Natural Product: NPC474575

Natural Product ID:  NPC474575
Common Name:   Isogosterone C
IUPAC Name:   [(1R,2S,2'S,3S,4aS,4bR,10aR)-2'-[(2R)-3-acetyloxy-6-methylheptan-2-yl]-2,2'-dihydroxy-2,4b-dimethyl-7-oxospiro[3,4,4a,9,10,10a-hexahydrophenanthrene-1,5'-oxolane]-3-yl] acetate
Synonyms:   Isogosterone C
Molecular Formula:   C31H46O8
Standard InCHIKey:  PVZHSMTYGAKBDL-PZKLDJMMSA-N
Standard InCHI:  InChI=1S/C31H46O8/c1-18(2)8-11-26(37-20(4)32)19(3)31(36)15-14-30(39-31)24-10-9-22-16-23(34)12-13-28(22,6)25(24)17-27(29(30,7)35)38-21(5)33/h12-13,16,18-19,24-27,35-36H,8-11,14-15,17H2,1-7H3/t19-,24-,25+,26?,27+,28+,29+,30-,31+/m1/s1
Canonical SMILES:  CC(CCC([C@H]([C@]1(O)CC[C@@]2(O1)[C@@H]1CCC3=CC(=O)C=C[C@@]3([C@H]1C[C@@H]([C@]2(C)O)OC(=O)C)C)C)OC(=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
NPO32820 octocorals NA NA NA PMID[10579868]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2540 Organism Balanus amphitrite Balanus amphitrite EC50 = 2.2 ug/ml 26132075

  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 NPC474575 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
0.9216 High Similarity NPC474567
0.9184 High Similarity NPC119467
0.9184 High Similarity NPC475767
0.8641 High Similarity NPC51719
0.8614 High Similarity NPC472554
0.8558 High Similarity NPC471205
0.8558 High Similarity NPC122816
0.8529 High Similarity NPC472552
0.8491 Intermediate Similarity NPC177047
0.8476 Intermediate Similarity NPC258323
0.8447 Intermediate Similarity NPC281378
0.844 Intermediate Similarity NPC134869
0.844 Intermediate Similarity NPC235539
0.844 Intermediate Similarity NPC152199
0.8416 Intermediate Similarity NPC477875
0.8416 Intermediate Similarity NPC477876
0.8378 Intermediate Similarity NPC469488
0.8365 Intermediate Similarity NPC85593
0.8365 Intermediate Similarity NPC31430
0.835 Intermediate Similarity NPC11956
0.8349 Intermediate Similarity NPC18547
0.8349 Intermediate Similarity NPC474906
0.8333 Intermediate Similarity NPC11252
0.8333 Intermediate Similarity NPC289312
0.8333 Intermediate Similarity NPC474516
0.8333 Intermediate Similarity NPC328074
0.8333 Intermediate Similarity NPC321272
0.8333 Intermediate Similarity NPC317460
0.8333 Intermediate Similarity NPC470025
0.8318 Intermediate Similarity NPC316708
0.8302 Intermediate Similarity NPC38948
0.8302 Intermediate Similarity NPC181994
0.8302 Intermediate Similarity NPC50124
0.83 Intermediate Similarity NPC286612
0.83 Intermediate Similarity NPC230347
0.83 Intermediate Similarity NPC275310
0.8288 Intermediate Similarity NPC297179
0.8288 Intermediate Similarity NPC188667
0.8288 Intermediate Similarity NPC204552
0.8286 Intermediate Similarity NPC471206
0.8273 Intermediate Similarity NPC251236
0.8273 Intermediate Similarity NPC40632
0.8273 Intermediate Similarity NPC96312
0.8273 Intermediate Similarity NPC328374
0.8269 Intermediate Similarity NPC23584
0.8257 Intermediate Similarity NPC49451
0.8257 Intermediate Similarity NPC470027
0.8252 Intermediate Similarity NPC11974
0.8241 Intermediate Similarity NPC201992
0.8241 Intermediate Similarity NPC17791
0.8241 Intermediate Similarity NPC470026
0.8235 Intermediate Similarity NPC477928
0.8224 Intermediate Similarity NPC206618
0.8218 Intermediate Similarity NPC471903
0.8214 Intermediate Similarity NPC475775
0.8214 Intermediate Similarity NPC476529
0.82 Intermediate Similarity NPC178949
0.82 Intermediate Similarity NPC211238
0.82 Intermediate Similarity NPC96736
0.8198 Intermediate Similarity NPC473968
0.819 Intermediate Similarity NPC65523
0.8182 Intermediate Similarity NPC473798
0.8173 Intermediate Similarity NPC150463
0.8173 Intermediate Similarity NPC214277
0.8173 Intermediate Similarity NPC470053
0.8155 Intermediate Similarity NPC38855
0.8142 Intermediate Similarity NPC109607
0.8142 Intermediate Similarity NPC107338
0.8142 Intermediate Similarity NPC112038
0.8137 Intermediate Similarity NPC475032
0.8137 Intermediate Similarity NPC475033
0.8131 Intermediate Similarity NPC128795
0.8131 Intermediate Similarity NPC94942
0.8131 Intermediate Similarity NPC475263
0.8131 Intermediate Similarity NPC135015
0.8131 Intermediate Similarity NPC217921
0.8131 Intermediate Similarity NPC48548
0.8113 Intermediate Similarity NPC470767
0.8113 Intermediate Similarity NPC218158
0.8113 Intermediate Similarity NPC470763
0.8113 Intermediate Similarity NPC477877
0.8113 Intermediate Similarity NPC473199
0.8113 Intermediate Similarity NPC102352
0.8095 Intermediate Similarity NPC474124
0.8095 Intermediate Similarity NPC473523
0.8095 Intermediate Similarity NPC120009
0.8091 Intermediate Similarity NPC320118
0.8091 Intermediate Similarity NPC255017
0.8091 Intermediate Similarity NPC51978
0.8077 Intermediate Similarity NPC235920
0.8077 Intermediate Similarity NPC475617
0.8077 Intermediate Similarity NPC476132
0.8077 Intermediate Similarity NPC470054
0.8077 Intermediate Similarity NPC96784
0.807 Intermediate Similarity NPC477046
0.807 Intermediate Similarity NPC102822
0.8058 Intermediate Similarity NPC300179
0.8058 Intermediate Similarity NPC5358
0.8058 Intermediate Similarity NPC102426
0.8058 Intermediate Similarity NPC216260
0.8056 Intermediate Similarity NPC125361
0.8056 Intermediate Similarity NPC316974
0.8056 Intermediate Similarity NPC51925
0.8056 Intermediate Similarity NPC296761
0.8056 Intermediate Similarity NPC154085
0.8056 Intermediate Similarity NPC40728
0.8056 Intermediate Similarity NPC43976
0.8053 Intermediate Similarity NPC470914
0.8037 Intermediate Similarity NPC144854
0.8037 Intermediate Similarity NPC3316
0.8037 Intermediate Similarity NPC109376
0.8037 Intermediate Similarity NPC125423
0.8037 Intermediate Similarity NPC293512
0.8037 Intermediate Similarity NPC473586
0.8037 Intermediate Similarity NPC88013
0.8036 Intermediate Similarity NPC287343
0.8036 Intermediate Similarity NPC122033
0.8036 Intermediate Similarity NPC470854
0.8036 Intermediate Similarity NPC474654
0.8036 Intermediate Similarity NPC97908
0.802 Intermediate Similarity NPC305160
0.8019 Intermediate Similarity NPC470058
0.8019 Intermediate Similarity NPC470060
0.8019 Intermediate Similarity NPC470064
0.8019 Intermediate Similarity NPC470062
0.8019 Intermediate Similarity NPC470061
0.8019 Intermediate Similarity NPC173583
0.8019 Intermediate Similarity NPC473543
0.8019 Intermediate Similarity NPC470043
0.8019 Intermediate Similarity NPC470057
0.8019 Intermediate Similarity NPC470059
0.8017 Intermediate Similarity NPC470922
0.8 Intermediate Similarity NPC470571
0.8 Intermediate Similarity NPC219516
0.8 Intermediate Similarity NPC472002
0.8 Intermediate Similarity NPC471967
0.8 Intermediate Similarity NPC234042
0.8 Intermediate Similarity NPC475344
0.8 Intermediate Similarity NPC90769
0.8 Intermediate Similarity NPC152117
0.8 Intermediate Similarity NPC476471
0.8 Intermediate Similarity NPC473125
0.8 Intermediate Similarity NPC22388
0.8 Intermediate Similarity NPC472815
0.8 Intermediate Similarity NPC154452
0.7982 Intermediate Similarity NPC5284
0.7982 Intermediate Similarity NPC101450
0.7982 Intermediate Similarity NPC241192
0.7981 Intermediate Similarity NPC473790
0.7981 Intermediate Similarity NPC230546
0.7981 Intermediate Similarity NPC477656
0.7981 Intermediate Similarity NPC254567
0.7981 Intermediate Similarity NPC476195
0.7981 Intermediate Similarity NPC474571
0.7981 Intermediate Similarity NPC188968
0.798 Intermediate Similarity NPC82876
0.798 Intermediate Similarity NPC473058
0.7965 Intermediate Similarity NPC17772
0.7963 Intermediate Similarity NPC470024
0.7963 Intermediate Similarity NPC38217
0.7963 Intermediate Similarity NPC293850
0.7963 Intermediate Similarity NPC311223
0.7963 Intermediate Similarity NPC154608
0.7963 Intermediate Similarity NPC224660
0.7963 Intermediate Similarity NPC277017
0.7963 Intermediate Similarity NPC192813
0.7963 Intermediate Similarity NPC472988
0.7961 Intermediate Similarity NPC125551
0.7961 Intermediate Similarity NPC120446
0.7961 Intermediate Similarity NPC309503
0.7961 Intermediate Similarity NPC155319
0.7961 Intermediate Similarity NPC210337
0.7961 Intermediate Similarity NPC96597
0.7961 Intermediate Similarity NPC91197
0.7961 Intermediate Similarity NPC239547
0.7946 Intermediate Similarity NPC470628
0.7946 Intermediate Similarity NPC471816
0.7946 Intermediate Similarity NPC474046
0.7946 Intermediate Similarity NPC207217
0.7946 Intermediate Similarity NPC259306
0.7944 Intermediate Similarity NPC88349
0.7944 Intermediate Similarity NPC172867
0.7944 Intermediate Similarity NPC239961
0.7941 Intermediate Similarity NPC276110
0.7931 Intermediate Similarity NPC227397
0.7928 Intermediate Similarity NPC7921
0.7928 Intermediate Similarity NPC208998
0.7928 Intermediate Similarity NPC40133
0.7928 Intermediate Similarity NPC144068
0.7928 Intermediate Similarity NPC49413
0.7928 Intermediate Similarity NPC44298
0.7928 Intermediate Similarity NPC178981
0.7928 Intermediate Similarity NPC473159
0.7928 Intermediate Similarity NPC264153
0.7928 Intermediate Similarity NPC473128
0.7928 Intermediate Similarity NPC290608
0.7928 Intermediate Similarity NPC198539
0.7925 Intermediate Similarity NPC45897
0.7921 Intermediate Similarity NPC7349
0.7909 Intermediate Similarity NPC285410

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474575 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
0.7895 Intermediate Similarity NPD7516 Approved
0.7807 Intermediate Similarity NPD7328 Approved
0.7807 Intermediate Similarity NPD7327 Approved
0.7759 Intermediate Similarity NPD7503 Approved
0.7712 Intermediate Similarity NPD7492 Approved
0.7679 Intermediate Similarity NPD6882 Approved
0.7679 Intermediate Similarity NPD8297 Approved
0.7672 Intermediate Similarity NPD6054 Approved
0.7672 Intermediate Similarity NPD6319 Approved
0.7647 Intermediate Similarity NPD6616 Approved
0.7636 Intermediate Similarity NPD6686 Approved
0.7611 Intermediate Similarity NPD4632 Approved
0.7607 Intermediate Similarity NPD8379 Approved
0.7607 Intermediate Similarity NPD8380 Approved
0.7607 Intermediate Similarity NPD8335 Approved
0.7607 Intermediate Similarity NPD8378 Approved
0.7607 Intermediate Similarity NPD8296 Approved
0.7583 Intermediate Similarity NPD7078 Approved
0.757 Intermediate Similarity NPD5344 Discontinued
0.7568 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7565 Intermediate Similarity NPD6009 Approved
0.7545 Intermediate Similarity NPD6412 Phase 2
0.7542 Intermediate Similarity NPD6370 Approved
0.7521 Intermediate Similarity NPD8377 Approved
0.7521 Intermediate Similarity NPD8294 Approved
0.7521 Intermediate Similarity NPD7736 Approved
0.75 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7477 Intermediate Similarity NPD6881 Approved
0.7477 Intermediate Similarity NPD6899 Approved
0.7458 Intermediate Similarity NPD6016 Approved
0.7458 Intermediate Similarity NPD6015 Approved
0.7458 Intermediate Similarity NPD8033 Approved
0.7434 Intermediate Similarity NPD6649 Approved
0.7434 Intermediate Similarity NPD6650 Approved
0.7395 Intermediate Similarity NPD5988 Approved
0.7387 Intermediate Similarity NPD5697 Approved
0.7383 Intermediate Similarity NPD4225 Approved
0.7383 Intermediate Similarity NPD7638 Approved
0.7373 Intermediate Similarity NPD6059 Approved
0.7345 Intermediate Similarity NPD7290 Approved
0.7345 Intermediate Similarity NPD6883 Approved
0.7345 Intermediate Similarity NPD7102 Approved
0.7333 Intermediate Similarity NPD8328 Phase 3
0.7333 Intermediate Similarity NPD7748 Approved
0.7315 Intermediate Similarity NPD7640 Approved
0.7315 Intermediate Similarity NPD6648 Approved
0.7315 Intermediate Similarity NPD7639 Approved
0.7297 Intermediate Similarity NPD7128 Approved
0.7297 Intermediate Similarity NPD5739 Approved
0.7297 Intermediate Similarity NPD6675 Approved
0.7297 Intermediate Similarity NPD6402 Approved
0.7295 Intermediate Similarity NPD8293 Discontinued
0.729 Intermediate Similarity NPD7902 Approved
0.7281 Intermediate Similarity NPD6869 Approved
0.7281 Intermediate Similarity NPD6617 Approved
0.7281 Intermediate Similarity NPD6847 Approved
0.7281 Intermediate Similarity NPD8130 Phase 1
0.7265 Intermediate Similarity NPD7115 Discovery
0.7257 Intermediate Similarity NPD6372 Approved
0.7257 Intermediate Similarity NPD6012 Approved
0.7257 Intermediate Similarity NPD6013 Approved
0.7257 Intermediate Similarity NPD6014 Approved
0.7257 Intermediate Similarity NPD6373 Approved
0.7232 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD7507 Approved
0.719 Intermediate Similarity NPD7604 Phase 2
0.7177 Intermediate Similarity NPD7319 Approved
0.7168 Intermediate Similarity NPD7320 Approved
0.7168 Intermediate Similarity NPD6011 Approved
0.7168 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7167 Intermediate Similarity NPD5983 Phase 2
0.7143 Intermediate Similarity NPD7515 Phase 2
0.7143 Intermediate Similarity NPD6008 Approved
0.708 Intermediate Similarity NPD5701 Approved
0.7075 Intermediate Similarity NPD6399 Phase 3
0.7073 Intermediate Similarity NPD6336 Discontinued
0.7043 Intermediate Similarity NPD4634 Approved
0.7009 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD7900 Approved
0.7 Intermediate Similarity NPD5286 Approved
0.7 Intermediate Similarity NPD5285 Approved
0.7 Intermediate Similarity NPD4696 Approved
0.6981 Remote Similarity NPD6079 Approved
0.6972 Remote Similarity NPD6084 Phase 2
0.6972 Remote Similarity NPD6083 Phase 2
0.6923 Remote Similarity NPD7524 Approved
0.6923 Remote Similarity NPD3573 Approved
0.6911 Remote Similarity NPD6067 Discontinued
0.69 Remote Similarity NPD7525 Registered
0.6875 Remote Similarity NPD5225 Approved
0.6875 Remote Similarity NPD5226 Approved
0.6875 Remote Similarity NPD5211 Phase 2
0.6875 Remote Similarity NPD5224 Approved
0.6875 Remote Similarity NPD4633 Approved
0.6864 Remote Similarity NPD8133 Approved
0.686 Remote Similarity NPD7101 Approved
0.686 Remote Similarity NPD7100 Approved
0.6838 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6833 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6827 Remote Similarity NPD3618 Phase 1
0.6827 Remote Similarity NPD7146 Approved
0.6827 Remote Similarity NPD5330 Approved
0.6827 Remote Similarity NPD6409 Approved
0.6827 Remote Similarity NPD6684 Approved
0.6827 Remote Similarity NPD7334 Approved
0.6827 Remote Similarity NPD7521 Approved
0.6825 Remote Similarity NPD6033 Approved
0.6818 Remote Similarity NPD4755 Approved
0.6814 Remote Similarity NPD5175 Approved
0.6814 Remote Similarity NPD5174 Approved
0.68 Remote Similarity NPD7645 Phase 2
0.68 Remote Similarity NPD4195 Approved
0.6792 Remote Similarity NPD5328 Approved
0.6789 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6789 Remote Similarity NPD5695 Phase 3
0.6786 Remote Similarity NPD5223 Approved
0.6777 Remote Similarity NPD6335 Approved
0.6759 Remote Similarity NPD4202 Approved
0.6757 Remote Similarity NPD5696 Approved
0.6754 Remote Similarity NPD5141 Approved
0.675 Remote Similarity NPD6274 Approved
0.6729 Remote Similarity NPD3168 Discontinued
0.6729 Remote Similarity NPD7838 Discovery
0.6727 Remote Similarity NPD5221 Approved
0.6727 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5222 Approved
0.6726 Remote Similarity NPD7632 Discontinued
0.6724 Remote Similarity NPD4730 Approved
0.6724 Remote Similarity NPD4729 Approved
0.6698 Remote Similarity NPD6903 Approved
0.6698 Remote Similarity NPD5737 Approved
0.6698 Remote Similarity NPD6672 Approved
0.6698 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6696 Remote Similarity NPD4700 Approved
0.6694 Remote Similarity NPD6317 Approved
0.6667 Remote Similarity NPD5173 Approved
0.6639 Remote Similarity NPD6314 Approved
0.6639 Remote Similarity NPD6313 Approved
0.6635 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6613 Remote Similarity NPD6921 Approved
0.6613 Remote Similarity NPD8517 Approved
0.6613 Remote Similarity NPD8515 Approved
0.6613 Remote Similarity NPD8516 Approved
0.6613 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6613 Remote Similarity NPD8513 Phase 3
0.6612 Remote Similarity NPD6868 Approved
0.661 Remote Similarity NPD5248 Approved
0.661 Remote Similarity NPD5251 Approved
0.661 Remote Similarity NPD5250 Approved
0.661 Remote Similarity NPD5247 Approved
0.661 Remote Similarity NPD5249 Phase 3
0.6607 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6589 Remote Similarity NPD5956 Approved
0.6571 Remote Similarity NPD1694 Approved
0.6552 Remote Similarity NPD4767 Approved
0.6552 Remote Similarity NPD4768 Approved
0.6538 Remote Similarity NPD6695 Phase 3
0.6514 Remote Similarity NPD8035 Phase 2
0.6514 Remote Similarity NPD8034 Phase 2
0.6514 Remote Similarity NPD7637 Suspended
0.6514 Remote Similarity NPD5281 Approved
0.6514 Remote Similarity NPD5284 Approved
0.6509 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6486 Remote Similarity NPD4629 Approved
0.6486 Remote Similarity NPD5210 Approved
0.6481 Remote Similarity NPD6051 Approved
0.6481 Remote Similarity NPD6904 Approved
0.6481 Remote Similarity NPD6080 Approved
0.6481 Remote Similarity NPD6673 Approved
0.6481 Remote Similarity NPD4753 Phase 2
0.648 Remote Similarity NPD6909 Approved
0.648 Remote Similarity NPD6908 Approved
0.6476 Remote Similarity NPD4786 Approved
0.6476 Remote Similarity NPD3133 Approved
0.6476 Remote Similarity NPD3666 Approved
0.6476 Remote Similarity NPD3665 Phase 1
0.646 Remote Similarity NPD5290 Discontinued
0.6442 Remote Similarity NPD3667 Approved
0.6441 Remote Similarity NPD5128 Approved
0.6429 Remote Similarity NPD4697 Phase 3
0.6422 Remote Similarity NPD6698 Approved
0.6422 Remote Similarity NPD46 Approved
0.6417 Remote Similarity NPD5216 Approved
0.6417 Remote Similarity NPD5215 Approved
0.6417 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6417 Remote Similarity NPD5217 Approved
0.64 Remote Similarity NPD6942 Approved
0.64 Remote Similarity NPD7339 Approved
0.6396 Remote Similarity NPD5282 Discontinued
0.6396 Remote Similarity NPD6001 Approved
0.6379 Remote Similarity NPD4754 Approved
0.6364 Remote Similarity NPD6411 Approved
0.6357 Remote Similarity NPD8074 Phase 3
0.6356 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6337 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6333 Remote Similarity NPD6371 Approved
0.6333 Remote Similarity NPD5135 Approved
0.6333 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6333 Remote Similarity NPD5169 Approved

Structure

External Identifiers

PubChem CID   44575340
ChEMBL   CHEMBL474461
ZINC  

Physicochemical Properties

Molecular Weight:  546.32
ALogP:  -0.0385
MLogP:  3.99
XLogP:  4.977
# Rotatable Bonds:  18
Polar Surface Area:  119.36
# H-Bond Aceptor:  8
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  39

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs