Natural Product: NPC155011

Natural Product ID:  NPC155011
Common Name:   3Beta-Hydroxy-Delta5-Cholenic Acid
IUPAC Name:   (4R)-4-[(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Synonyms:  
Molecular Formula:   C24H38O3
Standard InCHIKey:  HIAJCGFYHIANNA-QIZZZRFXSA-N
Standard InCHI:  InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h5,15,17-21,25H,4,6-14H2,1-3H3,(H,26,27)/t15-,17+,18+,19-,20+,21+,23+,24-/m1/s1
Canonical SMILES:  O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](CCC(=O)O)C)C)C1)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
NPO1797 Homo sapiens Species Hominidae Eukaryota saliva DOI[10.1007/s11306-015-0840-5]
NPO1797 Homo sapiens Species Hominidae Eukaryota urine PMID[24023812]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1794 Individual Protein LXR-alpha Homo sapiens EC50 = 3000 nM 11300870
NPT2 Others Unspecified EC50 > 10000 nM 23830695
NPT3225 Individual Protein Ephrin type-A receptor 2 Homo sapiens IC50 = 39810.72 nM 26363867

  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 NPC155011 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
0.9634 High Similarity NPC474684
0.9634 High Similarity NPC142361
0.9506 High Similarity NPC221758
0.9506 High Similarity NPC59453
0.9405 High Similarity NPC474704
0.9405 High Similarity NPC475921
0.9398 High Similarity NPC159046
0.9398 High Similarity NPC233836
0.9398 High Similarity NPC187376
0.9286 High Similarity NPC242864
0.9277 High Similarity NPC474778
0.9277 High Similarity NPC31564
0.9277 High Similarity NPC55309
0.9277 High Similarity NPC474733
0.9277 High Similarity NPC28252
0.9277 High Similarity NPC145879
0.9277 High Similarity NPC474732
0.9277 High Similarity NPC51014
0.9268 High Similarity NPC165064
0.9259 High Similarity NPC151519
0.9186 High Similarity NPC189520
0.9176 High Similarity NPC102414
0.9176 High Similarity NPC77168
0.9176 High Similarity NPC128496
0.9176 High Similarity NPC84271
0.9167 High Similarity NPC58063
0.9167 High Similarity NPC475740
0.9167 High Similarity NPC96496
0.9136 High Similarity NPC147066
0.9091 High Similarity NPC469599
0.908 High Similarity NPC470376
0.908 High Similarity NPC470375
0.908 High Similarity NPC470224
0.907 High Similarity NPC471896
0.9059 High Similarity NPC328313
0.9048 High Similarity NPC264127
0.9036 High Similarity NPC82902
0.9036 High Similarity NPC85774
0.9036 High Similarity NPC214043
0.9024 High Similarity NPC260956
0.8966 High Similarity NPC154101
0.8966 High Similarity NPC26888
0.8966 High Similarity NPC212301
0.8966 High Similarity NPC86266
0.8966 High Similarity NPC110657
0.8953 High Similarity NPC268406
0.8953 High Similarity NPC31985
0.8953 High Similarity NPC1015
0.8953 High Similarity NPC474245
0.8953 High Similarity NPC76879
0.8953 High Similarity NPC32830
0.8953 High Similarity NPC26959
0.8953 High Similarity NPC186688
0.8941 High Similarity NPC71507
0.8929 High Similarity NPC469948
0.8929 High Similarity NPC471224
0.8929 High Similarity NPC474218
0.8916 High Similarity NPC245866
0.8916 High Similarity NPC476082
0.8916 High Similarity NPC278648
0.8902 High Similarity NPC201912
0.8902 High Similarity NPC38350
0.8902 High Similarity NPC473420
0.8889 High Similarity NPC477371
0.8889 High Similarity NPC108078
0.8864 High Similarity NPC141497
0.8864 High Similarity NPC477855
0.8864 High Similarity NPC107674
0.8864 High Similarity NPC170220
0.8851 High Similarity NPC111585
0.8851 High Similarity NPC175628
0.8851 High Similarity NPC469400
0.8851 High Similarity NPC48010
0.8851 High Similarity NPC148414
0.8837 High Similarity NPC17733
0.8837 High Similarity NPC290690
0.8837 High Similarity NPC97884
0.8837 High Similarity NPC53911
0.8837 High Similarity NPC470629
0.8837 High Similarity NPC471722
0.8837 High Similarity NPC181225
0.8837 High Similarity NPC473242
0.8837 High Similarity NPC474512
