Natural Product: NPC198880

Natural Product ID:  NPC198880
Common Name:   Aquilarabietic Acid E
IUPAC Name:   (1R,4aS,7S,8R,10aR)-7,8-dihydroxy-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-9-oxo-2,3,4,5,6,8,10,10a-octahydrophenanthrene-1-carboxylic acid
Synonyms:   Aquilarabietic acid E
Molecular Formula:   C20H30O6
Standard InCHIKey:  UBGDAOTWVMIAKV-VMGFOFSFSA-N
Standard InCHI:  InChI=1S/C20H30O6/c1-17(2,25)20(26)9-6-11-14(15(20)22)12(21)10-13-18(11,3)7-5-8-19(13,4)16(23)24/h13,15,22,25-26H,5-10H2,1-4H3,(H,23,24)/t13-,15-,18-,19-,20+/m1/s1
Canonical SMILES:  O=C1C[C@@H]2[C@](C3=C1[C@@H](O)[C@@](O)(CC3)C(O)(C)C)(C)CCC[C@@]2(C)C(=O)O
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
NPO33033 chinese eaglewood Species NA NA PMID[23394318]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1072 Individual Protein Serotonin transporter Rattus norvegicus Inhibition = 52.7 % 21982797
NPT2 Others Unspecified Inhibition = 0 % 15217298

