Natural Product: NPC99264

Natural Product ID:  NPC99264
Common Name:   Tetrahydroxybacteriohopane
IUPAC Name:   (2S,3R,4R,7R)-7-[(3R,3aS,5aR,5bR,7aS,11aS,11bR,13aR,13bS)-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]chrysen-3-yl]octane-1,2,3,4-tetrol
Synonyms:   Tetrahydroxybacteriohopane
Molecular Formula:   C35H62O4
Standard InCHIKey:  JMKBTQYGOKJMBJ-ZQPPIKFSSA-N
Standard InCHI:  InChI=1S/C35H62O4/c1-22(9-10-25(37)30(39)26(38)21-36)23-13-18-32(4)24(23)14-19-34(6)28(32)11-12-29-33(5)17-8-16-31(2,3)27(33)15-20-35(29,34)7/h22-30,36-39H,8-21H2,1-7H3/t22-,23-,24+,25-,26+,27+,28-,29-,30-,32+,33+,34-,35-/m1/s1
Canonical SMILES:  OC[C@@H]([C@@H]([C@@H](CC[C@H]([C@H]1CC[C@]2([C@H]1CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@H]1[C@]2(C)CCCC1(C)C)C)C)C)O)O)O
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
NPO11163 Methylobacterium organophilum Species Methylobacteriaceae Bacteria PMID[26032177]
NPO1995 Rhodopseudomonas palustris Species Bradyrhizobiaceae Bacteria PMID[22221333]
NPO30040 Ciceribacter lividus Species Rhizobiaceae Bacteria PMID[23907221]
NPO30376 Streptomyces sp. Species Streptomycetaceae Bacteria PMID[25918793]
NPO30802 Desulfovibrio bastinii Species Desulfovibrionaceae Bacteria PMID[19222571]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 10000 nM 9134748
NPT2 Others Unspecified Activity = 68 % 9134748
NPT2 Others Unspecified Activity = 48 % 9134748
NPT2 Others Unspecified Activity = 15 % 9134748
NPT2 Others Unspecified Activity = 4 % 9134748
NPT2 Others Unspecified Activity = 11 % 9134748
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens Activity = 98 % 9134748
NPT570 Individual Protein Arachidonate 5-lipoxygenase Homo sapiens Activity = 97 % 9134748
NPT2 Others Unspecified Activity = 102 % 9134748
NPT2 Others Unspecified Activity = 103 % 9134748

