Natural Product: NPC474245

Natural Product ID:  NPC474245
Common Name:   Bryosigenin
IUPAC Name:   (3S,8S,9R,10R,13R,14S,17R)-3-hydroxy-17-[(2R)-6-hydroxy-6-methyl-5-oxoheptan-2-yl]-4,4,9,13,14-pentamethyl-1,2,3,7,8,10,12,15,16,17-decahydrocyclopenta[a]phenanthren-11-one
Synonyms:   bryosigenin
Molecular Formula:   C30H48O4
Standard InCHIKey:  UNBQODJTAQAIKF-CQZLHBLCSA-N
Standard InCHI:  InChI=1S/C30H48O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-23,31,34H,9,11-17H2,1-8H3/t18-,19-,21-,22+,23+,28+,29-,30+/m1/s1
Canonical SMILES:  C[C@@H]([C@H]1CC[C@@]2([C@]1(C)CC(=O)[C@@]1([C@H]2CC=C2[C@H]1CC[C@@H](C2(C)C)O)C)C)CCC(=O)C(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
NPO33132 bryonia dioica Species Cucurbitaceae Eukaryota Roots PMID[11858752]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 28.9 % PubChem BioAssay data set
NPT2 Others Unspecified Inhibition = 0 % 9868159
NPT80 Cell Line Raji Homo sapiens Activity = 70 % PubChem BioAssay data set
NPT2 Others Unspecified Inhibition = 73.5 % 9599253
NPT2 Others Unspecified Inhibition = 92.7 % 8946747

