Natural Product: NPC127094

Natural Product ID:  NPC127094
Common Name:   3Beta,7Beta,15Alpha,22-Tetrahydroxyhopane
IUPAC Name:   (3S,3aS,5S,5aR,5bR,6S,7aR,9S,11aS,11bR,13aR,13bS)-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysene-5,6,9-triol
Synonyms:   3Beta,7Beta,15Alpha,22-Tetrahydroxyhopane
Molecular Formula:   C30H52O4
Standard InCHIKey:  OBINFOUDXKPAJN-PUPUOACPSA-N
Standard InCHI:  InChI=1S/C30H52O4/c1-25(2)21-16-24(33)30(8)20(28(21,6)14-12-22(25)31)10-9-19-27(5)13-11-17(26(3,4)34)18(27)15-23(32)29(19,30)7/h17-24,31-34H,9-16H2,1-8H3/t17-,18-,19+,20+,21-,22-,23-,24-,27-,28+,29-,30-/m0/s1
Canonical SMILES:  O[C@H]1CC[C@]2([C@H](C1(C)C)C[C@@H]([C@@]1([C@@H]2CC[C@H]2[C@@]1(C)[C@@H](O)C[C@@H]1[C@]2(C)CC[C@@H]1C(O)(C)C)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
NPO33604 Hypocrella sp. BCC 14524 Species Clavicipitaceae Eukaryota The fungus used in this study was isolated from a scale insect collected in Nam Nao National Park, Phetcha Bun Province, Thailand PMID[21995505]
NPO30117 Hypocrella Genus Clavicipitaceae Eukaryota mycelium PMID[21995505]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 12000 nM 21995505
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 47000 nM 21995505
NPT91 Cell Line KB Homo sapiens IC50 = 28000 nM 21995505
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 12000 nM 21995505
NPT83 Cell Line MCF7 Homo sapiens IC50 > 105000 nM 21995505
NPT115 Organism Mycobacterium tuberculosis H37Ra Mycobacterium tuberculosis H37Ra MIC = 50 ug/ml 21995505

  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 NPC127094 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
0.9848 High Similarity NPC192192
0.9697 High Similarity NPC66407
0.9697 High Similarity NPC129829
0.9697 High Similarity NPC254037
0.9545 High Similarity NPC472741
0.9412 High Similarity NPC187471
0.9412 High Similarity NPC252182
0.9412 High Similarity NPC1340
0.9412 High Similarity NPC470071
0.9394 High Similarity NPC48079
0.9265 High Similarity NPC63588
0.9265 High Similarity NPC251201
0.9265 High Similarity NPC232925
0.9242 High Similarity NPC142712
0.9143 High Similarity NPC304499
0.913 High Similarity NPC109457
0.913 High Similarity NPC157422
0.913 High Similarity NPC100586
0.9118 High Similarity NPC477820
0.9014 High Similarity NPC196136
0.9014 High Similarity NPC243027
0.9014 High Similarity NPC317242
0.9014 High Similarity NPC158208
0.9 High Similarity NPC153719
0.9 High Similarity NPC470610
0.8986 High Similarity NPC282454
0.8986 High Similarity NPC231945
0.8889 High Similarity NPC163597
0.8873 High Similarity NPC10476
0.8873 High Similarity NPC48795
0.8873 High Similarity NPC192501
0.8873 High Similarity NPC228994
0.8841 High Similarity NPC107919
0.88 High Similarity NPC73515
0.8788 High Similarity NPC114891
0.8784 High Similarity NPC220379
0.8767 High Similarity NPC128951
0.8767 High Similarity NPC185915
0.8767 High Similarity NPC64081
0.8767 High Similarity NPC105208
0.8767 High Similarity NPC192046
0.8767 High Similarity NPC302578
0.8767 High Similarity NPC474574
0.8767 High Similarity NPC477227
0.8676 High Similarity NPC44122
0.8649 High Similarity NPC67657
0.8649 High Similarity NPC18857
0.8649 High Similarity NPC147993
0.8636 High Similarity NPC218585
0.8636 High Similarity NPC148174
0.8636 High Similarity NPC71460
0.8611 High Similarity NPC477508
0.8592 High Similarity NPC478103
0.8592 High Similarity NPC473279
0.8571 High Similarity NPC299948
0.8571 High Similarity NPC470830
0.8571 High Similarity NPC99264
0.8571 High Similarity NPC470833
0.8571 High Similarity NPC241085
0.8551 High Similarity NPC473230
0.8551 High Similarity NPC475884
0.8533 High Similarity NPC477282
0.8533 High Similarity NPC287452
0.8533 High Similarity NPC81074
0.8529 High Similarity NPC473276
0.8529 High Similarity NPC260116
0.8529 High Similarity NPC80463
0.8529 High Similarity NPC41577
0.8529 High Similarity NPC474380
0.8514 High Similarity NPC476233
0.8514 High Similarity NPC133596
0.8514 High Similarity NPC202540
0.8514 High Similarity NPC11907
0.8493 Intermediate Similarity NPC231680
0.8493 Intermediate Similarity NPC91387
0.8493 Intermediate Similarity NPC270306
0.8442 Intermediate Similarity NPC268040
0.8429 Intermediate Similarity NPC474756
0.8429 Intermediate Similarity NPC469987
0.8421 Intermediate Similarity NPC475679
0.84 Intermediate Similarity NPC471769
0.84 Intermediate Similarity NPC471045
0.8382 Intermediate Similarity NPC167995
0.8382 Intermediate Similarity NPC159654
0.8382 Intermediate Similarity NPC281540
0.8382 Intermediate Similarity NPC69149
0.8382 Intermediate Similarity NPC118937
0.8378 Intermediate Similarity NPC473916
0.8378 Intermediate Similarity NPC477602
0.8378 Intermediate Similarity NPC86305
0.8378 Intermediate Similarity NPC14112
0.8378 Intermediate Similarity NPC477601
0.8356 Intermediate Similarity NPC475458
0.8333 Intermediate Similarity NPC131506
0.8333 Intermediate Similarity NPC195530
0.8333 Intermediate Similarity NPC157777
0.8289 Intermediate Similarity NPC475727
0.8289 Intermediate Similarity NPC80297
0.8289 Intermediate Similarity NPC476176
0.8289 Intermediate Similarity NPC116119
0.8289 Intermediate Similarity NPC472742
0.8286 Intermediate Similarity NPC63190
0.8267 Intermediate Similarity NPC23884
0.8267 Intermediate Similarity NPC212453
0.8261 Intermediate Similarity NPC472946
0.8243 Intermediate Similarity NPC104387
