Natural Product: NPC154072

Natural Product ID:  NPC154072
Common Name:   2-Deoxyecdysone
IUPAC Name:   (3S,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
Synonyms:   2-Deoxyecdysone
Molecular Formula:   C27H44O5
Standard InCHIKey:  CRAPXAGGASWTPU-VQOIUDCISA-N
Standard InCHI:  InChI=1S/C27H44O5/c1-16(22(29)9-10-24(2,3)31)18-8-13-27(32)20-15-23(30)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21-22,28-29,31-32H,6-14H2,1-5H3/t16-,17-,18+,19-,21-,22+,25+,26+,27+/m0/s1
Canonical SMILES:  O[C@H]1CC[C@]2([C@@H](C1)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@@H]([C@@H](CCC(O)(C)C)O)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
NPO10008 Tinospora capillipes Species Menispermaceae Eukaryota TM-MC*
NPO25734 Paratinospora sagittata Species Menispermaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ratio = 0.94 22578055

  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 NPC154072 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
0.9565 High Similarity NPC271195
0.9485 High Similarity NPC296945
0.9485 High Similarity NPC319077
0.9485 High Similarity NPC97202
0.9485 High Similarity NPC48733
0.9485 High Similarity NPC150531
0.9485 High Similarity NPC50692
0.9485 High Similarity NPC49958
0.9485 High Similarity NPC152695
0.9485 High Similarity NPC476027
0.9485 High Similarity NPC214264
0.9485 High Similarity NPC302607
0.9485 High Similarity NPC202167
0.9485 High Similarity NPC85829
0.9485 High Similarity NPC260268
0.9485 High Similarity NPC171137
0.9457 High Similarity NPC111015
0.9388 High Similarity NPC475060
0.9388 High Similarity NPC83744
0.9388 High Similarity NPC220229
0.9381 High Similarity NPC209502
0.9381 High Similarity NPC204833
0.9293 High Similarity NPC217201
0.9293 High Similarity NPC329417
0.9286 High Similarity NPC257353
0.9286 High Similarity NPC149047
0.92 High Similarity NPC11710
0.9192 High Similarity NPC477916
0.9175 High Similarity NPC477915
0.9082 High Similarity NPC249187
0.9082 High Similarity NPC247957
0.9062 High Similarity NPC103051
0.9043 High Similarity NPC8993
0.9032 High Similarity NPC473998
0.9032 High Similarity NPC233116
0.9032 High Similarity NPC475806
0.9022 High Similarity NPC473999
0.9022 High Similarity NPC309603
0.899 High Similarity NPC72255
0.8947 High Similarity NPC472485
0.8932 High Similarity NPC207251
0.8925 High Similarity NPC48010
0.8922 High Similarity NPC76084
0.8911 High Similarity NPC65941
0.8854 High Similarity NPC249954
0.8846 High Similarity NPC73300
0.8846 High Similarity NPC250109
0.8846 High Similarity NPC962
0.8846 High Similarity NPC108721
0.8846 High Similarity NPC317210
0.8842 High Similarity NPC245972
0.8842 High Similarity NPC196485
0.8817 High Similarity NPC477943
0.8817 High Similarity NPC2983
0.8788 High Similarity NPC22388
0.8788 High Similarity NPC473424
0.8788 High Similarity NPC234892
0.8788 High Similarity NPC293753
0.8763 High Similarity NPC320306
0.8763 High Similarity NPC107243
0.8763 High Similarity NPC18509
0.8763 High Similarity NPC190554
0.8762 High Similarity NPC326542
0.875 High Similarity NPC259286
0.875 High Similarity NPC297199
0.8737 High Similarity NPC69454
0.8737 High Similarity NPC470376
0.8737 High Similarity NPC475255
0.8737 High Similarity NPC470375
0.8723 High Similarity NPC320026
0.8713 High Similarity NPC166607
0.871 High Similarity NPC193360
0.87 High Similarity NPC311612
0.87 High Similarity NPC55872
0.8696 High Similarity NPC472986
0.8696 High Similarity NPC472985
0.8696 High Similarity NPC469994
0.8679 High Similarity NPC266728
0.8679 High Similarity NPC49492
0.8673 High Similarity NPC186810
