Natural Product: NPC475230

Natural Product ID:  NPC475230
Common Name:   Methyl 24-Acetoxypolpunonate
IUPAC Name:   methyl (2R,4aS,6aR,6aR,6bS,8aR,9R,12aS,14aS,14bR)-8a-(acetyloxymethyl)-2,4a,6a,6a,9,14a-hexamethyl-10-oxo-3,4,5,6,6b,7,8,9,11,12,12a,13,14,14b-tetradecahydro-1H-picene-2-carboxylate
Synonyms:   Methyl 24-Acetoxypolpunonate
Molecular Formula:   C33H52O5
Standard InCHIKey:  KHXONCDDHKTKRA-CEIIXAQYSA-N
Standard InCHI:  InChI=1S/C33H52O5/c1-21-23(35)9-10-25-30(5)16-18-32(7)26-19-29(4,27(36)37-8)14-13-28(26,3)15-17-31(32,6)24(30)11-12-33(21,25)20-38-22(2)34/h21,24-26H,9-20H2,1-8H3/t21-,24-,25-,26+,28+,29+,30+,31+,32-,33-/m0/s1
Canonical SMILES:  COC(=O)[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)COC(=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
NPO28378 Kokoona ochracea Species Celastraceae Eukaryota PMID[8158155]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified ED50 = 6.2 ug/ml 26200131
NPT1851 Cell Line Col2 Homo sapiens ED50 > 20 ug/ml 26200131
NPT858 Cell Line LNCaP Homo sapiens ED50 = 5.2 ug/ml 17512741
NPT133 Cell Line ZR-75-1 Homo sapiens ED50 = 11.8 ug/ml 25510639
NPT1034 Cell Line Lu1 Homo sapiens ED50 = 11.9 ug/ml 25946116
NPT91 Cell Line KB Homo sapiens ED50 > 20 ug/ml 25946116
NPT168 Cell Line P388 Mus musculus ED50 > 5 ug/ml 25946116
NPT453 Cell Line HT-1080 Homo sapiens ED50 = 10 ug/ml 11459643
NPT2 Others Unspecified ED50 > 20 ug/ml 11459643
NPT762 Cell Line A-431 Homo sapiens ED50 = 9.8 ug/ml 10.1016/0960-894X(95)00326-O
NPT2 Others Unspecified ED50 = 12 ug/ml 7494143
NPT147 Cell Line SK-MEL-2 Homo sapiens ED50 > 20 ug/ml 17228858
NPT2 Others Unspecified ED50 = 10.1 ug/ml 15679321

  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 NPC475230 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
0.8919 High Similarity NPC73013
0.8784 High Similarity NPC243594
0.8784 High Similarity NPC31031
0.8714 High Similarity NPC178541
0.8571 High Similarity NPC469724
0.8571 High Similarity NPC100917
0.8571 High Similarity NPC31187
0.8571 High Similarity NPC281203
0.8378 Intermediate Similarity NPC179858
0.831 Intermediate Similarity NPC180777
0.831 Intermediate Similarity NPC103647
0.831 Intermediate Similarity NPC260319
0.831 Intermediate Similarity NPC2568
0.8289 Intermediate Similarity NPC26029
0.8289 Intermediate Similarity NPC472608
0.8267 Intermediate Similarity NPC471046
0.825 Intermediate Similarity NPC62572
0.8205 Intermediate Similarity NPC280781
0.8205 Intermediate Similarity NPC474870
0.8205 Intermediate Similarity NPC48756
0.8205 Intermediate Similarity NPC271572
0.8077 Intermediate Similarity NPC261616
0.8026 Intermediate Similarity NPC108840
0.8025 Intermediate Similarity NPC474572
0.8 Intermediate Similarity NPC168511
0.8 Intermediate Similarity NPC159325
0.7973 Intermediate Similarity NPC290058
0.7973 Intermediate Similarity NPC197701
0.7973 Intermediate Similarity NPC469940
0.7971 Intermediate Similarity NPC306750
0.7945 Intermediate Similarity NPC295788
0.7922 Intermediate Similarity NPC477918
0.7922 Intermediate Similarity NPC112463
0.7901 Intermediate Similarity NPC9060
0.7901 Intermediate Similarity NPC312660
0.7901 Intermediate Similarity NPC181871
0.7875 Intermediate Similarity NPC289486
0.7875 Intermediate Similarity NPC61107
0.7867 Intermediate Similarity NPC68426
0.7867 Intermediate Similarity NPC477229
0.7867 Intermediate Similarity NPC282905
0.7838 Intermediate Similarity NPC108131
0.7808 Intermediate Similarity NPC475977
0.7763 Intermediate Similarity NPC130011
0.775 Intermediate Similarity NPC50658
0.775 Intermediate Similarity NPC476071
0.7733 Intermediate Similarity NPC478227
0.7692 Intermediate Similarity NPC471151
0.7683 Intermediate Similarity NPC237938
0.7683 Intermediate Similarity NPC34984
0.7683 Intermediate Similarity NPC219535
0.7683 Intermediate Similarity NPC25037
0.7683 Intermediate Similarity NPC473299
0.7662 Intermediate Similarity NPC477934
0.7662 Intermediate Similarity NPC267753
0.7632 Intermediate Similarity NPC474755
0.7632 Intermediate Similarity NPC109510
0.7625 Intermediate Similarity NPC472853
0.7625 Intermediate Similarity NPC267517
0.7619 Intermediate Similarity NPC46912
0.7619 Intermediate Similarity NPC162107
0.7612 Intermediate Similarity NPC307063
0.76 Intermediate Similarity NPC477929
0.7595 Intermediate Similarity NPC63020
0.759 Intermediate Similarity NPC98270
0.7586 Intermediate Similarity NPC472147
0.7586 Intermediate Similarity NPC472148
0.7568 Intermediate Similarity NPC470956
0.7568 Intermediate Similarity NPC474954
0.7564 Intermediate Similarity NPC477933
0.7564 Intermediate Similarity NPC477932
0.7561 Intermediate Similarity NPC15821
0.7558 Intermediate Similarity NPC472146
0.7558 Intermediate Similarity NPC185529
0.7558 Intermediate Similarity NPC475211
0.7558 Intermediate Similarity NPC88337
0.7536 Intermediate Similarity NPC127798
0.7534 Intermediate Similarity NPC84562
0.7532 Intermediate Similarity NPC74639
0.7532 Intermediate Similarity NPC55508
0.7529 Intermediate Similarity NPC474845
0.7529 Intermediate Similarity NPC473319
0.7529 Intermediate Similarity NPC131104
0.7529 Intermediate Similarity NPC3032
0.75 Intermediate Similarity NPC91525
0.75 Intermediate Similarity NPC83242
0.75 Intermediate Similarity NPC329943
0.75 Intermediate Similarity NPC10005
0.75 Intermediate Similarity NPC471475
0.75 Intermediate Similarity NPC247195
0.75 Intermediate Similarity NPC9892
0.747 Intermediate Similarity NPC319909
0.747 Intermediate Similarity NPC475509
0.747 Intermediate Similarity NPC105895
0.7468 Intermediate Similarity NPC84868
0.7468 Intermediate Similarity NPC298168
0.7468 Intermediate Similarity NPC143133
0.7467 Intermediate Similarity NPC469941
0.7467 Intermediate Similarity NPC252032
0.7467 Intermediate Similarity NPC476734
