Natural Product: NPC30522

Natural Product ID:  NPC30522
Common Name:   Acetyl Aleuritolic Acid
IUPAC Name:   (4aS,6aR,6bR,8aR,10S,12aR,14aS,14bS)-10-acetyloxy-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,6a,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-4a-carboxylic acid
Synonyms:   3-Acetylaleuritolic Acid; Acetyl Aleuritolic Acid; Maprounic Acid Acetate
Molecular Formula:   C32H50O4
Standard InCHIKey:  UROPGAQBZGIPQC-VUHMTIHWSA-N
Standard InCHI:  InChI=1S/C32H50O4/c1-20(33)36-25-12-15-29(6)21(28(25,4)5)9-13-30(7)22(29)10-14-31(8)23(30)11-16-32(26(34)35)18-17-27(2,3)19-24(31)32/h11,21-22,24-25H,9-10,12-19H2,1-8H3,(H,34,35)/t21-,22+,24-,25-,29-,30+,31+,32+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@@]2(C1=CC[C@@]1([C@H]2CC(C)(C)CC1)C(=O)O)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
NPO6895 Elateriospermum tapos Species Euphorbiaceae Eukaryota leaves and stem Nakorn Si Thammarat Province, Thailand 2004-MAR PMID[18179177]
NPO27192 Maprounea africana Species Euphorbiaceae Eukaryota PMID[7515410]
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota PMID[20958014]
NPO28622 Clausena dunniana Species Rutaceae Eukaryota UNPD*
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota branch PMID[20958014]
NPO4744 Garcia parviflora Species Euphorbiaceae Eukaryota Leaves PMID[20958014]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT26 Individual Protein Reverse transcriptase Human immunodeficiency virus 1 IC50 = 136000 nM 7515410
NPT2 Others Unspecified IC50 > 200000 nM 7515410
NPT380 Cell Line U-251 Homo sapiens IC50 = 8400 nM 20958014
NPT1160 Cell Line BJ Homo sapiens EC50 = 26041.7 nM 23747806
NPT71 Cell Line HEK293 Homo sapiens EC50 = 26041.7 nM 23747806
NPT65 Cell Line HepG2 Homo sapiens EC50 = 26041.7 nM 23747806
NPT80 Cell Line Raji Homo sapiens EC50 = 26041.7 nM 23747806
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 EC50 = 15015 nM 23747806
NPT6 Organism Plasmodium falciparum Plasmodium falciparum EC50 = 15015 nM 23747806

