Natural Product: NPC73385

Natural Product ID:  NPC73385
Common Name:   Acerinol
IUPAC Name:  
Synonyms:  
Molecular Formula:   C30H46O5
Standard InCHIKey:  QSMBCFYTBUXTGE-OZOOACSHSA-N
Standard InCHI:  InChI=1S/C30H46O5/c1-16-14-19-23(26(4,5)32)35-30(33-19)22(16)27(6)12-10-17-15-29-13-11-21(34-29)25(2,3)20(29)9-8-18(17)28(27,7)24(30)31/h16,19-24,31-32H,8-15H2,1-7H3/t16-,19-,20+,21+,22-,23+,24-,27-,28-,29+,30+/m1/s1
Canonical SMILES:  C[C@@H]1C[C@H]2O[C@@]3([C@H]1[C@@]1(C)CCC4=C([C@@]1([C@H]3O)C)CC[C@@H]1[C@@]3(C4)CC[C@H](O3)C1(C)C)O[C@@H]2C(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
NPO33019 cimicifuga yunnanensis Species Ranunculaceae Eukaryota Aerial parts PMID[23621813]
NPO15373 Actaea dahurica Species Ranunculaceae Eukaryota TM-MC*
NPO15890 Actaea cimicifuga Species Ranunculaceae Eukaryota TM-MC*
NPO389 Actaea heracleifolia Species Ranunculaceae Eukaryota TM-MC*
NPO2727 Actaea simplex Species Ranunculaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1893 Cell Line MEF Mus musculus IC50 = 10200 nM 23621813

  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 NPC73385 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
0.8776 High Similarity NPC275865
0.8614 High Similarity NPC475701
0.8529 High Similarity NPC471111
0.8529 High Similarity NPC474464
0.8447 Intermediate Similarity NPC474015
0.84 Intermediate Similarity NPC309493
0.8333 Intermediate Similarity NPC22634
0.8208 Intermediate Similarity NPC128133
0.8095 Intermediate Similarity NPC26798
0.8058 Intermediate Similarity NPC474022
0.8056 Intermediate Similarity NPC197231
0.8039 Intermediate Similarity NPC216260
0.8039 Intermediate Similarity NPC5358
0.8019 Intermediate Similarity NPC226642
0.8 Intermediate Similarity NPC476593
0.8 Intermediate Similarity NPC476595
0.7982 Intermediate Similarity NPC19888
0.7982 Intermediate Similarity NPC254255
0.7941 Intermediate Similarity NPC177818
0.7925 Intermediate Similarity NPC476592
0.7909 Intermediate Similarity NPC476693
0.79 Intermediate Similarity NPC98193
0.787 Intermediate Similarity NPC42482
0.787 Intermediate Similarity NPC40440
0.787 Intermediate Similarity NPC476835
0.785 Intermediate Similarity NPC476594
0.7798 Intermediate Similarity NPC247037
0.7788 Intermediate Similarity NPC324598
0.7778 Intermediate Similarity NPC476538
0.7778 Intermediate Similarity NPC476539
0.7778 Intermediate Similarity NPC476540
0.7778 Intermediate Similarity NPC476541
0.7757 Intermediate Similarity NPC181845
0.7757 Intermediate Similarity NPC474569
0.7757 Intermediate Similarity NPC242748
0.7755 Intermediate Similarity NPC161928
0.7755 Intermediate Similarity NPC210658
0.7748 Intermediate Similarity NPC178981
0.7736 Intermediate Similarity NPC213190
0.7727 Intermediate Similarity NPC477028
0.7727 Intermediate Similarity NPC124677
0.7727 Intermediate Similarity NPC477032
0.7723 Intermediate Similarity NPC235126
0.7723 Intermediate Similarity NPC242419
0.7714 Intermediate Similarity NPC176406
0.7714 Intermediate Similarity NPC471112
0.7708 Intermediate Similarity NPC132635
0.7706 Intermediate Similarity NPC477026
0.7706 Intermediate Similarity NPC475670
0.7706 Intermediate Similarity NPC70204
0.7706 Intermediate Similarity NPC306131
0.7706 Intermediate Similarity NPC477027
0.7685 Intermediate Similarity NPC230507
0.7685 Intermediate Similarity NPC14704
0.7685 Intermediate Similarity NPC113044
