Natural Product: NPC111015

Natural Product ID:  NPC111015
Common Name:   (25R)-12Beta,16Beta,22Beta,26-Tetrahydroxycholest-4-En-3-One
IUPAC Name:   (8R,9S,10R,12R,13S,14S,16S,17R)-17-[(2S,3S,6R)-3,7-dihydroxy-6-methylheptan-2-yl]-12,16-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C27H44O5
Standard InCHIKey:  HWRWJKSMHUEDGF-NXAZENBPSA-N
Standard InCHI:  InChI=1S/C27H44O5/c1-15(14-28)5-8-22(30)16(2)25-23(31)12-21-19-7-6-17-11-18(29)9-10-26(17,3)20(19)13-24(32)27(21,25)4/h11,15-16,19-25,28,30-32H,5-10,12-14H2,1-4H3/t15-,16-,19-,20+,21+,22+,23+,24-,25+,26+,27-/m1/s1
Canonical SMILES:  OC[C@@H](CC[C@@H]([C@H]([C@H]1[C@@H](O)C[C@@H]2[C@]1(C)[C@H](O)C[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C)C)O)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
NPO21093 Sinularia gonatodes Species Alcyoniidae Eukaryota UNPD*
NPO19090 Polygonatum officinale Species Asparagaceae Eukaryota UNPD*
NPO22127 Hosta longipes Species Asparagaceae Eukaryota Leaves PMID[23411079]
NPO19644 Dalea scandens Species Fabaceae Eukaryota UNPD*
NPO20836 Gentiana manshurica Species Gentianaceae Eukaryota UNPD*
NPO918 Dahlia pinnata Species Asteraceae Eukaryota UNPD*
NPO21760 Bungarus multicinctus Species Elapidae Eukaryota UNPD*
NPO20423 Euryops imbricatus Species Asteraceae Eukaryota UNPD*
NPO22474 Gnaphalium declinatum Species Asteraceae Eukaryota UNPD*
NPO22926 Centaurea moschata Species Asteraceae Eukaryota UNPD*
NPO10886 Spiranthera odoratissima NA NA NA UNPD*
NPO9646 Crotalaria pallida Species Fabaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT34 Cell Line BV-2 Mus musculus Activity = 93.4 % 23411079
NPT34 Cell Line BV-2 Mus musculus IC50 > 200000 nM 23411079

  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 NPC111015 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
0.9457 High Similarity NPC154072
0.9333 High Similarity NPC196485
0.9333 High Similarity NPC245972
0.9239 High Similarity NPC190554
0.9222 High Similarity NPC475255
0.9101 High Similarity NPC186688
0.9101 High Similarity NPC31985
0.9101 High Similarity NPC477943
0.9101 High Similarity NPC1015
0.9091 High Similarity NPC475740
0.908 High Similarity NPC470574
0.9053 High Similarity NPC22388
0.9043 High Similarity NPC15390
0.9032 High Similarity NPC108078
0.9032 High Similarity NPC18509
0.9022 High Similarity NPC472485
0.9022 High Similarity NPC271195
0.9011 High Similarity NPC470376
0.9011 High Similarity NPC470375
0.8989 High Similarity NPC471722
0.8989 High Similarity NPC328539
0.8989 High Similarity NPC193360
0.8977 High Similarity NPC145879
0.8977 High Similarity NPC474778
0.8977 High Similarity NPC72133
0.8977 High Similarity NPC474732
0.8977 High Similarity NPC474733
0.8977 High Similarity NPC31564
0.8969 High Similarity NPC319077
0.8969 High Similarity NPC171137
0.8969 High Similarity NPC152695
0.8969 High Similarity NPC48733
0.8969 High Similarity NPC49958
0.8969 High Similarity NPC202167
0.8969 High Similarity NPC214264
0.8969 High Similarity NPC150531
0.8969 High Similarity NPC476027
0.8969 High Similarity NPC50692
0.8969 High Similarity NPC260268
0.8969 High Similarity NPC296945
0.8969 High Similarity NPC97202
0.8969 High Similarity NPC85829
0.8969 High Similarity NPC302607
0.8966 High Similarity NPC214043
0.8966 High Similarity NPC82902
0.8966 High Similarity NPC321187
0.8966 High Similarity NPC329043
0.8966 High Similarity NPC85774
0.8966 High Similarity NPC161423
0.8966 High Similarity NPC227064
0.8966 High Similarity NPC58841
0.8901 High Similarity NPC233116
0.8901 High Similarity NPC473998
0.8901 High Similarity NPC168027
0.8901 High Similarity NPC185936
0.8901 High Similarity NPC272746
0.8889 High Similarity NPC86319
0.8889 High Similarity NPC473999
0.8889 High Similarity NPC275740
0.8889 High Similarity NPC309603
0.8878 High Similarity NPC475060
0.8878 High Similarity NPC83744
0.8878 High Similarity NPC220229
0.8876 High Similarity NPC58063
0.8876 High Similarity NPC317590
0.8866 High Similarity NPC209502
0.8866 High Similarity NPC204833
0.8864 High Similarity NPC474218
0.8864 High Similarity NPC197823
0.8842 High Similarity NPC144956
0.8791 High Similarity NPC48010
0.8791 High Similarity NPC191684
0.8791 High Similarity NPC171441
0.8791 High Similarity NPC85173
0.8791 High Similarity NPC126993
0.8788 High Similarity NPC217201
0.8788 High Similarity NPC329417
0.8778 High Similarity NPC131470
0.8778 High Similarity NPC143767
0.8778 High Similarity NPC328313
0.8776 High Similarity NPC257353
0.8776 High Similarity NPC149047
0.8764 High Similarity NPC469994
0.875 High Similarity NPC59453
0.875 High Similarity NPC124172
0.875 High Similarity NPC473246
0.875 High Similarity NPC221758
0.8737 High Similarity NPC103051
0.8737 High Similarity NPC114274
0.8723 High Similarity NPC173272
0.8723 High Similarity NPC49371
0.871 High Similarity NPC8993
0.87 High Similarity NPC11710
0.8696 High Similarity NPC154101
0.8696 High Similarity NPC155304
0.8696 High Similarity NPC131872
0.8696 High Similarity NPC475806
0.8696 High Similarity NPC23434
0.8687 High Similarity NPC477916
0.8681 High Similarity NPC76879
0.8681 High Similarity NPC32830
0.8681 High Similarity NPC474245
0.8681 High Similarity NPC474704
0.8681 High Similarity NPC475921
0.8681 High Similarity NPC310010
0.8681 High Similarity NPC119416
0.8681 High Similarity NPC26959
0.8681 High Similarity NPC326627
0.8681 High Similarity NPC268406
0.8667 High Similarity NPC142361
0.8667 High Similarity NPC141292
0.8667 High Similarity NPC474684
0.866 High Similarity NPC477915
0.8652 High Similarity NPC469948
0.8646 High Similarity NPC83709
0.8636 High Similarity NPC110778
0.8632 High Similarity NPC320306
0.8617 High Similarity NPC45324
0.8617 High Similarity NPC222845
0.8617 High Similarity NPC472824
0.8617 High Similarity NPC48330
0.8617 High Similarity NPC162001
0.8614 High Similarity NPC197428
0.8602 High Similarity NPC12722
0.8602 High Similarity NPC69454
0.8587 High Similarity NPC320026
0.8587 High Similarity NPC183283
0.8586 High Similarity NPC278628
0.8586 High Similarity NPC231530
0.8571 High Similarity NPC292491
0.8571 High Similarity NPC191892
0.8571 High Similarity NPC247957
0.8571 High Similarity NPC310752
0.8571 High Similarity NPC140723
0.8571 High Similarity NPC249187
0.8571 High Similarity NPC471724
0.8571 High Similarity NPC470417
0.8556 High Similarity NPC118648
0.8556 High Similarity NPC51014
0.8556 High Similarity NPC475022
0.8556 High Similarity NPC24277
0.8556 High Similarity NPC222613
0.8556 High Similarity NPC472985
0.8556 High Similarity NPC472986
0.8556 High Similarity NPC327115
0.8556 High Similarity NPC94755
0.8542 High Similarity NPC477854
0.8539 High Similarity NPC472265
0.8539 High Similarity NPC237712
0.8526 High Similarity NPC477853
0.8526 High Similarity NPC249954
0.8526 High Similarity NPC192428
0.8523 High Similarity NPC151519
0.8523 High Similarity NPC193347
0.8523 High Similarity NPC470614
0.8523 High Similarity NPC1272
0.8511 High Similarity NPC166906
0.8511 High Similarity NPC209662
0.8511 High Similarity NPC471207
0.8495 Intermediate Similarity NPC212301
0.8495 Intermediate Similarity NPC189520
0.8495 Intermediate Similarity NPC63748
0.8495 Intermediate Similarity NPC86266
0.8495 Intermediate Similarity NPC110657
0.8485 Intermediate Similarity NPC72255
0.8478 Intermediate Similarity NPC54689
0.8478 Intermediate Similarity NPC472971
0.8478 Intermediate Similarity NPC472970
0.8478 Intermediate Similarity NPC250592
0.8478 Intermediate Similarity NPC2983
0.8478 Intermediate Similarity NPC77263
0.8469 Intermediate Similarity NPC234892
0.8469 Intermediate Similarity NPC473424
0.8469 Intermediate Similarity NPC293753
0.8462 Intermediate Similarity NPC233836
0.8462 Intermediate Similarity NPC187376
0.8462 Intermediate Similarity NPC159046
0.8462 Intermediate Similarity NPC90652
0.8462 Intermediate Similarity NPC93778
0.8454 Intermediate Similarity NPC218383
0.8454 Intermediate Similarity NPC110149
0.8454 Intermediate Similarity NPC327431
0.8454 Intermediate Similarity NPC474720
0.8447 Intermediate Similarity NPC71348
0.8447 Intermediate Similarity NPC207251
0.8444 Intermediate Similarity NPC471224
0.8431 Intermediate Similarity NPC235077
0.8431 Intermediate Similarity NPC76084
0.8431 Intermediate Similarity NPC163314
0.8427 Intermediate Similarity NPC477818
0.8427 Intermediate Similarity NPC141941
0.8427 Intermediate Similarity NPC193870
0.8421 Intermediate Similarity NPC473170
0.8421 Intermediate Similarity NPC297199
0.8421 Intermediate Similarity NPC472932
0.8421 Intermediate Similarity NPC469599
0.8421 Intermediate Similarity NPC470016
0.8421 Intermediate Similarity NPC127063
0.8421 Intermediate Similarity NPC279974
0.8421 Intermediate Similarity NPC200702

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC111015 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
0.9222 High Similarity NPD4202 Approved
0.9101 High Similarity NPD5328 Approved
0.9032 High Similarity NPD4755 Approved
0.8977 High Similarity NPD3618 Phase 1
0.8966 High Similarity NPD3665 Phase 1
0.8966 High Similarity NPD3666 Approved
0.8966 High Similarity NPD3133 Approved
0.8901 High Similarity NPD6079 Approved
0.8842 High Similarity NPD4700 Approved
0.8842 High Similarity NPD4696 Approved
0.8842 High Similarity NPD5285 Approved
0.8842 High Similarity NPD5286 Approved
0.875 High Similarity NPD4786 Approved
0.875 High Similarity NPD5223 Approved
0.8681 High Similarity NPD4753 Phase 2
0.866 High Similarity NPD5211 Phase 2
0.866 High Similarity NPD4633 Approved
0.866 High Similarity NPD5226 Approved
0.866 High Similarity NPD5224 Approved
0.866 High Similarity NPD5225 Approved
0.8586 High Similarity NPD6675 Approved
0.8586 High Similarity NPD5739 Approved
0.8586 High Similarity NPD6402 Approved
0.8586 High Similarity NPD7128 Approved
0.8571 High Similarity NPD5175 Approved
0.8571 High Similarity NPD4754 Approved
0.8571 High Similarity NPD5174 Approved
0.8526 High Similarity NPD5221 Approved
0.8526 High Similarity NPD4697 Phase 3
0.8526 High Similarity NPD5220 Clinical (unspecified phase)
0.8526 High Similarity NPD5222 Approved
0.8523 High Similarity NPD4221 Approved
0.8523 High Similarity NPD4223 Phase 3
0.8523 High Similarity NPD3667 Approved
0.8485 Intermediate Similarity NPD5141 Approved
0.8444 Intermediate Similarity NPD5329 Approved
0.8438 Intermediate Similarity NPD5173 Approved
0.8431 Intermediate Similarity NPD4634 Approved
0.8416 Intermediate Similarity NPD7320 Approved
0.8416 Intermediate Similarity NPD6899 Approved
0.8416 Intermediate Similarity NPD6881 Approved
0.84 Intermediate Similarity NPD4768 Approved
0.84 Intermediate Similarity NPD4767 Approved
0.8333 Intermediate Similarity NPD6373 Approved
0.8333 Intermediate Similarity NPD4197 Approved
0.8333 Intermediate Similarity NPD6372 Approved
0.8317 Intermediate Similarity NPD5697 Approved
0.8317 Intermediate Similarity NPD5701 Approved
0.8298 Intermediate Similarity NPD7515 Phase 2
0.8252 Intermediate Similarity NPD7290 Approved
0.8252 Intermediate Similarity NPD6883 Approved
0.8252 Intermediate Similarity NPD7102 Approved
0.8247 Intermediate Similarity NPD6084 Phase 2
0.8247 Intermediate Similarity NPD6083 Phase 2
0.8235 Intermediate Similarity NPD5128 Approved
0.8235 Intermediate Similarity NPD4729 Approved
0.8235 Intermediate Similarity NPD6011 Approved
0.8235 Intermediate Similarity NPD4730 Approved
0.8229 Intermediate Similarity NPD5210 Approved
0.8229 Intermediate Similarity NPD4629 Approved
0.8211 Intermediate Similarity NPD6399 Phase 3
0.819 Intermediate Similarity NPD4632 Approved
0.8173 Intermediate Similarity NPD6650 Approved
0.8173 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.8173 Intermediate Similarity NPD6617 Approved
0.8173 Intermediate Similarity NPD6869 Approved
0.8173 Intermediate Similarity NPD8130 Phase 1
0.8173 Intermediate Similarity NPD6649 Approved
0.8173 Intermediate Similarity NPD6847 Approved
0.8163 Intermediate Similarity NPD7638 Approved
0.8155 Intermediate Similarity NPD6012 Approved
0.8155 Intermediate Similarity NPD6013 Approved
0.8155 Intermediate Similarity NPD6014 Approved
0.8152 Intermediate Similarity NPD4693 Phase 3
0.8152 Intermediate Similarity NPD4690 Approved
0.8152 Intermediate Similarity NPD5279 Phase 3
0.8152 Intermediate Similarity NPD6684 Approved
0.8152 Intermediate Similarity NPD7521 Approved
0.8152 Intermediate Similarity NPD6409 Approved
0.8152 Intermediate Similarity NPD4688 Approved
0.8152 Intermediate Similarity NPD7146 Approved
0.8152 Intermediate Similarity NPD4689 Approved
0.8152 Intermediate Similarity NPD5205 Approved
0.8152 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.8152 Intermediate Similarity NPD5330 Approved
0.8152 Intermediate Similarity NPD4138 Approved
0.8152 Intermediate Similarity NPD7334 Approved
0.8137 Intermediate Similarity NPD6412 Phase 2
0.8095 Intermediate Similarity NPD8297 Approved
0.8095 Intermediate Similarity NPD6882 Approved
0.809 Intermediate Similarity NPD7525 Registered
0.8081 Intermediate Similarity NPD7639 Approved
0.8081 Intermediate Similarity NPD7640 Approved
0.8077 Intermediate Similarity NPD5247 Approved
0.8077 Intermediate Similarity NPD5250 Approved
0.8077 Intermediate Similarity NPD5135 Approved
0.8077 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD5249 Phase 3
0.8077 Intermediate Similarity NPD5169 Approved
0.8077 Intermediate Similarity NPD5251 Approved
0.8077 Intermediate Similarity NPD5248 Approved
0.8039 Intermediate Similarity NPD6008 Approved
0.8022 Intermediate Similarity NPD4788 Approved
0.8 Intermediate Similarity NPD5215 Approved
0.8 Intermediate Similarity NPD5217 Approved
0.8 Intermediate Similarity NPD5216 Approved
0.8 Intermediate Similarity NPD5127 Approved
0.7979 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7979 Intermediate Similarity NPD6903 Approved
0.7963 Intermediate Similarity NPD6009 Approved
0.7957 Intermediate Similarity NPD4694 Approved
0.7957 Intermediate Similarity NPD5690 Phase 2
0.7957 Intermediate Similarity NPD5280 Approved
0.7938 Intermediate Similarity NPD7748 Approved
0.7935 Intermediate Similarity NPD3668 Phase 3
0.7917 Intermediate Similarity NPD5284 Approved
0.7917 Intermediate Similarity NPD5281 Approved
0.7909 Intermediate Similarity NPD6059 Approved
0.7909 Intermediate Similarity NPD6054 Approved
0.7879 Intermediate Similarity NPD7902 Approved
0.7857 Intermediate Similarity NPD5695 Phase 3
0.7857 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.78 Intermediate Similarity NPD5696 Approved
0.7789 Intermediate Similarity NPD5737 Approved
0.7789 Intermediate Similarity NPD6672 Approved
0.7778 Intermediate Similarity NPD4195 Approved
0.7778 Intermediate Similarity NPD5167 Approved
0.7768 Intermediate Similarity NPD6370 Approved
0.7748 Intermediate Similarity NPD6319 Approved
0.7727 Intermediate Similarity NPD6942 Approved
0.7727 Intermediate Similarity NPD6335 Approved
0.7727 Intermediate Similarity NPD7339 Approved
0.7714 Intermediate Similarity NPD5168 Approved
0.7708 Intermediate Similarity NPD6673 Approved
0.7708 Intermediate Similarity NPD6080 Approved
0.7708 Intermediate Similarity NPD6904 Approved
0.7706 Intermediate Similarity NPD6274 Approved
0.7699 Intermediate Similarity NPD7604 Phase 2
0.7679 Intermediate Similarity NPD5983 Phase 2
0.7679 Intermediate Similarity NPD6015 Approved
0.7679 Intermediate Similarity NPD6016 Approved
0.7667 Intermediate Similarity NPD3617 Approved
0.7658 Intermediate Similarity NPD7101 Approved
0.7658 Intermediate Similarity NPD7100 Approved
0.7636 Intermediate Similarity NPD6317 Approved
0.7632 Intermediate Similarity NPD7492 Approved
0.7611 Intermediate Similarity NPD5988 Approved
0.7576 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD7900 Approved
0.7568 Intermediate Similarity NPD6313 Approved
0.7568 Intermediate Similarity NPD6314 Approved
0.7565 Intermediate Similarity NPD6336 Discontinued
0.7565 Intermediate Similarity NPD6616 Approved
0.7551 Intermediate Similarity NPD8035 Phase 2
0.7551 Intermediate Similarity NPD8034 Phase 2
0.7544 Intermediate Similarity NPD6067 Discontinued
0.7522 Intermediate Similarity NPD6909 Approved
0.7522 Intermediate Similarity NPD6908 Approved
0.75 Intermediate Similarity NPD7078 Approved
0.75 Intermediate Similarity NPD4695 Discontinued
0.75 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD8293 Discontinued
0.7473 Intermediate Similarity NPD6697 Approved
0.7473 Intermediate Similarity NPD6115 Approved
0.7473 Intermediate Similarity NPD6118 Approved
0.7473 Intermediate Similarity NPD6114 Approved
0.7471 Intermediate Similarity NPD4747 Approved
0.7449 Intermediate Similarity NPD4096 Approved
0.7436 Intermediate Similarity NPD6033 Approved
0.7436 Intermediate Similarity NPD7736 Approved
0.7423 Intermediate Similarity NPD5208 Approved
0.7419 Intermediate Similarity NPD4692 Approved
0.7419 Intermediate Similarity NPD4139 Approved
0.7404 Intermediate Similarity NPD7632 Discontinued
0.74 Intermediate Similarity NPD6001 Approved
0.7396 Intermediate Similarity NPD6098 Approved
0.7387 Intermediate Similarity NPD6868 Approved
0.7386 Intermediate Similarity NPD4243 Approved
0.7386 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD5693 Phase 1
0.7374 Intermediate Similarity NPD6050 Approved
0.7368 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7363 Intermediate Similarity NPD6116 Phase 1
0.7356 Intermediate Similarity NPD4137 Phase 3
0.7345 Intermediate Similarity NPD4522 Approved
0.7333 Intermediate Similarity NPD3703 Phase 2
0.7321 Intermediate Similarity NPD7115 Discovery
0.73 Intermediate Similarity NPD5133 Approved
0.7273 Intermediate Similarity NPD5692 Phase 3
0.7273 Intermediate Similarity NPD4691 Approved
0.7273 Intermediate Similarity NPD4245 Approved
0.7273 Intermediate Similarity NPD4244 Approved
0.7265 Intermediate Similarity NPD7507 Approved
0.7253 Intermediate Similarity NPD6117 Approved
0.7245 Intermediate Similarity NPD4518 Approved
0.7238 Intermediate Similarity NPD5091 Approved
0.7222 Intermediate Similarity NPD5733 Approved

Structure

External Identifiers

PubChem CID   71568709
ChEMBL   CHEMBL2337720
ZINC  

Physicochemical Properties

Molecular Weight:  448.32
ALogP:  -0.7829
MLogP:  3.88
XLogP:  2.702
# 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  
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Biological Activities  
Similar NPs/Drugs