Natural Product: NPC476327

Natural Product ID:  NPC476327
Common Name:   3Beta,6Beta,24-Trihydroxyurs-12-En-27-Oic Acid
IUPAC Name:   (1S,2R,4aR,6aR,6aR,6bR,8R,8aR,9S,10S,12aR,14bR)-8,10-dihydroxy-9-(hydroxymethyl)-1,2,4a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
Synonyms:  
Molecular Formula:   C30H48O5
Standard InCHIKey:  FXCKOZDDEQAWKG-ZSEBJGOOSA-N
Standard InCHI:  InChI=1S/C30H48O5/c1-17-9-11-26(3)13-14-30(25(34)35)19(23(26)18(17)2)7-8-21-27(4)12-10-22(33)28(5,16-31)24(27)20(32)15-29(21,30)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21-,22+,23+,24-,26-,27-,28+,29-,30-/m1/s1
Canonical SMILES:  OC[C@@]1(C)[C@@H](O)CC[C@]2([C@H]1[C@H](O)C[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2[C@@H](C)[C@@H](CC1)C)C)C(=O)O)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
NPO6947 Astilbe chinensis Species Saxifragaceae Eukaryota Rhizomes PMID[19585998]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 10514329
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 23891163
NPT788 Cell Line SNU1 Homo sapiens IC50 > 10000 nM 8984156
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 11421737
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 17512741

  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 NPC476327 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 NPC476318
0.9888 High Similarity NPC473240
0.967 High Similarity NPC189880
0.9565 High Similarity NPC260149
0.9565 High Similarity NPC58942
0.9556 High Similarity NPC159365
0.9444 High Similarity NPC229281
0.9438 High Similarity NPC126369
0.9438 High Similarity NPC130278
0.9438 High Similarity NPC470589
0.9438 High Similarity NPC111110
0.9348 High Similarity NPC307282
0.9348 High Similarity NPC305464
0.9348 High Similarity NPC19376
0.9348 High Similarity NPC25848
0.9341 High Similarity NPC114159
0.9341 High Similarity NPC191412
0.9341 High Similarity NPC6818
0.9333 High Similarity NPC187722
0.9333 High Similarity NPC475708
0.9326 High Similarity NPC127689
0.9326 High Similarity NPC25906
0.9326 High Similarity NPC234346
0.9326 High Similarity NPC274330
0.9326 High Similarity NPC64872
0.9326 High Similarity NPC293048
0.9326 High Similarity NPC198664
0.9326 High Similarity NPC290972
0.9326 High Similarity NPC121798
0.9326 High Similarity NPC263393
0.9326 High Similarity NPC130520
0.9326 High Similarity NPC59263
0.9326 High Similarity NPC61543
0.9326 High Similarity NPC143232
0.9326 High Similarity NPC225585
0.9326 High Similarity NPC270768
0.9247 High Similarity NPC43686
0.9239 High Similarity NPC139570
0.9231 High Similarity NPC158059
0.9231 High Similarity NPC118519
0.9231 High Similarity NPC202728
0.9222 High Similarity NPC120968
0.9222 High Similarity NPC477872
0.9222 High Similarity NPC7260
0.9222 High Similarity NPC18872
0.9222 High Similarity NPC227467
0.9222 High Similarity NPC273621
0.9222 High Similarity NPC290614
0.9222 High Similarity NPC210037
0.9213 High Similarity NPC17733
0.9213 High Similarity NPC182797
0.9213 High Similarity NPC474512
0.9213 High Similarity NPC473242
0.9213 High Similarity NPC52169
0.9213 High Similarity NPC470629
0.9213 High Similarity NPC290690
0.9213 High Similarity NPC181225
0.9158 High Similarity NPC256247
0.9158 High Similarity NPC118964
0.9149 High Similarity NPC475876
0.914 High Similarity NPC73004
0.914 High Similarity NPC116457
0.914 High Similarity NPC132824
0.914 High Similarity NPC173744
0.914 High Similarity NPC204961
0.913 High Similarity NPC32407
0.913 High Similarity NPC231063
0.913 High Similarity NPC145667
0.913 High Similarity NPC88116
0.913 High Similarity NPC299996
0.913 High Similarity NPC474529
0.913 High Similarity NPC282395
0.913 High Similarity NPC20235
0.913 High Similarity NPC263548
0.9121 High Similarity NPC966
0.9121 High Similarity NPC324341
0.9121 High Similarity NPC38754
0.9121 High Similarity NPC282616
0.9121 High Similarity NPC105189
0.9121 High Similarity NPC288833
0.9121 High Similarity NPC155120
0.9121 High Similarity NPC228784
0.9111 High Similarity NPC470588
0.9101 High Similarity NPC102683
0.9101 High Similarity NPC88716
0.9101 High Similarity NPC51700
0.9101 High Similarity NPC98442
0.9101 High Similarity NPC130577
0.9101 High Similarity NPC242468
0.9101 High Similarity NPC68160
0.9101 High Similarity NPC171203
0.9101 High Similarity NPC18064
0.9101 High Similarity NPC293564
0.9101 High Similarity NPC307426
0.9101 High Similarity NPC142415
0.9043 High Similarity NPC476878
0.9043 High Similarity NPC9613
0.9043 High Similarity NPC476879
0.9043 High Similarity NPC247139
0.9032 High Similarity NPC32118
0.9032 High Similarity NPC96916
0.9032 High Similarity NPC474727
0.9022 High Similarity NPC118490
0.9022 High Similarity NPC86368
0.9011 High Similarity NPC193750
0.9011 High Similarity NPC86372
0.9011 High Similarity NPC474728
0.9011 High Similarity NPC172361
0.9011 High Similarity NPC291028
0.9 High Similarity NPC246708
0.9 High Similarity NPC40552
0.8989 High Similarity NPC72638
0.8947 High Similarity NPC111214
0.8947 High Similarity NPC174663
0.8947 High Similarity NPC271614
0.8947 High Similarity NPC29765
0.8936 High Similarity NPC327179
0.8936 High Similarity NPC158371
0.8936 High Similarity NPC259733
0.8936 High Similarity NPC62516
0.8936 High Similarity NPC157113
0.8936 High Similarity NPC207922
0.8936 High Similarity NPC201657
0.8925 High Similarity NPC222047
0.8925 High Similarity NPC80365
0.8925 High Similarity NPC209868
0.8913 High Similarity NPC158030
0.8913 High Similarity NPC6255
0.8913 High Similarity NPC471588
0.8913 High Similarity NPC71074
0.8913 High Similarity NPC285184
0.8913 High Similarity NPC233455
0.8913 High Similarity NPC25299
0.8913 High Similarity NPC470590
0.8913 High Similarity NPC300351
0.8913 High Similarity NPC77099
0.8913 High Similarity NPC52021
0.8913 High Similarity NPC65120
0.8913 High Similarity NPC84319
0.8913 High Similarity NPC472149
0.8913 High Similarity NPC235884
0.8913 High Similarity NPC4036
0.8913 High Similarity NPC306541
0.8913 High Similarity NPC474525
0.8913 High Similarity NPC145067
0.8913 High Similarity NPC60755
0.8901 High Similarity NPC95246
0.8901 High Similarity NPC474972
0.8901 High Similarity NPC474686
0.8901 High Similarity NPC161751
0.8889 High Similarity NPC71507
0.8878 High Similarity NPC475036
0.8854 High Similarity NPC35239
0.8842 High Similarity NPC187933
0.8842 High Similarity NPC106112
0.8842 High Similarity NPC261935
0.8842 High Similarity NPC259788
0.8842 High Similarity NPC255589
0.883 High Similarity NPC148523
0.883 High Similarity NPC266899
0.883 High Similarity NPC195715
0.883 High Similarity NPC83693
0.8817 High Similarity NPC474806
0.8817 High Similarity NPC295643
0.8817 High Similarity NPC214756
0.8817 High Similarity NPC275809
0.8817 High Similarity NPC74855
0.8817 High Similarity NPC272075
0.8817 High Similarity NPC298554
0.8817 High Similarity NPC133579
0.8817 High Similarity NPC136313