0.8243 Intermediate Similarity NPC240235
0.8243 Intermediate Similarity NPC212879
0.8243 Intermediate Similarity NPC174964
0.8243 Intermediate Similarity NPC178383
0.8243 Intermediate Similarity NPC195155
0.8243 Intermediate Similarity NPC231256
0.8243 Intermediate Similarity NPC3403
0.8243 Intermediate Similarity NPC97534
0.8235 Intermediate Similarity NPC292419
0.8235 Intermediate Similarity NPC290791
0.8235 Intermediate Similarity NPC236099
0.8235 Intermediate Similarity NPC209686
0.8235 Intermediate Similarity NPC249078
0.8219 Intermediate Similarity NPC253805
0.8219 Intermediate Similarity NPC472341
0.8219 Intermediate Similarity NPC473238
0.8205 Intermediate Similarity NPC202688
0.8205 Intermediate Similarity NPC475388
0.8205 Intermediate Similarity NPC296734
0.8205 Intermediate Similarity NPC154043
0.8205 Intermediate Similarity NPC60018
0.8182 Intermediate Similarity NPC78545
0.8182 Intermediate Similarity NPC71535
0.8182 Intermediate Similarity NPC476735
0.8182 Intermediate Similarity NPC16449
0.8182 Intermediate Similarity NPC162685
0.8169 Intermediate Similarity NPC475893
0.8158 Intermediate Similarity NPC42853
0.8158 Intermediate Similarity NPC477817
0.8158 Intermediate Similarity NPC80089
0.8158 Intermediate Similarity NPC34046
0.8158 Intermediate Similarity NPC324700
0.8158 Intermediate Similarity NPC224802
0.8158 Intermediate Similarity NPC31828
0.8158 Intermediate Similarity NPC171426
0.8158 Intermediate Similarity NPC301707
0.8158 Intermediate Similarity NPC477819
0.8133 Intermediate Similarity NPC93662
0.8133 Intermediate Similarity NPC5767
0.8133 Intermediate Similarity NPC278091
0.8133 Intermediate Similarity NPC475742
0.8133 Intermediate Similarity NPC78067
0.8125 Intermediate Similarity NPC290612
0.8108 Intermediate Similarity NPC25511
0.8108 Intermediate Similarity NPC472503
0.8108 Intermediate Similarity NPC62657
0.8108 Intermediate Similarity NPC308440
0.8108 Intermediate Similarity NPC192638
0.8108 Intermediate Similarity NPC478130
0.8101 Intermediate Similarity NPC232023
0.8101 Intermediate Similarity NPC211135
0.8101 Intermediate Similarity NPC216420
0.8101 Intermediate Similarity NPC470929
0.8101 Intermediate Similarity NPC470070
0.8101 Intermediate Similarity NPC111582
0.8101 Intermediate Similarity NPC477285
0.8101 Intermediate Similarity NPC478054
0.8101 Intermediate Similarity NPC85095
0.8082 Intermediate Similarity NPC323900
0.8082 Intermediate Similarity NPC477821
0.8082 Intermediate Similarity NPC477822
0.8082 Intermediate Similarity NPC473552
0.8082 Intermediate Similarity NPC477823
0.8082 Intermediate Similarity NPC324984
0.8077 Intermediate Similarity NPC469745
0.8052 Intermediate Similarity NPC49599
0.8052 Intermediate Similarity NPC80891
0.8052 Intermediate Similarity NPC49627
0.8052 Intermediate Similarity NPC201276
0.8052 Intermediate Similarity NPC269333
0.803 Intermediate Similarity NPC236588
0.803 Intermediate Similarity NPC135438
0.8028 Intermediate Similarity NPC204233
0.8026 Intermediate Similarity NPC298168
0.8026 Intermediate Similarity NPC212241
0.8026 Intermediate Similarity NPC119355
0.8026 Intermediate Similarity NPC207010
0.8026 Intermediate Similarity NPC143133
0.8026 Intermediate Similarity NPC475031
0.8026 Intermediate Similarity NPC317913
0.8026 Intermediate Similarity NPC221420
0.8026 Intermediate Similarity NPC248830
0.8 Intermediate Similarity NPC243469
0.8 Intermediate Similarity NPC103822
0.8 Intermediate Similarity NPC190827
0.8 Intermediate Similarity NPC50438
0.8 Intermediate Similarity NPC320824
0.8 Intermediate Similarity NPC475943
0.7975 Intermediate Similarity NPC121121
0.7975 Intermediate Similarity NPC470611
0.7975 Intermediate Similarity NPC286719
0.7975 Intermediate Similarity NPC477286
0.7973 Intermediate Similarity NPC232112
0.7949 Intermediate Similarity NPC248944

