Natural Product: NPC312075

Natural Product ID:  NPC312075
Common Name:   Euscaphic Acid D
IUPAC Name:  
Synonyms:   Euscaphic Acid D
Molecular Formula:   C30H46O5
Standard InCHIKey:  FJBWUBWZSSBDEN-CTCWFQGOSA-N
Standard InCHI:  InChI=1S/C30H46O5/c1-17-7-11-28(23(33)34)13-14-30-16-29(30,22(28)27(17,6)35)12-9-20-25(4)15-18(31)21(32)24(2,3)19(25)8-10-26(20,30)5/h9,12,17-22,31-32,35H,7-8,10-11,13-16H2,1-6H3,(H,33,34)/t17-,18-,19+,20-,21+,22-,25+,26-,27-,28+,29-,30-/m1/s1
Canonical SMILES:  O[C@@H]1C[C@@]2(C)[C@H](C([C@H]1O)(C)C)CC[C@@]1([C@@H]2C=C[C@@]23[C@]1(CC[C@@]1([C@H]3[C@](C)(O)[C@H](C)CC1)C(=O)O)C2)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
NPO3595 Euscaphis japonica Species Staphyleaceae Eukaryota Twigs Yangming mountain, Taiwan 2008-APR PMID[20873721]
NPO3595 Euscaphis japonica Species Staphyleaceae Eukaryota Twigs DOI[10.1021/np1003593]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens Activity = 41 % 20873721
NPT397 Cell Line NCI-H460 Homo sapiens Activity = 24 % 20873721
NPT139 Cell Line HT-29 Homo sapiens Activity = 13 % 20873721
NPT404 Cell Line CCRF-CEM Homo sapiens Activity = 55 % 20873721
NPT83 Cell Line MCF7 Homo sapiens IC50 = 3610 nM 20873721
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 13340 nM 20873721
NPT139 Cell Line HT-29 Homo sapiens IC50 = 34780 nM 20873721
NPT404 Cell Line CCRF-CEM Homo sapiens IC50 = 8990 nM 20873721

  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 NPC312075 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 NPC203343
0.9667 High Similarity NPC188102
0.9667 High Similarity NPC60692
0.956 High Similarity NPC198245
0.956 High Similarity NPC83693
0.9457 High Similarity NPC158371
0.9457 High Similarity NPC259733
0.9457 High Similarity NPC207922
0.9355 High Similarity NPC259788
0.9355 High Similarity NPC247139
0.9355 High Similarity NPC255589
0.9355 High Similarity NPC9613
0.9348 High Similarity NPC96916
0.9341 High Similarity NPC275809
0.9247 High Similarity NPC73004
0.9247 High Similarity NPC204961
0.9247 High Similarity NPC173744
0.9239 High Similarity NPC231063
0.9239 High Similarity NPC20235
0.9239 High Similarity NPC145667
0.9239 High Similarity NPC282395
0.9239 High Similarity NPC88116
0.9239 High Similarity NPC263548
0.9239 High Similarity NPC32407
0.9239 High Similarity NPC299996
0.9231 High Similarity NPC71074
0.9231 High Similarity NPC84319
0.9231 High Similarity NPC52021
0.9231 High Similarity NPC472149
0.9231 High Similarity NPC25299
0.9231 High Similarity NPC300351
0.9231 High Similarity NPC235884
0.9231 High Similarity NPC306541
0.9158 High Similarity NPC35239
0.9149 High Similarity NPC261935
0.9149 High Similarity NPC43686
0.9149 High Similarity NPC106112
0.914 High Similarity NPC290481
0.913 High Similarity NPC74855
0.913 High Similarity NPC118519
0.913 High Similarity NPC136313
0.913 High Similarity NPC202728
0.913 High Similarity NPC158059
0.913 High Similarity NPC307335
0.9121 High Similarity NPC49320
0.9121 High Similarity NPC18872
0.9121 High Similarity NPC210037
0.9121 High Similarity NPC7260
0.9121 High Similarity NPC120968
0.9121 High Similarity NPC290614
0.9121 High Similarity NPC227467
0.9121 High Similarity NPC273621
0.9121 High Similarity NPC477872
0.9062 High Similarity NPC256247
0.9062 High Similarity NPC233012
0.9062 High Similarity NPC54909
0.9053 High Similarity NPC111214
0.9053 High Similarity NPC29765
0.9053 High Similarity NPC271614
0.9043 High Similarity NPC201657
0.9043 High Similarity NPC307282
0.9043 High Similarity NPC305464
0.9043 High Similarity NPC19376
0.9043 High Similarity NPC25848
0.9032 High Similarity NPC191412
0.9032 High Similarity NPC114159
0.9032 High Similarity NPC6818
0.9022 High Similarity NPC187722
0.9022 High Similarity NPC105189
0.9011 High Similarity NPC64872
0.9011 High Similarity NPC25906
0.9011 High Similarity NPC290972
0.8936 High Similarity NPC32118
0.8925 High Similarity NPC229281
0.8925 High Similarity NPC133579
0.8925 High Similarity NPC118490
0.8925 High Similarity NPC474806
0.8913 High Similarity NPC291028
0.8913 High Similarity NPC130278
0.8913 High Similarity NPC193750
0.8901 High Similarity NPC182797
0.8901 High Similarity NPC52169
0.8854 High Similarity NPC188833
0.8842 High Similarity NPC157113
0.8842 High Similarity NPC116457
0.8842 High Similarity NPC327179
0.8842 High Similarity NPC62516
0.8842 High Similarity NPC230151
0.8842 High Similarity NPC132824
0.883 High Similarity NPC87095
0.8817 High Similarity NPC38754
0.8804 High Similarity NPC198664
0.8804 High Similarity NPC274330
0.8804 High Similarity NPC270768
0.8804 High Similarity NPC121798
0.8804 High Similarity NPC293048
0.8804 High Similarity NPC127689
0.8804 High Similarity NPC130520
0.8804 High Similarity NPC59263
0.8804 High Similarity NPC61543
0.8804 High Similarity NPC225585
0.8804 High Similarity NPC234346
