Natural Product: NPC474889

Natural Product ID:  NPC474889
Common Name:   Acetyl Eburicoic Acid
IUPAC Name:   (2R)-2-[(3S,5R,10S,13R,14R,17R)-3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
Synonyms:   Acetyl Eburicoic Acid
Molecular Formula:   C33H52O4
Standard InCHIKey:  IMWCOHWUNCFQDX-DLCVLMBDSA-N
Standard InCHI:  InChI=1S/C33H52O4/c1-20(2)21(3)10-11-23(29(35)36)24-14-18-33(9)26-12-13-27-30(5,6)28(37-22(4)34)16-17-31(27,7)25(26)15-19-32(24,33)8/h20,23-24,27-28H,3,10-19H2,1-2,4-9H3,(H,35,36)/t23-,24-,27+,28+,31-,32-,33+/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CCC1=C2CC[C@]2([C@@]1(C)CC[C@@H]2[C@H](C(=O)O)CCC(=C)C(C)C)C)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
NPO8498 Laetiporus sulphureus Species Coriolaceae Eukaryota PMID[15620242]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens FC = 7 18364258
NPT116 Cell Line HL-60 Homo sapiens IC50 = 15000 nM 15050613
NPT116 Cell Line HL-60 Homo sapiens IC50 = 15000 nM 9548852