0.7685 Intermediate Similarity NPC305423
0.7685 Intermediate Similarity NPC283829
0.7685 Intermediate Similarity NPC470432
0.7685 Intermediate Similarity NPC161676
0.7679 Intermediate Similarity NPC167183
0.7679 Intermediate Similarity NPC32707
0.7679 Intermediate Similarity NPC477810
0.7677 Intermediate Similarity NPC128475
0.7664 Intermediate Similarity NPC187400
0.7664 Intermediate Similarity NPC85593
0.7664 Intermediate Similarity NPC475365
0.7664 Intermediate Similarity NPC221562
0.7664 Intermediate Similarity NPC470885
0.7664 Intermediate Similarity NPC31430
0.7658 Intermediate Similarity NPC477050
0.7642 Intermediate Similarity NPC136816
0.7632 Intermediate Similarity NPC476692
0.7632 Intermediate Similarity NPC476691
0.7624 Intermediate Similarity NPC94127
0.7624 Intermediate Similarity NPC210268
0.7619 Intermediate Similarity NPC471242
0.7615 Intermediate Similarity NPC98696
0.76 Intermediate Similarity NPC228059
0.7596 Intermediate Similarity NPC76486
0.7596 Intermediate Similarity NPC243728
0.7596 Intermediate Similarity NPC473890
0.7593 Intermediate Similarity NPC473476
0.7593 Intermediate Similarity NPC473923
0.7589 Intermediate Similarity NPC79900
0.7589 Intermediate Similarity NPC144068
0.7568 Intermediate Similarity NPC13190
0.7568 Intermediate Similarity NPC475247
0.7568 Intermediate Similarity NPC294129
0.7568 Intermediate Similarity NPC476547
0.7568 Intermediate Similarity NPC13193
0.7547 Intermediate Similarity NPC309425
0.7547 Intermediate Similarity NPC160734
0.7547 Intermediate Similarity NPC472023
0.7547 Intermediate Similarity NPC47566
0.7547 Intermediate Similarity NPC88000
0.7547 Intermediate Similarity NPC129372
0.7547 Intermediate Similarity NPC4831
0.7545 Intermediate Similarity NPC22779
0.7545 Intermediate Similarity NPC102016
0.7545 Intermediate Similarity NPC171073
0.7545 Intermediate Similarity NPC309278
0.7545 Intermediate Similarity NPC248746
0.7545 Intermediate Similarity NPC249265
0.7545 Intermediate Similarity NPC475333
0.7545 Intermediate Similarity NPC244086
0.7545 Intermediate Similarity NPC208383
0.7545 Intermediate Similarity NPC224098
0.7545 Intermediate Similarity NPC6806
0.7545 Intermediate Similarity NPC232054
0.7545 Intermediate Similarity NPC477809
0.7545 Intermediate Similarity NPC475550
0.7545 Intermediate Similarity NPC95051
0.7545 Intermediate Similarity NPC84956
0.7545 Intermediate Similarity NPC218571
0.7545 Intermediate Similarity NPC470433
0.7545 Intermediate Similarity NPC46190
0.7545 Intermediate Similarity NPC150372
0.7545 Intermediate Similarity NPC194207
0.7545 Intermediate Similarity NPC300557
0.7545 Intermediate Similarity NPC73243
0.7544 Intermediate Similarity NPC476690
0.7544 Intermediate Similarity NPC100048
0.7525 Intermediate Similarity NPC470832
0.7525 Intermediate Similarity NPC473269
0.7524 Intermediate Similarity NPC158088
0.7524 Intermediate Similarity NPC234287
0.7524 Intermediate Similarity NPC476895
0.7524 Intermediate Similarity NPC280825
0.7523 Intermediate Similarity NPC190395
0.7523 Intermediate Similarity NPC473469
0.75 Intermediate Similarity NPC470058
0.75 Intermediate Similarity NPC470060
0.75 Intermediate Similarity NPC22376
0.75 Intermediate Similarity NPC470064
0.75 Intermediate Similarity NPC312774
0.75 Intermediate Similarity NPC244431
0.75 Intermediate Similarity NPC216595
0.75 Intermediate Similarity NPC263359
