Natural Product: NPC474885

Natural Product ID:  NPC474885
Common Name:   17-Hydroxyagrostistachin
IUPAC Name:   (1R,4Z,6R,8E,10S,12E,14S,15S)-6,10-dihydroxy-15-(hydroxymethyl)-4,8,12,15-tetramethylbicyclo[12.1.0]pentadeca-4,8,12-trien-11-one
Synonyms:   17-Hydroxyagrostistachin
Molecular Formula:   C20H30O4
Standard InCHIKey:  FEOSJHQSWIDLGT-RZEPPYQOSA-N
Standard InCHI:  InChI=1S/C20H30O4/c1-12-5-6-16-17(20(16,4)11-21)10-14(3)19(24)18(23)9-13(2)8-15(22)7-12/h7,9-10,15-18,21-23H,5-6,8,11H2,1-4H3/b12-7-,13-9+,14-10+/t15-,16+,17-,18-,20-/m0/s1
Canonical SMILES:  OC[C@]1(C)[C@@H]2[C@H]1CC/C(=C[C@H](O)C/C(=C/[C@@H](C(=O)/C(=C/2)/C)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
NPO17157 Agrostistachys hookeri Species Euphorbiaceae Eukaryota PMID[3373221]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus ED50 = 0.8 ug/ml 17988094

  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 NPC474885 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
0.9444 High Similarity NPC476007
0.942 High Similarity NPC286154
0.9286 High Similarity NPC474884
0.8312 Intermediate Similarity NPC475994
0.8077 Intermediate Similarity NPC478122
0.8026 Intermediate Similarity NPC144995
0.8026 Intermediate Similarity NPC227814
0.7949 Intermediate Similarity NPC211279
0.7838 Intermediate Similarity NPC117804
0.7821 Intermediate Similarity NPC469646
0.7816 Intermediate Similarity NPC125180
0.7778 Intermediate Similarity NPC6663
0.7778 Intermediate Similarity NPC112868
0.7765 Intermediate Similarity NPC60765
0.7763 Intermediate Similarity NPC95863
0.7722 Intermediate Similarity NPC203403
0.7714 Intermediate Similarity NPC122239
0.7711 Intermediate Similarity NPC472326
0.7692 Intermediate Similarity NPC474011
0.7683 Intermediate Similarity NPC93590
0.7662 Intermediate Similarity NPC275098
0.7662 Intermediate Similarity NPC186042
0.7625 Intermediate Similarity NPC231739
0.7625 Intermediate Similarity NPC321180
0.7625 Intermediate Similarity NPC192006
0.7564 Intermediate Similarity NPC215050
0.7532 Intermediate Similarity NPC471662
0.7532 Intermediate Similarity NPC67076
0.7532 Intermediate Similarity NPC319163
0.7531 Intermediate Similarity NPC308038
0.7531 Intermediate Similarity NPC19900
0.7529 Intermediate Similarity NPC202394
0.7529 Intermediate Similarity NPC472974
0.75 Intermediate Similarity NPC219874
0.75 Intermediate Similarity NPC250928
0.75 Intermediate Similarity NPC86917
0.75 Intermediate Similarity NPC471061
0.75 Intermediate Similarity NPC276769
0.75 Intermediate Similarity NPC10758
0.7471 Intermediate Similarity NPC170775
0.747 Intermediate Similarity NPC38796
0.747 Intermediate Similarity NPC158411
0.747 Intermediate Similarity NPC145963
0.747 Intermediate Similarity NPC103486
0.7467 Intermediate Similarity NPC106613
0.7467 Intermediate Similarity NPC114651
0.7467 Intermediate Similarity NPC96962
0.7439 Intermediate Similarity NPC471514
0.7429 Intermediate Similarity NPC71755
0.7412 Intermediate Similarity NPC79573
0.7412 Intermediate Similarity NPC179006
0.7412 Intermediate Similarity NPC96621
0.7412 Intermediate Similarity NPC11804
0.7412 Intermediate Similarity NPC474853
0.7412 Intermediate Similarity NPC32037
0.7412 Intermediate Similarity NPC255174
0.7412 Intermediate Similarity NPC476426
0.7407 Intermediate Similarity NPC172066
0.7407 Intermediate Similarity NPC62336
0.7403 Intermediate Similarity NPC469660
0.7403 Intermediate Similarity NPC4299
0.7403 Intermediate Similarity NPC318766
0.7397 Intermediate Similarity NPC474155
0.7397 Intermediate Similarity NPC473508
0.7397 Intermediate Similarity NPC473759
0.7386 Intermediate Similarity NPC469368
0.7381 Intermediate Similarity NPC161045
0.7381 Intermediate Similarity NPC79945
0.7381 Intermediate Similarity NPC477785
0.7381 Intermediate Similarity NPC477786
0.7381 Intermediate Similarity NPC477784
0.7375 Intermediate Similarity NPC263582
0.7375 Intermediate Similarity NPC26504
0.7375 Intermediate Similarity NPC250621
0.7375 Intermediate Similarity NPC470525
0.7368 Intermediate Similarity NPC45264
0.7368 Intermediate Similarity NPC469688
0.7361 Intermediate Similarity NPC99487
0.7356 Intermediate Similarity NPC229612
0.7356 Intermediate Similarity NPC7280
0.7356 Intermediate Similarity NPC53454
0.7349 Intermediate Similarity NPC159148
0.7342 Intermediate Similarity NPC147438
0.734 Intermediate Similarity NPC118405
0.7333 Intermediate Similarity NPC181393
0.7333 Intermediate Similarity NPC476186
0.7333 Intermediate Similarity NPC217624
0.7326 Intermediate Similarity NPC261721
0.7326 Intermediate Similarity NPC194417
0.7324 Intermediate Similarity NPC155025
0.7324 Intermediate Similarity NPC226848
0.7317 Intermediate Similarity NPC281138
0.7317 Intermediate Similarity NPC136033
0.7317 Intermediate Similarity NPC470429
0.7297 Intermediate Similarity NPC309300
0.7294 Intermediate Similarity NPC7927
0.7294 Intermediate Similarity NPC476412
0.7294 Intermediate Similarity NPC230527
0.7284 Intermediate Similarity NPC470428
0.7284 Intermediate Similarity NPC74995
0.7284 Intermediate Similarity NPC85105
0.7284 Intermediate Similarity NPC149550
0.7273 Intermediate Similarity NPC314727
0.7273 Intermediate Similarity NPC471560
0.7273 Intermediate Similarity NPC101622
0.7273 Intermediate Similarity NPC210216
0.7273 Intermediate Similarity NPC476388
0.7273 Intermediate Similarity NPC477215
0.7273 Intermediate Similarity NPC123912
0.7273 Intermediate Similarity NPC472983
0.7262 Intermediate Similarity NPC279186
0.726 Intermediate Similarity NPC260573
0.7253 Intermediate Similarity NPC476174
0.725 Intermediate Similarity NPC472327
0.725 Intermediate Similarity NPC114236
0.7241 Intermediate Similarity NPC272039
0.7241 Intermediate Similarity NPC471738
0.7241 Intermediate Similarity NPC220930
0.7237 Intermediate Similarity NPC163290
0.7237 Intermediate Similarity NPC477791
0.7229 Intermediate Similarity NPC306095
0.7229 Intermediate Similarity NPC281880
0.7229 Intermediate Similarity NPC45495
0.7229 Intermediate Similarity NPC172013
0.7222 Intermediate Similarity NPC476304
0.7222 Intermediate Similarity NPC475931
0.7215 Intermediate Similarity NPC329763
0.7209 Intermediate Similarity NPC187529
0.72 Intermediate Similarity NPC19569
0.72 Intermediate Similarity NPC474329
0.72 Intermediate Similarity NPC474304
0.72 Intermediate Similarity NPC61503
0.7195 Intermediate Similarity NPC297996
0.7195 Intermediate Similarity NPC476949
0.7191 Intermediate Similarity NPC477711
0.7191 Intermediate Similarity NPC145666
0.7179 Intermediate Similarity NPC34834
0.7179 Intermediate Similarity NPC173321
0.7174 Intermediate Similarity NPC184065
0.716 Intermediate Similarity NPC279537
0.716 Intermediate Similarity NPC271070
0.7159 Intermediate Similarity NPC104560
0.7143 Intermediate Similarity NPC305698
0.7143 Intermediate Similarity NPC224532
0.7143 Intermediate Similarity NPC472976
0.7143 Intermediate Similarity NPC136150
0.7143 Intermediate Similarity NPC469679
0.7143 Intermediate Similarity NPC167527
0.7143 Intermediate Similarity NPC475944
0.7143 Intermediate Similarity NPC472977
0.7143 Intermediate Similarity NPC55869
0.7143 Intermediate Similarity NPC116797
0.7143 Intermediate Similarity NPC474882
0.7126 Intermediate Similarity NPC472985
0.7126 Intermediate Similarity NPC94666
0.7126 Intermediate Similarity NPC472986
0.7125 Intermediate Similarity NPC471659
0.7125 Intermediate Similarity NPC206875
0.7125 Intermediate Similarity NPC78527
0.7123 Intermediate Similarity NPC471081
0.7111 Intermediate Similarity NPC172101
0.7111 Intermediate Similarity NPC472978
0.7111 Intermediate Similarity NPC110923
0.7111 Intermediate Similarity NPC74296
0.7108 Intermediate Similarity NPC170394
0.7108 Intermediate Similarity NPC325869
0.7108 Intermediate Similarity NPC7232
0.7108 Intermediate Similarity NPC152061
0.7105 Intermediate Similarity NPC267027
0.7105 Intermediate Similarity NPC311736
0.7105 Intermediate Similarity NPC137163
0.7105 Intermediate Similarity NPC326310
0.7097 Intermediate Similarity NPC471916
0.7097 Intermediate Similarity NPC87090
0.7093 Intermediate Similarity NPC33913
0.7093 Intermediate Similarity NPC302360
0.7093 Intermediate Similarity NPC78673
0.7093 Intermediate Similarity NPC186155
0.7093 Intermediate Similarity NPC472265
0.7093 Intermediate Similarity NPC82297
0.7093 Intermediate Similarity NPC160517
0.7089 Intermediate Similarity NPC472254
0.7089 Intermediate Similarity NPC477792
0.7083 Intermediate Similarity NPC131366
0.7079 Intermediate Similarity NPC474396
0.7079 Intermediate Similarity NPC50488
0.7079 Intermediate Similarity NPC257485
0.7079 Intermediate Similarity NPC146554
0.7079 Intermediate Similarity NPC473100
0.7079 Intermediate Similarity NPC472973
0.7073 Intermediate Similarity NPC197659
0.7073 Intermediate Similarity NPC315394
0.7073 Intermediate Similarity NPC84360
0.7073 Intermediate Similarity NPC473536
0.7067 Intermediate Similarity NPC300593
0.7067 Intermediate Similarity NPC290367
0.7065 Intermediate Similarity NPC476245
0.7059 Intermediate Similarity NPC92226
0.7059 Intermediate Similarity NPC2524
0.7059 Intermediate Similarity NPC224455

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474885 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
0.7619 Intermediate Similarity NPD1696 Phase 3
0.7229 Intermediate Similarity NPD4695 Discontinued
0.7209 Intermediate Similarity NPD5363 Approved
0.7195 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD5785 Approved
0.7024 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.6932 Remote Similarity NPD5279 Phase 3
0.686 Remote Similarity NPD4270 Approved
0.686 Remote Similarity NPD4269 Approved
0.686 Remote Similarity NPD5209 Approved
0.6829 Remote Similarity NPD8264 Approved
0.6824 Remote Similarity NPD4822 Approved
0.6824 Remote Similarity NPD4820 Approved
0.6824 Remote Similarity NPD4821 Approved
0.6824 Remote Similarity NPD4819 Approved
0.68 Remote Similarity NPD368 Approved
0.6786 Remote Similarity NPD4268 Approved
0.6786 Remote Similarity NPD4271 Approved
0.6782 Remote Similarity NPD5331 Approved
0.6782 Remote Similarity NPD6110 Phase 1
0.6782 Remote Similarity NPD5362 Discontinued
0.6782 Remote Similarity NPD5332 Approved
0.6744 Remote Similarity NPD4790 Discontinued
0.6744 Remote Similarity NPD6902 Approved
0.6711 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6705 Remote Similarity NPD3666 Approved
0.6705 Remote Similarity NPD3665 Phase 1
0.6705 Remote Similarity NPD3133 Approved
0.6703 Remote Similarity NPD4753 Phase 2
0.6667 Remote Similarity NPD4756 Discovery
0.6667 Remote Similarity NPD4225 Approved
0.6667 Remote Similarity NPD3667 Approved
0.6633 Remote Similarity NPD5211 Phase 2
0.6632 Remote Similarity NPD5221 Approved
0.6632 Remote Similarity NPD5222 Approved
0.6632 Remote Similarity NPD5220 Clinical (unspecified phase)
0.663 Remote Similarity NPD7838 Discovery
0.6628 Remote Similarity NPD4252 Approved
0.6628 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5282 Discontinued
0.6591 Remote Similarity NPD7154 Phase 3
0.6588 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6562 Remote Similarity NPD5173 Approved
0.6556 Remote Similarity NPD3618 Phase 1
0.6556 Remote Similarity NPD5786 Approved
0.6538 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6526 Remote Similarity NPD4629 Approved
0.6526 Remote Similarity NPD5210 Approved
0.6526 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6517 Remote Similarity NPD4786 Approved
0.6517 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6512 Remote Similarity NPD6929 Approved
0.6506 Remote Similarity NPD6924 Approved
0.6506 Remote Similarity NPD6926 Approved
0.6505 Remote Similarity NPD6371 Approved
0.65 Remote Similarity NPD5141 Approved
0.6471 Remote Similarity NPD5776 Phase 2
0.6471 Remote Similarity NPD6925 Approved
0.6458 Remote Similarity NPD4697 Phase 3
0.6456 Remote Similarity NPD3704 Approved
0.6456 Remote Similarity NPD7331 Phase 2
0.6452 Remote Similarity NPD46 Approved
0.6452 Remote Similarity NPD6698 Approved
0.6438 Remote Similarity NPD342 Phase 1
0.6437 Remote Similarity NPD7332 Phase 2
0.6437 Remote Similarity NPD6930 Phase 2
0.6437 Remote Similarity NPD6931 Approved
0.6437 Remote Similarity NPD7514 Phase 3
0.6429 Remote Similarity NPD5285 Approved
0.6429 Remote Similarity NPD5286 Approved
0.6429 Remote Similarity NPD4696 Approved
0.642 Remote Similarity NPD6922 Approved
0.642 Remote Similarity NPD6923 Approved
0.6404 Remote Similarity NPD6695 Phase 3
0.6395 Remote Similarity NPD7145 Approved
0.6392 Remote Similarity NPD4755 Approved
0.6383 Remote Similarity NPD7637 Suspended
0.6383 Remote Similarity NPD7515 Phase 2
0.6383 Remote Similarity NPD6079 Approved
0.6374 Remote Similarity NPD4519 Discontinued
0.6374 Remote Similarity NPD4623 Approved
0.6374 Remote Similarity NPD5690 Phase 2
0.6364 Remote Similarity NPD5223 Approved
0.6364 Remote Similarity NPD5369 Approved
0.6353 Remote Similarity NPD6933 Approved
0.6353 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5328 Approved
0.6341 Remote Similarity NPD7143 Approved
0.6341 Remote Similarity NPD7144 Approved
0.6333 Remote Similarity NPD4197 Approved
0.6333 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6322 Remote Similarity NPD4195 Approved
0.63 Remote Similarity NPD5225 Approved
0.63 Remote Similarity NPD5226 Approved
0.63 Remote Similarity NPD5224 Approved
0.63 Remote Similarity NPD4633 Approved
0.6292 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6265 Remote Similarity NPD7151 Approved
0.6265 Remote Similarity NPD7150 Approved
0.6265 Remote Similarity NPD7152 Approved
0.6264 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6264 Remote Similarity NPD5329 Approved
0.6263 Remote Similarity NPD7639 Approved
0.6263 Remote Similarity NPD4700 Approved
0.6263 Remote Similarity NPD7640 Approved
0.625 Remote Similarity NPD5368 Approved
0.6238 Remote Similarity NPD5175 Approved
0.6238 Remote Similarity NPD5174 Approved
0.6235 Remote Similarity NPD6942 Approved
0.6235 Remote Similarity NPD7339 Approved
0.6224 Remote Similarity NPD6083 Phase 2
0.6224 Remote Similarity NPD6084 Phase 2
0.6207 Remote Similarity NPD3617 Approved
0.62 Remote Similarity NPD5344 Discontinued
0.6196 Remote Similarity NPD5280 Approved
0.6196 Remote Similarity NPD4694 Approved
0.6196 Remote Similarity NPD4249 Approved
0.619 Remote Similarity NPD4732 Discontinued
0.6186 Remote Similarity NPD5695 Phase 3
0.618 Remote Similarity NPD6898 Phase 1
0.617 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6162 Remote Similarity NPD7638 Approved
0.6162 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4191 Approved
0.6154 Remote Similarity NPD3668 Phase 3
0.6154 Remote Similarity NPD4194 Approved
0.6154 Remote Similarity NPD4193 Approved
0.6154 Remote Similarity NPD4192 Approved
0.6146 Remote Similarity NPD4202 Approved
0.6146 Remote Similarity NPD5778 Approved
0.6146 Remote Similarity NPD5779 Approved
0.6133 Remote Similarity NPD4219 Approved
0.6129 Remote Similarity NPD7524 Approved
0.6129 Remote Similarity NPD7750 Discontinued
0.6129 Remote Similarity NPD4251 Approved
0.6129 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6129 Remote Similarity NPD4250 Approved
0.6125 Remote Similarity NPD7341 Phase 2
0.6111 Remote Similarity NPD4221 Approved
0.6111 Remote Similarity NPD6435 Approved
0.6111 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6111 Remote Similarity NPD4223 Phase 3
0.6092 Remote Similarity NPD6932 Approved
0.6087 Remote Similarity NPD1694 Approved
0.6087 Remote Similarity NPD6893 Approved
0.6082 Remote Similarity NPD7748 Approved
0.6078 Remote Similarity NPD4754 Approved
0.6067 Remote Similarity NPD7525 Registered
0.6067 Remote Similarity NPD7509 Discontinued
0.6064 Remote Similarity NPD6672 Approved
0.6064 Remote Similarity NPD5737 Approved
0.6058 Remote Similarity NPD5697 Approved
0.6049 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6042 Remote Similarity NPD7983 Approved
0.6042 Remote Similarity NPD6411 Approved
0.6026 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6 Remote Similarity NPD5696 Approved
0.6 Remote Similarity NPD5128 Approved
0.6 Remote Similarity NPD5370 Suspended
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD4729 Approved
0.6 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD3197 Phase 1
0.6 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD4730 Approved
0.6 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD5168 Approved
0.5979 Remote Similarity NPD5133 Approved
0.5979 Remote Similarity NPD6399 Phase 3
0.5962 Remote Similarity NPD7128 Approved
0.5962 Remote Similarity NPD4768 Approved
0.5962 Remote Similarity NPD6402 Approved
0.5962 Remote Similarity NPD4767 Approved
0.5962 Remote Similarity NPD6675 Approved
0.5962 Remote Similarity NPD5739 Approved
0.5955 Remote Similarity NPD6683 Phase 2
0.5955 Remote Similarity NPD7645 Phase 2
0.5943 Remote Similarity NPD6012 Approved
0.5943 Remote Similarity NPD6013 Approved
0.5943 Remote Similarity NPD6014 Approved
0.5941 Remote Similarity NPD6648 Approved
0.5922 Remote Similarity NPD6647 Phase 2
0.5905 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5905 Remote Similarity NPD5701 Approved
0.59 Remote Similarity NPD7902 Approved
0.5895 Remote Similarity NPD4518 Approved
0.5888 Remote Similarity NPD7102 Approved
0.5888 Remote Similarity NPD7290 Approved
0.5888 Remote Similarity NPD5250 Approved
0.5888 Remote Similarity NPD5249 Phase 3
0.5888 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5888 Remote Similarity NPD5248 Approved
0.5888 Remote Similarity NPD5169 Approved
0.5888 Remote Similarity NPD4634 Approved
0.5888 Remote Similarity NPD5135 Approved
0.5888 Remote Similarity NPD6883 Approved
0.5888 Remote Similarity NPD5247 Approved
0.5888 Remote Similarity NPD5251 Approved
0.5876 Remote Similarity NPD4810 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44559807
ChEMBL   CHEMBL486211
ZINC  

Physicochemical Properties

Molecular Weight:  334.21
ALogP:  1.3894
MLogP:  3.22
XLogP:  1.469
# Rotatable Bonds:  8
Polar Surface Area:  77.76
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  24

Download Data

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