Natural Product: NPC173321

Natural Product ID:  NPC173321
Common Name:   (R)-6-Hydroxy-3-(2-Hydroxy-Ethyl)-2,4,4-Trimethyl-Cyclohex-2-Enone
IUPAC Name:   (6R)-6-hydroxy-3-(2-hydroxyethyl)-2,4,4-trimethylcyclohex-2-en-1-one
Synonyms:  
Molecular Formula:   C11H18O3
Standard InCHIKey:  QIOYKXMTBUDZHZ-SECBINFHSA-N
Standard InCHI:  InChI=1S/C11H18O3/c1-7-8(4-5-12)11(2,3)6-9(13)10(7)14/h9,12-13H,4-6H2,1-3H3/t9-/m1/s1
Canonical SMILES:  OCCC1=C(C)C(=O)[C@@H](CC1(C)C)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
NPO3634 Robinia pseudoacacia Species Fabaceae Eukaryota PMID[11551759]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 47 ug/ml 24487236
NPT140 Organism Artemia Artemia LC50 = 4.9 ug/ml 24487236
NPT139 Cell Line HT-29 Homo sapiens ED50 = 52 ug/ml 24487236
NPT83 Cell Line MCF7 Homo sapiens ED50 = 46 ug/ml 12502331
NPT306 Cell Line PC-3 Homo sapiens ED50 > 100 ug/ml 12502331
NPT376 Cell Line A498 Homo sapiens ED50 > 100 ug/ml 12502331
NPT783 Cell Line MIA PaCa-2 Homo sapiens ED50 > 100 ug/ml 12502331

  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 NPC173321 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
0.8514 High Similarity NPC178852
0.8406 Intermediate Similarity NPC96962
0.8333 Intermediate Similarity NPC261316
0.8333 Intermediate Similarity NPC49737
0.8286 Intermediate Similarity NPC45264
0.8158 Intermediate Similarity NPC281138
0.8133 Intermediate Similarity NPC197659
0.8108 Intermediate Similarity NPC114236
0.8052 Intermediate Similarity NPC74086
0.8026 Intermediate Similarity NPC475994
0.8 Intermediate Similarity NPC36350
0.8 Intermediate Similarity NPC470525
0.7975 Intermediate Similarity NPC251475
0.7975 Intermediate Similarity NPC169941
0.7973 Intermediate Similarity NPC470299
0.7949 Intermediate Similarity NPC136150
0.7945 Intermediate Similarity NPC84790
0.7927 Intermediate Similarity NPC230387
0.7922 Intermediate Similarity NPC308038
0.7901 Intermediate Similarity NPC94666
0.7895 Intermediate Similarity NPC211279
0.7875 Intermediate Similarity NPC40687
0.7857 Intermediate Similarity NPC474329
0.7857 Intermediate Similarity NPC474304
0.7848 Intermediate Similarity NPC93590
0.7848 Intermediate Similarity NPC48362
0.7821 Intermediate Similarity NPC172013
0.7792 Intermediate Similarity NPC476808
0.7792 Intermediate Similarity NPC321180
0.7778 Intermediate Similarity NPC79573
0.7778 Intermediate Similarity NPC15807
0.7778 Intermediate Similarity NPC477452
0.7778 Intermediate Similarity NPC197823
0.7778 Intermediate Similarity NPC32037
0.7763 Intermediate Similarity NPC263582
0.7763 Intermediate Similarity NPC92080
0.775 Intermediate Similarity NPC64600
0.7711 Intermediate Similarity NPC475001
0.7711 Intermediate Similarity NPC185059
0.7692 Intermediate Similarity NPC246458
0.7692 Intermediate Similarity NPC229204
0.7671 Intermediate Similarity NPC250928
0.7671 Intermediate Similarity NPC10758
0.7647 Intermediate Similarity NPC99380
0.7632 Intermediate Similarity NPC175079
0.7625 Intermediate Similarity NPC103486
0.76 Intermediate Similarity NPC247586
0.76 Intermediate Similarity NPC186042
0.7595 Intermediate Similarity NPC2482
0.759 Intermediate Similarity NPC109900
0.759 Intermediate Similarity NPC272039
0.759 Intermediate Similarity NPC220930
0.7571 Intermediate Similarity NPC83200
0.7564 Intermediate Similarity NPC231739
0.7564 Intermediate Similarity NPC30321
0.7564 Intermediate Similarity NPC62336
0.7561 Intermediate Similarity NPC470574
0.7558 Intermediate Similarity NPC477436
0.7558 Intermediate Similarity NPC477435
0.7532 Intermediate Similarity NPC250621
0.7531 Intermediate Similarity NPC110150
0.7531 Intermediate Similarity NPC66764
0.75 Intermediate Similarity NPC215050
