Natural Product: NPC474728

Natural Product ID:  NPC474728
Common Name:   Acridocarpusic Acid E
IUPAC Name:   (2R,4aS,6aR,6aR,6bR,8aR,10R,12aR,14aS)-10-acetyloxy-2,6a,6b,9,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydro-2H-picene-4a-carboxylic acid
Synonyms:   Acridocarpusic Acid E
Molecular Formula:   C31H48O4
Standard InCHIKey:  GEMWBGFUVFFPKG-YJXFNZILSA-N
Standard InCHI:  InChI=1S/C31H48O4/c1-19-10-15-31(26(33)34)17-16-29(6)21(22(31)18-19)8-9-24-28(5)13-12-25(35-20(2)32)27(3,4)23(28)11-14-30(24,29)7/h18-19,21,23-25H,8-17H2,1-7H3,(H,33,34)/t19-,21-,23+,24-,25-,28+,29-,30-,31+/m1/s1
Canonical SMILES:  CC(=O)O[C@@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1(C2=C[C@H](C)CC1)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
NPO10810 Acridocarpus vivy Species Malpighiaceae Eukaryota Madagascar rain forest PMID[15217279]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 15.3 ug/ml 23891163

  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 NPC474728 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
0.9882 High Similarity NPC77099
0.9882 High Similarity NPC285184
0.9882 High Similarity NPC60755
0.9882 High Similarity NPC470590
0.9765 High Similarity NPC120840
0.9765 High Similarity NPC113989
0.9647 High Similarity NPC30522
0.9647 High Similarity NPC274330
0.9647 High Similarity NPC470588
0.9647 High Similarity NPC198664
0.9647 High Similarity NPC143232
0.9545 High Similarity NPC195715
0.954 High Similarity NPC86368
0.9535 High Similarity NPC111110
0.9535 High Similarity NPC470589
0.9535 High Similarity NPC126369
0.9529 High Similarity NPC182797
0.9529 High Similarity NPC474512
0.9529 High Similarity NPC181225
0.9529 High Similarity NPC52169
0.9529 High Similarity NPC473242
0.9529 High Similarity NPC40552
0.9529 High Similarity NPC17733
0.9529 High Similarity NPC246708
0.9529 High Similarity NPC470629
0.9529 High Similarity NPC290690
0.9438 High Similarity NPC327179
0.9432 High Similarity NPC74751
0.9432 High Similarity NPC184006
0.9432 High Similarity NPC78580
0.9432 High Similarity NPC296164
0.9432 High Similarity NPC23621
0.9425 High Similarity NPC187722
0.9419 High Similarity NPC127689
0.9419 High Similarity NPC290972
0.9419 High Similarity NPC234346
0.9419 High Similarity NPC61543
0.9419 High Similarity NPC121798
0.9419 High Similarity NPC64872
0.9419 High Similarity NPC263393
0.9419 High Similarity NPC270768
0.9419 High Similarity NPC225585
0.9419 High Similarity NPC59263
0.9419 High Similarity NPC293048
0.9419 High Similarity NPC130520
0.9419 High Similarity NPC25906
0.9412 High Similarity NPC293564
0.9412 High Similarity NPC46912
0.9412 High Similarity NPC242468
0.9412 High Similarity NPC51700
0.9412 High Similarity NPC102683
0.9412 High Similarity NPC68160
0.9412 High Similarity NPC88716
0.9412 High Similarity NPC18064
0.9412 High Similarity NPC162107
0.9412 High Similarity NPC307426
0.9412 High Similarity NPC130577
0.9412 High Similarity NPC98442
0.9412 High Similarity NPC171203
0.9412 High Similarity NPC142415
0.9333 High Similarity NPC158347
0.9326 High Similarity NPC23241
0.9326 High Similarity NPC474727
0.9318 High Similarity NPC74855
0.9318 High Similarity NPC307335
0.9318 High Similarity NPC158059
0.9318 High Similarity NPC63118
0.9318 High Similarity NPC118519
0.9318 High Similarity NPC202728
0.9318 High Similarity NPC295643
0.9318 High Similarity NPC272075
0.9318 High Similarity NPC229281
0.9318 High Similarity NPC474436
0.9318 High Similarity NPC49776
0.9318 High Similarity NPC214756
0.9318 High Similarity NPC136313
0.931 High Similarity NPC210037
0.931 High Similarity NPC273621
0.931 High Similarity NPC130278
0.931 High Similarity NPC290614
0.931 High Similarity NPC7260
0.931 High Similarity NPC227467
0.931 High Similarity NPC18872
