Natural Product: NPC476928

Natural Product ID:  NPC476928
Common Name:   2-[(1R,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl acetate
IUPAC Name:   2-[(1R,2R,4aR,5R,8aS)-2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl acetate
Synonyms:  
Molecular Formula:   C18H32O4
Standard InCHIKey:  LMYKUXLTKAEJLC-FLXSYLCISA-N
Standard InCHI:  InChI=1S/C18H32O4/c1-13(20)22-11-7-15-17(3)9-5-8-16(2,12-19)14(17)6-10-18(15,4)21/h14-15,19,21H,5-12H2,1-4H3/t14-,15+,16-,17-,18+/m0/s1
Canonical SMILES:  OC[C@]1(C)CCC[C@]2([C@H]1CC[C@@]([C@@H]2CCOC(=O)C)(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
NPO25356 Crassocephalum mannii Species Asteraceae Eukaryota aerial parts PMID[18473477]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT324 Individual Protein Cyclooxygenase-1 Ovis aries Inhibition = 18 % 18473477
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Inhibition = 0 % 18473477

  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 NPC476928 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
0.8571 High Similarity NPC74639
0.8548 High Similarity NPC236588
0.8548 High Similarity NPC135438
0.8507 High Similarity NPC41542
0.8438 Intermediate Similarity NPC204173
0.8378 Intermediate Similarity NPC472951
0.8378 Intermediate Similarity NPC472943
0.8356 Intermediate Similarity NPC471045
0.831 Intermediate Similarity NPC472945
0.831 Intermediate Similarity NPC472944
0.8267 Intermediate Similarity NPC73515
0.8243 Intermediate Similarity NPC476176
0.8243 Intermediate Similarity NPC220379
0.8219 Intermediate Similarity NPC171658
0.8219 Intermediate Similarity NPC212453
0.8219 Intermediate Similarity NPC307865
0.8209 Intermediate Similarity NPC230047
0.8209 Intermediate Similarity NPC19311
0.8194 Intermediate Similarity NPC186851
0.8158 Intermediate Similarity NPC470155
0.8158 Intermediate Similarity NPC477446
0.8158 Intermediate Similarity NPC477447
0.8158 Intermediate Similarity NPC60018
0.8158 Intermediate Similarity NPC202688
0.8158 Intermediate Similarity NPC154043
0.8133 Intermediate Similarity NPC474714
0.8052 Intermediate Similarity NPC111582
0.8052 Intermediate Similarity NPC477285
0.8028 Intermediate Similarity NPC157422
0.8028 Intermediate Similarity NPC109457
0.8028 Intermediate Similarity NPC100586
0.8026 Intermediate Similarity NPC470156
0.8026 Intermediate Similarity NPC470154
0.7973 Intermediate Similarity NPC317913
0.7973 Intermediate Similarity NPC207010
0.7949 Intermediate Similarity NPC18953
0.7922 Intermediate Similarity NPC2096
0.7922 Intermediate Similarity NPC208912
0.7922 Intermediate Similarity NPC477286
0.7922 Intermediate Similarity NPC286719
0.7917 Intermediate Similarity NPC109510
0.7887 Intermediate Similarity NPC282454
0.7867 Intermediate Similarity NPC472608
0.7867 Intermediate Similarity NPC31031
0.7867 Intermediate Similarity NPC243594
0.7848 Intermediate Similarity NPC164424
0.7848 Intermediate Similarity NPC266651
0.7848 Intermediate Similarity NPC235402
0.7838 Intermediate Similarity NPC136424
0.7838 Intermediate Similarity NPC4209