  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 NPC99264 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
0.9077 High Similarity NPC472946
0.8824 High Similarity NPC107919
0.8696 High Similarity NPC231945
0.8676 High Similarity NPC472741
0.8657 High Similarity NPC142712
0.8571 High Similarity NPC127094
0.8529 High Similarity NPC48079
0.8507 High Similarity NPC190827
0.8507 High Similarity NPC475943
0.8507 High Similarity NPC243469
0.8485 Intermediate Similarity NPC114891
0.8472 Intermediate Similarity NPC158208
0.8472 Intermediate Similarity NPC243027
0.8472 Intermediate Similarity NPC317242
0.8472 Intermediate Similarity NPC196136
0.8451 Intermediate Similarity NPC470610
0.8438 Intermediate Similarity NPC476735
0.8429 Intermediate Similarity NPC192192
0.8356 Intermediate Similarity NPC163597
0.8333 Intermediate Similarity NPC228994
0.8333 Intermediate Similarity NPC48795
0.8333 Intermediate Similarity NPC71460
0.8333 Intermediate Similarity NPC148174
0.8333 Intermediate Similarity NPC10476
0.8333 Intermediate Similarity NPC218585
0.8333 Intermediate Similarity NPC192501
0.831 Intermediate Similarity NPC157422
0.831 Intermediate Similarity NPC100586
0.831 Intermediate Similarity NPC109457
0.8286 Intermediate Similarity NPC241085
0.8286 Intermediate Similarity NPC299948
0.8286 Intermediate Similarity NPC254037
0.8286 Intermediate Similarity NPC66407
0.8286 Intermediate Similarity NPC129829
0.8286 Intermediate Similarity NPC470830
0.8261 Intermediate Similarity NPC475884
0.8261 Intermediate Similarity NPC63190
0.8261 Intermediate Similarity NPC473230
0.8243 Intermediate Similarity NPC105208
0.8243 Intermediate Similarity NPC192046
0.8243 Intermediate Similarity NPC185915
0.8243 Intermediate Similarity NPC302578
0.8243 Intermediate Similarity NPC477227
0.8243 Intermediate Similarity NPC128951
0.8235 Intermediate Similarity NPC260116
0.8194 Intermediate Similarity NPC472341
0.8194 Intermediate Similarity NPC153719
0.8194 Intermediate Similarity NPC473238
0.8169 Intermediate Similarity NPC251201
0.8169 Intermediate Similarity NPC282454
0.8169 Intermediate Similarity NPC232925
0.8169 Intermediate Similarity NPC63588
0.8154 Intermediate Similarity NPC162685
0.8133 Intermediate Similarity NPC67657
0.8133 Intermediate Similarity NPC147993
0.8133 Intermediate Similarity NPC18857
0.8116 Intermediate Similarity NPC44122
0.8088 Intermediate Similarity NPC159654
0.8088 Intermediate Similarity NPC167995
0.8088 Intermediate Similarity NPC69149
0.8088 Intermediate Similarity NPC281540
0.8088 Intermediate Similarity NPC118937
0.8082 Intermediate Similarity NPC472945
0.8082 Intermediate Similarity NPC472944
0.8082 Intermediate Similarity NPC304499
0.8056 Intermediate Similarity NPC1340
0.8056 Intermediate Similarity NPC470071
0.8056 Intermediate Similarity NPC157777
0.8056 Intermediate Similarity NPC131506
0.8056 Intermediate Similarity NPC478103
0.8056 Intermediate Similarity NPC187471
0.8056 Intermediate Similarity NPC252182
0.8028 Intermediate Similarity NPC477820
0.8028 Intermediate Similarity NPC470833
0.8026 Intermediate Similarity NPC287452
0.8026 Intermediate Similarity NPC81074
0.8026 Intermediate Similarity NPC477282
0.8 Intermediate Similarity NPC474574
0.8 Intermediate Similarity NPC133596
0.8 Intermediate Similarity NPC264602
0.8 Intermediate Similarity NPC64081
0.8 Intermediate Similarity NPC11907
0.8 Intermediate Similarity NPC204233
0.7971 Intermediate Similarity NPC474380
0.7971 Intermediate Similarity NPC473276
0.7971 Intermediate Similarity NPC41577
0.7895 Intermediate Similarity NPC102708
0.7887 Intermediate Similarity NPC475893
0.7867 Intermediate Similarity NPC477601
0.7867 Intermediate Similarity NPC278091
0.7867 Intermediate Similarity NPC473916
0.7867 Intermediate Similarity NPC477602
0.7867 Intermediate Similarity NPC470145
0.7867 Intermediate Similarity NPC78067
0.7867 Intermediate Similarity NPC86305
0.7867 Intermediate Similarity NPC14112
0.7867 Intermediate Similarity NPC93662
0.7848 Intermediate Similarity NPC472744
0.7838 Intermediate Similarity NPC478130