  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 NPC474889 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
0.9881 High Similarity NPC148414
0.9881 High Similarity NPC111585
0.9881 High Similarity NPC175628
0.9765 High Similarity NPC26888
0.9647 High Similarity NPC471896
0.9432 High Similarity NPC184848
0.9432 High Similarity NPC69548
0.9412 High Similarity NPC242864
0.9405 High Similarity NPC28252
0.9405 High Similarity NPC55309
0.9326 High Similarity NPC120708
0.9294 High Similarity NPC159046
0.9294 High Similarity NPC233836
0.9294 High Similarity NPC187376
0.9195 High Similarity NPC469400
0.9121 High Similarity NPC477813
0.9101 High Similarity NPC159410
0.9091 High Similarity NPC297265
0.9091 High Similarity NPC23434
0.908 High Similarity NPC475921
0.908 High Similarity NPC474704
0.908 High Similarity NPC84271
0.908 High Similarity NPC102414
0.908 High Similarity NPC77168
0.907 High Similarity NPC474684
0.907 High Similarity NPC142361
0.9 High Similarity NPC317586
0.9 High Similarity NPC473648
0.9 High Similarity NPC279974
0.9 High Similarity NPC470016
0.8989 High Similarity NPC470224
0.8977 High Similarity NPC20388
0.8966 High Similarity NPC4309
0.8953 High Similarity NPC325594
0.8925 High Similarity NPC473514
0.8901 High Similarity NPC327788
0.8889 High Similarity NPC469406
0.8889 High Similarity NPC166906
0.8876 High Similarity NPC189520
0.8864 High Similarity NPC474570
0.8851 High Similarity NPC167877
0.883 High Similarity NPC473788
0.883 High Similarity NPC475558
0.8824 High Similarity NPC471037
0.8791 High Similarity NPC162001
0.8791 High Similarity NPC45324
0.8791 High Similarity NPC48330
0.8791 High Similarity NPC222845
0.8778 High Similarity NPC170220
0.8778 High Similarity NPC141497
0.8778 High Similarity NPC470376
0.8778 High Similarity NPC470375
0.8778 High Similarity NPC107674
0.8764 High Similarity NPC120840
0.8764 High Similarity NPC113989
0.8764 High Similarity NPC44240
0.875 High Similarity NPC183546
0.8736 High Similarity NPC72133
0.8736 High Similarity NPC264127
0.8736 High Similarity NPC94755
0.8736 High Similarity NPC155011
0.8736 High Similarity NPC474970
0.8736 High Similarity NPC73038
0.871 High Similarity NPC119036
0.8696 High Similarity NPC7124
0.8696 High Similarity NPC173272
0.8696 High Similarity NPC305483
0.8696 High Similarity NPC42042
0.8696 High Similarity NPC328162
0.8696 High Similarity NPC96859
0.8681 High Similarity NPC471720
0.8667 High Similarity NPC86266
0.8667 High Similarity NPC470590
0.8667 High Similarity NPC285184
0.8667 High Similarity NPC110657
0.8667 High Similarity NPC60755
0.8667 High Similarity NPC471901
0.8667 High Similarity NPC77099
0.8667 High Similarity NPC160506
0.8667 High Similarity NPC212301
0.8652 High Similarity NPC30522
0.8652 High Similarity NPC54689
0.8636 High Similarity NPC33768
0.8621 High Similarity NPC98270
0.8602 High Similarity NPC320306
0.8588 High Similarity NPC327002
0.8588 High Similarity NPC201912
0.8588 High Similarity NPC38350
0.8587 High Similarity NPC469599
0.8571 High Similarity NPC471902
0.8571 High Similarity NPC327674
0.8571 High Similarity NPC38232
0.8571 High Similarity NPC287118
0.8571 High Similarity NPC473690
0.8571 High Similarity NPC86368
0.8557 High Similarity NPC475494
0.8556 High Similarity NPC477149
0.8556 High Similarity NPC477147
0.8556 High Similarity NPC474728
0.8539 High Similarity NPC471722
0.8539 High Similarity NPC472220
0.8539 High Similarity NPC294480
0.8539 High Similarity NPC143767
0.8539 High Similarity NPC131470
0.8539 High Similarity NPC97884
0.8539 High Similarity NPC471724
0.8523 High Similarity NPC212843
0.8523 High Similarity NPC12774
0.8523 High Similarity NPC2783
