Natural Product: NPC162476

Natural Product ID:  NPC162476
Common Name:   6-Hydroxyacetyl-5-Hydroxy-2,2-Dimethyl-2H-Chromene
IUPAC Name:   2-hydroxy-1-(5-hydroxy-2,2-dimethylchromen-6-yl)ethanone
Synonyms:  
Molecular Formula:   C13H14O4
Standard InCHIKey:  KIOAAZWXERJXQO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C13H14O4/c1-13(2)6-5-9-11(17-13)4-3-8(12(9)16)10(15)7-14/h3-6,14,16H,7H2,1-2H3
Canonical SMILES:  OCC(=O)c1ccc2c(c1O)C=CC(O2)(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
NPO33370 brickellia cavanillesii Species Asteraceae Eukaryota PMID[22587572]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 420000 nM 11473432
NPT2 Others Unspecified Ki = 130000 nM 22652254
NPT1648 Individual Protein Oligo-1,6-glucosidase Saccharomyces cerevisiae S288c IC50 = 420000 nM PubChem BioAssay data set

  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 NPC162476 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
0.951 High Similarity NPC61258
0.9493 High Similarity NPC473076
0.9366 High Similarity NPC124729
0.9353 High Similarity NPC23257
0.9343 High Similarity NPC151113
0.9343 High Similarity NPC60667
0.9306 High Similarity NPC470461
0.9296 High Similarity NPC273538
0.9296 High Similarity NPC216538
0.9291 High Similarity NPC473042
0.9286 High Similarity NPC471587
0.9281 High Similarity NPC131130
0.927 High Similarity NPC125920
0.9236 High Similarity NPC6511
0.9236 High Similarity NPC296869
0.9236 High Similarity NPC244407
0.9236 High Similarity NPC470460
0.9231 High Similarity NPC178343
0.9231 High Similarity NPC5820
0.9231 High Similarity NPC470458
0.9231 High Similarity NPC306488
0.9225 High Similarity NPC24821
0.9225 High Similarity NPC301751
0.9225 High Similarity NPC293053
0.9225 High Similarity NPC242100
0.9225 High Similarity NPC9117
0.9225 High Similarity NPC190637
0.9225 High Similarity NPC245482
0.9225 High Similarity NPC255133
0.9225 High Similarity NPC212932
0.9214 High Similarity NPC139554
0.9214 High Similarity NPC37206
0.9214 High Similarity NPC471697
0.9214 High Similarity NPC137009
0.9197 High Similarity NPC108113
0.9197 High Similarity NPC223457
0.9197 High Similarity NPC93756
0.9172 High Similarity NPC5173
0.9167 High Similarity NPC237635
0.9167 High Similarity NPC104406
0.9167 High Similarity NPC24673
0.9167 High Similarity NPC201731
0.9167 High Similarity NPC79469
0.9167 High Similarity NPC166757
0.9167 High Similarity NPC202494
0.9167 High Similarity NPC14001
0.9167 High Similarity NPC97716
0.9167 High Similarity NPC85773
0.9161 High Similarity NPC297788
0.9161 High Similarity NPC470857
0.9161 High Similarity NPC326500
0.9161 High Similarity NPC224714
0.9161 High Similarity NPC234629
0.9161 High Similarity NPC311741
0.9155 High Similarity NPC11561
0.9155 High Similarity NPC226636
0.9155 High Similarity NPC148545
0.9155 High Similarity NPC200694
0.9149 High Similarity NPC281207
0.9149 High Similarity NPC269652
0.9143 High Similarity NPC470669
0.9143 High Similarity NPC470668
0.9137 High Similarity NPC240147
0.9137 High Similarity NPC121243
0.9137 High Similarity NPC174999
0.913 High Similarity NPC164136
0.9122 High Similarity NPC207809
0.9122 High Similarity NPC304207
0.9122 High Similarity NPC48579
0.9122 High Similarity NPC259710
0.9122 High Similarity NPC217706
0.9118 High Similarity NPC250057
0.9116 High Similarity NPC35567
0.9116 High Similarity NPC243171
0.9116 High Similarity NPC171651
0.9103 High Similarity NPC168085
0.9103 High Similarity NPC266572
0.9103 High Similarity NPC211811
0.9097 High Similarity NPC472629
0.9097 High Similarity NPC220418
0.9091 High Similarity NPC106985
0.9091 High Similarity NPC158874
0.9091 High Similarity NPC476178
0.9091 High Similarity NPC475705
0.9091 High Similarity NPC51887
