Natural Product: NPC242069

Natural Product ID:  NPC242069
Common Name:   Spicatanol
IUPAC Name:   (2R)-3-[(E)-2-[(1S,4aS,8aR)-2,5,5,8a-tetramethyl-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]ethenyl]-2-hydroxy-2H-furan-5-one
Synonyms:   Spicatanol
Molecular Formula:   C20H26O4
Standard InCHIKey:  KJASBNIUXGTDRP-GDJISRORSA-N
Standard InCHI:  InChI=1S/C20H26O4/c1-12-10-15(21)17-19(2,3)8-5-9-20(17,4)14(12)7-6-13-11-16(22)24-18(13)23/h6-7,10-11,14,17-18,23H,5,8-9H2,1-4H3/b7-6+/t14-,17-,18+,20+/m0/s1
Canonical SMILES:  O=C1O[C@H](C(=C1)/C=C/[C@H]1C(=CC(=O)[C@@H]2[C@]1(C)CCCC2(C)C)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
NPO14969 Hedychium spicatum Species Zingiberaceae Eukaryota Rhizomes PMID[19332371]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 34100 nM 18232640
NPT2 Others Unspecified Inhibition = 89.5 % 20188578

  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 NPC242069 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
0.977 High Similarity NPC469939
0.931 High Similarity NPC196407
0.907 High Similarity NPC470800
0.8837 High Similarity NPC268122
0.875 High Similarity NPC329630
0.8737 High Similarity NPC477720
0.8736 High Similarity NPC118423
0.8723 High Similarity NPC208094
0.8652 High Similarity NPC168248
0.8539 High Similarity NPC474860
0.8539 High Similarity NPC471300
0.8511 High Similarity NPC295347
0.8478 Intermediate Similarity NPC281942
0.8478 Intermediate Similarity NPC477782
0.8478 Intermediate Similarity NPC232426
0.8444 Intermediate Similarity NPC211892
0.8409 Intermediate Similarity NPC94200
0.8387 Intermediate Similarity NPC141831
0.8387 Intermediate Similarity NPC477783
0.837 Intermediate Similarity NPC5509
0.8316 Intermediate Similarity NPC209355
0.8261 Intermediate Similarity NPC474629
0.8242 Intermediate Similarity NPC474062
0.8211 Intermediate Similarity NPC474554
0.8211 Intermediate Similarity NPC470255
0.8202 Intermediate Similarity NPC324170
0.8202 Intermediate Similarity NPC471296
0.8172 Intermediate Similarity NPC470734
0.8172 Intermediate Similarity NPC251528
0.8152 Intermediate Similarity NPC475678
0.8152 Intermediate Similarity NPC312561
0.8144 Intermediate Similarity NPC475709
0.8132 Intermediate Similarity NPC473251
0.8132 Intermediate Similarity NPC42586
0.8105 Intermediate Similarity NPC166346
0.8041 Intermediate Similarity NPC17578
0.8041 Intermediate Similarity NPC470801
0.8041 Intermediate Similarity NPC112654
0.8041 Intermediate Similarity NPC240673
0.8022 Intermediate Similarity NPC31086
0.8021 Intermediate Similarity NPC474555
0.8021 Intermediate Similarity NPC104925
0.8021 Intermediate Similarity NPC298973
0.8 Intermediate Similarity NPC469799
0.8 Intermediate Similarity NPC469806
0.798 Intermediate Similarity NPC472644
0.7979 Intermediate Similarity NPC284561
0.7979 Intermediate Similarity NPC118011
0.7979 Intermediate Similarity NPC474844
0.7979 Intermediate Similarity NPC36668
0.7935 Intermediate Similarity NPC217394
0.7935 Intermediate Similarity NPC189311
0.7917 Intermediate Similarity NPC115021
0.7917 Intermediate Similarity NPC472303
0.7912 Intermediate Similarity NPC279639
0.7912 Intermediate Similarity NPC474976
0.7912 Intermediate Similarity NPC3856
0.7912 Intermediate Similarity NPC474790
0.79 Intermediate Similarity NPC472643
0.79 Intermediate Similarity NPC63249
0.7895 Intermediate Similarity NPC51486
0.7885 Intermediate Similarity NPC137911
0.7885 Intermediate Similarity NPC228477
0.7879 Intermediate Similarity NPC474440
0.7872 Intermediate Similarity NPC472809
0.7872 Intermediate Similarity NPC472810
0.7835 Intermediate Similarity NPC469697
0.7835 Intermediate Similarity NPC53685
0.7835 Intermediate Similarity NPC475572
0.7826 Intermediate Similarity NPC126518
0.7826 Intermediate Similarity NPC71626
0.7822 Intermediate Similarity NPC155332
0.7822 Intermediate Similarity NPC32577
0.7822 Intermediate Similarity NPC114540
0.7822 Intermediate Similarity NPC134077
0.7816 Intermediate Similarity NPC65650
0.7816 Intermediate Similarity NPC476346
0.7812 Intermediate Similarity NPC65513
0.7812 Intermediate Similarity NPC289479
0.7812 Intermediate Similarity NPC165904
0.7812 Intermediate Similarity NPC477122
0.7812 Intermediate Similarity NPC472811
0.7812 Intermediate Similarity NPC179517
0.7802 Intermediate Similarity NPC323251
0.7802 Intermediate Similarity NPC16321
0.7802 Intermediate Similarity NPC469805
0.7802 Intermediate Similarity NPC469804
0.78 Intermediate Similarity NPC266955
0.78 Intermediate Similarity NPC476767
0.7791 Intermediate Similarity NPC56747
0.7791 Intermediate Similarity NPC109576
0.7791 Intermediate Similarity NPC180015
0.7791 Intermediate Similarity NPC130016
0.7789 Intermediate Similarity NPC174342
0.7789 Intermediate Similarity NPC168131
0.7788 Intermediate Similarity NPC220155
0.7778 Intermediate Similarity NPC476253
0.7778 Intermediate Similarity NPC469797
0.7778 Intermediate Similarity NPC469798
0.7778 Intermediate Similarity NPC53844
0.7778 Intermediate Similarity NPC98112
0.7767 Intermediate Similarity NPC252296
0.7745 Intermediate Similarity NPC132395
0.7745 Intermediate Similarity NPC471365
0.7745 Intermediate Similarity NPC471364
0.7742 Intermediate Similarity NPC65661
0.7742 Intermediate Similarity NPC86316
0.7742 Intermediate Similarity NPC106416
0.7742 Intermediate Similarity NPC163606
0.7732 Intermediate Similarity NPC472812
0.7727 Intermediate Similarity NPC4509
0.7723 Intermediate Similarity NPC471075
0.7723 Intermediate Similarity NPC469657
0.7723 Intermediate Similarity NPC115899
0.7723 Intermediate Similarity NPC244456
0.7717 Intermediate Similarity NPC193198
0.7717 Intermediate Similarity NPC42476
0.7708 Intermediate Similarity NPC212679
0.7708 Intermediate Similarity NPC220454
0.7708 Intermediate Similarity NPC182136
0.7708 Intermediate Similarity NPC469595
0.77 Intermediate Similarity NPC108368
0.77 Intermediate Similarity NPC57079
0.77 Intermediate Similarity NPC316598
0.7692 Intermediate Similarity NPC184512
0.7684 Intermediate Similarity NPC472302
0.7677 Intermediate Similarity NPC162346
0.7677 Intermediate Similarity NPC311166
0.766 Intermediate Similarity NPC220478
0.7653 Intermediate Similarity NPC38830
0.7653 Intermediate Similarity NPC477130
0.7653 Intermediate Similarity NPC477129
0.7647 Intermediate Similarity NPC273005
0.7647 Intermediate Similarity NPC31058
0.7647 Intermediate Similarity NPC469606
0.764 Intermediate Similarity NPC473756
0.7634 Intermediate Similarity NPC87552
0.7634 Intermediate Similarity NPC471301
0.7634 Intermediate Similarity NPC471302
0.7629 Intermediate Similarity NPC472814
0.7629 Intermediate Similarity NPC474018
0.7629 Intermediate Similarity NPC473986
0.7629 Intermediate Similarity NPC177037
0.7624 Intermediate Similarity NPC474012
0.7624 Intermediate Similarity NPC54705
0.7624 Intermediate Similarity NPC476299
0.7619 Intermediate Similarity NPC476765
0.7609 Intermediate Similarity NPC471298
0.76 Intermediate Similarity NPC76266
0.76 Intermediate Similarity NPC202705
0.76 Intermediate Similarity NPC474343
0.7582 Intermediate Similarity NPC160582
0.7579 Intermediate Similarity NPC163016
0.7579 Intermediate Similarity NPC75315
0.7579 Intermediate Similarity NPC181327
0.7576 Intermediate Similarity NPC183012
0.7576 Intermediate Similarity NPC171395
0.7576 Intermediate Similarity NPC472441
0.7573 Intermediate Similarity NPC134270
0.757 Intermediate Similarity NPC474315
0.7553 Intermediate Similarity NPC472442
0.7551 Intermediate Similarity NPC205034
0.7551 Intermediate Similarity NPC162615
0.7551 Intermediate Similarity NPC139692
0.7551 Intermediate Similarity NPC152778
0.7549 Intermediate Similarity NPC99411
0.7528 Intermediate Similarity NPC19907
0.7527 Intermediate Similarity NPC471297
0.7527 Intermediate Similarity NPC472440
0.7526 Intermediate Similarity NPC469403
0.7526 Intermediate Similarity NPC221111
0.7526 Intermediate Similarity NPC280149
0.7526 Intermediate Similarity NPC469372
0.7526 Intermediate Similarity NPC310479
0.7525 Intermediate Similarity NPC235464
0.7525 Intermediate Similarity NPC166745
0.7525 Intermediate Similarity NPC471717
0.7525 Intermediate Similarity NPC23364
0.7524 Intermediate Similarity NPC91034
0.75 Intermediate Similarity NPC472868
0.75 Intermediate Similarity NPC134072
0.75 Intermediate Similarity NPC226863
0.75 Intermediate Similarity NPC264867
0.75 Intermediate Similarity NPC24816
0.75 Intermediate Similarity NPC4166
0.75 Intermediate Similarity NPC234993
0.75 Intermediate Similarity NPC473153
0.75 Intermediate Similarity NPC20025
0.75 Intermediate Similarity NPC250757
0.75 Intermediate Similarity NPC242848
0.75 Intermediate Similarity NPC301534
0.75 Intermediate Similarity NPC470321
0.75 Intermediate Similarity NPC472378
0.75 Intermediate Similarity NPC81567
0.75 Intermediate Similarity NPC473207
0.75 Intermediate Similarity NPC201880
0.7477 Intermediate Similarity NPC119550
0.7477 Intermediate Similarity NPC473828
0.7477 Intermediate Similarity NPC475913
0.7477 Intermediate Similarity NPC476766

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC242069 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
0.7826 Intermediate Similarity NPD6400 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6686 Approved
0.701 Intermediate Similarity NPD1694 Approved
0.7 Intermediate Similarity NPD5785 Approved
0.6952 Remote Similarity NPD7639 Approved
0.6952 Remote Similarity NPD7640 Approved
0.6931 Remote Similarity NPD7637 Suspended
0.6931 Remote Similarity NPD5281 Approved
0.6931 Remote Similarity NPD5284 Approved
0.693 Remote Similarity NPD7115 Discovery
0.6923 Remote Similarity NPD6083 Phase 2
0.6923 Remote Similarity NPD4058 Approved
0.6923 Remote Similarity NPD4687 Approved
0.6923 Remote Similarity NPD6084 Phase 2
0.6893 Remote Similarity NPD5695 Phase 3
0.6863 Remote Similarity NPD5779 Approved
0.6863 Remote Similarity NPD5778 Approved
0.6863 Remote Similarity NPD6399 Phase 3
0.6857 Remote Similarity NPD4225 Approved
0.6857 Remote Similarity NPD7638 Approved
0.6848 Remote Similarity NPD8039 Approved
0.6809 Remote Similarity NPD5784 Clinical (unspecified phase)
0.68 Remote Similarity NPD5737 Approved
0.68 Remote Similarity NPD6672 Approved
0.6796 Remote Similarity NPD7748 Approved
0.6768 Remote Similarity NPD5279 Phase 3
0.6768 Remote Similarity NPD4623 Approved
0.6768 Remote Similarity NPD6684 Approved
0.6768 Remote Similarity NPD4519 Discontinued
0.6768 Remote Similarity NPD7334 Approved
0.6768 Remote Similarity NPD7146 Approved
0.6768 Remote Similarity NPD6409 Approved
0.6768 Remote Similarity NPD5330 Approved
0.6768 Remote Similarity NPD7521 Approved
0.6765 Remote Similarity NPD6411 Approved
0.6765 Remote Similarity NPD7515 Phase 2
0.6765 Remote Similarity NPD5693 Phase 1
0.6765 Remote Similarity NPD5694 Approved
0.6739 Remote Similarity NPD5733 Approved
0.6735 Remote Similarity NPD3665 Phase 1
0.6735 Remote Similarity NPD3666 Approved
0.6735 Remote Similarity NPD3133 Approved
0.6733 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6412 Phase 2
0.6703 Remote Similarity NPD5276 Approved
0.6701 Remote Similarity NPD3667 Approved
0.6701 Remote Similarity NPD5209 Approved
0.6698 Remote Similarity NPD5696 Approved
0.6667 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5207 Approved
0.6667 Remote Similarity NPD4137 Phase 3
0.6667 Remote Similarity NPD5692 Phase 3
0.6634 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6634 Remote Similarity NPD6903 Approved
0.6628 Remote Similarity NPD4191 Approved
0.6628 Remote Similarity NPD4194 Approved
0.6628 Remote Similarity NPD4193 Approved
0.6628 Remote Similarity NPD4192 Approved
0.6604 Remote Similarity NPD7902 Approved
0.6602 Remote Similarity NPD6050 Approved
0.66 Remote Similarity NPD3618 Phase 1
0.6593 Remote Similarity NPD4691 Approved
0.6593 Remote Similarity NPD4747 Approved
0.6579 Remote Similarity NPD6882 Approved
0.6577 Remote Similarity NPD5697 Approved
0.6571 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6569 Remote Similarity NPD4753 Phase 2
0.6569 Remote Similarity NPD6101 Approved
0.6569 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6566 Remote Similarity NPD4786 Approved
0.6542 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6518 Remote Similarity NPD6881 Approved
0.6518 Remote Similarity NPD6011 Approved
0.6518 Remote Similarity NPD6899 Approved
0.65 Remote Similarity NPD5363 Approved
0.65 Remote Similarity NPD1696 Phase 3
0.6495 Remote Similarity NPD4695 Discontinued
0.6486 Remote Similarity NPD5739 Approved
0.6486 Remote Similarity NPD6675 Approved
0.6486 Remote Similarity NPD6402 Approved
0.6486 Remote Similarity NPD7128 Approved
0.6475 Remote Similarity NPD7507 Approved
0.6465 Remote Similarity NPD5362 Discontinued
0.6465 Remote Similarity NPD7154 Phase 3
0.646 Remote Similarity NPD6014 Approved
0.646 Remote Similarity NPD6012 Approved
0.646 Remote Similarity NPD6013 Approved
0.646 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6442 Remote Similarity NPD6079 Approved
0.6436 Remote Similarity NPD5280 Approved
0.6436 Remote Similarity NPD4694 Approved
0.6429 Remote Similarity NPD5701 Approved
0.6417 Remote Similarity NPD7503 Approved
0.6417 Remote Similarity NPD8513 Phase 3
0.6417 Remote Similarity NPD8515 Approved
0.6417 Remote Similarity NPD8516 Approved
0.6417 Remote Similarity NPD8517 Approved
0.6415 Remote Similarity NPD5210 Approved
0.6415 Remote Similarity NPD4629 Approved
0.6408 Remote Similarity NPD6673 Approved
0.6408 Remote Similarity NPD5328 Approved
0.6408 Remote Similarity NPD6080 Approved
0.6408 Remote Similarity NPD6904 Approved
0.6404 Remote Similarity NPD7102 Approved
0.6404 Remote Similarity NPD6883 Approved
0.6404 Remote Similarity NPD7290 Approved
0.6373 Remote Similarity NPD3573 Approved
0.6372 Remote Similarity NPD7320 Approved
0.6364 Remote Similarity NPD5211 Phase 2
0.6364 Remote Similarity NPD4269 Approved
0.6364 Remote Similarity NPD4223 Phase 3
0.6364 Remote Similarity NPD7632 Discontinued
0.6364 Remote Similarity NPD4221 Approved
0.6364 Remote Similarity NPD4270 Approved
0.6355 Remote Similarity NPD5221 Approved
0.6355 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6355 Remote Similarity NPD5222 Approved
0.6355 Remote Similarity NPD7839 Suspended
0.6354 Remote Similarity NPD4756 Discovery
0.6348 Remote Similarity NPD6847 Approved
0.6348 Remote Similarity NPD6649 Approved