  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 NPC198880 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
0.8557 High Similarity NPC37646
0.8515 High Similarity NPC251017
0.8469 Intermediate Similarity NPC40765
0.8469 Intermediate Similarity NPC243525
0.8469 Intermediate Similarity NPC3772
0.8438 Intermediate Similarity NPC73457
0.8416 Intermediate Similarity NPC80781
0.84 Intermediate Similarity NPC316964
0.8384 Intermediate Similarity NPC122294
0.8384 Intermediate Similarity NPC106557
0.8384 Intermediate Similarity NPC121339
0.837 Intermediate Similarity NPC66764
0.837 Intermediate Similarity NPC110150
0.8367 Intermediate Similarity NPC255809
0.8351 Intermediate Similarity NPC131840
0.835 Intermediate Similarity NPC51452
0.835 Intermediate Similarity NPC323834
0.8316 Intermediate Similarity NPC476796
0.8302 Intermediate Similarity NPC472928
0.83 Intermediate Similarity NPC16021
0.8269 Intermediate Similarity NPC473037
0.8265 Intermediate Similarity NPC472976
0.8265 Intermediate Similarity NPC196227
0.8265 Intermediate Similarity NPC472977
0.8247 Intermediate Similarity NPC116726
0.8218 Intermediate Similarity NPC51370
0.8218 Intermediate Similarity NPC144660
0.8218 Intermediate Similarity NPC287833
0.8218 Intermediate Similarity NPC88198
0.8218 Intermediate Similarity NPC299971
0.8218 Intermediate Similarity NPC157787
0.8218 Intermediate Similarity NPC307954
0.8211 Intermediate Similarity NPC220930
0.8211 Intermediate Similarity NPC272039
0.8208 Intermediate Similarity NPC473036
0.8208 Intermediate Similarity NPC286880
0.8208 Intermediate Similarity NPC272898
0.819 Intermediate Similarity NPC295244
0.8182 Intermediate Similarity NPC173875
0.8182 Intermediate Similarity NPC469995
0.8182 Intermediate Similarity NPC318282
0.8182 Intermediate Similarity NPC53565
0.8182 Intermediate Similarity NPC174948
0.8163 Intermediate Similarity NPC477435
0.8163 Intermediate Similarity NPC477436
0.8155 Intermediate Similarity NPC475050
0.8155 Intermediate Similarity NPC55872
0.8155 Intermediate Similarity NPC159533
0.8144 Intermediate Similarity NPC134321
0.8137 Intermediate Similarity NPC302537
0.8137 Intermediate Similarity NPC163372
0.8119 Intermediate Similarity NPC478056
0.8119 Intermediate Similarity NPC10364
0.8113 Intermediate Similarity NPC286174
0.8113 Intermediate Similarity NPC77947
0.8108 Intermediate Similarity NPC268958
0.8108 Intermediate Similarity NPC472933
0.81 Intermediate Similarity NPC328371
0.81 Intermediate Similarity NPC95565
0.81 Intermediate Similarity NPC476797
0.81 Intermediate Similarity NPC117133
0.8095 Intermediate Similarity NPC9457
0.8095 Intermediate Similarity NPC471783
0.8095 Intermediate Similarity NPC112780
0.8095 Intermediate Similarity NPC472925
0.8091 Intermediate Similarity NPC472934
0.8081 Intermediate Similarity NPC470957
0.8081 Intermediate Similarity NPC166906
0.8081 Intermediate Similarity NPC184870
0.8081 Intermediate Similarity NPC470958
0.8077 Intermediate Similarity NPC28656
0.8073 Intermediate Similarity NPC284915
0.8061 Intermediate Similarity NPC107690
0.8061 Intermediate Similarity NPC235704
0.8061 Intermediate Similarity NPC472978
0.8058 Intermediate Similarity NPC293753
0.8058 Intermediate Similarity NPC281702
0.8058 Intermediate Similarity NPC473424
0.8058 Intermediate Similarity NPC295791
0.8058 Intermediate Similarity NPC234892
0.8058 Intermediate Similarity NPC308726
0.8058 Intermediate Similarity NPC119601
0.8056 Intermediate Similarity NPC472002
0.8056 Intermediate Similarity NPC269530
0.8056 Intermediate Similarity NPC285956
0.8039 Intermediate Similarity NPC205899
0.8037 Intermediate Similarity NPC129689
0.802 Intermediate Similarity NPC320306
0.802 Intermediate Similarity NPC43747
0.802 Intermediate Similarity NPC18319
0.8019 Intermediate Similarity NPC65941
0.8018 Intermediate Similarity NPC251310
0.8 Intermediate Similarity NPC181357
0.8 Intermediate Similarity NPC317586
0.8 Intermediate Similarity NPC241156
0.8 Intermediate Similarity NPC297199
0.8 Intermediate Similarity NPC477437
0.8 Intermediate Similarity NPC477438
0.8 Intermediate Similarity NPC473170