0.931 High Similarity NPC291028
0.931 High Similarity NPC120968
0.931 High Similarity NPC477872
0.9294 High Similarity NPC72638
0.9294 High Similarity NPC91525
0.9294 High Similarity NPC329943
0.9294 High Similarity NPC10005
0.9294 High Similarity NPC9892
0.9231 High Similarity NPC58942
0.9231 High Similarity NPC260149
0.9222 High Similarity NPC230151
0.9213 High Similarity NPC6818
0.9213 High Similarity NPC209868
0.9213 High Similarity NPC91010
0.9213 High Similarity NPC191412
0.9213 High Similarity NPC159365
0.9213 High Similarity NPC114159
0.9205 High Similarity NPC228784
0.9205 High Similarity NPC288833
0.9205 High Similarity NPC282616
0.9205 High Similarity NPC300351
0.9205 High Similarity NPC158030
0.9205 High Similarity NPC38754
0.9205 High Similarity NPC65120
0.9205 High Similarity NPC4036
0.9205 High Similarity NPC474525
0.9205 High Similarity NPC235884
0.9205 High Similarity NPC324341
0.9205 High Similarity NPC71074
0.9205 High Similarity NPC306541
0.9205 High Similarity NPC105189
0.9205 High Similarity NPC155120
0.9205 High Similarity NPC84319
0.9205 High Similarity NPC52021
0.9205 High Similarity NPC966
0.9205 High Similarity NPC472149
0.9205 High Similarity NPC145067
0.9205 High Similarity NPC233455
0.9205 High Similarity NPC25299
0.9195 High Similarity NPC475049
0.9195 High Similarity NPC474972
0.9195 High Similarity NPC474686
0.9195 High Similarity NPC474700
0.9195 High Similarity NPC161751
0.9195 High Similarity NPC95246
0.9186 High Similarity NPC71507
0.9121 High Similarity NPC476878
0.9121 High Similarity NPC26413
0.9121 High Similarity NPC259788
0.9121 High Similarity NPC476879
0.9121 High Similarity NPC255589
0.9111 High Similarity NPC96916
0.9111 High Similarity NPC473240
0.9101 High Similarity NPC474806
0.9101 High Similarity NPC133579
0.9101 High Similarity NPC275809
0.9101 High Similarity NPC298554
0.9091 High Similarity NPC172361
0.9091 High Similarity NPC49320
0.9091 High Similarity NPC46441
0.9091 High Similarity NPC193750
0.9091 High Similarity NPC86372
0.908 High Similarity NPC224145
0.907 High Similarity NPC325594
0.907 High Similarity NPC73038
0.9032 High Similarity NPC233012
0.9032 High Similarity NPC54909
0.9022 High Similarity NPC164349
0.9022 High Similarity NPC471966
0.9022 High Similarity NPC475876
0.9011 High Similarity NPC158371
0.9011 High Similarity NPC207922
0.9011 High Similarity NPC73004
0.9011 High Similarity NPC173744
0.9011 High Similarity NPC98874
0.9011 High Similarity NPC476327
0.9011 High Similarity NPC476318
0.9011 High Similarity NPC62516
0.9011 High Similarity NPC132824
0.9011 High Similarity NPC157113
0.9011 High Similarity NPC116457
0.9011 High Similarity NPC204961
0.9011 High Similarity NPC259733
0.9 High Similarity NPC231063
0.9 High Similarity NPC145667
0.9 High Similarity NPC222047
0.9 High Similarity NPC80365
0.9 High Similarity NPC88116
0.9 High Similarity NPC474963
0.9 High Similarity NPC299996
0.9 High Similarity NPC263548
0.9 High Similarity NPC87095
0.9 High Similarity NPC32407
0.9 High Similarity NPC474529
0.9 High Similarity NPC20235
0.9 High Similarity NPC282395
0.8989 High Similarity NPC301244
0.8989 High Similarity NPC6255
0.8989 High Similarity NPC475708
0.8989 High Similarity NPC471588
0.8966 High Similarity NPC73064
0.8953 High Similarity NPC133954
0.8953 High Similarity NPC191965
0.8941 High Similarity NPC132386
0.8941 High Similarity NPC200752
0.8913 High Similarity NPC43686
0.8913 High Similarity NPC9613
0.8913 High Similarity NPC187933
0.8913 High Similarity NPC247139
0.8913 High Similarity NPC189880
0.8901 High Similarity NPC32118
0.8901 High Similarity NPC198245
0.8901 High Similarity NPC148523
0.8901 High Similarity NPC139570
0.8889 High Similarity NPC169343
0.8889 High Similarity NPC118490
0.8876 High Similarity NPC471896