0.8837 High Similarity NPC472220
0.8824 High Similarity NPC475022
0.8824 High Similarity NPC73038
0.8824 High Similarity NPC118648
0.8824 High Similarity NPC94755
0.8824 High Similarity NPC469994
0.8824 High Similarity NPC325594
0.8824 High Similarity NPC222613
0.8824 High Similarity NPC20688
0.8824 High Similarity NPC474970
0.881 High Similarity NPC473246
0.881 High Similarity NPC194937
0.881 High Similarity NPC472265
0.881 High Similarity NPC476038
0.8795 High Similarity NPC320514
0.8795 High Similarity NPC73882
0.8778 High Similarity NPC173272
0.8764 High Similarity NPC166906
0.8764 High Similarity NPC469406
0.8764 High Similarity NPC49670
0.875 High Similarity NPC23434
0.875 High Similarity NPC321016
0.875 High Similarity NPC297265
0.875 High Similarity NPC107059
0.875 High Similarity NPC321381
0.8736 High Similarity NPC473999
0.8736 High Similarity NPC309603
0.8736 High Similarity NPC198664
0.8736 High Similarity NPC274330
0.8736 High Similarity NPC474570
0.8736 High Similarity NPC474889
0.8736 High Similarity NPC143232
0.8736 High Similarity NPC476733
0.8736 High Similarity NPC215029
0.8736 High Similarity NPC470588
0.8736 High Similarity NPC146554
0.8736 High Similarity NPC54689
0.8721 High Similarity NPC317590
0.8721 High Similarity NPC242468
0.8721 High Similarity NPC307426
0.8721 High Similarity NPC102683
0.8721 High Similarity NPC477926
0.8721 High Similarity NPC293564
0.8721 High Similarity NPC88716
0.8721 High Similarity NPC68160
0.8721 High Similarity NPC98442
0.8721 High Similarity NPC312215
0.8721 High Similarity NPC90652
0.8721 High Similarity NPC142415
0.8721 High Similarity NPC171203
0.8721 High Similarity NPC167877
0.8721 High Similarity NPC18064
0.8721 High Similarity NPC51700
0.8721 High Similarity NPC130577
0.8706 High Similarity NPC470574
0.8706 High Similarity NPC202868
0.8706 High Similarity NPC294438
0.8706 High Similarity NPC474083
0.8706 High Similarity NPC29447
0.8706 High Similarity NPC283733
0.8706 High Similarity NPC264317
0.869 High Similarity NPC83569
0.869 High Similarity NPC477852
0.869 High Similarity NPC69279
0.8675 High Similarity NPC477372
0.8667 High Similarity NPC470016
0.8667 High Similarity NPC317586
0.8667 High Similarity NPC162001
0.8667 High Similarity NPC48330
0.8667 High Similarity NPC279974
0.8667 High Similarity NPC45324
0.8667 High Similarity NPC222845
0.8659 High Similarity NPC158846
0.8659 High Similarity NPC153987
0.8659 High Similarity NPC44083
0.8652 High Similarity NPC206810
0.8652 High Similarity NPC152897
0.8652 High Similarity NPC66429
0.8642 High Similarity NPC155986
0.8642 High Similarity NPC198968
0.8642 High Similarity NPC318495
0.8636 High Similarity NPC470589
0.8636 High Similarity NPC126369
0.8636 High Similarity NPC111110
0.8636 High Similarity NPC44240
0.8625 High Similarity NPC230301
0.8625 High Similarity NPC304309
0.8625 High Similarity NPC285893
0.8625 High Similarity NPC288035
0.8625 High Similarity NPC134847
0.8625 High Similarity NPC136188
0.8625 High Similarity NPC22105
0.8625 High Similarity NPC162742
0.8625 High Similarity NPC28657
0.8621 High Similarity NPC193360
0.8621 High Similarity NPC294480
0.8621 High Similarity NPC182797
0.8621 High Similarity NPC246708
0.8621 High Similarity NPC40552
0.8621 High Similarity NPC328539
0.8621 High Similarity NPC470417
0.8621 High Similarity NPC52169
0.8605 High Similarity NPC473168
0.8605 High Similarity NPC212843
0.8605 High Similarity NPC72638
0.8605 High Similarity NPC82979
0.8605 High Similarity NPC12774
0.8605 High Similarity NPC2783
0.8605 High Similarity NPC72133
0.8588 High Similarity NPC58841
0.8588 High Similarity NPC321187
0.8588 High Similarity NPC180834
0.8588 High Similarity NPC237712
0.8588 High Similarity NPC161423
0.8588 High Similarity NPC227064
0.8588 High Similarity NPC329043
0.8588 High Similarity NPC33913

