Natural Product: NPC137295

Natural Product ID:  NPC137295
Common Name:   Dictamdiol A
IUPAC Name:   (1R,4R,6S,8aR)-1-(furan-3-yl)-4,6-dihydroxy-5,8a-dimethyl-4,6,7,8-tetrahydro-1H-isochromen-3-one
Synonyms:  
Molecular Formula:   C15H18O5
Standard InCHIKey:  XWGNIHFUPLLNBR-QMPIGLIWSA-N
Standard InCHI:  InChI=1S/C15H18O5/c1-8-10(16)3-5-15(2)11(8)12(17)14(18)20-13(15)9-4-6-19-7-9/h4,6-7,10,12-13,16-17H,3,5H2,1-2H3/t10-,12+,13-,15+/m0/s1
Canonical SMILES:  O=C1O[C@@H](c2cocc2)[C@]2(C(=C(C)[C@H](CC2)O)[C@H]1O)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
NPO10830 Dictamnus dasycarpus Species Rutaceae Eukaryota Root barks PMID[18198838]
NPO10830 Dictamnus dasycarpus Species Rutaceae Eukaryota TCM_Taiwan*
NPO11130 Dictamni cortex NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified EC50 = 68 nM 18198838

  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 NPC137295 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
0.9203 High Similarity NPC186626
0.9178 High Similarity NPC44577
0.9155 High Similarity NPC86935
0.9067 High Similarity NPC477402
0.906 High Similarity NPC261597
0.906 High Similarity NPC36655
0.9054 High Similarity NPC44675
0.9054 High Similarity NPC214541
0.9034 High Similarity NPC7388
0.8966 High Similarity NPC250228
0.8933 High Similarity NPC45101
0.8933 High Similarity NPC187149
0.8882 High Similarity NPC69028
0.8874 High Similarity NPC477403
0.8874 High Similarity NPC475967
0.8792 High Similarity NPC147168
0.8766 High Similarity NPC276551
0.8766 High Similarity NPC470940
0.8758 High Similarity NPC5079
0.8758 High Similarity NPC149896
0.8742 High Similarity NPC469485
0.871 High Similarity NPC470875
0.8701 High Similarity NPC51568
0.8701 High Similarity NPC477405
0.8701 High Similarity NPC198047
0.8701 High Similarity NPC469338
0.8701 High Similarity NPC234660
0.8701 High Similarity NPC292389
0.8693 High Similarity NPC335761
0.8684 High Similarity NPC472776
0.8684 High Similarity NPC472778
0.8684 High Similarity NPC472777
0.8684 High Similarity NPC173544
0.8675 High Similarity NPC264943
0.8675 High Similarity NPC281258
0.8667 High Similarity NPC469503
0.8645 High Similarity NPC271657
0.8645 High Similarity NPC146991
0.8645 High Similarity NPC469849
0.8639 High Similarity NPC346
0.8636 High Similarity NPC263432
0.8636 High Similarity NPC18347
0.8636 High Similarity NPC200782
0.8636 High Similarity NPC211777
0.8636 High Similarity NPC193798
0.8636 High Similarity NPC82851
0.8636 High Similarity NPC329938
0.863 High Similarity NPC476944
0.8627 High Similarity NPC472779
0.8627 High Similarity NPC262872
0.8609 High Similarity NPC57998
0.8609 High Similarity NPC178932
0.8599 High Similarity NPC471397
0.8591 High Similarity NPC195325
0.8581 High Similarity NPC39986
0.8581 High Similarity NPC134254
0.8581 High Similarity NPC302369
0.8571 High Similarity NPC471544
0.8571 High Similarity NPC25255
0.8571 High Similarity NPC473344
0.8571 High Similarity NPC472653
0.8562 High Similarity NPC470741
0.8562 High Similarity NPC299038
0.8562 High Similarity NPC249021
0.8561 High Similarity NPC21460
0.8553 High Similarity NPC469336
0.8553 High Similarity NPC35000
0.8542 High Similarity NPC90953
0.8535 High Similarity NPC472775
0.8535 High Similarity NPC173516
0.8535 High Similarity NPC472282
0.8535 High Similarity NPC472651
0.8535 High Similarity NPC472774
0.8531 High Similarity NPC310830
0.8526 High Similarity NPC123088
0.8526 High Similarity NPC470182
0.8526 High Similarity NPC476858
0.8526 High Similarity NPC476857
0.8526 High Similarity NPC476856
0.8516 High Similarity NPC207978
0.8506 High Similarity NPC307383
0.8497 Intermediate Similarity NPC60973
0.8497 Intermediate Similarity NPC209364
0.8491 Intermediate Similarity NPC160818
0.8491 Intermediate Similarity NPC169299
0.8487 Intermediate Similarity NPC282445
0.8487 Intermediate Similarity NPC30222
0.8483 Intermediate Similarity NPC90296
0.8481 Intermediate Similarity NPC271235
0.8481 Intermediate Similarity NPC472652
0.8478 Intermediate Similarity NPC95567
0.8478 Intermediate Similarity NPC319140
0.8472 Intermediate Similarity NPC220094
0.8471 Intermediate Similarity NPC23387
0.8467 Intermediate Similarity NPC472654
0.8467 Intermediate Similarity NPC69647
0.8467 Intermediate Similarity NPC125182
0.8462 Intermediate Similarity NPC472773
0.8456 Intermediate Similarity NPC476937
0.8456 Intermediate Similarity NPC476938
0.8452 Intermediate Similarity NPC470789
0.8442 Intermediate Similarity NPC286722
0.8442 Intermediate Similarity NPC472283
0.844 Intermediate Similarity NPC45358
0.844 Intermediate Similarity NPC97740
0.8435 Intermediate Similarity NPC223415
0.8428 Intermediate Similarity NPC82602
0.8421 Intermediate Similarity NPC75906
0.8421 Intermediate Similarity NPC476939
0.8421 Intermediate Similarity NPC476940
0.8418 Intermediate Similarity NPC476853
0.8418 Intermediate Similarity NPC476850
0.8418 Intermediate Similarity NPC476861
0.8418 Intermediate Similarity NPC100333
0.8408 Intermediate Similarity NPC261184
0.8408 Intermediate Similarity NPC476860
0.84 Intermediate Similarity NPC476942
0.84 Intermediate Similarity NPC476941
0.8397 Intermediate Similarity NPC117986
0.8397 Intermediate Similarity NPC472771
0.8397 Intermediate Similarity NPC96443
0.8397 Intermediate Similarity NPC290400
0.8387 Intermediate Similarity NPC473473
0.8387 Intermediate Similarity NPC475295
0.838 Intermediate Similarity NPC474407
0.838 Intermediate Similarity NPC474425
0.838 Intermediate Similarity NPC474426
0.8377 Intermediate Similarity NPC126723
0.8377 Intermediate Similarity NPC107646
0.8377 Intermediate Similarity NPC263265
0.8369 Intermediate Similarity NPC17681
0.8365 Intermediate Similarity NPC160651
0.8354 Intermediate Similarity NPC475779
0.8354 Intermediate Similarity NPC97574
0.8354 Intermediate Similarity NPC93172
0.8345 Intermediate Similarity NPC471554
0.8345 Intermediate Similarity NPC471501
0.8345 Intermediate Similarity NPC471573
0.8345 Intermediate Similarity NPC476943
0.8345 Intermediate Similarity NPC473355
0.8344 Intermediate Similarity NPC663
0.8344 Intermediate Similarity NPC224394
0.8333 Intermediate Similarity NPC471559
0.8333 Intermediate Similarity NPC262386
0.8333 Intermediate Similarity NPC470941
0.8333 Intermediate Similarity NPC255414
0.8323 Intermediate Similarity NPC472772
0.8311 Intermediate Similarity NPC243577
0.8311 Intermediate Similarity NPC476946
0.831 Intermediate Similarity NPC471545
0.8301 Intermediate Similarity NPC33938
0.8301 Intermediate Similarity NPC476201
0.8301 Intermediate Similarity NPC268905
0.8289 Intermediate Similarity NPC159927
0.8289 Intermediate Similarity NPC46551
0.8289 Intermediate Similarity NPC469335
0.8288 Intermediate Similarity NPC107571
0.8282 Intermediate Similarity NPC478177
0.8272 Intermediate Similarity NPC471437
0.8272 Intermediate Similarity NPC94763
0.8272 Intermediate Similarity NPC236004
0.8269 Intermediate Similarity NPC475226
0.8269 Intermediate Similarity NPC237155
0.8264 Intermediate Similarity NPC92941
0.8261 Intermediate Similarity NPC159232
0.8255 Intermediate Similarity NPC251865
0.825 Intermediate Similarity NPC472765
0.825 Intermediate Similarity NPC472766
0.8243 Intermediate Similarity NPC121158
0.8239 Intermediate Similarity NPC149945
0.8239 Intermediate Similarity NPC478178
0.8239 Intermediate Similarity NPC214600
0.8235 Intermediate Similarity NPC18135
0.8228 Intermediate Similarity NPC288602
0.8228 Intermediate Similarity NPC88841
0.8224 Intermediate Similarity NPC329180
0.8217 Intermediate Similarity NPC475381
0.8217 Intermediate Similarity NPC305016
0.8214 Intermediate Similarity NPC474830
0.8212 Intermediate Similarity NPC221809
0.8205 Intermediate Similarity NPC470118
0.8205 Intermediate Similarity NPC197137
0.8201 Intermediate Similarity NPC474829
0.82 Intermediate Similarity NPC41182
0.82 Intermediate Similarity NPC5676
0.8199 Intermediate Similarity NPC470995
0.8194 Intermediate Similarity NPC141538
0.8194 Intermediate Similarity NPC75310
0.8194 Intermediate Similarity NPC296807
0.8194 Intermediate Similarity NPC155939
0.8194 Intermediate Similarity NPC476262
0.8194 Intermediate Similarity NPC92979
0.8188 Intermediate Similarity NPC254198
0.8188 Intermediate Similarity NPC267632
0.8187 Intermediate Similarity NPC472764
0.8182 Intermediate Similarity NPC474219
0.8182 Intermediate Similarity NPC474378
0.8176 Intermediate Similarity NPC205765
0.817 Intermediate Similarity NPC196864
0.817 Intermediate Similarity NPC470997

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC137295 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
0.8077 Intermediate Similarity NPD5761 Phase 2
0.8077 Intermediate Similarity NPD5760 Phase 2
0.7976 Intermediate Similarity NPD8434 Phase 2
0.7764 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7763 Intermediate Similarity NPD4628 Phase 3
0.7625 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD7075 Discontinued
0.7547 Intermediate Similarity NPD6599 Discontinued
0.75 Intermediate Similarity NPD6799 Approved
0.7468 Intermediate Similarity NPD920 Approved
0.7453 Intermediate Similarity NPD6801 Discontinued
0.7368 Intermediate Similarity NPD6559 Discontinued
0.7368 Intermediate Similarity NPD6764 Approved
0.7368 Intermediate Similarity NPD6765 Approved
0.7362 Intermediate Similarity NPD5402 Approved
0.7358 Intermediate Similarity NPD5403 Approved
0.7342 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD919 Approved
0.7317 Intermediate Similarity NPD3882 Suspended
0.7273 Intermediate Similarity NPD1551 Phase 2
0.7273 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD5401 Approved
0.7222 Intermediate Similarity NPD4380 Phase 2
0.7215 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6784 Approved
0.72 Intermediate Similarity NPD6785 Approved
0.7179 Intermediate Similarity NPD1549 Phase 2
0.7169 Intermediate Similarity NPD3749 Approved
0.7162 Intermediate Similarity NPD1049 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3817 Phase 2
0.7143 Intermediate Similarity NPD1247 Approved
0.7135 Intermediate Similarity NPD3818 Discontinued
0.7134 Intermediate Similarity NPD1934 Approved
0.7125 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD447 Suspended
0.7118 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD6166 Phase 2
0.7115 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD7033 Discontinued
0.7093 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7819 Suspended
0.7091 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD9717 Approved
0.7073 Intermediate Similarity NPD7411 Suspended
0.7029 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD1243 Approved
0.7025 Intermediate Similarity NPD2800 Approved
0.7019 Intermediate Similarity NPD2532 Approved
0.7019 Intermediate Similarity NPD2533 Approved
0.7019 Intermediate Similarity NPD2534 Approved
0.7011 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.6994 Remote Similarity NPD5844 Phase 1
0.6981 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6962 Remote Similarity NPD970 Clinical (unspecified phase)
0.6943 Remote Similarity NPD2796 Approved
0.6936 Remote Similarity NPD3751 Discontinued
0.6933 Remote Similarity NPD1203 Approved
0.6914 Remote Similarity NPD6797 Phase 2
0.6908 Remote Similarity NPD6832 Phase 2
0.6907 Remote Similarity NPD8404 Phase 2
0.6906 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6355 Discontinued
0.6899 Remote Similarity NPD2344 Approved
0.6899 Remote Similarity NPD1471 Phase 3
0.6897 Remote Similarity NPD9092 Discovery
0.6886 Remote Similarity NPD2801 Approved
0.6882 Remote Similarity NPD5494 Approved
0.6879 Remote Similarity NPD1510 Phase 2
0.6875 Remote Similarity NPD7251 Discontinued
0.6875 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3750 Approved
0.6871 Remote Similarity NPD1512 Approved
0.6857 Remote Similarity NPD7074 Phase 3
0.6848 Remote Similarity NPD3226 Approved
0.6839 Remote Similarity NPD1240 Approved
0.6836 Remote Similarity NPD7808 Phase 3
0.6835 Remote Similarity NPD2935 Discontinued
0.6821 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6798 Discontinued
0.6818 Remote Similarity NPD2313 Discontinued
0.6818 Remote Similarity NPD6859 Clinical (unspecified phase)
0.68 Remote Similarity NPD7054 Approved
0.6798 Remote Similarity NPD8313 Approved
0.6798 Remote Similarity NPD8312 Approved
0.6795 Remote Similarity NPD230 Phase 1
0.6792 Remote Similarity NPD6004 Phase 3
0.6792 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6005 Phase 3
0.6792 Remote Similarity NPD6002 Phase 3
0.6792 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6792 Remote Similarity NPD2346 Discontinued
0.6786 Remote Similarity NPD1465 Phase 2
0.6778 Remote Similarity NPD8150 Discontinued
0.6776 Remote Similarity NPD5647 Approved
0.6776 Remote Similarity NPD1019 Discontinued
0.6774 Remote Similarity NPD6233 Phase 2
0.6772 Remote Similarity NPD2799 Discontinued
0.6763 Remote Similarity NPD3926 Phase 2
0.6761 Remote Similarity NPD7472 Approved
0.6752 Remote Similarity NPD1607 Approved
0.6748 Remote Similarity NPD1511 Approved
0.6747 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6746 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6735 Remote Similarity NPD9545 Approved
0.6733 Remote Similarity NPD1608 Approved
0.6731 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6728 Remote Similarity NPD2309 Approved
0.6724 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6722 Remote Similarity NPD8055 Clinical (unspecified phase)
0.671 Remote Similarity NPD411 Approved
0.6706 Remote Similarity NPD7768 Phase 2
0.6705 Remote Similarity NPD6232 Discontinued
0.6705 Remote Similarity NPD3787 Discontinued
0.6688 Remote Similarity NPD1933 Approved
0.6688 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3748 Approved
0.6667 Remote Similarity NPD6273 Approved
0.6667 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4308 Phase 3
0.6667 Remote Similarity NPD1091 Approved
0.6646 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6646 Remote Similarity NPD2424 Discontinued
0.6644 Remote Similarity NPD1778 Approved
0.6626 Remote Similarity NPD2354 Approved
0.6626 Remote Similarity NPD3887 Approved
0.6626 Remote Similarity NPD6190 Approved
0.6623 Remote Similarity NPD9494 Approved
0.6617 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5711 Approved
0.6609 Remote Similarity NPD5710 Approved
0.6606 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6605 Remote Similarity NPD1652 Phase 2
0.6603 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6603 Remote Similarity NPD3764 Approved
0.6603 Remote Similarity NPD3268 Approved
0.6601 Remote Similarity NPD2797 Approved
0.6599 Remote Similarity NPD9493 Approved
0.6591 Remote Similarity NPD7473 Discontinued
0.6584 Remote Similarity NPD5762 Approved
0.6584 Remote Similarity NPD5763 Approved
0.6571 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6561 Remote Similarity NPD4062 Phase 3
0.6554 Remote Similarity NPD2163 Approved
0.6554 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6552 Remote Similarity NPD7199 Phase 2
0.6552 Remote Similarity NPD6959 Discontinued
0.6552 Remote Similarity NPD8127 Discontinued
0.6548 Remote Similarity NPD7458 Discontinued
0.6545 Remote Similarity NPD7435 Discontinued
0.6543 Remote Similarity NPD4534 Discontinued
0.6541 Remote Similarity NPD6653 Approved
0.6536 Remote Similarity NPD5953 Discontinued
0.6533 Remote Similarity NPD17 Approved
0.6529 Remote Similarity NPD37 Approved
0.6527 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6522 Remote Similarity NPD6099 Approved
0.6522 Remote Similarity NPD6100 Approved
0.6517 Remote Similarity NPD7286 Phase 2
0.6514 Remote Similarity NPD6808 Phase 2
0.6512 Remote Similarity NPD4967 Phase 2
0.6512 Remote Similarity NPD4966 Approved
0.6512 Remote Similarity NPD4965 Approved
0.65 Remote Similarity NPD7685 Pre-registration
0.65 Remote Similarity NPD4665 Approved
0.65 Remote Similarity NPD4111 Phase 1
0.6492 Remote Similarity NPD3057 Approved
0.6492 Remote Similarity NPD3533 Approved
0.6492 Remote Similarity NPD2972 Approved
0.6491 Remote Similarity NPD8455 Phase 2
0.6489 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6485 Remote Similarity NPD7236 Approved
0.6474 Remote Similarity NPD6782 Approved
0.6474 Remote Similarity NPD6778 Approved
0.6474 Remote Similarity NPD6777 Approved
0.6474 Remote Similarity NPD6781 Approved
0.6474 Remote Similarity NPD6776 Approved
0.6474 Remote Similarity NPD6779 Approved
0.6474 Remote Similarity NPD6780 Approved
0.6461 Remote Similarity NPD7799 Discontinued
0.6452 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6441 Remote Similarity NPD2403 Approved
0.6438 Remote Similarity NPD6651 Approved
0.6437 Remote Similarity NPD6234 Discontinued
0.6436 Remote Similarity NPD7907 Approved
0.6433 Remote Similarity NPD7095 Approved
0.6433 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6432 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3225 Approved
0.6415 Remote Similarity NPD4307 Phase 2
0.6415 Remote Similarity NPD4060 Phase 1
0.6407 Remote Similarity NPD4661 Approved
0.6407 Remote Similarity NPD4662 Approved
0.6406 Remote Similarity NPD2491 Approved
0.6395 Remote Similarity NPD1241 Discontinued

Structure

External Identifiers

PubChem CID   24799849
ChEMBL   CHEMBL404868
ZINC  

Physicochemical Properties

Molecular Weight:  278.12
ALogP:  -0.6585
MLogP:  2.56
XLogP:  -0.075
# Rotatable Bonds:  5
Polar Surface Area:  79.9
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  20

Download Data

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