  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 NPC30522 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 NPC120840
0.9881 High Similarity NPC113989
0.9765 High Similarity NPC60755
0.9765 High Similarity NPC285184
0.9765 High Similarity NPC470590
0.9765 High Similarity NPC77099
0.9651 High Similarity NPC86368
0.9647 High Similarity NPC474728
0.954 High Similarity NPC78580
0.954 High Similarity NPC74751
0.954 High Similarity NPC23621
0.954 High Similarity NPC296164
0.954 High Similarity NPC184006
0.9524 High Similarity NPC46912
0.9524 High Similarity NPC162107
0.9432 High Similarity NPC474727
0.9432 High Similarity NPC195715
0.9432 High Similarity NPC23241
0.9412 High Similarity NPC246708
0.9412 High Similarity NPC182797
0.9412 High Similarity NPC52169
0.9412 High Similarity NPC40552
0.9405 High Similarity NPC329943
0.9405 High Similarity NPC91525
0.9405 High Similarity NPC9892
0.9405 High Similarity NPC72638
0.9405 High Similarity NPC10005
0.9326 High Similarity NPC327179
0.9326 High Similarity NPC230151
0.9302 High Similarity NPC25906
0.9302 High Similarity NPC274330
0.9302 High Similarity NPC234346
0.9302 High Similarity NPC270768
0.9302 High Similarity NPC64872
0.9302 High Similarity NPC198664
0.9302 High Similarity NPC121798
0.9302 High Similarity NPC130520
0.9302 High Similarity NPC143232
0.9302 High Similarity NPC290972
0.9302 High Similarity NPC263393
0.9302 High Similarity NPC475049
0.9302 High Similarity NPC61543
0.9302 High Similarity NPC59263
0.9302 High Similarity NPC470588
0.9302 High Similarity NPC225585
0.9302 High Similarity NPC293048
0.9302 High Similarity NPC127689
0.9294 High Similarity NPC51700
0.9294 High Similarity NPC102683
0.9294 High Similarity NPC130577
0.9294 High Similarity NPC293564
0.9294 High Similarity NPC18064
0.9294 High Similarity NPC242468
0.9294 High Similarity NPC307426
0.9294 High Similarity NPC142415
0.9294 High Similarity NPC171203
0.9294 High Similarity NPC88716
0.9294 High Similarity NPC68160
0.9294 High Similarity NPC98442
0.9222 High Similarity NPC26413
0.9222 High Similarity NPC476879
0.9222 High Similarity NPC476878
0.9222 High Similarity NPC158347
0.9205 High Similarity NPC136313
0.9205 High Similarity NPC474436
0.9205 High Similarity NPC272075
0.9205 High Similarity NPC49776
0.9205 High Similarity NPC214756
0.9205 High Similarity NPC74855
0.9205 High Similarity NPC307335
0.9205 High Similarity NPC63118
0.9205 High Similarity NPC295643
0.9195 High Similarity NPC227467
0.9195 High Similarity NPC470589
0.9195 High Similarity NPC130278
0.9195 High Similarity NPC111110
0.9195 High Similarity NPC273621
0.9195 High Similarity NPC477872
0.9195 High Similarity NPC7260
0.9195 High Similarity NPC18872
0.9195 High Similarity NPC126369
0.9195 High Similarity NPC120968
0.9195 High Similarity NPC210037
0.9195 High Similarity NPC49320
0.9195 High Similarity NPC290614
0.9195 High Similarity NPC291028
0.9186 High Similarity NPC224145
0.9186 High Similarity NPC290690
0.9186 High Similarity NPC181225
0.9186 High Similarity NPC473242
0.9186 High Similarity NPC17733
0.9186 High Similarity NPC470629
0.9186 High Similarity NPC474512
0.9176 High Similarity NPC325594
0.9121 High Similarity NPC260149
0.9121 High Similarity NPC471966
0.9121 High Similarity NPC58942
0.9101 High Similarity NPC91010
0.9091 High Similarity NPC300351