0.7821 Intermediate Similarity NPC213737
0.7821 Intermediate Similarity NPC475820
0.7821 Intermediate Similarity NPC474284
0.7821 Intermediate Similarity NPC474346
0.7821 Intermediate Similarity NPC474253
0.7792 Intermediate Similarity NPC271572
0.7792 Intermediate Similarity NPC280781
0.7792 Intermediate Similarity NPC474870
0.7792 Intermediate Similarity NPC48756
0.7792 Intermediate Similarity NPC58631
0.7792 Intermediate Similarity NPC190940
0.7778 Intermediate Similarity NPC131506
0.7778 Intermediate Similarity NPC187471
0.7778 Intermediate Similarity NPC478227
0.7778 Intermediate Similarity NPC1340
0.7778 Intermediate Similarity NPC252182
0.7778 Intermediate Similarity NPC157777
0.7778 Intermediate Similarity NPC470071
0.7763 Intermediate Similarity NPC201276
0.7763 Intermediate Similarity NPC80891
0.775 Intermediate Similarity NPC471410
0.775 Intermediate Similarity NPC471411
0.775 Intermediate Similarity NPC215968
0.775 Intermediate Similarity NPC155531
0.7746 Intermediate Similarity NPC470833
0.7746 Intermediate Similarity NPC66407
0.7722 Intermediate Similarity NPC477434
0.7722 Intermediate Similarity NPC473299
0.7703 Intermediate Similarity NPC472952
0.7703 Intermediate Similarity NPC472950
0.7703 Intermediate Similarity NPC179858
0.7703 Intermediate Similarity NPC478105
0.7703 Intermediate Similarity NPC212733
0.7692 Intermediate Similarity NPC61107
0.7692 Intermediate Similarity NPC289486
0.7681 Intermediate Similarity NPC80463
0.7681 Intermediate Similarity NPC260116
0.7671 Intermediate Similarity NPC253805
0.7662 Intermediate Similarity NPC206735
0.7662 Intermediate Similarity NPC261616
0.7656 Intermediate Similarity NPC471269
0.7654 Intermediate Similarity NPC5943
0.7654 Intermediate Similarity NPC62202
0.7654 Intermediate Similarity NPC213658
0.7654 Intermediate Similarity NPC110365
0.7654 Intermediate Similarity NPC45833
0.7632 Intermediate Similarity NPC224802
0.7632 Intermediate Similarity NPC43463
0.7632 Intermediate Similarity NPC34046
0.7632 Intermediate Similarity NPC191345
0.7632 Intermediate Similarity NPC80089
0.7632 Intermediate Similarity NPC252483
0.7632 Intermediate Similarity NPC171426
0.7632 Intermediate Similarity NPC324700
0.7625 Intermediate Similarity NPC477445
0.7606 Intermediate Similarity NPC472741
0.76 Intermediate Similarity NPC474020
0.7595 Intermediate Similarity NPC476927
0.7595 Intermediate Similarity NPC474789
0.7595 Intermediate Similarity NPC52108
0.7571 Intermediate Similarity NPC44122
0.7571 Intermediate Similarity NPC84562
0.7568 Intermediate Similarity NPC55508
0.7568 Intermediate Similarity NPC280026
0.7568 Intermediate Similarity NPC272359
0.7568 Intermediate Similarity NPC71152
0.7568 Intermediate Similarity NPC167702
0.7564 Intermediate Similarity NPC476071
0.7564 Intermediate Similarity NPC12933
0.7564 Intermediate Similarity NPC475743
0.7561 Intermediate Similarity NPC471221
0.7561 Intermediate Similarity NPC470872
0.7561 Intermediate Similarity NPC476379
0.7534 Intermediate Similarity NPC195530
0.7534 Intermediate Similarity NPC469940