  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 NPC474245 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
0.9639 High Similarity NPC51014
0.9529 High Similarity NPC32830
0.9529 High Similarity NPC76879
0.9398 High Similarity NPC221758
0.9398 High Similarity NPC59453
0.9318 High Similarity NPC196485
0.9318 High Similarity NPC245972
0.9302 High Similarity NPC31985
0.9302 High Similarity NPC1015
0.9294 High Similarity NPC475740
0.9176 High Similarity NPC474732
0.9176 High Similarity NPC474733
0.9176 High Similarity NPC145879
0.9176 High Similarity NPC20688
0.9176 High Similarity NPC31564
0.9176 High Similarity NPC474778
0.9157 High Similarity NPC151519
0.9091 High Similarity NPC168027
0.9091 High Similarity NPC185936
0.907 High Similarity NPC58063
0.907 High Similarity NPC90652
0.8989 High Similarity NPC12722
0.8977 High Similarity NPC48010
0.8966 High Similarity NPC53911
0.8966 High Similarity NPC471722
0.8966 High Similarity NPC328313
0.8966 High Similarity NPC193360
0.8966 High Similarity NPC470417
0.8953 High Similarity NPC155011
0.8941 High Similarity NPC85774
0.8941 High Similarity NPC214043
0.8941 High Similarity NPC82902
0.8941 High Similarity NPC237712
0.8929 High Similarity NPC48362
0.8889 High Similarity NPC292793
0.8864 High Similarity NPC26959
0.8864 High Similarity NPC475921
0.8864 High Similarity NPC186688
0.8864 High Similarity NPC310010
0.8864 High Similarity NPC474704
0.8864 High Similarity NPC326627
0.8864 High Similarity NPC268406
0.8851 High Similarity NPC142361
0.8851 High Similarity NPC317590
0.8851 High Similarity NPC474684
0.8837 High Similarity NPC470574
0.8837 High Similarity NPC471224
0.8837 High Similarity NPC474218
0.8837 High Similarity NPC469948
0.8824 High Similarity NPC278648
0.8824 High Similarity NPC476082
0.8817 High Similarity NPC15390
0.8804 High Similarity NPC18509
0.8778 High Similarity NPC475255
0.8764 High Similarity NPC171441
0.8764 High Similarity NPC320026
0.875 High Similarity NPC242864
0.875 High Similarity NPC328539
0.8737 High Similarity NPC191892
0.8737 High Similarity NPC249187
0.8737 High Similarity NPC247957
0.8736 High Similarity NPC94755
0.8736 High Similarity NPC118648
0.8736 High Similarity NPC72133
0.8736 High Similarity NPC469994
0.8736 High Similarity NPC473168
0.8736 High Similarity NPC475022
0.8736 High Similarity NPC327115
0.8736 High Similarity NPC222613
0.8721 High Similarity NPC473246
0.8721 High Similarity NPC472265
0.871 High Similarity NPC191565
0.8696 High Similarity NPC305483
0.8696 High Similarity NPC192428
0.8696 High Similarity NPC49371
0.8696 High Similarity NPC328162
0.8696 High Similarity NPC96859
0.8681 High Similarity NPC111015
0.8681 High Similarity NPC8993
0.8667 High Similarity NPC189520
0.8667 High Similarity NPC86266
0.8667 High Similarity NPC212301
0.8667 High Similarity NPC475806
0.8667 High Similarity NPC473998
0.8667 High Similarity NPC110657
0.8667 High Similarity NPC272746
0.8652 High Similarity NPC122116
0.8652 High Similarity NPC2983
0.8652 High Similarity NPC309603
0.8652 High Similarity NPC86319
0.8652 High Similarity NPC275740
0.8652 High Similarity NPC477943
0.8652 High Similarity NPC119416
0.8652 High Similarity NPC473999
0.8646 High Similarity NPC72255
0.8646 High Similarity NPC137657
0.8636 High Similarity NPC472482
0.8636 High Similarity NPC96496
0.8636 High Similarity NPC187376
0.8636 High Similarity NPC159046
0.8636 High Similarity NPC233836
0.8636 High Similarity NPC472481
0.8636 High Similarity NPC472484
0.8636 High Similarity NPC138756
0.8621 High Similarity NPC197823
0.8621 High Similarity NPC474083
0.8621 High Similarity NPC202868
0.8617 High Similarity NPC83709
0.8617 High Similarity NPC144956
0.8602 High Similarity NPC108078
0.8602 High Similarity NPC291634
0.8602 High Similarity NPC190554
0.8602 High Similarity NPC126815
0.8587 High Similarity NPC469599
0.8587 High Similarity NPC472485
0.8587 High Similarity NPC271195
0.8587 High Similarity NPC473170
0.8571 High Similarity NPC470376
0.8571 High Similarity NPC233118
0.8571 High Similarity NPC215843
0.8571 High Similarity NPC170220
0.8571 High Similarity NPC107674
0.8571 High Similarity NPC141497
0.8571 High Similarity NPC470375
0.8557 High Similarity NPC166607
0.8557 High Similarity NPC257353
0.8556 High Similarity NPC191684
0.8556 High Similarity NPC471896
0.8556 High Similarity NPC126993
0.8556 High Similarity NPC46758
0.8556 High Similarity NPC85173
0.8556 High Similarity NPC469400
0.8554 High Similarity NPC155986
0.8554 High Similarity NPC198968
0.8554 High Similarity NPC318495
0.8539 High Similarity NPC143767
0.8539 High Similarity NPC131470
0.8539 High Similarity NPC44181
0.8539 High Similarity NPC471724
0.8523 High Similarity NPC28252
0.8523 High Similarity NPC55309
0.8523 High Similarity NPC73038
0.8523 High Similarity NPC89077
0.8523 High Similarity NPC94666
0.8506 High Similarity NPC161423
0.8506 High Similarity NPC58841
0.8506 High Similarity NPC25833
0.8506 High Similarity NPC227064
0.8506 High Similarity NPC180834
0.8506 High Similarity NPC144258
0.8506 High Similarity NPC474233
0.8506 High Similarity NPC33913
0.8506 High Similarity NPC321187
0.8506 High Similarity NPC329043
0.8495 Intermediate Similarity NPC157113
0.8495 Intermediate Similarity NPC62516
0.8495 Intermediate Similarity NPC249954
0.8488 Intermediate Similarity NPC212083
0.8488 Intermediate Similarity NPC328351
0.8478 Intermediate Similarity NPC23170
0.8478 Intermediate Similarity NPC166906
0.8478 Intermediate Similarity NPC174051
0.8478 Intermediate Similarity NPC67831
0.8478 Intermediate Similarity NPC49670
0.8471 Intermediate Similarity NPC472478
0.8471 Intermediate Similarity NPC2482
0.8469 Intermediate Similarity NPC165873
0.8469 Intermediate Similarity NPC185
0.8462 Intermediate Similarity NPC155304
0.8462 Intermediate Similarity NPC297265
0.8462 Intermediate Similarity NPC131872
0.8462 Intermediate Similarity NPC474525
0.8462 Intermediate Similarity NPC262870
0.8462 Intermediate Similarity NPC154101
0.8462 Intermediate Similarity NPC26888
0.8454 Intermediate Similarity NPC160843
0.8452 Intermediate Similarity NPC82635
0.8444 Intermediate Similarity NPC128496
0.8444 Intermediate Similarity NPC469319
0.8444 Intermediate Similarity NPC229871
0.8444 Intermediate Similarity NPC84271
0.8444 Intermediate Similarity NPC102414
0.8444 Intermediate Similarity NPC77168
0.8438 Intermediate Similarity NPC477054
0.8438 Intermediate Similarity NPC87351
0.8438 Intermediate Similarity NPC185530
0.8434 Intermediate Similarity NPC107059
0.8434 Intermediate Similarity NPC300324
0.8434 Intermediate Similarity NPC240604
0.8434 Intermediate Similarity NPC321016
0.8434 Intermediate Similarity NPC321381
0.8427 Intermediate Similarity NPC141292
0.8427 Intermediate Similarity NPC73064
0.8427 Intermediate Similarity NPC469317
0.8427 Intermediate Similarity NPC241875
0.8427 Intermediate Similarity NPC469314
0.8427 Intermediate Similarity NPC93778
0.8421 Intermediate Similarity NPC110149
0.8421 Intermediate Similarity NPC154072
0.8421 Intermediate Similarity NPC327431

