Natural Product: NPC229976

Natural Product ID:  NPC229976
Common Name:   Gypensapogenin A
IUPAC Name:  
Synonyms:   Gypensapogenin A
Molecular Formula:   C30H42O2
Standard InCHIKey:  PYGRZYXAMLFMOS-IBMFSSKUSA-N
Standard InCHI:  InChI=1S/C30H42O2/c1-17(2)18-7-8-20(27(18)31)19-13-15-29(5)21(19)9-10-23-26-22(14-16-30(23,29)6)28(3,4)25-12-11-24(26)32-25/h8,19,21,23-25H,7,9-16H2,1-6H3/t19-,21-,23-,24-,25+,29-,30-/m1/s1
Canonical SMILES:  CC(=C1CC=C(C1=O)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CCC2=C1[C@H]1CC[C@H](O1)C2(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
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota PMID[22342101]
NPO918 Dahlia pinnata Species Asteraceae Eukaryota UNPD*
NPO4305 Pertusaria wulfenii Species Pertusariaceae Eukaryota UNPD*
NPO12934 Gynostemma pentaphyllum Species Cucurbitaceae Eukaryota UNPD*
NPO16506 Synotis alata Species Asteraceae Eukaryota UNPD*
NPO11990 Coleostephus myconis Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 71170 nM 22342101
NPT2 Others Unspecified IC50 > 100000 nM 22342101
NPT2 Others Unspecified IC50 = 44420 nM 22342101
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 19700 nM 23177789

  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 NPC229976 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
0.9884 High Similarity NPC190442
0.908 High Similarity NPC470050
0.908 High Similarity NPC470051
0.8736 High Similarity NPC470047
0.8736 High Similarity NPC470046
0.8539 High Similarity NPC470048
0.8511 High Similarity NPC33473
0.8478 Intermediate Similarity NPC273199
0.8454 Intermediate Similarity NPC310981
0.837 Intermediate Similarity NPC177141
0.8333 Intermediate Similarity NPC151488
0.8317 Intermediate Similarity NPC220155
0.828 Intermediate Similarity NPC220454
0.828 Intermediate Similarity NPC212679
0.828 Intermediate Similarity NPC469595
0.8261 Intermediate Similarity NPC226863
0.8247 Intermediate Similarity NPC252295
0.8247 Intermediate Similarity NPC98868
0.8222 Intermediate Similarity NPC475100
0.82 Intermediate Similarity NPC189616
0.82 Intermediate Similarity NPC294259
0.8132 Intermediate Similarity NPC137493
0.8132 Intermediate Similarity NPC470223
0.8132 Intermediate Similarity NPC189311
0.8125 Intermediate Similarity NPC281134
0.8119 Intermediate Similarity NPC127790
0.8111 Intermediate Similarity NPC193198
0.8111 Intermediate Similarity NPC22611
0.8105 Intermediate Similarity NPC474736
0.8105 Intermediate Similarity NPC475657
0.81 Intermediate Similarity NPC168575
0.8085 Intermediate Similarity NPC306168
0.8085 Intermediate Similarity NPC49946
0.8085 Intermediate Similarity NPC48010
0.8065 Intermediate Similarity NPC28227
0.8065 Intermediate Similarity NPC215831
0.8043 Intermediate Similarity NPC220478
0.8043 Intermediate Similarity NPC474778
0.8043 Intermediate Similarity NPC474733
0.8043 Intermediate Similarity NPC145879
0.8043 Intermediate Similarity NPC195640
0.8043 Intermediate Similarity NPC474732
0.8043 Intermediate Similarity NPC31564
0.8041 Intermediate Similarity NPC307164
0.8039 Intermediate Similarity NPC91034
0.8022 Intermediate Similarity NPC473246
0.8022 Intermediate Similarity NPC100391
0.8022 Intermediate Similarity NPC214043
0.8022 Intermediate Similarity NPC85774
0.8 Intermediate Similarity NPC218301
0.8 Intermediate Similarity NPC475320
0.798 Intermediate Similarity NPC201406
0.798 Intermediate Similarity NPC470906
0.7979 Intermediate Similarity NPC288699
0.7979 Intermediate Similarity NPC285982
0.7979 Intermediate Similarity NPC309603
0.7979 Intermediate Similarity NPC473999
0.7979 Intermediate Similarity NPC73995
0.7979 Intermediate Similarity NPC474844
0.7959 Intermediate Similarity NPC202705
0.7959 Intermediate Similarity NPC476253
0.7959 Intermediate Similarity NPC292133
0.7957 Intermediate Similarity NPC58063
0.7957 Intermediate Similarity NPC475740
0.7955 Intermediate Similarity NPC469996
0.7935 Intermediate Similarity NPC323765
0.7935 Intermediate Similarity NPC471224
0.7935 Intermediate Similarity NPC474083
0.7935 Intermediate Similarity NPC469948
0.7917 Intermediate Similarity NPC475700
0.79 Intermediate Similarity NPC99411
0.79 Intermediate Similarity NPC168319
0.79 Intermediate Similarity NPC194028
0.7895 Intermediate Similarity NPC126993
0.7895 Intermediate Similarity NPC469372
0.7895 Intermediate Similarity NPC152467
0.7879 Intermediate Similarity NPC176845
0.7872 Intermediate Similarity NPC478261
0.7872 Intermediate Similarity NPC471722
0.7872 Intermediate Similarity NPC478260
0.7872 Intermediate Similarity NPC478259
0.7865 Intermediate Similarity NPC476177
0.7864 Intermediate Similarity NPC475294
0.7857 Intermediate Similarity NPC322063
0.7857 Intermediate Similarity NPC112654
0.785 Intermediate Similarity NPC474181
0.7849 Intermediate Similarity NPC264127
0.7849 Intermediate Similarity NPC118648
0.7849 Intermediate Similarity NPC222613
0.7849 Intermediate Similarity NPC475022
0.7835 Intermediate Similarity NPC56525
0.7835 Intermediate Similarity NPC477130
0.7835 Intermediate Similarity NPC477129
0.7826 Intermediate Similarity NPC221758
0.7826 Intermediate Similarity NPC59453
0.7826 Intermediate Similarity NPC472265
0.7826 Intermediate Similarity NPC30486
0.7812 Intermediate Similarity NPC473998
0.7812 Intermediate Similarity NPC475806
0.781 Intermediate Similarity NPC473627
0.781 Intermediate Similarity NPC37116
0.781 Intermediate Similarity NPC29133
0.7802 Intermediate Similarity NPC327969
0.7802 Intermediate Similarity NPC321289
0.7802 Intermediate Similarity NPC178676
0.7802 Intermediate Similarity NPC100297
0.7802 Intermediate Similarity NPC186276
0.78 Intermediate Similarity NPC476303
0.7789 Intermediate Similarity NPC268406
0.7789 Intermediate Similarity NPC186688
0.7789 Intermediate Similarity NPC26959
0.7789 Intermediate Similarity NPC1015
0.7789 Intermediate Similarity NPC284561
0.7789 Intermediate Similarity NPC31985
0.7789 Intermediate Similarity NPC119416
0.7789 Intermediate Similarity NPC5509
0.7788 Intermediate Similarity NPC177064
0.7778 Intermediate Similarity NPC475894
0.7778 Intermediate Similarity NPC195424
0.7778 Intermediate Similarity NPC253826
0.7778 Intermediate Similarity NPC110937
0.7778 Intermediate Similarity NPC187159
0.7767 Intermediate Similarity NPC60681
0.7766 Intermediate Similarity NPC93778
0.7766 Intermediate Similarity NPC167877
0.7755 Intermediate Similarity NPC472932
0.7755 Intermediate Similarity NPC280877
0.7755 Intermediate Similarity NPC171395
0.7753 Intermediate Similarity NPC470052
0.7745 Intermediate Similarity NPC470954
0.7745 Intermediate Similarity NPC176883
0.7745 Intermediate Similarity NPC36688
0.7745 Intermediate Similarity NPC476237
0.7745 Intermediate Similarity NPC112009
0.7745 Intermediate Similarity NPC180204
0.7742 Intermediate Similarity NPC110405
0.7742 Intermediate Similarity NPC476678
0.7742 Intermediate Similarity NPC177932
0.7736 Intermediate Similarity NPC474315
0.7736 Intermediate Similarity NPC470961
0.7732 Intermediate Similarity NPC109305
0.7732 Intermediate Similarity NPC69454
0.7732 Intermediate Similarity NPC79117
0.7732 Intermediate Similarity NPC250575
0.7732 Intermediate Similarity NPC37816
0.7732 Intermediate Similarity NPC472930
0.7708 Intermediate Similarity NPC8062
0.7708 Intermediate Similarity NPC38952
0.7708 Intermediate Similarity NPC69622
0.7708 Intermediate Similarity NPC191684
0.7708 Intermediate Similarity NPC85173
0.7706 Intermediate Similarity NPC284068
0.77 Intermediate Similarity NPC166745
0.77 Intermediate Similarity NPC235464
0.77 Intermediate Similarity NPC197386
0.7684 Intermediate Similarity NPC477128
0.7684 Intermediate Similarity NPC97884
0.7684 Intermediate Similarity NPC472220
0.7677 Intermediate Similarity NPC78473
0.7677 Intermediate Similarity NPC328371
0.7677 Intermediate Similarity NPC111684
0.7677 Intermediate Similarity NPC58052
0.7677 Intermediate Similarity NPC472941
0.7677 Intermediate Similarity NPC456
0.7677 Intermediate Similarity NPC117133
0.767 Intermediate Similarity NPC472868
0.767 Intermediate Similarity NPC228669
0.767 Intermediate Similarity NPC164835
0.7664 Intermediate Similarity NPC191620
0.7664 Intermediate Similarity NPC69291
0.7664 Intermediate Similarity NPC236217
0.766 Intermediate Similarity NPC72133
0.766 Intermediate Similarity NPC194417
0.766 Intermediate Similarity NPC469994
0.766 Intermediate Similarity NPC51014
0.7653 Intermediate Similarity NPC166143
0.7653 Intermediate Similarity NPC8993
0.7653 Intermediate Similarity NPC470697
0.7653 Intermediate Similarity NPC120351
0.7653 Intermediate Similarity NPC471994
0.7653 Intermediate Similarity NPC471720
0.7653 Intermediate Similarity NPC53685
0.7647 Intermediate Similarity NPC185530
0.7636 Intermediate Similarity NPC475913
0.7634 Intermediate Similarity NPC58841
0.7634 Intermediate Similarity NPC161423
0.7634 Intermediate Similarity NPC227064
0.7634 Intermediate Similarity NPC82902
0.7634 Intermediate Similarity NPC320801
0.7634 Intermediate Similarity NPC33913
0.7634 Intermediate Similarity NPC237712
0.7634 Intermediate Similarity NPC238197
0.7634 Intermediate Similarity NPC329043
0.7634 Intermediate Similarity NPC321187
0.7629 Intermediate Similarity NPC233116
0.7629 Intermediate Similarity NPC49420
0.7629 Intermediate Similarity NPC472975
0.7629 Intermediate Similarity NPC65513
0.7629 Intermediate Similarity NPC272746
0.7629 Intermediate Similarity NPC303697

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC229976 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
0.8065 Intermediate Similarity NPD6903 Approved
0.8043 Intermediate Similarity NPD5330 Approved
0.8043 Intermediate Similarity NPD7146 Approved
0.8043 Intermediate Similarity NPD7334 Approved
0.8043 Intermediate Similarity NPD6684 Approved
0.8043 Intermediate Similarity NPD7521 Approved
0.8043 Intermediate Similarity NPD6409 Approved
0.7872 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7872 Intermediate Similarity NPD6672 Approved
0.7872 Intermediate Similarity NPD5737 Approved
0.7826 Intermediate Similarity NPD4786 Approved
0.7742 Intermediate Similarity NPD1694 Approved
0.7634 Intermediate Similarity NPD3665 Phase 1
0.7634 Intermediate Similarity NPD3133 Approved
0.7634 Intermediate Similarity NPD3666 Approved
0.7629 Intermediate Similarity NPD6079 Approved
0.7629 Intermediate Similarity NPD5693 Phase 1
0.7609 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7609 Intermediate Similarity NPD3667 Approved
0.7604 Intermediate Similarity NPD5328 Approved
0.7576 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD6399 Phase 3
0.7526 Intermediate Similarity NPD5207 Approved
0.7474 Intermediate Similarity NPD5279 Phase 3
0.7474 Intermediate Similarity NPD3618 Phase 1
0.7447 Intermediate Similarity NPD3668 Phase 3
0.7423 Intermediate Similarity NPD6904 Approved
0.7423 Intermediate Similarity NPD6673 Approved
0.7423 Intermediate Similarity NPD6080 Approved
0.7419 Intermediate Similarity NPD4223 Phase 3
0.7419 Intermediate Similarity NPD4221 Approved
0.7387 Intermediate Similarity NPD7115 Discovery
0.7368 Intermediate Similarity NPD5329 Approved
0.7356 Intermediate Similarity NPD4747 Approved
0.7356 Intermediate Similarity NPD4691 Approved
0.732 Intermediate Similarity NPD5208 Approved
0.7303 Intermediate Similarity NPD5733 Approved
0.73 Intermediate Similarity NPD6001 Approved
0.7292 Intermediate Similarity NPD6098 Approved
0.7292 Intermediate Similarity NPD5690 Phase 2
0.7273 Intermediate Similarity NPD6050 Approved
0.7264 Intermediate Similarity NPD6008 Approved
0.7263 Intermediate Similarity NPD4197 Approved
0.7255 Intermediate Similarity NPD6083 Phase 2
0.7255 Intermediate Similarity NPD6084 Phase 2
0.7245 Intermediate Similarity NPD4753 Phase 2
0.7245 Intermediate Similarity NPD6051 Approved
0.7241 Intermediate Similarity NPD4137 Phase 3
0.7228 Intermediate Similarity NPD5695 Phase 3
0.72 Intermediate Similarity NPD4202 Approved
0.7184 Intermediate Similarity NPD7638 Approved
0.7172 Intermediate Similarity NPD5692 Phase 3
0.7157 Intermediate Similarity NPD5221 Approved
0.7157 Intermediate Similarity NPD5222 Approved
0.7157 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7640 Approved
0.7115 Intermediate Similarity NPD7639 Approved
0.7113 Intermediate Similarity NPD4689 Approved
0.7113 Intermediate Similarity NPD4623 Approved
0.7113 Intermediate Similarity NPD4694 Approved
0.7113 Intermediate Similarity NPD4693 Phase 3
0.7113 Intermediate Similarity NPD4519 Discontinued
0.7113 Intermediate Similarity NPD5280 Approved
0.7113 Intermediate Similarity NPD4690 Approved
0.7113 Intermediate Similarity NPD4138 Approved
0.7113 Intermediate Similarity NPD5205 Approved
0.7113 Intermediate Similarity NPD4688 Approved
0.7111 Intermediate Similarity NPD4058 Approved
0.7111 Intermediate Similarity NPD4687 Approved
0.71 Intermediate Similarity NPD5694 Approved
0.7087 Intermediate Similarity NPD5173 Approved
0.7079 Intermediate Similarity NPD5276 Approved
0.7059 Intermediate Similarity NPD5210 Approved
0.7059 Intermediate Similarity NPD4629 Approved
0.7027 Intermediate Similarity NPD6053 Discontinued
0.7021 Intermediate Similarity NPD4695 Discontinued
0.7019 Intermediate Similarity NPD5696 Approved
0.699 Remote Similarity NPD4697 Phase 3
0.6989 Remote Similarity NPD3617 Approved
0.6981 Remote Similarity NPD5211 Phase 2
0.6979 Remote Similarity NPD4788 Approved
0.6972 Remote Similarity NPD6899 Approved
0.6972 Remote Similarity NPD6881 Approved
0.6972 Remote Similarity NPD7320 Approved
0.6961 Remote Similarity NPD7900 Approved
0.6961 Remote Similarity NPD7748 Approved
0.6961 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5285 Approved
0.6952 Remote Similarity NPD5286 Approved
0.6952 Remote Similarity NPD4696 Approved
0.6944 Remote Similarity NPD7128 Approved
0.6944 Remote Similarity NPD6675 Approved
0.6944 Remote Similarity NPD6402 Approved
0.6944 Remote Similarity NPD5739 Approved
0.6939 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4755 Approved
0.6916 Remote Similarity NPD6052 Approved
0.6915 Remote Similarity NPD4195 Approved
0.6887 Remote Similarity NPD5223 Approved
0.6881 Remote Similarity NPD5697 Approved
0.6869 Remote Similarity NPD3573 Approved
0.6864 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6852 Remote Similarity NPD5141 Approved
0.6848 Remote Similarity NPD7339 Approved
0.6848 Remote Similarity NPD6942 Approved
0.6847 Remote Similarity NPD7290 Approved
0.6847 Remote Similarity NPD7102 Approved
0.6847 Remote Similarity NPD6883 Approved
0.6832 Remote Similarity NPD5785 Approved
0.6822 Remote Similarity NPD5225 Approved
0.6822 Remote Similarity NPD5224 Approved
0.6822 Remote Similarity NPD4633 Approved
0.6822 Remote Similarity NPD5226 Approved
0.6818 Remote Similarity NPD6011 Approved
0.6792 Remote Similarity NPD4700 Approved
0.6786 Remote Similarity NPD8130 Phase 1
0.6786 Remote Similarity NPD6847 Approved
0.6786 Remote Similarity NPD6650 Approved
0.6786 Remote Similarity NPD6869 Approved
0.6786 Remote Similarity NPD6649 Approved
0.6786 Remote Similarity NPD6617 Approved
0.6765 Remote Similarity NPD5284 Approved
0.6765 Remote Similarity NPD5281 Approved
0.6765 Remote Similarity NPD7515 Phase 2
0.6762 Remote Similarity NPD7902 Approved
0.6759 Remote Similarity NPD5174 Approved
0.6759 Remote Similarity NPD5175 Approved
0.6757 Remote Similarity NPD6014 Approved
0.6757 Remote Similarity NPD6372 Approved
0.6757 Remote Similarity NPD6012 Approved
0.6757 Remote Similarity NPD6013 Approved
0.6757 Remote Similarity NPD6373 Approved
0.6742 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6733 Remote Similarity NPD1695 Approved
0.6731 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6731 Remote Similarity NPD5654 Approved
0.6727 Remote Similarity NPD6412 Phase 2
0.6727 Remote Similarity NPD5701 Approved
0.6726 Remote Similarity NPD8297 Approved
0.6726 Remote Similarity NPD6882 Approved
0.6698 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD4096 Approved
0.6667 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD8039 Approved
0.6637 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6636 Remote Similarity NPD6404 Discontinued
0.6634 Remote Similarity NPD4518 Approved
0.6633 Remote Similarity NPD5362 Discontinued
0.661 Remote Similarity NPD6054 Approved
0.6606 Remote Similarity NPD4754 Approved
0.6604 Remote Similarity NPD5959 Approved
0.6598 Remote Similarity NPD4139 Approved
0.6598 Remote Similarity NPD4692 Approved
0.6596 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6577 Remote Similarity NPD6614 Approved
0.6552 Remote Similarity NPD6868 Approved
0.6538 Remote Similarity NPD5133 Approved
0.6531 Remote Similarity NPD5209 Approved
0.6518 Remote Similarity NPD5168 Approved
0.6518 Remote Similarity NPD4729 Approved
0.6518 Remote Similarity NPD4730 Approved
0.6518 Remote Similarity NPD5128 Approved
0.6514 Remote Similarity NPD7632 Discontinued
0.65 Remote Similarity NPD7520 Clinical (unspecified phase)
0.65 Remote Similarity NPD6370 Approved
0.6486 Remote Similarity NPD4768 Approved
0.6486 Remote Similarity NPD4767 Approved
0.6476 Remote Similarity NPD5282 Discontinued
0.6471 Remote Similarity NPD6059 Approved
0.6465 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6458 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6442 Remote Similarity NPD8035 Phase 2
0.6442 Remote Similarity NPD8034 Phase 2
0.6441 Remote Similarity NPD6335 Approved
0.6423 Remote Similarity NPD7078 Approved
0.6417 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6417 Remote Similarity NPD6015 Approved
0.6417 Remote Similarity NPD6016 Approved
0.641 Remote Similarity NPD6274 Approved
0.6408 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4634 Approved
0.6404 Remote Similarity NPD5247 Approved
0.6404 Remote Similarity NPD5169 Approved
0.6404 Remote Similarity NPD5248 Approved
0.6404 Remote Similarity NPD5135 Approved
0.6404 Remote Similarity NPD5251 Approved
0.6404 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6404 Remote Similarity NPD5249 Phase 3
0.6404 Remote Similarity NPD5250 Approved
0.6393 Remote Similarity NPD7492 Approved
0.6387 Remote Similarity NPD7100 Approved
0.6387 Remote Similarity NPD7101 Approved
0.6383 Remote Similarity NPD6926 Approved
0.6383 Remote Similarity NPD6924 Approved
0.6383 Remote Similarity NPD4785 Approved
0.6383 Remote Similarity NPD4784 Approved
0.6379 Remote Similarity NPD4632 Approved
0.6379 Remote Similarity NPD6858 Approved
0.6379 Remote Similarity NPD7094 Approved
0.6373 Remote Similarity NPD4751 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   57403926
ChEMBL   CHEMBL1951707
ZINC  

Physicochemical Properties

Molecular Weight:  434.32
ALogP:  3.149
MLogP:  4.54
XLogP:  6.665
# Rotatable Bonds:  7
Polar Surface Area:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  32

Download Data

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