Natural Product: NPC260149

Natural Product ID:  NPC260149
Common Name:   3Beta-Acetoxy-6Beta-Hydroxyolean-12-En-27-Oic Acid
IUPAC Name:   (4aR,6aR,6aR,6bR,8R,8aR,10S,12aR,14bR)-10-acetyloxy-8-hydroxy-2,2,4a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid
Synonyms:  
Molecular Formula:   C32H50O5
Standard InCHIKey:  LDDKVXSYAVQNFD-ZCFZIILGSA-N
Standard InCHI:  InChI=1S/C32H50O5/c1-19(33)37-24-11-12-30(7)23-10-9-20-21-17-27(2,3)13-14-29(21,6)15-16-32(20,26(35)36)31(23,8)18-22(34)25(30)28(24,4)5/h9,21-25,34H,10-18H2,1-8H3,(H,35,36)/t21-,22+,23+,24-,25-,29+,30+,31+,32+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)[C@H](O)C[C@@]1([C@@H]2CC=C2[C@]1(CC[C@@]1([C@H]2CC(C)(C)CC1)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
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 25556102
NPT111 Cell Line K562 Homo sapiens IC50 > 10000 nM 20022253
NPT116 Cell Line HL-60 Homo sapiens IC50 = 5100 nM 25856683
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 25856683
NPT788 Cell Line SNU1 Homo sapiens IC50 > 10000 nM 25856683

  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 NPC260149 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 NPC58942
0.967 High Similarity NPC473240
0.9565 High Similarity NPC476318
0.9565 High Similarity NPC476327
0.9462 High Similarity NPC189880
0.9457 High Similarity NPC474727
0.9362 High Similarity NPC475876
0.9355 High Similarity NPC327179
0.9341 High Similarity NPC60755
0.9341 High Similarity NPC470590
0.9341 High Similarity NPC77099
0.9341 High Similarity NPC285184
0.9255 High Similarity NPC476878
0.9255 High Similarity NPC476879
0.9239 High Similarity NPC86368
0.9231 High Similarity NPC120840
0.9231 High Similarity NPC113989
0.9231 High Similarity NPC474728
0.914 High Similarity NPC159365
0.913 High Similarity NPC187722
0.9121 High Similarity NPC198664
0.9121 High Similarity NPC64872
0.9121 High Similarity NPC274330
0.9121 High Similarity NPC470588
0.9121 High Similarity NPC25906
0.9121 High Similarity NPC143232
0.9121 High Similarity NPC30522
0.9121 High Similarity NPC290972
0.9053 High Similarity NPC43686
0.9043 High Similarity NPC139570
0.9043 High Similarity NPC195715
0.9032 High Similarity NPC118519
0.9032 High Similarity NPC202728
0.9032 High Similarity NPC158059
0.9032 High Similarity NPC229281
0.9022 High Similarity NPC290614
0.9022 High Similarity NPC126369
0.9022 High Similarity NPC477872
0.9022 High Similarity NPC7260
0.9022 High Similarity NPC210037
0.9022 High Similarity NPC111110
0.9022 High Similarity NPC227467
0.9022 High Similarity NPC130278
0.9022 High Similarity NPC273621
0.9022 High Similarity NPC18872
0.9022 High Similarity NPC120968
0.9022 High Similarity NPC470589
0.9011 High Similarity NPC40552
0.9011 High Similarity NPC474512
0.9011 High Similarity NPC17733
0.9011 High Similarity NPC52169
0.9011 High Similarity NPC470629
0.9011 High Similarity NPC290690
0.9011 High Similarity NPC182797
0.9011 High Similarity NPC181225
0.9011 High Similarity NPC473242
0.9011 High Similarity NPC246708
0.899 High Similarity NPC231530
0.899 High Similarity NPC278628
0.8969 High Similarity NPC233012
0.8969 High Similarity NPC54909
0.8947 High Similarity NPC230151
0.8947 High Similarity NPC19376
0.8947 High Similarity NPC25848
0.8947 High Similarity NPC307282
0.8947 High Similarity NPC305464
0.8936 High Similarity NPC184006
0.8936 High Similarity NPC23621
0.8936 High Similarity NPC474529
0.8936 High Similarity NPC296164
0.8936 High Similarity NPC6818
0.8936 High Similarity NPC191412
0.8936 High Similarity NPC114159
0.8936 High Similarity NPC78580
0.8936 High Similarity NPC74751
0.8925 High Similarity NPC105189
0.8925 High Similarity NPC475708
0.8925 High Similarity NPC38754
0.8913 High Similarity NPC130520
0.8913 High Similarity NPC263393
0.8913 High Similarity NPC61543
0.8913 High Similarity NPC270768
0.8913 High Similarity NPC121798
0.8913 High Similarity NPC225585
0.8913 High Similarity NPC293048
0.8913 High Similarity NPC59263
0.8913 High Similarity NPC234346
0.8913 High Similarity NPC127689
0.8901 High Similarity NPC307426
0.8901 High Similarity NPC293564
0.8901 High Similarity NPC102683
0.8901 High Similarity NPC171203
0.8901 High Similarity NPC142415
0.8901 High Similarity NPC242468
0.8901 High Similarity NPC18064
0.8901 High Similarity NPC162107
0.8901 High Similarity NPC88716
0.8901 High Similarity NPC98442
0.8901 High Similarity NPC68160
0.8901 High Similarity NPC46912
0.8901 High Similarity NPC130577
0.8901 High Similarity NPC51700
0.8866 High Similarity NPC476195
0.8854 High Similarity NPC259788
0.8854 High Similarity NPC255589
0.8854 High Similarity NPC158347
0.8842 High Similarity NPC96916
0.8842 High Similarity NPC23241
0.883 High Similarity NPC49776
0.883 High Similarity NPC307335
0.883 High Similarity NPC63118
0.883 High Similarity NPC214756
0.883 High Similarity NPC74855
0.883 High Similarity NPC295643
0.883 High Similarity NPC272075
0.883 High Similarity NPC474436
0.883 High Similarity NPC136313
0.8817 High Similarity NPC291028
0.8817 High Similarity NPC193750
0.8812 High Similarity NPC94529
0.88 High Similarity NPC477877
0.8791 High Similarity NPC9892
0.8791 High Similarity NPC137306
0.8791 High Similarity NPC329943
0.8791 High Similarity NPC84121
0.8791 High Similarity NPC325594
0.8791 High Similarity NPC72638
0.8791 High Similarity NPC10005
0.8791 High Similarity NPC91525
0.8776 High Similarity NPC476132
0.8776 High Similarity NPC118964
0.8776 High Similarity NPC256247
0.8763 High Similarity NPC471966
0.8763 High Similarity NPC164349
0.875 High Similarity NPC204961
0.875 High Similarity NPC157113
0.875 High Similarity NPC73004
0.875 High Similarity NPC116457
0.875 High Similarity NPC173744
0.875 High Similarity NPC132824
0.875 High Similarity NPC207922
0.875 High Similarity NPC158371
0.875 High Similarity NPC62516
0.875 High Similarity NPC259733
0.8737 High Similarity NPC474963
0.8737 High Similarity NPC209868
0.8737 High Similarity NPC263548
0.8737 High Similarity NPC88116
0.8737 High Similarity NPC32407
0.8737 High Similarity NPC145667
0.8737 High Similarity NPC91010
0.8737 High Similarity NPC299996
0.8737 High Similarity NPC231063
0.8737 High Similarity NPC20235
0.8737 High Similarity NPC282395
0.8725 High Similarity NPC310546
0.8723 High Similarity NPC145067
0.8723 High Similarity NPC25299
0.8723 High Similarity NPC235884
0.8723 High Similarity NPC233455
0.8723 High Similarity NPC71074
0.8723 High Similarity NPC155120
0.8723 High Similarity NPC282616
0.8723 High Similarity NPC300351
0.8723 High Similarity NPC228784
0.8723 High Similarity NPC52021
0.8723 High Similarity NPC474525
0.8723 High Similarity NPC472149
0.8723 High Similarity NPC324341
0.8723 High Similarity NPC158030
0.8723 High Similarity NPC306541
0.8723 High Similarity NPC966
0.8723 High Similarity NPC4036
0.8723 High Similarity NPC288833
0.8723 High Similarity NPC65120
0.8723 High Similarity NPC84319
0.871 High Similarity NPC161751
0.871 High Similarity NPC474972
0.871 High Similarity NPC95246
0.871 High Similarity NPC474686
0.871 High Similarity NPC475049
0.87 High Similarity NPC475036
0.8696 High Similarity NPC71507
0.8681 High Similarity NPC191965
0.8673 High Similarity NPC473576
0.8673 High Similarity NPC475156
0.8667 High Similarity NPC475633
0.866 High Similarity NPC26413
0.866 High Similarity NPC9613
0.866 High Similarity NPC247139
0.866 High Similarity NPC187933
0.8646 High Similarity NPC32118
0.8646 High Similarity NPC279974
0.8641 High Similarity NPC274507
0.8632 High Similarity NPC474806
0.8632 High Similarity NPC275809
0.8632 High Similarity NPC298554
0.8632 High Similarity NPC118490
0.8632 High Similarity NPC133579
0.8627 High Similarity NPC275539

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC260149 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
0.8936 High Similarity NPD7748 Approved
0.8854 High Similarity NPD7902 Approved
0.8723 High Similarity NPD7515 Phase 2
0.8542 High Similarity NPD7901 Clinical (unspecified phase)
0.8542 High Similarity NPD7900 Approved
0.8144 Intermediate Similarity NPD8034 Phase 2
0.8144 Intermediate Similarity NPD8035 Phase 2
0.8061 Intermediate Similarity NPD6399 Phase 3
0.8 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD5739 Approved
0.7905 Intermediate Similarity NPD6675 Approved
0.7905 Intermediate Similarity NPD6402 Approved
0.7905 Intermediate Similarity NPD7128 Approved
0.7895 Intermediate Similarity NPD8328 Phase 3
0.7895 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD7638 Approved
0.7826 Intermediate Similarity NPD7645 Phase 2
0.7778 Intermediate Similarity NPD6411 Approved
0.7767 Intermediate Similarity NPD7640 Approved
0.7767 Intermediate Similarity NPD7639 Approved
0.7757 Intermediate Similarity NPD6899 Approved
0.7757 Intermediate Similarity NPD7320 Approved
0.7757 Intermediate Similarity NPD6881 Approved
0.7755 Intermediate Similarity NPD5328 Approved
0.7706 Intermediate Similarity NPD8130 Phase 1
0.7685 Intermediate Similarity NPD6373 Approved
0.7685 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD6372 Approved
0.7664 Intermediate Similarity NPD5697 Approved
0.7664 Intermediate Similarity NPD5701 Approved
0.7636 Intermediate Similarity NPD8297 Approved
0.7615 Intermediate Similarity NPD6883 Approved
0.7615 Intermediate Similarity NPD7290 Approved
0.7615 Intermediate Similarity NPD7102 Approved
0.7604 Intermediate Similarity NPD4786 Approved
0.76 Intermediate Similarity NPD6079 Approved
0.7593 Intermediate Similarity NPD6011 Approved
0.7579 Intermediate Similarity NPD3667 Approved
0.7576 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD6101 Approved
0.757 Intermediate Similarity NPD6008 Approved
0.7551 Intermediate Similarity NPD3573 Approved
0.7545 Intermediate Similarity NPD6617 Approved
0.7545 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD6650 Approved
0.7545 Intermediate Similarity NPD6869 Approved
0.7545 Intermediate Similarity NPD6649 Approved
0.7545 Intermediate Similarity NPD6847 Approved
0.7525 Intermediate Similarity NPD5778 Approved
0.7525 Intermediate Similarity NPD5779 Approved
0.7523 Intermediate Similarity NPD6012 Approved
0.7523 Intermediate Similarity NPD6013 Approved
0.7523 Intermediate Similarity NPD6014 Approved
0.7477 Intermediate Similarity NPD6882 Approved
0.7475 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7449 Intermediate Similarity NPD3618 Phase 1
0.7411 Intermediate Similarity NPD4632 Approved
0.7404 Intermediate Similarity NPD4755 Approved
0.74 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7736 Approved
0.7308 Intermediate Similarity NPD5222 Approved
0.7308 Intermediate Similarity NPD4697 Phase 3
0.7308 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD5221 Approved
0.7273 Intermediate Similarity NPD7146 Approved
0.7273 Intermediate Similarity NPD7334 Approved
0.7273 Intermediate Similarity NPD7521 Approved
0.7273 Intermediate Similarity NPD6409 Approved
0.7273 Intermediate Similarity NPD6684 Approved
0.7273 Intermediate Similarity NPD5330 Approved
0.7264 Intermediate Similarity NPD4696 Approved
0.7264 Intermediate Similarity NPD5286 Approved
0.7264 Intermediate Similarity NPD5285 Approved
0.7264 Intermediate Similarity NPD4700 Approved
0.7238 Intermediate Similarity NPD5173 Approved
0.7238 Intermediate Similarity NPD6083 Phase 2
0.7238 Intermediate Similarity NPD6084 Phase 2
0.7217 Intermediate Similarity NPD6009 Approved
0.7196 Intermediate Similarity NPD5223 Approved
0.7188 Intermediate Similarity NPD7525 Registered
0.7184 Intermediate Similarity NPD4202 Approved
0.7182 Intermediate Similarity NPD6412 Phase 2
0.7179 Intermediate Similarity NPD6319 Approved
0.7167 Intermediate Similarity NPD7507 Approved
0.7158 Intermediate Similarity NPD6697 Approved
0.7158 Intermediate Similarity NPD6118 Approved
0.7158 Intermediate Similarity NPD6115 Approved
0.7158 Intermediate Similarity NPD6114 Approved
0.7155 Intermediate Similarity NPD6335 Approved
0.7143 Intermediate Similarity NPD7604 Phase 2
0.713 Intermediate Similarity NPD5225 Approved
0.713 Intermediate Similarity NPD4633 Approved
0.713 Intermediate Similarity NPD5226 Approved
0.713 Intermediate Similarity NPD6868 Approved
0.713 Intermediate Similarity NPD7632 Discontinued
0.713 Intermediate Similarity NPD6274 Approved
0.713 Intermediate Similarity NPD5211 Phase 2
0.713 Intermediate Similarity NPD5224 Approved
0.7129 Intermediate Similarity NPD5737 Approved
0.7129 Intermediate Similarity NPD6672 Approved
0.7129 Intermediate Similarity NPD6903 Approved
0.7119 Intermediate Similarity NPD5983 Phase 2
0.7117 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD8293 Discontinued
0.7105 Intermediate Similarity NPD8133 Approved
0.7094 Intermediate Similarity NPD7101 Approved
0.7094 Intermediate Similarity NPD7100 Approved
0.7083 Intermediate Similarity NPD7492 Approved
0.7071 Intermediate Similarity NPD3665 Phase 1
0.7071 Intermediate Similarity NPD3666 Approved
0.7071 Intermediate Similarity NPD3133 Approved
0.7071 Intermediate Similarity NPD3668 Phase 3
0.7069 Intermediate Similarity NPD6317 Approved
0.7069 Intermediate Similarity NPD7115 Discovery
0.7064 Intermediate Similarity NPD5174 Approved
0.7064 Intermediate Similarity NPD4754 Approved
0.7064 Intermediate Similarity NPD5175 Approved
0.7054 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7053 Intermediate Similarity NPD6116 Phase 1
0.7034 Intermediate Similarity NPD6054 Approved
0.7034 Intermediate Similarity NPD6059 Approved
0.7025 Intermediate Similarity NPD6336 Discontinued
0.7025 Intermediate Similarity NPD6616 Approved
0.7009 Intermediate Similarity NPD6314 Approved
0.7009 Intermediate Similarity NPD6313 Approved
0.7 Intermediate Similarity NPD5141 Approved
0.6992 Remote Similarity NPD7319 Approved
0.6991 Remote Similarity NPD4634 Approved
0.6981 Remote Similarity NPD7732 Phase 3
0.6981 Remote Similarity NPD7614 Phase 1
0.6975 Remote Similarity NPD6909 Approved
0.6975 Remote Similarity NPD6908 Approved
0.6967 Remote Similarity NPD7078 Approved
0.6964 Remote Similarity NPD6686 Approved
0.6947 Remote Similarity NPD6117 Approved
0.6937 Remote Similarity NPD4768 Approved
0.6937 Remote Similarity NPD4767 Approved
0.6917 Remote Similarity NPD6370 Approved
0.6887 Remote Similarity NPD5695 Phase 3
0.6887 Remote Similarity NPD6356 Clinical (unspecified phase)
0.687 Remote Similarity NPD6053 Discontinued
0.6852 Remote Similarity NPD4225 Approved
0.6852 Remote Similarity NPD5696 Approved
0.6842 Remote Similarity NPD6942 Approved
0.6842 Remote Similarity NPD7339 Approved
0.6842 Remote Similarity NPD3703 Phase 2
0.6842 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4695 Discontinued
0.6833 Remote Similarity NPD8515 Approved
0.6833 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6833 Remote Similarity NPD6015 Approved
0.6833 Remote Similarity NPD8517 Approved
0.6833 Remote Similarity NPD6016 Approved
0.6833 Remote Similarity NPD8033 Approved
0.6833 Remote Similarity NPD8513 Phase 3
0.6833 Remote Similarity NPD8516 Approved
0.6814 Remote Similarity NPD4730 Approved
0.6814 Remote Similarity NPD5128 Approved
0.6814 Remote Similarity NPD4729 Approved
0.6777 Remote Similarity NPD5988 Approved
0.6771 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6098 Approved
0.6762 Remote Similarity NPD7983 Approved
0.6762 Remote Similarity NPD7637 Suspended
0.675 Remote Similarity NPD8294 Approved
0.675 Remote Similarity NPD8377 Approved
0.6737 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6731 Remote Similarity NPD4753 Phase 2
0.6731 Remote Similarity NPD6904 Approved
0.6731 Remote Similarity NPD6673 Approved
0.6731 Remote Similarity NPD6080 Approved
0.67 Remote Similarity NPD6435 Approved
0.67 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6696 Remote Similarity NPD5251 Approved
0.6696 Remote Similarity NPD5248 Approved
0.6696 Remote Similarity NPD5249 Phase 3
0.6696 Remote Similarity NPD5247 Approved
0.6696 Remote Similarity NPD5250 Approved
0.6696 Remote Similarity NPD5135 Approved
0.6696 Remote Similarity NPD5169 Approved
0.6696 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6694 Remote Similarity NPD8335 Approved
0.6694 Remote Similarity NPD8296 Approved
0.6694 Remote Similarity NPD8380 Approved
0.6694 Remote Similarity NPD8379 Approved
0.6694 Remote Similarity NPD8378 Approved
0.6667 Remote Similarity NPD5168 Approved
0.664 Remote Similarity NPD6033 Approved
0.6638 Remote Similarity NPD5216 Approved
0.6638 Remote Similarity NPD5217 Approved
0.6638 Remote Similarity NPD5215 Approved
0.6638 Remote Similarity NPD5127 Approved
0.6604 Remote Similarity NPD5281 Approved
0.6604 Remote Similarity NPD5284 Approved
0.6602 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6602 Remote Similarity NPD6422 Discontinued
0.6602 Remote Similarity NPD5279 Phase 3
0.6585 Remote Similarity NPD6067 Discontinued
0.6583 Remote Similarity NPD7328 Approved
0.6583 Remote Similarity NPD7327 Approved

Structure

External Identifiers

PubChem CID   45267298
ChEMBL   CHEMBL560057
ZINC  

Physicochemical Properties

Molecular Weight:  514.37
ALogP:  1.7426
MLogP:  4.43
XLogP:  8.946
# Rotatable Bonds:  13
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  5
# 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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