0.8804 High Similarity NPC143232
0.8804 High Similarity NPC263393
0.8791 High Similarity NPC88716
0.8791 High Similarity NPC171203
0.8791 High Similarity NPC68160
0.8791 High Similarity NPC130577
0.8791 High Similarity NPC98442
0.8791 High Similarity NPC307426
0.8791 High Similarity NPC51700
0.8791 High Similarity NPC242468
0.8791 High Similarity NPC18064
0.8791 High Similarity NPC142415
0.8791 High Similarity NPC293564
0.8791 High Similarity NPC102683
0.8788 High Similarity NPC284865
0.875 High Similarity NPC187933
0.8737 High Similarity NPC53565
0.871 High Similarity NPC470589
0.871 High Similarity NPC111110
0.871 High Similarity NPC126369
0.8696 High Similarity NPC17733
0.8696 High Similarity NPC474512
0.8696 High Similarity NPC473242
0.8696 High Similarity NPC470629
0.8696 High Similarity NPC290690
0.8696 High Similarity NPC40552
0.8696 High Similarity NPC246708
0.8696 High Similarity NPC181225
0.8681 High Similarity NPC72638
0.866 High Similarity NPC174663
0.8646 High Similarity NPC88847
0.8632 High Similarity NPC148964
0.8632 High Similarity NPC296164
0.8617 High Similarity NPC145067
0.8617 High Similarity NPC282616
0.8617 High Similarity NPC474525
0.8617 High Similarity NPC4036
0.8617 High Similarity NPC966
0.8617 High Similarity NPC233455
0.8617 High Similarity NPC288833
0.8617 High Similarity NPC228784
0.8617 High Similarity NPC155120
0.8617 High Similarity NPC158030
0.8617 High Similarity NPC324341
0.8617 High Similarity NPC65120
0.8614 High Similarity NPC301666
0.8602 High Similarity NPC161751
0.8602 High Similarity NPC470588
0.8602 High Similarity NPC474972
0.8602 High Similarity NPC95246
0.8587 High Similarity NPC477926
0.8542 High Similarity NPC139570
0.8542 High Similarity NPC473240
0.8526 High Similarity NPC86368
0.8526 High Similarity NPC214756
0.8526 High Similarity NPC49776
0.8526 High Similarity NPC474436
0.8526 High Similarity NPC298554
0.8526 High Similarity NPC295643
0.8526 High Similarity NPC63118
0.8526 High Similarity NPC272075
0.8515 High Similarity NPC477877
0.8511 High Similarity NPC113989
0.8511 High Similarity NPC46441
0.8511 High Similarity NPC474728
0.8511 High Similarity NPC120840
0.8511 High Similarity NPC172361
0.8511 High Similarity NPC86372
0.8485 Intermediate Similarity NPC235142
0.8485 Intermediate Similarity NPC118964
0.8478 Intermediate Similarity NPC324063
0.8478 Intermediate Similarity NPC74363
0.8478 Intermediate Similarity NPC475862
0.8478 Intermediate Similarity NPC73038
0.8469 Intermediate Similarity NPC124703
0.8469 Intermediate Similarity NPC234617
0.8469 Intermediate Similarity NPC164349
0.8454 Intermediate Similarity NPC473158
0.8454 Intermediate Similarity NPC476327
0.8454 Intermediate Similarity NPC476318
0.8438 Intermediate Similarity NPC209868
0.8438 Intermediate Similarity NPC474529
0.8438 Intermediate Similarity NPC222047
0.8438 Intermediate Similarity NPC159365
0.8438 Intermediate Similarity NPC80365
0.8438 Intermediate Similarity NPC91010
0.8421 Intermediate Similarity NPC6255
0.8421 Intermediate Similarity NPC301244
0.8421 Intermediate Similarity NPC471588
0.8421 Intermediate Similarity NPC77099
0.8421 Intermediate Similarity NPC475708
0.8421 Intermediate Similarity NPC60755
0.8421 Intermediate Similarity NPC470590
0.8421 Intermediate Similarity NPC189520
0.8421 Intermediate Similarity NPC285184
0.8421 Intermediate Similarity NPC235704
0.8404 Intermediate Similarity NPC474686
0.8404 Intermediate Similarity NPC30522

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC312075 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
0.8617 High Similarity NPD7515 Phase 2
0.8367 Intermediate Similarity NPD7902 Approved
0.8247 Intermediate Similarity NPD7748 Approved
0.8061 Intermediate Similarity NPD7900 Approved
0.8061 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7789 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7677 Intermediate Similarity NPD8035 Phase 2
0.7677 Intermediate Similarity NPD8034 Phase 2
0.76 Intermediate Similarity NPD6399 Phase 3
0.7527 Intermediate Similarity NPD7645 Phase 2
0.7526 Intermediate Similarity NPD3618 Phase 1
0.7434 Intermediate Similarity NPD7115 Discovery
0.7431 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7339 Intermediate Similarity NPD6881 Approved
0.7339 Intermediate Similarity NPD6899 Approved
0.7327 Intermediate Similarity NPD6079 Approved
0.732 Intermediate Similarity NPD4786 Approved
0.7315 Intermediate Similarity NPD6402 Approved
0.7315 Intermediate Similarity NPD7128 Approved
0.7315 Intermediate Similarity NPD5739 Approved
0.7315 Intermediate Similarity NPD6675 Approved
0.73 Intermediate Similarity NPD5328 Approved
0.7297 Intermediate Similarity NPD6649 Approved
0.7297 Intermediate Similarity NPD6650 Approved
0.7292 Intermediate Similarity NPD3667 Approved
0.7273 Intermediate Similarity NPD6373 Approved
0.7273 Intermediate Similarity NPD6372 Approved
0.7263 Intermediate Similarity NPD7525 Registered
0.7255 Intermediate Similarity NPD4202 Approved
0.7248 Intermediate Similarity NPD5697 Approved
0.7232 Intermediate Similarity NPD8297 Approved
0.7207 Intermediate Similarity NPD7290 Approved
0.7207 Intermediate Similarity NPD6883 Approved
0.7207 Intermediate Similarity NPD7102 Approved
0.7203 Intermediate Similarity NPD8328 Phase 3
0.7182 Intermediate Similarity NPD7320 Approved
0.7182 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD6011 Approved
0.717 Intermediate Similarity NPD5286 Approved
0.717 Intermediate Similarity NPD4696 Approved
0.717 Intermediate Similarity NPD5285 Approved
0.7168 Intermediate Similarity NPD4632 Approved
0.7143 Intermediate Similarity NPD8130 Phase 1
0.7143 Intermediate Similarity NPD4755 Approved
0.7143 Intermediate Similarity NPD6869 Approved
0.7143 Intermediate Similarity NPD6617 Approved
0.7143 Intermediate Similarity NPD6847 Approved
0.713 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7129 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6116 Phase 1
0.7117 Intermediate Similarity NPD6013 Approved
0.7117 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6014 Approved
0.7117 Intermediate Similarity NPD6012 Approved
0.7115 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD5223 Approved
0.71 Intermediate Similarity NPD3573 Approved
0.7091 Intermediate Similarity NPD5701 Approved
0.708 Intermediate Similarity NPD6882 Approved
0.7075 Intermediate Similarity NPD7638 Approved
0.7048 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5222 Approved
0.7048 Intermediate Similarity NPD5221 Approved
0.7048 Intermediate Similarity NPD4697 Phase 3
0.7037 Intermediate Similarity NPD5224 Approved
0.7037 Intermediate Similarity NPD5211 Phase 2
0.7037 Intermediate Similarity NPD5225 Approved
0.7037 Intermediate Similarity NPD5226 Approved
0.7037 Intermediate Similarity NPD4633 Approved
0.703 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD6117 Approved
0.7009 Intermediate Similarity NPD4700 Approved
0.7009 Intermediate Similarity NPD7640 Approved
0.7009 Intermediate Similarity NPD7639 Approved
0.6991 Remote Similarity NPD6401 Clinical (unspecified phase)
0.699 Remote Similarity NPD5281 Approved
0.699 Remote Similarity NPD6411 Approved
0.699 Remote Similarity NPD5284 Approved
0.6981 Remote Similarity NPD6084 Phase 2
0.6981 Remote Similarity NPD5173 Approved
0.6981 Remote Similarity NPD6083 Phase 2
0.6972 Remote Similarity NPD5174 Approved
0.6972 Remote Similarity NPD5175 Approved
0.697 Remote Similarity NPD3666 Approved
0.697 Remote Similarity NPD3133 Approved
0.697 Remote Similarity NPD3665 Phase 1
0.6917 Remote Similarity NPD7604 Phase 2
0.6909 Remote Similarity NPD5141 Approved
0.6903 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6903 Remote Similarity NPD4634 Approved
0.6875 Remote Similarity NPD6115 Approved
0.6875 Remote Similarity NPD6697 Approved
0.6875 Remote Similarity NPD6118 Approved
0.6875 Remote Similarity NPD6114 Approved
0.6847 Remote Similarity NPD6008 Approved
0.6838 Remote Similarity NPD6009 Approved
0.6832 Remote Similarity NPD6684 Approved
0.6832 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7334 Approved
0.6832 Remote Similarity NPD6409 Approved
0.6832 Remote Similarity NPD7521 Approved
0.6832 Remote Similarity NPD7146 Approved
0.6832 Remote Similarity NPD5330 Approved
0.6818 Remote Similarity NPD4754 Approved
0.6809 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6319 Approved
0.68 Remote Similarity NPD3668 Phase 3
0.6796 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6796 Remote Similarity NPD6101 Approved
0.6796 Remote Similarity NPD4753 Phase 2
0.6792 Remote Similarity NPD5210 Approved
0.6792 Remote Similarity NPD4629 Approved
0.6786 Remote Similarity NPD6412 Phase 2
0.678 Remote Similarity NPD6335 Approved
0.6759 Remote Similarity NPD4225 Approved
0.6759 Remote Similarity NPD5696 Approved
0.6729 Remote Similarity NPD7614 Phase 1
0.6726 Remote Similarity NPD4729 Approved
0.6726 Remote Similarity NPD4730 Approved
0.6724 Remote Similarity NPD8133 Approved
0.6723 Remote Similarity NPD7100 Approved
0.6723 Remote Similarity NPD7101 Approved
0.6699 Remote Similarity NPD6903 Approved
0.6699 Remote Similarity NPD5737 Approved
0.6699 Remote Similarity NPD6672 Approved
0.6698 Remote Similarity NPD6001 Approved
0.6696 Remote Similarity NPD4767 Approved
0.6696 Remote Similarity NPD4768 Approved
0.6695 Remote Similarity NPD6317 Approved
0.6694 Remote Similarity NPD7736 Approved
0.6667 Remote Similarity NPD7507 Approved
0.6639 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD6313 Approved
0.6637 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5695 Phase 3
0.6612 Remote Similarity NPD5983 Phase 2
0.6612 Remote Similarity NPD6291 Clinical (unspecified phase)
0.661 Remote Similarity NPD6274 Approved
0.661 Remote Similarity NPD6868 Approved
0.6609 Remote Similarity NPD5251 Approved
0.6609 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5250 Approved
0.6609 Remote Similarity NPD5249 Phase 3
0.6609 Remote Similarity NPD5247 Approved
0.6609 Remote Similarity NPD5248 Approved
0.6609 Remote Similarity NPD5169 Approved
0.6609 Remote Similarity NPD5135 Approved
0.66 Remote Similarity NPD4221 Approved
0.66 Remote Similarity NPD4223 Phase 3
0.6585 Remote Similarity NPD7492 Approved
0.6579 Remote Similarity NPD6686 Approved
0.6579 Remote Similarity NPD5128 Approved
0.6569 Remote Similarity NPD5329 Approved
0.6566 Remote Similarity NPD4695 Discontinued
0.6562 Remote Similarity NPD7339 Approved
0.6562 Remote Similarity NPD6942 Approved
0.6552 Remote Similarity NPD5216 Approved
0.6552 Remote Similarity NPD5127 Approved
0.6552 Remote Similarity NPD5215 Approved
0.6552 Remote Similarity NPD5217 Approved
0.6535 Remote Similarity NPD4788 Approved
0.6532 Remote Similarity NPD6336 Discontinued
0.6532 Remote Similarity NPD6616 Approved
0.6531 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6529 Remote Similarity NPD6054 Approved
0.6508 Remote Similarity NPD7319 Approved
0.6505 Remote Similarity NPD4519 Discontinued
0.6505 Remote Similarity NPD4623 Approved
0.6505 Remote Similarity NPD5279 Phase 3
0.6505 Remote Similarity NPD6098 Approved
0.65 Remote Similarity NPD5369 Approved
0.6495 Remote Similarity NPD3701 Clinical (unspecified phase)
0.648 Remote Similarity NPD7078 Approved
0.6476 Remote Similarity NPD6673 Approved
0.6476 Remote Similarity NPD6904 Approved
0.6476 Remote Similarity NPD6080 Approved
0.6475 Remote Similarity NPD6921 Approved
0.6475 Remote Similarity NPD6909 Approved
0.6475 Remote Similarity NPD6908 Approved
0.6471 Remote Similarity NPD4197 Approved
0.6449 Remote Similarity NPD5778 Approved
0.6449 Remote Similarity NPD5779 Approved
0.6446 Remote Similarity NPD7516 Approved
0.6435 Remote Similarity NPD5168 Approved
0.6429 Remote Similarity NPD7632 Discontinued
0.6423 Remote Similarity NPD6370 Approved
0.6422 Remote Similarity NPD7732 Phase 3
0.6421 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6421 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6408 Remote Similarity NPD1694 Approved
0.64 Remote Similarity NPD5368 Approved
0.6393 Remote Similarity NPD6059 Approved
0.6393 Remote Similarity NPD8294 Approved
0.6393 Remote Similarity NPD8377 Approved
0.6387 Remote Similarity NPD5167 Approved
0.6383 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6383 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7327 Approved
0.6364 Remote Similarity NPD7328 Approved
0.6349 Remote Similarity NPD8293 Discontinued

Structure

External Identifiers

PubChem CID   49831543
ChEMBL   CHEMBL1270451
ZINC  

Physicochemical Properties

Molecular Weight:  486.33
ALogP:  0.529
MLogP:  4.21
XLogP:  6.214
# Rotatable Bonds:  11
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  6
# Heavy Atoms:  35

Download Data

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