0.75 Intermediate Similarity NPC470057
0.75 Intermediate Similarity NPC32361
0.75 Intermediate Similarity NPC207617
0.75 Intermediate Similarity NPC473567
0.75 Intermediate Similarity NPC470043
0.75 Intermediate Similarity NPC470059
0.75 Intermediate Similarity NPC470062
0.75 Intermediate Similarity NPC470061
0.75 Intermediate Similarity NPC112274
0.75 Intermediate Similarity NPC31896
0.75 Intermediate Similarity NPC75608
0.75 Intermediate Similarity NPC16090
0.75 Intermediate Similarity NPC210569
0.7478 Intermediate Similarity NPC10366
0.7477 Intermediate Similarity NPC87998
0.7477 Intermediate Similarity NPC222202
0.7477 Intermediate Similarity NPC141433
0.7477 Intermediate Similarity NPC477811
0.7477 Intermediate Similarity NPC52585
0.7477 Intermediate Similarity NPC191439
0.7477 Intermediate Similarity NPC269297
0.7477 Intermediate Similarity NPC170974
0.7477 Intermediate Similarity NPC23808
0.7477 Intermediate Similarity NPC228049
0.7477 Intermediate Similarity NPC224314
0.7477 Intermediate Similarity NPC103627
0.7477 Intermediate Similarity NPC68630
0.7456 Intermediate Similarity NPC212660
0.7456 Intermediate Similarity NPC477031
0.7455 Intermediate Similarity NPC7213
0.7455 Intermediate Similarity NPC128123
0.7455 Intermediate Similarity NPC220427
0.7453 Intermediate Similarity NPC473200
0.7453 Intermediate Similarity NPC473790
0.7453 Intermediate Similarity NPC91497
0.7453 Intermediate Similarity NPC282669
0.7453 Intermediate Similarity NPC7341
0.7449 Intermediate Similarity NPC166279
0.7434 Intermediate Similarity NPC51154
0.7431 Intermediate Similarity NPC472899
0.7431 Intermediate Similarity NPC472900
0.7431 Intermediate Similarity NPC309448
0.7431 Intermediate Similarity NPC472898
0.7429 Intermediate Similarity NPC475032
0.7429 Intermediate Similarity NPC476893
0.7429 Intermediate Similarity NPC475033
0.7423 Intermediate Similarity NPC7988
0.7411 Intermediate Similarity NPC114188
0.7411 Intermediate Similarity NPC65034
0.7411 Intermediate Similarity NPC208189
0.7407 Intermediate Similarity NPC286969
0.7407 Intermediate Similarity NPC473198
0.7407 Intermediate Similarity NPC157659
0.7407 Intermediate Similarity NPC16520
0.7407 Intermediate Similarity NPC155010
0.7407 Intermediate Similarity NPC472252
0.7407 Intermediate Similarity NPC8039
0.7407 Intermediate Similarity NPC473020
0.7407 Intermediate Similarity NPC211879
0.7407 Intermediate Similarity NPC245280
0.7407 Intermediate Similarity NPC189852
0.7407 Intermediate Similarity NPC114874

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC73385 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
0.7059 Intermediate Similarity NPD6059 Approved
0.7059 Intermediate Similarity NPD6054 Approved
0.7034 Intermediate Similarity NPD7327 Approved
0.7034 Intermediate Similarity NPD7328 Approved
0.7 Intermediate Similarity NPD8033 Approved
0.6975 Remote Similarity NPD7516 Approved
0.6942 Remote Similarity NPD6370 Approved
0.6917 Remote Similarity NPD8377 Approved
0.6917 Remote Similarity NPD8294 Approved
0.6903 Remote Similarity NPD6412 Phase 2
0.6887 Remote Similarity NPD8171 Discontinued
0.6869 Remote Similarity NPD6928 Phase 2
0.686 Remote Similarity NPD8379 Approved
0.686 Remote Similarity NPD8380 Approved
0.686 Remote Similarity NPD6016 Approved
0.686 Remote Similarity NPD8378 Approved
0.686 Remote Similarity NPD6015 Approved
0.686 Remote Similarity NPD8296 Approved
0.686 Remote Similarity NPD8335 Approved
0.6855 Remote Similarity NPD7078 Approved
0.6829 Remote Similarity NPD7492 Approved
0.6803 Remote Similarity NPD5988 Approved
0.6774 Remote Similarity NPD6616 Approved
0.6731 Remote Similarity NPD7524 Approved
0.6721 Remote Similarity NPD7503 Approved
0.672 Remote Similarity NPD8293 Discontinued
0.67 Remote Similarity NPD4748 Discontinued
0.6667 Remote Similarity NPD7736 Approved
0.664 Remote Similarity NPD7507 Approved
0.6535 Remote Similarity NPD6033 Approved
0.6535 Remote Similarity NPD7525 Registered
0.6505 Remote Similarity NPD6695 Phase 3
0.6496 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6484 Remote Similarity NPD7319 Approved
0.648 Remote Similarity NPD6067 Discontinued
0.6465 Remote Similarity NPD3701 Clinical (unspecified phase)
0.646 Remote Similarity NPD4159 Approved
0.6442 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6393 Remote Similarity NPD6009 Approved
0.6371 Remote Similarity NPD6319 Approved
0.6364 Remote Similarity NPD7339 Approved
0.6364 Remote Similarity NPD6942 Approved
0.6336 Remote Similarity NPD8449 Approved
0.6333 Remote Similarity NPD6882 Approved
0.63 Remote Similarity NPD6933 Approved
0.6293 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6288 Remote Similarity NPD8450 Suspended
0.6283 Remote Similarity NPD7638 Approved
0.6281 Remote Similarity NPD8133 Approved
0.6281 Remote Similarity NPD4632 Approved
0.6271 Remote Similarity NPD7320 Approved
0.6262 Remote Similarity NPD7750 Discontinued
0.626 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6239 Remote Similarity NPD6675 Approved
0.6239 Remote Similarity NPD5739 Approved
0.6239 Remote Similarity NPD6008 Approved
0.6239 Remote Similarity NPD6402 Approved
0.6239 Remote Similarity NPD7128 Approved
0.6228 Remote Similarity NPD7639 Approved
0.6228 Remote Similarity NPD7640 Approved
0.6214 Remote Similarity NPD6931 Approved
0.6214 Remote Similarity NPD6930 Phase 2
0.6198 Remote Similarity NPD8297 Approved
0.6186 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6167 Remote Similarity NPD4634 Approved
0.6134 Remote Similarity NPD6881 Approved
0.6134 Remote Similarity NPD6899 Approved
0.6121 Remote Similarity NPD7632 Discontinued
0.6117 Remote Similarity NPD6929 Approved
0.6117 Remote Similarity NPD7645 Phase 2
0.61 Remote Similarity NPD6926 Approved
0.61 Remote Similarity NPD4785 Approved
0.61 Remote Similarity NPD4784 Approved
0.61 Remote Similarity NPD6924 Approved
0.6083 Remote Similarity NPD6373 Approved
0.6083 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6083 Remote Similarity NPD6372 Approved
0.6078 Remote Similarity NPD6932 Approved
0.6066 Remote Similarity NPD6053 Discontinued
0.6061 Remote Similarity NPD4243 Approved
0.6061 Remote Similarity NPD5956 Approved
0.6053 Remote Similarity NPD6083 Phase 2
0.6053 Remote Similarity NPD6084 Phase 2
0.6053 Remote Similarity NPD4755 Approved
0.605 Remote Similarity NPD5697 Approved
0.605 Remote Similarity NPD5701 Approved
0.6036 Remote Similarity NPD7087 Discontinued
0.6033 Remote Similarity NPD7102 Approved
0.6033 Remote Similarity NPD6883 Approved
0.6033 Remote Similarity NPD7290 Approved
0.6018 Remote Similarity NPD7991 Discontinued
0.6 Remote Similarity NPD6686 Approved
0.6 Remote Similarity NPD7115 Discovery
0.6 Remote Similarity NPD4225 Approved
0.5984 Remote Similarity NPD6650 Approved
