Natural Product: NPC260319

Natural Product ID:  NPC260319
Common Name:   28,29-Di-Hydroxyfriedelan-3-One
IUPAC Name:   (4R,4aS,6aS,6aS,6bR,8aR,11R,12aS,14aS,14bS)-8a,11-bis(hydroxymethyl)-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
Synonyms:  
Molecular Formula:   C30H50O3
Standard InCHIKey:  ZMSNKXDPESNSSS-CUKXIHTOSA-N
Standard InCHI:  InChI=1S/C30H50O3/c1-20-21(33)7-8-22-26(20,3)10-9-23-27(22,4)12-13-29(6)24-17-25(2,18-31)11-15-30(24,19-32)16-14-28(23,29)5/h20,22-24,31-32H,7-19H2,1-6H3/t20-,22+,23-,24-,25+,26+,27-,28+,29-,30+/m0/s1
Canonical SMILES:  OC[C@]1(C)CC[C@]2([C@@H](C1)[C@]1(C)CC[C@@]3([C@@H]([C@]1(CC2)C)CC[C@]1([C@H]3CCC(=O)[C@@H]1C)C)C)CO
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
NPO30313 Maytenus diversifolia Species Celastraceae Eukaryota PMID[2095372]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota PMID[1375626]
NPO30313 Maytenus diversifolia Species Celastraceae Eukaryota Stems PMID[2095372]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens ED50 = 0.64 ug/ml 2095372
NPT24 Organism Human immunodeficiency virus 1 Human immunodeficiency virus 1 ED50 = 0.011 nM 1375626
NPT759 Cell Line H9 Homo sapiens IC50 = 15000 nM 1375626