0.8511 High Similarity NPC48647
0.8511 High Similarity NPC186810
0.8506 High Similarity NPC475509
0.8506 High Similarity NPC100391
0.8506 High Similarity NPC165064
0.8495 Intermediate Similarity NPC328371
0.8488 Intermediate Similarity NPC260956
0.8488 Intermediate Similarity NPC296367
0.8478 Intermediate Similarity NPC474922
0.8478 Intermediate Similarity NPC74751
0.8478 Intermediate Similarity NPC78580
0.8478 Intermediate Similarity NPC184006
0.8478 Intermediate Similarity NPC23621
0.8478 Intermediate Similarity NPC296164
0.8478 Intermediate Similarity NPC49670
0.8478 Intermediate Similarity NPC184870
0.8462 Intermediate Similarity NPC475416
0.8462 Intermediate Similarity NPC150383
0.8462 Intermediate Similarity NPC154101
0.8444 Intermediate Similarity NPC214387
0.8444 Intermediate Similarity NPC128496
0.8444 Intermediate Similarity NPC275740
0.8444 Intermediate Similarity NPC86319
0.8438 Intermediate Similarity NPC281702
0.8438 Intermediate Similarity NPC22388
0.8427 Intermediate Similarity NPC269360
0.8427 Intermediate Similarity NPC46912
0.8427 Intermediate Similarity NPC96496
0.8427 Intermediate Similarity NPC312215
0.8427 Intermediate Similarity NPC138756
0.8427 Intermediate Similarity NPC162107
0.8427 Intermediate Similarity NPC264005
0.8421 Intermediate Similarity NPC316964
0.8421 Intermediate Similarity NPC327431
0.8421 Intermediate Similarity NPC307954
0.8409 Intermediate Similarity NPC294438
0.8409 Intermediate Similarity NPC264317
0.8404 Intermediate Similarity NPC141401
0.8404 Intermediate Similarity NPC108078
0.8404 Intermediate Similarity NPC43747
0.8391 Intermediate Similarity NPC83569
0.8391 Intermediate Similarity NPC69279
0.8391 Intermediate Similarity NPC168188
0.8391 Intermediate Similarity NPC470015
0.8387 Intermediate Similarity NPC318282
0.8387 Intermediate Similarity NPC173875
0.8387 Intermediate Similarity NPC469995
0.8387 Intermediate Similarity NPC195715
0.8387 Intermediate Similarity NPC174948
0.8387 Intermediate Similarity NPC474727
0.8387 Intermediate Similarity NPC255809
0.8387 Intermediate Similarity NPC23241
0.8387 Intermediate Similarity NPC84383
0.8384 Intermediate Similarity NPC195708
0.8372 Intermediate Similarity NPC147066
0.8372 Intermediate Similarity NPC473420
0.837 Intermediate Similarity NPC66429
0.837 Intermediate Similarity NPC206810
0.837 Intermediate Similarity NPC477855
0.837 Intermediate Similarity NPC470254
0.837 Intermediate Similarity NPC152897
0.837 Intermediate Similarity NPC474436
0.837 Intermediate Similarity NPC243866
0.837 Intermediate Similarity NPC49776
0.837 Intermediate Similarity NPC63118
0.8367 Intermediate Similarity NPC231530
0.8367 Intermediate Similarity NPC278628
0.8353 Intermediate Similarity NPC477371
0.8352 Intermediate Similarity NPC183283
0.8352 Intermediate Similarity NPC473269
0.8352 Intermediate Similarity NPC191684
0.8352 Intermediate Similarity NPC123854
0.8351 Intermediate Similarity NPC180204
0.8333 Intermediate Similarity NPC16377
0.8333 Intermediate Similarity NPC40552
0.8333 Intermediate Similarity NPC24816
0.8333 Intermediate Similarity NPC52169
0.8333 Intermediate Similarity NPC246708
0.8333 Intermediate Similarity NPC182797
0.8333 Intermediate Similarity NPC99411
0.8333 Intermediate Similarity NPC474719
0.8316 Intermediate Similarity NPC477854
0.8315 Intermediate Similarity NPC91525
0.8315 Intermediate Similarity NPC6979
0.8315 Intermediate Similarity NPC322159
0.8315 Intermediate Similarity NPC329943
0.8315 Intermediate Similarity NPC10005
0.8315 Intermediate Similarity NPC9892
0.83 Intermediate Similarity NPC265655
0.8298 Intermediate Similarity NPC472941
0.8298 Intermediate Similarity NPC456

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474889 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
0.8778 High Similarity NPD6399 Phase 3
0.8667 High Similarity NPD8034 Phase 2
0.8667 High Similarity NPD8035 Phase 2
0.8478 Intermediate Similarity NPD7748 Approved
0.8409 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8295 Intermediate Similarity NPD4786 Approved
0.8242 Intermediate Similarity NPD5328 Approved
0.8211 Intermediate Similarity NPD7902 Approved
0.8191 Intermediate Similarity NPD5695 Phase 3
0.8182 Intermediate Similarity NPD7128 Approved
0.8182 Intermediate Similarity NPD5739 Approved
0.8182 Intermediate Similarity NPD6675 Approved
0.8182 Intermediate Similarity NPD6402 Approved
0.8132 Intermediate Similarity NPD6672 Approved
0.8132 Intermediate Similarity NPD5737 Approved
0.8111 Intermediate Similarity NPD6684 Approved
0.8111 Intermediate Similarity NPD7334 Approved
0.8111 Intermediate Similarity NPD7521 Approved
0.8111 Intermediate Similarity NPD6409 Approved
0.8111 Intermediate Similarity NPD7146 Approved
0.8111 Intermediate Similarity NPD3618 Phase 1
0.8111 Intermediate Similarity NPD5330 Approved
0.8068 Intermediate Similarity NPD3667 Approved
0.8065 Intermediate Similarity NPD6079 Approved
0.8065 Intermediate Similarity NPD7515 Phase 2
0.8021 Intermediate Similarity NPD6084 Phase 2
0.8021 Intermediate Similarity NPD6083 Phase 2
0.802 Intermediate Similarity NPD7320 Approved
0.802 Intermediate Similarity NPD6899 Approved
0.802 Intermediate Similarity NPD6881 Approved
0.7961 Intermediate Similarity NPD8130 Phase 1
0.7941 Intermediate Similarity NPD6373 Approved
0.7941 Intermediate Similarity NPD6372 Approved
0.7938 Intermediate Similarity NPD7638 Approved
0.7935 Intermediate Similarity NPD6903 Approved
0.7935 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7921 Intermediate Similarity NPD5701 Approved
0.7921 Intermediate Similarity NPD5697 Approved
0.7895 Intermediate Similarity NPD7900 Approved
0.7895 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD8297 Approved
0.7864 Intermediate Similarity NPD7102 Approved
0.7864 Intermediate Similarity NPD7290 Approved
0.7864 Intermediate Similarity NPD6883 Approved
0.7857 Intermediate Similarity NPD7640 Approved
0.7857 Intermediate Similarity NPD7639 Approved
0.7843 Intermediate Similarity NPD6011 Approved
0.7812 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7791 Intermediate Similarity NPD6117 Approved
0.7789 Intermediate Similarity NPD4202 Approved
0.7788 Intermediate Similarity NPD6617 Approved
0.7788 Intermediate Similarity NPD6869 Approved
0.7788 Intermediate Similarity NPD6847 Approved
0.7788 Intermediate Similarity NPD6650 Approved
0.7788 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7788 Intermediate Similarity NPD6649 Approved
0.7767 Intermediate Similarity NPD6013 Approved
0.7767 Intermediate Similarity NPD6012 Approved
0.7767 Intermediate Similarity NPD6014 Approved
0.7755 Intermediate Similarity NPD5696 Approved
0.7732 Intermediate Similarity NPD4697 Phase 3
0.7732 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7732 Intermediate Similarity NPD5222 Approved
0.7732 Intermediate Similarity NPD5221 Approved
0.7717 Intermediate Similarity NPD6098 Approved
0.7717 Intermediate Similarity NPD5279 Phase 3
0.7714 Intermediate Similarity NPD6882 Approved
0.7701 Intermediate Similarity NPD6116 Phase 1
0.7692 Intermediate Similarity NPD3665 Phase 1
0.7692 Intermediate Similarity NPD3666 Approved
0.7692 Intermediate Similarity NPD3668 Phase 3
0.7692 Intermediate Similarity NPD3133 Approved
0.7684 Intermediate Similarity NPD5284 Approved
0.7684 Intermediate Similarity NPD6050 Approved
0.7684 Intermediate Similarity NPD6411 Approved
0.7684 Intermediate Similarity NPD5281 Approved
0.766 Intermediate Similarity NPD6080 Approved
0.766 Intermediate Similarity NPD6904 Approved
0.766 Intermediate Similarity NPD6673 Approved
0.7653 Intermediate Similarity NPD4755 Approved
0.7653 Intermediate Similarity NPD5173 Approved
0.764 Intermediate Similarity NPD7525 Registered
0.7614 Intermediate Similarity NPD6697 Approved
0.7614 Intermediate Similarity NPD6118 Approved
0.7614 Intermediate Similarity NPD6114 Approved
0.7614 Intermediate Similarity NPD6115 Approved
0.7579 Intermediate Similarity NPD5692 Phase 3
0.7558 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5286 Approved
0.75 Intermediate Similarity NPD4700 Approved
0.75 Intermediate Similarity NPD6868 Approved
0.75 Intermediate Similarity NPD4696 Approved
0.75 Intermediate Similarity NPD5285 Approved
0.75 Intermediate Similarity NPD5694 Approved
0.7476 Intermediate Similarity NPD6008 Approved
0.7474 Intermediate Similarity NPD6101 Approved
0.7474 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD4753 Phase 2
0.7473 Intermediate Similarity NPD4221 Approved
0.7473 Intermediate Similarity NPD4223 Phase 3
0.7471 Intermediate Similarity NPD6942 Approved
0.7471 Intermediate Similarity NPD7339 Approved
0.7431 Intermediate Similarity NPD7115 Discovery
0.7426 Intermediate Similarity NPD5223 Approved
0.7419 Intermediate Similarity NPD5329 Approved
0.7396 Intermediate Similarity NPD5207 Approved
0.7368 Intermediate Similarity NPD5208 Approved
0.7364 Intermediate Similarity NPD6335 Approved
0.7363 Intermediate Similarity NPD4139 Approved
0.7363 Intermediate Similarity NPD4692 Approved
0.7353 Intermediate Similarity NPD5224 Approved
0.7353 Intermediate Similarity NPD5211 Phase 2
0.7353 Intermediate Similarity NPD7632 Discontinued
0.7353 Intermediate Similarity NPD5225 Approved
0.7353 Intermediate Similarity NPD5226 Approved
0.7353 Intermediate Similarity NPD4633 Approved
0.7347 Intermediate Similarity NPD6001 Approved
0.734 Intermediate Similarity NPD5690 Phase 2
0.734 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5280 Approved
0.734 Intermediate Similarity NPD4694 Approved
0.7339 Intermediate Similarity NPD6274 Approved
0.732 Intermediate Similarity NPD5693 Phase 1
0.7315 Intermediate Similarity NPD4632 Approved
0.7312 Intermediate Similarity NPD4197 Approved
0.7297 Intermediate Similarity NPD7100 Approved
0.7297 Intermediate Similarity NPD7101 Approved
0.7292 Intermediate Similarity NPD6051 Approved
0.7282 Intermediate Similarity NPD4754 Approved
0.7282 Intermediate Similarity NPD5175 Approved
0.7282 Intermediate Similarity NPD5174 Approved
0.7273 Intermediate Similarity NPD6317 Approved
0.7264 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD3573 Approved
0.7222 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3617 Approved
0.7212 Intermediate Similarity NPD5141 Approved
0.7207 Intermediate Similarity NPD6313 Approved
0.7207 Intermediate Similarity NPD6314 Approved
0.7204 Intermediate Similarity NPD4788 Approved
0.7191 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD6908 Approved
0.7168 Intermediate Similarity NPD6909 Approved
0.7158 Intermediate Similarity NPD4693 Phase 3
0.7158 Intermediate Similarity NPD4690 Approved
0.7158 Intermediate Similarity NPD4138 Approved
0.7158 Intermediate Similarity NPD5205 Approved
0.7158 Intermediate Similarity NPD4688 Approved
0.7158 Intermediate Similarity NPD4689 Approved
0.7143 Intermediate Similarity NPD4767 Approved
0.7143 Intermediate Similarity NPD7645 Phase 2
0.7143 Intermediate Similarity NPD4768 Approved
0.7126 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6009 Approved
0.7113 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD4629 Approved
0.71 Intermediate Similarity NPD5654 Approved
0.71 Intermediate Similarity NPD5210 Approved
0.7097 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD6319 Approved
0.7079 Intermediate Similarity NPD3702 Approved
0.7075 Intermediate Similarity NPD6412 Phase 2
0.7071 Intermediate Similarity NPD5778 Approved
0.7071 Intermediate Similarity NPD5779 Approved
0.7065 Intermediate Similarity NPD4748 Discontinued
0.7053 Intermediate Similarity NPD1694 Approved
0.7043 Intermediate Similarity NPD7604 Phase 2
0.7021 Intermediate Similarity NPD5362 Discontinued
0.7018 Intermediate Similarity NPD5983 Phase 2
0.7018 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD4730 Approved
0.7009 Intermediate Similarity NPD5128 Approved
0.7009 Intermediate Similarity NPD5168 Approved
0.7009 Intermediate Similarity NPD8293 Discontinued
0.7009 Intermediate Similarity NPD4729 Approved
0.699 Remote Similarity NPD6404 Discontinued
0.6983 Remote Similarity NPD7492 Approved
0.697 Remote Similarity NPD7637 Suspended
0.6966 Remote Similarity NPD5733 Approved
0.6961 Remote Similarity NPD5959 Approved
0.6949 Remote Similarity NPD7736 Approved
0.6944 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6932 Remote Similarity NPD4243 Approved
0.6932 Remote Similarity NPD6081 Approved
0.6932 Remote Similarity NPD5777 Approved
0.693 Remote Similarity NPD6054 Approved
0.693 Remote Similarity NPD6059 Approved
0.6923 Remote Similarity NPD6616 Approved
0.6923 Remote Similarity NPD6336 Discontinued
0.6915 Remote Similarity NPD6435 Approved
0.6897 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6897 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6893 Remote Similarity NPD4225 Approved
0.6882 Remote Similarity NPD4695 Discontinued
0.6881 Remote Similarity NPD4634 Approved
0.6881 Remote Similarity NPD5250 Approved
0.6881 Remote Similarity NPD5247 Approved
0.6881 Remote Similarity NPD5135 Approved
0.6881 Remote Similarity NPD5169 Approved

Structure

External Identifiers

PubChem CID   44575769
ChEMBL   CHEMBL486258
ZINC  

Physicochemical Properties

Molecular Weight:  512.39
ALogP:  3.0641
MLogP:  4.65
XLogP:  9.305
# Rotatable Bonds:  17
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  37

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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