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474728 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
0.9432 High Similarity NPD7748 Approved
0.9205 High Similarity NPD7515 Phase 2
0.9121 High Similarity NPD7902 Approved
0.8791 High Similarity NPD7901 Clinical (unspecified phase)
0.8791 High Similarity NPD7900 Approved
0.8478 Intermediate Similarity NPD6399 Phase 3
0.837 Intermediate Similarity NPD8034 Phase 2
0.837 Intermediate Similarity NPD8035 Phase 2
0.8315 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.8256 Intermediate Similarity NPD7645 Phase 2
0.8043 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD4786 Approved
0.7978 Intermediate Similarity NPD3667 Approved
0.7957 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD7638 Approved
0.7826 Intermediate Similarity NPD7334 Approved
0.7826 Intermediate Similarity NPD5330 Approved
0.7826 Intermediate Similarity NPD3618 Phase 1
0.7826 Intermediate Similarity NPD7521 Approved
0.7826 Intermediate Similarity NPD7146 Approved
0.7826 Intermediate Similarity NPD6684 Approved
0.7826 Intermediate Similarity NPD6409 Approved
0.7789 Intermediate Similarity NPD6411 Approved
0.7778 Intermediate Similarity NPD7640 Approved
0.7778 Intermediate Similarity NPD7639 Approved
0.7766 Intermediate Similarity NPD5328 Approved
0.7745 Intermediate Similarity NPD6402 Approved
0.7745 Intermediate Similarity NPD5739 Approved
0.7745 Intermediate Similarity NPD7128 Approved
0.7745 Intermediate Similarity NPD6675 Approved
0.7742 Intermediate Similarity NPD3573 Approved
0.766 Intermediate Similarity NPD6903 Approved
0.766 Intermediate Similarity NPD5737 Approved
0.766 Intermediate Similarity NPD6672 Approved
0.7609 Intermediate Similarity NPD3668 Phase 3
0.7604 Intermediate Similarity NPD6079 Approved
0.7596 Intermediate Similarity NPD6881 Approved
0.7596 Intermediate Similarity NPD7320 Approved
0.7596 Intermediate Similarity NPD6899 Approved
0.7579 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD6101 Approved
0.7576 Intermediate Similarity NPD6084 Phase 2
0.7576 Intermediate Similarity NPD6083 Phase 2
0.7524 Intermediate Similarity NPD6372 Approved
0.7524 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD5701 Approved
0.75 Intermediate Similarity NPD5697 Approved
0.7453 Intermediate Similarity NPD7102 Approved
0.7453 Intermediate Similarity NPD6883 Approved
0.7453 Intermediate Similarity NPD7290 Approved
0.7429 Intermediate Similarity NPD6011 Approved
0.7419 Intermediate Similarity NPD3665 Phase 1
0.7419 Intermediate Similarity NPD3133 Approved
0.7419 Intermediate Similarity NPD3666 Approved
0.7383 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7383 Intermediate Similarity NPD6847 Approved
0.7383 Intermediate Similarity NPD6617 Approved
0.7383 Intermediate Similarity NPD6869 Approved
0.7383 Intermediate Similarity NPD6650 Approved
0.7383 Intermediate Similarity NPD8130 Phase 1
0.7383 Intermediate Similarity NPD6649 Approved
0.7374 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD5695 Phase 3
0.7364 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD7115 Discovery
0.7363 Intermediate Similarity NPD7525 Registered
0.7363 Intermediate Similarity NPD4695 Discontinued
0.7358 Intermediate Similarity NPD6012 Approved
0.7358 Intermediate Similarity NPD6014 Approved
0.7358 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD6013 Approved
0.7347 Intermediate Similarity NPD4202 Approved
0.7327 Intermediate Similarity NPD5696 Approved
0.7315 Intermediate Similarity NPD8297 Approved
0.7315 Intermediate Similarity NPD6882 Approved
0.7303 Intermediate Similarity NPD6117 Approved
0.73 Intermediate Similarity NPD7614 Phase 1
0.73 Intermediate Similarity NPD5222 Approved
0.73 Intermediate Similarity NPD4697 Phase 3
0.73 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.73 Intermediate Similarity NPD5221 Approved
0.7281 Intermediate Similarity NPD8328 Phase 3
0.7263 Intermediate Similarity NPD6098 Approved
0.7238 Intermediate Similarity NPD6008 Approved
0.7228 Intermediate Similarity NPD4755 Approved
0.7228 Intermediate Similarity NPD5173 Approved
0.7222 Intermediate Similarity NPD6116 Phase 1
0.7216 Intermediate Similarity NPD6080 Approved
0.7216 Intermediate Similarity NPD6904 Approved
0.7216 Intermediate Similarity NPD6673 Approved
0.7204 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD6942 Approved
0.7191 Intermediate Similarity NPD7339 Approved
0.7172 Intermediate Similarity NPD5778 Approved
0.7172 Intermediate Similarity NPD5779 Approved
0.7157 Intermediate Similarity NPD4225 Approved
0.7143 Intermediate Similarity NPD6115 Approved
0.7143 Intermediate Similarity NPD6697 Approved
0.7143 Intermediate Similarity NPD6118 Approved
0.7143 Intermediate Similarity NPD6114 Approved
0.7129 Intermediate Similarity NPD7732 Phase 3
0.7117 Intermediate Similarity NPD6868 Approved
0.7115 Intermediate Similarity NPD7632 Discontinued
0.7111 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5285 Approved
0.7087 Intermediate Similarity NPD5286 Approved
0.7087 Intermediate Similarity NPD4700 Approved
0.7087 Intermediate Similarity NPD4696 Approved
0.7083 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD4753 Phase 2
0.7021 Intermediate Similarity NPD4223 Phase 3
0.7021 Intermediate Similarity NPD4221 Approved
0.7019 Intermediate Similarity NPD5223 Approved
0.7009 Intermediate Similarity NPD6412 Phase 2
0.6991 Remote Similarity NPD6335 Approved
0.6979 Remote Similarity NPD5329 Approved
0.6979 Remote Similarity NPD1694 Approved
0.6964 Remote Similarity NPD6274 Approved
0.6952 Remote Similarity NPD5211 Phase 2
0.6952 Remote Similarity NPD5224 Approved
0.6952 Remote Similarity NPD5225 Approved
0.6952 Remote Similarity NPD4633 Approved
0.6952 Remote Similarity NPD5226 Approved
0.6939 Remote Similarity NPD5208 Approved
0.6937 Remote Similarity NPD4632 Approved
0.6931 Remote Similarity NPD6001 Approved
0.693 Remote Similarity NPD7101 Approved
0.693 Remote Similarity NPD7100 Approved
0.6907 Remote Similarity NPD5279 Phase 3
0.6903 Remote Similarity NPD6317 Approved
0.69 Remote Similarity NPD5693 Phase 1
0.69 Remote Similarity NPD6050 Approved
0.69 Remote Similarity NPD5281 Approved
0.69 Remote Similarity NPD5284 Approved
0.6887 Remote Similarity NPD5175 Approved
0.6887 Remote Similarity NPD4754 Approved
0.6887 Remote Similarity NPD5174 Approved
0.6881 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4197 Approved
0.6869 Remote Similarity NPD6051 Approved
0.6842 Remote Similarity NPD6313 Approved
0.6842 Remote Similarity NPD6314 Approved
0.6822 Remote Similarity NPD5141 Approved
0.6818 Remote Similarity NPD5955 Clinical (unspecified phase)
0.681 Remote Similarity NPD6909 Approved
0.681 Remote Similarity NPD6908 Approved
0.68 Remote Similarity NPD5692 Phase 3
0.6789 Remote Similarity NPD6686 Approved
0.6786 Remote Similarity NPD8133 Approved
0.6774 Remote Similarity NPD3617 Approved
0.6771 Remote Similarity NPD4788 Approved
0.6759 Remote Similarity NPD4768 Approved
0.6759 Remote Similarity NPD4767 Approved
0.6754 Remote Similarity NPD6009 Approved
0.675 Remote Similarity NPD7736 Approved
0.6735 Remote Similarity NPD4693 Phase 3
0.6735 Remote Similarity NPD4689 Approved
0.6735 Remote Similarity NPD4688 Approved
0.6735 Remote Similarity NPD4138 Approved
0.6735 Remote Similarity NPD4623 Approved
0.6735 Remote Similarity NPD4690 Approved
0.6735 Remote Similarity NPD5205 Approved
0.6735 Remote Similarity NPD6422 Discontinued
0.6735 Remote Similarity NPD4519 Discontinued
0.6733 Remote Similarity NPD5694 Approved
0.6733 Remote Similarity NPD7637 Suspended
0.6724 Remote Similarity NPD6319 Approved
0.6723 Remote Similarity NPD7507 Approved
0.6699 Remote Similarity NPD5210 Approved
0.6699 Remote Similarity NPD4629 Approved
0.6695 Remote Similarity NPD7604 Phase 2
0.6667 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5983 Phase 2
0.6667 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6639 Remote Similarity NPD7492 Approved
0.6636 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5128 Approved
0.6636 Remote Similarity NPD5168 Approved
0.6636 Remote Similarity NPD4729 Approved
0.6636 Remote Similarity NPD4730 Approved
0.6634 Remote Similarity NPD5207 Approved
0.6632 Remote Similarity NPD8259 Clinical (unspecified phase)
0.663 Remote Similarity NPD8039 Approved
0.6629 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6629 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6598 Remote Similarity NPD7154 Phase 3
0.6598 Remote Similarity NPD5362 Discontinued
0.6596 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6583 Remote Similarity NPD6616 Approved
0.6583 Remote Similarity NPD6336 Discontinued
0.6581 Remote Similarity NPD6059 Approved
0.6581 Remote Similarity NPD6054 Approved
0.6566 Remote Similarity NPD5280 Approved
0.6566 Remote Similarity NPD4694 Approved
0.6566 Remote Similarity NPD5690 Phase 2
0.6562 Remote Similarity NPD5369 Approved
0.6557 Remote Similarity NPD7319 Approved

Structure

External Identifiers

PubChem CID   44559547
ChEMBL   CHEMBL480498
ZINC  

Physicochemical Properties

Molecular Weight:  484.36
ALogP:  2.0489
MLogP:  4.43
XLogP:  9.999
# Rotatable Bonds:  11
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  35

Download Data

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