0.7838 Intermediate Similarity NPC477508
0.7821 Intermediate Similarity NPC73515
0.7808 Intermediate Similarity NPC473279
0.7792 Intermediate Similarity NPC220379
0.7733 Intermediate Similarity NPC178383
0.7733 Intermediate Similarity NPC212879
0.7733 Intermediate Similarity NPC174964
0.7733 Intermediate Similarity NPC270306
0.7733 Intermediate Similarity NPC91387
0.7733 Intermediate Similarity NPC104387
0.7733 Intermediate Similarity NPC231256
0.7733 Intermediate Similarity NPC195155
0.7733 Intermediate Similarity NPC240235
0.7733 Intermediate Similarity NPC97534
0.7733 Intermediate Similarity NPC231680
0.7722 Intermediate Similarity NPC154043
0.7722 Intermediate Similarity NPC60018
0.7722 Intermediate Similarity NPC202688
0.7722 Intermediate Similarity NPC475388
0.7714 Intermediate Similarity NPC80463
0.7703 Intermediate Similarity NPC253805
0.7692 Intermediate Similarity NPC475679
0.7692 Intermediate Similarity NPC16449
0.7683 Intermediate Similarity NPC43912
0.7683 Intermediate Similarity NPC140446
0.7681 Intermediate Similarity NPC290791
0.7681 Intermediate Similarity NPC292419
0.7654 Intermediate Similarity NPC290612
0.7639 Intermediate Similarity NPC469987
0.7632 Intermediate Similarity NPC5767
0.7632 Intermediate Similarity NPC475742
0.7632 Intermediate Similarity NPC91573
0.7625 Intermediate Similarity NPC478054
0.7625 Intermediate Similarity NPC85095
0.7625 Intermediate Similarity NPC216420
0.7625 Intermediate Similarity NPC211135
0.7625 Intermediate Similarity NPC111582
0.7625 Intermediate Similarity NPC477285
0.76 Intermediate Similarity NPC62657
0.76 Intermediate Similarity NPC25511
0.76 Intermediate Similarity NPC472854
0.76 Intermediate Similarity NPC192638
0.759 Intermediate Similarity NPC281004
0.7568 Intermediate Similarity NPC156277
0.7568 Intermediate Similarity NPC195530
0.7568 Intermediate Similarity NPC8004
0.7568 Intermediate Similarity NPC127283
0.7568 Intermediate Similarity NPC320549
0.7568 Intermediate Similarity NPC151018
0.7568 Intermediate Similarity NPC58057
0.7564 Intermediate Similarity NPC475727
0.7564 Intermediate Similarity NPC472742
0.7564 Intermediate Similarity NPC116119
0.7564 Intermediate Similarity NPC80297
0.7564 Intermediate Similarity NPC269333
0.7561 Intermediate Similarity NPC215968
0.7561 Intermediate Similarity NPC471240
0.7561 Intermediate Similarity NPC155531
0.7532 Intermediate Similarity NPC207010
0.7532 Intermediate Similarity NPC221420
0.7532 Intermediate Similarity NPC317913
0.7532 Intermediate Similarity NPC476233
0.7532 Intermediate Similarity NPC202540
0.7532 Intermediate Similarity NPC143133
0.7532 Intermediate Similarity NPC248830
0.7532 Intermediate Similarity NPC171658
0.7532 Intermediate Similarity NPC298168
0.7532 Intermediate Similarity NPC212241
0.7532 Intermediate Similarity NPC119355
0.7532 Intermediate Similarity NPC23884
0.7532 Intermediate Similarity NPC180199
0.7532 Intermediate Similarity NPC477919
0.7531 Intermediate Similarity NPC227260
0.7531 Intermediate Similarity NPC320824
0.7531 Intermediate Similarity NPC255882
0.75 Intermediate Similarity NPC3403
0.75 Intermediate Similarity NPC317066
0.75 Intermediate Similarity NPC139765
0.75 Intermediate Similarity NPC82955
0.75 Intermediate Similarity NPC27349
0.75 Intermediate Similarity NPC102725
0.75 Intermediate Similarity NPC286719
0.75 Intermediate Similarity NPC121121
0.75 Intermediate Similarity NPC24014
0.75 Intermediate Similarity NPC477286
0.75 Intermediate Similarity NPC131584
0.75 Intermediate Similarity NPC475172
0.75 Intermediate Similarity NPC473472
0.75 Intermediate Similarity NPC131466
0.7468 Intermediate Similarity NPC470609
0.7468 Intermediate Similarity NPC261616
0.7467 Intermediate Similarity NPC310766
0.7467 Intermediate Similarity NPC232112
0.7465 Intermediate Similarity NPC477603
0.7439 Intermediate Similarity NPC232044
0.7439 Intermediate Similarity NPC273290
0.7439 Intermediate Similarity NPC266651
0.7436 Intermediate Similarity NPC301707
0.7436 Intermediate Similarity NPC476732
0.7436 Intermediate Similarity NPC42853
0.7436 Intermediate Similarity NPC199965

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99264 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
0.8824 High Similarity NPD4267 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD4787 Phase 1
0.7568 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD6116 Phase 1
0.7432 Intermediate Similarity NPD4244 Approved
0.7432 Intermediate Similarity NPD4789 Approved
0.7432 Intermediate Similarity NPD4245 Approved
0.7403 Intermediate Similarity NPD6117 Approved
0.7368 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3698 Phase 2
0.7297 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD7525 Registered
0.725 Intermediate Similarity NPD6928 Phase 2
0.7241 Intermediate Similarity NPD8171 Discontinued
0.7222 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD6114 Approved
0.7215 Intermediate Similarity NPD6697 Approved
0.7215 Intermediate Similarity NPD6118 Approved
0.7215 Intermediate Similarity NPD6115 Approved
0.6933 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6933 Remote Similarity NPD6705 Phase 1
0.6933 Remote Similarity NPD5360 Phase 3
0.6883 Remote Similarity NPD6081 Approved
0.6835 Remote Similarity NPD6942 Approved
0.6835 Remote Similarity NPD7339 Approved
0.6835 Remote Similarity NPD3703 Phase 2
0.6824 Remote Similarity NPD7520 Clinical (unspecified phase)
0.675 Remote Similarity NPD6933 Approved
0.6742 Remote Similarity NPD8035 Phase 2
0.6742 Remote Similarity NPD8034 Phase 2
0.6707 Remote Similarity NPD7645 Phase 2
0.6667 Remote Similarity NPD4224 Phase 2
0.6585 Remote Similarity NPD3671 Phase 1
0.6543 Remote Similarity NPD3701 Clinical (unspecified phase)
0.65 Remote Similarity NPD6926 Approved
0.65 Remote Similarity NPD6924 Approved
0.6495 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6456 Remote Similarity NPD4758 Discontinued
0.6456 Remote Similarity NPD5777 Approved
0.642 Remote Similarity NPD3702 Approved
0.6395 Remote Similarity NPD4788 Approved
0.6386 Remote Similarity NPD5364 Discontinued
0.6344 Remote Similarity NPD7991 Discontinued
0.6322 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6322 Remote Similarity NPD4786 Approved
0.631 Remote Similarity NPD6929 Approved
0.6292 Remote Similarity NPD7524 Approved
0.6264 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6700 Approved
0.625 Remote Similarity NPD4243 Approved
0.6235 Remote Similarity NPD6931 Approved
0.6235 Remote Similarity NPD4748 Discontinued
0.6235 Remote Similarity NPD6930 Phase 2
0.6212 Remote Similarity NPD384 Approved
0.6212 Remote Similarity NPD385 Approved
0.6207 Remote Similarity NPD6695 Phase 3
0.6203 Remote Similarity NPD6922 Approved
0.6203 Remote Similarity NPD6923 Approved
0.6196 Remote Similarity NPD6703 Approved
0.6196 Remote Similarity NPD6702 Approved
0.6184 Remote Similarity NPD371 Approved
0.6139 Remote Similarity NPD8174 Phase 2
0.6125 Remote Similarity NPD7144 Approved
0.6125 Remote Similarity NPD7143 Approved
0.6111 Remote Similarity NPD7750 Discontinued
0.6098 Remote Similarity NPD4785 Approved
0.6098 Remote Similarity NPD4784 Approved
0.6092 Remote Similarity NPD3667 Approved
0.6071 Remote Similarity NPD5776 Phase 2
0.6071 Remote Similarity NPD6932 Approved
0.6071 Remote Similarity NPD6925 Approved
0.6049 Remote Similarity NPD7151 Approved
0.6049 Remote Similarity NPD7152 Approved
0.6049 Remote Similarity NPD7150 Approved
0.6047 Remote Similarity NPD7509 Discontinued
0.6042 Remote Similarity NPD7920 Phase 3
0.6042 Remote Similarity NPD7919 Phase 3
