Natural Product: NPC291326

Natural Product ID:  NPC291326
Common Name:   Pseudopterosin B
IUPAC Name:   [(2S,3R,4S,5R)-2-[[(4R,6S,6aR,9S)-2-hydroxy-3,6,9-trimethyl-4-(2-methylprop-1-enyl)-5,6,6a,7,8,9-hexahydro-4H-phenalen-1-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
Synonyms:  
Molecular Formula:   C27H38O7
Standard InCHIKey:  UDURMGJKGORCRS-PSXKBTAYSA-N
Standard InCHI:  InChI=1S/C27H38O7/c1-12(2)9-17-10-14(4)18-8-7-13(3)20-22(18)21(17)15(5)23(30)25(20)34-27-26(33-16(6)28)24(31)19(29)11-32-27/h9,13-14,17-19,24,26-27,29-31H,7-8,10-11H2,1-6H3/t13-,14-,17-,18+,19+,24-,26+,27-/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)Oc1c(O)c(C)c2c3c1[C@@H](C)CC[C@@H]3[C@H](C[C@@H]2C=C(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
NPO33065 Pseudopterogorgia Genus Gorgoniidae Eukaryota PMID[2895165]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus ED50 = 4 mg/kg 24328302
NPT32 Organism Mus musculus Mus musculus ED50 = 10 mg/kg 15921415
NPT32 Organism Mus musculus Mus musculus Activity = 75 % 19124662

  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 NPC291326 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 NPC117788
1.0 High Similarity NPC474856
1.0 High Similarity NPC474834
1.0 High Similarity NPC290902
0.9929 High Similarity NPC475940
0.9929 High Similarity NPC474893
0.9929 High Similarity NPC220006
0.9929 High Similarity NPC181452
0.9718 High Similarity NPC474940
0.9718 High Similarity NPC303013
0.9718 High Similarity NPC130959
0.9718 High Similarity NPC474795
0.9718 High Similarity NPC159697
0.9714 High Similarity NPC133251
0.9437 High Similarity NPC164183
0.9315 High Similarity NPC183380
0.9178 High Similarity NPC179809
0.9128 High Similarity NPC200645
0.9128 High Similarity NPC106669
0.9128 High Similarity NPC475227
0.9091 High Similarity NPC25889
0.8986 High Similarity NPC44452
0.8904 High Similarity NPC471065
0.8904 High Similarity NPC253015
0.8844 High Similarity NPC272619
0.8844 High Similarity NPC286245
0.8831 High Similarity NPC478269
0.88 High Similarity NPC225815
0.88 High Similarity NPC218041
0.88 High Similarity NPC9933
0.88 High Similarity NPC214326
0.88 High Similarity NPC145979
0.88 High Similarity NPC185955
0.88 High Similarity NPC260781
0.88 High Similarity NPC469707
0.88 High Similarity NPC469706
0.88 High Similarity NPC182368
0.8725 High Similarity NPC31325
0.8725 High Similarity NPC224674
0.8725 High Similarity NPC114505
0.8725 High Similarity NPC275284
0.8725 High Similarity NPC213074
0.8725 High Similarity NPC15956
0.8725 High Similarity NPC193473
0.8718 High Similarity NPC478267
0.8701 High Similarity NPC228357
0.8684 High Similarity NPC474442
0.8684 High Similarity NPC21902
0.8591 High Similarity NPC476301
0.8591 High Similarity NPC43508
0.8562 High Similarity NPC476452
0.8562 High Similarity NPC302610
0.8553 High Similarity NPC24425
0.8553 High Similarity NPC472710
0.8553 High Similarity NPC472709
0.8553 High Similarity NPC98624
0.8552 High Similarity NPC68292
0.8543 High Similarity NPC95990
0.8523 High Similarity NPC471667
0.8523 High Similarity NPC79429
0.8523 High Similarity NPC217635
0.8514 High Similarity NPC253878
0.8476 Intermediate Similarity NPC475054
0.8462 Intermediate Similarity NPC11411
0.8456 Intermediate Similarity NPC185307
0.8456 Intermediate Similarity NPC470950
0.8446 Intermediate Similarity NPC471414
0.8442 Intermediate Similarity NPC478268
0.8438 Intermediate Similarity NPC222531
0.8411 Intermediate Similarity NPC199928
0.8411 Intermediate Similarity NPC471608
0.84 Intermediate Similarity NPC129417
0.84 Intermediate Similarity NPC232228
0.84 Intermediate Similarity NPC283995
0.84 Intermediate Similarity NPC470235
0.8389 Intermediate Similarity NPC131971
0.8389 Intermediate Similarity NPC476356
0.8387 Intermediate Similarity NPC245615
0.8387 Intermediate Similarity NPC150442
0.8387 Intermediate Similarity NPC115466
0.8387 Intermediate Similarity NPC78809
0.8387 Intermediate Similarity NPC299706
0.8387 Intermediate Similarity NPC61604
0.8378 Intermediate Similarity NPC106944
0.8377 Intermediate Similarity NPC2745
0.8375 Intermediate Similarity NPC14294
0.8375 Intermediate Similarity NPC116759
0.8367 Intermediate Similarity NPC138738
0.8367 Intermediate Similarity NPC470413
0.8355 Intermediate Similarity NPC474397
0.8345 Intermediate Similarity NPC227719
0.8344 Intermediate Similarity NPC34587
0.8344 Intermediate Similarity NPC279298
0.8344 Intermediate Similarity NPC252292
0.8344 Intermediate Similarity NPC163898
0.8344 Intermediate Similarity NPC476382
0.8344 Intermediate Similarity NPC34927
0.8344 Intermediate Similarity NPC22150
0.8344 Intermediate Similarity NPC100998
0.8344 Intermediate Similarity NPC475096
0.8344 Intermediate Similarity NPC277867
0.8344 Intermediate Similarity NPC161700
0.8344 Intermediate Similarity NPC38041
0.8333 Intermediate Similarity NPC208818
0.8333 Intermediate Similarity NPC46092
0.8333 Intermediate Similarity NPC185498
0.8333 Intermediate Similarity NPC113680
0.8333 Intermediate Similarity NPC278961
0.8333 Intermediate Similarity NPC478239
0.8323 Intermediate Similarity NPC176186
0.8323 Intermediate Similarity NPC169404
0.8323 Intermediate Similarity NPC157783
0.8323 Intermediate Similarity NPC53587
0.8322 Intermediate Similarity NPC472711
0.8312 Intermediate Similarity NPC195561
0.8312 Intermediate Similarity NPC158784
0.8303 Intermediate Similarity NPC193377
0.8301 Intermediate Similarity NPC270751
0.8299 Intermediate Similarity NPC52277
0.8299 Intermediate Similarity NPC177035
0.8299 Intermediate Similarity NPC199459
0.8289 Intermediate Similarity NPC112861
0.8289 Intermediate Similarity NPC125755
0.8289 Intermediate Similarity NPC99515
0.8289 Intermediate Similarity NPC190714
0.8289 Intermediate Similarity NPC233980
0.8289 Intermediate Similarity NPC476865
0.8278 Intermediate Similarity NPC292443
0.8278 Intermediate Similarity NPC473108
0.8269 Intermediate Similarity NPC115203
0.8269 Intermediate Similarity NPC469699
0.8267 Intermediate Similarity NPC140502
0.8267 Intermediate Similarity NPC48309
0.8267 Intermediate Similarity NPC157816
0.8267 Intermediate Similarity NPC60249
0.8267 Intermediate Similarity NPC472714
0.8267 Intermediate Similarity NPC5262
0.8258 Intermediate Similarity NPC302915
0.825 Intermediate Similarity NPC149873
0.825 Intermediate Similarity NPC152424
0.825 Intermediate Similarity NPC100465
0.825 Intermediate Similarity NPC7191
0.825 Intermediate Similarity NPC115624
0.8247 Intermediate Similarity NPC106138
0.8247 Intermediate Similarity NPC10010
0.8243 Intermediate Similarity NPC304152
0.8242 Intermediate Similarity NPC316539
0.8239 Intermediate Similarity NPC241600
0.8239 Intermediate Similarity NPC173726
0.8235 Intermediate Similarity NPC227902
0.8235 Intermediate Similarity NPC232992
0.8235 Intermediate Similarity NPC39657
0.8232 Intermediate Similarity NPC52598
0.8232 Intermediate Similarity NPC179240
0.8228 Intermediate Similarity NPC163635
0.8224 Intermediate Similarity NPC476869
0.8224 Intermediate Similarity NPC476868
0.8224 Intermediate Similarity NPC18979
0.8224 Intermediate Similarity NPC476864
0.8224 Intermediate Similarity NPC476866
0.8221 Intermediate Similarity NPC286809
0.8212 Intermediate Similarity NPC37793
0.8212 Intermediate Similarity NPC472451
0.8212 Intermediate Similarity NPC477898
0.8207 Intermediate Similarity NPC312341
0.8205 Intermediate Similarity NPC471154
0.8205 Intermediate Similarity NPC325860
0.8205 Intermediate Similarity NPC160196
0.82 Intermediate Similarity NPC76871
0.82 Intermediate Similarity NPC186406
0.82 Intermediate Similarity NPC265075
0.8194 Intermediate Similarity NPC229882
0.8194 Intermediate Similarity NPC475224
0.8194 Intermediate Similarity NPC158635
0.8188 Intermediate Similarity NPC100389
0.8187 Intermediate Similarity NPC268718
0.8187 Intermediate Similarity NPC150943
0.8187 Intermediate Similarity NPC91634
0.8187 Intermediate Similarity NPC1253
0.8187 Intermediate Similarity NPC100936
0.8182 Intermediate Similarity NPC114550
0.8182 Intermediate Similarity NPC248132
0.8182 Intermediate Similarity NPC471922
0.8182 Intermediate Similarity NPC312006
0.8182 Intermediate Similarity NPC212142
0.8182 Intermediate Similarity NPC292712
0.8182 Intermediate Similarity NPC129930
0.8182 Intermediate Similarity NPC20114
0.8182 Intermediate Similarity NPC474075
0.8182 Intermediate Similarity NPC471921
0.8182 Intermediate Similarity NPC471920
0.8182 Intermediate Similarity NPC175976
0.8182 Intermediate Similarity NPC470757
0.8182 Intermediate Similarity NPC116229
0.8182 Intermediate Similarity NPC130449
0.8182 Intermediate Similarity NPC473876
0.8176 Intermediate Similarity NPC156502
0.8176 Intermediate Similarity NPC209985
0.8176 Intermediate Similarity NPC263367
0.8176 Intermediate Similarity NPC29799

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC291326 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
0.95 High Similarity NPD6674 Discontinued
0.8333 Intermediate Similarity NPD7228 Approved
0.8125 Intermediate Similarity NPD6234 Discontinued
0.8038 Intermediate Similarity NPD37 Approved
0.8 Intermediate Similarity NPD4967 Phase 2
0.8 Intermediate Similarity NPD4966 Approved
0.8 Intermediate Similarity NPD4965 Approved
0.7947 Intermediate Similarity NPD7266 Discontinued
0.7905 Intermediate Similarity NPD4060 Phase 1
0.7898 Intermediate Similarity NPD1653 Approved
0.7811 Intermediate Similarity NPD7240 Approved
0.7764 Intermediate Similarity NPD8455 Phase 2
0.7738 Intermediate Similarity NPD5844 Phase 1
0.7719 Intermediate Similarity NPD8312 Approved
0.7719 Intermediate Similarity NPD8313 Approved
0.7697 Intermediate Similarity NPD7199 Phase 2
0.7667 Intermediate Similarity NPD3620 Phase 2
0.7667 Intermediate Similarity NPD1613 Approved
0.7667 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD7985 Registered
0.7613 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7597 Intermediate Similarity NPD5762 Approved
0.7597 Intermediate Similarity NPD5763 Approved
0.7588 Intermediate Similarity NPD7074 Phase 3
0.7529 Intermediate Similarity NPD7054 Approved
0.7529 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7097 Phase 1
0.75 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5124 Phase 1
0.75 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7472 Approved
0.7467 Intermediate Similarity NPD3027 Phase 3
0.7459 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD7982 Clinical (unspecified phase)
0.745 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD4140 Approved
0.7417 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7397 Intermediate Similarity NPD1091 Approved