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC127094 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
0.8841 High Similarity NPD4267 Clinical (unspecified phase)
0.8194 Intermediate Similarity NPD4787 Phase 1
0.8158 Intermediate Similarity NPD6118 Approved
0.8158 Intermediate Similarity NPD6697 Approved
0.8158 Intermediate Similarity NPD6114 Approved
0.8158 Intermediate Similarity NPD6115 Approved
0.8026 Intermediate Similarity NPD6116 Phase 1
0.7949 Intermediate Similarity NPD7525 Registered
0.7949 Intermediate Similarity NPD6928 Phase 2
0.7895 Intermediate Similarity NPD6117 Approved
0.7838 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD3703 Phase 2
0.7632 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7432 Intermediate Similarity NPD5360 Phase 3
0.7262 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD4244 Approved
0.7237 Intermediate Similarity NPD4245 Approved
0.7237 Intermediate Similarity NPD4789 Approved
0.7105 Intermediate Similarity NPD3698 Phase 2
0.7079 Intermediate Similarity NPD8171 Discontinued
0.7045 Intermediate Similarity NPD6700 Approved
0.7045 Intermediate Similarity NPD6701 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.6966 Remote Similarity NPD8034 Phase 2
0.6966 Remote Similarity NPD6703 Approved
0.6966 Remote Similarity NPD8035 Phase 2
0.6966 Remote Similarity NPD6702 Approved
0.6951 Remote Similarity NPD7645 Phase 2
0.6923 Remote Similarity NPD4758 Discontinued
0.6875 Remote Similarity NPD6942 Approved
0.6875 Remote Similarity NPD7339 Approved
0.6829 Remote Similarity NPD5364 Discontinued
0.6829 Remote Similarity NPD3671 Phase 1
0.6753 Remote Similarity NPD6705 Phase 1
0.6739 Remote Similarity NPD7991 Discontinued
0.6709 Remote Similarity NPD6081 Approved
0.6667 Remote Similarity NPD371 Approved
0.6667 Remote Similarity NPD4748 Discontinued
0.6585 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6926 Approved
0.6543 Remote Similarity NPD6924 Approved
0.6517 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6515 Remote Similarity NPD385 Approved
0.6515 Remote Similarity NPD384 Approved
0.6494 Remote Similarity NPD4224 Phase 2
0.6471 Remote Similarity NPD6930 Phase 2
0.6471 Remote Similarity NPD6931 Approved
0.6463 Remote Similarity NPD3702 Approved
0.6458 Remote Similarity NPD8418 Phase 2
0.6437 Remote Similarity NPD4788 Approved
0.6437 Remote Similarity NPD6695 Phase 3
0.6404 Remote Similarity NPD8308 Discontinued
0.6386 Remote Similarity NPD6933 Approved
0.6374 Remote Similarity NPD5328 Approved
0.6364 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6364 Remote Similarity NPD388 Approved
0.6364 Remote Similarity NPD386 Approved
0.6364 Remote Similarity NPD4786 Approved
0.6354 Remote Similarity NPD7638 Approved
0.6353 Remote Similarity NPD6929 Approved
0.6344 Remote Similarity NPD4202 Approved
0.6341 Remote Similarity NPD1811 Approved
0.6341 Remote Similarity NPD1810 Approved
0.631 Remote Similarity NPD6932 Approved
0.6296 Remote Similarity NPD4243 Approved
0.6296 Remote Similarity NPD5777 Approved
0.6289 Remote Similarity NPD7639 Approved
0.6289 Remote Similarity NPD7640 Approved
0.6279 Remote Similarity NPD7509 Discontinued
0.625 Remote Similarity NPD4755 Approved
0.625 Remote Similarity NPD7920 Phase 3
0.625 Remote Similarity NPD7919 Phase 3
0.6237 Remote Similarity NPD6079 Approved
0.6237 Remote Similarity NPD7515 Phase 2
0.6222 Remote Similarity NPD3618 Phase 1
0.6186 Remote Similarity NPD8088 Phase 1
0.6163 Remote Similarity NPD6683 Phase 2
0.6162 Remote Similarity NPD7632 Discontinued
0.6154 Remote Similarity NPD7524 Approved
0.6154 Remote Similarity NPD7750 Discontinued
0.6145 Remote Similarity NPD4784 Approved
0.6145 Remote Similarity NPD4785 Approved
0.6136 Remote Similarity NPD3667 Approved
0.6122 Remote Similarity NPD4696 Approved
0.6122 Remote Similarity NPD5285 Approved
0.6122 Remote Similarity NPD4700 Approved
0.6122 Remote Similarity NPD5286 Approved
0.6118 Remote Similarity NPD6925 Approved
0.6118 Remote Similarity NPD5776 Phase 2
0.6111 Remote Similarity NPD6893 Approved
0.6098 Remote Similarity NPD7152 Approved
0.6098 Remote Similarity NPD7151 Approved
0.6098 Remote Similarity NPD7150 Approved
0.6092 Remote Similarity NPD7514 Phase 3
0.6061 Remote Similarity NPD5223 Approved
0.6049 Remote Similarity NPD6923 Approved
0.6049 Remote Similarity NPD6922 Approved
0.6047 Remote Similarity NPD7145 Approved
0.6 Remote Similarity NPD5226 Approved
0.6 Remote Similarity NPD5211 Phase 2
0.6 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD5225 Approved
0.6 Remote Similarity NPD5224 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.598 Remote Similarity NPD6920 Discontinued
0.598 Remote Similarity NPD6402 Approved
0.598 Remote Similarity NPD7128 Approved
0.598 Remote Similarity NPD5739 Approved
0.598 Remote Similarity NPD6675 Approved
0.5979 Remote Similarity NPD5221 Approved
0.5979 Remote Similarity NPD5222 Approved
0.5979 Remote Similarity NPD4697 Phase 3
0.5979 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5976 Remote Similarity NPD2686 Approved
0.5976 Remote Similarity NPD2687 Approved
0.5976 Remote Similarity NPD2254 Approved
0.5976 Remote Similarity NPD7143 Approved
0.5976 Remote Similarity NPD7144 Approved
0.5963 Remote Similarity NPD7328 Approved
0.5963 Remote Similarity NPD7327 Approved
0.5941 Remote Similarity NPD4754 Approved
0.5941 Remote Similarity NPD5175 Approved
0.5941 Remote Similarity NPD5174 Approved
0.5938 Remote Similarity NPD7748 Approved
0.5918 Remote Similarity NPD5173 Approved
0.5918 Remote Similarity NPD7902 Approved
0.5909 Remote Similarity NPD7332 Phase 2
0.5909 Remote Similarity NPD7516 Approved
0.5905 Remote Similarity NPD4634 Approved
0.5895 Remote Similarity NPD7087 Discontinued
0.5888 Remote Similarity NPD8133 Approved
0.5882 Remote Similarity NPD5275 Approved
0.5882 Remote Similarity NPD5141 Approved
0.5882 Remote Similarity NPD4190 Phase 3
0.5865 Remote Similarity NPD6899 Approved
0.5865 Remote Similarity NPD7320 Approved
0.5865 Remote Similarity NPD6881 Approved
0.5856 Remote Similarity NPD8377 Approved
0.5856 Remote Similarity NPD8294 Approved
0.5851 Remote Similarity NPD4753 Phase 2
0.5843 Remote Similarity NPD6902 Approved
0.5843 Remote Similarity NPD6898 Phase 1
0.5825 Remote Similarity NPD4768 Approved
0.5825 Remote Similarity NPD4767 Approved
0.5824 Remote Similarity NPD3133 Approved
0.5824 Remote Similarity NPD3665 Phase 1
0.5824 Remote Similarity NPD3666 Approved
0.581 Remote Similarity NPD6372 Approved
0.581 Remote Similarity NPD6373 Approved
0.5804 Remote Similarity NPD8379 Approved
0.5804 Remote Similarity NPD8378 Approved
0.5804 Remote Similarity NPD8296 Approved
0.5804 Remote Similarity NPD8335 Approved
0.5804 Remote Similarity NPD8380 Approved
0.5804 Remote Similarity NPD8033 Approved
0.5795 Remote Similarity NPD4195 Approved
0.5783 Remote Similarity NPD7532 Clinical (unspecified phase)
0.578 Remote Similarity NPD6940 Discontinued
0.5769 Remote Similarity NPD5697 Approved
0.5769 Remote Similarity NPD5701 Approved
0.5755 Remote Similarity NPD7102 Approved
0.5755 Remote Similarity NPD6883 Approved
0.5755 Remote Similarity NPD7290 Approved
0.5741 Remote Similarity NPD4632 Approved
0.5714 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5714 Remote Similarity NPD3669 Approved
0.5714 Remote Similarity NPD6011 Approved
0.5714 Remote Similarity NPD4729 Approved
0.5714 Remote Similarity NPD5128 Approved
0.5714 Remote Similarity NPD8174 Phase 2
0.5714 Remote Similarity NPD4730 Approved
0.5701 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5701 Remote Similarity NPD6847 Approved
0.5701 Remote Similarity NPD6649 Approved
0.5701 Remote Similarity NPD8130 Phase 1
0.5701 Remote Similarity NPD6650 Approved
0.5701 Remote Similarity NPD6617 Approved
0.5701 Remote Similarity NPD6869 Approved
0.5699 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5682 Remote Similarity NPD7322 Clinical (unspecified phase)
0.566 Remote Similarity NPD6013 Approved
0.566 Remote Similarity NPD6012 Approved
0.566 Remote Similarity NPD6014 Approved
0.5652 Remote Similarity NPD3668 Phase 3
0.5648 Remote Similarity NPD6882 Approved
0.5648 Remote Similarity NPD8297 Approved
0.5619 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6412 Phase 2
0.5612 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5612 Remote Similarity NPD7900 Approved
0.5607 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5607 Remote Similarity NPD5247 Approved
0.5607 Remote Similarity NPD5135 Approved
0.5607 Remote Similarity NPD5249 Phase 3
0.5607 Remote Similarity NPD5169 Approved

Structure

External Identifiers

PubChem CID   56602468
ChEMBL   CHEMBL1928581
ZINC  

Physicochemical Properties

Molecular Weight:  476.39
ALogP:  0.9864
MLogP:  4.32
XLogP:  6.371
# Rotatable Bonds:  13
Polar Surface Area:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  34

Download Data

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