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC155011 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
0.9506 High Similarity NPD4786 Approved
0.9259 High Similarity NPD3667 Approved
0.908 High Similarity NPD6399 Phase 3
0.8736 High Similarity NPD5328 Approved
0.8706 High Similarity NPD7520 Clinical (unspecified phase)
0.8625 High Similarity NPD6942 Approved
0.8625 High Similarity NPD7339 Approved
0.8605 High Similarity NPD3618 Phase 1
0.8588 High Similarity NPD3133 Approved
0.8588 High Similarity NPD3666 Approved
0.8588 High Similarity NPD3665 Phase 1
0.8539 High Similarity NPD6079 Approved
0.8391 Intermediate Similarity NPD5330 Approved
0.8391 Intermediate Similarity NPD7334 Approved
0.8391 Intermediate Similarity NPD6409 Approved
0.8391 Intermediate Similarity NPD7146 Approved
0.8391 Intermediate Similarity NPD7521 Approved
0.8391 Intermediate Similarity NPD6684 Approved
0.8372 Intermediate Similarity NPD3668 Phase 3
0.8333 Intermediate Similarity NPD7515 Phase 2
0.8293 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.828 Intermediate Similarity NPD6083 Phase 2
0.828 Intermediate Similarity NPD6084 Phase 2
0.8242 Intermediate Similarity NPD4202 Approved
0.8202 Intermediate Similarity NPD5737 Approved
0.8202 Intermediate Similarity NPD6903 Approved
0.8202 Intermediate Similarity NPD6672 Approved
0.8202 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD5279 Phase 3
0.814 Intermediate Similarity NPD4221 Approved
0.814 Intermediate Similarity NPD4223 Phase 3
0.8111 Intermediate Similarity NPD4753 Phase 2
0.8068 Intermediate Similarity NPD5329 Approved
0.8061 Intermediate Similarity NPD6402 Approved
0.8061 Intermediate Similarity NPD5739 Approved
0.8061 Intermediate Similarity NPD7128 Approved
0.8061 Intermediate Similarity NPD6675 Approved
0.8049 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7979 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7979 Intermediate Similarity NPD5221 Approved
0.7979 Intermediate Similarity NPD5222 Approved
0.7979 Intermediate Similarity NPD4697 Phase 3
0.7978 Intermediate Similarity NPD6098 Approved
0.7957 Intermediate Similarity NPD7748 Approved
0.7955 Intermediate Similarity NPD4197 Approved
0.7935 Intermediate Similarity NPD8035 Phase 2
0.7935 Intermediate Similarity NPD8034 Phase 2
0.7907 Intermediate Similarity NPD7525 Registered
0.79 Intermediate Similarity NPD6881 Approved
0.79 Intermediate Similarity NPD7320 Approved
0.79 Intermediate Similarity NPD6899 Approved
0.7895 Intermediate Similarity NPD5173 Approved
0.7895 Intermediate Similarity NPD4755 Approved
0.7872 Intermediate Similarity NPD5695 Phase 3
0.7857 Intermediate Similarity NPD6117 Approved
0.7841 Intermediate Similarity NPD4788 Approved
0.7831 Intermediate Similarity NPD6926 Approved
0.7831 Intermediate Similarity NPD6924 Approved
0.7822 Intermediate Similarity NPD6372 Approved
0.7822 Intermediate Similarity NPD6373 Approved
0.7812 Intermediate Similarity NPD5696 Approved
0.7812 Intermediate Similarity NPD7638 Approved
0.78 Intermediate Similarity NPD5701 Approved
0.78 Intermediate Similarity NPD5697 Approved
0.7778 Intermediate Similarity NPD4138 Approved
0.7778 Intermediate Similarity NPD4688 Approved
