Natural Product: NPC258979

Natural Product ID:  NPC258979
Common Name:   (2S)-7,4'-Dihydroxyflavan
IUPAC Name:   (2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
Synonyms:   (2S)-7,4'-Dihydroxyflavan
Molecular Formula:   C15H14O3
Standard InCHIKey:  YXMLGIGHGPSEKA-AWEZNQCLSA-N
Standard InCHI:  InChI=1S/C15H14O3/c16-12-5-1-10(2-6-12)14-8-4-11-3-7-13(17)9-15(11)18-14/h1-3,5-7,9,14,16-17H,4,8H2/t14-/m0/s1
Canonical SMILES:  Oc1ccc(cc1)[C@@H]1CCc2c(O1)cc(cc2)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
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota Whole Plants Shawnee National Forest, Harrisburg, IL, US PMID[11678652]
NPO5495 Broussonetia papyrifera Species Moraceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT441 Individual Protein Cytochrome P450 19A1 Homo sapiens IC50 > 40 ug/ml 11678652

  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 NPC258979 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
1.0 High Similarity NPC8283
1.0 High Similarity NPC93398
0.9739 High Similarity NPC36016
0.9739 High Similarity NPC100099
0.9655 High Similarity NPC38761
0.9655 High Similarity NPC76465
0.9652 High Similarity NPC193364
0.9652 High Similarity NPC54972
0.9646 High Similarity NPC74821
0.9573 High Similarity NPC134195
0.9573 High Similarity NPC197351
0.9573 High Similarity NPC106914
0.9573 High Similarity NPC86502
0.9573 High Similarity NPC246648
0.9561 High Similarity NPC295259
0.9492 High Similarity NPC167571
0.9492 High Similarity NPC278552
0.9492 High Similarity NPC285040
0.9492 High Similarity NPC207179
0.9492 High Similarity NPC103420
0.9492 High Similarity NPC17809
0.9492 High Similarity NPC102540
0.9492 High Similarity NPC188022
0.9412 High Similarity NPC262573
0.9412 High Similarity NPC276212
0.9412 High Similarity NPC471215
0.9333 High Similarity NPC149796
0.9316 High Similarity NPC190454
0.9316 High Similarity NPC97432
0.9256 High Similarity NPC222572
0.9256 High Similarity NPC87224
0.9256 High Similarity NPC47283
0.9256 High Similarity NPC274717
0.9256 High Similarity NPC39064
0.925 High Similarity NPC26879
0.925 High Similarity NPC283049
0.925 High Similarity NPC50315
0.925 High Similarity NPC230479
0.9224 High Similarity NPC59561
0.9224 High Similarity NPC172253
0.913 High Similarity NPC54507
0.913 High Similarity NPC85292
0.913 High Similarity NPC229147
0.9098 High Similarity NPC38664
0.9098 High Similarity NPC53986
0.9043 High Similarity NPC464
0.9043 High Similarity NPC185541
0.9032 High Similarity NPC118114
0.9032 High Similarity NPC129106
0.9032 High Similarity NPC196765
0.9032 High Similarity NPC268917
0.9032 High Similarity NPC206224
0.9032 High Similarity NPC228369
0.9032 High Similarity NPC236014
0.9032 High Similarity NPC207892
0.9032 High Similarity NPC164574
0.9032 High Similarity NPC476166
0.9032 High Similarity NPC280653
0.9032 High Similarity NPC17343
0.9032 High Similarity NPC300875
0.9032 High Similarity NPC162801
0.9032 High Similarity NPC12875
0.9032 High Similarity NPC150011
0.9032 High Similarity NPC103799
0.9032 High Similarity NPC129784
0.9024 High Similarity NPC93962
0.8974 High Similarity NPC131118
0.896 High Similarity NPC13005
0.896 High Similarity NPC126029
0.896 High Similarity NPC219876
0.896 High Similarity NPC185604
0.896 High Similarity NPC15658
0.896 High Similarity NPC61477
0.896 High Similarity NPC261619
0.896 High Similarity NPC78770
0.8952 High Similarity NPC470225
0.8952 High Similarity NPC27187
0.8889 High Similarity NPC11060
0.8889 High Similarity NPC215037
0.8889 High Similarity NPC85435
0.888 High Similarity NPC68205
0.888 High Similarity NPC271945
0.888 High Similarity NPC244888
0.888 High Similarity NPC164804
0.888 High Similarity NPC268266
0.888 High Similarity NPC42760
0.888 High Similarity NPC220825
0.888 High Similarity NPC181497
0.888 High Similarity NPC268342
0.888 High Similarity NPC211413
0.888 High Similarity NPC293203
0.888 High Similarity NPC118683
0.8871 High Similarity NPC134360
0.8852 High Similarity NPC168259
0.8819 High Similarity NPC223008
0.8819 High Similarity NPC115335
0.8819 High Similarity NPC225696
0.8819 High Similarity NPC124085
0.8819 High Similarity NPC476615
0.8819 High Similarity NPC117048
0.8819 High Similarity NPC473107
0.8819 High Similarity NPC296915
0.8819 High Similarity NPC476616
0.8819 High Similarity NPC476617
0.8819 High Similarity NPC198154
0.8819 High Similarity NPC97834
0.8803 High Similarity NPC150624
0.8803 High Similarity NPC141090
0.8803 High Similarity NPC203113
0.879 High Similarity NPC46274
0.879 High Similarity NPC226331
0.877 High Similarity NPC159132
0.877 High Similarity NPC256015
0.877 High Similarity NPC270030
0.877 High Similarity NPC294156
0.875 High Similarity NPC112246
0.875 High Similarity NPC61946
0.875 High Similarity NPC121812
0.875 High Similarity NPC112939
0.875 High Similarity NPC151224
0.875 High Similarity NPC473413
0.875 High Similarity NPC470356
0.875 High Similarity NPC474206
0.875 High Similarity NPC164787
0.875 High Similarity NPC94750
0.874 High Similarity NPC77196
0.874 High Similarity NPC92805
0.873 High Similarity NPC250727
0.8729 High Similarity NPC195466
0.8729 High Similarity NPC50521
0.8729 High Similarity NPC221549
0.8729 High Similarity NPC33270
0.8729 High Similarity NPC474933
0.8729 High Similarity NPC69261
0.8729 High Similarity NPC244816
0.8718 High Similarity NPC808
0.871 High Similarity NPC250432
0.871 High Similarity NPC5447
0.871 High Similarity NPC46978
0.8689 High Similarity NPC474160
0.8682 High Similarity NPC302701
0.8682 High Similarity NPC234952
0.8682 High Similarity NPC269091
0.8682 High Similarity NPC227503
0.8682 High Similarity NPC20829
0.8682 High Similarity NPC16435
0.8682 High Similarity NPC474639
0.8682 High Similarity NPC3049
0.8682 High Similarity NPC262585
0.8682 High Similarity NPC18189
0.8682 High Similarity NPC306441
0.8682 High Similarity NPC230734
0.8682 High Similarity NPC471522
0.8678 High Similarity NPC476633
0.8672 High Similarity NPC317380
0.8661 High Similarity NPC202762
0.8661 High Similarity NPC86655
0.8651 High Similarity NPC91291
0.8632 High Similarity NPC22610
0.8632 High Similarity NPC276737
0.8621 High Similarity NPC42911
0.8621 High Similarity NPC280606
0.8621 High Similarity NPC290353
0.8621 High Similarity NPC153795
0.8618 High Similarity NPC138248
0.8618 High Similarity NPC228503
0.8615 High Similarity NPC211549
0.8615 High Similarity NPC102904
0.8615 High Similarity NPC262328
0.8615 High Similarity NPC470308
0.8615 High Similarity NPC474282
0.8615 High Similarity NPC87777
0.8615 High Similarity NPC103976
0.8615 High Similarity NPC326797
0.8615 High Similarity NPC107551
0.8615 High Similarity NPC176051
0.8615 High Similarity NPC474687
0.8615 High Similarity NPC470307
0.8609 High Similarity NPC106141
0.8607 High Similarity NPC57199
0.8607 High Similarity NPC150026
0.8605 High Similarity NPC234333
0.8605 High Similarity NPC47398
0.8605 High Similarity NPC15109
0.8605 High Similarity NPC260898
0.8605 High Similarity NPC125579
0.8605 High Similarity NPC195022
0.8605 High Similarity NPC11727
0.8595 High Similarity NPC102639
0.8594 High Similarity NPC475840
0.8594 High Similarity NPC263064
0.8583 High Similarity NPC184302
0.8571 High Similarity NPC472797
0.8559 High Similarity NPC53906
0.8559 High Similarity NPC167934
0.855 High Similarity NPC232164
0.855 High Similarity NPC236306
0.855 High Similarity NPC295261
0.855 High Similarity NPC79943
0.855 High Similarity NPC107586