0.9091 High Similarity NPC155120
0.9091 High Similarity NPC84319
0.9091 High Similarity NPC145067
0.9091 High Similarity NPC25299
0.9091 High Similarity NPC4036
0.9091 High Similarity NPC306541
0.9091 High Similarity NPC105189
0.9091 High Similarity NPC233455
0.9091 High Similarity NPC475708
0.9091 High Similarity NPC474525
0.9091 High Similarity NPC472149
0.9091 High Similarity NPC324341
0.9091 High Similarity NPC71074
0.9091 High Similarity NPC187722
0.9091 High Similarity NPC158030
0.9091 High Similarity NPC235884
0.9091 High Similarity NPC52021
0.9091 High Similarity NPC65120
0.9091 High Similarity NPC966
0.9091 High Similarity NPC228784
0.9091 High Similarity NPC282616
0.9091 High Similarity NPC288833
0.908 High Similarity NPC95246
0.908 High Similarity NPC474972
0.908 High Similarity NPC161751
0.9059 High Similarity NPC191965
0.9048 High Similarity NPC200752
0.8989 High Similarity NPC298554
0.8989 High Similarity NPC275809
0.8989 High Similarity NPC118519
0.8989 High Similarity NPC202728
0.8989 High Similarity NPC169343
0.8989 High Similarity NPC158059
0.8989 High Similarity NPC229281
0.8977 High Similarity NPC193750
0.8977 High Similarity NPC86372
0.8977 High Similarity NPC46441
0.8977 High Similarity NPC471896
0.8977 High Similarity NPC172361
0.8953 High Similarity NPC137306
0.8953 High Similarity NPC73038
0.8953 High Similarity NPC84121
0.8941 High Similarity NPC171789
0.8929 High Similarity NPC286786
0.8925 High Similarity NPC233012
0.8925 High Similarity NPC54909
0.8916 High Similarity NPC477057
0.8913 High Similarity NPC164349
0.8913 High Similarity NPC475876
0.8901 High Similarity NPC98874
0.8889 High Similarity NPC299996
0.8889 High Similarity NPC32407
0.8889 High Similarity NPC145667
0.8889 High Similarity NPC263548
0.8889 High Similarity NPC191412
0.8889 High Similarity NPC159365
0.8889 High Similarity NPC114159
0.8889 High Similarity NPC222047
0.8889 High Similarity NPC474963
0.8889 High Similarity NPC209868
0.8889 High Similarity NPC20235
0.8889 High Similarity NPC88116
0.8889 High Similarity NPC6818
0.8889 High Similarity NPC231063
0.8889 High Similarity NPC282395
0.8889 High Similarity NPC474529
0.8876 High Similarity NPC38754
0.8876 High Similarity NPC6255
0.8876 High Similarity NPC471588
0.8864 High Similarity NPC474686
0.8864 High Similarity NPC474700
0.8851 High Similarity NPC71507
0.8837 High Similarity NPC133954
0.8824 High Similarity NPC132386
0.8817 High Similarity NPC475156
0.8817 High Similarity NPC473576
0.881 High Similarity NPC195334
0.881 High Similarity NPC290495
0.8804 High Similarity NPC255589
0.8804 High Similarity NPC259788
0.8791 High Similarity NPC198245
0.8791 High Similarity NPC96916
0.8791 High Similarity NPC473240
0.8791 High Similarity NPC139570
0.8791 High Similarity NPC148523
0.8778 High Similarity NPC118490
0.8778 High Similarity NPC133579
0.8778 High Similarity NPC474806
0.8764 High Similarity NPC111585
0.8764 High Similarity NPC198818
0.8764 High Similarity NPC148414
0.8764 High Similarity NPC175628
0.875 High Similarity NPC4309
0.875 High Similarity NPC474845
0.8736 High Similarity NPC74363
0.8736 High Similarity NPC235341
0.8736 High Similarity NPC56588
0.8736 High Similarity NPC213412
0.8736 High Similarity NPC477579
0.8736 High Similarity NPC95594
0.8736 High Similarity NPC475862

