Natural Product: NPC236638

Natural Product ID:  NPC236638
Common Name:   Huzhangoside B
IUPAC Name:   [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Synonyms:  
Molecular Formula:   C64H104O29
Standard InCHIKey:  GROQHEZXWUJYNW-SBYZPOCPSA-N
Standard InCHI:  InChI=1S/C64H104O29/c1-25-36(68)41(73)45(77)54(85-25)90-49-31(21-65)87-52(47(79)43(49)75)84-24-32-40(72)42(74)46(78)55(88-32)93-58(81)64-18-16-59(3,4)20-28(64)27-10-11-34-61(7)14-13-35(60(5,6)33(61)12-15-63(34,9)62(27,8)17-19-64)89-57-51(39(71)30(67)23-83-57)92-56-48(80)50(37(69)26(2)86-56)91-53-44(76)38(70)29(66)22-82-53/h10,25-26,28-57,65-80H,11-24H2,1-9H3/t25-,26-,28-,29+,30-,31+,32+,33-,34+,35-,36-,37-,38+,39-,40+,41+,42-,43+,44+,45+,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57-,61-,62+,63+,64-/m0/s1
Canonical SMILES:  OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)[C@]34CC[C@@]5(C(=CC[C@H]6[C@@]5(C)CC[C@@H]5[C@]6(C)CC[C@@H](C5(C)C)O[C@@H]5OC[C@@H]([C@@H]([C@H]5O[C@@H]5O[C@@H](C)[C@@H]([C@H]([C@H]5O)O[C@@H]5OC[C@H]([C@H]([C@H]5O)O)O)O)O)O)[C@@H]4CC(CC3)(C)C)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)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
NPO6583 Clematis chinensis Species Ranunculaceae Eukaryota roots and rhizomes Shaoguan, Guangdong Province, China 2007-DEC PMID[20540535]
NPO14101 Artemisia herba-alba Species Asteraceae Eukaryota UNPD*
NPO23649 Protoreaster nodosus Species Oreasteridae Eukaryota UNPD*
NPO23939 Onychium siliculosum Species Pteridaceae Eukaryota UNPD*
NPO27008 Trixis pallida Species Asteraceae Eukaryota UNPD*
NPO16842 Gentianodes tianschanica Species Gentianaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens IC50 > 50000 nM 20540535
NPT30 Individual Protein Cyclooxygenase-1 Homo sapiens IC50 > 50000 nM 20540535

  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 NPC236638 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
1.0 High Similarity NPC71065
1.0 High Similarity NPC475160
1.0 High Similarity NPC57484
1.0 High Similarity NPC4328
1.0 High Similarity NPC305981
1.0 High Similarity NPC119592
1.0 High Similarity NPC202828
1.0 High Similarity NPC79643
1.0 High Similarity NPC293330
1.0 High Similarity NPC298034
1.0 High Similarity NPC475140
1.0 High Similarity NPC76972
1.0 High Similarity NPC204414
1.0 High Similarity NPC60557
1.0 High Similarity NPC469782
1.0 High Similarity NPC54636
1.0 High Similarity NPC41061
1.0 High Similarity NPC161717
1.0 High Similarity NPC476068
1.0 High Similarity NPC123199
1.0 High Similarity NPC227551
1.0 High Similarity NPC471550
1.0 High Similarity NPC250247
1.0 High Similarity NPC43550
1.0 High Similarity NPC294453
1.0 High Similarity NPC70809
1.0 High Similarity NPC261506
1.0 High Similarity NPC65105
1.0 High Similarity NPC473714
1.0 High Similarity NPC100639
1.0 High Similarity NPC471385
1.0 High Similarity NPC309907
1.0 High Similarity NPC224381
1.0 High Similarity NPC67857
0.9905 High Similarity NPC166422
0.9905 High Similarity NPC219180
0.9905 High Similarity NPC133818
0.9905 High Similarity NPC155410
0.9905 High Similarity NPC309714
0.9905 High Similarity NPC251263
0.9905 High Similarity NPC46665
0.9905 High Similarity NPC475287
0.9905 High Similarity NPC174720
0.9905 High Similarity NPC241909
0.9905 High Similarity NPC295823
0.9905 High Similarity NPC114304
0.9905 High Similarity NPC473826
0.9905 High Similarity NPC151543
0.9905 High Similarity NPC192600
0.9905 High Similarity NPC475467
0.9905 High Similarity NPC323341
0.9905 High Similarity NPC114287
0.9813 High Similarity NPC191827
0.9813 High Similarity NPC69811
0.9813 High Similarity NPC475514
0.9813 High Similarity NPC110633
0.9813 High Similarity NPC148417
0.9813 High Similarity NPC104137
0.9813 High Similarity NPC220160
0.9813 High Similarity NPC309223
0.9813 High Similarity NPC123522
0.9813 High Similarity NPC102505
0.9813 High Similarity NPC286457
0.9813 High Similarity NPC33012
0.9813 High Similarity NPC473452
0.9813 High Similarity NPC185466
0.9813 High Similarity NPC8524
0.9813 High Similarity NPC475209
0.9813 High Similarity NPC470876
0.9813 High Similarity NPC85154
0.9813 High Similarity NPC136768
0.981 High Similarity NPC104400
0.981 High Similarity NPC104071
0.981 High Similarity NPC473373
0.981 High Similarity NPC101744
0.981 High Similarity NPC475516
0.981 High Similarity NPC471383
0.981 High Similarity NPC139044
0.981 High Similarity NPC109079
0.981 High Similarity NPC79718
0.981 High Similarity NPC475504
0.981 High Similarity NPC10320
0.981 High Similarity NPC276093
0.981 High Similarity NPC257468
0.981 High Similarity NPC469946
0.981 High Similarity NPC102439
0.981 High Similarity NPC324875
0.981 High Similarity NPC292677
0.9722 High Similarity NPC36831
0.9722 High Similarity NPC237191
0.972 High Similarity NPC51465
0.972 High Similarity NPC305267
0.972 High Similarity NPC288205
0.972 High Similarity NPC26626
0.972 High Similarity NPC75287
0.972 High Similarity NPC471384
0.972 High Similarity NPC161674
0.972 High Similarity NPC476992
0.9717 High Similarity NPC473343
0.9717 High Similarity NPC134835
0.9717 High Similarity NPC124296
0.9717 High Similarity NPC96641
0.9717 High Similarity NPC163183
0.9717 High Similarity NPC150400
0.9717 High Similarity NPC258885
0.9717 High Similarity NPC73318
0.9714 High Similarity NPC164419
0.9633 High Similarity NPC471577
0.9633 High Similarity NPC477464
0.9633 High Similarity NPC473386
0.963 High Similarity NPC471580
0.963 High Similarity NPC68175
0.963 High Similarity NPC473824
0.963 High Similarity NPC475119
0.9626 High Similarity NPC475486
0.9626 High Similarity NPC164389
0.9623 High Similarity NPC473383
0.9623 High Similarity NPC139894
0.9619 High Similarity NPC270667
0.9619 High Similarity NPC279554
0.9619 High Similarity NPC29069
0.9619 High Similarity NPC174679
0.9619 High Similarity NPC164194
0.9619 High Similarity NPC127056
0.9619 High Similarity NPC474589
0.9619 High Similarity NPC59804
0.9619 High Similarity NPC56713
0.9619 High Similarity NPC136877
0.9619 High Similarity NPC475296
0.9619 High Similarity NPC90856
0.9545 High Similarity NPC476991
0.9545 High Similarity NPC268184
0.9541 High Similarity NPC475899
0.9541 High Similarity NPC473459
0.9537 High Similarity NPC291903
0.9537 High Similarity NPC37134
0.9537 High Similarity NPC58448
0.9537 High Similarity NPC160415
0.9528 High Similarity NPC235841
0.9528 High Similarity NPC179434
0.9528 High Similarity NPC297208
0.9528 High Similarity NPC473481
0.9528 High Similarity NPC108748
0.9528 High Similarity NPC30397
0.9528 High Similarity NPC211798
0.9524 High Similarity NPC204407
0.9524 High Similarity NPC57362
0.9524 High Similarity NPC237503
0.9524 High Similarity NPC306746
0.9524 High Similarity NPC167383
0.9459 High Similarity NPC293031
0.9459 High Similarity NPC275225
0.9459 High Similarity NPC51099
0.9459 High Similarity NPC477463
0.9459 High Similarity NPC68767
0.9455 High Similarity NPC135849
0.9455 High Similarity NPC207738
0.9455 High Similarity NPC25663
0.9455 High Similarity NPC51564
0.945 High Similarity NPC471547
0.945 High Similarity NPC300419
0.945 High Similarity NPC323359
0.9439 High Similarity NPC256798
0.9439 High Similarity NPC128925
0.9439 High Similarity NPC80843
0.9439 High Similarity NPC1046
0.9434 High Similarity NPC68419
0.9434 High Similarity NPC476887
0.9434 High Similarity NPC78046
0.9434 High Similarity NPC476886
0.9434 High Similarity NPC7870
0.9434 High Similarity NPC476881
0.9434 High Similarity NPC476885
0.9434 High Similarity NPC108709
0.9434 High Similarity NPC476884
0.9434 High Similarity NPC199457
0.9434 High Similarity NPC476882
0.9434 High Similarity NPC102914
0.9434 High Similarity NPC476880
0.9434 High Similarity NPC75747
0.9434 High Similarity NPC476883
0.9434 High Similarity NPC110139
0.9434 High Similarity NPC269095
0.9434 High Similarity NPC274507
0.9429 High Similarity NPC28198
0.9429 High Similarity NPC284807
0.9429 High Similarity NPC177246
0.9429 High Similarity NPC476123
0.9369 High Similarity NPC142151
0.9369 High Similarity NPC37860
0.9369 High Similarity NPC144644
0.9369 High Similarity NPC110385
0.9369 High Similarity NPC267694
0.9369 High Similarity NPC153673
0.9364 High Similarity NPC105800
0.9364 High Similarity NPC109588
0.9364 High Similarity NPC471548
0.9364 High Similarity NPC232237
0.9364 High Similarity NPC470514
0.9364 High Similarity NPC470513

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC236638 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
0.8793 High Similarity NPD8328 Phase 3
0.8636 High Similarity NPD8132 Clinical (unspecified phase)
0.8596 High Similarity NPD8295 Clinical (unspecified phase)
0.8496 Intermediate Similarity NPD8133 Approved
0.7965 Intermediate Similarity NPD6412 Phase 2
0.7917 Intermediate Similarity NPD8377 Approved
0.7917 Intermediate Similarity NPD8294 Approved
0.7895 Intermediate Similarity NPD6686 Approved
0.7851 Intermediate Similarity NPD8296 Approved
0.7851 Intermediate Similarity NPD8335 Approved
0.7851 Intermediate Similarity NPD8380 Approved
0.7851 Intermediate Similarity NPD8379 Approved
0.7851 Intermediate Similarity NPD8378 Approved
0.7778 Intermediate Similarity NPD7748 Approved
0.7742 Intermediate Similarity NPD7507 Approved
0.7727 Intermediate Similarity NPD7902 Approved
0.7705 Intermediate Similarity NPD8517 Approved
0.7705 Intermediate Similarity NPD8515 Approved
0.7705 Intermediate Similarity NPD8516 Approved
0.7705 Intermediate Similarity NPD8033 Approved
0.7593 Intermediate Similarity NPD7515 Phase 2
0.7561 Intermediate Similarity NPD8513 Phase 3
0.7559 Intermediate Similarity NPD7319 Approved
0.748 Intermediate Similarity NPD7736 Approved
0.7459 Intermediate Similarity NPD7328 Approved
0.7459 Intermediate Similarity NPD7327 Approved
0.7455 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD7900 Approved
0.7398 Intermediate Similarity NPD7516 Approved
0.7395 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.728 Intermediate Similarity NPD7503 Approved
0.7266 Intermediate Similarity NPD8293 Discontinued
0.7117 Intermediate Similarity NPD8035 Phase 2
0.7117 Intermediate Similarity NPD8034 Phase 2
0.7087 Intermediate Similarity NPD6370 Approved
0.7049 Intermediate Similarity NPD6882 Approved
0.7049 Intermediate Similarity NPD8297 Approved
0.7043 Intermediate Similarity NPD7638 Approved
0.6983 Remote Similarity NPD7639 Approved
0.6983 Remote Similarity NPD7640 Approved
0.6977 Remote Similarity NPD7492 Approved
0.696 Remote Similarity NPD6009 Approved
0.6952 Remote Similarity NPD7645 Phase 2
0.6942 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6929 Remote Similarity NPD6054 Approved
0.6929 Remote Similarity NPD6319 Approved
0.6929 Remote Similarity NPD6059 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6903 Remote Similarity NPD6399 Phase 3
0.6903 Remote Similarity NPD8171 Discontinued
0.6899 Remote Similarity NPD6067 Discontinued
0.6881 Remote Similarity NPD7520 Clinical (unspecified phase)
0.687 Remote Similarity NPD7078 Approved
0.686 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4632 Approved
0.6833 Remote Similarity NPD6675 Approved
0.6833 Remote Similarity NPD5739 Approved
0.6833 Remote Similarity NPD7128 Approved
0.6833 Remote Similarity NPD6402 Approved
0.6803 Remote Similarity NPD6372 Approved
0.6803 Remote Similarity NPD6373 Approved
0.6748 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6744 Remote Similarity NPD6015 Approved
0.6744 Remote Similarity NPD6016 Approved
0.6721 Remote Similarity NPD6899 Approved
0.6721 Remote Similarity NPD6881 Approved
0.6721 Remote Similarity NPD7320 Approved
0.6694 Remote Similarity NPD6649 Approved
0.6694 Remote Similarity NPD6650 Approved
0.6694 Remote Similarity NPD8130 Phase 1
0.6693 Remote Similarity NPD7115 Discovery
0.6692 Remote Similarity NPD5988 Approved
0.6691 Remote Similarity NPD8450 Suspended
0.6667 Remote Similarity NPD6411 Approved
0.6639 Remote Similarity NPD5697 Approved
0.6639 Remote Similarity NPD5701 Approved
0.6618 Remote Similarity NPD8449 Approved
0.6617 Remote Similarity NPD8074 Phase 3
0.6613 Remote Similarity NPD6883 Approved
0.6613 Remote Similarity NPD7290 Approved
0.6613 Remote Similarity NPD7102 Approved
0.6579 Remote Similarity NPD6698 Approved
0.6579 Remote Similarity NPD46 Approved
0.656 Remote Similarity NPD6617 Approved
0.656 Remote Similarity NPD6869 Approved
0.656 Remote Similarity NPD6847 Approved
0.6549 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6532 Remote Similarity NPD6014 Approved
0.6532 Remote Similarity NPD6012 Approved
0.6532 Remote Similarity NPD6013 Approved
0.6525 Remote Similarity NPD6084 Phase 2
0.6525 Remote Similarity NPD6083 Phase 2
0.6518 Remote Similarity NPD3618 Phase 1
0.6515 Remote Similarity NPD7604 Phase 2
0.6504 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6491 Remote Similarity NPD5328 Approved
0.6491 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6491 Remote Similarity NPD6101 Approved
0.6489 Remote Similarity NPD5983 Phase 2
0.6486 Remote Similarity NPD4786 Approved
0.6471 Remote Similarity NPD4225 Approved
0.646 Remote Similarity NPD3573 Approved
0.6455 Remote Similarity NPD3667 Approved
0.6452 Remote Similarity NPD6011 Approved
0.6446 Remote Similarity NPD7632 Discontinued
0.6444 Remote Similarity NPD6033 Approved
0.6429 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6008 Approved
0.6418 Remote Similarity NPD6336 Discontinued
0.6396 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6396 Remote Similarity NPD3669 Approved
0.6387 Remote Similarity NPD4755 Approved
0.6379 Remote Similarity NPD7983 Approved
0.6379 Remote Similarity NPD6079 Approved
0.6372 Remote Similarity NPD5330 Approved
0.6372 Remote Similarity NPD7521 Approved
0.6372 Remote Similarity NPD7146 Approved
0.6372 Remote Similarity NPD6684 Approved
0.6372 Remote Similarity NPD7334 Approved
0.6372 Remote Similarity NPD6409 Approved
0.6364 Remote Similarity NPD6921 Approved
0.6357 Remote Similarity NPD6940 Discontinued
0.6349 Remote Similarity NPD4634 Approved
0.6348 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6333 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6325 Remote Similarity NPD5778 Approved
0.6325 Remote Similarity NPD4202 Approved
0.6325 Remote Similarity NPD5779 Approved
0.6281 Remote Similarity NPD4700 Approved
0.6281 Remote Similarity NPD4696 Approved
0.6281 Remote Similarity NPD5286 Approved
0.6281 Remote Similarity NPD5285 Approved
0.6273 Remote Similarity NPD7525 Registered
0.6261 Remote Similarity NPD6672 Approved
0.6261 Remote Similarity NPD6903 Approved
0.6261 Remote Similarity NPD5737 Approved
0.6259 Remote Similarity NPD7625 Phase 1
0.6239 Remote Similarity NPD6697 Approved
0.6239 Remote Similarity NPD6115 Approved
0.6239 Remote Similarity NPD6114 Approved
0.6239 Remote Similarity NPD6118 Approved
0.6231 Remote Similarity NPD6274 Approved
0.6218 Remote Similarity NPD5695 Phase 3
0.6216 Remote Similarity NPD1779 Approved
0.6216 Remote Similarity NPD1780 Approved
0.6212 Remote Similarity NPD7101 Approved
0.6212 Remote Similarity NPD7100 Approved
0.6204 Remote Similarity NPD8337 Approved
0.6204 Remote Similarity NPD8336 Approved
0.6198 Remote Similarity NPD5696 Approved
0.6195 Remote Similarity NPD3666 Approved
0.6195 Remote Similarity NPD3665 Phase 1
0.6195 Remote Similarity NPD3133 Approved
0.6183 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6179 Remote Similarity NPD4633 Approved
0.6179 Remote Similarity NPD5211 Phase 2
0.6179 Remote Similarity NPD5225 Approved
0.6179 Remote Similarity NPD5224 Approved
0.6179 Remote Similarity NPD5226 Approved
0.6167 Remote Similarity NPD5221 Approved
0.6167 Remote Similarity NPD4697 Phase 3
0.6167 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6167 Remote Similarity NPD5222 Approved
0.616 Remote Similarity NPD4768 Approved
0.616 Remote Similarity NPD4767 Approved
0.6147 Remote Similarity NPD6116 Phase 1
0.6136 Remote Similarity NPD6335 Approved
0.6131 Remote Similarity NPD8448 Approved
0.6129 Remote Similarity NPD5175 Approved
0.6129 Remote Similarity NPD5174 Approved
0.6119 Remote Similarity NPD6909 Approved
0.6119 Remote Similarity NPD6908 Approved
0.6116 Remote Similarity NPD5173 Approved
0.6115 Remote Similarity NPD8392 Approved
0.6115 Remote Similarity NPD8390 Approved
0.6115 Remote Similarity NPD8391 Approved
0.6107 Remote Similarity NPD6868 Approved
0.6103 Remote Similarity NPD8299 Approved
0.6103 Remote Similarity NPD8340 Approved
0.6103 Remote Similarity NPD8342 Approved
0.6103 Remote Similarity NPD8341 Approved
0.6098 Remote Similarity NPD5223 Approved
0.6098 Remote Similarity NPD5344 Discontinued
0.6083 Remote Similarity NPD6356 Clinical (unspecified phase)
0.608 Remote Similarity NPD5141 Approved
0.6068 Remote Similarity NPD4753 Phase 2
0.6063 Remote Similarity NPD4730 Approved
0.6063 Remote Similarity NPD4729 Approved
0.6061 Remote Similarity NPD6317 Approved
0.6058 Remote Similarity NPD8451 Approved
0.6055 Remote Similarity NPD6117 Approved
0.6053 Remote Similarity NPD3668 Phase 3
0.6033 Remote Similarity NPD7614 Phase 1
0.6033 Remote Similarity NPD7839 Suspended
0.6033 Remote Similarity NPD7732 Phase 3
0.6029 Remote Similarity NPD7830 Approved
0.6029 Remote Similarity NPD7829 Approved
0.6028 Remote Similarity NPD8338 Approved
0.6017 Remote Similarity NPD7838 Discovery

Structure

External Identifiers

PubChem CID   49799269
ChEMBL   CHEMBL1171450
ZINC  

Physicochemical Properties

Molecular Weight:  1336.67
ALogP:  -6.4877
MLogP:  5.31
XLogP:  1.524
# Rotatable Bonds:  40
Polar Surface Area:  451.51
# H-Bond Aceptor:  29
# H-Bond Donor:  16
# Rings:  11
# Heavy Atoms:  93

Download Data

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