  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 NPC260319 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 NPC180777
1.0 High Similarity NPC103647
1.0 High Similarity NPC2568
0.9545 High Similarity NPC290058
0.9403 High Similarity NPC477229
0.9403 High Similarity NPC68426
0.9403 High Similarity NPC282905
0.9265 High Similarity NPC130011
0.9265 High Similarity NPC168511
0.9265 High Similarity NPC159325
0.913 High Similarity NPC267753
0.9091 High Similarity NPC31187
0.9091 High Similarity NPC100917
0.9091 High Similarity NPC281203
0.9091 High Similarity NPC469724
0.9 High Similarity NPC108840
0.8841 High Similarity NPC81759
0.8806 High Similarity NPC474954
0.875 High Similarity NPC26029
0.8696 High Similarity NPC247195
0.8592 High Similarity NPC97534
0.8592 High Similarity NPC174964
0.8592 High Similarity NPC195155
0.8529 High Similarity NPC475977
0.8529 High Similarity NPC473225
0.8493 Intermediate Similarity NPC472608
0.8472 Intermediate Similarity NPC5767
0.8472 Intermediate Similarity NPC475742
0.8429 Intermediate Similarity NPC151018
0.8429 Intermediate Similarity NPC58057
0.8429 Intermediate Similarity NPC320549
0.8429 Intermediate Similarity NPC156277
0.8406 Intermediate Similarity NPC213178
0.8406 Intermediate Similarity NPC6120
0.8406 Intermediate Similarity NPC131892
0.8406 Intermediate Similarity NPC327728
0.8406 Intermediate Similarity NPC324607
0.8406 Intermediate Similarity NPC321732
0.84 Intermediate Similarity NPC50658
0.8356 Intermediate Similarity NPC221420
0.8356 Intermediate Similarity NPC23884
0.831 Intermediate Similarity NPC475230
0.831 Intermediate Similarity NPC232112
0.831 Intermediate Similarity NPC310766
0.8286 Intermediate Similarity NPC476731
0.8286 Intermediate Similarity NPC108131
0.8243 Intermediate Similarity NPC31031
0.8243 Intermediate Similarity NPC243594
0.8194 Intermediate Similarity NPC472854
0.8194 Intermediate Similarity NPC254340
0.8169 Intermediate Similarity NPC473267
0.8169 Intermediate Similarity NPC89310
0.8158 Intermediate Similarity NPC3915
0.8158 Intermediate Similarity NPC280781
0.8158 Intermediate Similarity NPC476071
0.8158 Intermediate Similarity NPC48756
0.8143 Intermediate Similarity NPC469941
0.8143 Intermediate Similarity NPC252032
0.8143 Intermediate Similarity NPC476734
0.8143 Intermediate Similarity NPC319671
0.8133 Intermediate Similarity NPC201459
0.8116 Intermediate Similarity NPC472984
0.8108 Intermediate Similarity NPC112463
0.8108 Intermediate Similarity NPC298168
0.8108 Intermediate Similarity NPC143133
0.8095 Intermediate Similarity NPC307063
0.8082 Intermediate Similarity NPC125767
0.8082 Intermediate Similarity NPC273366
0.8082 Intermediate Similarity NPC179858
0.8082 Intermediate Similarity NPC21220
0.8077 Intermediate Similarity NPC25037
0.8077 Intermediate Similarity NPC34984
0.8077 Intermediate Similarity NPC105895
0.806 Intermediate Similarity NPC290791
0.806 Intermediate Similarity NPC292419
0.8052 Intermediate Similarity NPC310989
0.8028 Intermediate Similarity NPC477929
0.8 Intermediate Similarity NPC478228
0.8 Intermediate Similarity NPC127798
0.7975 Intermediate Similarity NPC62572
0.7973 Intermediate Similarity NPC472487
0.7973 Intermediate Similarity NPC472486
0.7945 Intermediate Similarity NPC280026
0.7945 Intermediate Similarity NPC133922
0.7945 Intermediate Similarity NPC167702
0.7922 Intermediate Similarity NPC271572
0.7922 Intermediate Similarity NPC103754
0.7922 Intermediate Similarity NPC474484
0.7922 Intermediate Similarity NPC474870
0.7887 Intermediate Similarity NPC178541
0.7867 Intermediate Similarity NPC475031
0.7867 Intermediate Similarity NPC149249
0.7867 Intermediate Similarity NPC472746
0.7867 Intermediate Similarity NPC264602
0.7857 Intermediate Similarity NPC204233
0.7848 Intermediate Similarity NPC180834
0.7838 Intermediate Similarity NPC159789
0.7838 Intermediate Similarity NPC24014
0.7838 Intermediate Similarity NPC472311
0.7838 Intermediate Similarity NPC212733
0.7838 Intermediate Similarity NPC27349
0.7821 Intermediate Similarity NPC61107
0.7821 Intermediate Similarity NPC289486
0.7821 Intermediate Similarity NPC30583
0.7778 Intermediate Similarity NPC477850
0.7763 Intermediate Similarity NPC185465
0.775 Intermediate Similarity NPC274724
0.775 Intermediate Similarity NPC133954
0.7746 Intermediate Similarity NPC475893
0.7746 Intermediate Similarity NPC470956
0.7746 Intermediate Similarity NPC469987
0.7733 Intermediate Similarity NPC4209
0.7722 Intermediate Similarity NPC269684
0.7722 Intermediate Similarity NPC472743
0.7722 Intermediate Similarity NPC175410
0.7722 Intermediate Similarity NPC475726
0.7714 Intermediate Similarity NPC42060
0.7703 Intermediate Similarity NPC477930
0.7692 Intermediate Similarity NPC328264
0.7671 Intermediate Similarity NPC469940
0.7671 Intermediate Similarity NPC478227
0.7662 Intermediate Similarity NPC52951
0.7662 Intermediate Similarity NPC320144
0.7662 Intermediate Similarity NPC476812
0.7654 Intermediate Similarity NPC187545
0.7654 Intermediate Similarity NPC74363
0.7654 Intermediate Similarity NPC213412
0.7654 Intermediate Similarity NPC475862
0.7639 Intermediate Similarity NPC64466
0.7639 Intermediate Similarity NPC474962
0.7632 Intermediate Similarity NPC207010
0.7632 Intermediate Similarity NPC317913
0.7632 Intermediate Similarity NPC106078
0.7632 Intermediate Similarity NPC477918
0.7632 Intermediate Similarity NPC476811
0.7632 Intermediate Similarity NPC477919
0.7632 Intermediate Similarity NPC180199
0.7625 Intermediate Similarity NPC474482
0.7625 Intermediate Similarity NPC474233
0.7625 Intermediate Similarity NPC475745
0.7625 Intermediate Similarity NPC237938
0.7625 Intermediate Similarity NPC474996
0.7625 Intermediate Similarity NPC219535
0.7606 Intermediate Similarity NPC41542
0.7595 Intermediate Similarity NPC268040
0.7571 Intermediate Similarity NPC80463
0.7571 Intermediate Similarity NPC260116
0.7571 Intermediate Similarity NPC19311
0.7571 Intermediate Similarity NPC230047
0.7571 Intermediate Similarity NPC469791
0.7568 Intermediate Similarity NPC36310
0.7564 Intermediate Similarity NPC470609
0.7564 Intermediate Similarity NPC261616
0.7564 Intermediate Similarity NPC18955
0.7561 Intermediate Similarity NPC73064
0.7561 Intermediate Similarity NPC173089
0.7561 Intermediate Similarity NPC158141
0.7532 Intermediate Similarity NPC476810
0.7532 Intermediate Similarity NPC324700
0.7532 Intermediate Similarity NPC34046
0.7532 Intermediate Similarity NPC476732
0.7532 Intermediate Similarity NPC171426
0.7532 Intermediate Similarity NPC80089
0.7532 Intermediate Similarity NPC224802
0.7532 Intermediate Similarity NPC199965
0.7531 Intermediate Similarity NPC201655
0.7531 Intermediate Similarity NPC292553
0.75 Intermediate Similarity NPC477933
0.75 Intermediate Similarity NPC477932
0.75 Intermediate Similarity NPC472744
0.747 Intermediate Similarity NPC230387
0.747 Intermediate Similarity NPC474511
0.747 Intermediate Similarity NPC1753
0.7468 Intermediate Similarity NPC162632
0.7468 Intermediate Similarity NPC267691
0.7468 Intermediate Similarity NPC469745
0.7468 Intermediate Similarity NPC263272
0.7468 Intermediate Similarity NPC274050
0.7467 Intermediate Similarity NPC162164
0.7467 Intermediate Similarity NPC255168
0.7465 Intermediate Similarity NPC268736
0.7465 Intermediate Similarity NPC142712
0.7465 Intermediate Similarity NPC477931
0.7463 Intermediate Similarity NPC476735
0.7439 Intermediate Similarity NPC95594
0.7439 Intermediate Similarity NPC235341
0.7439 Intermediate Similarity NPC471737
0.7439 Intermediate Similarity NPC477579
0.7439 Intermediate Similarity NPC72638
0.7439 Intermediate Similarity NPC472738
0.7439 Intermediate Similarity NPC56588
0.7439 Intermediate Similarity NPC83242
0.7436 Intermediate Similarity NPC80891
0.7436 Intermediate Similarity NPC245029
0.7436 Intermediate Similarity NPC472310
0.7436 Intermediate Similarity NPC31302
0.7436 Intermediate Similarity NPC73013
0.7436 Intermediate Similarity NPC201276
0.7436 Intermediate Similarity NPC192744
0.7432 Intermediate Similarity NPC126642

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC260319 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
0.8551 High Similarity NPD4245 Approved
0.8551 High Similarity NPD4789 Approved
0.8551 High Similarity NPD4244 Approved
0.8429 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.8429 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD3698 Phase 2
0.8406 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.8406 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.8358 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD5360 Phase 3
0.8 Intermediate Similarity NPD5361 Clinical (unspecified phase)
0.7971 Intermediate Similarity NPD4224 Phase 2
0.7945 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD3703 Phase 2
0.7733 Intermediate Similarity NPD6117 Approved
0.7671 Intermediate Similarity NPD6081 Approved
0.7632 Intermediate Similarity NPD6116 Phase 1
0.7532 Intermediate Similarity NPD3671 Phase 1
0.7532 Intermediate Similarity NPD6697 Approved
0.7532 Intermediate Similarity NPD6115 Approved
0.7532 Intermediate Similarity NPD6118 Approved
0.7532 Intermediate Similarity NPD6114 Approved
0.7432 Intermediate Similarity NPD4758 Discontinued
0.7432 Intermediate Similarity NPD5777 Approved
0.7317 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD4788 Approved
0.7209 Intermediate Similarity NPD7515 Phase 2
0.7143 Intermediate Similarity NPD3702 Approved
0.7089 Intermediate Similarity NPD5364 Discontinued
0.6988 Remote Similarity NPD4786 Approved
0.6951 Remote Similarity NPD3667 Approved
0.6854 Remote Similarity NPD7748 Approved
0.6786 Remote Similarity NPD3666 Approved
0.6786 Remote Similarity NPD3133 Approved
0.6786 Remote Similarity NPD3665 Phase 1
0.6711 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3617 Approved
0.663 Remote Similarity NPD7902 Approved
0.6629 Remote Similarity NPD8035 Phase 2
0.6629 Remote Similarity NPD8034 Phase 2
0.6628 Remote Similarity NPD3618 Phase 1
0.6623 Remote Similarity NPD4787 Phase 1
0.6618 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6618 Remote Similarity NPD615 Clinical (unspecified phase)
0.6591 Remote Similarity NPD5328 Approved
0.6591 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6585 Remote Similarity NPD7645 Phase 2
0.6444 Remote Similarity NPD6079 Approved
0.6404 Remote Similarity NPD4753 Phase 2
0.6389 Remote Similarity NPD3198 Approved
0.6353 Remote Similarity NPD4223 Phase 3
0.6353 Remote Similarity NPD4221 Approved
0.6322 Remote Similarity NPD5329 Approved
0.631 Remote Similarity NPD4695 Discontinued
0.6304 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7900 Approved
0.6292 Remote Similarity NPD7513 Clinical (unspecified phase)
0.625 Remote Similarity NPD5279 Phase 3
0.6235 Remote Similarity NPD4692 Approved
0.6235 Remote Similarity NPD4139 Approved
0.6224 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6207 Remote Similarity NPD3668 Phase 3
0.6207 Remote Similarity NPD4197 Approved
0.6196 Remote Similarity NPD4202 Approved
0.6196 Remote Similarity NPD6399 Phase 3
0.617 Remote Similarity NPD7614 Phase 1
0.6154 Remote Similarity NPD6705 Phase 1
0.6118 Remote Similarity NPD6928 Phase 2
0.6105 Remote Similarity NPD6084 Phase 2
0.6105 Remote Similarity NPD6083 Phase 2
0.6067 Remote Similarity NPD7146 Approved
0.6067 Remote Similarity NPD4690 Approved
0.6067 Remote Similarity NPD4138 Approved
0.6067 Remote Similarity NPD5330 Approved
0.6067 Remote Similarity NPD4689 Approved
0.6067 Remote Similarity NPD5205 Approved
0.6067 Remote Similarity NPD4688 Approved
