Natural Product: NPC22376

Natural Product ID:  NPC22376
Common Name:   Rhodomolin A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H34O6
Standard InCHIKey:  LVTNTYUMDOSYCN-UNXWYAAGSA-N
Standard InCHI:  InChI=1S/C21H34O6/c1-10-11-6-7-12-16(23)20(11,9-19(12,4)25)8-13(22)21(26)14(10)15(27-5)17(24)18(21,2)3/h11-17,22-26H,1,6-9H2,2-5H3/t11-,12+,13+,14+,15-,16+,17-,19+,20-,21+/m0/s1
Canonical SMILES:  CO[C@@H]1[C@H](O)C([C@@]2([C@@H]1C(=C)[C@@H]1CC[C@@H]3[C@H]([C@@]1(C[C@H]2O)C[C@@]3(C)O)O)O)(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
NPO25980 Rhododendron molle Species Ericaceae Eukaryota Flowers PMID[15974620]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 37.8 ug/ml 21930377

  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 NPC22376 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 NPC242016
0.9286 High Similarity NPC145245
0.9205 High Similarity NPC39453
0.8415 Intermediate Similarity NPC131584
0.8415 Intermediate Similarity NPC139765
0.8353 Intermediate Similarity NPC66766
0.8353 Intermediate Similarity NPC117137
0.8202 Intermediate Similarity NPC121981
0.8182 Intermediate Similarity NPC255882
0.8068 Intermediate Similarity NPC29342
0.8068 Intermediate Similarity NPC232023
0.8068 Intermediate Similarity NPC2572
0.8065 Intermediate Similarity NPC98193
0.8043 Intermediate Similarity NPC470832
0.8022 Intermediate Similarity NPC473436
0.798 Intermediate Similarity NPC474464
0.7957 Intermediate Similarity NPC210268
0.7931 Intermediate Similarity NPC78545
0.7931 Intermediate Similarity NPC71535
0.79 Intermediate Similarity NPC474015
0.7879 Intermediate Similarity NPC475701
0.7865 Intermediate Similarity NPC260852
0.7865 Intermediate Similarity NPC211135
0.7865 Intermediate Similarity NPC85095
0.7865 Intermediate Similarity NPC216420
0.7802 Intermediate Similarity NPC64862
0.7789 Intermediate Similarity NPC473258
0.7778 Intermediate Similarity NPC256567
0.7732 Intermediate Similarity NPC76486
0.7708 Intermediate Similarity NPC30477
0.7708 Intermediate Similarity NPC473348
0.7701 Intermediate Similarity NPC477819
0.7701 Intermediate Similarity NPC477817
0.7674 Intermediate Similarity NPC293223
0.767 Intermediate Similarity NPC128133
0.7667 Intermediate Similarity NPC69953
0.766 Intermediate Similarity NPC473956
0.766 Intermediate Similarity NPC475751
0.7653 Intermediate Similarity NPC275865
0.764 Intermediate Similarity NPC157655
0.764 Intermediate Similarity NPC473257
0.7634 Intermediate Similarity NPC475664
0.7624 Intermediate Similarity NPC288502
0.7624 Intermediate Similarity NPC121518
0.7624 Intermediate Similarity NPC471111
0.7624 Intermediate Similarity NPC103298
0.7624 Intermediate Similarity NPC475335
0.7624 Intermediate Similarity NPC475331
0.7624 Intermediate Similarity NPC80809
0.7624 Intermediate Similarity NPC201144
0.7624 Intermediate Similarity NPC181104
0.7614 Intermediate Similarity NPC5604
0.7609 Intermediate Similarity NPC201273
0.7582 Intermediate Similarity NPC86238
0.7582 Intermediate Similarity NPC124172
0.7579 Intermediate Similarity NPC219516
0.7576 Intermediate Similarity NPC471247
0.7576 Intermediate Similarity NPC91497
0.7558 Intermediate Similarity NPC36479
0.7553 Intermediate Similarity NPC109744
0.7553 Intermediate Similarity NPC105495
0.7551 Intermediate Similarity NPC475033
0.7551 Intermediate Similarity NPC475032
0.7549 Intermediate Similarity NPC60315
0.7549 Intermediate Similarity NPC475290
0.7528 Intermediate Similarity NPC47149
0.7527 Intermediate Similarity NPC186145
0.7527 Intermediate Similarity NPC474657
0.7525 Intermediate Similarity NPC475334
0.7525 Intermediate Similarity NPC475623
0.7525 Intermediate Similarity NPC473694
0.75 Intermediate Similarity NPC31828
0.75 Intermediate Similarity NPC475
0.75 Intermediate Similarity NPC144486
0.75 Intermediate Similarity NPC472502
0.75 Intermediate Similarity NPC296620
0.75 Intermediate Similarity NPC470168
0.75 Intermediate Similarity NPC471112
0.75 Intermediate Similarity NPC474022
0.75 Intermediate Similarity NPC26046
0.75 Intermediate Similarity NPC73385
0.75 Intermediate Similarity NPC290731
0.7475 Intermediate Similarity NPC309493
0.7475 Intermediate Similarity NPC5358
0.7475 Intermediate Similarity NPC216260
0.7474 Intermediate Similarity NPC107189
0.7473 Intermediate Similarity NPC110778
0.7471 Intermediate Similarity NPC91573
0.7453 Intermediate Similarity NPC19888
0.7451 Intermediate Similarity NPC473577
0.7451 Intermediate Similarity NPC474550
0.7451 Intermediate Similarity NPC475585
0.7451 Intermediate Similarity NPC475521
0.7449 Intermediate Similarity NPC306797
0.7449 Intermediate Similarity NPC111834
0.7449 Intermediate Similarity NPC288970
0.7449 Intermediate Similarity NPC292718
0.7449 Intermediate Similarity NPC472989
0.7449 Intermediate Similarity NPC169270
0.7442 Intermediate Similarity NPC475458
0.7426 Intermediate Similarity NPC228049
0.7426 Intermediate Similarity NPC52585
0.7426 Intermediate Similarity NPC68630
0.7426 Intermediate Similarity NPC177701
0.7426 Intermediate Similarity NPC31085
0.7426 Intermediate Similarity NPC22634
0.7423 Intermediate Similarity NPC3359
0.7423 Intermediate Similarity NPC65402
0.7423 Intermediate Similarity NPC127718
0.7419 Intermediate Similarity NPC6605
0.7419 Intermediate Similarity NPC476217
0.7419 Intermediate Similarity NPC24277
0.7416 Intermediate Similarity NPC269333
0.7416 Intermediate Similarity NPC24504
0.7416 Intermediate Similarity NPC476316
0.74 Intermediate Similarity NPC471242
0.7396 Intermediate Similarity NPC41554
0.7396 Intermediate Similarity NPC97404
0.7391 Intermediate Similarity NPC475798
0.7391 Intermediate Similarity NPC127606
0.7386 Intermediate Similarity NPC185915
0.7379 Intermediate Similarity NPC26798
0.7374 Intermediate Similarity NPC261807
0.7374 Intermediate Similarity NPC274793
0.7368 Intermediate Similarity NPC74258
0.7368 Intermediate Similarity NPC470361
0.7363 Intermediate Similarity NPC7988
0.7363 Intermediate Similarity NPC470614
0.7363 Intermediate Similarity NPC475388
0.7363 Intermediate Similarity NPC1272
0.7363 Intermediate Similarity NPC30166
0.7358 Intermediate Similarity NPC197231
0.7356 Intermediate Similarity NPC3403
0.7356 Intermediate Similarity NPC317242
0.7353 Intermediate Similarity NPC471467
0.7347 Intermediate Similarity NPC241047
0.7347 Intermediate Similarity NPC8774
0.7347 Intermediate Similarity NPC292178
0.7347 Intermediate Similarity NPC86893
0.734 Intermediate Similarity NPC477600
0.734 Intermediate Similarity NPC474174
0.734 Intermediate Similarity NPC189777
0.734 Intermediate Similarity NPC251808
0.734 Intermediate Similarity NPC472396
0.7333 Intermediate Similarity NPC475679
0.7327 Intermediate Similarity NPC49532
0.7327 Intermediate Similarity NPC155974
0.7327 Intermediate Similarity NPC31346
0.7326 Intermediate Similarity NPC95165
0.732 Intermediate Similarity NPC470187
0.732 Intermediate Similarity NPC137461
0.7317 Intermediate Similarity NPC300442
0.7308 Intermediate Similarity NPC226642
0.7303 Intermediate Similarity NPC42853
0.7303 Intermediate Similarity NPC472501
0.7303 Intermediate Similarity NPC301707
0.7303 Intermediate Similarity NPC67657
0.7303 Intermediate Similarity NPC472500
0.7303 Intermediate Similarity NPC472499
0.7303 Intermediate Similarity NPC18857
0.73 Intermediate Similarity NPC476895
0.73 Intermediate Similarity NPC469725
0.73 Intermediate Similarity NPC470067
0.73 Intermediate Similarity NPC470066
0.7292 Intermediate Similarity NPC204188
0.7292 Intermediate Similarity NPC10274
0.7292 Intermediate Similarity NPC11216
0.7292 Intermediate Similarity NPC123252
0.7292 Intermediate Similarity NPC3345
0.7292 Intermediate Similarity NPC80561
0.7292 Intermediate Similarity NPC291484
0.7292 Intermediate Similarity NPC329596
0.7292 Intermediate Similarity NPC194485
0.7292 Intermediate Similarity NPC219937
0.7292 Intermediate Similarity NPC53890
0.7283 Intermediate Similarity NPC193870
0.7283 Intermediate Similarity NPC132635
0.7283 Intermediate Similarity NPC470929
0.7283 Intermediate Similarity NPC477818
0.7283 Intermediate Similarity NPC141941
0.7283 Intermediate Similarity NPC207013
0.7273 Intermediate Similarity NPC227583
0.7273 Intermediate Similarity NPC98457
0.7273 Intermediate Similarity NPC329626
0.7273 Intermediate Similarity NPC163597
0.7273 Intermediate Similarity NPC12103
0.7263 Intermediate Similarity NPC474668
0.7263 Intermediate Similarity NPC2158
0.7263 Intermediate Similarity NPC160304
0.7263 Intermediate Similarity NPC476723
0.7263 Intermediate Similarity NPC470542
0.7263 Intermediate Similarity NPC476724
0.7255 Intermediate Similarity NPC136816
0.7253 Intermediate Similarity NPC118116
0.7241 Intermediate Similarity NPC48795
0.7241 Intermediate Similarity NPC308440
0.7241 Intermediate Similarity NPC472503
0.7238 Intermediate Similarity NPC476513
0.7238 Intermediate Similarity NPC475634
0.7234 Intermediate Similarity NPC6391

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC22376 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
0.7158 Intermediate Similarity NPD7524 Approved
0.7143 Intermediate Similarity NPD7525 Registered
0.7021 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.6915 Remote Similarity NPD6695 Phase 3
0.6889 Remote Similarity NPD6933 Approved
0.6783 Remote Similarity NPD8033 Approved
0.6782 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6930 Phase 2
0.6774 Remote Similarity NPD6931 Approved
0.6703 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD7328 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6667 Remote Similarity NPD7327 Approved
0.6633 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6633 Remote Similarity NPD7750 Discontinued
0.663 Remote Similarity NPD6932 Approved
0.6609 Remote Similarity NPD7516 Approved
0.6596 Remote Similarity NPD4748 Discontinued
0.6593 Remote Similarity NPD7339 Approved
0.6593 Remote Similarity NPD6942 Approved
0.6552 Remote Similarity NPD6054 Approved
0.6552 Remote Similarity NPD8294 Approved
0.6552 Remote Similarity NPD6059 Approved
0.6552 Remote Similarity NPD8377 Approved
0.6514 Remote Similarity NPD6412 Phase 2
0.6496 Remote Similarity NPD8380 Approved
0.6496 Remote Similarity NPD8379 Approved
0.6496 Remote Similarity NPD8378 Approved
0.6496 Remote Similarity NPD8335 Approved
0.6496 Remote Similarity NPD8296 Approved
0.6489 Remote Similarity NPD6683 Phase 2
0.6486 Remote Similarity NPD4634 Approved
0.6484 Remote Similarity NPD4785 Approved
0.6484 Remote Similarity NPD4784 Approved
0.6471 Remote Similarity NPD8171 Discontinued
0.646 Remote Similarity NPD4632 Approved
0.6455 Remote Similarity NPD7320 Approved
0.6452 Remote Similarity NPD6925 Approved
0.6452 Remote Similarity NPD5776 Phase 2
0.6444 Remote Similarity NPD4243 Approved
0.6441 Remote Similarity NPD6370 Approved
0.6429 Remote Similarity NPD6893 Approved
0.6421 Remote Similarity NPD6928 Phase 2
0.6421 Remote Similarity NPD7509 Discontinued
0.6421 Remote Similarity NPD7514 Phase 3
0.641 Remote Similarity NPD6319 Approved
0.6392 Remote Similarity NPD4788 Approved
0.6383 Remote Similarity NPD7145 Approved
0.6381 Remote Similarity NPD4755 Approved
0.6373 Remote Similarity NPD7087 Discontinued
0.6372 Remote Similarity NPD6053 Discontinued
0.6364 Remote Similarity NPD7078 Approved
0.6356 Remote Similarity NPD7503 Approved
0.6356 Remote Similarity NPD6015 Approved
0.6356 Remote Similarity NPD6016 Approved
0.6333 Remote Similarity NPD7492 Approved
0.6321 Remote Similarity NPD7638 Approved
0.6316 Remote Similarity NPD7645 Phase 2
0.6316 Remote Similarity NPD8133 Approved
0.6311 Remote Similarity NPD4202 Approved
0.6303 Remote Similarity NPD5988 Approved
0.6281 Remote Similarity NPD7507 Approved
0.6281 Remote Similarity NPD6616 Approved
0.6273 Remote Similarity NPD6402 Approved
0.6273 Remote Similarity NPD7128 Approved
0.6273 Remote Similarity NPD5739 Approved
0.6273 Remote Similarity NPD6675 Approved
0.6263 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5286 Approved
0.6262 Remote Similarity NPD7639 Approved
0.6262 Remote Similarity NPD5285 Approved
0.6262 Remote Similarity NPD7640 Approved
0.6262 Remote Similarity NPD4696 Approved
0.6262 Remote Similarity NPD4700 Approved
0.625 Remote Similarity NPD7332 Phase 2
0.623 Remote Similarity NPD8293 Discontinued
0.6228 Remote Similarity NPD8297 Approved
0.6222 Remote Similarity NPD6922 Approved
0.6222 Remote Similarity NPD6923 Approved
0.6214 Remote Similarity NPD8035 Phase 2
0.6214 Remote Similarity NPD8034 Phase 2
0.6204 Remote Similarity NPD4159 Approved
0.6186 Remote Similarity NPD6902 Approved
0.6186 Remote Similarity NPD6898 Phase 1
0.6179 Remote Similarity NPD7736 Approved
0.6176 Remote Similarity NPD4753 Phase 2
0.6162 Remote Similarity NPD4786 Approved
0.6161 Remote Similarity NPD6899 Approved
0.6161 Remote Similarity NPD6881 Approved
0.6154 Remote Similarity NPD6009 Approved
0.6154 Remote Similarity NPD4787 Phase 1
0.6154 Remote Similarity NPD7143 Approved
0.6154 Remote Similarity NPD7144 Approved
0.6147 Remote Similarity NPD5211 Phase 2
0.6147 Remote Similarity NPD5225 Approved
0.6147 Remote Similarity NPD5226 Approved
0.6147 Remote Similarity NPD4633 Approved
0.6147 Remote Similarity NPD5224 Approved
0.6129 Remote Similarity NPD7319 Approved
0.6126 Remote Similarity NPD6008 Approved
0.6106 Remote Similarity NPD6372 Approved
0.6106 Remote Similarity NPD6373 Approved
0.6091 Remote Similarity NPD5174 Approved
0.6091 Remote Similarity NPD5175 Approved
0.6087 Remote Similarity NPD7152 Approved
0.6087 Remote Similarity NPD7151 Approved
0.6087 Remote Similarity NPD7150 Approved
0.6075 Remote Similarity NPD6084 Phase 2
0.6075 Remote Similarity NPD6083 Phase 2
0.6071 Remote Similarity NPD5697 Approved
0.6071 Remote Similarity NPD5701 Approved
0.6064 Remote Similarity NPD4190 Phase 3
0.6064 Remote Similarity NPD5275 Approved
0.6055 Remote Similarity NPD5223 Approved
0.6055 Remote Similarity NPD5344 Discontinued
0.6053 Remote Similarity NPD7290 Approved
0.6053 Remote Similarity NPD6371 Approved
0.6053 Remote Similarity NPD7102 Approved
0.6053 Remote Similarity NPD6883 Approved
0.6048 Remote Similarity NPD6033 Approved
0.6036 Remote Similarity NPD5141 Approved
0.6023 Remote Similarity NPD371 Approved
0.6019 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD3133 Approved
0.6 Remote Similarity NPD3665 Phase 1
0.6 Remote Similarity NPD6869 Approved
0.6 Remote Similarity NPD3666 Approved
0.6 Remote Similarity NPD6617 Approved
0.6 Remote Similarity NPD6650 Approved
0.6 Remote Similarity NPD6649 Approved
0.6 Remote Similarity NPD6847 Approved
0.6 Remote Similarity NPD8130 Phase 1
0.6 Remote Similarity NPD6399 Phase 3
0.5984 Remote Similarity NPD6067 Discontinued
0.5984 Remote Similarity NPD7604 Phase 2
0.5982 Remote Similarity NPD4767 Approved
0.5982 Remote Similarity NPD4768 Approved
0.598 Remote Similarity NPD4250 Approved
0.598 Remote Similarity NPD4251 Approved
0.5979 Remote Similarity NPD4195 Approved
0.5965 Remote Similarity NPD6013 Approved
0.5965 Remote Similarity NPD6014 Approved
0.5965 Remote Similarity NPD6012 Approved
0.5962 Remote Similarity NPD3168 Discontinued
0.596 Remote Similarity NPD3667 Approved
0.595 Remote Similarity NPD5983 Phase 2
0.5948 Remote Similarity NPD6882 Approved
0.5946 Remote Similarity NPD4754 Approved
0.5929 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5918 Remote Similarity NPD4821 Approved
0.5918 Remote Similarity NPD4820 Approved
0.5918 Remote Similarity NPD4819 Approved
0.5918 Remote Similarity NPD4822 Approved
0.5909 Remote Similarity NPD1700 Approved
0.5905 Remote Similarity NPD7637 Suspended
0.5905 Remote Similarity NPD6079 Approved
0.5893 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5888 Remote Similarity NPD4629 Approved
0.5888 Remote Similarity NPD5210 Approved
0.5888 Remote Similarity NPD5695 Phase 3
0.5887 Remote Similarity NPD6336 Discontinued
0.5882 Remote Similarity NPD4249 Approved
0.5882 Remote Similarity NPD3618 Phase 1
0.5882 Remote Similarity NPD7115 Discovery
0.5877 Remote Similarity NPD5128 Approved
0.5877 Remote Similarity NPD6011 Approved
0.5877 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5877 Remote Similarity NPD4729 Approved
0.5877 Remote Similarity NPD4730 Approved
0.5876 Remote Similarity NPD6118 Approved
0.5876 Remote Similarity NPD6114 Approved
0.5876 Remote Similarity NPD6115 Approved
0.5876 Remote Similarity NPD6697 Approved
0.5876 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5872 Remote Similarity NPD4225 Approved
0.5865 Remote Similarity NPD6051 Approved
0.5862 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5856 Remote Similarity NPD7632 Discontinued
0.5826 Remote Similarity NPD4061 Clinical (unspecified phase)
0.58 Remote Similarity NPD4223 Phase 3
0.58 Remote Similarity NPD4221 Approved
0.5789 Remote Similarity NPD1810 Approved
0.5789 Remote Similarity NPD1811 Approved
0.5785 Remote Similarity NPD4522 Approved
0.5784 Remote Similarity NPD5329 Approved
0.5784 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5776 Remote Similarity NPD5251 Approved
0.5776 Remote Similarity NPD5249 Phase 3
0.5776 Remote Similarity NPD5248 Approved
0.5776 Remote Similarity NPD5247 Approved
0.5776 Remote Similarity NPD5250 Approved
0.5773 Remote Similarity NPD6116 Phase 1
0.5769 Remote Similarity NPD6903 Approved
0.5758 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5743 Remote Similarity NPD5362 Discontinued
0.5743 Remote Similarity NPD5331 Approved
0.5743 Remote Similarity NPD5332 Approved
0.5741 Remote Similarity NPD6356 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   11292000
ChEMBL   CHEMBL464146
ZINC  

Physicochemical Properties

Molecular Weight:  382.24
ALogP:  -1.2054
MLogP:  3.11
XLogP:  0.231
# Rotatable Bonds:  10
Polar Surface Area:  110.38
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  4
# Heavy Atoms:  27

Download Data

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