0.8817 High Similarity NPC307335
0.8804 High Similarity NPC46441
0.8804 High Similarity NPC120840
0.8804 High Similarity NPC49320
0.8804 High Similarity NPC113989
0.8778 High Similarity NPC213412
0.875 High Similarity NPC164349
0.8737 High Similarity NPC88847
0.8737 High Similarity NPC98874
0.8723 High Similarity NPC91010
0.8723 High Similarity NPC78580
0.8723 High Similarity NPC23621
0.8723 High Similarity NPC148964
0.8723 High Similarity NPC87095
0.8723 High Similarity NPC184006
0.8723 High Similarity NPC60692
0.871 High Similarity NPC301244
0.871 High Similarity NPC235704
0.8696 High Similarity NPC30522
0.8696 High Similarity NPC69627
0.8687 High Similarity NPC284865
0.8681 High Similarity NPC73064
0.8667 High Similarity NPC133954
0.866 High Similarity NPC476195
0.8646 High Similarity NPC158347
0.8646 High Similarity NPC190554
0.8632 High Similarity NPC198245
0.8632 High Similarity NPC290481
0.8632 High Similarity NPC23241

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476327 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
0.8913 High Similarity NPD7515 Phase 2
0.8526 High Similarity NPD7748 Approved
0.8454 Intermediate Similarity NPD7902 Approved
0.8144 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD7900 Approved
0.8065 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7645 Phase 2
0.7917 Intermediate Similarity NPD5328 Approved
0.7885 Intermediate Similarity NPD6402 Approved
0.7885 Intermediate Similarity NPD5739 Approved
0.7885 Intermediate Similarity NPD7128 Approved
0.7885 Intermediate Similarity NPD6675 Approved
0.7857 Intermediate Similarity NPD6399 Phase 3
0.7818 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7766 Intermediate Similarity NPD4786 Approved
0.7755 Intermediate Similarity NPD6079 Approved
0.7755 Intermediate Similarity NPD8035 Phase 2
0.7755 Intermediate Similarity NPD6411 Approved
0.7755 Intermediate Similarity NPD8034 Phase 2
0.7742 Intermediate Similarity NPD3667 Approved
0.7736 Intermediate Similarity NPD6899 Approved
0.7736 Intermediate Similarity NPD7320 Approved
0.7736 Intermediate Similarity NPD6881 Approved
0.7723 Intermediate Similarity NPD4755 Approved
0.7719 Intermediate Similarity NPD8328 Phase 3
0.7664 Intermediate Similarity NPD6372 Approved
0.7664 Intermediate Similarity NPD6373 Approved
0.7647 Intermediate Similarity NPD7638 Approved
0.7642 Intermediate Similarity NPD5697 Approved
0.7642 Intermediate Similarity NPD5701 Approved
0.7604 Intermediate Similarity NPD3618 Phase 1
0.7593 Intermediate Similarity NPD7290 Approved
0.7593 Intermediate Similarity NPD7102 Approved
0.7593 Intermediate Similarity NPD6883 Approved
0.7573 Intermediate Similarity NPD7640 Approved
0.7573 Intermediate Similarity NPD7639 Approved
0.7573 Intermediate Similarity NPD5285 Approved
0.7573 Intermediate Similarity NPD5286 Approved
0.7573 Intermediate Similarity NPD4700 Approved
0.7573 Intermediate Similarity NPD4696 Approved
0.7551 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD6101 Approved
0.7523 Intermediate Similarity NPD8130 Phase 1
0.7523 Intermediate Similarity NPD6617 Approved
0.7523 Intermediate Similarity NPD6869 Approved
0.7523 Intermediate Similarity NPD6650 Approved
0.7523 Intermediate Similarity NPD6649 Approved
0.7523 Intermediate Similarity NPD6847 Approved
0.75 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5779 Approved
0.75 Intermediate Similarity NPD5778 Approved
0.75 Intermediate Similarity NPD6013 Approved
0.75 Intermediate Similarity NPD6012 Approved
0.75 Intermediate Similarity NPD6014 Approved
0.7455 Intermediate Similarity NPD8297 Approved
0.7455 Intermediate Similarity NPD6882 Approved
0.7451 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5222 Approved
0.7451 Intermediate Similarity NPD5221 Approved
0.7451 Intermediate Similarity NPD4697 Phase 3
0.7429 Intermediate Similarity NPD4633 Approved
0.7429 Intermediate Similarity NPD5225 Approved
0.7429 Intermediate Similarity NPD5224 Approved
0.7429 Intermediate Similarity NPD5226 Approved
0.7429 Intermediate Similarity NPD5211 Phase 2
0.7407 Intermediate Similarity NPD6011 Approved
0.7387 Intermediate Similarity NPD4632 Approved
0.7383 Intermediate Similarity NPD6008 Approved
0.7379 Intermediate Similarity NPD5173 Approved
0.7364 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD5175 Approved
0.7358 Intermediate Similarity NPD5174 Approved
0.7347 Intermediate Similarity NPD3573 Approved
0.734 Intermediate Similarity NPD7525 Registered
0.7333 Intermediate Similarity NPD5223 Approved
0.7327 Intermediate Similarity NPD4202 Approved
0.7312 Intermediate Similarity NPD6118 Approved
0.7312 Intermediate Similarity NPD6115 Approved
0.7312 Intermediate Similarity NPD6114 Approved
0.7312 Intermediate Similarity NPD6697 Approved
0.729 Intermediate Similarity NPD5141 Approved
0.7273 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4634 Approved
0.7222 Intermediate Similarity NPD4768 Approved
0.7222 Intermediate Similarity NPD4767 Approved
0.7216 Intermediate Similarity NPD3665 Phase 1
0.7216 Intermediate Similarity NPD3666 Approved
0.7216 Intermediate Similarity NPD3668 Phase 3
0.7216 Intermediate Similarity NPD3133 Approved
0.7212 Intermediate Similarity NPD6084 Phase 2
0.7212 Intermediate Similarity NPD6083 Phase 2
0.7204 Intermediate Similarity NPD6116 Phase 1
0.7196 Intermediate Similarity NPD4754 Approved
0.7193 Intermediate Similarity NPD6009 Approved
0.7167 Intermediate Similarity NPD7736 Approved
0.7156 Intermediate Similarity NPD6412 Phase 2
0.7155 Intermediate Similarity NPD6319 Approved
0.7143 Intermediate Similarity NPD7507 Approved
0.7115 Intermediate Similarity NPD7614 Phase 1
0.7105 Intermediate Similarity NPD6274 Approved
0.7097 Intermediate Similarity NPD6117 Approved
0.7091 Intermediate Similarity NPD4729 Approved
0.7091 Intermediate Similarity NPD5128 Approved
0.7091 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4730 Approved
0.7071 Intermediate Similarity NPD7146 Approved
0.7071 Intermediate Similarity NPD6409 Approved
0.7071 Intermediate Similarity NPD6684 Approved
0.7071 Intermediate Similarity NPD5330 Approved
0.7071 Intermediate Similarity NPD7521 Approved
0.7071 Intermediate Similarity NPD7334 Approved
0.7069 Intermediate Similarity NPD7100 Approved
0.7069 Intermediate Similarity NPD7101 Approved
0.7059 Intermediate Similarity NPD7492 Approved
0.7043 Intermediate Similarity NPD7115 Discovery
0.703 Intermediate Similarity NPD4753 Phase 2
0.7027 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD6059 Approved
0.7009 Intermediate Similarity NPD6054 Approved
0.7 Intermediate Similarity NPD6616 Approved
0.6989 Remote Similarity NPD6942 Approved
0.6989 Remote Similarity NPD7339 Approved
0.6989 Remote Similarity NPD3703 Phase 2
0.6983 Remote Similarity NPD6335 Approved
0.6979 Remote Similarity NPD4695 Discontinued
0.6975 Remote Similarity NPD7604 Phase 2
0.6967 Remote Similarity NPD7319 Approved
0.6964 Remote Similarity NPD5247 Approved
0.6964 Remote Similarity NPD5248 Approved
0.6964 Remote Similarity NPD5249 Phase 3
0.6964 Remote Similarity NPD5250 Approved
0.6964 Remote Similarity NPD5251 Approved
0.6957 Remote Similarity NPD6868 Approved
0.6949 Remote Similarity NPD6908 Approved
0.6949 Remote Similarity NPD6909 Approved
0.6949 Remote Similarity NPD5983 Phase 2
0.6944 Remote Similarity NPD7632 Discontinued
0.6942 Remote Similarity NPD8293 Discontinued
0.6942 Remote Similarity NPD7078 Approved
0.6937 Remote Similarity NPD6686 Approved
0.6931 Remote Similarity NPD6672 Approved
0.6931 Remote Similarity NPD6903 Approved
0.6931 Remote Similarity NPD5737 Approved
0.693 Remote Similarity NPD8133 Approved
0.6915 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6903 Remote Similarity NPD5217 Approved
0.6903 Remote Similarity NPD5216 Approved
0.6903 Remote Similarity NPD5215 Approved
0.6897 Remote Similarity NPD6317 Approved
0.6891 Remote Similarity NPD6370 Approved
0.6882 Remote Similarity NPD6113 Clinical (unspecified phase)
0.686 Remote Similarity NPD6336 Discontinued
0.6857 Remote Similarity NPD5695 Phase 3
0.6842 Remote Similarity NPD6053 Discontinued
0.6838 Remote Similarity NPD6313 Approved
0.6838 Remote Similarity NPD6314 Approved
0.6822 Remote Similarity NPD5696 Approved
0.6822 Remote Similarity NPD4225 Approved
0.6814 Remote Similarity NPD5135 Approved
0.6814 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6814 Remote Similarity NPD5169 Approved
0.6814 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6016 Approved
0.6807 Remote Similarity NPD6015 Approved
0.6804 Remote Similarity NPD5368 Approved
0.6792 Remote Similarity NPD7732 Phase 3
0.6786 Remote Similarity NPD5168 Approved
0.6754 Remote Similarity NPD5127 Approved
0.675 Remote Similarity NPD5988 Approved
0.6733 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5279 Phase 3
0.6731 Remote Similarity NPD7637 Suspended
0.6731 Remote Similarity NPD5281 Approved
0.6731 Remote Similarity NPD5284 Approved
0.6698 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6698 Remote Similarity NPD5210 Approved
0.6698 Remote Similarity NPD4629 Approved
0.6667 Remote Similarity NPD8517 Approved
0.6667 Remote Similarity NPD8513 Phase 3
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4221 Approved
0.6667 Remote Similarity NPD8515 Approved
0.6667 Remote Similarity NPD8033 Approved
0.6667 Remote Similarity NPD6435 Approved
0.6667 Remote Similarity NPD8516 Approved
0.6634 Remote Similarity NPD5329 Approved
0.66 Remote Similarity NPD4788 Approved
0.6583 Remote Similarity NPD8294 Approved
0.6583 Remote Similarity NPD8377 Approved
0.6581 Remote Similarity NPD5167 Approved
0.6571 Remote Similarity NPD7983 Approved
0.6569 Remote Similarity NPD6098 Approved
0.6555 Remote Similarity NPD7328 Approved
0.6555 Remote Similarity NPD7327 Approved
0.6549 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6904 Approved
0.6538 Remote Similarity NPD6673 Approved
0.6538 Remote Similarity NPD6080 Approved

Structure

External Identifiers

PubChem CID   42637346
ChEMBL   CHEMBL564873
ZINC  

Physicochemical Properties

Molecular Weight:  488.35
ALogP:  -0.3732
MLogP:  4.21
XLogP:  7.405
# Rotatable Bonds:  12
Polar Surface Area:  97.99
# H-Bond Aceptor:  5
# H-Bond Donor:  4
# Rings:  5
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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