Natural Product: NPC290058

Natural Product ID:  NPC290058
Common Name:   28-Hydroxyfriedelane-1,3-Dione
IUPAC Name:   (4R,4aR,6aS,6aS,6bR,8aS,12aS,14aR,14bS)-8a-(hydroxymethyl)-4,4a,6a,6b,11,11,14a-heptamethyl-5,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-4H-picene-1,3-dione
Synonyms:  
Molecular Formula:   C30H48O3
Standard InCHIKey:  XTCGSNZDWBNNPC-WIXRYLSGSA-N
Standard InCHI:  InChI=1S/C30H48O3/c1-19-20(32)16-21(33)24-26(19,4)9-8-22-27(24,5)11-12-29(7)23-17-25(2,3)10-14-30(23,18-31)15-13-28(22,29)6/h19,22-24,31H,8-18H2,1-7H3/t19-,22-,23-,24+,26+,27+,28+,29-,30+/m0/s1
Canonical SMILES:  OC[C@@]12CCC(C[C@H]2[C@]2([C@@](CC1)(C)[C@H]1CC[C@]3([C@H]([C@@]1(CC2)C)C(=O)CC(=O)[C@@H]3C)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
NPO4568 Crossopetalum lobatum Species Celastraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 > 10000 ug/ml 9461656
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 ug/ml 9461656
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000 ug/ml 9461656
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 > 10000 ug/ml 9461656
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 = 12000 ug/ml 9461656