0.9091 High Similarity NPC117836
0.9091 High Similarity NPC18585
0.9091 High Similarity NPC166138
0.9085 High Similarity NPC110969
0.9085 High Similarity NPC205006
0.9085 High Similarity NPC147688
0.9085 High Similarity NPC470087
0.9085 High Similarity NPC150023
0.9085 High Similarity NPC156590
0.9085 High Similarity NPC321980
0.9085 High Similarity NPC118840
0.9085 High Similarity NPC136840
0.9085 High Similarity NPC64908
0.9085 High Similarity NPC469404
0.9085 High Similarity NPC3188
0.9085 High Similarity NPC103362
0.9078 High Similarity NPC143799
0.9078 High Similarity NPC18260
0.9078 High Similarity NPC152042
0.9078 High Similarity NPC295384
0.9078 High Similarity NPC241838
0.9078 High Similarity NPC78913
0.9071 High Similarity NPC299379
0.9065 High Similarity NPC101752
0.9065 High Similarity NPC84699
0.9054 High Similarity NPC236756
0.9054 High Similarity NPC223701
0.9054 High Similarity NPC180301
0.9054 High Similarity NPC7989
0.9054 High Similarity NPC248793
0.9054 High Similarity NPC472583
0.9054 High Similarity NPC293286
0.9054 High Similarity NPC193200
0.9054 High Similarity NPC311579
0.9051 High Similarity NPC31872
0.9051 High Similarity NPC473584
0.9051 High Similarity NPC65060
0.9051 High Similarity NPC475589
0.9048 High Similarity NPC262038
0.9048 High Similarity NPC263384
0.9048 High Similarity NPC244577
0.9048 High Similarity NPC278476
0.9048 High Similarity NPC254412
0.9048 High Similarity NPC319910
0.9048 High Similarity NPC471676
0.9048 High Similarity NPC474744
0.9048 High Similarity NPC472420
0.9048 High Similarity NPC474772
0.9048 High Similarity NPC472423
0.9048 High Similarity NPC262039
0.9048 High Similarity NPC472422
0.9041 High Similarity NPC317492
0.9034 High Similarity NPC91902
0.9034 High Similarity NPC110303
0.9034 High Similarity NPC47388
0.9034 High Similarity NPC296998
0.9034 High Similarity NPC23728
0.9034 High Similarity NPC51070
0.9034 High Similarity NPC473077
0.9034 High Similarity NPC222298
0.9034 High Similarity NPC473133
0.9034 High Similarity NPC470670
0.9028 High Similarity NPC328623
0.9028 High Similarity NPC209040
0.9028 High Similarity NPC470890
0.9028 High Similarity NPC124780
0.9028 High Similarity NPC87486
0.9021 High Similarity NPC144499
0.9014 High Similarity NPC475680
0.9014 High Similarity NPC204985
0.9014 High Similarity NPC146679
0.9014 High Similarity NPC270883
0.9014 High Similarity NPC150522
0.9014 High Similarity NPC215311
0.9014 High Similarity NPC213659
0.9014 High Similarity NPC48624
0.9014 High Similarity NPC144118
0.9014 High Similarity NPC80962
0.9014 High Similarity NPC103342
0.9014 High Similarity NPC326109
0.9014 High Similarity NPC184536
0.9014 High Similarity NPC241100
0.9014 High Similarity NPC59951
0.9014 High Similarity NPC103904
0.9014 High Similarity NPC219917
0.9014 High Similarity NPC261227
0.9014 High Similarity NPC101366
0.9014 High Similarity NPC259166
0.9014 High Similarity NPC172986
0.9014 High Similarity NPC159275
0.9014 High Similarity NPC230285
0.9014 High Similarity NPC172250
0.9014 High Similarity NPC305355
0.9014 High Similarity NPC235239
0.9007 High Similarity NPC21350
0.9007 High Similarity NPC474504
0.9007 High Similarity NPC268691
0.9007 High Similarity NPC470672
0.9007 High Similarity NPC474487
0.9007 High Similarity NPC201395
0.9007 High Similarity NPC124269
0.9007 High Similarity NPC470671
0.9 High Similarity NPC187432
0.9 High Similarity NPC187826
0.9 High Similarity NPC281917
0.9 High Similarity NPC116775
0.9 High Similarity NPC281137
0.9 High Similarity NPC156910
0.9 High Similarity NPC282390
0.9 High Similarity NPC256042
0.9 High Similarity NPC216361
0.8993 High Similarity NPC470681
0.8993 High Similarity NPC304745
0.8993 High Similarity NPC111341
0.8993 High Similarity NPC476169

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC162476 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
0.9296 High Similarity NPD4378 Clinical (unspecified phase)
0.8929 High Similarity NPD1510 Phase 2
0.8873 High Similarity NPD1549 Phase 2
0.8803 High Similarity NPD1550 Clinical (unspecified phase)
0.8803 High Similarity NPD1552 Clinical (unspecified phase)
0.8777 High Similarity NPD1240 Approved
0.8767 High Similarity NPD7410 Clinical (unspecified phase)
0.8733 High Similarity NPD6801 Discontinued
0.8725 High Similarity NPD4380 Phase 2
0.8652 High Similarity NPD1607 Approved
0.8627 High Similarity NPD7075 Discontinued
0.8601 High Similarity NPD2796 Approved
0.8581 High Similarity NPD1512 Approved
0.8553 High Similarity NPD7096 Clinical (unspecified phase)
0.8553 High Similarity NPD2393 Clinical (unspecified phase)
0.8552 High Similarity NPD2800 Approved
0.8523 High Similarity NPD920 Approved
0.8446 Intermediate Similarity NPD1511 Approved
0.8446 Intermediate Similarity NPD6799 Approved
0.8421 Intermediate Similarity NPD7411 Suspended
0.8387 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8377 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8375 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8366 Intermediate Similarity NPD1934 Approved
0.8356 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD3882 Suspended
0.8312 Intermediate Similarity NPD7819 Suspended
0.8299 Intermediate Similarity NPD1243 Approved
0.8267 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8255 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8243 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD6599 Discontinued
0.8219 Intermediate Similarity NPD1551 Phase 2
0.8194 Intermediate Similarity NPD2801 Approved
0.8187 Intermediate Similarity NPD6166 Phase 2
0.8187 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8141 Intermediate Similarity NPD3817 Phase 2
0.8138 Intermediate Similarity NPD6651 Approved
0.8121 Intermediate Similarity NPD3750 Approved
0.8113 Intermediate Similarity NPD1247 Approved
0.8113 Intermediate Similarity NPD6959 Discontinued
0.8101 Intermediate Similarity NPD919 Approved
0.8089 Intermediate Similarity NPD7768 Phase 2
0.8075 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8039 Intermediate Similarity NPD5403 Approved
0.8026 Intermediate Similarity NPD2532 Approved
0.8026 Intermediate Similarity NPD5401 Approved
0.8026 Intermediate Similarity NPD2534 Approved
0.8026 Intermediate Similarity NPD2533 Approved
0.7975 Intermediate Similarity NPD3818 Discontinued
0.7973 Intermediate Similarity NPD2935 Discontinued
0.7939 Intermediate Similarity NPD6797 Phase 2
0.7927 Intermediate Similarity NPD7286 Phase 2
0.7925 Intermediate Similarity NPD3749 Approved
0.7911 Intermediate Similarity NPD5402 Approved
0.7892 Intermediate Similarity NPD7251 Discontinued
0.7862 Intermediate Similarity NPD2313 Discontinued
0.7862 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD7808 Phase 3
0.7831 Intermediate Similarity NPD5953 Discontinued
0.7826 Intermediate Similarity NPD5494 Approved
0.7818 Intermediate Similarity NPD7054 Approved
0.7801 Intermediate Similarity NPD9717 Approved
0.78 Intermediate Similarity NPD2344 Approved
0.7785 Intermediate Similarity NPD2799 Discontinued
0.7785 Intermediate Similarity NPD3748 Approved
0.7784 Intermediate Similarity NPD6559 Discontinued
0.7771 Intermediate Similarity NPD7074 Phase 3
0.7771 Intermediate Similarity NPD7472 Approved
0.7762 Intermediate Similarity NPD1203 Approved
0.7738 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD422 Phase 1
0.7667 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4628 Phase 3
0.764 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD943 Approved
0.7622 Intermediate Similarity NPD6232 Discontinued
0.7606 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7605 Intermediate Similarity NPD5844 Phase 1
0.7597 Intermediate Similarity NPD2309 Approved
0.7595 Intermediate Similarity NPD3226 Approved
0.759 Intermediate Similarity NPD7473 Discontinued
0.7584 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7584 Intermediate Similarity NPD230 Phase 1
0.7584 Intermediate Similarity NPD5124 Phase 1
0.7571 Intermediate Similarity NPD1548 Phase 1
0.7571 Intermediate Similarity NPD9545 Approved
0.756 Intermediate Similarity NPD1729 Discontinued
0.755 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD7033 Discontinued
0.7532 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD4360 Phase 2
0.75 Intermediate Similarity NPD4363 Phase 3
0.75 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD6099 Approved
0.7483 Intermediate Similarity NPD1610 Phase 2
0.7483 Intermediate Similarity NPD6832 Phase 2
0.747 Intermediate Similarity NPD3926 Phase 2
0.7467 Intermediate Similarity NPD447 Suspended
0.7466 Intermediate Similarity NPD1019 Discontinued
0.7464 Intermediate Similarity NPD1241 Discontinued
0.7451 Intermediate Similarity NPD2346 Discontinued
0.7434 Intermediate Similarity NPD4308 Phase 3
0.7429 Intermediate Similarity NPD9493 Approved
0.7425 Intermediate Similarity NPD2403 Approved
0.741 Intermediate Similarity NPD5710 Approved
0.741 Intermediate Similarity NPD5711 Approved
0.7407 Intermediate Similarity NPD1465 Phase 2
0.7386 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD411 Approved
0.7383 Intermediate Similarity NPD1296 Phase 2
0.7365 Intermediate Similarity NPD4908 Phase 1
0.736 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD4361 Phase 2
0.7355 Intermediate Similarity NPD2654 Approved
0.7351 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD2798 Approved
0.7338 Intermediate Similarity NPD1471 Phase 3
0.7337 Intermediate Similarity NPD3751 Discontinued
0.729 Intermediate Similarity NPD2424 Discontinued
0.7285 Intermediate Similarity NPD1613 Approved
0.7285 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7390 Discontinued
0.7267 Intermediate Similarity NPD6104 Discontinued
0.7267 Intermediate Similarity NPD3268 Approved
0.7243 Intermediate Similarity NPD7584 Approved
0.7226 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD1608 Approved
0.7178 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD4307 Phase 2
0.7162 Intermediate Similarity NPD1164 Approved
0.7162 Intermediate Similarity NPD2797 Approved
0.7159 Intermediate Similarity NPD8434 Phase 2
0.7152 Intermediate Similarity NPD2354 Approved
0.7152 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4288 Approved
0.7134 Intermediate Similarity NPD1652 Phase 2
0.7133 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6002 Phase 3
0.7115 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6004 Phase 3
0.7115 Intermediate Similarity NPD6005 Phase 3
0.7104 Intermediate Similarity NPD6776 Approved
0.7104 Intermediate Similarity NPD6782 Approved
0.7104 Intermediate Similarity NPD6779 Approved
0.7104 Intermediate Similarity NPD6780 Approved
0.7104 Intermediate Similarity NPD6777 Approved
0.7104 Intermediate Similarity NPD6778 Approved
0.7104 Intermediate Similarity NPD6781 Approved
0.7101 Intermediate Similarity NPD3787 Discontinued
0.7095 Intermediate Similarity NPD3225 Approved
0.7091 Intermediate Similarity NPD5760 Phase 2
0.7091 Intermediate Similarity NPD5761 Phase 2
0.7086 Intermediate Similarity NPD4625 Phase 3
0.7081 Intermediate Similarity NPD5049 Phase 3
0.7075 Intermediate Similarity NPD3972 Approved
0.7067 Intermediate Similarity NPD9494 Approved
0.7067 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD7458 Discontinued
0.7048 Intermediate Similarity NPD2296 Approved
0.7047 Intermediate Similarity NPD1470 Approved
0.7047 Intermediate Similarity NPD3266 Approved
0.7047 Intermediate Similarity NPD3267 Approved
0.7044 Intermediate Similarity NPD3887 Approved
0.7039 Intermediate Similarity NPD6798 Discontinued
0.7039 Intermediate Similarity NPD3764 Approved
0.7037 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD6844 Discontinued
0.7027 Intermediate Similarity NPD4749 Approved
0.702 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD1933 Approved
0.7013 Intermediate Similarity NPD6355 Discontinued
0.7011 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1201 Approved
0.7006 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD2353 Approved
0.7 Intermediate Similarity NPD7229 Phase 3
0.6994 Remote Similarity NPD1653 Approved
0.6989 Remote Similarity NPD7696 Phase 3
0.6989 Remote Similarity NPD7698 Approved
0.6989 Remote Similarity NPD8312 Approved
0.6989 Remote Similarity NPD8313 Approved
0.6989 Remote Similarity NPD7697 Approved
0.6989 Remote Similarity NPD7435 Discontinued
0.6986 Remote Similarity NPD17 Approved
0.6983 Remote Similarity NPD4287 Approved
0.6974 Remote Similarity NPD3027 Phase 3
0.697 Remote Similarity NPD5890 Approved
0.697 Remote Similarity NPD5889 Approved
0.6966 Remote Similarity NPD8150 Discontinued

Structure

External Identifiers

PubChem CID   59051355
ChEMBL   CHEMBL2047549
ZINC  

Physicochemical Properties

Molecular Weight:  234.09
ALogP:  -0.4784
MLogP:  2.45
XLogP:  1.164
# Rotatable Bonds:  6
Polar Surface Area:  66.76
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  17

Download Data

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