Natural Product: NPC242016

Natural Product ID:  NPC242016
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Grayanotoxin-II
Molecular Formula:   C20H32O5
Standard InCHIKey:  KEOQZUCOGXIEQR-LXFHFZRZSA-N
Standard InCHI:  InChI=1S/C20H32O5/c1-10-11-5-6-12-16(23)19(11,9-18(12,4)24)8-15(22)20(25)13(10)7-14(21)17(20,2)3/h11-16,21-25H,1,5-9H2,2-4H3/t11-,12+,13-,14-,15+,16+,18+,19-,20-/m0/s1
Canonical SMILES:  C=C1[C@@H]2CC[C@@H]3[C@H]([C@@]2(C[C@H]([C@]2([C@H]1C[C@@H](C2(C)C)O)O)O)C[C@@]3(C)O)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
NPO25980 Rhododendron molle Species Ericaceae Eukaryota TCM_Taiwan*
NPO29641 Rhododendri daurici folium NA NA NA TCMSP*
NPO25980 Rhododendron molle Species Ericaceae Eukaryota TCMID*
NPO17759 Rhododendron mucronulatum Species Ericaceae Eukaryota TCMID*
NPO5507 Eubotryoides grayana Species Ericaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT4520 Organism Lymantria dispar Lymantria dispar Activity = 65 % 10.1021/np50011a016

  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 NPC242016 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
0.9512 High Similarity NPC22376
0.9506 High Similarity NPC145245
0.8966 High Similarity NPC39453
0.8846 High Similarity NPC139765
0.8846 High Similarity NPC131584
0.8588 High Similarity NPC121981
0.8571 High Similarity NPC255882
0.8452 Intermediate Similarity NPC232023
0.8313 Intermediate Similarity NPC66766
0.8313 Intermediate Similarity NPC78545
0.8313 Intermediate Similarity NPC71535
0.8313 Intermediate Similarity NPC117137
0.8235 Intermediate Similarity NPC85095
0.8235 Intermediate Similarity NPC211135
0.8235 Intermediate Similarity NPC216420
0.814 Intermediate Similarity NPC256567
0.8072 Intermediate Similarity NPC477819
0.8072 Intermediate Similarity NPC477817
0.8023 Intermediate Similarity NPC2572
0.8023 Intermediate Similarity NPC29342
0.8 Intermediate Similarity NPC473956
0.8 Intermediate Similarity NPC475751
0.8 Intermediate Similarity NPC157655
0.7978 Intermediate Similarity NPC475664
0.7976 Intermediate Similarity NPC5604
0.7955 Intermediate Similarity NPC201273
0.7931 Intermediate Similarity NPC124172
0.7889 Intermediate Similarity NPC105495
0.7889 Intermediate Similarity NPC109744
0.7882 Intermediate Similarity NPC47149
0.7865 Intermediate Similarity NPC474657
0.7865 Intermediate Similarity NPC186145
0.7857 Intermediate Similarity NPC472502
0.7857 Intermediate Similarity NPC475
0.7857 Intermediate Similarity NPC31828
0.7831 Intermediate Similarity NPC91573
0.7826 Intermediate Similarity NPC98193
0.7816 Intermediate Similarity NPC110778
0.7802 Intermediate Similarity NPC470832
0.7778 Intermediate Similarity NPC473436
0.7765 Intermediate Similarity NPC24504
0.7765 Intermediate Similarity NPC269333
0.7765 Intermediate Similarity NPC476316
0.7753 Intermediate Similarity NPC24277
0.7753 Intermediate Similarity NPC6605
0.7727 Intermediate Similarity NPC127606
0.7727 Intermediate Similarity NPC475798
0.7717 Intermediate Similarity NPC210268
0.7717 Intermediate Similarity NPC41554
0.7717 Intermediate Similarity NPC97404
0.7711 Intermediate Similarity NPC317242
0.7711 Intermediate Similarity NPC3403
0.7701 Intermediate Similarity NPC7988
0.7701 Intermediate Similarity NPC30166
0.7701 Intermediate Similarity NPC1272
0.7701 Intermediate Similarity NPC470614
0.7692 Intermediate Similarity NPC470361
0.7692 Intermediate Similarity NPC300442
0.7683 Intermediate Similarity NPC95165
0.7674 Intermediate Similarity NPC475679
0.7667 Intermediate Similarity NPC477600
0.7647 Intermediate Similarity NPC472500
0.7647 Intermediate Similarity NPC472501
0.7647 Intermediate Similarity NPC301707
0.7647 Intermediate Similarity NPC472499
0.7647 Intermediate Similarity NPC42853
0.7619 Intermediate Similarity NPC163597
0.7614 Intermediate Similarity NPC193870
0.7614 Intermediate Similarity NPC207013
0.7614 Intermediate Similarity NPC470929
0.7614 Intermediate Similarity NPC477818
0.7614 Intermediate Similarity NPC141941
0.7609 Intermediate Similarity NPC3345
0.7609 Intermediate Similarity NPC291484
0.7609 Intermediate Similarity NPC80561
0.7609 Intermediate Similarity NPC329596
0.7609 Intermediate Similarity NPC204188
0.7609 Intermediate Similarity NPC107189
0.7609 Intermediate Similarity NPC11216
0.759 Intermediate Similarity NPC472503
0.759 Intermediate Similarity NPC308440
0.7582 Intermediate Similarity NPC470542
0.7582 Intermediate Similarity NPC2158
0.7582 Intermediate Similarity NPC474668
0.7576 Intermediate Similarity NPC474464
0.7564 Intermediate Similarity NPC219940
0.7558 Intermediate Similarity NPC80297
0.7558 Intermediate Similarity NPC49599
0.7558 Intermediate Similarity NPC116119
0.7558 Intermediate Similarity NPC472742
0.7558 Intermediate Similarity NPC49627
0.7558 Intermediate Similarity NPC475727
0.7556 Intermediate Similarity NPC6391
0.7556 Intermediate Similarity NPC152808
0.7556 Intermediate Similarity NPC64862
0.7556 Intermediate Similarity NPC94462
0.7556 Intermediate Similarity NPC293287
0.7553 Intermediate Similarity NPC473258
0.7529 Intermediate Similarity NPC138502
0.7529 Intermediate Similarity NPC185915
0.7529 Intermediate Similarity NPC128951
0.7529 Intermediate Similarity NPC307336
0.7529 Intermediate Similarity NPC302578
0.7529 Intermediate Similarity NPC31037
0.7529 Intermediate Similarity NPC202540
0.7529 Intermediate Similarity NPC192046
0.7529 Intermediate Similarity NPC260301
0.7529 Intermediate Similarity NPC477227
0.7529 Intermediate Similarity NPC105208
0.7528 Intermediate Similarity NPC209802
0.7528 Intermediate Similarity NPC86238
0.7527 Intermediate Similarity NPC219516
0.75 Intermediate Similarity NPC308522
0.75 Intermediate Similarity NPC76486
0.75 Intermediate Similarity NPC472465
0.75 Intermediate Similarity NPC474015
0.75 Intermediate Similarity NPC74885
0.7475 Intermediate Similarity NPC475701
0.7474 Intermediate Similarity NPC473348
0.7474 Intermediate Similarity NPC30477
0.7473 Intermediate Similarity NPC271967
0.7471 Intermediate Similarity NPC102253
0.7471 Intermediate Similarity NPC322313
0.7471 Intermediate Similarity NPC22403
0.7471 Intermediate Similarity NPC26117
0.7471 Intermediate Similarity NPC13554
0.7471 Intermediate Similarity NPC236237
0.747 Intermediate Similarity NPC470610
0.747 Intermediate Similarity NPC153719
0.7449 Intermediate Similarity NPC474022
0.7447 Intermediate Similarity NPC310013
0.7447 Intermediate Similarity NPC26046
0.7442 Intermediate Similarity NPC102708
0.7442 Intermediate Similarity NPC67657
0.7442 Intermediate Similarity NPC18857
0.7439 Intermediate Similarity NPC133873
0.7423 Intermediate Similarity NPC275865
0.7423 Intermediate Similarity NPC309493
0.7416 Intermediate Similarity NPC320548
0.7416 Intermediate Similarity NPC69953
0.7416 Intermediate Similarity NPC260852
0.7412 Intermediate Similarity NPC14112
0.7412 Intermediate Similarity NPC38141
0.7412 Intermediate Similarity NPC93662
0.7412 Intermediate Similarity NPC293223
0.7412 Intermediate Similarity NPC278091
0.7412 Intermediate Similarity NPC78067
0.7412 Intermediate Similarity NPC63958
0.7412 Intermediate Similarity NPC86305
0.7396 Intermediate Similarity NPC288970
0.7391 Intermediate Similarity NPC67872
0.7391 Intermediate Similarity NPC133588
0.7391 Intermediate Similarity NPC160304
0.7386 Intermediate Similarity NPC473257
0.7386 Intermediate Similarity NPC474531
0.7386 Intermediate Similarity NPC470383
0.7381 Intermediate Similarity NPC304499
0.7381 Intermediate Similarity NPC475458
0.7381 Intermediate Similarity NPC48795
0.7374 Intermediate Similarity NPC228049
0.7374 Intermediate Similarity NPC68630
0.7374 Intermediate Similarity NPC52585
0.7368 Intermediate Similarity NPC127718
0.7368 Intermediate Similarity NPC65402
0.7368 Intermediate Similarity NPC3359
0.7363 Intermediate Similarity NPC71520
0.7363 Intermediate Similarity NPC269058
0.7363 Intermediate Similarity NPC261266
0.7363 Intermediate Similarity NPC139724
0.7356 Intermediate Similarity NPC273410
0.7356 Intermediate Similarity NPC1319
0.7356 Intermediate Similarity NPC328714
0.7356 Intermediate Similarity NPC80530
0.7356 Intermediate Similarity NPC287452
0.7349 Intermediate Similarity NPC111234
0.7347 Intermediate Similarity NPC91497
0.7347 Intermediate Similarity NPC471247
0.734 Intermediate Similarity NPC94127
0.7333 Intermediate Similarity NPC185568
0.7326 Intermediate Similarity NPC130136
0.732 Intermediate Similarity NPC477226
0.732 Intermediate Similarity NPC475033
0.732 Intermediate Similarity NPC475032
0.732 Intermediate Similarity NPC476893
0.732 Intermediate Similarity NPC170978
0.7312 Intermediate Similarity NPC74258
0.7308 Intermediate Similarity NPC147524
0.7303 Intermediate Similarity NPC201852
0.7303 Intermediate Similarity NPC477599
0.7303 Intermediate Similarity NPC475388
0.73 Intermediate Similarity NPC475334
0.73 Intermediate Similarity NPC473694
0.73 Intermediate Similarity NPC475623
0.7294 Intermediate Similarity NPC196136
0.7294 Intermediate Similarity NPC231256
0.7294 Intermediate Similarity NPC36479
0.7294 Intermediate Similarity NPC70982
0.7294 Intermediate Similarity NPC212879
0.7294 Intermediate Similarity NPC178383
0.7294 Intermediate Similarity NPC104387

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC242016 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
0.7471 Intermediate Similarity NPD7525 Registered
0.7209 Intermediate Similarity NPD6933 Approved
0.7143 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7524 Approved
0.7079 Intermediate Similarity NPD6930 Phase 2
0.7079 Intermediate Similarity NPD6931 Approved
0.7033 Intermediate Similarity NPD6695 Phase 3
0.7011 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6926 Approved
0.6977 Remote Similarity NPD6924 Approved
0.6966 Remote Similarity NPD6929 Approved
0.6932 Remote Similarity NPD6932 Approved
0.6915 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7339 Approved
0.6897 Remote Similarity NPD6942 Approved
0.6889 Remote Similarity NPD4748 Discontinued
0.6782 Remote Similarity NPD4784 Approved
0.6782 Remote Similarity NPD4785 Approved
0.6778 Remote Similarity NPD6683 Phase 2
0.6744 Remote Similarity NPD4243 Approved
0.6742 Remote Similarity NPD6925 Approved
0.6742 Remote Similarity NPD5776 Phase 2
0.6737 Remote Similarity NPD7750 Discontinued
0.6703 Remote Similarity NPD7514 Phase 3
0.6703 Remote Similarity NPD7509 Discontinued
0.6702 Remote Similarity NPD6893 Approved
0.6667 Remote Similarity NPD7145 Approved
0.6667 Remote Similarity NPD4788 Approved
0.6634 Remote Similarity NPD4755 Approved
0.6579 Remote Similarity NPD8033 Approved
0.6574 Remote Similarity NPD4634 Approved
0.6566 Remote Similarity NPD4202 Approved
0.6542 Remote Similarity NPD7320 Approved
0.6526 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6522 Remote Similarity NPD7332 Phase 2
0.6512 Remote Similarity NPD6923 Approved
0.6512 Remote Similarity NPD6922 Approved
0.6505 Remote Similarity NPD5286 Approved
0.6505 Remote Similarity NPD4700 Approved
0.6505 Remote Similarity NPD4696 Approved
0.6505 Remote Similarity NPD5285 Approved
0.6465 Remote Similarity NPD7087 Discontinued
0.646 Remote Similarity NPD7328 Approved
0.646 Remote Similarity NPD7327 Approved
0.6452 Remote Similarity NPD6898 Phase 1
0.6452 Remote Similarity NPD6902 Approved
0.6437 Remote Similarity NPD7144 Approved
0.6437 Remote Similarity NPD4787 Phase 1
0.6437 Remote Similarity NPD7143 Approved
0.6429 Remote Similarity NPD4753 Phase 2
0.6421 Remote Similarity NPD4786 Approved
0.6413 Remote Similarity NPD7645 Phase 2
0.6404 Remote Similarity NPD7516 Approved
0.6381 Remote Similarity NPD5224 Approved
0.6381 Remote Similarity NPD5225 Approved
0.6381 Remote Similarity NPD4633 Approved
0.6381 Remote Similarity NPD5226 Approved
0.6381 Remote Similarity NPD5211 Phase 2
0.6364 Remote Similarity NPD7150 Approved
0.6364 Remote Similarity NPD7151 Approved
0.6364 Remote Similarity NPD7152 Approved
0.6355 Remote Similarity NPD7128 Approved
0.6355 Remote Similarity NPD6675 Approved
0.6355 Remote Similarity NPD6402 Approved
0.6355 Remote Similarity NPD5739 Approved
0.6348 Remote Similarity NPD8377 Approved
0.6348 Remote Similarity NPD8294 Approved
0.6344 Remote Similarity NPD6928 Phase 2
0.6333 Remote Similarity NPD5275 Approved
0.6333 Remote Similarity NPD4190 Phase 3
0.6321 Remote Similarity NPD5175 Approved
0.6321 Remote Similarity NPD5174 Approved
0.6306 Remote Similarity NPD6053 Discontinued
0.63 Remote Similarity NPD8034 Phase 2
0.63 Remote Similarity NPD8035 Phase 2
0.6296 Remote Similarity NPD6412 Phase 2
0.6293 Remote Similarity NPD8378 Approved
0.6293 Remote Similarity NPD8380 Approved
0.6293 Remote Similarity NPD8296 Approved
0.6293 Remote Similarity NPD8379 Approved
0.6293 Remote Similarity NPD8335 Approved
0.6286 Remote Similarity NPD5223 Approved
0.6263 Remote Similarity NPD5328 Approved
0.6262 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD7638 Approved
0.625 Remote Similarity NPD4632 Approved
0.625 Remote Similarity NPD3133 Approved
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.6239 Remote Similarity NPD6881 Approved
0.6239 Remote Similarity NPD6899 Approved
0.6238 Remote Similarity NPD8171 Discontinued
0.6237 Remote Similarity NPD4195 Approved
0.6211 Remote Similarity NPD3667 Approved
0.6207 Remote Similarity NPD6054 Approved
0.6207 Remote Similarity NPD6059 Approved
0.6204 Remote Similarity NPD4767 Approved
0.6204 Remote Similarity NPD4768 Approved
0.619 Remote Similarity NPD7640 Approved
0.619 Remote Similarity NPD7639 Approved
0.6182 Remote Similarity NPD6372 Approved
0.6182 Remote Similarity NPD6373 Approved
0.617 Remote Similarity NPD4822 Approved
0.617 Remote Similarity NPD4819 Approved
0.617 Remote Similarity NPD4820 Approved
0.617 Remote Similarity NPD4821 Approved
0.6168 Remote Similarity NPD4754 Approved
0.6161 Remote Similarity NPD8297 Approved
0.6154 Remote Similarity NPD7503 Approved
0.6154 Remote Similarity NPD6084 Phase 2
0.6154 Remote Similarity NPD6083 Phase 2
0.6147 Remote Similarity NPD5697 Approved
0.6147 Remote Similarity NPD5701 Approved
0.6139 Remote Similarity NPD6079 Approved
0.6132 Remote Similarity NPD4159 Approved
0.6129 Remote Similarity NPD6697 Approved
0.6129 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6118 Approved
0.6129 Remote Similarity NPD6115 Approved
0.6129 Remote Similarity NPD6114 Approved
0.6126 Remote Similarity NPD6883 Approved
0.6126 Remote Similarity NPD7102 Approved
0.6126 Remote Similarity NPD7290 Approved
0.6122 Remote Similarity NPD3618 Phase 1
0.6117 Remote Similarity NPD5210 Approved
0.6117 Remote Similarity NPD4629 Approved
0.6106 Remote Similarity NPD8133 Approved
0.6102 Remote Similarity NPD6370 Approved
0.6091 Remote Similarity NPD4729 Approved
0.6091 Remote Similarity NPD4730 Approved
0.6091 Remote Similarity NPD5128 Approved
0.6083 Remote Similarity NPD7507 Approved
0.6078 Remote Similarity NPD6399 Phase 3
0.6071 Remote Similarity NPD6617 Approved
0.6071 Remote Similarity NPD6650 Approved
0.6071 Remote Similarity NPD8130 Phase 1
0.6071 Remote Similarity NPD6649 Approved
0.6071 Remote Similarity NPD6869 Approved
0.6071 Remote Similarity NPD6847 Approved
0.6068 Remote Similarity NPD6319 Approved
0.6055 Remote Similarity NPD6008 Approved
0.6042 Remote Similarity NPD4221 Approved
0.6042 Remote Similarity NPD4223 Phase 3
0.6036 Remote Similarity NPD6012 Approved
0.6036 Remote Similarity NPD6014 Approved
0.6036 Remote Similarity NPD6013 Approved
0.6033 Remote Similarity NPD7078 Approved
0.6022 Remote Similarity NPD6116 Phase 1
0.602 Remote Similarity NPD5329 Approved
0.6018 Remote Similarity NPD6882 Approved
0.6017 Remote Similarity NPD6016 Approved
0.6017 Remote Similarity NPD6015 Approved
0.6 Remote Similarity NPD7492 Approved
0.5982 Remote Similarity NPD5251 Approved
0.5982 Remote Similarity NPD5247 Approved
0.5982 Remote Similarity NPD5249 Phase 3
0.5982 Remote Similarity NPD5248 Approved
0.5982 Remote Similarity NPD5250 Approved
0.598 Remote Similarity NPD7637 Suspended
0.5979 Remote Similarity NPD5332 Approved
0.5979 Remote Similarity NPD5331 Approved
0.5966 Remote Similarity NPD5988 Approved
0.5962 Remote Similarity NPD5695 Phase 3
0.5957 Remote Similarity NPD4271 Approved
0.5957 Remote Similarity NPD4268 Approved
0.595 Remote Similarity NPD6616 Approved
0.5948 Remote Similarity NPD6009 Approved
0.5946 Remote Similarity NPD6011 Approved
0.5941 Remote Similarity NPD6051 Approved
0.5938 Remote Similarity NPD4790 Discontinued
0.5935 Remote Similarity NPD7319 Approved
0.593 Remote Similarity NPD371 Approved
0.5929 Remote Similarity NPD5217 Approved
0.5929 Remote Similarity NPD5216 Approved
0.5929 Remote Similarity NPD5215 Approved
0.5929 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4197 Approved
0.5914 Remote Similarity NPD6117 Approved
0.5905 Remote Similarity NPD5221 Approved
0.5905 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5905 Remote Similarity NPD4697 Phase 3
0.5905 Remote Similarity NPD5222 Approved
0.5902 Remote Similarity NPD8293 Discontinued
0.59 Remote Similarity NPD4251 Approved
0.59 Remote Similarity NPD4250 Approved
0.5889 Remote Similarity NPD4244 Approved
0.5889 Remote Similarity NPD4245 Approved
0.5882 Remote Similarity NPD7136 Phase 2
0.5859 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5854 Remote Similarity NPD7736 Approved
0.5849 Remote Similarity NPD5173 Approved
0.5847 Remote Similarity NPD4522 Approved
0.5842 Remote Similarity NPD6903 Approved
0.5841 Remote Similarity NPD5169 Approved
0.5841 Remote Similarity NPD6371 Approved
0.5841 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5135 Approved
0.5833 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5833 Remote Similarity NPD5344 Discontinued

Structure

External Identifiers

PubChem CID   14060930
ChEMBL   CHEMBL453542
ZINC  

Physicochemical Properties

Molecular Weight:  352.22
ALogP:  -0.8476
MLogP:  3.11
XLogP:  0.742
# Rotatable Bonds:  8
Polar Surface Area:  101.15
# H-Bond Aceptor:  5
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  25

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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