0.7778 Intermediate Similarity NPD4689 Approved
0.7778 Intermediate Similarity NPD5205 Approved
0.7778 Intermediate Similarity NPD4690 Approved
0.7778 Intermediate Similarity NPD4693 Phase 3
0.7765 Intermediate Similarity NPD6116 Phase 1
0.7745 Intermediate Similarity NPD7102 Approved
0.7745 Intermediate Similarity NPD7290 Approved
0.7745 Intermediate Similarity NPD6883 Approved
0.7742 Intermediate Similarity NPD5281 Approved
0.7742 Intermediate Similarity NPD5284 Approved
0.7732 Intermediate Similarity NPD4700 Approved
0.7732 Intermediate Similarity NPD7639 Approved
0.7732 Intermediate Similarity NPD4696 Approved
0.7732 Intermediate Similarity NPD5285 Approved
0.7732 Intermediate Similarity NPD5286 Approved
0.7732 Intermediate Similarity NPD7640 Approved
0.7723 Intermediate Similarity NPD6011 Approved
0.7717 Intermediate Similarity NPD6904 Approved
0.7717 Intermediate Similarity NPD6673 Approved
0.7717 Intermediate Similarity NPD6080 Approved
0.7708 Intermediate Similarity NPD7902 Approved
0.7684 Intermediate Similarity NPD5210 Approved
0.7684 Intermediate Similarity NPD4629 Approved
0.7674 Intermediate Similarity NPD6115 Approved
0.7674 Intermediate Similarity NPD6114 Approved
0.7674 Intermediate Similarity NPD6697 Approved
0.7674 Intermediate Similarity NPD6118 Approved
0.7674 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD3617 Approved
0.767 Intermediate Similarity NPD6869 Approved
0.767 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD6650 Approved
0.767 Intermediate Similarity NPD6617 Approved
0.767 Intermediate Similarity NPD8130 Phase 1
0.767 Intermediate Similarity NPD6649 Approved
0.767 Intermediate Similarity NPD6847 Approved
0.7653 Intermediate Similarity NPD5223 Approved
0.7647 Intermediate Similarity NPD6014 Approved
0.7647 Intermediate Similarity NPD6933 Approved
0.7647 Intermediate Similarity NPD6012 Approved
0.7647 Intermediate Similarity NPD6013 Approved
0.7619 Intermediate Similarity NPD4784 Approved
0.7619 Intermediate Similarity NPD4785 Approved
0.7609 Intermediate Similarity NPD5208 Approved
0.7596 Intermediate Similarity NPD6882 Approved
0.7596 Intermediate Similarity NPD8297 Approved
0.759 Intermediate Similarity NPD7152 Approved
0.759 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD7150 Approved
0.759 Intermediate Similarity NPD4243 Approved
0.759 Intermediate Similarity NPD7151 Approved
0.759 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD5690 Phase 2
0.7582 Intermediate Similarity NPD4694 Approved
0.7582 Intermediate Similarity NPD5280 Approved
0.7576 Intermediate Similarity NPD5225 Approved
0.7576 Intermediate Similarity NPD5226 Approved
0.7576 Intermediate Similarity NPD5224 Approved
0.7576 Intermediate Similarity NPD4633 Approved
0.7576 Intermediate Similarity NPD5211 Phase 2
0.7561 Intermediate Similarity NPD6923 Approved
0.7561 Intermediate Similarity NPD6922 Approved
0.7553 Intermediate Similarity NPD6411 Approved
0.7527 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5175 Approved
0.75 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5174 Approved
0.75 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD4754 Approved
0.75 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD7115 Discovery