0.7534 Intermediate Similarity NPC127094
0.7534 Intermediate Similarity NPC473279
0.7532 Intermediate Similarity NPC477287
0.7532 Intermediate Similarity NPC320144
0.7531 Intermediate Similarity NPC131365
0.7531 Intermediate Similarity NPC477283
0.75 Intermediate Similarity NPC79308
0.75 Intermediate Similarity NPC473336
0.75 Intermediate Similarity NPC298168
0.75 Intermediate Similarity NPC107919
0.75 Intermediate Similarity NPC471044
0.75 Intermediate Similarity NPC474574
0.75 Intermediate Similarity NPC219535
0.75 Intermediate Similarity NPC64081
0.75 Intermediate Similarity NPC143133
0.75 Intermediate Similarity NPC476719
0.75 Intermediate Similarity NPC237938
0.75 Intermediate Similarity NPC299963
0.747 Intermediate Similarity NPC477443
0.747 Intermediate Similarity NPC477440
0.7468 Intermediate Similarity NPC472504
0.7468 Intermediate Similarity NPC2524
0.7468 Intermediate Similarity NPC121121
0.7465 Intermediate Similarity NPC48079
0.7465 Intermediate Similarity NPC472984
0.7436 Intermediate Similarity NPC471217
0.7436 Intermediate Similarity NPC471216
0.7432 Intermediate Similarity NPC123122
0.7432 Intermediate Similarity NPC81759
0.7429 Intermediate Similarity NPC472946
0.7429 Intermediate Similarity NPC474768
0.7407 Intermediate Similarity NPC62572
0.7403 Intermediate Similarity NPC476732
0.7403 Intermediate Similarity NPC185465
0.7403 Intermediate Similarity NPC199965
0.7403 Intermediate Similarity NPC26029
0.7403 Intermediate Similarity NPC177343
0.7397 Intermediate Similarity NPC192192
0.7397 Intermediate Similarity NPC251201
0.7397 Intermediate Similarity NPC477929
0.7397 Intermediate Similarity NPC63588
0.7397 Intermediate Similarity NPC232925
0.7391 Intermediate Similarity NPC114891
0.7391 Intermediate Similarity NPC292419
0.7391 Intermediate Similarity NPC290791
0.7381 Intermediate Similarity NPC477442
0.7381 Intermediate Similarity NPC477444
0.7381 Intermediate Similarity NPC10274
0.7381 Intermediate Similarity NPC477433
0.7375 Intermediate Similarity NPC5280
0.7375 Intermediate Similarity NPC15091
0.7375 Intermediate Similarity NPC2572
0.7375 Intermediate Similarity NPC69953
0.7375 Intermediate Similarity NPC29342
0.7368 Intermediate Similarity NPC477933
0.7368 Intermediate Similarity NPC477932
0.7368 Intermediate Similarity NPC107963
0.7361 Intermediate Similarity NPC475893
0.7361 Intermediate Similarity NPC2648
0.7349 Intermediate Similarity NPC476435
0.7349 Intermediate Similarity NPC201607
0.7349 Intermediate Similarity NPC56777
0.7349 Intermediate Similarity NPC160304
0.7344 Intermediate Similarity NPC102336
0.7344 Intermediate Similarity NPC36002
0.7342 Intermediate Similarity NPC71541
0.7342 Intermediate Similarity NPC142163
0.7342 Intermediate Similarity NPC211049
0.7333 Intermediate Similarity NPC304499
0.7333 Intermediate Similarity NPC475458
0.7333 Intermediate Similarity NPC470151
0.7333 Intermediate Similarity NPC477508
0.7324 Intermediate Similarity NPC142712
0.7317 Intermediate Similarity NPC248216
0.7317 Intermediate Similarity NPC114378

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476928 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
0.7973 Intermediate Similarity NPD6116 Phase 1
0.7838 Intermediate Similarity NPD6117 Approved
0.7632 Intermediate Similarity NPD6114 Approved
0.7632 Intermediate Similarity NPD6697 Approved
0.7632 Intermediate Similarity NPD6118 Approved
0.7632 Intermediate Similarity NPD6115 Approved
0.7568 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD3702 Approved
0.7067 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.6944 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6933 Remote Similarity NPD4787 Phase 1
0.6897 Remote Similarity NPD8034 Phase 2
0.6897 Remote Similarity NPD8035 Phase 2
0.6892 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6892 Remote Similarity NPD5360 Phase 3
0.6849 Remote Similarity NPD4224 Phase 2
0.6842 Remote Similarity NPD6081 Approved
0.6842 Remote Similarity NPD5777 Approved
0.6806 Remote Similarity NPD371 Approved
0.6795 Remote Similarity NPD3703 Phase 2
0.679 Remote Similarity NPD7525 Registered
0.679 Remote Similarity NPD6928 Phase 2
0.6786 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6747 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6747 Remote Similarity NPD3669 Approved
0.6711 Remote Similarity NPD4245 Approved
0.6711 Remote Similarity NPD4244 Approved
0.6711 Remote Similarity NPD4789 Approved
0.6667 Remote Similarity NPD384 Approved
0.6667 Remote Similarity NPD1811 Approved
0.6667 Remote Similarity NPD1810 Approved
0.6667 Remote Similarity NPD385 Approved
0.6579 Remote Similarity NPD3698 Phase 2
0.6556 Remote Similarity NPD7748 Approved
0.6522 Remote Similarity NPD7902 Approved
0.6517 Remote Similarity NPD7515 Phase 2
0.6494 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6463 Remote Similarity NPD7645 Phase 2
0.6452 Remote Similarity NPD7638 Approved
0.6444 Remote Similarity NPD6399 Phase 3
0.641 Remote Similarity NPD4758 Discontinued
0.6392 Remote Similarity NPD6402 Approved
0.6392 Remote Similarity NPD5739 Approved
0.6392 Remote Similarity NPD6675 Approved
0.6392 Remote Similarity NPD7128 Approved
0.6383 Remote Similarity NPD7639 Approved
0.6383 Remote Similarity NPD7640 Approved
0.6341 Remote Similarity NPD5364 Discontinued
0.6341 Remote Similarity NPD3671 Phase 1
0.6282 Remote Similarity NPD2687 Approved
0.6282 Remote Similarity NPD2254 Approved
0.6282 Remote Similarity NPD2686 Approved
0.6263 Remote Similarity NPD7320 Approved
0.6263 Remote Similarity NPD6881 Approved
0.6263 Remote Similarity NPD6899 Approved
0.6263 Remote Similarity NPD5345 Clinical (unspecified phase)
0.625 Remote Similarity NPD7632 Discontinued
0.625 Remote Similarity NPD388 Approved
0.625 Remote Similarity NPD386 Approved
0.6234 Remote Similarity NPD6705 Phase 1
0.622 Remote Similarity NPD8144 Approved
0.622 Remote Similarity NPD8143 Approved
0.62 Remote Similarity NPD6373 Approved
0.62 Remote Similarity NPD6372 Approved
0.6196 Remote Similarity NPD7900 Approved
0.6196 Remote Similarity NPD7901 Clinical (unspecified phase)
0.617 Remote Similarity NPD6083 Phase 2
0.617 Remote Similarity NPD6084 Phase 2
0.6162 Remote Similarity NPD5697 Approved
0.6162 Remote Similarity NPD5701 Approved
0.6139 Remote Similarity NPD7102 Approved
0.6139 Remote Similarity NPD7290 Approved
0.6139 Remote Similarity NPD6883 Approved
0.6118 Remote Similarity NPD1779 Approved
0.6118 Remote Similarity NPD1780 Approved
0.6105 Remote Similarity NPD4225 Approved
0.61 Remote Similarity NPD6011 Approved
0.6087 Remote Similarity NPD8171 Discontinued
0.6078 Remote Similarity NPD6650 Approved
0.6078 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6078 Remote Similarity NPD6649 Approved
0.6078 Remote Similarity NPD6847 Approved
0.6078 Remote Similarity NPD6617 Approved
0.6078 Remote Similarity NPD6869 Approved
0.6078 Remote Similarity NPD8130 Phase 1
0.6061 Remote Similarity NPD2266 Phase 2
0.6042 Remote Similarity NPD8418 Phase 2
0.604 Remote Similarity NPD6013 Approved
0.604 Remote Similarity NPD6014 Approved
0.604 Remote Similarity NPD6012 Approved