0.6348 Remote Similarity NPD8130 Phase 1
0.6348 Remote Similarity NPD6617 Approved
0.6348 Remote Similarity NPD6650 Approved
0.6348 Remote Similarity NPD6869 Approved
0.6346 Remote Similarity NPD6698 Approved
0.6346 Remote Similarity NPD46 Approved
0.633 Remote Similarity NPD6404 Discontinued
0.6327 Remote Similarity NPD4252 Approved
0.6321 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6321 Remote Similarity NPD7900 Approved
0.632 Remote Similarity NPD7319 Approved
0.6316 Remote Similarity NPD6373 Approved
0.6316 Remote Similarity NPD8264 Approved
0.6316 Remote Similarity NPD6372 Approved
0.6311 Remote Similarity NPD5208 Approved
0.63 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5173 Approved
0.6293 Remote Similarity NPD8297 Approved
0.6293 Remote Similarity NPD6053 Discontinued
0.6275 Remote Similarity NPD5690 Phase 2
0.6275 Remote Similarity NPD5786 Approved
0.6262 Remote Similarity NPD5654 Approved
0.6262 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5955 Clinical (unspecified phase)
0.625 Remote Similarity NPD5141 Approved
0.6238 Remote Similarity NPD3668 Phase 3
0.6238 Remote Similarity NPD4197 Approved
0.6226 Remote Similarity NPD4202 Approved
0.6218 Remote Similarity NPD6009 Approved
0.6207 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6204 Remote Similarity NPD4697 Phase 3
0.6196 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6182 Remote Similarity NPD5285 Approved
0.6182 Remote Similarity NPD4696 Approved
0.6182 Remote Similarity NPD5286 Approved
0.6176 Remote Similarity NPD5329 Approved
0.6167 Remote Similarity NPD7328 Approved
0.6167 Remote Similarity NPD7327 Approved
0.6162 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4518 Approved
0.6148 Remote Similarity NPD8033 Approved
0.6147 Remote Similarity NPD4755 Approved
0.6147 Remote Similarity NPD5959 Approved
0.6134 Remote Similarity NPD6868 Approved
0.6132 Remote Similarity NPD7983 Approved
0.6126 Remote Similarity NPD5223 Approved
0.6124 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6122 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6122 Remote Similarity NPD3617 Approved
0.6121 Remote Similarity NPD6371 Approved
0.6117 Remote Similarity NPD4693 Phase 3
0.6117 Remote Similarity NPD4138 Approved
0.6117 Remote Similarity NPD4689 Approved
0.6117 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5205 Approved
0.6117 Remote Similarity NPD6098 Approved
0.6117 Remote Similarity NPD4688 Approved
0.6117 Remote Similarity NPD4690 Approved
0.6116 Remote Similarity NPD7516 Approved
0.6111 Remote Similarity NPD7736 Approved
0.6102 Remote Similarity NPD4632 Approved
0.61 Remote Similarity NPD5369 Approved
0.6098 Remote Similarity NPD6370 Approved
0.6095 Remote Similarity NPD6051 Approved
0.6095 Remote Similarity NPD689 Discontinued
0.6094 Remote Similarity NPD7260 Phase 2
0.6083 Remote Similarity NPD6317 Approved
0.6071 Remote Similarity NPD4633 Approved
0.6071 Remote Similarity NPD5225 Approved
0.6071 Remote Similarity NPD5226 Approved
0.6071 Remote Similarity NPD5224 Approved
0.6068 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8377 Approved
0.6066 Remote Similarity NPD8294 Approved
0.6053 Remote Similarity NPD6008 Approved
0.6048 Remote Similarity NPD8328 Phase 3
0.6047 Remote Similarity NPD4219 Approved

Structure

External Identifiers

PubChem CID   42630816
ChEMBL   CHEMBL467675
ZINC  

Physicochemical Properties

Molecular Weight:  330.18
ALogP:  1.6348
MLogP:  3.22
XLogP:  3.932
# Rotatable Bonds:  7
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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