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC258979 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
0.9652 High Similarity NPD1610 Phase 2
0.9646 High Similarity NPD1548 Phase 1
0.9098 High Similarity NPD4908 Phase 1
0.896 High Similarity NPD1613 Approved
0.896 High Similarity NPD1612 Clinical (unspecified phase)
0.8952 High Similarity NPD4907 Clinical (unspecified phase)
0.879 High Similarity NPD1529 Clinical (unspecified phase)
0.871 High Similarity NPD1530 Clinical (unspecified phase)
0.856 High Similarity NPD2861 Phase 2
0.855 High Similarity NPD1550 Clinical (unspecified phase)
0.855 High Similarity NPD1552 Clinical (unspecified phase)
0.8525 High Similarity NPD422 Phase 1
0.8485 Intermediate Similarity NPD1549 Phase 2
0.8425 Intermediate Similarity NPD4625 Phase 3
0.8387 Intermediate Similarity NPD4749 Approved
0.8261 Intermediate Similarity NPD968 Approved
0.8217 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8217 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.8175 Intermediate Similarity NPD7212 Phase 2
0.8175 Intermediate Similarity NPD7213 Phase 3
0.814 Intermediate Similarity NPD3027 Phase 3
0.808 Intermediate Similarity NPD1091 Approved
0.807 Intermediate Similarity NPD940 Approved
0.807 Intermediate Similarity NPD846 Approved
0.8034 Intermediate Similarity NPD290 Approved
0.803 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.803 Intermediate Similarity NPD5124 Phase 1
0.7986 Intermediate Similarity NPD7447 Phase 1
0.7985 Intermediate Similarity NPD1510 Phase 2
0.7955 Intermediate Similarity NPD1240 Approved
0.7836 Intermediate Similarity NPD1607 Approved
0.7826 Intermediate Similarity NPD3750 Approved
0.7826 Intermediate Similarity NPD1242 Phase 1
0.7815 Intermediate Similarity NPD2684 Approved
0.7812 Intermediate Similarity NPD6583 Phase 3
0.7812 Intermediate Similarity NPD6582 Phase 2
0.7805 Intermediate Similarity NPD6671 Approved
0.7794 Intermediate Similarity NPD2796 Approved
0.7754 Intermediate Similarity NPD1652 Phase 2
0.773 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7724 Intermediate Similarity NPD1934 Approved
0.7671 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7664 Intermediate Similarity NPD1551 Phase 2
0.7664 Intermediate Similarity NPD6099 Approved
0.7664 Intermediate Similarity NPD6100 Approved
0.7655 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7638 Intermediate Similarity NPD6516 Phase 2
0.7638 Intermediate Similarity NPD5846 Approved
0.7634 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7634 Intermediate Similarity NPD6584 Phase 3
0.7626 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD3225 Approved
0.7591 Intermediate Similarity NPD7033 Discontinued
0.7586 Intermediate Similarity NPD4380 Phase 2
0.7571 Intermediate Similarity NPD7466 Approved
0.7561 Intermediate Similarity NPD7843 Approved
0.7561 Intermediate Similarity NPD821 Approved
0.7561 Intermediate Similarity NPD5535 Approved
0.7557 Intermediate Similarity NPD2797 Approved
0.7537 Intermediate Similarity NPD6798 Discontinued
0.7535 Intermediate Similarity NPD1511 Approved
0.7534 Intermediate Similarity NPD7411 Suspended
0.7519 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD4538 Approved
0.7518 Intermediate Similarity NPD4536 Approved
0.7517 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7517 Intermediate Similarity NPD7075 Discontinued
0.7483 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD8651 Approved
0.748 Intermediate Similarity NPD1894 Discontinued
0.7478 Intermediate Similarity NPD2859 Approved
0.7478 Intermediate Similarity NPD2860 Approved
0.7464 Intermediate Similarity NPD5588 Approved
0.7464 Intermediate Similarity NPD5960 Phase 3
0.7464 Intermediate Similarity NPD3748 Approved
0.7459 Intermediate Similarity NPD5451 Approved
0.745 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7448 Intermediate Similarity NPD1653 Approved
0.7447 Intermediate Similarity NPD3892 Phase 2
0.7444 Intermediate Similarity NPD3018 Phase 2
0.7432 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7431 Intermediate Similarity NPD1512 Approved
0.7426 Intermediate Similarity NPD4060 Phase 1
0.7407 Intermediate Similarity NPD1296 Phase 2
0.7405 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD2200 Suspended
0.7391 Intermediate Similarity NPD2933 Approved
0.7391 Intermediate Similarity NPD2934 Approved
0.7388 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7385 Intermediate Similarity NPD1535 Discovery
0.7381 Intermediate Similarity NPD7157 Approved
0.7381 Intermediate Similarity NPD2557 Approved
0.7376 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7361 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7344 Intermediate Similarity NPD6580 Approved
0.7344 Intermediate Similarity NPD6581 Approved
0.7339 Intermediate Similarity NPD228 Approved
0.7338 Intermediate Similarity NPD3846 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7768 Phase 2
0.7328 Intermediate Similarity NPD1608 Approved
0.7328 Intermediate Similarity NPD1481 Phase 2
0.7324 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7323 Intermediate Similarity NPD3596 Phase 2
0.7319 Intermediate Similarity NPD3052 Approved
0.7319 Intermediate Similarity NPD3054 Approved
0.7317 Intermediate Similarity NPD4750 Phase 3
0.7315 Intermediate Similarity NPD7819 Suspended
0.7293 Intermediate Similarity NPD1203 Approved
0.7292 Intermediate Similarity NPD6799 Approved
0.7288 Intermediate Similarity NPD3020 Approved
0.7287 Intermediate Similarity NPD6830 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD3268 Approved
0.7273 Intermediate Similarity NPD2983 Phase 2
0.7273 Intermediate Similarity NPD2982 Phase 2
0.7266 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD5403 Approved
0.7248 Intermediate Similarity NPD6801 Discontinued
0.7246 Intermediate Similarity NPD6355 Discontinued
0.7246 Intermediate Similarity NPD4340 Discontinued
0.7241 Intermediate Similarity NPD5401 Approved
0.7239 Intermediate Similarity NPD3691 Phase 2
0.7239 Intermediate Similarity NPD3690 Phase 2
0.7231 Intermediate Similarity NPD1778 Approved
0.7226 Intermediate Similarity NPD6166 Phase 2
0.7226 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD6233 Phase 2
0.7226 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1241 Discontinued
0.7222 Intermediate Similarity NPD5058 Phase 3
0.7209 Intermediate Similarity NPD1182 Approved
0.72 Intermediate Similarity NPD2801 Approved
0.7197 Intermediate Similarity NPD2981 Phase 2
0.7197 Intermediate Similarity NPD2235 Phase 2
0.7197 Intermediate Similarity NPD2231 Phase 2
0.7183 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7174 Intermediate Similarity NPD2238 Phase 2
0.7174 Intermediate Similarity NPD1558 Phase 1
0.7174 Intermediate Similarity NPD5837 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD3749 Approved
0.7154 Intermediate Similarity NPD3444 Approved
0.7154 Intermediate Similarity NPD3443 Approved
0.7154 Intermediate Similarity NPD3445 Approved
0.7154 Intermediate Similarity NPD3049 Approved
0.7143 Intermediate Similarity NPD5327 Phase 3
0.7143 Intermediate Similarity NPD7097 Phase 1
0.7143 Intermediate Similarity NPD3685 Discontinued
0.7143 Intermediate Similarity NPD6959 Discontinued
0.7131 Intermediate Similarity NPD9697 Approved
0.7122 Intermediate Similarity NPD5735 Approved
0.7115 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6599 Discontinued
0.7113 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD3882 Suspended
0.7103 Intermediate Similarity NPD6666 Approved
0.7103 Intermediate Similarity NPD6667 Approved
0.7101 Intermediate Similarity NPD7477 Discontinued
0.7099 Intermediate Similarity NPD17 Approved
0.7099 Intermediate Similarity NPD2556 Approved
0.7099 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2554 Approved
0.709 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD6696 Suspended
0.7089 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5283 Phase 1
0.7086 Intermediate Similarity NPD7046 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD4628 Phase 3
0.708 Intermediate Similarity NPD6179 Discontinued
0.7068 Intermediate Similarity NPD1840 Phase 2
0.7063 Intermediate Similarity NPD2424 Discontinued
0.705 Intermediate Similarity NPD4140 Approved
0.7045 Intermediate Similarity NPD3496 Discontinued
0.7045 Intermediate Similarity NPD3847 Discontinued
0.7044 Intermediate Similarity NPD7074 Phase 3
0.7037 Intermediate Similarity NPD3267 Approved
0.7037 Intermediate Similarity NPD3266 Approved
0.7029 Intermediate Similarity NPD3056 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD3818 Discontinued
0.7023 Intermediate Similarity NPD6382 Discontinued
0.7015 Intermediate Similarity NPD6542 Approved
0.7015 Intermediate Similarity NPD6540 Phase 3
0.7015 Intermediate Similarity NPD6539 Approved
0.7015 Intermediate Similarity NPD6543 Approved
0.6986 Remote Similarity NPD643 Clinical (unspecified phase)
0.6986 Remote Similarity NPD6815 Approved
0.6983 Remote Similarity NPD9365 Approved
0.6981 Remote Similarity NPD7054 Approved
0.6981 Remote Similarity NPD5844 Phase 1
0.6978 Remote Similarity NPD6405 Approved
0.6978 Remote Similarity NPD4062 Phase 3
0.6978 Remote Similarity NPD6407 Approved
0.6977 Remote Similarity NPD709 Approved
0.6974 Remote Similarity NPD1465 Phase 2
0.6974 Remote Similarity NPD8455 Phase 2
0.6972 Remote Similarity NPD4308 Phase 3
0.697 Remote Similarity NPD2668 Approved
0.697 Remote Similarity NPD4626 Approved
0.697 Remote Similarity NPD2667 Approved

Structure

External Identifiers

PubChem CID   158280
ChEMBL   CHEMBL463168
ZINC  

Physicochemical Properties

Molecular Weight:  242.09
ALogP:  -1.3507
MLogP:  2.78
XLogP:  2.933
# Rotatable Bonds:  3
Polar Surface Area:  49.69
# H-Bond Aceptor:  0
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  18

Download Data

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