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC30522 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
0.954 High Similarity NPD7748 Approved
0.9222 High Similarity NPD7902 Approved
0.9091 High Similarity NPD7515 Phase 2
0.8889 High Similarity NPD7900 Approved
0.8889 High Similarity NPD7901 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD8034 Phase 2
0.8462 Intermediate Similarity NPD8035 Phase 2
0.8202 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8172 Intermediate Similarity NPD6399 Phase 3
0.814 Intermediate Similarity NPD7645 Phase 2
0.7935 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD7638 Approved
0.7717 Intermediate Similarity NPD7521 Approved
0.7717 Intermediate Similarity NPD7334 Approved
0.7717 Intermediate Similarity NPD7146 Approved
0.7717 Intermediate Similarity NPD6409 Approved
0.7717 Intermediate Similarity NPD6684 Approved
0.7717 Intermediate Similarity NPD5330 Approved
0.7717 Intermediate Similarity NPD3618 Phase 1
0.7692 Intermediate Similarity NPD4786 Approved
0.7677 Intermediate Similarity NPD7640 Approved
0.7677 Intermediate Similarity NPD7639 Approved
0.7667 Intermediate Similarity NPD3667 Approved
0.766 Intermediate Similarity NPD5328 Approved
0.7647 Intermediate Similarity NPD6675 Approved
0.7647 Intermediate Similarity NPD5739 Approved
0.7647 Intermediate Similarity NPD6402 Approved
0.7647 Intermediate Similarity NPD7128 Approved
0.7634 Intermediate Similarity NPD3573 Approved
0.7596 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7553 Intermediate Similarity NPD6672 Approved
0.7553 Intermediate Similarity NPD6903 Approved
0.7553 Intermediate Similarity NPD5737 Approved
0.75 Intermediate Similarity NPD6881 Approved
0.75 Intermediate Similarity NPD7320 Approved
0.75 Intermediate Similarity NPD6411 Approved
0.75 Intermediate Similarity NPD6899 Approved
0.75 Intermediate Similarity NPD6079 Approved
0.7475 Intermediate Similarity NPD6084 Phase 2
0.7475 Intermediate Similarity NPD6083 Phase 2
0.7453 Intermediate Similarity NPD8130 Phase 1
0.7431 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD6372 Approved
0.7429 Intermediate Similarity NPD6373 Approved
0.7404 Intermediate Similarity NPD5701 Approved
0.7404 Intermediate Similarity NPD5697 Approved
0.7386 Intermediate Similarity NPD6117 Approved
0.7383 Intermediate Similarity NPD8297 Approved
0.7374 Intermediate Similarity NPD7732 Phase 3
0.7374 Intermediate Similarity NPD7614 Phase 1
0.7358 Intermediate Similarity NPD6883 Approved
0.7358 Intermediate Similarity NPD7102 Approved
0.7358 Intermediate Similarity NPD7290 Approved
0.7345 Intermediate Similarity NPD8328 Phase 3
0.7333 Intermediate Similarity NPD6011 Approved
0.7312 Intermediate Similarity NPD3133 Approved
0.7312 Intermediate Similarity NPD3665 Phase 1
0.7312 Intermediate Similarity NPD3666 Approved
0.7312 Intermediate Similarity NPD3668 Phase 3
0.7303 Intermediate Similarity NPD6116 Phase 1
0.7292 Intermediate Similarity NPD6101 Approved
0.7292 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6869 Approved
0.729 Intermediate Similarity NPD6847 Approved
0.729 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6650 Approved
0.729 Intermediate Similarity NPD6617 Approved
0.729 Intermediate Similarity NPD6649 Approved
0.7273 Intermediate Similarity NPD5695 Phase 3
0.7273 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD6012 Approved
0.7264 Intermediate Similarity NPD6014 Approved
0.7264 Intermediate Similarity NPD6013 Approved
0.7253 Intermediate Similarity NPD7525 Registered
0.7245 Intermediate Similarity NPD4202 Approved
0.7228 Intermediate Similarity NPD5696 Approved
0.7222 Intermediate Similarity NPD6118 Approved
0.7222 Intermediate Similarity NPD6115 Approved
0.7222 Intermediate Similarity NPD6114 Approved
0.7222 Intermediate Similarity NPD6882 Approved
0.7222 Intermediate Similarity NPD6697 Approved
0.72 Intermediate Similarity NPD5222 Approved
0.72 Intermediate Similarity NPD4697 Phase 3
0.72 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD5221 Approved
0.7184 Intermediate Similarity NPD7632 Discontinued
0.7159 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD6098 Approved
0.7129 Intermediate Similarity NPD5173 Approved
0.7129 Intermediate Similarity NPD4755 Approved
0.7117 Intermediate Similarity NPD7115 Discovery
0.7113 Intermediate Similarity NPD6673 Approved
0.7113 Intermediate Similarity NPD6080 Approved
0.7113 Intermediate Similarity NPD6904 Approved
0.7097 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD4695 Discontinued
0.7053 Intermediate Similarity NPD1694 Approved
0.7027 Intermediate Similarity NPD6868 Approved
0.699 Remote Similarity NPD4700 Approved
0.699 Remote Similarity NPD5286 Approved
0.699 Remote Similarity NPD5285 Approved
0.699 Remote Similarity NPD4696 Approved
0.6981 Remote Similarity NPD6008 Approved
0.6944 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6939 Remote Similarity NPD4753 Phase 2
0.6923 Remote Similarity NPD5223 Approved
0.6916 Remote Similarity NPD6412 Phase 2
0.6915 Remote Similarity NPD4223 Phase 3
0.6915 Remote Similarity NPD4221 Approved
0.6903 Remote Similarity NPD6335 Approved
0.69 Remote Similarity NPD5779 Approved
0.69 Remote Similarity NPD5778 Approved
0.6893 Remote Similarity NPD4225 Approved
0.6889 Remote Similarity NPD7339 Approved
0.6889 Remote Similarity NPD6942 Approved
0.6881 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5329 Approved
0.6875 Remote Similarity NPD6274 Approved
0.6857 Remote Similarity NPD4633 Approved
0.6857 Remote Similarity NPD5226 Approved
0.6857 Remote Similarity NPD5225 Approved
0.6857 Remote Similarity NPD5211 Phase 2
0.6857 Remote Similarity NPD5224 Approved
0.6848 Remote Similarity NPD3617 Approved
0.6847 Remote Similarity NPD4632 Approved
0.6847 Remote Similarity NPD8133 Approved
0.6842 Remote Similarity NPD7100 Approved
0.6842 Remote Similarity NPD7101 Approved
0.6837 Remote Similarity NPD5208 Approved
0.6832 Remote Similarity NPD6001 Approved
0.6814 Remote Similarity NPD6317 Approved
0.6813 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7736 Approved
0.6804 Remote Similarity NPD5279 Phase 3
0.68 Remote Similarity NPD5281 Approved
0.68 Remote Similarity NPD5284 Approved
0.68 Remote Similarity NPD5693 Phase 1
0.68 Remote Similarity NPD6050 Approved
0.6792 Remote Similarity NPD4754 Approved
0.6792 Remote Similarity NPD5174 Approved
0.6792 Remote Similarity NPD5175 Approved
0.6771 Remote Similarity NPD4197 Approved
0.6768 Remote Similarity NPD6051 Approved
0.6754 Remote Similarity NPD6314 Approved
0.6754 Remote Similarity NPD6313 Approved
0.6742 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6742 Remote Similarity NPD5777 Approved
0.6742 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6729 Remote Similarity NPD5141 Approved
0.6724 Remote Similarity NPD6909 Approved
0.6724 Remote Similarity NPD6908 Approved
0.6705 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6705 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6703 Remote Similarity NPD8039 Approved
0.67 Remote Similarity NPD5692 Phase 3
0.6697 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6697 Remote Similarity NPD6686 Approved
0.6667 Remote Similarity NPD4788 Approved
0.6667 Remote Similarity NPD6009 Approved
0.6667 Remote Similarity NPD4768 Approved
0.6667 Remote Similarity NPD4767 Approved
0.6639 Remote Similarity NPD7507 Approved
0.6638 Remote Similarity NPD6319 Approved
0.6634 Remote Similarity NPD5694 Approved
0.6633 Remote Similarity NPD4689 Approved
0.6633 Remote Similarity NPD4138 Approved
0.6633 Remote Similarity NPD4693 Phase 3
0.6633 Remote Similarity NPD4688 Approved
0.6633 Remote Similarity NPD4690 Approved
0.6633 Remote Similarity NPD5205 Approved
0.6633 Remote Similarity NPD4623 Approved
0.6633 Remote Similarity NPD4519 Discontinued
0.661 Remote Similarity NPD7604 Phase 2
0.6606 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6602 Remote Similarity NPD5210 Approved
0.6602 Remote Similarity NPD4629 Approved
0.6583 Remote Similarity NPD8293 Discontinued
0.6581 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6581 Remote Similarity NPD5983 Phase 2
0.6556 Remote Similarity NPD6081 Approved
0.6555 Remote Similarity NPD7492 Approved
0.6552 Remote Similarity NPD4224 Phase 2
0.6545 Remote Similarity NPD4729 Approved
0.6545 Remote Similarity NPD5168 Approved
0.6545 Remote Similarity NPD5128 Approved
0.6545 Remote Similarity NPD4730 Approved
0.6535 Remote Similarity NPD5207 Approved
0.6526 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6522 Remote Similarity NPD3702 Approved
0.6522 Remote Similarity NPD3703 Phase 2
0.65 Remote Similarity NPD6616 Approved
0.65 Remote Similarity NPD6336 Discontinued
0.6496 Remote Similarity NPD6059 Approved
0.6496 Remote Similarity NPD8294 Approved
0.6496 Remote Similarity NPD8377 Approved
0.6496 Remote Similarity NPD6054 Approved
0.6489 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6475 Remote Similarity NPD7319 Approved

Structure

External Identifiers

PubChem CID   161616
ChEMBL   CHEMBL439422
ZINC  

Physicochemical Properties

Molecular Weight:  498.37
ALogP:  2.9609
MLogP:  4.54
XLogP:  9.598
# Rotatable Bonds:  12
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  36

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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