Natural Product: NPC154127

Natural Product ID:  NPC154127
Common Name:   Lauroside B
IUPAC Name:   (4R,5S)-4-hydroxy-5-(hydroxymethyl)-3,3-dimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-1-enyl]cyclohexan-1-one
Synonyms:   Lauroside B
Molecular Formula:   C19H32O9
Standard InCHIKey:  HNFCTWJBJGEYGD-DZDMONCLSA-N
Standard InCHI:  InChI=1S/C19H32O9/c1-10(27-17-16(25)15(24)14(23)13(9-21)28-17)4-5-19(26)11(8-20)6-12(22)7-18(19,2)3/h4-5,10-11,13-17,20-21,23-26H,6-9H2,1-3H3/b5-4+/t10-,11+,13-,14-,15+,16-,17-,19-/m1/s1
Canonical SMILES:  OC[C@@H]1CC(=O)CC([C@@]1(O)/C=C/[C@H](O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C)(C)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
NPO29515 Laurus nobilis Species Lauraceae Eukaryota Leaves PMID[21188975]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1083 Cell Line A-375 Homo sapiens Inhibition = 65 % 21188975
NPT1653 Cell Line WM-115 Homo sapiens Inhibition = 50 % 21188975
NPT170 Cell Line SK-MEL-28 Homo sapiens Inhibition = 33 % 21188975
NPT1083 Cell Line A-375 Homo sapiens Activity = 0.6 % 21188975
NPT1083 Cell Line A-375 Homo sapiens Activity = 14.3 % 21188975
NPT1083 Cell Line A-375 Homo sapiens Activity = 5.1 % 21188975
NPT2 Others Unspecified Inhibition = 6 % 21188975
NPT2 Others Unspecified Inhibition = 20 % 21188975
NPT2 Others Unspecified Inhibition = 60 % 21188975
NPT2 Others Unspecified Inhibition = 86 % 21188975
NPT2 Others Unspecified Inhibition = 100 % 21188975

  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 NPC154127 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
0.8969 High Similarity NPC307517
0.8969 High Similarity NPC81483
0.8969 High Similarity NPC169468
0.8969 High Similarity NPC61630
0.8889 High Similarity NPC223834
0.8835 High Similarity NPC46407
0.88 High Similarity NPC151516
0.8673 High Similarity NPC474194
0.8586 High Similarity NPC40182
0.8586 High Similarity NPC198422
0.8557 High Similarity NPC25701
0.8557 High Similarity NPC2003
0.8505 High Similarity NPC181145
0.8476 Intermediate Similarity NPC83005
0.8455 Intermediate Similarity NPC48692
0.8416 Intermediate Similarity NPC280991
0.8411 Intermediate Similarity NPC75167
0.8411 Intermediate Similarity NPC311592
0.8333 Intermediate Similarity NPC150463
0.8333 Intermediate Similarity NPC214277
0.8318 Intermediate Similarity NPC174836
0.83 Intermediate Similarity NPC96597
0.83 Intermediate Similarity NPC155319
0.83 Intermediate Similarity NPC125551
0.83 Intermediate Similarity NPC309503
0.83 Intermediate Similarity NPC91197
0.83 Intermediate Similarity NPC239547
0.8288 Intermediate Similarity NPC473130
0.8286 Intermediate Similarity NPC219900
0.8286 Intermediate Similarity NPC177524
0.8286 Intermediate Similarity NPC392
0.8283 Intermediate Similarity NPC108141
0.8273 Intermediate Similarity NPC234522
0.8273 Intermediate Similarity NPC45475
0.8265 Intermediate Similarity NPC67398
0.8265 Intermediate Similarity NPC91654
0.8265 Intermediate Similarity NPC474792
0.8218 Intermediate Similarity NPC70733
0.8218 Intermediate Similarity NPC56071
0.8218 Intermediate Similarity NPC312325
0.82 Intermediate Similarity NPC90583
0.8163 Intermediate Similarity NPC472197
0.8163 Intermediate Similarity NPC324157
0.8163 Intermediate Similarity NPC302584
0.8144 Intermediate Similarity NPC309310
0.8131 Intermediate Similarity NPC119550
0.8119 Intermediate Similarity NPC278506
0.8119 Intermediate Similarity NPC240372
0.8113 Intermediate Similarity NPC128795
0.8113 Intermediate Similarity NPC217921
0.8113 Intermediate Similarity NPC135015
0.8113 Intermediate Similarity NPC48548
0.8095 Intermediate Similarity NPC239961
0.8081 Intermediate Similarity NPC474835
0.8081 Intermediate Similarity NPC320089
0.8073 Intermediate Similarity NPC474410
0.8073 Intermediate Similarity NPC293658
0.8073 Intermediate Similarity NPC264153
0.8061 Intermediate Similarity NPC328935
0.8061 Intermediate Similarity NPC327183
0.8058 Intermediate Similarity NPC198992
0.8037 Intermediate Similarity NPC316974
0.8037 Intermediate Similarity NPC40728
0.802 Intermediate Similarity NPC256230
0.802 Intermediate Similarity NPC54731
0.8019 Intermediate Similarity NPC125423
0.8019 Intermediate Similarity NPC293512
0.8019 Intermediate Similarity NPC184512
0.8019 Intermediate Similarity NPC88013
0.8 Intermediate Similarity NPC475163
0.8 Intermediate Similarity NPC220293
0.8 Intermediate Similarity NPC194941
0.7981 Intermediate Similarity NPC470571
0.7963 Intermediate Similarity NPC154856
0.7963 Intermediate Similarity NPC475317
0.7963 Intermediate Similarity NPC235014
0.7963 Intermediate Similarity NPC52241
0.7946 Intermediate Similarity NPC473828
0.7946 Intermediate Similarity NPC473617
0.7944 Intermediate Similarity NPC473288
0.7944 Intermediate Similarity NPC272576
0.7944 Intermediate Similarity NPC311223
0.7925 Intermediate Similarity NPC252296
0.7925 Intermediate Similarity NPC470767
0.7925 Intermediate Similarity NPC470763
0.7913 Intermediate Similarity NPC41129
0.7909 Intermediate Similarity NPC473159
0.7905 Intermediate Similarity NPC475889
0.7905 Intermediate Similarity NPC7644
0.7905 Intermediate Similarity NPC127933
0.7905 Intermediate Similarity NPC7613
0.7879 Intermediate Similarity NPC261990
0.7879 Intermediate Similarity NPC474249
0.7876 Intermediate Similarity NPC122971
0.7876 Intermediate Similarity NPC477071
0.7857 Intermediate Similarity NPC23046
0.7857 Intermediate Similarity NPC474483
0.7857 Intermediate Similarity NPC473405
0.785 Intermediate Similarity NPC33053
0.785 Intermediate Similarity NPC472390
0.7843 Intermediate Similarity NPC143446
0.7838 Intermediate Similarity NPC472274
0.783 Intermediate Similarity NPC470321
0.783 Intermediate Similarity NPC100955
0.783 Intermediate Similarity NPC470768
0.783 Intermediate Similarity NPC121566
0.783 Intermediate Similarity NPC470104
0.783 Intermediate Similarity NPC264867
0.783 Intermediate Similarity NPC473207
0.783 Intermediate Similarity NPC201880
0.783 Intermediate Similarity NPC81567
0.7826 Intermediate Similarity NPC28532
0.7818 Intermediate Similarity NPC37739
0.7818 Intermediate Similarity NPC474265
0.7818 Intermediate Similarity NPC210420
0.7818 Intermediate Similarity NPC46388
0.7818 Intermediate Similarity NPC130427
0.7818 Intermediate Similarity NPC473125
0.781 Intermediate Similarity NPC121423
0.781 Intermediate Similarity NPC471363
0.781 Intermediate Similarity NPC201191
0.781 Intermediate Similarity NPC238397
0.78 Intermediate Similarity NPC472199
0.7798 Intermediate Similarity NPC65155
0.7788 Intermediate Similarity NPC64348
0.7788 Intermediate Similarity NPC471548
0.7778 Intermediate Similarity NPC297950
0.7778 Intermediate Similarity NPC38376
0.7778 Intermediate Similarity NPC222307
0.7778 Intermediate Similarity NPC80210
0.7768 Intermediate Similarity NPC471816
0.7767 Intermediate Similarity NPC472290
0.7767 Intermediate Similarity NPC266842
0.7757 Intermediate Similarity NPC95243
0.7757 Intermediate Similarity NPC82251
0.7757 Intermediate Similarity NPC63023
0.775 Intermediate Similarity NPC231240
0.7748 Intermediate Similarity NPC473128
0.7748 Intermediate Similarity NPC138334
0.7748 Intermediate Similarity NPC49413
0.7748 Intermediate Similarity NPC189884
0.7748 Intermediate Similarity NPC204458
0.7748 Intermediate Similarity NPC290608
0.7748 Intermediate Similarity NPC271138
0.7748 Intermediate Similarity NPC40133
0.7748 Intermediate Similarity NPC47063
0.7748 Intermediate Similarity NPC44298
0.7748 Intermediate Similarity NPC269315
0.7736 Intermediate Similarity NPC134270
0.7736 Intermediate Similarity NPC473070
0.7736 Intermediate Similarity NPC473124
0.7736 Intermediate Similarity NPC473123
0.7731 Intermediate Similarity NPC476966
0.7731 Intermediate Similarity NPC471407
0.7727 Intermediate Similarity NPC191763
0.7723 Intermediate Similarity NPC238090
0.7723 Intermediate Similarity NPC472196
0.7723 Intermediate Similarity NPC472195
0.7719 Intermediate Similarity NPC474179
0.7719 Intermediate Similarity NPC475834
0.7714 Intermediate Similarity NPC285231
0.7714 Intermediate Similarity NPC21568
0.7706 Intermediate Similarity NPC195116
0.7706 Intermediate Similarity NPC167383
0.7706 Intermediate Similarity NPC285253
0.7706 Intermediate Similarity NPC473328
0.7706 Intermediate Similarity NPC306746
0.7706 Intermediate Similarity NPC206618
0.7706 Intermediate Similarity NPC28844
0.7706 Intermediate Similarity NPC221110
0.7706 Intermediate Similarity NPC180459
0.7706 Intermediate Similarity NPC137917
0.7706 Intermediate Similarity NPC237503
0.7706 Intermediate Similarity NPC473318
0.7706 Intermediate Similarity NPC57362
0.7706 Intermediate Similarity NPC204407
0.77 Intermediate Similarity NPC202886
0.7699 Intermediate Similarity NPC471547
0.7692 Intermediate Similarity NPC477928
0.7692 Intermediate Similarity NPC469565
0.7686 Intermediate Similarity NPC316915
0.7685 Intermediate Similarity NPC112780
0.7685 Intermediate Similarity NPC187435
0.7685 Intermediate Similarity NPC67321
0.7685 Intermediate Similarity NPC143609
0.7679 Intermediate Similarity NPC474557
0.7679 Intermediate Similarity NPC473882
0.7677 Intermediate Similarity NPC248312
0.7672 Intermediate Similarity NPC473231
0.7664 Intermediate Similarity NPC222161
0.7664 Intermediate Similarity NPC110656
0.7664 Intermediate Similarity NPC473068
0.7664 Intermediate Similarity NPC203354
0.7664 Intermediate Similarity NPC473127
0.7664 Intermediate Similarity NPC93352
0.7664 Intermediate Similarity NPC258532
0.7658 Intermediate Similarity NPC216595
0.7658 Intermediate Similarity NPC116794
0.7658 Intermediate Similarity NPC328074
0.7658 Intermediate Similarity NPC256798

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC154127 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
0.8286 Intermediate Similarity NPD6686 Approved
0.7685 Intermediate Similarity NPD6412 Phase 2
0.7545 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7524 Intermediate Similarity NPD8029 Clinical (unspecified phase)
0.7479 Intermediate Similarity NPD7507 Approved
0.7436 Intermediate Similarity NPD8516 Approved
0.7436 Intermediate Similarity NPD8515 Approved
0.7436 Intermediate Similarity NPD8513 Phase 3
0.7436 Intermediate Similarity NPD8517 Approved
0.7411 Intermediate Similarity NPD8413 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD6698 Approved
0.7353 Intermediate Similarity NPD46 Approved
0.7328 Intermediate Similarity NPD7327 Approved
0.7328 Intermediate Similarity NPD7328 Approved
0.7297 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7295 Intermediate Similarity NPD7319 Approved
0.7288 Intermediate Similarity NPD7503 Approved
0.7281 Intermediate Similarity NPD8133 Approved
0.7265 Intermediate Similarity NPD7516 Approved
0.7203 Intermediate Similarity NPD8294 Approved
0.7203 Intermediate Similarity NPD8377 Approved
0.7167 Intermediate Similarity NPD8328 Phase 3
0.7143 Intermediate Similarity NPD8380 Approved
0.7143 Intermediate Similarity NPD8335 Approved
0.7143 Intermediate Similarity NPD8379 Approved
0.7143 Intermediate Similarity NPD8378 Approved
0.7143 Intermediate Similarity NPD8296 Approved
0.7143 Intermediate Similarity NPD8033 Approved
0.7037 Intermediate Similarity NPD4225 Approved
0.6972 Remote Similarity NPD7639 Approved
0.6972 Remote Similarity NPD7640 Approved
0.6952 Remote Similarity NPD7983 Approved
0.6949 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6949 Remote Similarity NPD7115 Discovery
0.6942 Remote Similarity NPD6370 Approved
0.6909 Remote Similarity NPD5344 Discontinued
0.6881 Remote Similarity NPD7638 Approved
0.687 Remote Similarity NPD6371 Approved
0.6855 Remote Similarity NPD8074 Phase 3
0.6783 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6777 Remote Similarity NPD6054 Approved
0.6774 Remote Similarity NPD8451 Approved
0.6748 Remote Similarity NPD7642 Approved
0.6724 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6721 Remote Similarity NPD6921 Approved
0.6721 Remote Similarity NPD8444 Approved
0.672 Remote Similarity NPD8448 Approved
0.6698 Remote Similarity NPD7838 Discovery
0.6694 Remote Similarity NPD8299 Approved
0.6694 Remote Similarity NPD8340 Approved
0.6694 Remote Similarity NPD8342 Approved
0.6694 Remote Similarity NPD8341 Approved
0.6667 Remote Similarity NPD7736 Approved
0.6639 Remote Similarity NPD6059 Approved
0.6636 Remote Similarity NPD7637 Suspended
0.6613 Remote Similarity NPD7830 Approved
0.6613 Remote Similarity NPD7829 Approved
0.661 Remote Similarity NPD6882 Approved
0.6602 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6587 Remote Similarity NPD8293 Discontinued
0.6585 Remote Similarity NPD6015 Approved
0.6585 Remote Similarity NPD6016 Approved
0.6574 Remote Similarity NPD5778 Approved
0.6574 Remote Similarity NPD5779 Approved
0.6571 Remote Similarity NPD7524 Approved
0.6562 Remote Similarity NPD8391 Approved
0.6562 Remote Similarity NPD8392 Approved
0.6562 Remote Similarity NPD8390 Approved
0.656 Remote Similarity NPD7492 Approved
0.6545 Remote Similarity NPD7839 Suspended
0.6542 Remote Similarity NPD5785 Approved
0.6532 Remote Similarity NPD5988 Approved
0.6529 Remote Similarity NPD6009 Approved
0.6518 Remote Similarity NPD6648 Approved
0.6514 Remote Similarity NPD5282 Discontinued
0.6508 Remote Similarity NPD6616 Approved
0.6504 Remote Similarity NPD6319 Approved
0.65 Remote Similarity NPD5784 Clinical (unspecified phase)
0.648 Remote Similarity NPD6067 Discontinued
0.6475 Remote Similarity NPD7641 Discontinued
0.6471 Remote Similarity NPD8297 Approved
0.6466 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7078 Approved
0.6442 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6399 Phase 3
0.6417 Remote Similarity NPD4632 Approved
0.6415 Remote Similarity NPD4250 Approved
0.6415 Remote Similarity NPD4251 Approved
0.6404 Remote Similarity NPD7632 Discontinued
0.6387 Remote Similarity NPD6650 Approved
0.6387 Remote Similarity NPD6649 Approved
0.6373 Remote Similarity NPD4821 Approved
0.6373 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6373 Remote Similarity NPD4822 Approved
0.6373 Remote Similarity NPD4819 Approved
0.6373 Remote Similarity NPD4820 Approved
0.6356 Remote Similarity NPD6372 Approved
0.6356 Remote Similarity NPD6373 Approved
0.6346 Remote Similarity NPD3669 Approved
0.6346 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6110 Phase 1
0.6346 Remote Similarity NPD6695 Phase 3
0.6339 Remote Similarity NPD7902 Approved
0.633 Remote Similarity NPD6411 Approved
0.6321 Remote Similarity NPD4249 Approved
0.6293 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6271 Remote Similarity NPD6881 Approved
0.6271 Remote Similarity NPD6899 Approved
0.6269 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5211 Phase 2
0.626 Remote Similarity NPD7260 Phase 2
0.625 Remote Similarity NPD4269 Approved
0.625 Remote Similarity NPD4270 Approved
0.625 Remote Similarity NPD6435 Approved
0.625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD8522 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7128 Approved
0.6226 Remote Similarity NPD1694 Approved
0.6216 Remote Similarity NPD7748 Approved
0.6214 Remote Similarity NPD7514 Phase 3
0.6214 Remote Similarity NPD7332 Phase 2
0.6198 Remote Similarity NPD6053 Discontinued
0.6195 Remote Similarity NPD6083 Phase 2
0.6195 Remote Similarity NPD6084 Phase 2
0.619 Remote Similarity NPD7154 Phase 3
0.6186 Remote Similarity NPD5697 Approved
0.6182 Remote Similarity NPD7515 Phase 2
0.6176 Remote Similarity NPD4271 Approved
0.6176 Remote Similarity NPD4268 Approved
0.6168 Remote Similarity NPD5786 Approved
0.6168 Remote Similarity NPD3618 Phase 1
0.6167 Remote Similarity NPD6883 Approved
0.6167 Remote Similarity NPD7290 Approved
0.6167 Remote Similarity NPD7102 Approved
0.6167 Remote Similarity NPD6421 Discontinued
0.6167 Remote Similarity NPD4634 Approved
0.6161 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6033 Approved
0.6154 Remote Similarity NPD5369 Approved
0.6154 Remote Similarity NPD5141 Approved
0.6147 Remote Similarity NPD6101 Approved
0.6147 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6134 Remote Similarity NPD7320 Approved
0.6132 Remote Similarity NPD4786 Approved
0.6116 Remote Similarity NPD6847 Approved
0.6116 Remote Similarity NPD8130 Phase 1
0.6116 Remote Similarity NPD6869 Approved
0.6116 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD7750 Discontinued
0.6095 Remote Similarity NPD3667 Approved
0.6094 Remote Similarity NPD7604 Phase 2
0.6087 Remote Similarity NPD4696 Approved
0.6087 Remote Similarity NPD5286 Approved
0.6087 Remote Similarity NPD5285 Approved
0.6083 Remote Similarity NPD6012 Approved
0.6083 Remote Similarity NPD6014 Approved
0.6083 Remote Similarity NPD6013 Approved
0.6075 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5363 Approved
0.6071 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6071 Remote Similarity NPD7900 Approved
0.6063 Remote Similarity NPD5983 Phase 2
0.6061 Remote Similarity NPD6914 Discontinued
0.6061 Remote Similarity NPD5956 Approved
0.6058 Remote Similarity NPD6931 Approved
0.6058 Remote Similarity NPD4252 Approved
0.6058 Remote Similarity NPD6930 Phase 2
0.6058 Remote Similarity NPD5368 Approved
0.6053 Remote Similarity NPD4755 Approved
0.605 Remote Similarity NPD5701 Approved
0.604 Remote Similarity NPD8039 Approved
0.6038 Remote Similarity NPD5362 Discontinued
0.6036 Remote Similarity NPD6079 Approved
0.6019 Remote Similarity NPD4519 Discontinued
0.6019 Remote Similarity NPD4623 Approved
0.6019 Remote Similarity NPD7145 Approved
0.6018 Remote Similarity NPD5695 Phase 3
0.6018 Remote Similarity NPD4629 Approved
0.6018 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD4753 Phase 2
0.6 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD1779 Approved
0.6 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD7500 Approved
0.6 Remote Similarity NPD6902 Approved
0.6 Remote Similarity NPD8273 Phase 1
0.6 Remote Similarity NPD1780 Approved
0.5984 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5983 Remote Similarity NPD4633 Approved
0.5983 Remote Similarity NPD5224 Approved
0.5983 Remote Similarity NPD5225 Approved
0.5983 Remote Similarity NPD5226 Approved
0.5982 Remote Similarity NPD4202 Approved

Structure

External Identifiers

PubChem CID   11223421
ChEMBL   CHEMBL1689070
ZINC  

Physicochemical Properties

Molecular Weight:  404.20
ALogP:  -2.5185
MLogP:  2.56
XLogP:  -0.973
# Rotatable Bonds:  15
Polar Surface Area:  156.91
# H-Bond Aceptor:  9
# H-Bond Donor:  6
# Rings:  2
# Heavy Atoms:  28

Download Data

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