0.747 Intermediate Similarity NPD4747 Approved
0.747 Intermediate Similarity NPD7143 Approved
0.747 Intermediate Similarity NPD7144 Approved
0.7444 Intermediate Similarity NPD5362 Discontinued
0.7426 Intermediate Similarity NPD5141 Approved
0.7416 Intermediate Similarity NPD4692 Approved
0.7416 Intermediate Similarity NPD4139 Approved
0.7396 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7900 Approved
0.7391 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD6929 Approved
0.7386 Intermediate Similarity NPD4195 Approved
0.7386 Intermediate Similarity NPD7645 Phase 2
0.7383 Intermediate Similarity NPD6868 Approved
0.7368 Intermediate Similarity NPD6050 Approved
0.7368 Intermediate Similarity NPD7637 Suspended
0.7368 Intermediate Similarity NPD5693 Phase 1
0.7358 Intermediate Similarity NPD4632 Approved
0.7353 Intermediate Similarity NPD4767 Approved
0.7353 Intermediate Similarity NPD4768 Approved
0.7353 Intermediate Similarity NPD6008 Approved
0.7349 Intermediate Similarity NPD4137 Phase 3
0.7349 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD6101 Approved
0.734 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD6051 Approved
0.7303 Intermediate Similarity NPD6931 Approved
0.7303 Intermediate Similarity NPD6930 Phase 2
0.7303 Intermediate Similarity NPD4748 Discontinued
0.7284 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7282 Intermediate Similarity NPD6412 Phase 2
0.7263 Intermediate Similarity NPD5207 Approved
0.7263 Intermediate Similarity NPD5692 Phase 3
0.7262 Intermediate Similarity NPD4789 Approved
0.7262 Intermediate Similarity NPD4691 Approved
0.7262 Intermediate Similarity NPD4244 Approved
0.7262 Intermediate Similarity NPD4245 Approved
0.7248 Intermediate Similarity NPD6335 Approved
0.7229 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5369 Approved
0.7222 Intermediate Similarity NPD6274 Approved
0.7216 Intermediate Similarity NPD6001 Approved
0.7212 Intermediate Similarity NPD5128 Approved
0.7212 Intermediate Similarity NPD5168 Approved
0.7212 Intermediate Similarity NPD4730 Approved
0.7212 Intermediate Similarity NPD4729 Approved
0.7209 Intermediate Similarity NPD5733 Approved
0.7204 Intermediate Similarity NPD4623 Approved
0.7204 Intermediate Similarity NPD4519 Discontinued
0.72 Intermediate Similarity NPD6404 Discontinued
0.7195 Intermediate Similarity NPD4224 Phase 2
0.7188 Intermediate Similarity NPD5694 Approved
0.7182 Intermediate Similarity NPD7100 Approved
0.7182 Intermediate Similarity NPD7101 Approved
0.7176 Intermediate Similarity NPD6081 Approved
0.7159 Intermediate Similarity NPD6932 Approved
0.7159 Intermediate Similarity NPD6925 Approved
0.7159 Intermediate Similarity NPD5776 Phase 2
0.7156 Intermediate Similarity NPD6009 Approved
0.7156 Intermediate Similarity NPD6317 Approved
0.7143 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4270 Approved

Structure

External Identifiers

PubChem CID   92997
ChEMBL   CHEMBL169264
ZINC  

Physicochemical Properties

Molecular Weight:  374.28
ALogP:  0.8093
MLogP:  3.77
XLogP:  6.998
# Rotatable Bonds:  9
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  27

Download Data

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Biological Activities  
Similar NPs/Drugs