0.7467 Intermediate Similarity NPC319671
0.7442 Intermediate Similarity NPC471459
0.7442 Intermediate Similarity NPC67653
0.7442 Intermediate Similarity NPC475049
0.7442 Intermediate Similarity NPC30522
0.7442 Intermediate Similarity NPC474700
0.7439 Intermediate Similarity NPC30583
0.7439 Intermediate Similarity NPC13494
0.7436 Intermediate Similarity NPC472311
0.7432 Intermediate Similarity NPC41542
0.7407 Intermediate Similarity NPC474956
0.7407 Intermediate Similarity NPC1882
0.7403 Intermediate Similarity NPC474123
0.7403 Intermediate Similarity NPC81759
0.7397 Intermediate Similarity NPC469791
0.7386 Intermediate Similarity NPC169343
0.7375 Intermediate Similarity NPC476732
0.7375 Intermediate Similarity NPC199965
0.7375 Intermediate Similarity NPC185465
0.7356 Intermediate Similarity NPC113989
0.7356 Intermediate Similarity NPC50443
0.7356 Intermediate Similarity NPC18536
0.7356 Intermediate Similarity NPC120840
0.7349 Intermediate Similarity NPC269684
0.7349 Intermediate Similarity NPC200752
0.7342 Intermediate Similarity NPC4209
0.7333 Intermediate Similarity NPC473225
0.7333 Intermediate Similarity NPC163685
0.7326 Intermediate Similarity NPC224145
0.7326 Intermediate Similarity NPC4309
0.7317 Intermediate Similarity NPC474955
0.7317 Intermediate Similarity NPC472229
0.7317 Intermediate Similarity NPC472230
0.7317 Intermediate Similarity NPC58631
0.7308 Intermediate Similarity NPC167702
0.7308 Intermediate Similarity NPC280026
0.7308 Intermediate Similarity NPC96759
0.7308 Intermediate Similarity NPC477930
0.7303 Intermediate Similarity NPC74751
0.7297 Intermediate Similarity NPC268736
0.7297 Intermediate Similarity NPC477931
0.7297 Intermediate Similarity NPC42060
0.7294 Intermediate Similarity NPC120395
0.7294 Intermediate Similarity NPC187545
0.7294 Intermediate Similarity NPC92139
0.7294 Intermediate Similarity NPC248216
0.7294 Intermediate Similarity NPC471042
0.7284 Intermediate Similarity NPC472310
0.7284 Intermediate Similarity NPC201276
0.7284 Intermediate Similarity NPC80891
0.7284 Intermediate Similarity NPC320144
0.7273 Intermediate Similarity NPC60755
0.7273 Intermediate Similarity NPC285184
0.7273 Intermediate Similarity NPC470590
0.7273 Intermediate Similarity NPC160506
0.7273 Intermediate Similarity NPC472309
0.7273 Intermediate Similarity NPC77099
0.7262 Intermediate Similarity NPC473336
0.7262 Intermediate Similarity NPC471044
0.725 Intermediate Similarity NPC207010
0.725 Intermediate Similarity NPC477919
0.725 Intermediate Similarity NPC180199
0.725 Intermediate Similarity NPC23884
0.725 Intermediate Similarity NPC317913
0.725 Intermediate Similarity NPC474404
0.7237 Intermediate Similarity NPC64466
0.7237 Intermediate Similarity NPC474962
0.7229 Intermediate Similarity NPC477936
0.7229 Intermediate Similarity NPC477935
0.7222 Intermediate Similarity NPC82633
0.7215 Intermediate Similarity NPC174964
0.7215 Intermediate Similarity NPC97534
0.7215 Intermediate Similarity NPC212733
0.7215 Intermediate Similarity NPC195155
0.7215 Intermediate Similarity NPC72444
0.7209 Intermediate Similarity NPC173089
0.7209 Intermediate Similarity NPC252714
0.7209 Intermediate Similarity NPC470920
0.7209 Intermediate Similarity NPC158141
0.7195 Intermediate Similarity NPC477057
0.7195 Intermediate Similarity NPC125366
0.7195 Intermediate Similarity NPC170038
0.7191 Intermediate Similarity NPC86368
0.7191 Intermediate Similarity NPC228700
0.7179 Intermediate Similarity NPC279241
0.7179 Intermediate Similarity NPC36310
0.7176 Intermediate Similarity NPC201655
0.7174 Intermediate Similarity NPC471966
0.7162 Intermediate Similarity NPC19311
0.7162 Intermediate Similarity NPC230047
0.716 Intermediate Similarity NPC329117
0.716 Intermediate Similarity NPC171426
0.716 Intermediate Similarity NPC80089
0.716 Intermediate Similarity NPC476810
0.716 Intermediate Similarity NPC34046
0.716 Intermediate Similarity NPC224802
0.716 Intermediate Similarity NPC324700
0.7159 Intermediate Similarity NPC198818
0.7159 Intermediate Similarity NPC291028
0.7159 Intermediate Similarity NPC193750

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475230 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
0.8219 Intermediate Similarity NPD5777 Approved
0.7534 Intermediate Similarity NPD4224 Phase 2
0.75 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7900 Approved
0.75 Intermediate Similarity NPD6081 Approved
0.7342 Intermediate Similarity NPD6117 Approved
0.7308 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD8034 Phase 2
0.7273 Intermediate Similarity NPD8035 Phase 2
0.7253 Intermediate Similarity NPD7902 Approved
0.725 Intermediate Similarity NPD6116 Phase 1
0.7215 Intermediate Similarity NPD3702 Approved
0.716 Intermediate Similarity NPD6115 Approved
0.716 Intermediate Similarity NPD6697 Approved
0.716 Intermediate Similarity NPD6118 Approved
0.716 Intermediate Similarity NPD6114 Approved
0.7143 Intermediate Similarity NPD4789 Approved
0.7143 Intermediate Similarity NPD4244 Approved
0.7143 Intermediate Similarity NPD4245 Approved
0.7051 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD3698 Phase 2
0.7013 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.6933 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6932 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6889 Remote Similarity NPD7515 Phase 2
0.6883 Remote Similarity NPD5360 Phase 3
0.6883 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6782 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6672 Approved
0.6742 Remote Similarity NPD5737 Approved
0.6705 Remote Similarity NPD7146 Approved
0.6705 Remote Similarity NPD5330 Approved
0.6705 Remote Similarity NPD7521 Approved
0.6705 Remote Similarity NPD7334 Approved
0.6705 Remote Similarity NPD6409 Approved
0.6705 Remote Similarity NPD6684 Approved
0.663 Remote Similarity NPD6399 Phase 3
0.6596 Remote Similarity NPD7732 Phase 3
0.6585 Remote Similarity NPD3703 Phase 2
0.6582 Remote Similarity NPD3725 Approved
0.6582 Remote Similarity NPD3726 Approved
0.6556 Remote Similarity NPD6903 Approved
0.6484 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6479 Remote Similarity NPD615 Clinical (unspecified phase)
0.642 Remote Similarity NPD4758 Discontinued
0.6353 Remote Similarity NPD5364 Discontinued
0.6353 Remote Similarity NPD3671 Phase 1
0.6333 Remote Similarity NPD6098 Approved
0.6322 Remote Similarity NPD1780 Approved
0.6322 Remote Similarity NPD1779 Approved
0.6316 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6304 Remote Similarity NPD6904 Approved
0.6304 Remote Similarity NPD6673 Approved
0.6304 Remote Similarity NPD6080 Approved
0.6264 Remote Similarity NPD3573 Approved
0.625 Remote Similarity NPD3729 Clinical (unspecified phase)
0.625 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6214 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6186 Remote Similarity NPD6083 Phase 2
0.6186 Remote Similarity NPD6084 Phase 2
0.618 Remote Similarity NPD4788 Approved
0.6139 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6122 Remote Similarity NPD5696 Approved
0.6082 Remote Similarity NPD7614 Phase 1
0.6049 Remote Similarity NPD229 Approved
0.6022 Remote Similarity NPD5208 Approved
0.6 Remote Similarity NPD6050 Approved
0.6 Remote Similarity NPD5693 Phase 1
0.5979 Remote Similarity NPD5695 Phase 3
0.5977 Remote Similarity NPD4802 Phase 2
0.5977 Remote Similarity NPD4238 Approved
0.5963 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5949 Remote Similarity NPD7909 Approved
0.5934 Remote Similarity NPD3668 Phase 3
0.5934 Remote Similarity NPD4786 Approved
0.59 Remote Similarity NPD8418 Phase 2
0.5895 Remote Similarity NPD5692 Phase 3
0.5895 Remote Similarity NPD5207 Approved
0.5889 Remote Similarity NPD3667 Approved
0.5882 Remote Similarity NPD2699 Approved
0.5876 Remote Similarity NPD6001 Approved
0.587 Remote Similarity NPD1694 Approved
0.5857 Remote Similarity NPD2266 Phase 2
0.5844 Remote Similarity NPD3198 Approved
0.5833 Remote Similarity NPD8133 Approved
0.5833 Remote Similarity NPD5694 Approved
0.5824 Remote Similarity NPD3669 Approved
0.5824 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5821 Remote Similarity NPD387 Clinical (unspecified phase)
0.581 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5806 Remote Similarity NPD3618 Phase 1
0.58 Remote Similarity NPD7638 Approved
0.5795 Remote Similarity NPD3617 Approved
0.5789 Remote Similarity NPD8328 Phase 3
0.5783 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5739 Approved
0.5769 Remote Similarity NPD6008 Approved
0.5769 Remote Similarity NPD7128 Approved
0.5769 Remote Similarity NPD6402 Approved
0.5769 Remote Similarity NPD8040 Discontinued
0.5769 Remote Similarity NPD6675 Approved
0.5761 Remote Similarity NPD3665 Phase 1
0.5761 Remote Similarity NPD3666 Approved
0.5761 Remote Similarity NPD3133 Approved
0.5758 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5755 Remote Similarity NPD6373 Approved
0.5755 Remote Similarity NPD6372 Approved
0.5743 Remote Similarity NPD7639 Approved
0.5743 Remote Similarity NPD7640 Approved
0.573 Remote Similarity NPD7645 Phase 2
0.5728 Remote Similarity NPD6052 Approved
0.5682 Remote Similarity NPD8144 Approved
0.5682 Remote Similarity NPD8143 Approved
0.5679 Remote Similarity NPD9496 Clinical (unspecified phase)
0.567 Remote Similarity NPD6411 Approved
0.567 Remote Similarity NPD5281 Approved
0.567 Remote Similarity NPD5284 Approved
0.5667 Remote Similarity NPD4695 Discontinued
0.5667 Remote Similarity NPD6928 Phase 2
0.566 Remote Similarity NPD6899 Approved
0.566 Remote Similarity NPD7320 Approved
0.566 Remote Similarity NPD6881 Approved
0.5657 Remote Similarity NPD5654 Approved
0.5648 Remote Similarity NPD8130 Phase 1
0.5648 Remote Similarity NPD6649 Approved
0.5648 Remote Similarity NPD6650 Approved
0.5638 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5634 Remote Similarity NPD6125 Clinical (unspecified phase)
0.5632 Remote Similarity NPD8039 Approved
0.5632 Remote Similarity NPD2257 Approved
0.5631 Remote Similarity NPD7632 Discontinued
0.5625 Remote Similarity NPD5328 Approved
0.5625 Remote Similarity NPD4753 Phase 2
0.5625 Remote Similarity NPD6051 Approved
0.5619 Remote Similarity NPD6920 Discontinued
0.5618 Remote Similarity NPD4777 Suspended
0.5618 Remote Similarity NPD4776 Phase 2
0.5604 Remote Similarity NPD8028 Phase 2

Structure

External Identifiers

PubChem CID   44559601
ChEMBL   CHEMBL501488
ZINC  

Physicochemical Properties

Molecular Weight:  528.38
ALogP:  1.8751
MLogP:  4.54
XLogP:  9.415
# Rotatable Bonds:  13
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  38

Download Data

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Biological Activities  
Similar NPs/Drugs