0.7397 Intermediate Similarity NPD3705 Approved
0.7381 Intermediate Similarity NPD8127 Discontinued
0.7356 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD7340 Approved
0.7318 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7473 Discontinued
0.7303 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7685 Pre-registration
0.7299 Intermediate Similarity NPD7251 Discontinued
0.7299 Intermediate Similarity NPD6559 Discontinued
0.7297 Intermediate Similarity NPD7680 Approved
0.7292 Intermediate Similarity NPD7644 Approved
0.7285 Intermediate Similarity NPD4908 Phase 1
0.7273 Intermediate Similarity NPD5735 Approved
0.7273 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD7446 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD3818 Discontinued
0.726 Intermediate Similarity NPD4626 Approved
0.7257 Intermediate Similarity NPD7808 Phase 3
0.7241 Intermediate Similarity NPD6797 Phase 2
0.7237 Intermediate Similarity NPD4625 Phase 3
0.7235 Intermediate Similarity NPD6232 Discontinued
0.7229 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD2861 Phase 2
0.7205 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD7458 Discontinued
0.7192 Intermediate Similarity NPD5691 Approved
0.719 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD1934 Approved
0.7161 Intermediate Similarity NPD6355 Discontinued
0.7151 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD6166 Phase 2
0.7143 Intermediate Similarity NPD5125 Phase 3
0.7143 Intermediate Similarity NPD5126 Approved
0.7133 Intermediate Similarity NPD1398 Phase 1
0.7126 Intermediate Similarity NPD1465 Phase 2
0.7126 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD8166 Discontinued
0.7125 Intermediate Similarity NPD4110 Phase 3
0.7125 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD7095 Approved
0.7118 Intermediate Similarity NPD4666 Phase 3
0.7101 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7078 Intermediate Similarity NPD6798 Discontinued
0.7067 Intermediate Similarity NPD4749 Approved
0.7059 Intermediate Similarity NPD5709 Phase 3
0.7055 Intermediate Similarity NPD2532 Approved
0.7055 Intermediate Similarity NPD2534 Approved
0.7055 Intermediate Similarity NPD2533 Approved
0.7052 Intermediate Similarity NPD2489 Approved
0.7052 Intermediate Similarity NPD27 Approved
0.7047 Intermediate Similarity NPD1611 Approved
0.7045 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD5058 Phase 3
0.7035 Intermediate Similarity NPD3051 Approved
0.7035 Intermediate Similarity NPD3787 Discontinued
0.7025 Intermediate Similarity NPD4108 Discontinued
0.7022 Intermediate Similarity NPD7311 Approved
0.7022 Intermediate Similarity NPD7310 Approved
0.7022 Intermediate Similarity NPD7313 Approved
0.7022 Intermediate Similarity NPD7312 Approved
0.702 Intermediate Similarity NPD8651 Approved
0.702 Intermediate Similarity NPD6696 Suspended
0.7019 Intermediate Similarity NPD4628 Phase 3
0.7006 Intermediate Similarity NPD6653 Approved
0.7 Intermediate Similarity NPD4663 Approved
0.6994 Remote Similarity NPD2970 Approved
0.6994 Remote Similarity NPD2969 Approved
0.6983 Remote Similarity NPD7309 Approved
0.6981 Remote Similarity NPD2438 Suspended
0.6981 Remote Similarity NPD6099 Approved
0.6981 Remote Similarity NPD6100 Approved
0.6977 Remote Similarity NPD6959 Discontinued
0.6961 Remote Similarity NPD6841 Approved
0.6961 Remote Similarity NPD6843 Phase 3
0.6961 Remote Similarity NPD6842 Approved
0.6961 Remote Similarity NPD7906 Approved
0.6959 Remote Similarity NPD1357 Approved
0.6954 Remote Similarity NPD4481 Phase 3
0.6954 Remote Similarity NPD5327 Phase 3
0.6954 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4160 Clinical (unspecified phase)
0.6943 Remote Similarity NPD7783 Phase 2
0.6943 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6004 Phase 3
0.6937 Remote Similarity NPD2346 Discontinued
0.6937 Remote Similarity NPD6002 Phase 3
0.6937 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6937 Remote Similarity NPD6005 Phase 3
0.6933 Remote Similarity NPD1610 Phase 2
0.6931 Remote Similarity NPD7435 Discontinued
0.6928 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6927 Remote Similarity NPD4578 Approved
0.6927 Remote Similarity NPD8151 Discontinued
0.6927 Remote Similarity NPD4577 Approved
0.6923 Remote Similarity NPD6233 Phase 2
0.6923 Remote Similarity NPD7819 Suspended
0.6909 Remote Similarity NPD6273 Approved
0.6909 Remote Similarity NPD2675 Approved
0.6909 Remote Similarity NPD2676 Approved
0.6908 Remote Similarity NPD1283 Approved
0.6901 Remote Similarity NPD7075 Discontinued
0.6897 Remote Similarity NPD5283 Phase 1
0.689 Remote Similarity NPD7040 Clinical (unspecified phase)
0.689 Remote Similarity NPD7041 Phase 2
0.6883 Remote Similarity NPD5736 Approved
0.6879 Remote Similarity NPD2979 Phase 3
0.6875 Remote Similarity NPD3751 Discontinued
0.6875 Remote Similarity NPD228 Approved
0.6872 Remote Similarity NPD7549 Discontinued
0.6863 Remote Similarity NPD3094 Phase 2
0.6855 Remote Similarity NPD4536 Approved
0.6855 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6855 Remote Similarity NPD4538 Approved
0.6852 Remote Similarity NPD1652 Phase 2
0.6848 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7028 Phase 2
0.6842 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7229 Phase 3
0.6835 Remote Similarity NPD3657 Discovery
0.6832 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6666 Approved
0.6829 Remote Similarity NPD6667 Approved
0.6824 Remote Similarity NPD5929 Approved
0.6824 Remote Similarity NPD2801 Approved
0.6824 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6821 Remote Similarity NPD5494 Approved
0.6815 Remote Similarity NPD8032 Phase 2
0.681 Remote Similarity NPD7003 Approved
0.6807 Remote Similarity NPD5261 Clinical (unspecified phase)
0.6807 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6807 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6805 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7157 Approved
0.6803 Remote Similarity NPD6671 Approved
0.68 Remote Similarity NPD1778 Approved
0.6792 Remote Similarity NPD6353 Approved
0.6792 Remote Similarity NPD4097 Suspended
0.679 Remote Similarity NPD2424 Discontinued
0.6789 Remote Similarity NPD6823 Phase 2
0.6786 Remote Similarity NPD3226 Approved
0.6784 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6784 Remote Similarity NPD3817 Phase 2
0.6772 Remote Similarity NPD6782 Approved
0.6772 Remote Similarity NPD6776 Approved
0.6772 Remote Similarity NPD6779 Approved
0.6772 Remote Similarity NPD6778 Approved
0.6772 Remote Similarity NPD6777 Approved
0.6772 Remote Similarity NPD6781 Approved
0.6772 Remote Similarity NPD6780 Approved
0.6768 Remote Similarity NPD2677 Approved
0.6768 Remote Similarity NPD6190 Approved
0.6765 Remote Similarity NPD7945 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21637883
ChEMBL   CHEMBL478806
ZINC  

Physicochemical Properties

Molecular Weight:  474.26
ALogP:  1.1923
MLogP:  3.66
XLogP:  5.03
# Rotatable Bonds:  14
Polar Surface Area:  105.45
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs