Natural Product: NPC272015

Natural Product ID:  NPC272015
Common Name:   3-O-[Beta-D-Glucopyranosyl(1->2)-O-Beta-D-Xylopyranosyl]-Stigmasterol
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C40H66O10
Standard InCHIKey:  RYRHMRRZWNWNKA-YSJQLQQBSA-N
Standard InCHI:  InChI=1S/C40H66O10/c1-7-23(21(2)3)9-8-22(4)27-12-13-28-26-11-10-24-18-25(14-16-39(24,5)29(26)15-17-40(27,28)6)48-38-36(32(43)30(42)20-47-38)50-37-35(46)34(45)33(44)31(19-41)49-37/h8-10,21-23,25-38,41-46H,7,11-20H2,1-6H3/b9-8+/t22-,23-,25+,26+,27-,28+,29+,30-,31-,32+,33-,34+,35-,36-,37+,38+,39+,40-/m1/s1
Canonical SMILES:  CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O[C@@H]1OC[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)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
NPO33322 caesalpinia volkensii Species Fabaceae Eukaryota Stem barks PMID[23562058]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 4440 nM 21070010
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 2740 nM DrugMatrix in vivo data: Pathology

  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 NPC272015 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
0.9681 High Similarity NPC158088
0.9588 High Similarity NPC187400
0.9588 High Similarity NPC470885
0.9588 High Similarity NPC221562
0.9579 High Similarity NPC282669
0.9574 High Similarity NPC243728
0.9574 High Similarity NPC473890
0.949 High Similarity NPC474569
0.949 High Similarity NPC309448
0.949 High Similarity NPC473476
0.949 High Similarity NPC181845
0.949 High Similarity NPC473923
0.949 High Similarity NPC242748
0.9479 High Similarity NPC267510
0.9468 High Similarity NPC207617
0.9394 High Similarity NPC113044
0.9394 High Similarity NPC190395
0.9394 High Similarity NPC14704
0.9394 High Similarity NPC283829
0.9394 High Similarity NPC94272
0.9394 High Similarity NPC305423
0.9394 High Similarity NPC470432
0.9394 High Similarity NPC230507
0.9394 High Similarity NPC161676
0.9381 High Similarity NPC288694
0.9381 High Similarity NPC159036
0.9381 High Similarity NPC312553
0.93 High Similarity NPC476539
0.93 High Similarity NPC476538
0.93 High Similarity NPC476540
0.93 High Similarity NPC476541
0.93 High Similarity NPC98696
0.93 High Similarity NPC295980
0.9286 High Similarity NPC31907
0.9286 High Similarity NPC472252
0.9286 High Similarity NPC189852
0.9286 High Similarity NPC16520
0.9286 High Similarity NPC155010
0.9286 High Similarity NPC16573
0.9286 High Similarity NPC473020
0.9286 High Similarity NPC114874
0.9286 High Similarity NPC8039
0.9286 High Similarity NPC211879
0.9286 High Similarity NPC131479
0.9286 High Similarity NPC245280
0.9286 High Similarity NPC286969
0.9286 High Similarity NPC157659
0.9286 High Similarity NPC120123
0.9278 High Similarity NPC470434
0.9208 High Similarity NPC309278
0.9208 High Similarity NPC218571
0.9208 High Similarity NPC40440
0.9208 High Similarity NPC302057
0.9208 High Similarity NPC306131
0.9208 High Similarity NPC475333
0.9208 High Similarity NPC477026
0.9208 High Similarity NPC300557
0.9208 High Similarity NPC248746
0.9208 High Similarity NPC22779
0.9208 High Similarity NPC70204
0.9208 High Similarity NPC475550
0.9208 High Similarity NPC84956
0.9208 High Similarity NPC244086
0.9208 High Similarity NPC208383
0.9208 High Similarity NPC224098
0.9208 High Similarity NPC470433
0.9208 High Similarity NPC249265
0.9208 High Similarity NPC95051
0.9208 High Similarity NPC194207
0.9208 High Similarity NPC477809
0.9208 High Similarity NPC73243
0.9208 High Similarity NPC477027
0.9208 High Similarity NPC102016
0.9208 High Similarity NPC46190
0.9208 High Similarity NPC232054
0.9208 High Similarity NPC6806
0.9208 High Similarity NPC42482
0.9208 High Similarity NPC475670
0.9208 High Similarity NPC171073
0.9208 High Similarity NPC150372
0.92 High Similarity NPC473469
0.92 High Similarity NPC33053
0.9192 High Similarity NPC93352
0.9192 High Similarity NPC165033
0.9192 High Similarity NPC273879
0.9192 High Similarity NPC75608
0.9184 High Similarity NPC154452
0.9184 High Similarity NPC136816
0.9175 High Similarity NPC469942
0.9175 High Similarity NPC473200
0.9175 High Similarity NPC7341
0.9118 High Similarity NPC477811
0.9118 High Similarity NPC141433
0.9118 High Similarity NPC23808
0.9118 High Similarity NPC269297
0.9118 High Similarity NPC222202
0.9118 High Similarity NPC247037
0.9118 High Similarity NPC224314
0.9118 High Similarity NPC87998
0.9109 High Similarity NPC7213
0.9109 High Similarity NPC472896
0.9109 High Similarity NPC472897
0.91 High Similarity NPC69737
0.91 High Similarity NPC127801
0.91 High Similarity NPC194842
0.91 High Similarity NPC208594
0.91 High Similarity NPC208477
0.91 High Similarity NPC160816
0.91 High Similarity NPC269627
0.91 High Similarity NPC152584
0.9091 High Similarity NPC473198
0.9082 High Similarity NPC285231
0.9082 High Similarity NPC472023
0.9082 High Similarity NPC88000
0.9082 High Similarity NPC309425
0.9082 High Similarity NPC4831
0.9082 High Similarity NPC160734
0.9082 High Similarity NPC129372
0.9082 High Similarity NPC47566
0.9082 High Similarity NPC21568
0.9082 High Similarity NPC21064
0.9082 High Similarity NPC121072
0.9072 High Similarity NPC234287
0.9072 High Similarity NPC280825
0.9038 High Similarity NPC307642
0.9029 High Similarity NPC197231
0.9029 High Similarity NPC477028
0.9029 High Similarity NPC124677
0.9029 High Similarity NPC13190
0.9029 High Similarity NPC476547
0.9029 High Similarity NPC13193
0.9029 High Similarity NPC114188
0.9029 High Similarity NPC475247
0.9029 High Similarity NPC470748
0.9029 High Similarity NPC294129
0.9029 High Similarity NPC477032
0.902 High Similarity NPC14630
0.902 High Similarity NPC250089
0.902 High Similarity NPC157530
0.901 High Similarity NPC234160
0.901 High Similarity NPC14946
0.901 High Similarity NPC208650
0.901 High Similarity NPC181467
0.901 High Similarity NPC231340
0.901 High Similarity NPC226642
0.901 High Similarity NPC63368
0.9 High Similarity NPC54521
0.9 High Similarity NPC57065
0.9 High Similarity NPC109792
0.8942 High Similarity NPC308140
0.8942 High Similarity NPC31896
0.8942 High Similarity NPC254255
0.8942 High Similarity NPC19888
0.8942 High Similarity NPC112274
0.8942 High Similarity NPC210569
0.8942 High Similarity NPC263359
0.8942 High Similarity NPC32361
0.8942 High Similarity NPC244431
0.8942 High Similarity NPC474265
0.8942 High Similarity NPC42171
0.8942 High Similarity NPC210420
0.8932 High Similarity NPC472717
0.8922 High Similarity NPC38217
0.8922 High Similarity NPC220427
0.8922 High Similarity NPC246124
0.8922 High Similarity NPC6931
0.8922 High Similarity NPC235824
0.8922 High Similarity NPC472988
0.8922 High Similarity NPC159005
0.8922 High Similarity NPC180183
0.8911 High Similarity NPC26798
0.8911 High Similarity NPC472900
0.8911 High Similarity NPC472898
0.8911 High Similarity NPC472899
0.89 High Similarity NPC213190
0.89 High Similarity NPC473129
0.89 High Similarity NPC99627
0.8889 High Similarity NPC263756
0.8889 High Similarity NPC117714
0.8857 High Similarity NPC476546
0.8857 High Similarity NPC51154
0.8857 High Similarity NPC79900
0.8854 High Similarity NPC477927
0.8854 High Similarity NPC72817
0.8854 High Similarity NPC305160
0.8846 High Similarity NPC473021
0.8846 High Similarity NPC472987
0.8846 High Similarity NPC472715
0.8835 High Similarity NPC43976
0.8835 High Similarity NPC296761
0.8835 High Similarity NPC51925
0.8835 High Similarity NPC476835
0.8835 High Similarity NPC154085
0.8835 High Similarity NPC125361
0.8824 High Similarity NPC257964
0.8812 High Similarity NPC312774
0.8812 High Similarity NPC475365
0.88 High Similarity NPC213674
0.88 High Similarity NPC30289
0.88 High Similarity NPC256133

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC272015 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
0.8142 Intermediate Similarity NPD8033 Approved
0.8113 Intermediate Similarity NPD6412 Phase 2
0.8053 Intermediate Similarity NPD8294 Approved
0.8053 Intermediate Similarity NPD8377 Approved
0.7982 Intermediate Similarity NPD8380 Approved
0.7982 Intermediate Similarity NPD8379 Approved
0.7982 Intermediate Similarity NPD8335 Approved
0.7982 Intermediate Similarity NPD8378 Approved
0.7982 Intermediate Similarity NPD8296 Approved
0.7826 Intermediate Similarity NPD7503 Approved
0.7822 Intermediate Similarity NPD8171 Discontinued
0.7719 Intermediate Similarity NPD7327 Approved
0.7719 Intermediate Similarity NPD7328 Approved
0.7679 Intermediate Similarity NPD8133 Approved
0.7652 Intermediate Similarity NPD7516 Approved
0.7636 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7623 Intermediate Similarity NPD8449 Approved
0.7561 Intermediate Similarity NPD8450 Suspended
0.7478 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7395 Intermediate Similarity NPD8328 Phase 3
0.7387 Intermediate Similarity NPD6686 Approved
0.734 Intermediate Similarity NPD6942 Approved
0.734 Intermediate Similarity NPD7339 Approved
0.7327 Intermediate Similarity NPD7524 Approved
0.7273 Intermediate Similarity NPD7507 Approved
0.72 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD6370 Approved
0.7154 Intermediate Similarity NPD7736 Approved
0.7143 Intermediate Similarity NPD7525 Registered
0.7117 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD6695 Phase 3
0.7097 Intermediate Similarity NPD7319 Approved
0.7083 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7645 Phase 2
0.7 Intermediate Similarity NPD6054 Approved
0.699 Remote Similarity NPD7750 Discontinued
0.6981 Remote Similarity NPD6399 Phase 3
0.6942 Remote Similarity NPD8513 Phase 3
0.6942 Remote Similarity NPD8515 Approved
0.6942 Remote Similarity NPD8516 Approved
0.6942 Remote Similarity NPD8517 Approved
0.6935 Remote Similarity NPD8293 Discontinued
0.6907 Remote Similarity NPD6933 Approved
0.6869 Remote Similarity NPD6929 Approved
0.6863 Remote Similarity NPD4786 Approved
0.686 Remote Similarity NPD6059 Approved
0.6838 Remote Similarity NPD6882 Approved
0.6838 Remote Similarity NPD8297 Approved
0.6837 Remote Similarity NPD6932 Approved
0.6827 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6803 Remote Similarity NPD6016 Approved
0.6803 Remote Similarity NPD6015 Approved
0.68 Remote Similarity NPD6930 Phase 2
0.68 Remote Similarity NPD6928 Phase 2
0.68 Remote Similarity NPD6931 Approved
0.6774 Remote Similarity NPD7492 Approved
0.6768 Remote Similarity NPD7145 Approved
0.6752 Remote Similarity NPD8413 Clinical (unspecified phase)
0.675 Remote Similarity NPD6009 Approved
0.6748 Remote Similarity NPD5988 Approved
0.6721 Remote Similarity NPD6319 Approved
0.672 Remote Similarity NPD6616 Approved
0.6701 Remote Similarity NPD6924 Approved
0.6701 Remote Similarity NPD6926 Approved
0.6701 Remote Similarity NPD4785 Approved
0.6701 Remote Similarity NPD4784 Approved
0.6694 Remote Similarity NPD6067 Discontinued
0.6667 Remote Similarity NPD5776 Phase 2
0.6667 Remote Similarity NPD7150 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD7078 Approved
0.6667 Remote Similarity NPD7152 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6667 Remote Similarity NPD6925 Approved
0.6667 Remote Similarity NPD7151 Approved
0.6639 Remote Similarity NPD4632 Approved
0.6634 Remote Similarity NPD7514 Phase 3
0.6612 Remote Similarity NPD7115 Discovery
0.6607 Remote Similarity NPD7640 Approved
0.6607 Remote Similarity NPD7639 Approved
0.6574 Remote Similarity NPD7087 Discontinued
0.6574 Remote Similarity NPD7637 Suspended
0.6569 Remote Similarity NPD6902 Approved
0.6562 Remote Similarity NPD7143 Approved
0.6562 Remote Similarity NPD7144 Approved
0.6535 Remote Similarity NPD6683 Phase 2
0.6496 Remote Similarity NPD6899 Approved
0.6496 Remote Similarity NPD6881 Approved
0.6495 Remote Similarity NPD4243 Approved
0.6476 Remote Similarity NPD6893 Approved
0.6471 Remote Similarity NPD6650 Approved
0.6471 Remote Similarity NPD6649 Approved
0.6471 Remote Similarity NPD7332 Phase 2
0.6471 Remote Similarity NPD8130 Phase 1
0.6466 Remote Similarity NPD5739 Approved
0.6466 Remote Similarity NPD7128 Approved
0.6466 Remote Similarity NPD6675 Approved
0.6466 Remote Similarity NPD6402 Approved
0.6458 Remote Similarity NPD6922 Approved
0.6458 Remote Similarity NPD6923 Approved
0.6455 Remote Similarity NPD7748 Approved
0.6441 Remote Similarity NPD6372 Approved
0.6441 Remote Similarity NPD6373 Approved
0.6429 Remote Similarity NPD7902 Approved
0.6429 Remote Similarity NPD6083 Phase 2
0.6429 Remote Similarity NPD6084 Phase 2
0.6422 Remote Similarity NPD8035 Phase 2
0.6422 Remote Similarity NPD6079 Approved
0.6422 Remote Similarity NPD8034 Phase 2
0.641 Remote Similarity NPD5697 Approved
0.6403 Remote Similarity NPD7625 Phase 1
0.6389 Remote Similarity NPD5328 Approved
0.6387 Remote Similarity NPD7102 Approved
0.6387 Remote Similarity NPD4634 Approved
0.6387 Remote Similarity NPD7290 Approved
0.6387 Remote Similarity NPD6883 Approved
0.6372 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6357 Remote Similarity NPD6033 Approved
0.6356 Remote Similarity NPD7320 Approved
0.6333 Remote Similarity NPD6617 Approved
0.6333 Remote Similarity NPD6847 Approved
0.6333 Remote Similarity NPD6869 Approved
0.6316 Remote Similarity NPD4696 Approved
0.6316 Remote Similarity NPD5285 Approved
0.6316 Remote Similarity NPD5286 Approved
0.6311 Remote Similarity NPD7509 Discontinued
0.6311 Remote Similarity NPD4748 Discontinued
0.6303 Remote Similarity NPD6012 Approved
0.6303 Remote Similarity NPD6013 Approved
0.6303 Remote Similarity NPD6014 Approved
0.6299 Remote Similarity NPD7604 Phase 2
0.6283 Remote Similarity NPD4755 Approved
0.6273 Remote Similarity NPD7515 Phase 2
0.6271 Remote Similarity NPD5701 Approved
0.627 Remote Similarity NPD5983 Phase 2
0.6262 Remote Similarity NPD3618 Phase 1
0.626 Remote Similarity NPD5956 Approved
0.625 Remote Similarity NPD6898 Phase 1
0.6239 Remote Similarity NPD6051 Approved
0.6239 Remote Similarity NPD4753 Phase 2
0.6228 Remote Similarity NPD4225 Approved
0.6226 Remote Similarity NPD3666 Approved
0.6226 Remote Similarity NPD3665 Phase 1
0.6226 Remote Similarity NPD3668 Phase 3
0.6226 Remote Similarity NPD3133 Approved
0.6218 Remote Similarity NPD6011 Approved
0.6216 Remote Similarity NPD4202 Approved
0.6214 Remote Similarity NPD4195 Approved
0.6207 Remote Similarity NPD4633 Approved
0.6207 Remote Similarity NPD5225 Approved
0.6207 Remote Similarity NPD5226 Approved
0.6207 Remote Similarity NPD5224 Approved
0.6207 Remote Similarity NPD5211 Phase 2
0.6202 Remote Similarity NPD6336 Discontinued
0.62 Remote Similarity NPD1810 Approved
0.62 Remote Similarity NPD1811 Approved
0.6195 Remote Similarity NPD5221 Approved
0.6195 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6195 Remote Similarity NPD5222 Approved
0.6186 Remote Similarity NPD6008 Approved
0.6182 Remote Similarity NPD7838 Discovery
0.6182 Remote Similarity NPD3168 Discontinued
0.6174 Remote Similarity NPD4700 Approved
0.6168 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7900 Approved
0.6161 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5174 Approved
0.6154 Remote Similarity NPD5175 Approved
0.6154 Remote Similarity NPD8074 Phase 3
0.6147 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6147 Remote Similarity NPD5737 Approved
0.6147 Remote Similarity NPD6672 Approved
0.614 Remote Similarity NPD5173 Approved
0.6139 Remote Similarity NPD5275 Approved
0.6139 Remote Similarity NPD4190 Phase 3
0.6139 Remote Similarity NPD8264 Approved
0.6126 Remote Similarity NPD6411 Approved
0.6122 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6121 Remote Similarity NPD4159 Approved
0.6121 Remote Similarity NPD5344 Discontinued
0.6121 Remote Similarity NPD5223 Approved
0.6117 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6409 Approved
0.6111 Remote Similarity NPD7146 Approved
0.6111 Remote Similarity NPD6684 Approved
0.6111 Remote Similarity NPD7334 Approved
0.6111 Remote Similarity NPD5330 Approved
0.6111 Remote Similarity NPD7521 Approved
0.6107 Remote Similarity NPD8337 Approved
0.6107 Remote Similarity NPD8336 Approved
0.6106 Remote Similarity NPD5210 Approved
0.6106 Remote Similarity NPD4629 Approved
0.6106 Remote Similarity NPD7991 Discontinued
0.6106 Remote Similarity NPD5695 Phase 3
0.6102 Remote Similarity NPD5141 Approved
0.6094 Remote Similarity NPD5126 Approved
0.6094 Remote Similarity NPD5125 Phase 3
0.6087 Remote Similarity NPD5696 Approved
0.6083 Remote Similarity NPD4729 Approved

Structure

External Identifiers

PubChem CID   71615307
ChEMBL   CHEMBL2381688
ZINC  

Physicochemical Properties

Molecular Weight:  706.47
ALogP:  -1.7265
MLogP:  4.76
XLogP:  8.669
# Rotatable Bonds:  22
Polar Surface Area:  158.3
# H-Bond Aceptor:  10
# H-Bond Donor:  6
# Rings:  6
# Heavy Atoms:  50

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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