0.75 Intermediate Similarity NPC471722
0.75 Intermediate Similarity NPC473420
0.75 Intermediate Similarity NPC121984
0.75 Intermediate Similarity NPC470298
0.75 Intermediate Similarity NPC14151
0.7471 Intermediate Similarity NPC474328
0.7471 Intermediate Similarity NPC196485
0.7471 Intermediate Similarity NPC245972
0.7471 Intermediate Similarity NPC23170
0.747 Intermediate Similarity NPC183736
0.747 Intermediate Similarity NPC472986
0.747 Intermediate Similarity NPC327115
0.747 Intermediate Similarity NPC222613
0.747 Intermediate Similarity NPC474778
0.747 Intermediate Similarity NPC472974
0.747 Intermediate Similarity NPC472985
0.747 Intermediate Similarity NPC145879
0.747 Intermediate Similarity NPC72133
0.747 Intermediate Similarity NPC475022
0.747 Intermediate Similarity NPC31564
0.747 Intermediate Similarity NPC232156
0.747 Intermediate Similarity NPC20688
0.747 Intermediate Similarity NPC474732
0.747 Intermediate Similarity NPC474733
0.747 Intermediate Similarity NPC118648
0.747 Intermediate Similarity NPC202394
0.747 Intermediate Similarity NPC51014
0.747 Intermediate Similarity NPC158393
0.7468 Intermediate Similarity NPC19900
0.7468 Intermediate Similarity NPC475681
0.7467 Intermediate Similarity NPC144627
0.7442 Intermediate Similarity NPC185936
0.7442 Intermediate Similarity NPC248913
0.7442 Intermediate Similarity NPC168027
0.7439 Intermediate Similarity NPC60951
0.7439 Intermediate Similarity NPC237712
0.7436 Intermediate Similarity NPC266193
0.7436 Intermediate Similarity NPC203403
0.7436 Intermediate Similarity NPC257666
0.7436 Intermediate Similarity NPC74995
0.7412 Intermediate Similarity NPC250592
0.7412 Intermediate Similarity NPC119416
0.7412 Intermediate Similarity NPC77263
0.7412 Intermediate Similarity NPC473100
0.7407 Intermediate Similarity NPC158411
0.7407 Intermediate Similarity NPC73882
0.7407 Intermediate Similarity NPC38796
0.7407 Intermediate Similarity NPC151519
0.7403 Intermediate Similarity NPC474011
0.7386 Intermediate Similarity NPC477438
0.7386 Intermediate Similarity NPC477437
0.7381 Intermediate Similarity NPC58063
0.7381 Intermediate Similarity NPC475740
0.7375 Intermediate Similarity NPC471514
0.7375 Intermediate Similarity NPC104120
0.7375 Intermediate Similarity NPC157895
0.7375 Intermediate Similarity NPC45495
0.7375 Intermediate Similarity NPC108955
0.7375 Intermediate Similarity NPC148685
0.7361 Intermediate Similarity NPC287339
0.7361 Intermediate Similarity NPC61473
0.7356 Intermediate Similarity NPC211230
0.7356 Intermediate Similarity NPC109414
0.7356 Intermediate Similarity NPC12722
0.7349 Intermediate Similarity NPC179006
0.7349 Intermediate Similarity NPC474853
0.7349 Intermediate Similarity NPC187529
0.7342 Intermediate Similarity NPC478122
0.7326 Intermediate Similarity NPC475823
0.7326 Intermediate Similarity NPC474209
0.7326 Intermediate Similarity NPC473099
0.7324 Intermediate Similarity NPC143168
0.7324 Intermediate Similarity NPC477830
0.7324 Intermediate Similarity NPC53109
0.7317 Intermediate Similarity NPC62214
0.7317 Intermediate Similarity NPC278648
0.7317 Intermediate Similarity NPC105173
0.7317 Intermediate Similarity NPC476082
0.7308 Intermediate Similarity NPC477708
0.7308 Intermediate Similarity NPC469646
0.7303 Intermediate Similarity NPC305483
0.7303 Intermediate Similarity NPC94337
0.7303 Intermediate Similarity NPC96859
0.7303 Intermediate Similarity NPC328162
0.7294 Intermediate Similarity NPC131470
0.7294 Intermediate Similarity NPC473229
0.7294 Intermediate Similarity NPC53454
0.7294 Intermediate Similarity NPC472802
0.7294 Intermediate Similarity NPC328539
0.7294 Intermediate Similarity NPC143767
