Natural Product: NPC470946

Natural Product ID:  NPC470946
Common Name:   Heyneanone B
IUPAC Name:   (2Z,4S,7R,8R)-4,7,8-trihydroxy-3,7-dimethyl-10-propan-2-ylidenecyclodec-2-en-1-one
Synonyms:   Heyneanone B
Molecular Formula:   C15H24O4
Standard InCHIKey:  AGMVUQMPIYDZOG-PVPCMPRFSA-N
Standard InCHI:  InChI=1S/C15H24O4/c1-9(2)11-8-14(18)15(4,19)6-5-12(16)10(3)7-13(11)17/h7,12,14,16,18-19H,5-6,8H2,1-4H3/b10-7-/t12-,14+,15+/m0/s1
Canonical SMILES:  O[C@H]1CC[C@@](C)(O)[C@H](O)CC(=C(C)C)C(=O)/C=C1/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
NPO17780 Curcuma heyneana Species Zingiberaceae Eukaryota Rhizomes PMID[23387824]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition < 65 % 9868159

  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 NPC470946 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
1.0 High Similarity NPC470945
1.0 High Similarity NPC470947
0.8182 Intermediate Similarity NPC273579
0.8182 Intermediate Similarity NPC295204
0.8182 Intermediate Similarity NPC288240
0.8182 Intermediate Similarity NPC162205
0.809 Intermediate Similarity NPC196227
0.8023 Intermediate Similarity NPC179659
0.7931 Intermediate Similarity NPC473715
0.7901 Intermediate Similarity NPC471061
0.7895 Intermediate Similarity NPC163290
0.7889 Intermediate Similarity NPC303942
0.7889 Intermediate Similarity NPC57405
0.7865 Intermediate Similarity NPC475441
0.7865 Intermediate Similarity NPC473321
0.7865 Intermediate Similarity NPC116726
0.7848 Intermediate Similarity NPC275098
0.7841 Intermediate Similarity NPC474032
0.7826 Intermediate Similarity NPC20066
0.7791 Intermediate Similarity NPC137033
0.7778 Intermediate Similarity NPC475912
0.7765 Intermediate Similarity NPC477785
0.7765 Intermediate Similarity NPC477786
0.7765 Intermediate Similarity NPC477784
0.7763 Intermediate Similarity NPC311736
0.7753 Intermediate Similarity NPC265856
0.7753 Intermediate Similarity NPC473619
0.7753 Intermediate Similarity NPC166554
0.7742 Intermediate Similarity NPC300584
0.7742 Intermediate Similarity NPC473326
0.7738 Intermediate Similarity NPC67254
0.7727 Intermediate Similarity NPC87189
0.7727 Intermediate Similarity NPC228415
0.7727 Intermediate Similarity NPC202672
0.7701 Intermediate Similarity NPC164393
0.7692 Intermediate Similarity NPC474035
0.7692 Intermediate Similarity NPC81386
0.7674 Intermediate Similarity NPC96259
0.7674 Intermediate Similarity NPC141193
0.7667 Intermediate Similarity NPC146852
0.7667 Intermediate Similarity NPC476705
0.7667 Intermediate Similarity NPC30515
0.766 Intermediate Similarity NPC288876
0.7654 Intermediate Similarity NPC474011
0.7647 Intermediate Similarity NPC279186
0.7647 Intermediate Similarity NPC133844
0.7619 Intermediate Similarity NPC472948
0.7614 Intermediate Similarity NPC471738
0.7609 Intermediate Similarity NPC36954
0.7609 Intermediate Similarity NPC14961
0.7609 Intermediate Similarity NPC270013
0.759 Intermediate Similarity NPC231739
0.7586 Intermediate Similarity NPC21469
0.7586 Intermediate Similarity NPC187529
0.7582 Intermediate Similarity NPC61275
0.7582 Intermediate Similarity NPC125674
0.7582 Intermediate Similarity NPC81419
0.7582 Intermediate Similarity NPC179746
0.7582 Intermediate Similarity NPC475838
0.7582 Intermediate Similarity NPC228451
0.7561 Intermediate Similarity NPC469646
0.7558 Intermediate Similarity NPC11620
0.7556 Intermediate Similarity NPC179394
0.7556 Intermediate Similarity NPC475855
0.7556 Intermediate Similarity NPC51004
0.7556 Intermediate Similarity NPC476004
0.7556 Intermediate Similarity NPC474761
0.7556 Intermediate Similarity NPC144133
0.7529 Intermediate Similarity NPC470298
0.7528 Intermediate Similarity NPC153805
0.7527 Intermediate Similarity NPC473859
0.7527 Intermediate Similarity NPC279621
0.7527 Intermediate Similarity NPC477921
0.75 Intermediate Similarity NPC475461
0.75 Intermediate Similarity NPC149371
0.75 Intermediate Similarity NPC305475
0.75 Intermediate Similarity NPC474247
0.7473 Intermediate Similarity NPC208886
0.7473 Intermediate Similarity NPC12172
0.7473 Intermediate Similarity NPC184463
0.7471 Intermediate Similarity NPC114979
0.7471 Intermediate Similarity NPC191476
0.7471 Intermediate Similarity NPC243618
0.7471 Intermediate Similarity NPC40687
0.7471 Intermediate Similarity NPC70424
0.7471 Intermediate Similarity NPC472957
0.7471 Intermediate Similarity NPC472958
0.747 Intermediate Similarity NPC47844
0.747 Intermediate Similarity NPC141195
0.7468 Intermediate Similarity NPC250928
0.7468 Intermediate Similarity NPC10758
0.7444 Intermediate Similarity NPC473100
0.7444 Intermediate Similarity NPC307411
0.7444 Intermediate Similarity NPC295312
0.7442 Intermediate Similarity NPC38796
0.7442 Intermediate Similarity NPC158411
0.7419 Intermediate Similarity NPC471142
0.7419 Intermediate Similarity NPC477922
0.7419 Intermediate Similarity NPC475659
0.7416 Intermediate Similarity NPC237540
0.7412 Intermediate Similarity NPC30675
0.7403 Intermediate Similarity NPC474304
0.7403 Intermediate Similarity NPC474329
0.7396 Intermediate Similarity NPC47880
0.7396 Intermediate Similarity NPC471401
0.7391 Intermediate Similarity NPC212486
0.7391 Intermediate Similarity NPC476300
0.7386 Intermediate Similarity NPC255307
0.7386 Intermediate Similarity NPC261380
0.7386 Intermediate Similarity NPC28887
0.7381 Intermediate Similarity NPC478122
0.7381 Intermediate Similarity NPC475994
0.7368 Intermediate Similarity NPC473508
0.7368 Intermediate Similarity NPC474213
0.7368 Intermediate Similarity NPC471144
0.7363 Intermediate Similarity NPC71533
0.7363 Intermediate Similarity NPC106510
0.7363 Intermediate Similarity NPC473099
0.7363 Intermediate Similarity NPC134321
0.7363 Intermediate Similarity NPC473448
0.7363 Intermediate Similarity NPC471399
0.7363 Intermediate Similarity NPC469464
0.7356 Intermediate Similarity NPC40746
0.7356 Intermediate Similarity NPC251475
0.7356 Intermediate Similarity NPC66764
0.7356 Intermediate Similarity NPC110150
0.7356 Intermediate Similarity NPC169575
0.7356 Intermediate Similarity NPC169941
0.7349 Intermediate Similarity NPC170148
0.7347 Intermediate Similarity NPC100487
0.734 Intermediate Similarity NPC476315
0.734 Intermediate Similarity NPC93271
0.734 Intermediate Similarity NPC8803
0.734 Intermediate Similarity NPC230800
0.734 Intermediate Similarity NPC135576
0.7333 Intermediate Similarity NPC476708
0.7333 Intermediate Similarity NPC476707
0.7333 Intermediate Similarity NPC474471
0.7333 Intermediate Similarity NPC227379
0.7333 Intermediate Similarity NPC476706
0.7333 Intermediate Similarity NPC476803
0.7333 Intermediate Similarity NPC472008
0.7333 Intermediate Similarity NPC476704
0.7326 Intermediate Similarity NPC171665
0.7326 Intermediate Similarity NPC275766
0.7326 Intermediate Similarity NPC52861
0.7326 Intermediate Similarity NPC24417
0.732 Intermediate Similarity NPC70369
0.7317 Intermediate Similarity NPC215050
0.7312 Intermediate Similarity NPC298919
0.7312 Intermediate Similarity NPC472976
0.7312 Intermediate Similarity NPC71589
0.7312 Intermediate Similarity NPC472977
0.7308 Intermediate Similarity NPC197089
0.7303 Intermediate Similarity NPC262026
0.7303 Intermediate Similarity NPC112685
0.7303 Intermediate Similarity NPC469910
0.7303 Intermediate Similarity NPC122502
0.7294 Intermediate Similarity NPC136033
0.7294 Intermediate Similarity NPC86971
0.7283 Intermediate Similarity NPC142838
0.7273 Intermediate Similarity NPC7927
0.7273 Intermediate Similarity NPC476804
0.7273 Intermediate Similarity NPC474776
0.7273 Intermediate Similarity NPC230527
0.7263 Intermediate Similarity NPC40812
0.7262 Intermediate Similarity NPC86917
0.7253 Intermediate Similarity NPC166919
0.7253 Intermediate Similarity NPC268298
0.7245 Intermediate Similarity NPC475945
0.7245 Intermediate Similarity NPC475871
0.7245 Intermediate Similarity NPC472755
0.7241 Intermediate Similarity NPC229825
0.7241 Intermediate Similarity NPC85772
0.7234 Intermediate Similarity NPC272050
0.7234 Intermediate Similarity NPC261341
0.7234 Intermediate Similarity NPC471141
0.7229 Intermediate Similarity NPC60718
0.7229 Intermediate Similarity NPC472256
0.7229 Intermediate Similarity NPC114236
0.7222 Intermediate Similarity NPC248602
0.7222 Intermediate Similarity NPC472007
0.7216 Intermediate Similarity NPC474339
0.7216 Intermediate Similarity NPC185141
0.7216 Intermediate Similarity NPC46998
0.7216 Intermediate Similarity NPC476270
0.7216 Intermediate Similarity NPC472753
0.7216 Intermediate Similarity NPC110443
0.7216 Intermediate Similarity NPC164598
0.7216 Intermediate Similarity NPC133907
0.7216 Intermediate Similarity NPC128733
0.7215 Intermediate Similarity NPC82337
0.7204 Intermediate Similarity NPC135776
0.7204 Intermediate Similarity NPC125180
0.7204 Intermediate Similarity NPC11456
0.72 Intermediate Similarity NPC477513
0.72 Intermediate Similarity NPC475060
0.72 Intermediate Similarity NPC220229
0.7195 Intermediate Similarity NPC325627
0.7191 Intermediate Similarity NPC15807

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470946 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
0.7308 Intermediate Similarity NPD7331 Phase 2
0.7283 Intermediate Similarity NPD7983 Approved
0.7174 Intermediate Similarity NPD6698 Approved
0.7174 Intermediate Similarity NPD46 Approved
0.7 Intermediate Similarity NPD5363 Approved
0.7 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.6966 Remote Similarity NPD6110 Phase 1
0.6923 Remote Similarity NPD5786 Approved
0.6854 Remote Similarity NPD4269 Approved
0.6854 Remote Similarity NPD4270 Approved
0.675 Remote Similarity NPD7341 Phase 2
0.6701 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5778 Approved
0.6667 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5779 Approved
0.6667 Remote Similarity NPD6371 Approved
0.6632 Remote Similarity NPD5785 Approved
0.6629 Remote Similarity NPD4820 Approved
0.6629 Remote Similarity NPD5368 Approved
0.6629 Remote Similarity NPD4822 Approved
0.6629 Remote Similarity NPD4819 Approved
0.6629 Remote Similarity NPD4821 Approved
0.6629 Remote Similarity NPD4252 Approved
0.6598 Remote Similarity NPD5282 Discontinued
0.6593 Remote Similarity NPD5362 Discontinued
0.6593 Remote Similarity NPD7154 Phase 3
0.6591 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6585 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6556 Remote Similarity NPD5369 Approved
0.65 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6484 Remote Similarity NPD6435 Approved
0.6465 Remote Similarity NPD7839 Suspended
0.6458 Remote Similarity NPD7838 Discovery
0.6452 Remote Similarity NPD1696 Phase 3
0.6404 Remote Similarity NPD4271 Approved
0.6404 Remote Similarity NPD4268 Approved
0.6381 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6375 Remote Similarity NPD368 Approved
0.6311 Remote Similarity NPD5211 Phase 2
0.6296 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4756 Discovery
0.6265 Remote Similarity NPD3704 Approved
0.6264 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6264 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4755 Approved
0.6237 Remote Similarity NPD5331 Approved
0.6237 Remote Similarity NPD5332 Approved
0.622 Remote Similarity NPD3197 Phase 1
0.6211 Remote Similarity NPD4249 Approved
0.6211 Remote Similarity NPD3618 Phase 1
0.6204 Remote Similarity NPD4634 Approved
0.6196 Remote Similarity NPD4790 Discontinued
0.619 Remote Similarity NPD5141 Approved
0.6186 Remote Similarity NPD5328 Approved
0.617 Remote Similarity NPD3133 Approved
0.617 Remote Similarity NPD3666 Approved
0.617 Remote Similarity NPD3665 Phase 1
0.6147 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4251 Approved
0.6146 Remote Similarity NPD4250 Approved
0.6139 Remote Similarity NPD4697 Phase 3
0.6129 Remote Similarity NPD3667 Approved
0.6117 Remote Similarity NPD4700 Approved
0.6117 Remote Similarity NPD5286 Approved
0.6117 Remote Similarity NPD4696 Approved
0.6117 Remote Similarity NPD5285 Approved
0.6091 Remote Similarity NPD6053 Discontinued
0.6087 Remote Similarity NPD4695 Discontinued
0.6061 Remote Similarity NPD6079 Approved
0.6058 Remote Similarity NPD5223 Approved
0.6058 Remote Similarity NPD5344 Discontinued
0.6042 Remote Similarity NPD4519 Discontinued
0.6042 Remote Similarity NPD4623 Approved
0.6042 Remote Similarity NPD5279 Phase 3
0.6036 Remote Similarity NPD4632 Approved
0.602 Remote Similarity NPD6101 Approved
0.602 Remote Similarity NPD4753 Phase 2
0.602 Remote Similarity NPD5764 Clinical (unspecified phase)
0.602 Remote Similarity NPD1695 Approved
0.602 Remote Similarity NPD5370 Suspended
0.6019 Remote Similarity NPD6686 Approved
0.6019 Remote Similarity NPD4225 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD5224 Approved
0.6 Remote Similarity NPD4786 Approved
0.598 Remote Similarity NPD5220 Clinical (unspecified phase)
0.598 Remote Similarity NPD5221 Approved
0.598 Remote Similarity NPD5222 Approved
0.5965 Remote Similarity NPD7641 Discontinued
0.5952 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5948 Remote Similarity NPD8513 Phase 3
0.5948 Remote Similarity NPD8516 Approved
0.5948 Remote Similarity NPD8517 Approved
0.5948 Remote Similarity NPD8515 Approved
0.5943 Remote Similarity NPD4754 Approved
0.5943 Remote Similarity NPD5175 Approved
0.5943 Remote Similarity NPD5174 Approved
0.5938 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5926 Remote Similarity NPD6412 Phase 2
0.5922 Remote Similarity NPD5173 Approved
0.59 Remote Similarity NPD7515 Phase 2
0.59 Remote Similarity NPD6411 Approved
0.59 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4629 Approved
0.5882 Remote Similarity NPD5210 Approved
0.5877 Remote Similarity NPD7115 Discovery
0.5856 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5854 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5847 Remote Similarity NPD7642 Approved
0.5843 Remote Similarity NPD4732 Discontinued
0.5842 Remote Similarity NPD6399 Phase 3
0.5833 Remote Similarity NPD6675 Approved
0.5833 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6008 Approved
0.5833 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD7128 Approved
0.5833 Remote Similarity NPD4767 Approved
0.5833 Remote Similarity NPD6402 Approved
0.5833 Remote Similarity NPD4768 Approved
0.5823 Remote Similarity NPD342 Phase 1
0.5818 Remote Similarity NPD6373 Approved
0.5818 Remote Similarity NPD6372 Approved
0.5816 Remote Similarity NPD7524 Approved
0.581 Remote Similarity NPD7640 Approved
0.581 Remote Similarity NPD7639 Approved
0.5789 Remote Similarity NPD4221 Approved
0.5789 Remote Similarity NPD4223 Phase 3
0.578 Remote Similarity NPD5701 Approved
0.578 Remote Similarity NPD5697 Approved
0.5773 Remote Similarity NPD1694 Approved
0.5769 Remote Similarity NPD7902 Approved
0.5745 Remote Similarity NPD7332 Phase 2
0.5745 Remote Similarity NPD6931 Approved
0.5745 Remote Similarity NPD7514 Phase 3
0.5745 Remote Similarity NPD6930 Phase 2
0.5743 Remote Similarity NPD5284 Approved
0.5743 Remote Similarity NPD7637 Suspended
0.5743 Remote Similarity NPD5281 Approved
0.5739 Remote Similarity NPD6009 Approved
0.5739 Remote Similarity NPD7500 Approved
0.5729 Remote Similarity NPD6695 Phase 3
0.5727 Remote Similarity NPD6899 Approved
0.5727 Remote Similarity NPD4730 Approved
0.5727 Remote Similarity NPD6011 Approved
0.5727 Remote Similarity NPD4729 Approved
0.5727 Remote Similarity NPD5128 Approved
0.5727 Remote Similarity NPD6881 Approved
0.5727 Remote Similarity NPD7320 Approved
0.5726 Remote Similarity NPD6319 Approved
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6649 Approved
0.5714 Remote Similarity NPD6422 Discontinued
0.5714 Remote Similarity NPD6650 Approved
0.5702 Remote Similarity NPD8074 Phase 3
0.5698 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6014 Approved
0.5676 Remote Similarity NPD6012 Approved
0.5676 Remote Similarity NPD6013 Approved
0.5676 Remote Similarity NPD4061 Clinical (unspecified phase)
0.567 Remote Similarity NPD6400 Clinical (unspecified phase)
0.567 Remote Similarity NPD4197 Approved
0.567 Remote Similarity NPD3668 Phase 3
0.5667 Remote Similarity NPD8342 Approved
0.5667 Remote Similarity NPD8340 Approved
0.5667 Remote Similarity NPD8299 Approved
0.5667 Remote Similarity NPD8341 Approved
0.5664 Remote Similarity NPD8297 Approved
0.566 Remote Similarity NPD6648 Approved
0.5652 Remote Similarity NPD6933 Approved
0.5647 Remote Similarity NPD7909 Approved
0.5638 Remote Similarity NPD6929 Approved
0.5631 Remote Similarity NPD7748 Approved
0.5625 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6883 Approved
0.5625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5247 Approved
0.5625 Remote Similarity NPD5248 Approved
0.5625 Remote Similarity NPD5135 Approved
0.5625 Remote Similarity NPD5250 Approved
0.5625 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5625 Remote Similarity NPD5249 Phase 3
0.5625 Remote Similarity NPD5169 Approved
0.5625 Remote Similarity NPD7290 Approved
0.5625 Remote Similarity NPD7102 Approved
0.5625 Remote Similarity NPD5251 Approved
0.562 Remote Similarity NPD7507 Approved
0.5619 Remote Similarity NPD6084 Phase 2
0.5619 Remote Similarity NPD6083 Phase 2
0.5612 Remote Similarity NPD5329 Approved
0.56 Remote Similarity NPD4518 Approved

Structure

External Identifiers

PubChem CID   71578637
ChEMBL   CHEMBL2332438
ZINC  

Physicochemical Properties

Molecular Weight:  268.17
ALogP:  0.6072
MLogP:  2.67
XLogP:  0.561
# Rotatable Bonds:  7
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  19

Download Data

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