Natural Product: NPC222875

Natural Product ID:  NPC222875
Common Name:   Coroglaucigenin
IUPAC Name:   3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Synonyms:   Coroglaucigenin
Molecular Formula:   C23H34O5
Standard InCHIKey:  CDMVQQAHEQVSMF-AULARHRYSA-N
Standard InCHI:  InChI=1S/C23H34O5/c1-21-7-5-18-19(3-2-15-11-16(25)4-8-22(15,18)13-24)23(21,27)9-6-17(21)14-10-20(26)28-12-14/h10,15-19,24-25,27H,2-9,11-13H2,1H3/t15-,16-,17+,18-,19+,21+,22+,23-/m0/s1
Canonical SMILES:  OC[C@]12CC[C@@H](C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)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
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[19251412]
NPO22263 Vicia abbreviata Species Fabaceae Eukaryota UNPD*
NPO13712 Didymosporium radicicola NA NA NA UNPD*
NPO16432 Ribes alpinum Species Grossulariaceae Eukaryota UNPD*
NPO14406 Anser cygnoides Species Anatidae Eukaryota UNPD*
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota UNPD*
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota UNPD*
NPO7494 Hirudo medicinalis Species Hirudinidae Eukaryota UNPD*
NPO8349 Uga sinensis NA NA NA UNPD*
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 6700 nM 19251412
NPT80 Cell Line Raji Homo sapiens IC50 = 140 nM 19251412

  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 NPC222875 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 NPC268829
1.0 High Similarity NPC25177
1.0 High Similarity NPC295110
1.0 High Similarity NPC247701
0.9789 High Similarity NPC196471
0.9789 High Similarity NPC160583
0.9789 High Similarity NPC10232
0.9789 High Similarity NPC189588
0.9789 High Similarity NPC187302
0.9789 High Similarity NPC97487
0.9588 High Similarity NPC220217
0.9588 High Similarity NPC186668
0.9588 High Similarity NPC119855
0.9583 High Similarity NPC472821
0.93 High Similarity NPC475030
0.9263 High Similarity NPC231751
0.9072 High Similarity NPC251680
0.9 High Similarity NPC472818
0.8947 High Similarity NPC201725
0.8947 High Similarity NPC105490
0.8911 High Similarity NPC472820
0.89 High Similarity NPC472819
0.8878 High Similarity NPC472826
0.8866 High Similarity NPC51499
0.8857 High Similarity NPC69576
0.8857 High Similarity NPC31354
0.8857 High Similarity NPC471633
0.8857 High Similarity NPC84949
0.8842 High Similarity NPC7349
0.8835 High Similarity NPC103491
0.88 High Similarity NPC112009
0.8776 High Similarity NPC218107
0.8776 High Similarity NPC325229
0.8776 High Similarity NPC275086
0.8774 High Similarity NPC5311
0.8774 High Similarity NPC196931
0.8774 High Similarity NPC469794
0.8774 High Similarity NPC310341
0.8774 High Similarity NPC99620
0.8774 High Similarity NPC193382
0.8774 High Similarity NPC72772
0.8774 High Similarity NPC199428
0.8737 High Similarity NPC234335
0.8713 High Similarity NPC200861
0.8692 High Similarity NPC93883
0.8692 High Similarity NPC99728
0.8692 High Similarity NPC50305
0.8692 High Similarity NPC471353
0.8692 High Similarity NPC471351
0.8692 High Similarity NPC152615
0.8692 High Similarity NPC157376
0.8692 High Similarity NPC471355
0.8692 High Similarity NPC471354
0.8692 High Similarity NPC473852
0.8692 High Similarity NPC244402
0.8692 High Similarity NPC243196
0.8692 High Similarity NPC309034
0.8692 High Similarity NPC87250
0.8692 High Similarity NPC142066
0.8692 High Similarity NPC196429
0.8692 High Similarity NPC27507
0.8692 High Similarity NPC84987
0.8692 High Similarity NPC290693
0.8692 High Similarity NPC34390
0.8692 High Similarity NPC158344
0.8692 High Similarity NPC474418
0.8692 High Similarity NPC77319
0.8687 High Similarity NPC201406
0.866 High Similarity NPC276110
0.8654 High Similarity NPC179642
0.8641 High Similarity NPC137462
0.8641 High Similarity NPC304276
0.8632 High Similarity NPC302280
0.8614 High Similarity NPC180204
0.8614 High Similarity NPC171014
0.8614 High Similarity NPC45897
0.8611 High Similarity NPC83287
0.86 High Similarity NPC11974
0.8585 High Similarity NPC171126
0.8571 High Similarity NPC304899
0.8571 High Similarity NPC253115
0.8544 High Similarity NPC43063
0.8544 High Similarity NPC475781
0.8544 High Similarity NPC79298
0.8542 High Similarity NPC130840
0.8542 High Similarity NPC329842
0.8532 High Similarity NPC236973
0.8532 High Similarity NPC469756
0.8532 High Similarity NPC29639
0.8532 High Similarity NPC32177
0.8532 High Similarity NPC292467
0.8532 High Similarity NPC55532
0.8532 High Similarity NPC470897
0.8532 High Similarity NPC44899
0.8532 High Similarity NPC5883
0.8532 High Similarity NPC304260
0.8532 High Similarity NPC329905
0.8532 High Similarity NPC30483
0.8529 High Similarity NPC472822
0.8519 High Similarity NPC203862
0.85 High Similarity NPC324841
0.8495 Intermediate Similarity NPC474013
0.8491 Intermediate Similarity NPC44537
0.8491 Intermediate Similarity NPC470063
0.8476 Intermediate Similarity NPC12795
0.8469 Intermediate Similarity NPC329435
0.8462 Intermediate Similarity NPC88701
0.8455 Intermediate Similarity NPC475556
0.8455 Intermediate Similarity NPC475136
0.8455 Intermediate Similarity NPC72260
0.8455 Intermediate Similarity NPC474466
0.8455 Intermediate Similarity NPC475629
0.8447 Intermediate Similarity NPC295843
0.8438 Intermediate Similarity NPC78973
0.8431 Intermediate Similarity NPC36688
0.8431 Intermediate Similarity NPC281378
0.8431 Intermediate Similarity NPC473523
0.8416 Intermediate Similarity NPC471412
0.8416 Intermediate Similarity NPC475617
0.8404 Intermediate Similarity NPC131813
0.84 Intermediate Similarity NPC278673
0.84 Intermediate Similarity NPC181147
0.8396 Intermediate Similarity NPC183603
0.8384 Intermediate Similarity NPC276103
0.8384 Intermediate Similarity NPC54248
0.8381 Intermediate Similarity NPC75389
0.8378 Intermediate Similarity NPC475219
0.8378 Intermediate Similarity NPC120390
0.8378 Intermediate Similarity NPC314535
0.8378 Intermediate Similarity NPC475590
0.8378 Intermediate Similarity NPC475419
0.8378 Intermediate Similarity NPC474908
0.8378 Intermediate Similarity NPC40749
0.8378 Intermediate Similarity NPC173555
0.8378 Intermediate Similarity NPC231518
0.8367 Intermediate Similarity NPC3359
0.8367 Intermediate Similarity NPC119562
0.8367 Intermediate Similarity NPC279410
0.8367 Intermediate Similarity NPC474922
0.8365 Intermediate Similarity NPC471205
0.835 Intermediate Similarity NPC473543
0.8333 Intermediate Similarity NPC475038
0.8333 Intermediate Similarity NPC475344
0.8333 Intermediate Similarity NPC109195
0.8333 Intermediate Similarity NPC476471
0.8333 Intermediate Similarity NPC22388
0.8333 Intermediate Similarity NPC473647
0.8317 Intermediate Similarity NPC471413
0.8317 Intermediate Similarity NPC208358
0.8317 Intermediate Similarity NPC38855
0.8304 Intermediate Similarity NPC264336
0.8304 Intermediate Similarity NPC474423
0.8304 Intermediate Similarity NPC74259
0.8304 Intermediate Similarity NPC115349
0.8304 Intermediate Similarity NPC193893
0.83 Intermediate Similarity NPC475032
0.83 Intermediate Similarity NPC210337
0.83 Intermediate Similarity NPC475033
0.8288 Intermediate Similarity NPC257610
0.8286 Intermediate Similarity NPC275060
0.8283 Intermediate Similarity NPC279974
0.8273 Intermediate Similarity NPC16701
0.8273 Intermediate Similarity NPC218093
0.8269 Intermediate Similarity NPC51719
0.8265 Intermediate Similarity NPC38232
0.8265 Intermediate Similarity NPC476304
0.8252 Intermediate Similarity NPC120009
0.8252 Intermediate Similarity NPC85742
0.8252 Intermediate Similarity NPC474124
0.8252 Intermediate Similarity NPC297617
0.8247 Intermediate Similarity NPC219937
0.8247 Intermediate Similarity NPC194485
0.8247 Intermediate Similarity NPC53890
0.8247 Intermediate Similarity NPC295668
0.8247 Intermediate Similarity NPC123252
0.8241 Intermediate Similarity NPC154815
0.8235 Intermediate Similarity NPC155974
0.823 Intermediate Similarity NPC308262
0.823 Intermediate Similarity NPC27363
0.823 Intermediate Similarity NPC117445
0.823 Intermediate Similarity NPC208193
0.8229 Intermediate Similarity NPC106332
0.8229 Intermediate Similarity NPC160304
0.8224 Intermediate Similarity NPC470076
0.8218 Intermediate Similarity NPC119036
0.8211 Intermediate Similarity NPC471219
0.8211 Intermediate Similarity NPC474970
0.82 Intermediate Similarity NPC88009
0.82 Intermediate Similarity NPC194132
0.8198 Intermediate Similarity NPC278681
0.8198 Intermediate Similarity NPC291820
0.8198 Intermediate Similarity NPC35171
0.8198 Intermediate Similarity NPC213761
0.8198 Intermediate Similarity NPC81222
0.8198 Intermediate Similarity NPC153085
0.8198 Intermediate Similarity NPC268326
0.8191 Intermediate Similarity NPC32223
0.8191 Intermediate Similarity NPC299963
0.819 Intermediate Similarity NPC475074
0.8182 Intermediate Similarity NPC140277

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC222875 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
0.9167 High Similarity NPD7638 Approved
0.9072 High Similarity NPD7640 Approved
0.9072 High Similarity NPD7639 Approved
0.8611 High Similarity NPD7328 Approved
0.8611 High Similarity NPD7327 Approved
0.8532 High Similarity NPD7516 Approved
0.8455 Intermediate Similarity NPD8377 Approved
0.8455 Intermediate Similarity NPD8294 Approved
0.8378 Intermediate Similarity NPD8379 Approved
0.8378 Intermediate Similarity NPD8378 Approved
0.8378 Intermediate Similarity NPD8335 Approved
0.8378 Intermediate Similarity NPD8380 Approved
0.8378 Intermediate Similarity NPD8033 Approved
0.8378 Intermediate Similarity NPD8296 Approved
0.8333 Intermediate Similarity NPD7632 Discontinued
0.8087 Intermediate Similarity NPD7507 Approved
0.7959 Intermediate Similarity NPD6051 Approved
0.7881 Intermediate Similarity NPD7319 Approved
0.7778 Intermediate Similarity NPD7320 Approved
0.7766 Intermediate Similarity NPD7525 Registered
0.7757 Intermediate Similarity NPD5739 Approved
0.7757 Intermediate Similarity NPD7128 Approved
0.7757 Intermediate Similarity NPD6675 Approved
0.7757 Intermediate Similarity NPD6402 Approved
0.7739 Intermediate Similarity NPD7503 Approved
0.7615 Intermediate Similarity NPD6881 Approved
0.7615 Intermediate Similarity NPD6899 Approved
0.7596 Intermediate Similarity NPD6083 Phase 2
0.7596 Intermediate Similarity NPD6084 Phase 2
0.7593 Intermediate Similarity NPD6008 Approved
0.7545 Intermediate Similarity NPD6372 Approved
0.7545 Intermediate Similarity NPD6373 Approved
0.7523 Intermediate Similarity NPD5701 Approved
0.7523 Intermediate Similarity NPD5697 Approved
0.75 Intermediate Similarity NPD6053 Discontinued
0.7477 Intermediate Similarity NPD6883 Approved
0.7477 Intermediate Similarity NPD7290 Approved
0.7477 Intermediate Similarity NPD7102 Approved
0.7455 Intermediate Similarity NPD6011 Approved
0.7434 Intermediate Similarity NPD4632 Approved
0.7411 Intermediate Similarity NPD8130 Phase 1
0.7411 Intermediate Similarity NPD6617 Approved
0.7411 Intermediate Similarity NPD6650 Approved
0.7411 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7411 Intermediate Similarity NPD6869 Approved
0.7411 Intermediate Similarity NPD6649 Approved
0.7411 Intermediate Similarity NPD6847 Approved
0.7404 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD7115 Discovery
0.7387 Intermediate Similarity NPD6013 Approved
0.7387 Intermediate Similarity NPD6012 Approved
0.7387 Intermediate Similarity NPD6014 Approved
0.7387 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD4202 Approved
0.7358 Intermediate Similarity NPD4225 Approved
0.7345 Intermediate Similarity NPD6882 Approved
0.7345 Intermediate Similarity NPD8297 Approved
0.7327 Intermediate Similarity NPD6903 Approved
0.7327 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7748 Approved
0.73 Intermediate Similarity NPD6684 Approved
0.73 Intermediate Similarity NPD7146 Approved
0.73 Intermediate Similarity NPD7334 Approved
0.73 Intermediate Similarity NPD6409 Approved
0.73 Intermediate Similarity NPD7521 Approved
0.73 Intermediate Similarity NPD5330 Approved
0.7297 Intermediate Similarity NPD6686 Approved
0.7282 Intermediate Similarity NPD7515 Phase 2
0.7282 Intermediate Similarity NPD5693 Phase 1
0.7264 Intermediate Similarity NPD4755 Approved
0.7255 Intermediate Similarity NPD5328 Approved
0.725 Intermediate Similarity NPD7492 Approved
0.7241 Intermediate Similarity NPD6009 Approved
0.7238 Intermediate Similarity NPD5695 Phase 3
0.7213 Intermediate Similarity NPD7736 Approved
0.7212 Intermediate Similarity NPD6399 Phase 3
0.7203 Intermediate Similarity NPD6054 Approved
0.7203 Intermediate Similarity NPD6059 Approved
0.7203 Intermediate Similarity NPD6319 Approved
0.72 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5696 Approved
0.719 Intermediate Similarity NPD6616 Approved
0.7172 Intermediate Similarity NPD6695 Phase 3
0.7168 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD7604 Phase 2
0.7158 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD5211 Phase 2
0.7143 Intermediate Similarity NPD5983 Phase 2
0.7131 Intermediate Similarity NPD8293 Discontinued
0.7131 Intermediate Similarity NPD7078 Approved
0.713 Intermediate Similarity NPD5286 Approved
0.713 Intermediate Similarity NPD4696 Approved
0.713 Intermediate Similarity NPD4700 Approved
0.713 Intermediate Similarity NPD5285 Approved
0.7129 Intermediate Similarity NPD3618 Phase 1
0.7115 Intermediate Similarity NPD6079 Approved
0.7115 Intermediate Similarity NPD7637 Suspended
0.7115 Intermediate Similarity NPD8035 Phase 2
0.7115 Intermediate Similarity NPD8034 Phase 2
0.7113 Intermediate Similarity NPD4195 Approved
0.7103 Intermediate Similarity NPD7902 Approved
0.71 Intermediate Similarity NPD3665 Phase 1
0.71 Intermediate Similarity NPD3133 Approved
0.71 Intermediate Similarity NPD3666 Approved
0.71 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD6904 Approved
0.7087 Intermediate Similarity NPD6080 Approved
0.7087 Intermediate Similarity NPD6673 Approved
0.7087 Intermediate Similarity NPD4753 Phase 2
0.7083 Intermediate Similarity NPD6370 Approved
0.7071 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD5344 Discontinued
0.7064 Intermediate Similarity NPD5223 Approved
0.7054 Intermediate Similarity NPD6412 Phase 2
0.7053 Intermediate Similarity NPD7339 Approved
0.7053 Intermediate Similarity NPD6942 Approved
0.7049 Intermediate Similarity NPD6336 Discontinued
0.7034 Intermediate Similarity NPD6335 Approved
0.703 Intermediate Similarity NPD6082 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD5141 Approved
0.7009 Intermediate Similarity NPD6274 Approved
0.7 Intermediate Similarity NPD6015 Approved
0.7 Intermediate Similarity NPD4633 Approved
0.7 Intermediate Similarity NPD6016 Approved
0.7 Intermediate Similarity NPD5226 Approved
0.7 Intermediate Similarity NPD5225 Approved
0.7 Intermediate Similarity NPD5224 Approved
0.699 Remote Similarity NPD6672 Approved
0.699 Remote Similarity NPD5737 Approved
0.6983 Remote Similarity NPD8133 Approved
0.6981 Remote Similarity NPD6001 Approved
0.6975 Remote Similarity NPD7100 Approved
0.6975 Remote Similarity NPD7101 Approved
0.6949 Remote Similarity NPD6317 Approved
0.6942 Remote Similarity NPD5988 Approved
0.694 Remote Similarity NPD7625 Phase 1
0.6939 Remote Similarity NPD7645 Phase 2
0.6937 Remote Similarity NPD4754 Approved
0.6937 Remote Similarity NPD5175 Approved
0.6937 Remote Similarity NPD5174 Approved
0.6931 Remote Similarity NPD4786 Approved
0.6915 Remote Similarity NPD4243 Approved
0.6903 Remote Similarity NPD5954 Clinical (unspecified phase)
0.69 Remote Similarity NPD4221 Approved
0.69 Remote Similarity NPD4223 Phase 3
0.6893 Remote Similarity NPD7750 Discontinued
0.6893 Remote Similarity NPD7524 Approved
0.6891 Remote Similarity NPD6314 Approved
0.6891 Remote Similarity NPD6313 Approved
0.687 Remote Similarity NPD4634 Approved
0.6869 Remote Similarity NPD6931 Approved
0.6869 Remote Similarity NPD6930 Phase 2
0.6863 Remote Similarity NPD5329 Approved
0.686 Remote Similarity NPD6908 Approved
0.686 Remote Similarity NPD6291 Clinical (unspecified phase)
0.686 Remote Similarity NPD6909 Approved
0.6852 Remote Similarity NPD5221 Approved
0.6852 Remote Similarity NPD4697 Phase 3
0.6852 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5222 Approved
0.6837 Remote Similarity NPD6114 Approved
0.6837 Remote Similarity NPD6115 Approved
0.6837 Remote Similarity NPD6697 Approved
0.6837 Remote Similarity NPD6118 Approved
0.6832 Remote Similarity NPD4788 Approved
0.6827 Remote Similarity NPD5208 Approved
0.6822 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6822 Remote Similarity NPD7900 Approved
0.6818 Remote Similarity NPD6648 Approved
0.6814 Remote Similarity NPD4768 Approved
0.6814 Remote Similarity NPD4767 Approved
0.68 Remote Similarity NPD6033 Approved
0.6796 Remote Similarity NPD6098 Approved
0.6792 Remote Similarity NPD5284 Approved
0.6792 Remote Similarity NPD6050 Approved
0.6792 Remote Similarity NPD5281 Approved
0.6789 Remote Similarity NPD5173 Approved
0.6771 Remote Similarity NPD4784 Approved
0.6771 Remote Similarity NPD6926 Approved
0.6771 Remote Similarity NPD4785 Approved
0.6771 Remote Similarity NPD6924 Approved
0.6768 Remote Similarity NPD6929 Approved
0.6765 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4197 Approved
0.6759 Remote Similarity NPD5210 Approved
0.6759 Remote Similarity NPD4629 Approved
0.6748 Remote Similarity NPD6067 Discontinued
0.6733 Remote Similarity NPD3667 Approved
0.6723 Remote Similarity NPD6868 Approved
0.67 Remote Similarity NPD4748 Discontinued
0.67 Remote Similarity NPD6928 Phase 2
0.67 Remote Similarity NPD7514 Phase 3
0.6698 Remote Similarity NPD5207 Approved
0.6698 Remote Similarity NPD5692 Phase 3
0.6698 Remote Similarity NPD5785 Approved
0.6696 Remote Similarity NPD4730 Approved
0.6696 Remote Similarity NPD4729 Approved
0.6696 Remote Similarity NPD5128 Approved
0.6667 Remote Similarity NPD5362 Discontinued

Structure

External Identifiers

PubChem CID   12302399
ChEMBL   CHEMBL495179
ZINC  

Physicochemical Properties

Molecular Weight:  390.24
ALogP:  -1.1232
MLogP:  3.44
XLogP:  2.131
# Rotatable Bonds:  6
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  28

Download Data

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Structure MOL file  
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Biological Activities  
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