0.8673 High Similarity NPC48647
0.866 High Similarity NPC49371
0.8646 High Similarity NPC299100
0.8646 High Similarity NPC292793
0.8641 High Similarity NPC214644
0.8632 High Similarity NPC63748
0.8627 High Similarity NPC185
0.8617 High Similarity NPC31985
0.8617 High Similarity NPC1015
0.8617 High Similarity NPC472971
0.8617 High Similarity NPC472970
0.8617 High Similarity NPC186688
0.8614 High Similarity NPC160843
0.8614 High Similarity NPC28656
0.8602 High Similarity NPC475740
0.8602 High Similarity NPC317590
0.86 High Similarity NPC195290
0.86 High Similarity NPC204450
0.86 High Similarity NPC87351
0.8587 High Similarity NPC474218
0.8587 High Similarity NPC470574
0.8587 High Similarity NPC471224
0.8586 High Similarity NPC327431
0.8586 High Similarity NPC15390
0.8586 High Similarity NPC144956
0.8586 High Similarity NPC218383
0.8586 High Similarity NPC470074
0.8571 High Similarity NPC122294
0.8571 High Similarity NPC57416
0.8571 High Similarity NPC108078
0.8557 High Similarity NPC472932
0.8557 High Similarity NPC180950
0.8542 High Similarity NPC243866
0.8542 High Similarity NPC472930
0.8529 High Similarity NPC323834
0.8526 High Similarity NPC171441
0.8526 High Similarity NPC100313
0.8515 High Similarity NPC191892
0.8515 High Similarity NPC236390
0.8511 High Similarity NPC471722
0.8511 High Similarity NPC328539
0.8495 Intermediate Similarity NPC31564
0.8495 Intermediate Similarity NPC474732
0.8495 Intermediate Similarity NPC474778
0.8495 Intermediate Similarity NPC474733
0.8495 Intermediate Similarity NPC145879
0.8495 Intermediate Similarity NPC72133
0.8485 Intermediate Similarity NPC16021
0.8478 Intermediate Similarity NPC85774
0.8478 Intermediate Similarity NPC214043
0.8478 Intermediate Similarity NPC329043
0.8478 Intermediate Similarity NPC321187
0.8478 Intermediate Similarity NPC82902
0.8478 Intermediate Similarity NPC227064
0.8478 Intermediate Similarity NPC161423
0.8478 Intermediate Similarity NPC58841
0.8469 Intermediate Similarity NPC155676
0.8469 Intermediate Similarity NPC117133
0.8469 Intermediate Similarity NPC7124
0.8454 Intermediate Similarity NPC196227
0.8454 Intermediate Similarity NPC474690
0.8454 Intermediate Similarity NPC119562
0.8454 Intermediate Similarity NPC279410
0.8447 Intermediate Similarity NPC64844
0.8447 Intermediate Similarity NPC42847
0.844 Intermediate Similarity NPC475041
0.8438 Intermediate Similarity NPC168027
0.8438 Intermediate Similarity NPC116726
0.8438 Intermediate Similarity NPC272746
0.8438 Intermediate Similarity NPC154101
0.8438 Intermediate Similarity NPC472978
0.8438 Intermediate Similarity NPC73457
0.8438 Intermediate Similarity NPC23434
0.8438 Intermediate Similarity NPC185936
0.8421 Intermediate Similarity NPC310010
0.8421 Intermediate Similarity NPC326627
0.8421 Intermediate Similarity NPC76879
0.8421 Intermediate Similarity NPC472983
0.8421 Intermediate Similarity NPC119416
0.8421 Intermediate Similarity NPC275740
0.8421 Intermediate Similarity NPC472973
0.8421 Intermediate Similarity NPC86319
0.8421 Intermediate Similarity NPC32830
0.8421 Intermediate Similarity NPC474245
0.8416 Intermediate Similarity NPC136289
0.8404 Intermediate Similarity NPC58063
0.84 Intermediate Similarity NPC83709
0.84 Intermediate Similarity NPC144660
0.84 Intermediate Similarity NPC299971
0.84 Intermediate Similarity NPC474720
0.84 Intermediate Similarity NPC307954
0.84 Intermediate Similarity NPC476274
0.8387 Intermediate Similarity NPC197823
0.8387 Intermediate Similarity NPC474083
0.8384 Intermediate Similarity NPC126815
0.8384 Intermediate Similarity NPC475894