  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 NPC290058 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
0.9545 High Similarity NPC2568
0.9545 High Similarity NPC103647
0.9545 High Similarity NPC260319
0.9545 High Similarity NPC180777
0.9 High Similarity NPC477229
0.9 High Similarity NPC68426
0.9 High Similarity NPC282905
0.8873 High Similarity NPC130011
0.8873 High Similarity NPC159325
0.8873 High Similarity NPC168511
0.875 High Similarity NPC267753
0.8696 High Similarity NPC100917
0.8696 High Similarity NPC469724
0.8696 High Similarity NPC31187
0.8696 High Similarity NPC281203
0.863 High Similarity NPC108840
0.8472 Intermediate Similarity NPC81759
0.8429 Intermediate Similarity NPC474954
0.84 Intermediate Similarity NPC26029
0.8333 Intermediate Similarity NPC247195
0.8243 Intermediate Similarity NPC174964
0.8243 Intermediate Similarity NPC195155
0.8243 Intermediate Similarity NPC97534
0.8182 Intermediate Similarity NPC127798
0.8169 Intermediate Similarity NPC473225
0.8169 Intermediate Similarity NPC475977
0.8158 Intermediate Similarity NPC472608
0.8133 Intermediate Similarity NPC475742
0.8133 Intermediate Similarity NPC5767
0.8125 Intermediate Similarity NPC62572
0.8108 Intermediate Similarity NPC133922
0.8082 Intermediate Similarity NPC320549
0.8082 Intermediate Similarity NPC58057
0.8082 Intermediate Similarity NPC151018
0.8082 Intermediate Similarity NPC156277
0.8077 Intermediate Similarity NPC50658
0.8056 Intermediate Similarity NPC324607
0.8056 Intermediate Similarity NPC321732
0.8056 Intermediate Similarity NPC327728
0.8056 Intermediate Similarity NPC131892
0.8056 Intermediate Similarity NPC6120
0.8056 Intermediate Similarity NPC213178
0.8026 Intermediate Similarity NPC23884
0.8026 Intermediate Similarity NPC221420
0.8 Intermediate Similarity NPC472311
0.7975 Intermediate Similarity NPC30583
0.7973 Intermediate Similarity NPC232112
0.7973 Intermediate Similarity NPC310766
0.7973 Intermediate Similarity NPC475230
0.7945 Intermediate Similarity NPC476731
0.7945 Intermediate Similarity NPC108131
0.7922 Intermediate Similarity NPC31031
0.7922 Intermediate Similarity NPC243594
0.7917 Intermediate Similarity NPC470956
0.7867 Intermediate Similarity NPC254340
0.7867 Intermediate Similarity NPC472854
0.7848 Intermediate Similarity NPC3915
0.7848 Intermediate Similarity NPC476071
0.7848 Intermediate Similarity NPC280781
0.7848 Intermediate Similarity NPC48756
0.7838 Intermediate Similarity NPC473267
0.7838 Intermediate Similarity NPC89310
0.7821 Intermediate Similarity NPC201459
0.7808 Intermediate Similarity NPC476734
0.7808 Intermediate Similarity NPC252032
0.7808 Intermediate Similarity NPC469941
0.7808 Intermediate Similarity NPC319671
0.7792 Intermediate Similarity NPC143133
0.7792 Intermediate Similarity NPC112463
0.7792 Intermediate Similarity NPC298168
0.7778 Intermediate Similarity NPC34984
0.7778 Intermediate Similarity NPC25037
0.7778 Intermediate Similarity NPC472984
0.7778 Intermediate Similarity NPC105895
0.7763 Intermediate Similarity NPC125767
0.7763 Intermediate Similarity NPC273366
0.7763 Intermediate Similarity NPC21220
0.7763 Intermediate Similarity NPC179858
0.775 Intermediate Similarity NPC310989
0.7746 Intermediate Similarity NPC469791
0.7727 Intermediate Similarity NPC307063
0.7714 Intermediate Similarity NPC292419
0.7714 Intermediate Similarity NPC290791
0.7703 Intermediate Similarity NPC477929
0.7671 Intermediate Similarity NPC478228
0.7662 Intermediate Similarity NPC472486
0.7662 Intermediate Similarity NPC472487
0.7632 Intermediate Similarity NPC280026
0.7632 Intermediate Similarity NPC167702
0.7625 Intermediate Similarity NPC103754
0.7625 Intermediate Similarity NPC474870
0.7625 Intermediate Similarity NPC271572
0.7625 Intermediate Similarity NPC474484
0.76 Intermediate Similarity NPC472309
0.7595 Intermediate Similarity NPC472310
0.7568 Intermediate Similarity NPC178541
0.7564 Intermediate Similarity NPC472746
0.7564 Intermediate Similarity NPC149249
0.7564 Intermediate Similarity NPC264602
0.7564 Intermediate Similarity NPC475031
0.7561 Intermediate Similarity NPC180834
0.7534 Intermediate Similarity NPC204233
0.7532 Intermediate Similarity NPC212733
0.7532 Intermediate Similarity NPC159789
0.7532 Intermediate Similarity NPC27349
0.7532 Intermediate Similarity NPC24014
0.7531 Intermediate Similarity NPC61107
0.7531 Intermediate Similarity NPC289486
0.7531 Intermediate Similarity NPC328007
0.7471 Intermediate Similarity NPC472147
0.7471 Intermediate Similarity NPC472148
0.747 Intermediate Similarity NPC133954
0.747 Intermediate Similarity NPC274724
0.7468 Intermediate Similarity NPC185465
0.7467 Intermediate Similarity NPC477850
0.7439 Intermediate Similarity NPC269684
0.7439 Intermediate Similarity NPC472743
0.7439 Intermediate Similarity NPC475726
0.7439 Intermediate Similarity NPC175410
0.7436 Intermediate Similarity NPC4209
0.7432 Intermediate Similarity NPC475893
0.7432 Intermediate Similarity NPC469987
0.7407 Intermediate Similarity NPC328264
0.7403 Intermediate Similarity NPC477930
0.7397 Intermediate Similarity NPC42060
0.7381 Intermediate Similarity NPC74363
0.7381 Intermediate Similarity NPC187545
0.7381 Intermediate Similarity NPC213412
0.7381 Intermediate Similarity NPC475862
0.7381 Intermediate Similarity NPC471737
0.7381 Intermediate Similarity NPC158393
0.7375 Intermediate Similarity NPC320144
0.7375 Intermediate Similarity NPC476812
0.7375 Intermediate Similarity NPC52951
0.7368 Intermediate Similarity NPC478227
0.7368 Intermediate Similarity NPC469940
0.7349 Intermediate Similarity NPC474233
0.7349 Intermediate Similarity NPC474996
0.7349 Intermediate Similarity NPC474482
0.7349 Intermediate Similarity NPC219535
0.7349 Intermediate Similarity NPC475745
0.7349 Intermediate Similarity NPC237938
0.7342 Intermediate Similarity NPC477919
0.7342 Intermediate Similarity NPC476811
0.7342 Intermediate Similarity NPC180199
0.7342 Intermediate Similarity NPC106078
0.7342 Intermediate Similarity NPC207010
0.7342 Intermediate Similarity NPC477918
0.7342 Intermediate Similarity NPC317913
0.7333 Intermediate Similarity NPC474962
0.7333 Intermediate Similarity NPC64466
0.7317 Intermediate Similarity NPC268040
0.7297 Intermediate Similarity NPC41542
0.7294 Intermediate Similarity NPC158141
0.7294 Intermediate Similarity NPC73064
0.7294 Intermediate Similarity NPC173089
0.7284 Intermediate Similarity NPC470609
0.7284 Intermediate Similarity NPC261616
0.7284 Intermediate Similarity NPC18955
0.7273 Intermediate Similarity NPC36310
0.7262 Intermediate Similarity NPC201655
0.7262 Intermediate Similarity NPC292553
0.726 Intermediate Similarity NPC80463
0.726 Intermediate Similarity NPC260116
0.726 Intermediate Similarity NPC19311
0.726 Intermediate Similarity NPC230047
0.725 Intermediate Similarity NPC476810
0.725 Intermediate Similarity NPC80089
0.725 Intermediate Similarity NPC171426
0.725 Intermediate Similarity NPC324700
0.725 Intermediate Similarity NPC199965
0.725 Intermediate Similarity NPC224802
0.725 Intermediate Similarity NPC476732
0.725 Intermediate Similarity NPC34046
0.7241 Intermediate Similarity NPC252737
0.7229 Intermediate Similarity NPC472744
0.7215 Intermediate Similarity NPC477932
0.7215 Intermediate Similarity NPC477933
0.7209 Intermediate Similarity NPC474474
0.7209 Intermediate Similarity NPC474511
0.7209 Intermediate Similarity NPC230387
0.7209 Intermediate Similarity NPC1753
0.7195 Intermediate Similarity NPC267691
0.7195 Intermediate Similarity NPC274050
0.7195 Intermediate Similarity NPC162632
0.7195 Intermediate Similarity NPC469745
0.7195 Intermediate Similarity NPC263272
0.7179 Intermediate Similarity NPC255168
0.7179 Intermediate Similarity NPC162164
0.7176 Intermediate Similarity NPC248216
0.7176 Intermediate Similarity NPC83242
0.7176 Intermediate Similarity NPC120395
0.7176 Intermediate Similarity NPC472738
0.7176 Intermediate Similarity NPC56588
0.7176 Intermediate Similarity NPC72638
0.7176 Intermediate Similarity NPC477579
0.7176 Intermediate Similarity NPC235341
0.7176 Intermediate Similarity NPC95594
0.7162 Intermediate Similarity NPC268736
0.7162 Intermediate Similarity NPC142712

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC290058 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
0.8194 Intermediate Similarity NPD4244 Approved
0.8194 Intermediate Similarity NPD4789 Approved
0.8194 Intermediate Similarity NPD4245 Approved
0.8082 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8082 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD3698 Phase 2
0.8056 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD6081 Approved
0.7671 Intermediate Similarity NPD5360 Phase 3
0.7671 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7639 Intermediate Similarity NPD4224 Phase 2
0.7632 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD3703 Phase 2
0.7436 Intermediate Similarity NPD6117 Approved
0.7342 Intermediate Similarity NPD6116 Phase 1
0.725 Intermediate Similarity NPD6115 Approved
0.725 Intermediate Similarity NPD6697 Approved
0.725 Intermediate Similarity NPD6114 Approved
0.725 Intermediate Similarity NPD6118 Approved
0.725 Intermediate Similarity NPD3671 Phase 1
0.7143 Intermediate Similarity NPD5777 Approved
0.7143 Intermediate Similarity NPD4758 Discontinued
0.7059 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD4788 Approved
0.6966 Remote Similarity NPD7515 Phase 2
0.6875 Remote Similarity NPD3702 Approved
0.6829 Remote Similarity NPD5364 Discontinued
0.6744 Remote Similarity NPD4786 Approved
0.6706 Remote Similarity NPD3667 Approved
0.663 Remote Similarity NPD7748 Approved
0.6552 Remote Similarity NPD3666 Approved
0.6552 Remote Similarity NPD3133 Approved
0.6552 Remote Similarity NPD3665 Phase 1
0.6456 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3617 Approved
0.6421 Remote Similarity NPD7902 Approved
0.6413 Remote Similarity NPD8034 Phase 2
0.6413 Remote Similarity NPD8035 Phase 2
0.6404 Remote Similarity NPD3618 Phase 1
0.6375 Remote Similarity NPD4787 Phase 1
0.6374 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6374 Remote Similarity NPD5328 Approved
0.6353 Remote Similarity NPD7645 Phase 2
0.6338 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6338 Remote Similarity NPD615 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7614 Phase 1
0.6237 Remote Similarity NPD6079 Approved
0.6211 Remote Similarity NPD5210 Approved
0.6211 Remote Similarity NPD4629 Approved
0.6196 Remote Similarity NPD4753 Phase 2
0.6139 Remote Similarity NPD6920 Discontinued
0.6136 Remote Similarity NPD4223 Phase 3
0.6136 Remote Similarity NPD4221 Approved
0.6133 Remote Similarity NPD3198 Approved
0.6111 Remote Similarity NPD5329 Approved
0.6105 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6105 Remote Similarity NPD7900 Approved
0.6092 Remote Similarity NPD4695 Discontinued
0.6087 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6044 Remote Similarity NPD5279 Phase 3
0.604 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6026 Remote Similarity NPD7909 Approved
0.6023 Remote Similarity NPD4692 Approved
0.6023 Remote Similarity NPD4139 Approved
0.6 Remote Similarity NPD4197 Approved
0.6 Remote Similarity NPD4202 Approved
0.6 Remote Similarity NPD3668 Phase 3
0.6 Remote Similarity NPD6399 Phase 3
0.5979 Remote Similarity NPD7732 Phase 3
0.5926 Remote Similarity NPD6705 Phase 1
0.5918 Remote Similarity NPD6084 Phase 2
0.5918 Remote Similarity NPD6083 Phase 2
0.5909 Remote Similarity NPD6928 Phase 2
0.587 Remote Similarity NPD4138 Approved
0.587 Remote Similarity NPD3574 Clinical (unspecified phase)
0.587 Remote Similarity NPD6684 Approved
0.587 Remote Similarity NPD5330 Approved
0.587 Remote Similarity NPD4688 Approved
0.587 Remote Similarity NPD7146 Approved
0.587 Remote Similarity NPD4690 Approved
0.587 Remote Similarity NPD6409 Approved
0.587 Remote Similarity NPD4693 Phase 3
0.587 Remote Similarity NPD4519 Discontinued
0.587 Remote Similarity NPD4623 Approved
0.587 Remote Similarity NPD7334 Approved
0.587 Remote Similarity NPD5205 Approved
0.587 Remote Similarity NPD4689 Approved
0.587 Remote Similarity NPD7521 Approved
0.5859 Remote Similarity NPD5696 Approved
0.5816 Remote Similarity NPD4697 Phase 3
0.5816 Remote Similarity NPD5221 Approved
0.5816 Remote Similarity NPD5222 Approved
0.5816 Remote Similarity NPD5220 Clinical (unspecified phase)
0.58 Remote Similarity NPD8418 Phase 2
0.5797 Remote Similarity NPD385 Approved
0.5797 Remote Similarity NPD384 Approved
0.5758 Remote Similarity NPD4755 Approved
0.5758 Remote Similarity NPD5173 Approved
0.5745 Remote Similarity NPD6672 Approved
0.5745 Remote Similarity NPD6903 Approved
0.5745 Remote Similarity NPD5737 Approved
0.573 Remote Similarity NPD7525 Registered
0.5714 Remote Similarity NPD6415 Discontinued
0.5699 Remote Similarity NPD4694 Approved
0.5699 Remote Similarity NPD5280 Approved
0.5699 Remote Similarity NPD5690 Phase 2
0.5698 Remote Similarity NPD6942 Approved
0.5698 Remote Similarity NPD7339 Approved
0.5682 Remote Similarity NPD4776 Phase 2
0.5682 Remote Similarity NPD4777 Suspended
0.5663 Remote Similarity NPD3726 Approved
0.5663 Remote Similarity NPD3725 Approved
0.566 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5652 Remote Similarity NPD634 Phase 3
0.5644 Remote Similarity NPD4700 Approved
0.5644 Remote Similarity NPD5286 Approved
0.5644 Remote Similarity NPD5285 Approved
0.5644 Remote Similarity NPD4696 Approved
0.5632 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5619 Remote Similarity NPD6412 Phase 2
0.5616 Remote Similarity NPD3186 Phase 1

Structure

External Identifiers

PubChem CID   10389369
ChEMBL   CHEMBL464094
ZINC  

Physicochemical Properties

Molecular Weight:  456.36
ALogP:  1.5936
MLogP:  4.43
XLogP:  8.75
# Rotatable Bonds:  9
Polar Surface Area:  54.37
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  33

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Similar NPs/Drugs