0.8 Intermediate Similarity NPC270929
0.8 Intermediate Similarity NPC200702
0.8 Intermediate Similarity NPC470016
0.8 Intermediate Similarity NPC64318
0.7982 Intermediate Similarity NPC472929
0.7981 Intermediate Similarity NPC90177
0.7981 Intermediate Similarity NPC33973
0.7981 Intermediate Similarity NPC70967
0.798 Intermediate Similarity NPC271652
0.798 Intermediate Similarity NPC470254
0.7963 Intermediate Similarity NPC115303
0.7963 Intermediate Similarity NPC188738
0.7961 Intermediate Similarity NPC115862
0.7961 Intermediate Similarity NPC470184
0.7961 Intermediate Similarity NPC472924
0.7961 Intermediate Similarity NPC81530
0.7959 Intermediate Similarity NPC230332
0.7959 Intermediate Similarity NPC128672
0.7941 Intermediate Similarity NPC174663
0.7941 Intermediate Similarity NPC471717
0.7938 Intermediate Similarity NPC48107
0.7928 Intermediate Similarity NPC472927
0.7928 Intermediate Similarity NPC55296
0.7925 Intermediate Similarity NPC473284
0.7925 Intermediate Similarity NPC473165
0.7921 Intermediate Similarity NPC472806
0.7921 Intermediate Similarity NPC167193
0.7921 Intermediate Similarity NPC328162
0.7921 Intermediate Similarity NPC7124
0.7921 Intermediate Similarity NPC305483
0.7921 Intermediate Similarity NPC472941
0.7921 Intermediate Similarity NPC456
0.7921 Intermediate Similarity NPC125622
0.7921 Intermediate Similarity NPC249954
0.7921 Intermediate Similarity NPC96859
0.7917 Intermediate Similarity NPC475181
0.7917 Intermediate Similarity NPC472974
0.7917 Intermediate Similarity NPC473226
0.7917 Intermediate Similarity NPC229717
0.7909 Intermediate Similarity NPC67259
0.7909 Intermediate Similarity NPC147912
0.7909 Intermediate Similarity NPC117712
0.7905 Intermediate Similarity NPC2436
0.7905 Intermediate Similarity NPC216245
0.7905 Intermediate Similarity NPC284865
0.7905 Intermediate Similarity NPC65523
0.7905 Intermediate Similarity NPC135854
0.7905 Intermediate Similarity NPC470251
0.79 Intermediate Similarity NPC477439
0.79 Intermediate Similarity NPC240617
0.7885 Intermediate Similarity NPC56498
0.7885 Intermediate Similarity NPC477915
0.7885 Intermediate Similarity NPC204450
0.7885 Intermediate Similarity NPC136289
0.7885 Intermediate Similarity NPC195290
0.7879 Intermediate Similarity NPC63748
0.787 Intermediate Similarity NPC470496
0.7864 Intermediate Similarity NPC35239
0.7864 Intermediate Similarity NPC327431
0.7864 Intermediate Similarity NPC474012
0.7864 Intermediate Similarity NPC117685
0.7864 Intermediate Similarity NPC476299
0.7857 Intermediate Similarity NPC329736
0.7857 Intermediate Similarity NPC186525
0.7857 Intermediate Similarity NPC472489
0.7857 Intermediate Similarity NPC472973
0.785 Intermediate Similarity NPC151393
0.7843 Intermediate Similarity NPC89225
0.7843 Intermediate Similarity NPC170131
0.7835 Intermediate Similarity NPC99909
0.783 Intermediate Similarity NPC470587
0.783 Intermediate Similarity NPC149047
0.783 Intermediate Similarity NPC1679
0.7822 Intermediate Similarity NPC134067
0.7822 Intermediate Similarity NPC148523
0.7822 Intermediate Similarity NPC259286
0.7822 Intermediate Similarity NPC266899
0.7818 Intermediate Similarity NPC471204
0.781 Intermediate Similarity NPC275583
0.781 Intermediate Similarity NPC236390
0.781 Intermediate Similarity NPC95899
0.781 Intermediate Similarity NPC478057
0.781 Intermediate Similarity NPC159442
0.781 Intermediate Similarity NPC264048
0.78 Intermediate Similarity NPC25750
0.78 Intermediate Similarity NPC472930
0.78 Intermediate Similarity NPC69454
0.7798 Intermediate Similarity NPC171888
0.7798 Intermediate Similarity NPC146945
0.7789 Intermediate Similarity NPC64600
0.7789 Intermediate Similarity NPC251475
0.7789 Intermediate Similarity NPC169941
0.7788 Intermediate Similarity NPC61520
0.7788 Intermediate Similarity NPC282524
0.7788 Intermediate Similarity NPC97435
0.7788 Intermediate Similarity NPC469327
0.7788 Intermediate Similarity NPC124211
0.7788 Intermediate Similarity NPC230513
0.7778 Intermediate Similarity NPC214644
0.7778 Intermediate Similarity NPC472307
0.7778 Intermediate Similarity NPC220705