0.6 Remote Similarity NPD7145 Approved
0.5979 Remote Similarity NPD8088 Phase 1
0.5978 Remote Similarity NPD4753 Phase 2
0.5978 Remote Similarity NPD5328 Approved
0.5957 Remote Similarity NPD6399 Phase 3
0.5955 Remote Similarity NPD3666 Approved
0.5955 Remote Similarity NPD3133 Approved
0.5955 Remote Similarity NPD3665 Phase 1
0.5934 Remote Similarity NPD4751 Clinical (unspecified phase)
0.593 Remote Similarity NPD6683 Phase 2
0.5918 Remote Similarity NPD8418 Phase 2
0.5889 Remote Similarity NPD6893 Approved
0.5882 Remote Similarity NPD6412 Phase 2
0.5876 Remote Similarity NPD4755 Approved
0.5862 Remote Similarity NPD7514 Phase 3
0.5851 Remote Similarity NPD6079 Approved
0.5851 Remote Similarity NPD7515 Phase 2
0.5849 Remote Similarity NPD8133 Approved
0.5833 Remote Similarity NPD4190 Phase 3
0.5833 Remote Similarity NPD5275 Approved
0.5824 Remote Similarity NPD3618 Phase 1
0.5824 Remote Similarity NPD8308 Discontinued
0.5795 Remote Similarity NPD6902 Approved
0.5789 Remote Similarity NPD4202 Approved
0.5758 Remote Similarity NPD4700 Approved
0.5758 Remote Similarity NPD4696 Approved
0.5758 Remote Similarity NPD5286 Approved
0.5758 Remote Similarity NPD5285 Approved
0.5747 Remote Similarity NPD4195 Approved
0.5741 Remote Similarity NPD6940 Discontinued
0.5729 Remote Similarity NPD7748 Approved
0.5714 Remote Similarity NPD1810 Approved
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD1811 Approved
0.5714 Remote Similarity NPD7902 Approved
0.5684 Remote Similarity NPD7087 Discontinued
0.5682 Remote Similarity NPD7332 Phase 2
0.5676 Remote Similarity NPD8377 Approved
0.5676 Remote Similarity NPD8294 Approved
0.567 Remote Similarity NPD4629 Approved
0.567 Remote Similarity NPD5210 Approved
0.5658 Remote Similarity NPD3198 Approved
0.5657 Remote Similarity NPD7638 Approved
0.5652 Remote Similarity NPD5279 Phase 3
0.5644 Remote Similarity NPD5225 Approved
0.5644 Remote Similarity NPD5224 Approved
0.5644 Remote Similarity NPD5211 Phase 2
0.5644 Remote Similarity NPD5226 Approved
0.5644 Remote Similarity NPD4633 Approved
0.5636 Remote Similarity NPD7327 Approved
0.5636 Remote Similarity NPD7328 Approved
0.5632 Remote Similarity NPD3617 Approved
0.5632 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5631 Remote Similarity NPD6675 Approved
0.5631 Remote Similarity NPD5739 Approved
0.5631 Remote Similarity NPD7128 Approved
0.5631 Remote Similarity NPD6920 Discontinued
0.5631 Remote Similarity NPD6402 Approved
0.5625 Remote Similarity NPD8033 Approved
0.5625 Remote Similarity NPD8380 Approved
0.5625 Remote Similarity NPD8296 Approved
0.5625 Remote Similarity NPD8379 Approved
0.5625 Remote Similarity NPD8335 Approved
0.5625 Remote Similarity NPD8378 Approved
0.5618 Remote Similarity NPD6898 Phase 1
0.5612 Remote Similarity NPD4697 Phase 3
0.5612 Remote Similarity NPD5222 Approved
0.5612 Remote Similarity NPD5221 Approved
0.5612 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5607 Remote Similarity NPD8297 Approved
0.5604 Remote Similarity NPD3668 Phase 3
0.56 Remote Similarity NPD7640 Approved
0.56 Remote Similarity NPD7639 Approved

Structure

External Identifiers

PubChem CID   11489675
ChEMBL   CHEMBL442840
ZINC  

Physicochemical Properties

Molecular Weight:  546.46
ALogP:  0.6921
MLogP:  4.87
XLogP:  12.581
# Rotatable Bonds:  18
Polar Surface Area:  80.92
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  39

Download Data

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