Natural Product: NPC474792

Natural Product ID:  NPC474792
Common Name:   Labda-7,14-Dien-13(R)-Ol-Alpha-L-Rhamnopyranoside
IUPAC Name:   (2S,3R,4R,5R,6S)-2-[(3R)-5-[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-1-en-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C26H44O6
Standard InCHIKey:  UBKDZASKYWHZPJ-SQFRFZBRSA-N
Standard InCHI:  InChI=1S/C26H44O6/c1-7-25(5,32-23-22(30)21(29)20(28)18(15-27)31-23)14-11-17-16(2)9-10-19-24(3,4)12-8-13-26(17,19)6/h7,9,17-23,27-30H,1,8,10-15H2,2-6H3/t17-,18-,19-,20-,21+,22+,23-,25-,26+/m0/s1
Canonical SMILES:  OC[C@@H]1O[C@@H](O[C@](CC[C@H]2C(=CC[C@@H]3[C@]2(C)CCCC3(C)C)C)(C=C)C)[C@@H]([C@@H]([C@H]1O)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
NPO16949 Aster oharai Species Asteraceae Eukaryota PMID[12193011]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 > 10 ug/ml 18020419
NPT146 Cell Line SK-OV-3 Homo sapiens ED50 > 10 ug/ml 19734910
NPT390 Cell Line LOX IMVI Homo sapiens ED50 > 10 ug/ml 22916954
NPT81 Cell Line A549 Homo sapiens ED50 > 10 ug/ml 21955940
NPT383 Cell Line SNB-19 Homo sapiens ED50 > 10 ug/ml 23084276
NPT148 Cell Line HCT-15 Homo sapiens ED50 > 10 ug/ml 22037378
NPT380 Cell Line U-251 Homo sapiens ED50 > 10 ug/ml 15043408
NPT323 Cell Line SW-620 Homo sapiens ED50 > 10 ug/ml 15043408