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC198880 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
0.7768 Intermediate Similarity NPD7115 Discovery
0.7596 Intermediate Similarity NPD4225 Approved
0.7525 Intermediate Similarity NPD7515 Phase 2
0.7383 Intermediate Similarity NPD5211 Phase 2
0.7374 Intermediate Similarity NPD3618 Phase 1
0.7353 Intermediate Similarity NPD6411 Approved
0.7339 Intermediate Similarity NPD6402 Approved
0.7339 Intermediate Similarity NPD5739 Approved
0.7339 Intermediate Similarity NPD6675 Approved
0.7339 Intermediate Similarity NPD7128 Approved
0.7333 Intermediate Similarity NPD4755 Approved
0.7327 Intermediate Similarity NPD5328 Approved
0.7297 Intermediate Similarity NPD6372 Approved
0.7297 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6373 Approved
0.7282 Intermediate Similarity NPD5779 Approved
0.7282 Intermediate Similarity NPD5778 Approved
0.7273 Intermediate Similarity NPD5697 Approved
0.7273 Intermediate Similarity NPD5701 Approved
0.7248 Intermediate Similarity NPD5141 Approved
0.7238 Intermediate Similarity NPD4697 Phase 3
0.7232 Intermediate Similarity NPD4634 Approved
0.7212 Intermediate Similarity NPD7748 Approved
0.7207 Intermediate Similarity NPD6881 Approved
0.7207 Intermediate Similarity NPD7320 Approved
0.7207 Intermediate Similarity NPD6899 Approved
0.72 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5286 Approved
0.7196 Intermediate Similarity NPD5285 Approved
0.7196 Intermediate Similarity NPD4700 Approved
0.7196 Intermediate Similarity NPD4696 Approved
0.7184 Intermediate Similarity NPD6079 Approved
0.717 Intermediate Similarity NPD7902 Approved
0.7168 Intermediate Similarity NPD6650 Approved
0.7168 Intermediate Similarity NPD6649 Approved
0.7157 Intermediate Similarity NPD6101 Approved
0.7157 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6013 Approved
0.7143 Intermediate Similarity NPD6012 Approved
0.7143 Intermediate Similarity NPD6014 Approved
0.7119 Intermediate Similarity NPD6319 Approved
0.7105 Intermediate Similarity NPD8297 Approved
0.7103 Intermediate Similarity NPD5696 Approved
0.708 Intermediate Similarity NPD6883 Approved
0.708 Intermediate Similarity NPD7102 Approved
0.708 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.708 Intermediate Similarity NPD7290 Approved
0.7075 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD5221 Approved
0.7075 Intermediate Similarity NPD5222 Approved
0.7064 Intermediate Similarity NPD5225 Approved
0.7064 Intermediate Similarity NPD5226 Approved
0.7064 Intermediate Similarity NPD5224 Approved
0.7064 Intermediate Similarity NPD4633 Approved
0.7054 Intermediate Similarity NPD6011 Approved
0.7054 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD4632 Approved
0.7018 Intermediate Similarity NPD8130 Phase 1
0.7018 Intermediate Similarity NPD6869 Approved
0.7018 Intermediate Similarity NPD6847 Approved
0.7018 Intermediate Similarity NPD6617 Approved
0.7009 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7009 Intermediate Similarity NPD5173 Approved
0.7 Intermediate Similarity NPD5175 Approved
0.7 Intermediate Similarity NPD5174 Approved
0.6991 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6981 Remote Similarity NPD5210 Approved
0.6981 Remote Similarity NPD4629 Approved
0.6981 Remote Similarity NPD5695 Phase 3
0.6972 Remote Similarity NPD5223 Approved
0.697 Remote Similarity NPD3667 Approved
0.6961 Remote Similarity NPD3573 Approved
0.6957 Remote Similarity NPD6882 Approved
0.6952 Remote Similarity NPD6399 Phase 3
0.6952 Remote Similarity NPD4202 Approved
0.6942 Remote Similarity NPD8328 Phase 3
0.6887 Remote Similarity NPD7900 Approved
0.6887 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6881 Remote Similarity NPD7640 Approved
0.6881 Remote Similarity NPD7639 Approved
0.6875 Remote Similarity NPD4767 Approved
0.6875 Remote Similarity NPD4768 Approved
0.6875 Remote Similarity NPD6008 Approved
0.687 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5284 Approved
0.6857 Remote Similarity NPD5281 Approved
0.6852 Remote Similarity NPD6083 Phase 2
0.6852 Remote Similarity NPD6084 Phase 2
0.6847 Remote Similarity NPD4754 Approved
0.6832 Remote Similarity NPD3666 Approved
0.6832 Remote Similarity NPD4786 Approved
0.6832 Remote Similarity NPD3133 Approved
0.6832 Remote Similarity NPD3665 Phase 1
0.6827 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6827 Remote Similarity NPD4753 Phase 2
0.6814 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6789 Remote Similarity NPD7638 Approved
0.678 Remote Similarity NPD6274 Approved
0.6765 Remote Similarity NPD1694 Approved
0.6759 Remote Similarity NPD7614 Phase 1
0.6757 Remote Similarity NPD7632 Discontinued
0.6754 Remote Similarity NPD4730 Approved
0.6754 Remote Similarity NPD4729 Approved
0.6754 Remote Similarity NPD5128 Approved
0.6748 Remote Similarity NPD7492 Approved
0.6723 Remote Similarity NPD6009 Approved
0.6699 Remote Similarity NPD4519 Discontinued
0.6699 Remote Similarity NPD4623 Approved
0.6699 Remote Similarity NPD5279 Phase 3
0.6694 Remote Similarity NPD6616 Approved
0.6694 Remote Similarity NPD6059 Approved
0.6694 Remote Similarity NPD6054 Approved
0.6667 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7319 Approved
0.664 Remote Similarity NPD8293 Discontinued
0.664 Remote Similarity NPD7078 Approved
0.6639 Remote Similarity NPD6015 Approved
0.6639 Remote Similarity NPD6016 Approved
0.6638 Remote Similarity NPD5247 Approved
0.6638 Remote Similarity NPD5250 Approved
0.6638 Remote Similarity NPD5248 Approved
0.6638 Remote Similarity NPD5251 Approved
0.6638 Remote Similarity NPD5249 Phase 3
0.6612 Remote Similarity NPD7100 Approved
0.6612 Remote Similarity NPD7101 Approved
0.6604 Remote Similarity NPD5785 Approved
0.6602 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6602 Remote Similarity NPD1696 Phase 3
0.6602 Remote Similarity NPD5363 Approved
0.66 Remote Similarity NPD4695 Discontinued
0.6587 Remote Similarity NPD7736 Approved
0.6585 Remote Similarity NPD6370 Approved
0.6585 Remote Similarity NPD5988 Approved
0.6583 Remote Similarity NPD6317 Approved
0.6581 Remote Similarity NPD5217 Approved
0.6581 Remote Similarity NPD5215 Approved
0.6581 Remote Similarity NPD5216 Approved
0.6566 Remote Similarity NPD3617 Approved
0.656 Remote Similarity NPD7507 Approved
0.6538 Remote Similarity NPD5330 Approved
0.6538 Remote Similarity NPD7521 Approved
0.6538 Remote Similarity NPD6684 Approved
0.6538 Remote Similarity NPD7334 Approved
0.6538 Remote Similarity NPD6409 Approved
0.6538 Remote Similarity NPD7146 Approved
0.6538 Remote Similarity NPD5786 Approved
0.6529 Remote Similarity NPD6314 Approved
0.6529 Remote Similarity NPD6313 Approved
0.6529 Remote Similarity NPD6335 Approved
0.6514 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6505 Remote Similarity NPD3668 Phase 3
0.6504 Remote Similarity NPD8513 Phase 3
0.6504 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6504 Remote Similarity NPD6908 Approved
0.6504 Remote Similarity NPD8516 Approved
0.6504 Remote Similarity NPD5983 Phase 2
0.6504 Remote Similarity NPD8517 Approved
0.6504 Remote Similarity NPD6909 Approved
0.6504 Remote Similarity NPD8515 Approved
0.65 Remote Similarity NPD6868 Approved
0.6496 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6371 Approved
0.6496 Remote Similarity NPD5135 Approved
0.6496 Remote Similarity NPD5169 Approved
0.6471 Remote Similarity NPD4221 Approved
0.6471 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4270 Approved
0.6471 Remote Similarity NPD4223 Phase 3
0.6471 Remote Similarity NPD4269 Approved
0.6466 Remote Similarity NPD6686 Approved
0.6466 Remote Similarity NPD5168 Approved
0.6455 Remote Similarity NPD7732 Phase 3
0.6441 Remote Similarity NPD5127 Approved
0.6415 Remote Similarity NPD6903 Approved
0.6415 Remote Similarity NPD5737 Approved
0.6415 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6415 Remote Similarity NPD6672 Approved
0.64 Remote Similarity NPD7604 Phase 2
0.6389 Remote Similarity NPD7983 Approved
0.6389 Remote Similarity NPD8034 Phase 2
0.6389 Remote Similarity NPD8035 Phase 2
0.6387 Remote Similarity NPD6053 Discontinued
0.6381 Remote Similarity NPD4694 Approved
0.6381 Remote Similarity NPD5690 Phase 2
0.6381 Remote Similarity NPD5280 Approved
0.6379 Remote Similarity NPD6412 Phase 2
0.6373 Remote Similarity NPD4139 Approved
0.6373 Remote Similarity NPD4692 Approved
0.6371 Remote Similarity NPD6921 Approved
0.6364 Remote Similarity NPD6117 Approved
0.6346 Remote Similarity NPD4197 Approved
0.6344 Remote Similarity NPD7341 Phase 2
0.6311 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6308 Remote Similarity NPD7260 Phase 2
0.63 Remote Similarity NPD6116 Phase 1
0.6299 Remote Similarity NPD6336 Discontinued
0.6296 Remote Similarity NPD5692 Phase 3
0.6296 Remote Similarity NPD5207 Approved
0.6286 Remote Similarity NPD5329 Approved
0.6281 Remote Similarity NPD5167 Approved

Structure

External Identifiers

PubChem CID   71578632
ChEMBL   CHEMBL2333393
ZINC  

Physicochemical Properties

Molecular Weight:  366.20
ALogP:  -0.946
MLogP:  3
XLogP:  1.283
# Rotatable Bonds:  10
Polar Surface Area:  115.06
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  26

Download Data

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