0.604 Remote Similarity NPD4061 Clinical (unspecified phase)
0.604 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6027 Remote Similarity NPD3198 Approved
0.6019 Remote Similarity NPD6882 Approved
0.6019 Remote Similarity NPD8297 Approved
0.6 Remote Similarity NPD615 Clinical (unspecified phase)
0.5977 Remote Similarity NPD4788 Approved
0.5976 Remote Similarity NPD6942 Approved
0.5976 Remote Similarity NPD7339 Approved
0.5955 Remote Similarity NPD3618 Phase 1
0.5949 Remote Similarity NPD3726 Approved
0.5949 Remote Similarity NPD3725 Approved
0.5938 Remote Similarity NPD367 Approved
0.5934 Remote Similarity NPD6051 Approved
0.5934 Remote Similarity NPD5328 Approved
0.5921 Remote Similarity NPD7909 Approved
0.5914 Remote Similarity NPD4202 Approved
0.5909 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4786 Approved
0.5904 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5889 Remote Similarity NPD3573 Approved
0.5862 Remote Similarity NPD3667 Approved
0.5854 Remote Similarity NPD6926 Approved
0.5854 Remote Similarity NPD6924 Approved
0.5842 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4755 Approved
0.5825 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5824 Remote Similarity NPD5737 Approved
0.5824 Remote Similarity NPD6672 Approved
0.5823 Remote Similarity NPD229 Approved
0.5816 Remote Similarity NPD1700 Approved
0.5814 Remote Similarity NPD4748 Discontinued
0.5814 Remote Similarity NPD7509 Discontinued
0.581 Remote Similarity NPD8133 Approved
0.5806 Remote Similarity NPD6079 Approved
0.5806 Remote Similarity NPD6411 Approved
0.58 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5795 Remote Similarity NPD6695 Phase 3
0.5789 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7991 Discontinued
0.5789 Remote Similarity NPD5695 Phase 3
0.5778 Remote Similarity NPD7521 Approved
0.5778 Remote Similarity NPD6684 Approved
0.5778 Remote Similarity NPD7334 Approved
0.5778 Remote Similarity NPD7146 Approved
0.5778 Remote Similarity NPD6409 Approved
0.5778 Remote Similarity NPD5330 Approved
0.5773 Remote Similarity NPD5696 Approved
0.5741 Remote Similarity NPD7327 Approved
0.5741 Remote Similarity NPD6335 Approved
0.5741 Remote Similarity NPD7328 Approved
0.5714 Remote Similarity NPD6933 Approved
0.5714 Remote Similarity NPD4700 Approved
0.5714 Remote Similarity NPD5286 Approved
0.5714 Remote Similarity NPD4696 Approved
0.5714 Remote Similarity NPD5285 Approved
0.5701 Remote Similarity NPD6274 Approved
0.5699 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5699 Remote Similarity NPD6700 Approved
0.5688 Remote Similarity NPD7100 Approved
0.5688 Remote Similarity NPD7101 Approved
0.5688 Remote Similarity NPD7516 Approved
0.5682 Remote Similarity NPD4752 Clinical (unspecified phase)
0.566 Remote Similarity NPD4632 Approved
0.5657 Remote Similarity NPD5223 Approved
0.5657 Remote Similarity NPD5344 Discontinued
0.5652 Remote Similarity NPD6903 Approved
0.5652 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5648 Remote Similarity NPD7115 Discovery
0.5648 Remote Similarity NPD6317 Approved
0.5648 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5638 Remote Similarity NPD6702 Approved
0.5638 Remote Similarity NPD7637 Suspended
0.5638 Remote Similarity NPD6703 Approved
0.5636 Remote Similarity NPD8377 Approved
0.5636 Remote Similarity NPD8294 Approved
0.561 Remote Similarity NPD4243 Approved
0.5604 Remote Similarity NPD6098 Approved
0.5604 Remote Similarity NPD3574 Clinical (unspecified phase)
0.56 Remote Similarity NPD5224 Approved
0.56 Remote Similarity NPD5211 Phase 2
0.56 Remote Similarity NPD5226 Approved
0.56 Remote Similarity NPD4633 Approved
0.56 Remote Similarity NPD5225 Approved

Structure

External Identifiers

PubChem CID   44585997
ChEMBL   CHEMBL487726
ZINC  

Physicochemical Properties

Molecular Weight:  312.23
ALogP:  -0.3848
MLogP:  3
XLogP:  3.356
# Rotatable Bonds:  11
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  22

Download Data

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