Natural Product: NPC470434

Natural Product ID:  NPC470434
Common Name:   7-Hydroxysitosterol-3-O-Beta-D-Glucopyranoside
IUPAC Name:   (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-7-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C35H60O7
Standard InCHIKey:  CPVAKQVYNLPUBL-GKOHCLSJSA-N
Standard InCHI:  InChI=1S/C35H60O7/c1-7-21(19(2)3)9-8-20(4)24-10-11-25-29-26(13-15-35(24,25)6)34(5)14-12-23(16-22(34)17-27(29)37)41-33-32(40)31(39)30(38)28(18-36)42-33/h17,19-21,23-33,36-40H,7-16,18H2,1-6H3/t20-,21-,23+,24-,25+,26+,27?,28-,29+,30-,31+,32-,33-,34+,35-/m1/s1
Canonical SMILES:  CC[C@@H](C(C)C)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C(O)C=C2[C@]1(C)CC[C@@H](C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)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
NPO32523 solanum violaceum Species Solanaceae Eukaryota PMID[22413887]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 > 20 ug/ml 22663190
NPT2 Others Unspecified IC50 > 20 ug/ml DrugMatrix in vivo data: Pathology
NPT1031 Cell Line Ca9-22 Homo sapiens IC50 > 20 ug/ml 19332682
NPT65 Cell Line HepG2 Homo sapiens IC50 > 20 ug/ml 12398531
NPT83 Cell Line MCF7 Homo sapiens IC50 > 20 ug/ml 12852747
NPT81 Cell Line A549 Homo sapiens IC50 > 20 ug/ml 17417907

  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 NPC470434 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
0.9892 High Similarity NPC469942
0.9688 High Similarity NPC75608
0.9677 High Similarity NPC473890
0.9677 High Similarity NPC243728
0.9574 High Similarity NPC158088
0.9485 High Similarity NPC93352
0.9474 High Similarity NPC282669
0.9388 High Similarity NPC472900
0.9388 High Similarity NPC472898
0.9388 High Similarity NPC472899
0.9381 High Similarity NPC473198
0.9375 High Similarity NPC285231
0.9375 High Similarity NPC267510
0.9375 High Similarity NPC21568
0.9362 High Similarity NPC207617
0.9293 High Similarity NPC33053
0.9278 High Similarity NPC272015
0.9208 High Similarity NPC141433
0.9167 High Similarity NPC234287
0.9167 High Similarity NPC280825
0.91 High Similarity NPC231340
0.9091 High Similarity NPC187400
0.9091 High Similarity NPC470885
0.9091 High Similarity NPC221562
0.9082 High Similarity NPC154452
0.9082 High Similarity NPC136816
0.9072 High Similarity NPC64348
0.9072 High Similarity NPC7341
0.9072 High Similarity NPC473200
0.901 High Similarity NPC472896
0.901 High Similarity NPC472897
0.9 High Similarity NPC309448
0.9 High Similarity NPC181845
0.9 High Similarity NPC473476
0.9 High Similarity NPC242748
0.9 High Similarity NPC474569
0.9 High Similarity NPC473923
0.898 High Similarity NPC47566
0.898 High Similarity NPC88000
0.898 High Similarity NPC472023
0.898 High Similarity NPC309425
0.898 High Similarity NPC160734
0.898 High Similarity NPC4831
0.898 High Similarity NPC21064
0.898 High Similarity NPC129372
0.898 High Similarity NPC121072
0.8969 High Similarity NPC476895
0.8942 High Similarity NPC307642
0.8936 High Similarity NPC302584
0.8922 High Similarity NPC157530
0.8922 High Similarity NPC472901
0.8922 High Similarity NPC250089
0.8922 High Similarity NPC14630
0.8911 High Similarity NPC190395
0.8911 High Similarity NPC226642
0.8911 High Similarity NPC470432
0.8911 High Similarity NPC305423
0.8911 High Similarity NPC283829
0.8911 High Similarity NPC14704
0.8911 High Similarity NPC230507
0.8911 High Similarity NPC113044
0.8911 High Similarity NPC161676