0.7294 Intermediate Similarity NPC307298
0.7294 Intermediate Similarity NPC158778
0.7294 Intermediate Similarity NPC206060
0.7294 Intermediate Similarity NPC474677
0.7284 Intermediate Similarity NPC55869
0.7284 Intermediate Similarity NPC116797
0.7284 Intermediate Similarity NPC328264
0.7284 Intermediate Similarity NPC225515
0.7273 Intermediate Similarity NPC217624
0.7273 Intermediate Similarity NPC181393
0.7273 Intermediate Similarity NPC212812
0.7273 Intermediate Similarity NPC477439
0.7262 Intermediate Similarity NPC179591
0.7262 Intermediate Similarity NPC471737
0.7262 Intermediate Similarity NPC229717
0.7262 Intermediate Similarity NPC56588
0.725 Intermediate Similarity NPC472490
0.725 Intermediate Similarity NPC7232
0.725 Intermediate Similarity NPC152061
0.725 Intermediate Similarity NPC192329
0.7241 Intermediate Similarity NPC73457
0.7241 Intermediate Similarity NPC111883
0.7241 Intermediate Similarity NPC116726
0.7241 Intermediate Similarity NPC155304
0.7229 Intermediate Similarity NPC321187
0.7229 Intermediate Similarity NPC470812
0.7229 Intermediate Similarity NPC85774
0.7229 Intermediate Similarity NPC221758
0.7229 Intermediate Similarity NPC472326
0.7229 Intermediate Similarity NPC329043
0.7229 Intermediate Similarity NPC58841
0.7229 Intermediate Similarity NPC161423
0.7229 Intermediate Similarity NPC214043
0.7229 Intermediate Similarity NPC227064
0.7229 Intermediate Similarity NPC59453
0.7229 Intermediate Similarity NPC473246
0.7229 Intermediate Similarity NPC180834
0.7222 Intermediate Similarity NPC7029
0.7222 Intermediate Similarity NPC43747
0.7222 Intermediate Similarity NPC471815
0.7222 Intermediate Similarity NPC471916
0.7215 Intermediate Similarity NPC325946
0.7215 Intermediate Similarity NPC471061
0.7215 Intermediate Similarity NPC86917
0.7215 Intermediate Similarity NPC82666
0.7215 Intermediate Similarity NPC276769
0.7209 Intermediate Similarity NPC76879

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC173321 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
0.8052 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD3704 Approved
0.7561 Intermediate Similarity NPD1696 Phase 3
0.747 Intermediate Similarity NPD5279 Phase 3
0.747 Intermediate Similarity NPD3618 Phase 1
0.7407 Intermediate Similarity NPD3667 Approved
0.7375 Intermediate Similarity NPD4695 Discontinued
0.7361 Intermediate Similarity NPD7341 Phase 2
0.7342 Intermediate Similarity NPD3617 Approved
0.7324 Intermediate Similarity NPD2664 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7331 Phase 2
0.7229 Intermediate Similarity NPD4786 Approved
0.7229 Intermediate Similarity NPD3665 Phase 1
0.7229 Intermediate Similarity NPD3666 Approved
0.7229 Intermediate Similarity NPD3133 Approved
0.7209 Intermediate Similarity NPD5328 Approved
0.7111 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5222 Approved
0.7111 Intermediate Similarity NPD5221 Approved
0.7111 Intermediate Similarity NPD4697 Phase 3
0.7045 Intermediate Similarity NPD7515 Phase 2
0.7045 Intermediate Similarity NPD6079 Approved
0.7033 Intermediate Similarity NPD5173 Approved
0.7033 Intermediate Similarity NPD4755 Approved
0.7011 Intermediate Similarity NPD4753 Phase 2
0.6966 Remote Similarity NPD4202 Approved
0.6882 Remote Similarity NPD4700 Approved
0.6882 Remote Similarity NPD4696 Approved
0.6882 Remote Similarity NPD5286 Approved
0.6882 Remote Similarity NPD5285 Approved
0.6824 Remote Similarity NPD4197 Approved
0.6812 Remote Similarity NPD4627 Clinical (unspecified phase)
0.6809 Remote Similarity NPD5223 Approved
0.6744 Remote Similarity NPD5329 Approved
0.6737 Remote Similarity NPD5211 Phase 2
0.6737 Remote Similarity NPD5226 Approved
0.6737 Remote Similarity NPD5225 Approved
0.6737 Remote Similarity NPD4633 Approved
0.6737 Remote Similarity NPD5224 Approved
0.6703 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD5690 Phase 2
0.6667 Remote Similarity NPD4694 Approved
0.6667 Remote Similarity NPD5280 Approved
0.6667 Remote Similarity NPD4754 Approved
0.6667 Remote Similarity NPD5175 Approved
0.6667 Remote Similarity NPD5174 Approved
0.663 Remote Similarity NPD4629 Approved
0.663 Remote Similarity NPD5210 Approved
0.6629 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6628 Remote Similarity NPD3668 Phase 3
0.6598 Remote Similarity NPD5141 Approved
0.6588 Remote Similarity NPD4221 Approved
0.6588 Remote Similarity NPD4223 Phase 3
0.6579 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6531 Remote Similarity NPD6402 Approved
0.6531 Remote Similarity NPD4768 Approved
0.6531 Remote Similarity NPD5739 Approved
0.6531 Remote Similarity NPD7128 Approved
0.6531 Remote Similarity NPD4767 Approved
0.6531 Remote Similarity NPD6675 Approved
0.6522 Remote Similarity NPD5282 Discontinued
0.6489 Remote Similarity NPD6084 Phase 2
0.6489 Remote Similarity NPD6083 Phase 2
0.6489 Remote Similarity NPD7902 Approved
0.6484 Remote Similarity NPD6411 Approved
0.6477 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6465 Remote Similarity NPD5697 Approved
0.6465 Remote Similarity NPD5701 Approved
0.6452 Remote Similarity NPD5695 Phase 3
0.6413 Remote Similarity NPD6399 Phase 3
0.64 Remote Similarity NPD5168 Approved
0.64 Remote Similarity NPD4729 Approved
0.64 Remote Similarity NPD5128 Approved
0.64 Remote Similarity NPD6011 Approved
0.64 Remote Similarity NPD4730 Approved
0.64 Remote Similarity NPD6881 Approved
0.64 Remote Similarity NPD6899 Approved
0.64 Remote Similarity NPD7320 Approved
0.6386 Remote Similarity NPD4756 Discovery
0.6364 Remote Similarity NPD1694 Approved
0.6341 Remote Similarity NPD8264 Approved
0.6337 Remote Similarity NPD6012 Approved
0.6337 Remote Similarity NPD6014 Approved
0.6337 Remote Similarity NPD6373 Approved
0.6337 Remote Similarity NPD6013 Approved
0.6337 Remote Similarity NPD6372 Approved
0.6333 Remote Similarity NPD4518 Approved
0.6333 Remote Similarity NPD5737 Approved
0.6333 Remote Similarity NPD6672 Approved
0.6329 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6329 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3197 Phase 1
0.631 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4623 Approved
0.6292 Remote Similarity NPD4689 Approved
0.6292 Remote Similarity NPD4519 Discontinued
0.6292 Remote Similarity NPD7146 Approved
0.6292 Remote Similarity NPD6409 Approved
0.6292 Remote Similarity NPD4688 Approved
0.6292 Remote Similarity NPD6684 Approved
0.6292 Remote Similarity NPD5205 Approved
0.6292 Remote Similarity NPD5330 Approved
0.6292 Remote Similarity NPD4138 Approved
0.6292 Remote Similarity NPD7334 Approved
0.6292 Remote Similarity NPD4690 Approved
0.6292 Remote Similarity NPD4693 Phase 3
0.6292 Remote Similarity NPD7521 Approved
0.6279 Remote Similarity NPD4139 Approved
0.6279 Remote Similarity NPD4692 Approved
0.6275 Remote Similarity NPD5169 Approved
0.6275 Remote Similarity NPD5247 Approved
0.6275 Remote Similarity NPD5250 Approved
0.6275 Remote Similarity NPD5251 Approved
0.6275 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6275 Remote Similarity NPD5248 Approved
0.6275 Remote Similarity NPD5249 Phase 3
0.6275 Remote Similarity NPD7102 Approved
0.6275 Remote Similarity NPD4634 Approved
0.6275 Remote Similarity NPD5135 Approved
0.6275 Remote Similarity NPD7290 Approved
0.6275 Remote Similarity NPD6883 Approved
0.6265 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6264 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6264 Remote Similarity NPD6101 Approved
0.625 Remote Similarity NPD5696 Approved
0.6237 Remote Similarity NPD5133 Approved
0.6214 Remote Similarity NPD6649 Approved
0.6214 Remote Similarity NPD6869 Approved
0.6214 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6847 Approved
0.6214 Remote Similarity NPD6650 Approved
0.6214 Remote Similarity NPD5215 Approved
0.6214 Remote Similarity NPD6617 Approved
0.6214 Remote Similarity NPD8130 Phase 1
0.6214 Remote Similarity NPD5216 Approved
0.6214 Remote Similarity NPD5217 Approved
0.6214 Remote Similarity NPD5127 Approved
0.6197 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6196 Remote Similarity NPD5785 Approved
0.618 Remote Similarity NPD7520 Clinical (unspecified phase)
0.618 Remote Similarity NPD5363 Approved
0.6173 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6173 Remote Similarity NPD4808 Clinical (unspecified phase)
0.617 Remote Similarity NPD7900 Approved
0.617 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6163 Remote Similarity NPD4748 Discontinued
0.6154 Remote Similarity NPD6903 Approved
0.6154 Remote Similarity NPD8297 Approved
0.6154 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6882 Approved
0.6145 Remote Similarity NPD8039 Approved
0.6145 Remote Similarity NPD7339 Approved
0.6145 Remote Similarity NPD6942 Approved
0.6136 Remote Similarity NPD4788 Approved
0.6125 Remote Similarity NPD4137 Phase 3
0.6105 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4632 Approved
0.6092 Remote Similarity NPD5369 Approved
0.6081 Remote Similarity NPD287 Approved
0.6064 Remote Similarity NPD5778 Approved
0.6064 Remote Similarity NPD5779 Approved
0.6049 Remote Similarity NPD4747 Approved
0.6049 Remote Similarity NPD4691 Approved
0.6049 Remote Similarity NPD4789 Approved
0.6047 Remote Similarity NPD7645 Phase 2
0.6044 Remote Similarity NPD3573 Approved
0.6038 Remote Similarity NPD5167 Approved
0.6026 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6024 Remote Similarity NPD6924 Approved
0.6024 Remote Similarity NPD6926 Approved
0.6023 Remote Similarity NPD4269 Approved
0.6023 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6023 Remote Similarity NPD4270 Approved
0.6022 Remote Similarity NPD4096 Approved
0.6022 Remote Similarity NPD46 Approved
0.6022 Remote Similarity NPD6698 Approved
0.5981 Remote Similarity NPD6868 Approved
0.5981 Remote Similarity NPD6274 Approved
0.5977 Remote Similarity NPD5368 Approved
0.5976 Remote Similarity NPD7150 Approved
0.5976 Remote Similarity NPD5276 Approved
0.5976 Remote Similarity NPD7151 Approved
0.5976 Remote Similarity NPD7152 Approved
0.5957 Remote Similarity NPD5281 Approved
0.5957 Remote Similarity NPD5284 Approved
0.5955 Remote Similarity NPD7154 Phase 3
0.5955 Remote Similarity NPD5362 Discontinued
0.5955 Remote Similarity NPD6110 Phase 1
0.5952 Remote Similarity NPD3703 Phase 2
0.5926 Remote Similarity NPD6009 Approved
0.5926 Remote Similarity NPD6317 Approved
0.5926 Remote Similarity NPD6922 Approved
0.5926 Remote Similarity NPD3698 Phase 2
0.5926 Remote Similarity NPD6923 Approved
0.5918 Remote Similarity NPD4225 Approved
0.5918 Remote Similarity NPD7638 Approved
0.5914 Remote Similarity NPD6080 Approved
0.5914 Remote Similarity NPD6673 Approved
0.5914 Remote Similarity NPD6904 Approved
0.5889 Remote Similarity NPD6400 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10397832
ChEMBL   CHEMBL87256
ZINC  

Physicochemical Properties

Molecular Weight:  198.13
ALogP:  0.6209
MLogP:  2.34
XLogP:  0.329
# Rotatable Bonds:  7
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  14

Download Data

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