Natural Product: NPC93778

Natural Product ID:  NPC93778
Common Name:   28-Hydroxyglochidone
IUPAC Name:   (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysen-9-one
Synonyms:   28-Hydroxyglochidone
Molecular Formula:   C30H46O2
Standard InCHIKey:  SWXIPZXTCYKJSD-CNRMHUMKSA-N
Standard InCHI:  InChI=1S/C30H46O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h12-13,20-23,25,31H,1,8-11,14-18H2,2-7H3/t20-,21+,22-,23+,25+,27-,28+,29+,30+/m0/s1
Canonical SMILES:  OC[C@@]12CC[C@H]([C@@H]2[C@@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)C=CC(=O)C3(C)C)C(=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
NPO22471 Maytenus cuzcoina Species Celastraceae Eukaryota root bark;leaves Huayllabamba-Urquillos, Province of Urabamba, Cusco (Peru); Parque Nacional El Imposible, El Salvador PMID[16038541]
NPO1333 Maytenus chiapensis Species Celastraceae Eukaryota root bark;leaves Huayllabamba-Urquillos, Province of Urabamba, Cusco (Peru); Parque Nacional El Imposible, El Salvador PMID[16038541]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 > 10 ug/ml 17420206
NPT1171 Cell Line HEp-2 Homo sapiens IC50 > 10 ug/ml Open TG-GATES in vivo data: Hematology
NPT189 Cell Line Vero Chlorocebus aethiops IC50 > 10 ug/ml DrugMatrix in vitro pharmacology data

  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 NPC93778 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
0.9529 High Similarity NPC272746
0.939 High Similarity NPC85774
0.939 High Similarity NPC214043
0.9286 High Similarity NPC58063
0.9277 High Similarity NPC469948
0.9186 High Similarity NPC85173
0.9167 High Similarity NPC145879
0.9167 High Similarity NPC474778
0.9167 High Similarity NPC474732
0.9167 High Similarity NPC474733
0.9167 High Similarity NPC31564
0.9157 High Similarity NPC237712
0.9157 High Similarity NPC473246
0.9136 High Similarity NPC472478
0.9059 High Similarity NPC475740
0.9048 High Similarity NPC29447
0.8977 High Similarity NPC474736
0.8977 High Similarity NPC474807
0.8966 High Similarity NPC126993
0.8941 High Similarity NPC118648
0.8941 High Similarity NPC222613
0.8941 High Similarity NPC475022
0.8929 High Similarity NPC33913
0.8929 High Similarity NPC321187
0.8929 High Similarity NPC59453
0.8929 High Similarity NPC221758
0.8929 High Similarity NPC82902
0.8929 High Similarity NPC329043
0.8929 High Similarity NPC472265
0.8929 High Similarity NPC161423
0.8929 High Similarity NPC227064
0.8929 High Similarity NPC58841
0.8902 High Similarity NPC2482
0.8889 High Similarity NPC82635
0.8864 High Similarity NPC475806
0.8851 High Similarity NPC473999
0.8851 High Similarity NPC1015
0.8851 High Similarity NPC477943
0.8851 High Similarity NPC268406
0.8851 High Similarity NPC31985
0.8851 High Similarity NPC26959
0.8851 High Similarity NPC309603
0.8851 High Similarity NPC186688
0.8837 High Similarity NPC136548
0.8824 High Similarity NPC470574
0.8824 High Similarity NPC474218
0.8824 High Similarity NPC471224
0.881 High Similarity NPC175410
0.881 High Similarity NPC307258
0.8795 High Similarity NPC3915
0.878 High Similarity NPC201459
0.878 High Similarity NPC215843
0.878 High Similarity NPC472490
0.8765 High Similarity NPC106078
0.875 High Similarity NPC48010
0.875 High Similarity NPC191684
0.8736 High Similarity NPC328539
0.8736 High Similarity NPC471722
0.8721 High Similarity NPC469994
0.8721 High Similarity NPC327115
0.8721 High Similarity NPC72133
0.8721 High Similarity NPC51014
0.869 High Similarity NPC151519
0.869 High Similarity NPC193347
0.869 High Similarity NPC320514
0.869 High Similarity NPC310989
0.8675 High Similarity NPC474509
0.8667 High Similarity NPC8993
0.8667 High Similarity NPC471207
0.8652 High Similarity NPC473998
0.8636 High Similarity NPC310010
0.8636 High Similarity NPC184663
0.8636 High Similarity NPC326627
0.8636 High Similarity NPC2983
0.8636 High Similarity NPC86319
0.8636 High Similarity NPC275740
0.8636 High Similarity NPC477973
0.8636 High Similarity NPC262043
0.8636 High Similarity NPC119416
0.8621 High Similarity NPC141292
0.8621 High Similarity NPC96496
0.8621 High Similarity NPC317590
0.8621 High Similarity NPC90652
0.8605 High Similarity NPC474537
0.8605 High Similarity NPC474083
0.8587 High Similarity NPC108078
0.8571 High Similarity NPC474484
0.8571 High Similarity NPC471898
0.8571 High Similarity NPC476174
0.8571 High Similarity NPC6434
0.8571 High Similarity NPC147066
0.8571 High Similarity NPC103754
0.8571 High Similarity NPC121984
0.8571 High Similarity NPC477372
0.8556 High Similarity NPC475255
0.8556 High Similarity NPC250575
0.8556 High Similarity NPC12722
0.8539 High Similarity NPC129913
0.8539 High Similarity NPC320026
0.8523 High Similarity NPC143767
0.8523 High Similarity NPC292491
0.8523 High Similarity NPC471724
0.8523 High Similarity NPC474677
0.8523 High Similarity NPC470417
0.8523 High Similarity NPC472802
0.8523 High Similarity NPC328313
0.8523 High Similarity NPC193360
0.8523 High Similarity NPC206060
0.8523 High Similarity NPC131470
0.8523 High Similarity NPC310752
0.8519 High Similarity NPC293803
0.8506 High Similarity NPC155011
0.8506 High Similarity NPC473168
0.8506 High Similarity NPC158393
0.8495 Intermediate Similarity NPC103051
0.8488 Intermediate Similarity NPC476412
0.8488 Intermediate Similarity NPC180834
0.8488 Intermediate Similarity NPC144258
0.8478 Intermediate Similarity NPC29152
0.8471 Intermediate Similarity NPC100297
0.8462 Intermediate Similarity NPC111015
0.8462 Intermediate Similarity NPC196485
0.8462 Intermediate Similarity NPC245972
0.8452 Intermediate Similarity NPC476809
0.8444 Intermediate Similarity NPC168027
0.8444 Intermediate Similarity NPC185936
0.8444 Intermediate Similarity NPC131872
0.8444 Intermediate Similarity NPC218301
0.8444 Intermediate Similarity NPC19114
0.8427 Intermediate Similarity NPC76879
0.8427 Intermediate Similarity NPC32830
0.8427 Intermediate Similarity NPC474245
0.8409 Intermediate Similarity NPC136948
0.8409 Intermediate Similarity NPC474684
0.8409 Intermediate Similarity NPC142361
0.8391 Intermediate Similarity NPC76518
0.8391 Intermediate Similarity NPC274724
0.8391 Intermediate Similarity NPC133954
0.8391 Intermediate Similarity NPC22133
0.8391 Intermediate Similarity NPC476426
0.8391 Intermediate Similarity NPC469993
0.8387 Intermediate Similarity NPC156546
0.8372 Intermediate Similarity NPC475726
0.8372 Intermediate Similarity NPC278648
0.8372 Intermediate Similarity NPC53733
0.8372 Intermediate Similarity NPC476082
0.8372 Intermediate Similarity NPC472743
0.837 Intermediate Similarity NPC259286
0.837 Intermediate Similarity NPC271195
0.8353 Intermediate Similarity NPC38350
0.8353 Intermediate Similarity NPC278459
0.8353 Intermediate Similarity NPC116797
0.8353 Intermediate Similarity NPC201912
0.8353 Intermediate Similarity NPC473217
0.8352 Intermediate Similarity NPC472930
0.8352 Intermediate Similarity NPC109305
0.8352 Intermediate Similarity NPC233118
0.8352 Intermediate Similarity NPC134826
0.8352 Intermediate Similarity NPC69454
0.8333 Intermediate Similarity NPC477371
0.8333 Intermediate Similarity NPC171441
0.8333 Intermediate Similarity NPC474113
0.8333 Intermediate Similarity NPC183283
0.8315 Intermediate Similarity NPC474925
0.8315 Intermediate Similarity NPC53911
0.8315 Intermediate Similarity NPC472739
0.8298 Intermediate Similarity NPC194196
0.8298 Intermediate Similarity NPC114274
0.8295 Intermediate Similarity NPC94755
0.8295 Intermediate Similarity NPC475862
0.8295 Intermediate Similarity NPC98236
0.8295 Intermediate Similarity NPC20688
0.8295 Intermediate Similarity NPC89077
0.8295 Intermediate Similarity NPC74363
0.8295 Intermediate Similarity NPC269396
0.8295 Intermediate Similarity NPC194417
0.8295 Intermediate Similarity NPC213412
0.8295 Intermediate Similarity NPC471737
0.8295 Intermediate Similarity NPC94666
0.828 Intermediate Similarity NPC472941
0.828 Intermediate Similarity NPC249954
0.828 Intermediate Similarity NPC456
0.828 Intermediate Similarity NPC473158
0.8276 Intermediate Similarity NPC474233
0.8276 Intermediate Similarity NPC165064
0.8276 Intermediate Similarity NPC475745
0.8276 Intermediate Similarity NPC474482
0.8276 Intermediate Similarity NPC96095
0.8272 Intermediate Similarity NPC303613
0.8272 Intermediate Similarity NPC474228
0.8272 Intermediate Similarity NPC251705
0.8261 Intermediate Similarity NPC209662
0.8261 Intermediate Similarity NPC473172
0.8261 Intermediate Similarity NPC23170
0.8261 Intermediate Similarity NPC299100
0.8256 Intermediate Similarity NPC477858
0.8256 Intermediate Similarity NPC103486
0.8256 Intermediate Similarity NPC260956
0.8256 Intermediate Similarity NPC145143
0.8242 Intermediate Similarity NPC65120

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC93778 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
0.908 High Similarity NPD6079 Approved
0.8929 High Similarity NPD3665 Phase 1
0.8929 High Similarity NPD4786 Approved
0.8929 High Similarity NPD3666 Approved
0.8929 High Similarity NPD3133 Approved
0.8851 High Similarity NPD5328 Approved
0.8721 High Similarity NPD3618 Phase 1
0.869 High Similarity NPD4223 Phase 3
0.869 High Similarity NPD4221 Approved
0.869 High Similarity NPD3667 Approved
0.8636 High Similarity NPD4753 Phase 2
0.8605 High Similarity NPD5329 Approved
0.8588 High Similarity NPD4788 Approved
0.8571 High Similarity NPD4629 Approved
0.8571 High Similarity NPD5210 Approved
0.8506 High Similarity NPD5279 Phase 3
0.8506 High Similarity NPD5690 Phase 2
0.8488 Intermediate Similarity NPD4197 Approved
0.8478 Intermediate Similarity NPD5222 Approved
0.8478 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8478 Intermediate Similarity NPD5221 Approved
0.8387 Intermediate Similarity NPD5173 Approved
0.8352 Intermediate Similarity NPD4202 Approved
0.8333 Intermediate Similarity NPD4195 Approved
0.8315 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8295 Intermediate Similarity NPD5205 Approved
0.8295 Intermediate Similarity NPD4689 Approved
0.8295 Intermediate Similarity NPD4690 Approved
0.8295 Intermediate Similarity NPD4693 Phase 3
0.8295 Intermediate Similarity NPD4138 Approved
0.8295 Intermediate Similarity NPD4688 Approved
0.8242 Intermediate Similarity NPD7515 Phase 2
0.8214 Intermediate Similarity NPD3617 Approved
0.8211 Intermediate Similarity NPD4696 Approved
0.8211 Intermediate Similarity NPD5286 Approved
0.8211 Intermediate Similarity NPD5285 Approved
0.8191 Intermediate Similarity NPD6083 Phase 2
0.8191 Intermediate Similarity NPD6084 Phase 2
0.8125 Intermediate Similarity NPD5223 Approved
0.8111 Intermediate Similarity NPD5737 Approved
0.8111 Intermediate Similarity NPD6672 Approved
0.809 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.809 Intermediate Similarity NPD5280 Approved
0.809 Intermediate Similarity NPD6684 Approved
0.809 Intermediate Similarity NPD7146 Approved
0.809 Intermediate Similarity NPD7521 Approved
0.809 Intermediate Similarity NPD5330 Approved
0.809 Intermediate Similarity NPD4694 Approved
0.809 Intermediate Similarity NPD6409 Approved
0.809 Intermediate Similarity NPD7334 Approved
0.8085 Intermediate Similarity NPD4697 Phase 3
0.8041 Intermediate Similarity NPD5225 Approved
0.8041 Intermediate Similarity NPD5211 Phase 2
0.8041 Intermediate Similarity NPD4633 Approved
0.8041 Intermediate Similarity NPD5226 Approved
0.8041 Intermediate Similarity NPD5224 Approved
0.8025 Intermediate Similarity NPD4691 Approved
0.8025 Intermediate Similarity NPD4747 Approved
0.8023 Intermediate Similarity NPD4695 Discontinued
0.8 Intermediate Similarity NPD4755 Approved
0.7978 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7959 Intermediate Similarity NPD5174 Approved
0.7959 Intermediate Similarity NPD5175 Approved
0.7957 Intermediate Similarity NPD6399 Phase 3
0.7952 Intermediate Similarity NPD4058 Approved
0.7912 Intermediate Similarity NPD6903 Approved
0.7901 Intermediate Similarity NPD4137 Phase 3
0.7889 Intermediate Similarity NPD4519 Discontinued
0.7889 Intermediate Similarity NPD4623 Approved
0.7879 Intermediate Similarity NPD5141 Approved
0.7872 Intermediate Similarity NPD7748 Approved
0.7865 Intermediate Similarity NPD3668 Phase 3
0.7857 Intermediate Similarity NPD6942 Approved
0.7857 Intermediate Similarity NPD7339 Approved
0.7849 Intermediate Similarity NPD5281 Approved
0.7849 Intermediate Similarity NPD5284 Approved
0.7835 Intermediate Similarity NPD4700 Approved
0.7822 Intermediate Similarity NPD6899 Approved
0.7822 Intermediate Similarity NPD6881 Approved
0.7789 Intermediate Similarity NPD5695 Phase 3
0.7738 Intermediate Similarity NPD4687 Approved
0.7738 Intermediate Similarity NPD5733 Approved
0.7732 Intermediate Similarity NPD5696 Approved
0.7723 Intermediate Similarity NPD5697 Approved
0.767 Intermediate Similarity NPD6883 Approved
0.767 Intermediate Similarity NPD7102 Approved
0.767 Intermediate Similarity NPD7290 Approved
0.7647 Intermediate Similarity NPD4730 Approved
0.7647 Intermediate Similarity NPD4729 Approved
0.7647 Intermediate Similarity NPD6011 Approved
0.7647 Intermediate Similarity NPD5168 Approved
0.7634 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD6673 Approved
0.7634 Intermediate Similarity NPD6904 Approved
0.7634 Intermediate Similarity NPD6080 Approved
0.7629 Intermediate Similarity NPD7902 Approved
0.7624 Intermediate Similarity NPD5739 Approved
0.7624 Intermediate Similarity NPD7128 Approved
0.7624 Intermediate Similarity NPD6675 Approved
0.7624 Intermediate Similarity NPD6402 Approved
0.7614 Intermediate Similarity NPD7525 Registered
0.76 Intermediate Similarity NPD4754 Approved
0.7596 Intermediate Similarity NPD6649 Approved
0.7596 Intermediate Similarity NPD8130 Phase 1
0.7596 Intermediate Similarity NPD6847 Approved
0.7596 Intermediate Similarity NPD6650 Approved
0.7596 Intermediate Similarity NPD6617 Approved
0.7596 Intermediate Similarity NPD6869 Approved
0.759 Intermediate Similarity NPD4789 Approved
0.7573 Intermediate Similarity NPD6012 Approved
0.7573 Intermediate Similarity NPD6013 Approved
0.7573 Intermediate Similarity NPD6014 Approved
0.7558 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD4096 Approved
0.7549 Intermediate Similarity NPD6412 Phase 2
0.7529 Intermediate Similarity NPD4784 Approved
0.7529 Intermediate Similarity NPD4785 Approved
0.7528 Intermediate Similarity NPD4692 Approved
0.7528 Intermediate Similarity NPD4139 Approved
0.7527 Intermediate Similarity NPD4518 Approved
0.7527 Intermediate Similarity NPD5208 Approved
0.7524 Intermediate Similarity NPD6882 Approved
0.7524 Intermediate Similarity NPD8297 Approved
0.75 Intermediate Similarity NPD6098 Approved
0.75 Intermediate Similarity NPD5248 Approved
0.75 Intermediate Similarity NPD5247 Approved
0.75 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4243 Approved
0.75 Intermediate Similarity NPD5091 Approved
0.75 Intermediate Similarity NPD5250 Approved
0.75 Intermediate Similarity NPD5249 Phase 3
0.75 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5169 Approved
0.75 Intermediate Similarity NPD5276 Approved
0.75 Intermediate Similarity NPD5251 Approved
0.75 Intermediate Similarity NPD4634 Approved
0.75 Intermediate Similarity NPD5135 Approved
0.7476 Intermediate Similarity NPD5128 Approved
0.7476 Intermediate Similarity NPD7320 Approved
0.7451 Intermediate Similarity NPD4767 Approved
0.7451 Intermediate Similarity NPD4768 Approved
0.7429 Intermediate Similarity NPD5215 Approved
0.7429 Intermediate Similarity NPD5216 Approved
0.7429 Intermediate Similarity NPD5127 Approved
0.7429 Intermediate Similarity NPD5217 Approved
0.7423 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD3573 Approved
0.7407 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD7115 Discovery
0.7404 Intermediate Similarity NPD6372 Approved
0.7404 Intermediate Similarity NPD6373 Approved
0.7396 Intermediate Similarity NPD5133 Approved
0.7381 Intermediate Similarity NPD4244 Approved
0.7381 Intermediate Similarity NPD4245 Approved
0.7379 Intermediate Similarity NPD5701 Approved
0.7374 Intermediate Similarity NPD7638 Approved
0.7368 Intermediate Similarity NPD5207 Approved
0.7349 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD7614 Phase 1
0.7326 Intermediate Similarity NPD6924 Approved
0.7326 Intermediate Similarity NPD6926 Approved
0.732 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD7900 Approved
0.7315 Intermediate Similarity NPD6868 Approved
0.7303 Intermediate Similarity NPD7645 Phase 2
0.73 Intermediate Similarity NPD7640 Approved
0.73 Intermediate Similarity NPD7639 Approved
0.7292 Intermediate Similarity NPD5694 Approved
0.7292 Intermediate Similarity NPD8034 Phase 2
0.7292 Intermediate Similarity NPD5693 Phase 1
0.7292 Intermediate Similarity NPD8035 Phase 2
0.7292 Intermediate Similarity NPD6050 Approved
0.729 Intermediate Similarity NPD4632 Approved
0.7264 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3698 Phase 2
0.7262 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5167 Approved
0.72 Intermediate Similarity NPD5290 Discontinued
0.7191 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5692 Phase 3
0.7182 Intermediate Similarity NPD6335 Approved
0.7176 Intermediate Similarity NPD7143 Approved
0.7176 Intermediate Similarity NPD7144 Approved
0.7159 Intermediate Similarity NPD6933 Approved
0.7143 Intermediate Similarity NPD5360 Phase 3
0.7143 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6001 Approved
0.7129 Intermediate Similarity NPD6404 Discontinued
0.7126 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD7100 Approved
0.7117 Intermediate Similarity NPD7101 Approved
0.7093 Intermediate Similarity NPD7152 Approved
0.7093 Intermediate Similarity NPD7150 Approved
0.7093 Intermediate Similarity NPD7151 Approved
0.7091 Intermediate Similarity NPD6009 Approved
0.7091 Intermediate Similarity NPD6317 Approved
0.7065 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD6922 Approved

Structure

External Identifiers

PubChem CID   11166531
ChEMBL   CHEMBL512491
ZINC  

Physicochemical Properties

Molecular Weight:  438.35
ALogP:  2.9742
MLogP:  4.54
XLogP:  8.795
# Rotatable Bonds:  9
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  32

Download Data

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Biological Activities  
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