0.8911 High Similarity NPC94272
0.8889 High Similarity NPC288694
0.8889 High Similarity NPC312553
0.8889 High Similarity NPC159036
0.8866 High Similarity NPC240372
0.8866 High Similarity NPC476893
0.8854 High Similarity NPC476894
0.8846 High Similarity NPC473567
0.8846 High Similarity NPC216595
0.8835 High Similarity NPC191439
0.8835 High Similarity NPC65155
0.8835 High Similarity NPC103627
0.8835 High Similarity NPC170974
0.8824 High Similarity NPC476538
0.8824 High Similarity NPC476539
0.8824 High Similarity NPC476540
0.8824 High Similarity NPC476541
0.8824 High Similarity NPC98696
0.8824 High Similarity NPC295980
0.8824 High Similarity NPC295389
0.8812 High Similarity NPC26798
0.88 High Similarity NPC162354
0.88 High Similarity NPC189852
0.88 High Similarity NPC8039
0.88 High Similarity NPC157659
0.88 High Similarity NPC211879
0.88 High Similarity NPC31907
0.88 High Similarity NPC245280
0.88 High Similarity NPC114874
0.88 High Similarity NPC16573
0.88 High Similarity NPC155010
0.88 High Similarity NPC213190
0.88 High Similarity NPC473020
0.88 High Similarity NPC286969
0.88 High Similarity NPC472252
0.88 High Similarity NPC131479
0.88 High Similarity NPC16520
0.88 High Similarity NPC120123
0.8788 High Similarity NPC476896
0.8776 High Similarity NPC5358
0.8776 High Similarity NPC216260
0.8774 High Similarity NPC146652
0.8763 High Similarity NPC90583
0.8762 High Similarity NPC51154
0.875 High Similarity NPC305160
0.875 High Similarity NPC473021
0.875 High Similarity NPC72817
0.875 High Similarity NPC477927
0.875 High Similarity NPC65034
0.875 High Similarity NPC208189
0.875 High Similarity NPC13190
0.875 High Similarity NPC472987
0.8738 High Similarity NPC249265
0.8738 High Similarity NPC70204
0.8738 High Similarity NPC477809
0.8738 High Similarity NPC150372
0.8738 High Similarity NPC475670
0.8738 High Similarity NPC309278
0.8738 High Similarity NPC46190
0.8738 High Similarity NPC208383
0.8738 High Similarity NPC232054
0.8738 High Similarity NPC470433
0.8738 High Similarity NPC475333
0.8738 High Similarity NPC6806
0.8738 High Similarity NPC95051
0.8738 High Similarity NPC302057
0.8738 High Similarity NPC42482
0.8738 High Similarity NPC475550
0.8738 High Similarity NPC244086
0.8738 High Similarity NPC22779
0.8738 High Similarity NPC73243
0.8738 High Similarity NPC306131
0.8738 High Similarity NPC40440
0.8738 High Similarity NPC473328
0.8738 High Similarity NPC473318
0.8738 High Similarity NPC248746
0.8738 High Similarity NPC224098
0.8738 High Similarity NPC477026
0.8738 High Similarity NPC477027
0.8738 High Similarity NPC300557
0.8738 High Similarity NPC171073
0.8738 High Similarity NPC28844
0.8738 High Similarity NPC84956
0.8738 High Similarity NPC102016
0.8738 High Similarity NPC194207
0.8738 High Similarity NPC218571
0.8725 High Similarity NPC473469
0.8713 High Similarity NPC165033
0.8713 High Similarity NPC470768
0.8713 High Similarity NPC273879
0.8687 High Similarity NPC91497
0.8667 High Similarity NPC477050
0.8667 High Similarity NPC231797
0.8667 High Similarity NPC42171
0.8667 High Similarity NPC112274
0.8654 High Similarity NPC87998
0.8654 High Similarity NPC269297
0.8654 High Similarity NPC247037
0.8654 High Similarity NPC222202
0.8654 High Similarity NPC154856
0.8654 High Similarity NPC23808
0.8654 High Similarity NPC477811
0.8654 High Similarity NPC224314
0.8654 High Similarity NPC472717
0.8654 High Similarity NPC52241
0.8654 High Similarity NPC475317
0.8641 High Similarity NPC7213
0.8641 High Similarity NPC235824
0.8632 High Similarity NPC159876
0.8627 High Similarity NPC269627
0.8627 High Similarity NPC127801
0.8627 High Similarity NPC208477
0.8627 High Similarity NPC208594
0.8627 High Similarity NPC194842
0.8627 High Similarity NPC152584
0.8627 High Similarity NPC69737
0.8627 High Similarity NPC160816
0.8627 High Similarity NPC473199
0.8614 High Similarity NPC473124
0.8614 High Similarity NPC473123
0.8614 High Similarity NPC475701
0.8598 High Similarity NPC207637
0.8571 High Similarity NPC114188
0.8571 High Similarity NPC472989
0.8571 High Similarity NPC470748
0.8571 High Similarity NPC477032
0.8571 High Similarity NPC475247
0.8571 High Similarity NPC472715
0.8571 High Similarity NPC13193
0.8571 High Similarity NPC477028
0.8571 High Similarity NPC294129
0.8571 High Similarity NPC476547
0.8571 High Similarity NPC124677
0.8571 High Similarity NPC197231
0.8558 High Similarity NPC246205
0.8544 High Similarity NPC234160
0.8544 High Similarity NPC63368
0.8544 High Similarity NPC208650

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470434 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
0.819 Intermediate Similarity NPD6412 Phase 2
0.8053 Intermediate Similarity NPD8033 Approved
0.7965 Intermediate Similarity NPD8377 Approved
0.7965 Intermediate Similarity NPD8294 Approved
0.7946 Intermediate Similarity NPD7327 Approved
0.7946 Intermediate Similarity NPD7328 Approved
0.7895 Intermediate Similarity NPD8380 Approved
0.7895 Intermediate Similarity NPD8379 Approved
0.7895 Intermediate Similarity NPD8378 Approved
0.7895 Intermediate Similarity NPD8296 Approved
0.7895 Intermediate Similarity NPD8335 Approved
0.7876 Intermediate Similarity NPD7516 Approved
0.7755 Intermediate Similarity NPD7524 Approved
0.7739 Intermediate Similarity NPD7503 Approved
0.7629 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD6686 Approved
0.7526 Intermediate Similarity NPD6695 Phase 3
0.7479 Intermediate Similarity NPD7507 Approved
0.7434 Intermediate Similarity NPD8133 Approved
0.7419 Intermediate Similarity NPD6942 Approved
0.7419 Intermediate Similarity NPD7339 Approved
0.74 Intermediate Similarity NPD7750 Discontinued
0.74 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7387 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD8171 Discontinued
0.7295 Intermediate Similarity NPD7319 Approved
0.7292 Intermediate Similarity NPD6929 Approved
0.7258 Intermediate Similarity NPD8449 Approved
0.7216 Intermediate Similarity NPD7525 Registered
0.7216 Intermediate Similarity NPD6931 Approved
0.7216 Intermediate Similarity NPD6930 Phase 2
0.72 Intermediate Similarity NPD8450 Suspended
0.7158 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD7640 Approved
0.713 Intermediate Similarity NPD7639 Approved
0.7094 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6370 Approved
0.7083 Intermediate Similarity NPD5776 Phase 2
0.7083 Intermediate Similarity NPD6925 Approved
0.7073 Intermediate Similarity NPD7736 Approved
0.7048 Intermediate Similarity NPD6399 Phase 3
0.7041 Intermediate Similarity NPD7514 Phase 3
0.7037 Intermediate Similarity NPD7638 Approved
0.7025 Intermediate Similarity NPD8328 Phase 3
0.701 Intermediate Similarity NPD7145 Approved
0.6992 Remote Similarity NPD8293 Discontinued
0.6979 Remote Similarity NPD6933 Approved
0.697 Remote Similarity NPD6902 Approved
0.6952 Remote Similarity NPD7087 Discontinued
0.6952 Remote Similarity NPD7637 Suspended
0.6949 Remote Similarity NPD7115 Discovery
0.6939 Remote Similarity NPD7645 Phase 2
0.6931 Remote Similarity NPD4786 Approved
0.6917 Remote Similarity NPD6059 Approved
0.6917 Remote Similarity NPD6054 Approved
0.6869 Remote Similarity NPD7332 Phase 2
0.6869 Remote Similarity NPD6928 Phase 2
0.6863 Remote Similarity NPD6893 Approved
0.686 Remote Similarity NPD8516 Approved
0.686 Remote Similarity NPD8517 Approved
0.686 Remote Similarity NPD8515 Approved
0.686 Remote Similarity NPD8513 Phase 3
0.6771 Remote Similarity NPD6926 Approved
0.6771 Remote Similarity NPD6924 Approved
0.6748 Remote Similarity NPD6067 Discontinued
0.6735 Remote Similarity NPD6932 Approved
0.6733 Remote Similarity NPD3667 Approved
0.6727 Remote Similarity NPD4225 Approved
0.6726 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6015 Approved
0.6721 Remote Similarity NPD6016 Approved
0.6694 Remote Similarity NPD7492 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD5988 Approved
0.664 Remote Similarity NPD6616 Approved
0.6634 Remote Similarity NPD6898 Phase 1
0.661 Remote Similarity NPD6882 Approved
0.661 Remote Similarity NPD8297 Approved
0.6604 Remote Similarity NPD6051 Approved
0.6602 Remote Similarity NPD6400 Clinical (unspecified phase)
0.66 Remote Similarity NPD6683 Phase 2
0.6598 Remote Similarity NPD4784 Approved
0.6598 Remote Similarity NPD4785 Approved
0.6587 Remote Similarity NPD7078 Approved
0.6562 Remote Similarity NPD7150 Approved
0.6562 Remote Similarity NPD7151 Approved
0.6562 Remote Similarity NPD4243 Approved
0.6562 Remote Similarity NPD7152 Approved
0.6555 Remote Similarity NPD4632 Approved
0.6549 Remote Similarity NPD7632 Discontinued
0.6531 Remote Similarity NPD8264 Approved
0.6526 Remote Similarity NPD6922 Approved
0.6526 Remote Similarity NPD6923 Approved
0.6522 Remote Similarity NPD6402 Approved
0.6522 Remote Similarity NPD6640 Phase 3
0.6522 Remote Similarity NPD5739 Approved
0.6522 Remote Similarity NPD7128 Approved
0.6522 Remote Similarity NPD6675 Approved
0.6504 Remote Similarity NPD6319 Approved
0.65 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6496 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6486 Remote Similarity NPD6084 Phase 2
0.6486 Remote Similarity NPD6083 Phase 2
0.6481 Remote Similarity NPD8035 Phase 2
0.6481 Remote Similarity NPD8034 Phase 2
0.646 Remote Similarity NPD4159 Approved
0.646 Remote Similarity NPD5344 Discontinued
0.6458 Remote Similarity NPD7143 Approved
0.6458 Remote Similarity NPD7144 Approved
0.6449 Remote Similarity NPD5328 Approved
0.6429 Remote Similarity NPD8029 Clinical (unspecified phase)
0.641 Remote Similarity NPD6881 Approved
0.641 Remote Similarity NPD7320 Approved
0.641 Remote Similarity NPD6899 Approved
0.6406 Remote Similarity NPD6033 Approved
0.6404 Remote Similarity NPD5211 Phase 2
0.6387 Remote Similarity NPD8130 Phase 1
0.6373 Remote Similarity NPD7509 Discontinued
0.6373 Remote Similarity NPD4748 Discontinued
0.6364 Remote Similarity NPD7748 Approved
0.6356 Remote Similarity NPD6372 Approved
0.6356 Remote Similarity NPD6373 Approved
0.6339 Remote Similarity NPD7902 Approved
0.6339 Remote Similarity NPD4755 Approved
0.6333 Remote Similarity NPD6053 Discontinued
0.6331 Remote Similarity NPD7625 Phase 1
0.633 Remote Similarity NPD6079 Approved
0.6325 Remote Similarity NPD5701 Approved
0.6325 Remote Similarity NPD5697 Approved
0.6321 Remote Similarity NPD3618 Phase 1
0.6303 Remote Similarity NPD6883 Approved
0.6303 Remote Similarity NPD4634 Approved
0.6303 Remote Similarity NPD7102 Approved
0.6303 Remote Similarity NPD7290 Approved
0.6296 Remote Similarity NPD4753 Phase 2
0.6293 Remote Similarity NPD5141 Approved
0.6286 Remote Similarity NPD3668 Phase 3
0.6286 Remote Similarity NPD3133 Approved
0.6286 Remote Similarity NPD3665 Phase 1
0.6286 Remote Similarity NPD3666 Approved
0.6273 Remote Similarity NPD4202 Approved
0.627 Remote Similarity NPD5125 Phase 3
0.627 Remote Similarity NPD5126 Approved
0.625 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD6869 Approved
0.625 Remote Similarity NPD6650 Approved
0.624 Remote Similarity NPD7741 Discontinued
0.6239 Remote Similarity NPD3168 Discontinued
0.6239 Remote Similarity NPD6698 Approved
0.6239 Remote Similarity NPD7838 Discovery
0.6239 Remote Similarity NPD46 Approved
0.6239 Remote Similarity NPD6008 Approved
0.6239 Remote Similarity NPD7136 Phase 2
0.6228 Remote Similarity NPD5286 Approved
0.6228 Remote Similarity NPD4700 Approved
0.6228 Remote Similarity NPD4696 Approved
0.6228 Remote Similarity NPD5285 Approved
0.6226 Remote Similarity NPD7520 Clinical (unspecified phase)
0.622 Remote Similarity NPD7604 Phase 2
0.6218 Remote Similarity NPD6013 Approved
0.6218 Remote Similarity NPD6014 Approved
0.6218 Remote Similarity NPD6012 Approved
0.6204 Remote Similarity NPD6672 Approved
0.6204 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6204 Remote Similarity NPD5737 Approved
0.6202 Remote Similarity NPD8074 Phase 3
0.62 Remote Similarity NPD4190 Phase 3
0.62 Remote Similarity NPD5275 Approved
0.619 Remote Similarity NPD5983 Phase 2
0.6186 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6183 Remote Similarity NPD5956 Approved
0.6182 Remote Similarity NPD7515 Phase 2
0.6182 Remote Similarity NPD7983 Approved
0.6168 Remote Similarity NPD7334 Approved
0.6168 Remote Similarity NPD6684 Approved
0.6168 Remote Similarity NPD7146 Approved
0.6168 Remote Similarity NPD5330 Approved
0.6168 Remote Similarity NPD7521 Approved
0.6168 Remote Similarity NPD6409 Approved
0.6167 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7991 Discontinued
0.6161 Remote Similarity NPD5695 Phase 3
0.614 Remote Similarity NPD5696 Approved
0.6134 Remote Similarity NPD6011 Approved
0.6134 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5778 Approved
0.6126 Remote Similarity NPD5779 Approved
0.6124 Remote Similarity NPD6336 Discontinued
0.6121 Remote Similarity NPD5224 Approved
0.6121 Remote Similarity NPD4633 Approved
0.6121 Remote Similarity NPD5226 Approved
0.6121 Remote Similarity NPD5225 Approved
0.6117 Remote Similarity NPD4195 Approved
0.6116 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4251 Approved
0.6111 Remote Similarity NPD4250 Approved
0.6106 Remote Similarity NPD5220 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   70683854
ChEMBL   CHEMBL2036083
ZINC  

Physicochemical Properties

Molecular Weight:  592.43
ALogP:  -1.02
MLogP:  4.54
XLogP:  8.668
# Rotatable Bonds:  20
Polar Surface Area:  119.61
# H-Bond Aceptor:  7
# H-Bond Donor:  5
# Rings:  5
# Heavy Atoms:  42

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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