0.8384 Intermediate Similarity NPC474785
0.8384 Intermediate Similarity NPC474938
0.8384 Intermediate Similarity NPC253826
0.8367 Intermediate Similarity NPC472824
0.8367 Intermediate Similarity NPC162001
0.8367 Intermediate Similarity NPC45324
0.8367 Intermediate Similarity NPC222845
0.8364 Intermediate Similarity NPC109973
0.8351 Intermediate Similarity NPC472942
0.8351 Intermediate Similarity NPC109305
0.8351 Intermediate Similarity NPC233118
0.8351 Intermediate Similarity NPC474807
0.8351 Intermediate Similarity NPC474736
0.835 Intermediate Similarity NPC60681
0.8333 Intermediate Similarity NPC191684
0.8333 Intermediate Similarity NPC69622
0.8333 Intermediate Similarity NPC478057
0.8333 Intermediate Similarity NPC111323
0.8333 Intermediate Similarity NPC126993
0.8333 Intermediate Similarity NPC117185
0.8333 Intermediate Similarity NPC85173
0.8333 Intermediate Similarity NPC134321
0.8333 Intermediate Similarity NPC469400
0.8333 Intermediate Similarity NPC140723

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC154072 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
0.8936 High Similarity NPD4202 Approved
0.8788 High Similarity NPD5211 Phase 2
0.8763 High Similarity NPD4755 Approved
0.8696 High Similarity NPD3618 Phase 1
0.8617 High Similarity NPD5328 Approved
0.8614 High Similarity NPD5141 Approved
0.8586 High Similarity NPD5286 Approved
0.8586 High Similarity NPD5285 Approved
0.8586 High Similarity NPD4700 Approved
0.8586 High Similarity NPD4696 Approved
0.85 High Similarity NPD5223 Approved
0.8478 Intermediate Similarity NPD3666 Approved
0.8478 Intermediate Similarity NPD3133 Approved
0.8478 Intermediate Similarity NPD3665 Phase 1
0.8438 Intermediate Similarity NPD6079 Approved
0.8421 Intermediate Similarity NPD4753 Phase 2
0.8416 Intermediate Similarity NPD4633 Approved
0.8416 Intermediate Similarity NPD5225 Approved
0.8416 Intermediate Similarity NPD5226 Approved
0.8416 Intermediate Similarity NPD5224 Approved
0.835 Intermediate Similarity NPD6675 Approved
0.835 Intermediate Similarity NPD5739 Approved
0.835 Intermediate Similarity NPD7128 Approved
0.835 Intermediate Similarity NPD6402 Approved
0.8333 Intermediate Similarity NPD4754 Approved
0.8333 Intermediate Similarity NPD5174 Approved
0.8333 Intermediate Similarity NPD5175 Approved
0.8286 Intermediate Similarity NPD6372 Approved
0.8286 Intermediate Similarity NPD6373 Approved
0.8283 Intermediate Similarity NPD4697 Phase 3
0.828 Intermediate Similarity NPD4786 Approved
0.8261 Intermediate Similarity NPD4221 Approved
0.8261 Intermediate Similarity NPD4223 Phase 3
0.8218 Intermediate Similarity NPD7640 Approved
0.8218 Intermediate Similarity NPD7639 Approved
0.8208 Intermediate Similarity NPD4634 Approved
0.8191 Intermediate Similarity NPD5329 Approved
0.819 Intermediate Similarity NPD7320 Approved
0.819 Intermediate Similarity NPD6899 Approved
0.819 Intermediate Similarity NPD6881 Approved
0.8182 Intermediate Similarity NPD4629 Approved
0.8182 Intermediate Similarity NPD5210 Approved
0.8173 Intermediate Similarity NPD4768 Approved
0.8173 Intermediate Similarity NPD4767 Approved
0.8131 Intermediate Similarity NPD6649 Approved
0.8131 Intermediate Similarity NPD6650 Approved
0.8119 Intermediate Similarity NPD7638 Approved
0.8105 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.81 Intermediate Similarity NPD5222 Approved
0.81 Intermediate Similarity NPD5221 Approved
0.81 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD5701 Approved
0.8095 Intermediate Similarity NPD5697 Approved
0.8085 Intermediate Similarity NPD4197 Approved
0.8065 Intermediate Similarity NPD3667 Approved
0.8037 Intermediate Similarity NPD7290 Approved
0.8037 Intermediate Similarity NPD7102 Approved
0.8037 Intermediate Similarity NPD6883 Approved
0.802 Intermediate Similarity NPD6083 Phase 2
0.802 Intermediate Similarity NPD5173 Approved
0.802 Intermediate Similarity NPD6084 Phase 2
0.8019 Intermediate Similarity NPD4729 Approved
0.8019 Intermediate Similarity NPD6011 Approved
0.8019 Intermediate Similarity NPD4730 Approved
0.8019 Intermediate Similarity NPD5128 Approved
0.8 Intermediate Similarity NPD6008 Approved
0.7982 Intermediate Similarity NPD4632 Approved
0.798 Intermediate Similarity NPD6399 Phase 3
0.7963 Intermediate Similarity NPD8130 Phase 1
0.7963 Intermediate Similarity NPD6617 Approved
0.7963 Intermediate Similarity NPD6869 Approved
0.7963 Intermediate Similarity NPD6847 Approved
0.7963 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7944 Intermediate Similarity NPD6012 Approved
0.7944 Intermediate Similarity NPD6014 Approved
0.7944 Intermediate Similarity NPD6013 Approved
0.7917 Intermediate Similarity NPD5205 Approved
0.7917 Intermediate Similarity NPD4688 Approved
0.7917 Intermediate Similarity NPD4689 Approved
0.7917 Intermediate Similarity NPD4693 Phase 3
0.7917 Intermediate Similarity NPD4138 Approved
0.7917 Intermediate Similarity NPD4690 Approved
0.789 Intermediate Similarity NPD6882 Approved
0.789 Intermediate Similarity NPD8297 Approved
0.7879 Intermediate Similarity NPD5281 Approved
0.7879 Intermediate Similarity NPD5284 Approved
0.7879 Intermediate Similarity NPD7515 Phase 2
0.787 Intermediate Similarity NPD5249 Phase 3
0.787 Intermediate Similarity NPD5247 Approved
0.787 Intermediate Similarity NPD5250 Approved
0.787 Intermediate Similarity NPD5135 Approved
0.787 Intermediate Similarity NPD5169 Approved
0.787 Intermediate Similarity NPD5248 Approved
0.787 Intermediate Similarity NPD5251 Approved
0.787 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7525 Registered
0.7835 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7822 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD5215 Approved
0.7798 Intermediate Similarity NPD5216 Approved
0.7798 Intermediate Similarity NPD5127 Approved
0.7798 Intermediate Similarity NPD5217 Approved
0.7789 Intermediate Similarity NPD4788 Approved
0.7768 Intermediate Similarity NPD6009 Approved
0.7768 Intermediate Similarity NPD7115 Discovery
0.7767 Intermediate Similarity NPD5696 Approved
0.7757 Intermediate Similarity NPD6412 Phase 2
0.7732 Intermediate Similarity NPD4694 Approved
0.7732 Intermediate Similarity NPD6409 Approved
0.7732 Intermediate Similarity NPD6684 Approved
0.7732 Intermediate Similarity NPD5330 Approved
0.7732 Intermediate Similarity NPD5690 Phase 2
0.7732 Intermediate Similarity NPD7521 Approved
0.7732 Intermediate Similarity NPD7334 Approved
0.7732 Intermediate Similarity NPD7146 Approved
0.7732 Intermediate Similarity NPD5280 Approved
0.7732 Intermediate Similarity NPD5279 Phase 3
0.7719 Intermediate Similarity NPD6054 Approved
0.7719 Intermediate Similarity NPD6059 Approved
0.767 Intermediate Similarity NPD7902 Approved
0.7647 Intermediate Similarity NPD5695 Phase 3
0.7589 Intermediate Similarity NPD5167 Approved
0.7586 Intermediate Similarity NPD6370 Approved
0.7576 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD6903 Approved
0.7565 Intermediate Similarity NPD6319 Approved
0.7553 Intermediate Similarity NPD4195 Approved
0.7551 Intermediate Similarity NPD4623 Approved
0.7551 Intermediate Similarity NPD4519 Discontinued
0.7549 Intermediate Similarity NPD7748 Approved
0.7547 Intermediate Similarity NPD7632 Discontinued
0.7544 Intermediate Similarity NPD6335 Approved
0.7526 Intermediate Similarity NPD3668 Phase 3
0.7522 Intermediate Similarity NPD6274 Approved
0.7521 Intermediate Similarity NPD7604 Phase 2
0.75 Intermediate Similarity NPD6673 Approved
0.75 Intermediate Similarity NPD6904 Approved
0.75 Intermediate Similarity NPD5983 Phase 2
0.75 Intermediate Similarity NPD6016 Approved
0.75 Intermediate Similarity NPD6080 Approved
0.75 Intermediate Similarity NPD6015 Approved
0.7478 Intermediate Similarity NPD7101 Approved
0.7478 Intermediate Similarity NPD7100 Approved
0.7458 Intermediate Similarity NPD7492 Approved
0.7456 Intermediate Similarity NPD6317 Approved
0.7449 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD5988 Approved
0.7419 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD6672 Approved
0.74 Intermediate Similarity NPD5737 Approved
0.7395 Intermediate Similarity NPD6616 Approved
0.7395 Intermediate Similarity NPD7507 Approved
0.7395 Intermediate Similarity NPD6336 Discontinued
0.7391 Intermediate Similarity NPD6313 Approved
0.7391 Intermediate Similarity NPD6314 Approved
0.7379 Intermediate Similarity NPD6001 Approved
0.7379 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD7900 Approved
0.7364 Intermediate Similarity NPD5168 Approved
0.7353 Intermediate Similarity NPD8035 Phase 2
0.7353 Intermediate Similarity NPD8034 Phase 2
0.7353 Intermediate Similarity NPD5693 Phase 1
0.735 Intermediate Similarity NPD6908 Approved
0.735 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.735 Intermediate Similarity NPD6909 Approved
0.7333 Intermediate Similarity NPD8293 Discontinued
0.7333 Intermediate Similarity NPD7078 Approved
0.7312 Intermediate Similarity NPD6942 Approved
0.7312 Intermediate Similarity NPD7339 Approved
0.7273 Intermediate Similarity NPD7736 Approved
0.7273 Intermediate Similarity NPD6033 Approved
0.7263 Intermediate Similarity NPD3617 Approved
0.7257 Intermediate Similarity NPD6053 Discontinued
0.7255 Intermediate Similarity NPD4096 Approved
0.7228 Intermediate Similarity NPD5208 Approved
0.7227 Intermediate Similarity NPD6067 Discontinued
0.7222 Intermediate Similarity NPD5091 Approved
0.7216 Intermediate Similarity NPD4139 Approved
0.7216 Intermediate Similarity NPD4692 Approved
0.7213 Intermediate Similarity NPD7319 Approved
0.72 Intermediate Similarity NPD6098 Approved
0.7184 Intermediate Similarity NPD6050 Approved
0.7179 Intermediate Similarity NPD4522 Approved
0.7174 Intermediate Similarity NPD4243 Approved
0.7172 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD5133 Approved
0.7113 Intermediate Similarity NPD6931 Approved
0.7113 Intermediate Similarity NPD4695 Discontinued
0.7113 Intermediate Similarity NPD6930 Phase 2
0.71 Intermediate Similarity NPD5363 Approved
0.7094 Intermediate Similarity NPD7327 Approved
0.7094 Intermediate Similarity NPD7328 Approved
0.7087 Intermediate Similarity NPD5207 Approved
0.7087 Intermediate Similarity NPD5692 Phase 3
0.7087 Intermediate Similarity NPD5785 Approved
0.7083 Intermediate Similarity NPD6118 Approved
0.7083 Intermediate Similarity NPD6114 Approved
0.7083 Intermediate Similarity NPD6697 Approved
0.7083 Intermediate Similarity NPD5784 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   13939876
ChEMBL   CHEMBL2087146
ZINC  

Physicochemical Properties

Molecular Weight:  448.32
ALogP:  -0.5364
MLogP:  3.88
XLogP:  2.56
# Rotatable Bonds:  14
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  32

Download Data

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