0.6067 Remote Similarity NPD7521 Approved
0.6067 Remote Similarity NPD6409 Approved
0.6067 Remote Similarity NPD4623 Approved
0.6067 Remote Similarity NPD6684 Approved
0.6067 Remote Similarity NPD4519 Discontinued
0.6067 Remote Similarity NPD4693 Phase 3
0.6067 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6067 Remote Similarity NPD7334 Approved
0.6064 Remote Similarity NPD4629 Approved
0.6064 Remote Similarity NPD5210 Approved
0.6061 Remote Similarity NPD385 Approved
0.6061 Remote Similarity NPD384 Approved
0.6053 Remote Similarity NPD7909 Approved
0.6 Remote Similarity NPD5222 Approved
0.6 Remote Similarity NPD4697 Phase 3
0.6 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6 Remote Similarity NPD6920 Discontinued
0.6 Remote Similarity NPD5221 Approved
0.5979 Remote Similarity NPD8418 Phase 2
0.5938 Remote Similarity NPD5173 Approved
0.5938 Remote Similarity NPD4755 Approved
0.5934 Remote Similarity NPD6903 Approved
0.5934 Remote Similarity NPD6672 Approved
0.5934 Remote Similarity NPD5737 Approved
0.593 Remote Similarity NPD7525 Registered
0.5909 Remote Similarity NPD634 Phase 3
0.5904 Remote Similarity NPD6942 Approved
0.5904 Remote Similarity NPD7339 Approved
0.5889 Remote Similarity NPD5690 Phase 2
0.5889 Remote Similarity NPD5280 Approved
0.5889 Remote Similarity NPD4694 Approved
0.5882 Remote Similarity NPD4776 Phase 2
0.5882 Remote Similarity NPD4777 Suspended
0.5882 Remote Similarity NPD6415 Discontinued
0.5875 Remote Similarity NPD3725 Approved
0.5875 Remote Similarity NPD3726 Approved
0.5857 Remote Similarity NPD3186 Phase 1
0.5833 Remote Similarity NPD7732 Phase 3
0.5833 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5825 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5816 Remote Similarity NPD4700 Approved
0.5816 Remote Similarity NPD5285 Approved
0.5816 Remote Similarity NPD5286 Approved
0.5816 Remote Similarity NPD4696 Approved
0.5784 Remote Similarity NPD6412 Phase 2
0.5769 Remote Similarity NPD7341 Phase 2
0.5758 Remote Similarity NPD5223 Approved
0.5729 Remote Similarity NPD5695 Phase 3
0.5714 Remote Similarity NPD7638 Approved
0.5714 Remote Similarity NPD5696 Approved
0.5714 Remote Similarity NPD6098 Approved
0.57 Remote Similarity NPD5224 Approved
0.57 Remote Similarity NPD5211 Phase 2
0.57 Remote Similarity NPD4633 Approved
0.57 Remote Similarity NPD5226 Approved
0.57 Remote Similarity NPD5225 Approved
0.5686 Remote Similarity NPD5739 Approved
0.5686 Remote Similarity NPD6402 Approved
0.5686 Remote Similarity NPD6675 Approved
0.5686 Remote Similarity NPD7128 Approved
0.5682 Remote Similarity NPD8028 Phase 2
0.5679 Remote Similarity NPD4137 Phase 3
0.5672 Remote Similarity NPD386 Approved
0.5672 Remote Similarity NPD388 Approved
0.5657 Remote Similarity NPD7639 Approved
0.5657 Remote Similarity NPD7640 Approved
0.5652 Remote Similarity NPD3573 Approved
0.5644 Remote Similarity NPD4754 Approved
0.5644 Remote Similarity NPD5175 Approved
0.5644 Remote Similarity NPD5174 Approved
0.5632 Remote Similarity NPD4195 Approved
0.561 Remote Similarity NPD4747 Approved
0.561 Remote Similarity NPD4691 Approved
0.5607 Remote Similarity NPD8133 Approved

Structure

External Identifiers

PubChem CID   21636460
ChEMBL   CHEMBL516147
ZINC  

Physicochemical Properties

Molecular Weight:  458.38
ALogP:  1.0361
MLogP:  4.43
XLogP:  8.239
# Rotatable Bonds:  10
Polar Surface Area:  57.53
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  33

Download Data

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