   CHEMBL476288
ZINC  

Physicochemical Properties

Molecular Weight:  288.25
ALogP:  3.5928
MLogP:  3.55
XLogP:  6.255
# Rotatable Bonds:  11
Polar Surface Area:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  21

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs