Natural Product: NPC51760

Natural Product ID:  NPC51760
Common Name:   Rhusflavanone
IUPAC Name:   (2S)-6-[(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-8-yl]-5,7-dihydroxy-2-(4-methylphenyl)-2,3-dihydrochromen-4-one
Synonyms:   Rhusflavanone
Molecular Formula:   C31H24O9
Standard InCHIKey:  CBGKJSZVQOWLBY-ZEQRLZLVSA-N
Standard InCHI:  InChI=1S/C31H24O9/c1-14-2-4-15(5-3-14)23-12-21(36)27-25(39-23)13-22(37)28(30(27)38)29-19(34)10-18(33)26-20(35)11-24(40-31(26)29)16-6-8-17(32)9-7-16/h2-10,13,23-24,32-34,37-38H,11-12H2,1H3/t23-,24-/m0/s1
Canonical SMILES:  Cc1ccc(cc1)[C@@H]1CC(=O)c2c(O1)cc(c(c2O)c1c(O)cc(c2c1O[C@@H](CC2=O)c1ccc(cc1)O)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
NPO33250 rhus succedanea Species Anacardiaceae Eukaryota seed kernels Fukuoka, Japan PMID[9322359]
NPO938 Toxicodendron sylvestre Species Anacardiaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition < 30 % 9322359
NPT2 Others Unspecified Inhibition = 14.1 % 9322359

  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 NPC51760 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
0.98 High Similarity NPC134171
0.98 High Similarity NPC300668
0.9671 High Similarity NPC475184
0.9669 High Similarity NPC182555
0.9669 High Similarity NPC66441
0.9605 High Similarity NPC69531
0.9548 High Similarity NPC15374
0.9542 High Similarity NPC1796
0.9481 High Similarity NPC105584
0.9481 High Similarity NPC51247
0.9477 High Similarity NPC61112
0.9477 High Similarity NPC198489
0.9477 High Similarity NPC32867
0.9474 High Similarity NPC290830
0.9474 High Similarity NPC194593
0.9474 High Similarity NPC303485
0.9474 High Similarity NPC71061
0.9474 High Similarity NPC72425
0.9467 High Similarity NPC3642
0.9419 High Similarity NPC195136
0.9419 High Similarity NPC226462
0.9419 High Similarity NPC42965
0.9419 High Similarity NPC98023
0.9416 High Similarity NPC271741
0.9416 High Similarity NPC257166
0.9416 High Similarity NPC287789
0.9412 High Similarity NPC150908
0.9412 High Similarity NPC100049
0.9412 High Similarity NPC258474
0.9412 High Similarity NPC158027
0.9412 High Similarity NPC248739
0.9412 High Similarity NPC121649
0.9412 High Similarity NPC52611
0.9412 High Similarity NPC205026
0.9412 High Similarity NPC201227
0.9412 High Similarity NPC265624
0.9412 High Similarity NPC215203
0.9412 High Similarity NPC186227
0.9412 High Similarity NPC14606
0.9412 High Similarity NPC159707
0.9408 High Similarity NPC174086
0.94 High Similarity NPC122894
0.9359 High Similarity NPC18380
0.9359 High Similarity NPC301256
0.9359 High Similarity NPC312273
0.9355 High Similarity NPC295090
0.9355 High Similarity NPC15815
0.9351 High Similarity NPC309648
0.9346 High Similarity NPC121568
0.9342 High Similarity NPC67322
0.9342 High Similarity NPC222713
0.9342 High Similarity NPC111112
0.9342 High Similarity NPC138299
0.9304 High Similarity NPC469664
0.9304 High Similarity NPC473010
0.9299 High Similarity NPC473012
0.9295 High Similarity NPC186325
0.9295 High Similarity NPC292863
0.9295 High Similarity NPC184326
0.9286 High Similarity NPC37253
0.9286 High Similarity NPC79375
0.9281 High Similarity NPC115601
0.9281 High Similarity NPC78324
0.9281 High Similarity NPC39154
0.9281 High Similarity NPC208011
0.9267 High Similarity NPC470131
0.9267 High Similarity NPC228779
0.9267 High Similarity NPC470134
0.9267 High Similarity NPC470132
0.9267 High Similarity NPC109183
0.9267 High Similarity NPC470133
0.9267 High Similarity NPC473078
0.9245 High Similarity NPC251336
0.9241 High Similarity NPC473009
0.9241 High Similarity NPC38591
0.9241 High Similarity NPC63438
0.9236 High Similarity NPC273467
0.9236 High Similarity NPC137232
0.9236 High Similarity NPC189552
0.9231 High Similarity NPC195167
0.9231 High Similarity NPC123544
0.9231 High Similarity NPC177650
0.9216 High Similarity NPC178484
0.9211 High Similarity NPC473016
0.92 High Similarity NPC470135
0.92 High Similarity NPC470136
0.92 High Similarity NPC39045
0.9177 High Similarity NPC473011
0.9172 High Similarity NPC312993
0.9172 High Similarity NPC121647
0.9167 High Similarity NPC324358
0.9167 High Similarity NPC323627
0.9167 High Similarity NPC318527
0.9167 High Similarity NPC208258
0.9167 High Similarity NPC322459
0.9139 High Similarity NPC472629
0.9125 High Similarity NPC224851
0.9119 High Similarity NPC290160
0.9108 High Similarity NPC18699
0.9108 High Similarity NPC55443
0.9103 High Similarity NPC56049
0.9103 High Similarity NPC54830
0.9097 High Similarity NPC112701
0.9097 High Similarity NPC326592
0.9097 High Similarity NPC109594
0.9091 High Similarity NPC232645
0.9091 High Similarity NPC317715
0.9091 High Similarity NPC316960
0.9091 High Similarity NPC72958
0.9091 High Similarity NPC148945
0.9091 High Similarity NPC309512
0.9091 High Similarity NPC78835
0.9091 High Similarity NPC204561
0.9085 High Similarity NPC132345
0.9085 High Similarity NPC291746
0.9085 High Similarity NPC288840
0.9079 High Similarity NPC308200
0.9079 High Similarity NPC473077
0.9079 High Similarity NPC300988
0.9079 High Similarity NPC10990
0.9079 High Similarity NPC296998
0.9073 High Similarity NPC470890
0.9073 High Similarity NPC124780
0.9073 High Similarity NPC87486
0.9073 High Similarity NPC271288
0.9067 High Similarity NPC324436
0.9067 High Similarity NPC194432
0.9067 High Similarity NPC66515
0.9067 High Similarity NPC328164
0.9067 High Similarity NPC182852
0.9067 High Similarity NPC306829
0.9067 High Similarity NPC228504
0.9067 High Similarity NPC125855
0.9067 High Similarity NPC296917
0.9067 High Similarity NPC64915
0.9067 High Similarity NPC324134
0.9067 High Similarity NPC40833
0.9067 High Similarity NPC166934
0.9067 High Similarity NPC161506
0.9067 High Similarity NPC148757
0.9067 High Similarity NPC37496
0.9067 High Similarity NPC223500
0.9067 High Similarity NPC167624
0.9067 High Similarity NPC107572
0.9067 High Similarity NPC1089
0.9067 High Similarity NPC227579
0.9067 High Similarity NPC78
0.9067 High Similarity NPC166482
0.9067 High Similarity NPC220998
0.9067 High Similarity NPC76338
0.9067 High Similarity NPC76372
0.9067 High Similarity NPC177354
0.9067 High Similarity NPC32739
0.9067 High Similarity NPC10937
0.9067 High Similarity NPC265040
0.9038 High Similarity NPC254351
0.9032 High Similarity NPC56232
0.9032 High Similarity NPC150123
0.9032 High Similarity NPC43345
0.9032 High Similarity NPC244583
0.9032 High Similarity NPC475790
0.9032 High Similarity NPC161881
0.9032 High Similarity NPC10807
0.9032 High Similarity NPC87708
0.9026 High Similarity NPC29777
0.9026 High Similarity NPC471115
0.9026 High Similarity NPC472633
0.902 High Similarity NPC39195
0.902 High Similarity NPC145467
0.902 High Similarity NPC161191
0.9018 High Similarity NPC477529
0.9013 High Similarity NPC67805
0.9013 High Similarity NPC176229
0.9013 High Similarity NPC246948
0.9013 High Similarity NPC142405
0.9013 High Similarity NPC290133
0.9013 High Similarity NPC24136
0.9013 High Similarity NPC187282
0.9013 High Similarity NPC20488
0.9013 High Similarity NPC83357
0.9013 High Similarity NPC88964
0.9013 High Similarity NPC214774
0.9013 High Similarity NPC267375
0.9013 High Similarity NPC54577
0.9013 High Similarity NPC301276
0.9013 High Similarity NPC111786
0.9013 High Similarity NPC312973
0.9013 High Similarity NPC195621
0.9013 High Similarity NPC470647
0.9013 High Similarity NPC475052
0.9012 High Similarity NPC300307
0.9012 High Similarity NPC53252
0.9007 High Similarity NPC278249
0.9007 High Similarity NPC125894
0.9007 High Similarity NPC75049
0.9007 High Similarity NPC77794
0.9007 High Similarity NPC164980
0.9007 High Similarity NPC478086
0.9007 High Similarity NPC107177
0.9007 High Similarity NPC68104

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC51760 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
0.961 High Similarity NPD6959 Discontinued
0.9161 High Similarity NPD8443 Clinical (unspecified phase)
0.9062 High Similarity NPD7852 Clinical (unspecified phase)
0.8846 High Similarity NPD7411 Suspended
0.8824 High Similarity NPD4378 Clinical (unspecified phase)
0.8824 High Similarity NPD7410 Clinical (unspecified phase)
0.8782 High Similarity NPD4380 Phase 2
0.8742 High Similarity NPD7768 Phase 2
0.8734 High Similarity NPD2393 Clinical (unspecified phase)
0.8733 High Similarity NPD1550 Clinical (unspecified phase)
0.8733 High Similarity NPD1552 Clinical (unspecified phase)
0.8712 High Similarity NPD6166 Phase 2
0.8712 High Similarity NPD6167 Clinical (unspecified phase)
0.8712 High Similarity NPD6168 Clinical (unspecified phase)
0.8675 High Similarity NPD1549 Phase 2
0.8571 High Similarity NPD7075 Discontinued
0.8554 High Similarity NPD7804 Clinical (unspecified phase)
0.8516 High Similarity NPD7390 Discontinued
0.85 High Similarity NPD7819 Suspended
0.8457 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD1934 Approved
0.8421 Intermediate Similarity NPD2796 Approved
0.8385 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8364 Intermediate Similarity NPD6232 Discontinued
0.8355 Intermediate Similarity NPD1510 Phase 2
0.8344 Intermediate Similarity NPD3749 Approved
0.8344 Intermediate Similarity NPD1607 Approved
0.8333 Intermediate Similarity NPD5844 Phase 1
0.8323 Intermediate Similarity NPD7473 Discontinued
0.8294 Intermediate Similarity NPD6559 Discontinued
0.8284 Intermediate Similarity NPD7074 Phase 3
0.8242 Intermediate Similarity NPD5494 Approved
0.8225 Intermediate Similarity NPD7054 Approved
0.8212 Intermediate Similarity NPD1240 Approved
0.821 Intermediate Similarity NPD6801 Discontinued
0.8176 Intermediate Similarity NPD7472 Approved
0.8171 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8141 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD6797 Phase 2
0.8129 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8092 Intermediate Similarity NPD8312 Approved
0.8092 Intermediate Similarity NPD8313 Approved
0.8086 Intermediate Similarity NPD6599 Discontinued
0.8081 Intermediate Similarity NPD7251 Discontinued
0.8079 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD1511 Approved
0.8049 Intermediate Similarity NPD2801 Approved
0.8035 Intermediate Similarity NPD7808 Phase 3
0.8025 Intermediate Similarity NPD2800 Approved
0.8 Intermediate Similarity NPD2533 Approved
0.8 Intermediate Similarity NPD2534 Approved
0.8 Intermediate Similarity NPD2532 Approved
0.7975 Intermediate Similarity NPD3750 Approved
0.795 Intermediate Similarity NPD1512 Approved
0.7949 Intermediate Similarity NPD1551 Phase 2
0.7947 Intermediate Similarity NPD4908 Phase 1
0.7939 Intermediate Similarity NPD8455 Phase 2
0.7937 Intermediate Similarity NPD6799 Approved
0.7914 Intermediate Similarity NPD3226 Approved
0.7892 Intermediate Similarity NPD3817 Phase 2
0.7888 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7865 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD3818 Discontinued
0.7844 Intermediate Similarity NPD3882 Suspended
0.7805 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD920 Approved
0.7791 Intermediate Similarity NPD5403 Approved
0.7785 Intermediate Similarity NPD2344 Approved
0.7771 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD6651 Approved
0.775 Intermediate Similarity NPD4628 Phase 3
0.775 Intermediate Similarity NPD7003 Approved
0.7736 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7727 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD8151 Discontinued
0.7722 Intermediate Similarity NPD6100 Approved
0.7722 Intermediate Similarity NPD5404 Approved
0.7722 Intermediate Similarity NPD6099 Approved
0.7722 Intermediate Similarity NPD5406 Approved
0.7722 Intermediate Similarity NPD5408 Approved
0.7722 Intermediate Similarity NPD5405 Approved
0.7722 Intermediate Similarity NPD2935 Discontinued
0.7714 Intermediate Similarity NPD5953 Discontinued
0.7697 Intermediate Similarity NPD7458 Discontinued
0.7692 Intermediate Similarity NPD4360 Phase 2
0.7692 Intermediate Similarity NPD4363 Phase 3
0.7688 Intermediate Similarity NPD1243 Approved
0.7679 Intermediate Similarity NPD5402 Approved
0.7673 Intermediate Similarity NPD2346 Discontinued
0.7669 Intermediate Similarity NPD5401 Approved
0.7669 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD2799 Discontinued
0.7658 Intermediate Similarity NPD3748 Approved
0.7654 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD1465 Phase 2
0.76 Intermediate Similarity NPD7286 Phase 2
0.7593 Intermediate Similarity NPD2309 Approved
0.7581 Intermediate Similarity NPD6781 Approved
0.7581 Intermediate Similarity NPD6778 Approved
0.7581 Intermediate Similarity NPD6779 Approved
0.7581 Intermediate Similarity NPD6776 Approved
0.7581 Intermediate Similarity NPD6782 Approved
0.7581 Intermediate Similarity NPD6780 Approved
0.7581 Intermediate Similarity NPD6777 Approved
0.7561 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD7696 Phase 3
0.7553 Intermediate Similarity NPD7698 Approved
0.7553 Intermediate Similarity NPD7697 Approved
0.7552 Intermediate Similarity NPD7783 Phase 2
0.7552 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7548 Intermediate Similarity NPD4625 Phase 3
0.7543 Intermediate Similarity NPD7177 Discontinued
0.7531 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD5711 Approved
0.7514 Intermediate Similarity NPD5710 Approved
0.7514 Intermediate Similarity NPD3787 Discontinued
0.7514 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7870 Phase 2
0.7513 Intermediate Similarity NPD7871 Phase 2
0.75 Intermediate Similarity NPD2313 Discontinued
0.7483 Intermediate Similarity NPD1610 Phase 2
0.7483 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD3926 Phase 2
0.746 Intermediate Similarity NPD7435 Discontinued
0.7443 Intermediate Similarity NPD3751 Discontinued
0.7423 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7414 Intermediate Similarity NPD7229 Phase 3
0.7396 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7701 Phase 2
0.7377 Intermediate Similarity NPD4287 Approved
0.7372 Intermediate Similarity NPD6832 Phase 2
0.7363 Intermediate Similarity NPD8150 Discontinued
0.7358 Intermediate Similarity NPD5124 Phase 1
0.7358 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD1247 Approved
0.7345 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7341 Intermediate Similarity NPD919 Approved
0.7329 Intermediate Similarity NPD7033 Discontinued
0.7316 Intermediate Similarity NPD6823 Phase 2
0.7312 Intermediate Similarity NPD6535 Approved
0.7312 Intermediate Similarity NPD6534 Approved
0.729 Intermediate Similarity NPD1203 Approved
0.7287 Intermediate Similarity NPD7700 Phase 2
0.7287 Intermediate Similarity NPD7699 Phase 2
0.7278 Intermediate Similarity NPD3268 Approved
0.7273 Intermediate Similarity NPD4361 Phase 2
0.7273 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD7584 Approved
0.7247 Intermediate Similarity NPD7228 Approved
0.7244 Intermediate Similarity NPD2798 Approved
0.7239 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD7874 Approved
0.7231 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4308 Phase 3
0.7219 Intermediate Similarity NPD1548 Phase 1
0.7211 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD3972 Approved
0.7202 Intermediate Similarity NPD6273 Approved
0.7194 Intermediate Similarity NPD7801 Approved
0.7188 Intermediate Similarity NPD1613 Approved
0.7188 Intermediate Similarity NPD943 Approved
0.7188 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7213 Phase 3
0.7186 Intermediate Similarity NPD7212 Phase 2
0.7179 Intermediate Similarity NPD2797 Approved
0.717 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6798 Discontinued
0.7161 Intermediate Similarity NPD4749 Approved
0.7159 Intermediate Similarity NPD7199 Phase 2
0.7151 Intermediate Similarity NPD37 Approved
0.715 Intermediate Similarity NPD8319 Approved
0.715 Intermediate Similarity NPD8320 Phase 1
0.7143 Intermediate Similarity NPD6234 Discontinued
0.7143 Intermediate Similarity NPD7447 Phase 1
0.7143 Intermediate Similarity NPD1201 Approved
0.7126 Intermediate Similarity NPD4966 Approved
0.7126 Intermediate Similarity NPD4967 Phase 2
0.7126 Intermediate Similarity NPD4965 Approved
0.712 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.711 Intermediate Similarity NPD5760 Phase 2
0.711 Intermediate Similarity NPD5761 Phase 2
0.7097 Intermediate Similarity NPD9717 Approved
0.7089 Intermediate Similarity NPD2861 Phase 2
0.7081 Intermediate Similarity NPD8434 Phase 2
0.7079 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7074 Intermediate Similarity NPD6212 Phase 3
0.7074 Intermediate Similarity NPD6213 Phase 3
0.7072 Intermediate Similarity NPD1729 Discontinued
0.707 Intermediate Similarity NPD1470 Approved
0.7069 Intermediate Similarity NPD2296 Approved
0.7069 Intermediate Similarity NPD4288 Approved
0.7063 Intermediate Similarity NPD3764 Approved
0.7055 Intermediate Similarity NPD7097 Phase 1
0.7052 Intermediate Similarity NPD7577 Discontinued
0.7052 Intermediate Similarity NPD6844 Discontinued

Structure

External Identifiers

PubChem CID   44559463
ChEMBL   CHEMBL458841
ZINC  

Physicochemical Properties

Molecular Weight:  540.14
ALogP:  -2.5265
MLogP:  3.88
XLogP:  2.881
# Rotatable Bonds:  9
Polar Surface Area:  153.75
# H-Bond Aceptor:  2
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  40

Download Data

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