Natural Product: NPC473076

Natural Product ID:  NPC473076
Common Name:   5-Hydroxy-2,2-Dimethyl-2H,6H-Benzodipyran-6-One
IUPAC Name:   5-hydroxy-2,2-dimethylpyrano[3,2-g]chromen-6-one
Synonyms:  
Molecular Formula:   C14H12O4
Standard InCHIKey:  MMGLCBWVIVENBV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H12O4/c1-14(2)5-3-8-10(18-14)7-11-12(13(8)16)9(15)4-6-17-11/h3-7,16H,1-2H3
Canonical SMILES:  O=c1ccoc2c1c(O)c1c(c2)OC(C=C1)(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
NPO30804 Cudrania tricuspidata Species Moraceae Eukaryota Root barks Purchased from the local herbal market, Chungbuk, Korea 2012-JUL PMID[26227773]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa Inhibition = 27.5 % 15568778
NPT1120 Individual Protein Pancreatic triacylglycerol lipase Sus scrofa IC50 > 100000 nM 12444683

  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 NPC473076 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
0.9565 High Similarity NPC255133
0.9565 High Similarity NPC242100
0.9559 High Similarity NPC23257
0.9552 High Similarity NPC60667
0.9552 High Similarity NPC151113
0.95 High Similarity NPC79469
0.95 High Similarity NPC237635
0.95 High Similarity NPC24673
0.95 High Similarity NPC104406
0.95 High Similarity NPC97716
0.95 High Similarity NPC201731
0.9493 High Similarity NPC11561
0.9493 High Similarity NPC226636
0.9493 High Similarity NPC162476
0.9489 High Similarity NPC471587
0.9478 High Similarity NPC125920
0.9433 High Similarity NPC6511
0.9433 High Similarity NPC266572
0.942 High Similarity NPC118840
0.942 High Similarity NPC205006
0.942 High Similarity NPC147688
0.942 High Similarity NPC110969
0.942 High Similarity NPC103362
0.942 High Similarity NPC156590
0.942 High Similarity NPC64908
0.942 High Similarity NPC3188
0.9416 High Similarity NPC18260
0.9416 High Similarity NPC78913
0.9403 High Similarity NPC108113
0.9403 High Similarity NPC93756
0.9362 High Similarity NPC110303
0.9362 High Similarity NPC23728
0.9357 High Similarity NPC209040
0.9357 High Similarity NPC319752
0.9357 High Similarity NPC234629
0.9357 High Similarity NPC311741
0.9353 High Similarity NPC214236
0.9353 High Similarity NPC299080
0.9353 High Similarity NPC59739
0.9353 High Similarity NPC217083
0.9353 High Similarity NPC78803
0.9353 High Similarity NPC62840
0.9353 High Similarity NPC293852
0.9348 High Similarity NPC475680
0.9348 High Similarity NPC270883
0.9348 High Similarity NPC305355
0.9348 High Similarity NPC235239
0.9348 High Similarity NPC172986
0.9348 High Similarity NPC241100
0.9348 High Similarity NPC261227
0.9348 High Similarity NPC150522
0.9348 High Similarity NPC159275
0.9343 High Similarity NPC470668
0.9343 High Similarity NPC131130
0.9343 High Similarity NPC470669
0.9343 High Similarity NPC201395
0.9338 High Similarity NPC174999
0.9323 High Similarity NPC250057
0.9301 High Similarity NPC188403
0.9296 High Similarity NPC132592
0.9296 High Similarity NPC321623
0.9296 High Similarity NPC211811
0.9296 High Similarity NPC161191
0.9296 High Similarity NPC160821
0.9296 High Similarity NPC189087
0.9291 High Similarity NPC54577
0.9291 High Similarity NPC111786
0.9291 High Similarity NPC83357
0.9291 High Similarity NPC470647
0.9291 High Similarity NPC474161
0.9291 High Similarity NPC67805
0.9291 High Similarity NPC88964
0.9291 High Similarity NPC246948
0.9291 High Similarity NPC301276
0.9291 High Similarity NPC476088
0.9291 High Similarity NPC475052
0.9291 High Similarity NPC195621
0.9291 High Similarity NPC142405
0.9291 High Similarity NPC214774
0.9291 High Similarity NPC267375
0.9291 High Similarity NPC176229
0.9291 High Similarity NPC20488
0.9291 High Similarity NPC312973
0.9286 High Similarity NPC68104
0.9286 High Similarity NPC166138
0.9286 High Similarity NPC316816
0.9286 High Similarity NPC18585
0.9286 High Similarity NPC75049
0.9286 High Similarity NPC149026
0.9286 High Similarity NPC91560
0.9286 High Similarity NPC214166
0.9286 High Similarity NPC257097
0.9286 High Similarity NPC169591
0.9286 High Similarity NPC38219
0.9286 High Similarity NPC39329
0.9286 High Similarity NPC143896
0.9286 High Similarity NPC175504
0.9286 High Similarity NPC150408
0.9286 High Similarity NPC310130
0.9286 High Similarity NPC478086
0.9286 High Similarity NPC221432
0.9286 High Similarity NPC164980
0.9286 High Similarity NPC106985
0.9281 High Similarity NPC324386
0.9281 High Similarity NPC4743
0.9281 High Similarity NPC213322
0.9281 High Similarity NPC282300
0.9281 High Similarity NPC312391
0.9275 High Similarity NPC139554
0.9275 High Similarity NPC53181
0.9275 High Similarity NPC217186
0.9275 High Similarity NPC96565
0.9275 High Similarity NPC216978
0.9275 High Similarity NPC55018
0.9275 High Similarity NPC471697
0.9275 High Similarity NPC295384
0.9275 High Similarity NPC301217
0.9275 High Similarity NPC220062
0.9275 High Similarity NPC303633
0.927 High Similarity NPC266597
0.927 High Similarity NPC250266
0.9265 High Similarity NPC101752
0.9265 High Similarity NPC46869
0.9259 High Similarity NPC223457
0.9254 High Similarity NPC31872
0.9254 High Similarity NPC473584
0.9254 High Similarity NPC475589
0.9231 High Similarity NPC5173
0.9225 High Similarity NPC283234
0.9225 High Similarity NPC473077
0.9225 High Similarity NPC296998
0.922 High Similarity NPC236766
0.922 High Similarity NPC131579
0.922 High Similarity NPC197252
0.922 High Similarity NPC473015
0.922 High Similarity NPC469953
0.922 High Similarity NPC131568
0.922 High Similarity NPC473013
0.9214 High Similarity NPC144499
0.9214 High Similarity NPC166934
0.9214 High Similarity NPC223500
0.9214 High Similarity NPC324134
0.9214 High Similarity NPC1089
0.9214 High Similarity NPC37496
0.9214 High Similarity NPC227579
0.9214 High Similarity NPC32739
0.9214 High Similarity NPC324436
0.9214 High Similarity NPC328164
0.9214 High Similarity NPC40833
0.9214 High Similarity NPC306829
0.9214 High Similarity NPC194432
0.9214 High Similarity NPC265040
0.9214 High Similarity NPC76338
0.9214 High Similarity NPC125855
0.9214 High Similarity NPC296917
0.9214 High Similarity NPC228504
0.9214 High Similarity NPC148757
0.9214 High Similarity NPC78
0.9214 High Similarity NPC66515
0.9214 High Similarity NPC166482
0.9214 High Similarity NPC147145
0.9214 High Similarity NPC177354
0.9214 High Similarity NPC10937
0.9214 High Similarity NPC220998
0.9214 High Similarity NPC76372
0.9214 High Similarity NPC64915
0.9214 High Similarity NPC182852
0.9214 High Similarity NPC167624
0.9214 High Similarity NPC107572
0.9214 High Similarity NPC161506
0.9209 High Similarity NPC48624
0.9209 High Similarity NPC259166
0.9209 High Similarity NPC144118
0.9209 High Similarity NPC80962
0.9209 High Similarity NPC326109
0.9209 High Similarity NPC101366
0.9209 High Similarity NPC215311
0.9209 High Similarity NPC69769
0.9209 High Similarity NPC172250
0.9209 High Similarity NPC219917
0.9209 High Similarity NPC204985
0.9209 High Similarity NPC213659
0.9203 High Similarity NPC472460
0.9203 High Similarity NPC280284
0.9203 High Similarity NPC188947
0.9203 High Similarity NPC329225
0.9203 High Similarity NPC272844
0.9203 High Similarity NPC99333
0.9203 High Similarity NPC254168
0.9203 High Similarity NPC147686
0.9203 High Similarity NPC124269
0.9203 High Similarity NPC248995
0.9197 High Similarity NPC231772
0.9197 High Similarity NPC47815
0.9197 High Similarity NPC29353
0.9197 High Similarity NPC194281
0.9197 High Similarity NPC124784
0.9197 High Similarity NPC234133
0.9197 High Similarity NPC156910
0.9197 High Similarity NPC473887

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473076 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
0.9203 High Similarity NPD1549 Phase 2
0.913 High Similarity NPD1550 Clinical (unspecified phase)
0.913 High Similarity NPD1552 Clinical (unspecified phase)
0.9124 High Similarity NPD1510 Phase 2
0.9085 High Similarity NPD4378 Clinical (unspecified phase)
0.9085 High Similarity NPD7410 Clinical (unspecified phase)
0.8971 High Similarity NPD1240 Approved
0.8841 High Similarity NPD1607 Approved
0.8786 High Similarity NPD2796 Approved
0.8716 High Similarity NPD7411 Suspended
0.8658 High Similarity NPD6801 Discontinued
0.8649 High Similarity NPD4380 Phase 2
0.86 High Similarity NPD2393 Clinical (unspecified phase)
0.8553 High Similarity NPD7075 Discontinued
0.8543 High Similarity NPD8443 Clinical (unspecified phase)
0.8493 Intermediate Similarity NPD1511 Approved
0.8477 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8477 Intermediate Similarity NPD7819 Suspended
0.8472 Intermediate Similarity NPD2800 Approved
0.8446 Intermediate Similarity NPD920 Approved
0.8411 Intermediate Similarity NPD1934 Approved
0.8403 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8378 Intermediate Similarity NPD1512 Approved
0.8367 Intermediate Similarity NPD6799 Approved
0.8345 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8345 Intermediate Similarity NPD1243 Approved
0.8312 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.831 Intermediate Similarity NPD6651 Approved
0.8299 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8288 Intermediate Similarity NPD3750 Approved
0.8264 Intermediate Similarity NPD1551 Phase 2
0.8247 Intermediate Similarity NPD7768 Phase 2
0.8235 Intermediate Similarity NPD2801 Approved
0.8228 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD6599 Discontinued
0.8153 Intermediate Similarity NPD6959 Discontinued
0.8129 Intermediate Similarity NPD3882 Suspended
0.8079 Intermediate Similarity NPD5403 Approved
0.8077 Intermediate Similarity NPD3749 Approved
0.8075 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD5401 Approved
0.8028 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD9717 Approved
0.7963 Intermediate Similarity NPD7286 Phase 2
0.7949 Intermediate Similarity NPD3817 Phase 2
0.7947 Intermediate Similarity NPD2534 Approved
0.7947 Intermediate Similarity NPD2532 Approved
0.7947 Intermediate Similarity NPD2533 Approved
0.7945 Intermediate Similarity NPD3748 Approved
0.7929 Intermediate Similarity NPD1203 Approved
0.7911 Intermediate Similarity NPD919 Approved
0.7902 Intermediate Similarity NPD2313 Discontinued
0.7901 Intermediate Similarity NPD3818 Discontinued
0.7899 Intermediate Similarity NPD422 Phase 1
0.7899 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD2935 Discontinued
0.7888 Intermediate Similarity NPD6166 Phase 2
0.7888 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7888 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7879 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7868 Intermediate Similarity NPD1548 Phase 1
0.7866 Intermediate Similarity NPD5953 Discontinued
0.7862 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD5494 Approved
0.7862 Intermediate Similarity NPD5124 Phase 1
0.7838 Intermediate Similarity NPD2344 Approved
0.7823 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7823 Intermediate Similarity NPD2799 Discontinued
0.7812 Intermediate Similarity NPD1247 Approved
0.7744 Intermediate Similarity NPD7054 Approved
0.7737 Intermediate Similarity NPD9545 Approved
0.7722 Intermediate Similarity NPD5402 Approved
0.7711 Intermediate Similarity NPD6559 Discontinued
0.7703 Intermediate Similarity NPD7033 Discontinued
0.7697 Intermediate Similarity NPD7472 Approved
0.7697 Intermediate Similarity NPD7074 Phase 3
0.7697 Intermediate Similarity NPD1729 Discontinued
0.7682 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD943 Approved
0.7655 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7654 Intermediate Similarity NPD6232 Discontinued
0.7651 Intermediate Similarity NPD6100 Approved
0.7651 Intermediate Similarity NPD6099 Approved
0.7651 Intermediate Similarity NPD6797 Phase 2
0.7643 Intermediate Similarity NPD1610 Phase 2
0.7639 Intermediate Similarity NPD6832 Phase 2
0.7632 Intermediate Similarity NPD2309 Approved
0.763 Intermediate Similarity NPD1241 Discontinued
0.7628 Intermediate Similarity NPD3226 Approved
0.7622 Intermediate Similarity NPD7473 Discontinued
0.7605 Intermediate Similarity NPD7251 Discontinued
0.7591 Intermediate Similarity NPD9493 Approved
0.7584 Intermediate Similarity NPD4308 Phase 3
0.7566 Intermediate Similarity NPD4628 Phase 3
0.756 Intermediate Similarity NPD7808 Phase 3
0.7534 Intermediate Similarity NPD1296 Phase 2
0.7534 Intermediate Similarity NPD3268 Approved
0.753 Intermediate Similarity NPD5844 Phase 1
0.7517 Intermediate Similarity NPD4908 Phase 1
0.75 Intermediate Similarity NPD1019 Discontinued
0.75 Intermediate Similarity NPD2654 Approved
0.75 Intermediate Similarity NPD2798 Approved
0.75 Intermediate Similarity NPD230 Phase 1
0.7483 Intermediate Similarity NPD3225 Approved
0.7483 Intermediate Similarity NPD2346 Discontinued
0.7456 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD1465 Phase 2
0.7431 Intermediate Similarity NPD2797 Approved
0.7429 Intermediate Similarity NPD4360 Phase 2
0.7429 Intermediate Similarity NPD4363 Phase 3
0.7415 Intermediate Similarity NPD411 Approved
0.7396 Intermediate Similarity NPD6104 Discontinued
0.7386 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD4361 Phase 2
0.7383 Intermediate Similarity NPD447 Suspended
0.7333 Intermediate Similarity NPD5710 Approved
0.7333 Intermediate Similarity NPD5711 Approved
0.7315 Intermediate Similarity NPD4307 Phase 2
0.7312 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD3267 Approved
0.731 Intermediate Similarity NPD3266 Approved
0.7308 Intermediate Similarity NPD7390 Discontinued
0.7289 Intermediate Similarity NPD3926 Phase 2
0.7284 Intermediate Similarity NPD4288 Approved
0.7267 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD1933 Approved
0.7237 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD4625 Phase 3
0.7222 Intermediate Similarity NPD3972 Approved
0.7222 Intermediate Similarity NPD1608 Approved
0.7205 Intermediate Similarity NPD5889 Approved
0.7205 Intermediate Similarity NPD5890 Approved
0.72 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1613 Approved
0.7192 Intermediate Similarity NPD1164 Approved
0.7192 Intermediate Similarity NPD1470 Approved
0.7188 Intermediate Similarity NPD7458 Discontinued
0.7181 Intermediate Similarity NPD3764 Approved
0.7181 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD7584 Approved
0.7172 Intermediate Similarity NPD4749 Approved
0.717 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1652 Phase 2
0.7153 Intermediate Similarity NPD1201 Approved
0.7143 Intermediate Similarity NPD2403 Approved
0.7143 Intermediate Similarity NPD1471 Phase 3
0.7143 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6585 Discontinued
0.7127 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7102 Intermediate Similarity NPD4287 Approved
0.7097 Intermediate Similarity NPD2424 Discontinued
0.7095 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD9494 Approved
0.7086 Intermediate Similarity NPD3142 Approved
0.7086 Intermediate Similarity NPD3140 Approved
0.7081 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD2296 Approved
0.707 Intermediate Similarity NPD2354 Approved
0.7067 Intermediate Similarity NPD6798 Discontinued
0.7063 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD3751 Discontinued
0.7044 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7229 Phase 3
0.7014 Intermediate Similarity NPD17 Approved
0.7012 Intermediate Similarity NPD5761 Phase 2
0.7012 Intermediate Similarity NPD5760 Phase 2
0.7007 Intermediate Similarity NPD74 Approved
0.7007 Intermediate Similarity NPD9266 Approved
0.7006 Intermediate Similarity NPD7003 Approved
0.7 Intermediate Similarity NPD5049 Phase 3
0.6986 Remote Similarity NPD1481 Phase 2
0.6968 Remote Similarity NPD5408 Approved
0.6968 Remote Similarity NPD5406 Approved
0.6968 Remote Similarity NPD5404 Approved
0.6968 Remote Similarity NPD5405 Approved
0.6962 Remote Similarity NPD3887 Approved
0.6959 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6959 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7577 Discontinued
0.6951 Remote Similarity NPD6844 Discontinued
0.6947 Remote Similarity NPD4377 Discontinued
0.6937 Remote Similarity NPD4662 Approved
0.6937 Remote Similarity NPD4661 Approved
0.6934 Remote Similarity NPD9263 Approved
0.6934 Remote Similarity NPD9267 Approved
0.6934 Remote Similarity NPD9264 Approved
0.6934 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6005 Phase 3
0.6923 Remote Similarity NPD6002 Phase 3
0.6923 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6923 Remote Similarity NPD2353 Approved

Structure

External Identifiers

PubChem CID   13545810
ChEMBL   CHEMBL3609149
ZINC  

Physicochemical Properties

Molecular Weight:  244.07
ALogP:  -0.1303
MLogP:  2.56
XLogP:  1.581
# Rotatable Bonds:  3
Polar Surface Area:  55.76
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  18

Download Data

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