  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 NPC474792 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 NPC67398
1.0 High Similarity NPC91654
0.9556 High Similarity NPC239547
0.9556 High Similarity NPC91197
0.9556 High Similarity NPC96597
0.9556 High Similarity NPC155319
0.9556 High Similarity NPC309503
0.9556 High Similarity NPC125551
0.9432 High Similarity NPC302584
0.907 High Similarity NPC166279
0.9043 High Similarity NPC285231
0.9043 High Similarity NPC21568
0.9043 High Similarity NPC280991
0.9011 High Similarity NPC305160
0.8989 High Similarity NPC309310
0.8989 High Similarity NPC473058
0.8901 High Similarity NPC474835
0.8889 High Similarity NPC474249
0.8889 High Similarity NPC159876
0.8889 High Similarity NPC261990
0.8876 High Similarity NPC248312
0.8817 High Similarity NPC90583
0.8776 High Similarity NPC33053
0.8723 High Similarity NPC240372
0.866 High Similarity NPC473123
0.866 High Similarity NPC473124
0.8652 High Similarity NPC470836
0.8632 High Similarity NPC158088
0.8617 High Similarity NPC207617
0.8605 High Similarity NPC100697
0.8602 High Similarity NPC178949
0.8602 High Similarity NPC96736
0.8602 High Similarity NPC477927
0.8602 High Similarity NPC72817
0.8587 High Similarity NPC289361
0.8571 High Similarity NPC93352
0.8571 High Similarity NPC203354
0.8571 High Similarity NPC473127
0.8571 High Similarity NPC110656
0.8542 High Similarity NPC64348
0.8542 High Similarity NPC469942
0.8526 High Similarity NPC243728
0.8526 High Similarity NPC473890
0.8515 High Similarity NPC103627
0.8515 High Similarity NPC191439
0.8515 High Similarity NPC170974
0.8511 High Similarity NPC286612
0.8511 High Similarity NPC230347
0.8511 High Similarity NPC275310
0.85 High Similarity NPC80210
0.85 High Similarity NPC38376
0.8485 Intermediate Similarity NPC470763
0.8485 Intermediate Similarity NPC470767
0.8454 Intermediate Similarity NPC470434
0.8454 Intermediate Similarity NPC267510
0.8438 Intermediate Similarity NPC216260
0.8438 Intermediate Similarity NPC312325
0.8438 Intermediate Similarity NPC5358
0.8431 Intermediate Similarity NPC208189
0.8431 Intermediate Similarity NPC65034
0.8416 Intermediate Similarity NPC221110
0.8416 Intermediate Similarity NPC180459
0.8416 Intermediate Similarity NPC195116
0.8416 Intermediate Similarity NPC473318
0.8416 Intermediate Similarity NPC285253
0.8416 Intermediate Similarity NPC473328
0.8416 Intermediate Similarity NPC28844
0.8409 Intermediate Similarity NPC20072
0.8404 Intermediate Similarity NPC211238
0.84 Intermediate Similarity NPC281939
0.837 Intermediate Similarity NPC470819
0.8367 Intermediate Similarity NPC154452
0.8367 Intermediate Similarity NPC470571
0.8367 Intermediate Similarity NPC272015
0.8351 Intermediate Similarity NPC282669
0.835 Intermediate Similarity NPC231797
0.835 Intermediate Similarity NPC473567
0.835 Intermediate Similarity NPC216595
0.8333 Intermediate Similarity NPC65155
0.8283 Intermediate Similarity NPC471888
0.8283 Intermediate Similarity NPC471886
0.8283 Intermediate Similarity NPC99627
0.8283 Intermediate Similarity NPC471885
0.8283 Intermediate Similarity NPC471887
0.8283 Intermediate Similarity NPC162354
0.8283 Intermediate Similarity NPC473129
0.828 Intermediate Similarity NPC470817
0.828 Intermediate Similarity NPC202886
0.8265 Intermediate Similarity NPC117714
0.8265 Intermediate Similarity NPC154127
0.8265 Intermediate Similarity NPC160734
0.8265 Intermediate Similarity NPC21064
0.8265 Intermediate Similarity NPC88000
0.8265 Intermediate Similarity NPC47566
0.8265 Intermediate Similarity NPC129372
0.8265 Intermediate Similarity NPC263756
0.8265 Intermediate Similarity NPC4831
0.8265 Intermediate Similarity NPC472023
0.8265 Intermediate Similarity NPC309425
0.8265 Intermediate Similarity NPC121072
0.8252 Intermediate Similarity NPC110494
0.8252 Intermediate Similarity NPC157474
0.8247 Intermediate Similarity NPC477928
0.8247 Intermediate Similarity NPC234287
0.8247 Intermediate Similarity NPC280825
0.8235 Intermediate Similarity NPC250089
0.8235 Intermediate Similarity NPC157530
0.8235 Intermediate Similarity NPC472901
0.8235 Intermediate Similarity NPC14630
0.8222 Intermediate Similarity NPC83702
0.8218 Intermediate Similarity NPC472390
0.82 Intermediate Similarity NPC470768
0.82 Intermediate Similarity NPC75608
0.82 Intermediate Similarity NPC470885
0.82 Intermediate Similarity NPC187400
0.82 Intermediate Similarity NPC109792
0.82 Intermediate Similarity NPC57065
0.82 Intermediate Similarity NPC54521
0.82 Intermediate Similarity NPC221562
0.8182 Intermediate Similarity NPC76497
0.8182 Intermediate Similarity NPC256133
0.8182 Intermediate Similarity NPC300399
0.8182 Intermediate Similarity NPC136816
0.8182 Intermediate Similarity NPC37207
0.8182 Intermediate Similarity NPC213674
0.8182 Intermediate Similarity NPC30289
0.8182 Intermediate Similarity NPC471482
0.8173 Intermediate Similarity NPC476305
0.8173 Intermediate Similarity NPC473125
0.8172 Intermediate Similarity NPC477748
0.8163 Intermediate Similarity NPC473200
0.8163 Intermediate Similarity NPC324598
0.8163 Intermediate Similarity NPC7341
0.8144 Intermediate Similarity NPC26307
0.8144 Intermediate Similarity NPC98112
0.8137 Intermediate Similarity NPC128795
0.8137 Intermediate Similarity NPC217921
0.8137 Intermediate Similarity NPC135015
0.8137 Intermediate Similarity NPC48548
0.8132 Intermediate Similarity NPC119001
0.8125 Intermediate Similarity NPC100892
0.8125 Intermediate Similarity NPC477969
0.8125 Intermediate Similarity NPC477970
0.8125 Intermediate Similarity NPC108141
0.8125 Intermediate Similarity NPC135224
0.8119 Intermediate Similarity NPC472898
0.8119 Intermediate Similarity NPC474569
0.8119 Intermediate Similarity NPC239961
0.8119 Intermediate Similarity NPC472900
0.8119 Intermediate Similarity NPC309448
0.8119 Intermediate Similarity NPC26798
0.8119 Intermediate Similarity NPC82251
0.8119 Intermediate Similarity NPC472899
0.81 Intermediate Similarity NPC189852
0.81 Intermediate Similarity NPC8039
0.81 Intermediate Similarity NPC473198
0.81 Intermediate Similarity NPC157659
0.81 Intermediate Similarity NPC120123
0.81 Intermediate Similarity NPC31907
0.81 Intermediate Similarity NPC245280
0.81 Intermediate Similarity NPC155010
0.81 Intermediate Similarity NPC211879
0.81 Intermediate Similarity NPC213190
0.81 Intermediate Similarity NPC131479
0.81 Intermediate Similarity NPC473020
0.81 Intermediate Similarity NPC16520
0.81 Intermediate Similarity NPC471450
0.81 Intermediate Similarity NPC286969
0.81 Intermediate Similarity NPC472252
0.81 Intermediate Similarity NPC123796
0.81 Intermediate Similarity NPC114874
0.8095 Intermediate Similarity NPC44298
0.8095 Intermediate Similarity NPC473159
0.8095 Intermediate Similarity NPC473128
0.8095 Intermediate Similarity NPC290608
0.8095 Intermediate Similarity NPC469347
0.8095 Intermediate Similarity NPC469348
0.8095 Intermediate Similarity NPC40133
0.8095 Intermediate Similarity NPC49413
0.809 Intermediate Similarity NPC16090
0.8081 Intermediate Similarity NPC198992
0.8077 Intermediate Similarity NPC472987
0.8077 Intermediate Similarity NPC473021
0.8077 Intermediate Similarity NPC13190
0.8061 Intermediate Similarity NPC70733
0.8061 Intermediate Similarity NPC198422
0.8061 Intermediate Similarity NPC40182
0.8061 Intermediate Similarity NPC56071
0.8058 Intermediate Similarity NPC316974
0.8058 Intermediate Similarity NPC40728
0.8058 Intermediate Similarity NPC128133
0.8039 Intermediate Similarity NPC226642
0.8039 Intermediate Similarity NPC257964
0.8039 Intermediate Similarity NPC190395
0.8039 Intermediate Similarity NPC231340
0.8039 Intermediate Similarity NPC88013
0.8039 Intermediate Similarity NPC125423
0.8021 Intermediate Similarity NPC25701
0.8021 Intermediate Similarity NPC2003
0.8021 Intermediate Similarity NPC189513

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474792 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
0.7961 Intermediate Similarity NPD6686 Approved
0.7864 Intermediate Similarity NPD6412 Phase 2
0.7748 Intermediate Similarity NPD7503 Approved
0.7636 Intermediate Similarity NPD7328 Approved
0.7636 Intermediate Similarity NPD7327 Approved
0.7568 Intermediate Similarity NPD7516 Approved
0.75 Intermediate Similarity NPD8294 Approved
0.75 Intermediate Similarity NPD8377 Approved
0.7434 Intermediate Similarity NPD8335 Approved
0.7434 Intermediate Similarity NPD8378 Approved
0.7434 Intermediate Similarity NPD8379 Approved
0.7434 Intermediate Similarity NPD8033 Approved
0.7434 Intermediate Similarity NPD8296 Approved
0.7434 Intermediate Similarity NPD8380 Approved
0.7273 Intermediate Similarity NPD8133 Approved
0.7222 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD7524 Approved
0.7179 Intermediate Similarity NPD7507 Approved
0.7083 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7319 Approved
0.6979 Remote Similarity NPD6695 Phase 3
0.6923 Remote Similarity NPD6370 Approved
0.6915 Remote Similarity NPD7645 Phase 2
0.6887 Remote Similarity NPD5344 Discontinued
0.6864 Remote Similarity NPD8328 Phase 3
0.6857 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6857 Remote Similarity NPD7638 Approved
0.6842 Remote Similarity NPD7525 Registered
0.6838 Remote Similarity NPD8517 Approved
0.6838 Remote Similarity NPD8515 Approved
0.6838 Remote Similarity NPD8516 Approved
0.6838 Remote Similarity NPD8513 Phase 3
0.6818 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6792 Remote Similarity NPD7639 Approved
0.6792 Remote Similarity NPD7640 Approved
0.6786 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6783 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6757 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6752 Remote Similarity NPD6054 Approved
0.6739 Remote Similarity NPD1811 Approved
0.6739 Remote Similarity NPD1810 Approved
0.6735 Remote Similarity NPD6400 Clinical (unspecified phase)
0.67 Remote Similarity NPD7750 Discontinued
0.6667 Remote Similarity NPD6931 Approved
0.6667 Remote Similarity NPD6930 Phase 2
0.6667 Remote Similarity NPD46 Approved
0.6667 Remote Similarity NPD6698 Approved
0.6667 Remote Similarity NPD6942 Approved
0.6667 Remote Similarity NPD7339 Approved
0.6667 Remote Similarity NPD7838 Discovery
0.6639 Remote Similarity NPD7736 Approved
0.661 Remote Similarity NPD6059 Approved
0.6596 Remote Similarity NPD6933 Approved
0.6596 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6569 Remote Similarity NPD6051 Approved
0.6562 Remote Similarity NPD6929 Approved
0.6557 Remote Similarity NPD8293 Discontinued
0.6555 Remote Similarity NPD6015 Approved
0.6555 Remote Similarity NPD6016 Approved
0.6542 Remote Similarity NPD4225 Approved
0.6538 Remote Similarity NPD8171 Discontinued
0.6535 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6529 Remote Similarity NPD7492 Approved
0.6526 Remote Similarity NPD6932 Approved
0.6505 Remote Similarity NPD3168 Discontinued
0.65 Remote Similarity NPD5126 Approved
0.65 Remote Similarity NPD5988 Approved
0.65 Remote Similarity NPD5125 Phase 3
0.6496 Remote Similarity NPD6009 Approved
0.6496 Remote Similarity NPD7115 Discovery
0.6495 Remote Similarity NPD7332 Phase 2
0.6495 Remote Similarity NPD7514 Phase 3
0.6481 Remote Similarity NPD6648 Approved
0.6475 Remote Similarity NPD6616 Approved
0.6458 Remote Similarity NPD7145 Approved
0.6446 Remote Similarity NPD6067 Discontinued
0.6442 Remote Similarity NPD6411 Approved
0.6442 Remote Similarity NPD7087 Discontinued
0.6435 Remote Similarity NPD6882 Approved
0.6429 Remote Similarity NPD8449 Approved
0.6423 Remote Similarity NPD7078 Approved
0.6413 Remote Similarity NPD2686 Approved
0.6413 Remote Similarity NPD2687 Approved
0.6413 Remote Similarity NPD2254 Approved
0.6404 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6383 Remote Similarity NPD6926 Approved
0.6383 Remote Similarity NPD6924 Approved
0.6383 Remote Similarity NPD4784 Approved
0.6383 Remote Similarity NPD4785 Approved
0.6381 Remote Similarity NPD6399 Phase 3
0.6379 Remote Similarity NPD4632 Approved
0.6378 Remote Similarity NPD8450 Suspended
0.6354 Remote Similarity NPD5776 Phase 2
0.6354 Remote Similarity NPD6925 Approved
0.6344 Remote Similarity NPD4243 Approved
0.6337 Remote Similarity NPD6893 Approved
0.6333 Remote Similarity NPD6319 Approved
0.6316 Remote Similarity NPD8264 Approved
0.6296 Remote Similarity NPD6083 Phase 2
0.6296 Remote Similarity NPD6084 Phase 2
0.6293 Remote Similarity NPD8297 Approved
0.6293 Remote Similarity NPD6053 Discontinued
0.629 Remote Similarity NPD8074 Phase 3
0.6286 Remote Similarity NPD7637 Suspended
0.6273 Remote Similarity NPD4159 Approved
0.6263 Remote Similarity NPD6902 Approved
0.6263 Remote Similarity NPD6898 Phase 1
0.625 Remote Similarity NPD6101 Approved
0.625 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6238 Remote Similarity NPD4786 Approved
0.6228 Remote Similarity NPD6899 Approved
0.6228 Remote Similarity NPD6881 Approved
0.6226 Remote Similarity NPD5779 Approved
0.6226 Remote Similarity NPD5778 Approved
0.6224 Remote Similarity NPD6683 Phase 2
0.6216 Remote Similarity NPD7632 Discontinued
0.62 Remote Similarity NPD3667 Approved
0.6195 Remote Similarity NPD6675 Approved
0.6195 Remote Similarity NPD7128 Approved
0.6195 Remote Similarity NPD6640 Phase 3
0.6195 Remote Similarity NPD5739 Approved
0.6195 Remote Similarity NPD6402 Approved
0.619 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7748 Approved
0.6162 Remote Similarity NPD7509 Discontinued
0.6162 Remote Similarity NPD6928 Phase 2
0.6148 Remote Similarity NPD6921 Approved
0.6147 Remote Similarity NPD7902 Approved
0.6142 Remote Similarity NPD5956 Approved
0.614 Remote Similarity NPD5697 Approved
0.614 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6139 Remote Similarity NPD3669 Approved
0.6139 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6132 Remote Similarity NPD7515 Phase 2
0.6132 Remote Similarity NPD7983 Approved
0.6122 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6121 Remote Similarity NPD7102 Approved
0.6121 Remote Similarity NPD6883 Approved
0.6121 Remote Similarity NPD6371 Approved
0.6121 Remote Similarity NPD4634 Approved
0.6121 Remote Similarity NPD7290 Approved
0.6111 Remote Similarity NPD5695 Phase 3
0.6111 Remote Similarity NPD6033 Approved
0.6095 Remote Similarity NPD4753 Phase 2
0.6087 Remote Similarity NPD7320 Approved
0.608 Remote Similarity NPD8451 Approved
0.6078 Remote Similarity NPD3133 Approved
0.6078 Remote Similarity NPD3666 Approved
0.6078 Remote Similarity NPD3665 Phase 1
0.6071 Remote Similarity NPD5211 Phase 2
0.6068 Remote Similarity NPD6650 Approved
0.6068 Remote Similarity NPD8130 Phase 1
0.6068 Remote Similarity NPD6649 Approved
0.6068 Remote Similarity NPD6869 Approved
0.6068 Remote Similarity NPD6847 Approved
0.6068 Remote Similarity NPD6617 Approved
0.6067 Remote Similarity NPD368 Approved
0.6064 Remote Similarity NPD7144 Approved
0.6064 Remote Similarity NPD7143 Approved
0.6061 Remote Similarity NPD4195 Approved
0.6058 Remote Similarity NPD7625 Phase 1
0.6053 Remote Similarity NPD5357 Phase 1
0.6048 Remote Similarity NPD7604 Phase 2
0.6036 Remote Similarity NPD4696 Approved
0.6036 Remote Similarity NPD5285 Approved
0.6036 Remote Similarity NPD5286 Approved
0.6034 Remote Similarity NPD6012 Approved
0.6034 Remote Similarity NPD6014 Approved
0.6034 Remote Similarity NPD6013 Approved
0.6034 Remote Similarity NPD6372 Approved
0.6034 Remote Similarity NPD6373 Approved
0.6032 Remote Similarity NPD8448 Approved
0.6019 Remote Similarity NPD5282 Discontinued
0.6016 Remote Similarity NPD8392 Approved
0.6016 Remote Similarity NPD8390 Approved
0.6016 Remote Similarity NPD8391 Approved
0.6016 Remote Similarity NPD5983 Phase 2
0.6 Remote Similarity NPD7150 Approved
0.6 Remote Similarity NPD4748 Discontinued
0.6 Remote Similarity NPD7151 Approved
0.6 Remote Similarity NPD5701 Approved
0.6 Remote Similarity NPD7152 Approved
0.6 Remote Similarity NPD4755 Approved
0.5981 Remote Similarity NPD6079 Approved
0.5979 Remote Similarity NPD4190 Phase 3
0.5979 Remote Similarity NPD5275 Approved
0.5965 Remote Similarity NPD5141 Approved
0.5965 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5963 Remote Similarity NPD5210 Approved
0.5963 Remote Similarity NPD4629 Approved
0.5962 Remote Similarity NPD6684 Approved
0.5962 Remote Similarity NPD7334 Approved
0.5962 Remote Similarity NPD3618 Phase 1
0.5962 Remote Similarity NPD7521 Approved
0.5962 Remote Similarity NPD7146 Approved
0.5962 Remote Similarity NPD6409 Approved
0.5962 Remote Similarity NPD5330 Approved
0.5957 Remote Similarity NPD6922 Approved
0.5957 Remote Similarity NPD6923 Approved
0.5955 Remote Similarity NPD1145 Discontinued

Structure

External Identifiers

PubChem CID   44576002
ChEMBL   CHEMBL482820
ZINC  

Physicochemical Properties

Molecular Weight:  452.31
ALogP:  0.9041
MLogP:  3.66
XLogP:  6.091
# Rotatable Bonds:  16
Polar Surface Area:  99.38
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  32

Download Data

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