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474245 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
0.9398 High Similarity NPD4786 Approved
0.9157 High Similarity NPD3667 Approved
0.8864 High Similarity NPD4753 Phase 2
0.8864 High Similarity NPD5328 Approved
0.8804 High Similarity NPD4755 Approved
0.8736 High Similarity NPD3618 Phase 1
0.8696 High Similarity NPD5222 Approved
0.8696 High Similarity NPD5220 Clinical (unspecified phase)
0.8696 High Similarity NPD5221 Approved
0.8696 High Similarity NPD4697 Phase 3
0.8667 High Similarity NPD6079 Approved
0.8621 High Similarity NPD5329 Approved
0.8617 High Similarity NPD5285 Approved
0.8617 High Similarity NPD5286 Approved
0.8617 High Similarity NPD4700 Approved
0.8617 High Similarity NPD4696 Approved
0.8602 High Similarity NPD5173 Approved
0.8571 High Similarity NPD6399 Phase 3
0.8571 High Similarity NPD4202 Approved
0.8526 High Similarity NPD5223 Approved
0.8523 High Similarity NPD5279 Phase 3
0.8506 High Similarity NPD3133 Approved
0.8506 High Similarity NPD3668 Phase 3
0.8506 High Similarity NPD3665 Phase 1
0.8506 High Similarity NPD3666 Approved
0.8506 High Similarity NPD4197 Approved
0.8438 Intermediate Similarity NPD5226 Approved
0.8438 Intermediate Similarity NPD5224 Approved
0.8438 Intermediate Similarity NPD5225 Approved
0.8438 Intermediate Similarity NPD5211 Phase 2
0.8438 Intermediate Similarity NPD4633 Approved
0.8404 Intermediate Similarity NPD6084 Phase 2
0.8404 Intermediate Similarity NPD6083 Phase 2
0.8387 Intermediate Similarity NPD4629 Approved
0.8387 Intermediate Similarity NPD5210 Approved
0.8367 Intermediate Similarity NPD5739 Approved
0.8367 Intermediate Similarity NPD6675 Approved
0.8367 Intermediate Similarity NPD6402 Approved
0.8367 Intermediate Similarity NPD7128 Approved
0.8351 Intermediate Similarity NPD5175 Approved
0.8351 Intermediate Similarity NPD5174 Approved
0.8351 Intermediate Similarity NPD4754 Approved
0.8313 Intermediate Similarity NPD7339 Approved
0.8313 Intermediate Similarity NPD6942 Approved
0.8276 Intermediate Similarity NPD4221 Approved
0.8276 Intermediate Similarity NPD4223 Phase 3
0.8265 Intermediate Similarity NPD5141 Approved
0.8256 Intermediate Similarity NPD7525 Registered
0.82 Intermediate Similarity NPD7320 Approved
0.82 Intermediate Similarity NPD6899 Approved
0.82 Intermediate Similarity NPD6881 Approved
0.8182 Intermediate Similarity NPD4767 Approved
0.8182 Intermediate Similarity NPD4768 Approved
0.8132 Intermediate Similarity NPD6672 Approved
0.8132 Intermediate Similarity NPD5737 Approved
0.8119 Intermediate Similarity NPD6373 Approved
0.8119 Intermediate Similarity NPD6372 Approved
0.8111 Intermediate Similarity NPD5280 Approved
0.8111 Intermediate Similarity NPD4694 Approved
0.8111 Intermediate Similarity NPD5690 Phase 2
0.81 Intermediate Similarity NPD5697 Approved
0.81 Intermediate Similarity NPD5701 Approved
0.8065 Intermediate Similarity NPD7515 Phase 2
0.8046 Intermediate Similarity NPD4695 Discontinued
0.8039 Intermediate Similarity NPD7102 Approved
0.8039 Intermediate Similarity NPD7290 Approved
0.8039 Intermediate Similarity NPD6883 Approved
0.8023 Intermediate Similarity NPD3617 Approved
0.802 Intermediate Similarity NPD5128 Approved
0.802 Intermediate Similarity NPD4730 Approved
0.802 Intermediate Similarity NPD4729 Approved
0.802 Intermediate Similarity NPD6011 Approved
0.8 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5695 Phase 3
0.7978 Intermediate Similarity NPD4788 Approved
0.7961 Intermediate Similarity NPD8130 Phase 1
0.7961 Intermediate Similarity NPD6617 Approved
0.7961 Intermediate Similarity NPD6869 Approved
0.7961 Intermediate Similarity NPD6649 Approved
0.7961 Intermediate Similarity NPD6847 Approved
0.7961 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7961 Intermediate Similarity NPD6650 Approved
0.7941 Intermediate Similarity NPD6012 Approved
0.7941 Intermediate Similarity NPD6014 Approved
0.7941 Intermediate Similarity NPD6013 Approved
0.7938 Intermediate Similarity NPD5696 Approved
0.7912 Intermediate Similarity NPD5205 Approved
0.7912 Intermediate Similarity NPD4688 Approved
0.7912 Intermediate Similarity NPD6098 Approved
0.7912 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7912 Intermediate Similarity NPD4689 Approved
0.7912 Intermediate Similarity NPD4693 Phase 3
0.7912 Intermediate Similarity NPD4138 Approved
0.7912 Intermediate Similarity NPD4690 Approved
0.7885 Intermediate Similarity NPD8297 Approved
0.7885 Intermediate Similarity NPD6882 Approved
0.7864 Intermediate Similarity NPD5135 Approved
0.7864 Intermediate Similarity NPD5248 Approved
0.7864 Intermediate Similarity NPD5247 Approved
0.7864 Intermediate Similarity NPD5169 Approved
0.7864 Intermediate Similarity NPD5249 Phase 3
0.7864 Intermediate Similarity NPD4634 Approved
0.7864 Intermediate Similarity NPD5250 Approved
0.7864 Intermediate Similarity NPD5251 Approved
0.7864 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD6080 Approved
0.7849 Intermediate Similarity NPD6904 Approved
0.7849 Intermediate Similarity NPD6673 Approved
0.7843 Intermediate Similarity NPD5168 Approved
0.7788 Intermediate Similarity NPD5217 Approved
0.7788 Intermediate Similarity NPD5127 Approved
0.7788 Intermediate Similarity NPD5216 Approved
0.7788 Intermediate Similarity NPD5215 Approved
0.7765 Intermediate Similarity NPD6924 Approved
0.7765 Intermediate Similarity NPD6926 Approved
0.7717 Intermediate Similarity NPD7521 Approved
0.7717 Intermediate Similarity NPD7334 Approved
0.7717 Intermediate Similarity NPD7146 Approved
0.7717 Intermediate Similarity NPD6409 Approved
0.7717 Intermediate Similarity NPD6684 Approved
0.7717 Intermediate Similarity NPD5330 Approved
0.7708 Intermediate Similarity NPD7748 Approved
0.7642 Intermediate Similarity NPD4632 Approved
0.7619 Intermediate Similarity NPD4789 Approved
0.7586 Intermediate Similarity NPD6933 Approved
0.757 Intermediate Similarity NPD5167 Approved
0.7558 Intermediate Similarity NPD4785 Approved
0.7558 Intermediate Similarity NPD4784 Approved
0.7556 Intermediate Similarity NPD4139 Approved
0.7556 Intermediate Similarity NPD4692 Approved
0.7553 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD6903 Approved
0.7529 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD4243 Approved
0.7528 Intermediate Similarity NPD4195 Approved
0.7523 Intermediate Similarity NPD6335 Approved
0.75 Intermediate Similarity NPD5281 Approved
0.75 Intermediate Similarity NPD8035 Phase 2
0.75 Intermediate Similarity NPD6050 Approved
0.75 Intermediate Similarity NPD8034 Phase 2
0.75 Intermediate Similarity NPD6868 Approved
0.75 Intermediate Similarity NPD6274 Approved
0.75 Intermediate Similarity NPD5693 Phase 1
0.75 Intermediate Similarity NPD5284 Approved
0.7475 Intermediate Similarity NPD7902 Approved
0.7474 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7101 Approved
0.7455 Intermediate Similarity NPD7100 Approved
0.7449 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7447 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD7115 Discovery
0.7431 Intermediate Similarity NPD6317 Approved
0.7431 Intermediate Similarity NPD6009 Approved
0.7423 Intermediate Similarity NPD5133 Approved
0.7412 Intermediate Similarity NPD4747 Approved
0.74 Intermediate Similarity NPD7638 Approved
0.7396 Intermediate Similarity NPD5692 Phase 3
0.7387 Intermediate Similarity NPD6054 Approved
0.7387 Intermediate Similarity NPD6059 Approved
0.7386 Intermediate Similarity NPD6117 Approved
0.7364 Intermediate Similarity NPD6313 Approved
0.7364 Intermediate Similarity NPD6314 Approved
0.7353 Intermediate Similarity NPD5091 Approved
0.734 Intermediate Similarity NPD4519 Discontinued
0.734 Intermediate Similarity NPD4623 Approved
0.7333 Intermediate Similarity NPD7645 Phase 2
0.7327 Intermediate Similarity NPD7639 Approved
0.7327 Intermediate Similarity NPD7640 Approved
0.7326 Intermediate Similarity NPD7151 Approved
0.7326 Intermediate Similarity NPD7152 Approved
0.7326 Intermediate Similarity NPD7150 Approved
0.7321 Intermediate Similarity NPD6909 Approved
0.7321 Intermediate Similarity NPD6908 Approved
0.732 Intermediate Similarity NPD5694 Approved
0.7308 Intermediate Similarity NPD6008 Approved
0.7303 Intermediate Similarity NPD6116 Phase 1
0.7294 Intermediate Similarity NPD6922 Approved
0.7294 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7294 Intermediate Similarity NPD4137 Phase 3
0.7294 Intermediate Similarity NPD6923 Approved
0.7294 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD6370 Approved
0.7253 Intermediate Similarity NPD4748 Discontinued
0.7253 Intermediate Similarity NPD6930 Phase 2
0.7253 Intermediate Similarity NPD6931 Approved
0.7253 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7238 Intermediate Similarity NPD6412 Phase 2
0.7232 Intermediate Similarity NPD6319 Approved
0.7229 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6118 Approved
0.7222 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6115 Approved
0.7222 Intermediate Similarity NPD6114 Approved
0.7222 Intermediate Similarity NPD6697 Approved
0.7216 Intermediate Similarity NPD4096 Approved
0.7209 Intermediate Similarity NPD7144 Approved
0.7209 Intermediate Similarity NPD7143 Approved
0.7209 Intermediate Similarity NPD4244 Approved

Structure

External Identifiers

PubChem CID   44584116
ChEMBL   CHEMBL464139
ZINC  

Physicochemical Properties

Molecular Weight:  472.36
ALogP:  1.609
MLogP:  4.32
XLogP:  5.042
# Rotatable Bonds:  15
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  34

Download Data

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