Natural Product: NPC150023

Natural Product ID:  NPC150023
Common Name:   (S)-3,7-Dihydroxychroman-4-One
IUPAC Name:   (3S)-3,7-dihydroxy-2,3-dihydrochromen-4-one
Synonyms:  
Molecular Formula:   C9H8O4
Standard InCHIKey:  GLPDBGACWOZVNL-ZETCQYMHSA-N
Standard InCHI:  InChI=1S/C9H8O4/c10-5-1-2-6-8(3-5)13-4-7(11)9(6)12/h1-3,7,10-11H,4H2/t7-/m0/s1
Canonical SMILES:  Oc1ccc2c(c1)OC[C@@H](C2=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
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota PMID[21800859]
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota heartwood PMID[21800859]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 = 80670 nM 21800859
NPT1031 Cell Line Ca9-22 Homo sapiens IC50 = 62170 nM 21800859
NPT2 Others Unspecified IC50 = 47220 nM 21800859

  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 NPC150023 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
0.9712 High Similarity NPC1940
0.9712 High Similarity NPC148011
0.964 High Similarity NPC4152
0.964 High Similarity NPC279417
0.964 High Similarity NPC326506
0.964 High Similarity NPC62290
0.964 High Similarity NPC49130
0.964 High Similarity NPC142731
0.964 High Similarity NPC306607
0.964 High Similarity NPC208176
0.9559 High Similarity NPC287068
0.9504 High Similarity NPC3779
0.9504 High Similarity NPC476182
0.9504 High Similarity NPC122828
0.9504 High Similarity NPC40086
0.9504 High Similarity NPC44721
0.9504 High Similarity NPC176869
0.9504 High Similarity NPC211466
0.9437 High Similarity NPC218569
0.9433 High Similarity NPC229190
0.9366 High Similarity NPC21835
0.931 High Similarity NPC35567
0.931 High Similarity NPC171651
0.931 High Similarity NPC243171
0.9247 High Similarity NPC256346
0.9247 High Similarity NPC293286
0.9247 High Similarity NPC325028
0.9247 High Similarity NPC27532
0.9247 High Similarity NPC246328
0.9241 High Similarity NPC262039
0.9241 High Similarity NPC262038
0.9241 High Similarity NPC254412
0.9241 High Similarity NPC278476
0.9241 High Similarity NPC319910
0.9231 High Similarity NPC472918
0.9209 High Similarity NPC472460
0.9209 High Similarity NPC329225
0.9209 High Similarity NPC147686
0.9203 High Similarity NPC240147
0.9203 High Similarity NPC121243
0.9178 High Similarity NPC138288
0.9178 High Similarity NPC216035
0.9178 High Similarity NPC61506
0.9178 High Similarity NPC217149
0.9178 High Similarity NPC260491
0.9178 High Similarity NPC9743
0.9178 High Similarity NPC246162
0.9178 High Similarity NPC36835
0.9178 High Similarity NPC240476
0.9172 High Similarity NPC267117
0.9172 High Similarity NPC116822
0.9172 High Similarity NPC105136
0.9143 High Similarity NPC471697
0.9137 High Similarity NPC275055
0.9137 High Similarity NPC12296
0.9137 High Similarity NPC32441
0.9137 High Similarity NPC290291
0.9137 High Similarity NPC295261
0.9137 High Similarity NPC296490
0.9137 High Similarity NPC160972
0.9137 High Similarity NPC107586
0.9137 High Similarity NPC243083
0.9137 High Similarity NPC84585
0.9137 High Similarity NPC79943
0.9137 High Similarity NPC476480
0.9137 High Similarity NPC13768
0.9137 High Similarity NPC287246
0.9137 High Similarity NPC299379
0.9124 High Similarity NPC223457
0.9118 High Similarity NPC65060
0.9116 High Similarity NPC20907
0.9116 High Similarity NPC203080
0.9116 High Similarity NPC244250
0.9116 High Similarity NPC268193
0.911 High Similarity NPC263384
0.911 High Similarity NPC472420
0.911 High Similarity NPC471229
0.911 High Similarity NPC472422
0.911 High Similarity NPC471676
0.911 High Similarity NPC244577
0.9103 High Similarity NPC477941
0.9103 High Similarity NPC277032
0.9097 High Similarity NPC85773
0.9097 High Similarity NPC218685
0.9097 High Similarity NPC91902
0.9097 High Similarity NPC23084
0.9097 High Similarity NPC473133
0.9097 High Similarity NPC470670
0.9097 High Similarity NPC47388
0.9091 High Similarity NPC297788
0.9085 High Similarity NPC162476
0.9078 High Similarity NPC281207
0.9078 High Similarity NPC269652
0.9071 High Similarity NPC99333
0.9071 High Similarity NPC188947
0.9071 High Similarity NPC280284
0.9065 High Similarity NPC116775
0.9065 High Similarity NPC216361
0.9065 High Similarity NPC256042
0.9065 High Similarity NPC281917
0.9065 High Similarity NPC187432
0.906 High Similarity NPC52530
0.9054 High Similarity NPC48579
0.9054 High Similarity NPC304207
0.9054 High Similarity NPC304745
0.9054 High Similarity NPC217706
0.9054 High Similarity NPC207809
0.9054 High Similarity NPC111341
0.9054 High Similarity NPC259710
0.9048 High Similarity NPC19721
0.9048 High Similarity NPC88484
0.9048 High Similarity NPC259767
0.9034 High Similarity NPC10097
0.9034 High Similarity NPC199335
0.9021 High Similarity NPC242100
0.9021 High Similarity NPC255133
0.9014 High Similarity NPC136840
0.9007 High Similarity NPC20709
0.9007 High Similarity NPC310135
0.9007 High Similarity NPC261234
0.9007 High Similarity NPC241838
0.9007 High Similarity NPC222342
0.9007 High Similarity NPC150648
0.9007 High Similarity NPC143799
0.9007 High Similarity NPC265871
0.9007 High Similarity NPC225153
0.9007 High Similarity NPC152042
0.9007 High Similarity NPC274784
0.9007 High Similarity NPC329203
0.9 High Similarity NPC188879
0.9 High Similarity NPC254841
0.8993 High Similarity NPC307938
0.8993 High Similarity NPC323593
0.8993 High Similarity NPC326037
0.8993 High Similarity NPC320825
0.8993 High Similarity NPC203500
0.8993 High Similarity NPC201837
0.8993 High Similarity NPC215917
0.8993 High Similarity NPC10754
0.8993 High Similarity NPC13858
0.8993 High Similarity NPC20530
0.8993 High Similarity NPC239495
0.8993 High Similarity NPC9985
0.8986 High Similarity NPC248793
0.8986 High Similarity NPC180301
0.8986 High Similarity NPC472583
0.8986 High Similarity NPC141212
0.8986 High Similarity NPC7989
0.8986 High Similarity NPC223701
0.898 High Similarity NPC209846
0.898 High Similarity NPC472423
0.898 High Similarity NPC474744
0.898 High Similarity NPC474772
0.898 High Similarity NPC289774
0.898 High Similarity NPC295650
0.898 High Similarity NPC328740
0.898 High Similarity NPC471677
0.898 High Similarity NPC477897
0.8978 High Similarity NPC31872
0.8978 High Similarity NPC473584
0.8978 High Similarity NPC475589
0.8973 High Similarity NPC1612
0.8973 High Similarity NPC139966
0.8973 High Similarity NPC472628
0.8973 High Similarity NPC307052
0.8973 High Similarity NPC183959
0.8973 High Similarity NPC89442
0.8971 High Similarity NPC185497
0.8966 High Similarity NPC472627
0.8966 High Similarity NPC202494
0.8944 High Similarity NPC59951
0.8944 High Similarity NPC188243
0.8944 High Similarity NPC230285
0.8944 High Similarity NPC103904
0.8944 High Similarity NPC182421
0.8944 High Similarity NPC110228
0.8944 High Similarity NPC6407
0.8944 High Similarity NPC146679
0.8944 High Similarity NPC184536
0.8944 High Similarity NPC103342
0.894 High Similarity NPC306978
0.8936 High Similarity NPC118813
0.8936 High Similarity NPC124269
0.8933 High Similarity NPC108831
0.8933 High Similarity NPC78263
0.8933 High Similarity NPC197304
0.8933 High Similarity NPC133671
0.8933 High Similarity NPC77672
0.8933 High Similarity NPC135391
0.8933 High Similarity NPC6985
0.8933 High Similarity NPC182634
0.8933 High Similarity NPC54802
0.8929 High Similarity NPC470397
0.8929 High Similarity NPC240593
0.8926 High Similarity NPC477958
0.8926 High Similarity NPC99233
0.8926 High Similarity NPC473241
0.8921 High Similarity NPC248872
0.8921 High Similarity NPC172262
0.8919 High Similarity NPC259182

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC150023 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
0.9209 High Similarity NPD1549 Phase 2
0.9137 High Similarity NPD1550 Clinical (unspecified phase)
0.9137 High Similarity NPD1552 Clinical (unspecified phase)
0.8912 High Similarity NPD4380 Phase 2
0.8889 High Similarity NPD6799 Approved
0.8808 High Similarity NPD4381 Clinical (unspecified phase)
0.8808 High Similarity NPD7075 Discontinued
0.8792 High Similarity NPD1934 Approved
0.8767 High Similarity NPD1512 Approved
0.8733 High Similarity NPD7096 Clinical (unspecified phase)
0.8723 High Similarity NPD1510 Phase 2
0.8705 High Similarity NPD1240 Approved
0.8699 High Similarity NPD4378 Clinical (unspecified phase)
0.8667 High Similarity NPD6801 Discontinued
0.863 High Similarity NPD1511 Approved
0.8618 High Similarity NPD3882 Suspended
0.8609 High Similarity NPD2393 Clinical (unspecified phase)
0.859 High Similarity NPD6166 Phase 2
0.859 High Similarity NPD6167 Clinical (unspecified phase)
0.859 High Similarity NPD6168 Clinical (unspecified phase)
0.8582 High Similarity NPD1607 Approved
0.8581 High Similarity NPD5403 Approved
0.8571 High Similarity NPD5401 Approved
0.8533 High Similarity NPD6599 Discontinued
0.8428 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8403 Intermediate Similarity NPD2796 Approved
0.8366 Intermediate Similarity NPD2801 Approved
0.8323 Intermediate Similarity NPD6797 Phase 2
0.8312 Intermediate Similarity NPD3817 Phase 2
0.8312 Intermediate Similarity NPD5402 Approved
0.8276 Intermediate Similarity NPD1551 Phase 2
0.8272 Intermediate Similarity NPD7251 Discontinued
0.825 Intermediate Similarity NPD3818 Discontinued
0.8235 Intermediate Similarity NPD7411 Suspended
0.8221 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8221 Intermediate Similarity NPD7808 Phase 3
0.82 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD7054 Approved
0.8194 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD7074 Phase 3
0.8148 Intermediate Similarity NPD7472 Approved
0.8141 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8054 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD7819 Suspended
0.7988 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD2800 Approved
0.7943 Intermediate Similarity NPD1203 Approved
0.7939 Intermediate Similarity NPD6559 Discontinued
0.7933 Intermediate Similarity NPD4628 Phase 3
0.7933 Intermediate Similarity NPD3750 Approved
0.7917 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7914 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD5494 Approved
0.7862 Intermediate Similarity NPD3749 Approved
0.7857 Intermediate Similarity NPD920 Approved
0.7857 Intermediate Similarity NPD9717 Approved
0.7843 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD1247 Approved
0.7826 Intermediate Similarity NPD6959 Discontinued
0.7812 Intermediate Similarity NPD919 Approved
0.7808 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD1613 Approved
0.7808 Intermediate Similarity NPD943 Approved
0.7805 Intermediate Similarity NPD3751 Discontinued
0.7791 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD230 Phase 1
0.7748 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD1243 Approved
0.7703 Intermediate Similarity NPD6651 Approved
0.7688 Intermediate Similarity NPD7768 Phase 2
0.7673 Intermediate Similarity NPD1465 Phase 2
0.766 Intermediate Similarity NPD422 Phase 1
0.7651 Intermediate Similarity NPD5844 Phase 1
0.7635 Intermediate Similarity NPD447 Suspended
0.7632 Intermediate Similarity NPD1652 Phase 2
0.7626 Intermediate Similarity NPD1548 Phase 1
0.7626 Intermediate Similarity NPD9545 Approved
0.7616 Intermediate Similarity NPD2344 Approved
0.7613 Intermediate Similarity NPD2534 Approved
0.7613 Intermediate Similarity NPD2532 Approved
0.7613 Intermediate Similarity NPD2533 Approved
0.76 Intermediate Similarity NPD3748 Approved
0.7561 Intermediate Similarity NPD3787 Discontinued
0.7557 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD2935 Discontinued
0.7545 Intermediate Similarity NPD7286 Phase 2
0.7535 Intermediate Similarity NPD1091 Approved
0.7535 Intermediate Similarity NPD1610 Phase 2
0.7534 Intermediate Similarity NPD6832 Phase 2
0.7534 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD1241 Discontinued
0.7517 Intermediate Similarity NPD1019 Discontinued
0.7515 Intermediate Similarity NPD3926 Phase 2
0.7482 Intermediate Similarity NPD9493 Approved
0.7468 Intermediate Similarity NPD1653 Approved
0.7466 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD5953 Discontinued
0.7455 Intermediate Similarity NPD6232 Discontinued
0.7432 Intermediate Similarity NPD6798 Discontinued
0.7432 Intermediate Similarity NPD2313 Discontinued
0.7429 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD7473 Discontinued
0.7419 Intermediate Similarity NPD2309 Approved
0.7403 Intermediate Similarity NPD2654 Approved
0.74 Intermediate Similarity NPD1933 Approved
0.7383 Intermediate Similarity NPD6233 Phase 2
0.7368 Intermediate Similarity NPD7033 Discontinued
0.7368 Intermediate Similarity NPD2799 Discontinued
0.7368 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7347 Intermediate Similarity NPD9494 Approved
0.7338 Intermediate Similarity NPD2424 Discontinued
0.732 Intermediate Similarity NPD6099 Approved
0.732 Intermediate Similarity NPD6100 Approved
0.7315 Intermediate Similarity NPD411 Approved
0.7315 Intermediate Similarity NPD1296 Phase 2
0.7308 Intermediate Similarity NPD2354 Approved
0.7308 Intermediate Similarity NPD6190 Approved
0.7297 Intermediate Similarity NPD4908 Phase 1
0.7285 Intermediate Similarity NPD6355 Discontinued
0.7285 Intermediate Similarity NPD5124 Phase 1
0.7285 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4661 Approved
0.7278 Intermediate Similarity NPD4662 Approved
0.7262 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD2403 Approved
0.7255 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD3027 Phase 3
0.7247 Intermediate Similarity NPD4360 Phase 2
0.7247 Intermediate Similarity NPD4363 Phase 3
0.7244 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD8313 Approved
0.7225 Intermediate Similarity NPD8312 Approved
0.7209 Intermediate Similarity NPD6104 Discontinued
0.7206 Intermediate Similarity NPD290 Approved
0.7205 Intermediate Similarity NPD3226 Approved
0.72 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD8434 Phase 2
0.7197 Intermediate Similarity NPD3887 Approved
0.7193 Intermediate Similarity NPD1729 Discontinued
0.7189 Intermediate Similarity NPD7584 Approved
0.717 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD2346 Discontinued
0.7152 Intermediate Similarity NPD4062 Phase 3
0.7143 Intermediate Similarity NPD5711 Approved
0.7143 Intermediate Similarity NPD6779 Approved
0.7143 Intermediate Similarity NPD6782 Approved
0.7143 Intermediate Similarity NPD6780 Approved
0.7143 Intermediate Similarity NPD6776 Approved
0.7143 Intermediate Similarity NPD6778 Approved
0.7143 Intermediate Similarity NPD6781 Approved
0.7143 Intermediate Similarity NPD3225 Approved
0.7143 Intermediate Similarity NPD5710 Approved
0.7143 Intermediate Similarity NPD6777 Approved
0.7123 Intermediate Similarity NPD9269 Phase 2
0.7123 Intermediate Similarity NPD1481 Phase 2
0.7117 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD3140 Approved
0.7105 Intermediate Similarity NPD3142 Approved
0.7086 Intermediate Similarity NPD3268 Approved
0.7081 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6844 Discontinued
0.7059 Intermediate Similarity NPD4575 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1535 Discovery
0.7051 Intermediate Similarity NPD2355 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2353 Approved
0.7051 Intermediate Similarity NPD1471 Phase 3
0.7047 Intermediate Similarity NPD5647 Approved
0.7047 Intermediate Similarity NPD2798 Approved
0.7032 Intermediate Similarity NPD4308 Phase 3
0.703 Intermediate Similarity NPD8455 Phase 2
0.7029 Intermediate Similarity NPD9266 Approved
0.7029 Intermediate Similarity NPD74 Approved
0.7027 Intermediate Similarity NPD7435 Discontinued
0.7019 Intermediate Similarity NPD5049 Phase 3
0.7007 Intermediate Similarity NPD1608 Approved
0.7007 Intermediate Similarity NPD3972 Approved
0.7006 Intermediate Similarity NPD8150 Discontinued
0.7 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6988 Remote Similarity NPD4288 Approved
0.6988 Remote Similarity NPD5353 Approved
0.6982 Remote Similarity NPD7199 Phase 2
0.698 Remote Similarity NPD2797 Approved
0.6966 Remote Similarity NPD9268 Approved
0.6957 Remote Similarity NPD9264 Approved
0.6957 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6957 Remote Similarity NPD9263 Approved
0.6957 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6957 Remote Similarity NPD9267 Approved
0.6954 Remote Similarity NPD3823 Discontinued
0.6954 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6949 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6948 Remote Similarity NPD4340 Discontinued
0.6944 Remote Similarity NPD9092 Discovery
0.6935 Remote Similarity NPD7697 Approved
0.6935 Remote Similarity NPD7696 Phase 3

Structure

External Identifiers

PubChem CID   53493060
ChEMBL   CHEMBL1916183
ZINC  

Physicochemical Properties

Molecular Weight:  180.04
ALogP:  -1.484
MLogP:  2.01
XLogP:  0.176
# Rotatable Bonds:  2
Polar Surface Area:  66.76
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  13

Download Data

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