0.5984 Remote Similarity NPD6617 Approved
0.5984 Remote Similarity NPD8130 Phase 1
0.5984 Remote Similarity NPD6847 Approved
0.5984 Remote Similarity NPD6649 Approved
0.5984 Remote Similarity NPD6869 Approved
0.5982 Remote Similarity NPD6399 Phase 3
0.5982 Remote Similarity NPD4202 Approved
0.5981 Remote Similarity NPD4786 Approved
0.5969 Remote Similarity NPD7604 Phase 2
0.5962 Remote Similarity NPD6683 Phase 2
0.595 Remote Similarity NPD6014 Approved
0.595 Remote Similarity NPD6012 Approved
0.595 Remote Similarity NPD6013 Approved
0.5948 Remote Similarity NPD4700 Approved
0.5948 Remote Similarity NPD5286 Approved
0.5948 Remote Similarity NPD5285 Approved
0.5948 Remote Similarity NPD4696 Approved
0.5946 Remote Similarity NPD3168 Discontinued
0.5941 Remote Similarity NPD1810 Approved
0.5941 Remote Similarity NPD1811 Approved
0.5938 Remote Similarity NPD5983 Phase 2
0.5926 Remote Similarity NPD6893 Approved
0.5922 Remote Similarity NPD6925 Approved
0.5922 Remote Similarity NPD5776 Phase 2
0.5905 Remote Similarity NPD7514 Phase 3
0.5882 Remote Similarity NPD4056 Clinical (unspecified phase)
0.5882 Remote Similarity NPD4057 Clinical (unspecified phase)
0.5878 Remote Similarity NPD6336 Discontinued
0.5877 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5877 Remote Similarity NPD5695 Phase 3
0.5868 Remote Similarity NPD6011 Approved
0.5865 Remote Similarity NPD7145 Approved
0.5856 Remote Similarity NPD6051 Approved
0.5856 Remote Similarity NPD4753 Phase 2
0.5856 Remote Similarity NPD5328 Approved
0.5854 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5847 Remote Similarity NPD5226 Approved
0.5847 Remote Similarity NPD4633 Approved
0.5847 Remote Similarity NPD5211 Phase 2
0.5847 Remote Similarity NPD5225 Approved
0.5847 Remote Similarity NPD5224 Approved
0.5846 Remote Similarity NPD8328 Phase 3
0.5814 Remote Similarity NPD8515 Approved
0.5814 Remote Similarity NPD8513 Phase 3
0.5814 Remote Similarity NPD8516 Approved
0.5814 Remote Similarity NPD8517 Approved
0.5798 Remote Similarity NPD5175 Approved
0.5798 Remote Similarity NPD5174 Approved
0.5794 Remote Similarity NPD3667 Approved
0.5772 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5772 Remote Similarity NPD6371 Approved
0.5764 Remote Similarity NPD7625 Phase 1
0.5763 Remote Similarity NPD5344 Discontinued
0.5763 Remote Similarity NPD5223 Approved
0.5763 Remote Similarity NPD1700 Approved
0.5755 Remote Similarity NPD7332 Phase 2
0.5755 Remote Similarity NPD7509 Discontinued
0.5752 Remote Similarity NPD6079 Approved
0.5752 Remote Similarity NPD7637 Suspended
0.575 Remote Similarity NPD5141 Approved
0.5743 Remote Similarity NPD7150 Approved
0.5743 Remote Similarity NPD7151 Approved
0.5743 Remote Similarity NPD7152 Approved
0.5728 Remote Similarity NPD4190 Phase 3
0.5728 Remote Similarity NPD5275 Approved
0.5727 Remote Similarity NPD3618 Phase 1
0.5726 Remote Similarity NPD5696 Approved
0.5702 Remote Similarity NPD4768 Approved
0.5702 Remote Similarity NPD4767 Approved
0.5701 Remote Similarity NPD6898 Phase 1
0.5701 Remote Similarity NPD6902 Approved
0.57 Remote Similarity NPD6923 Approved
0.57 Remote Similarity NPD6922 Approved
0.5688 Remote Similarity NPD3666 Approved
0.5688 Remote Similarity NPD3665 Phase 1
0.5688 Remote Similarity NPD3133 Approved
0.5676 Remote Similarity NPD4250 Approved
0.5676 Remote Similarity NPD4251 Approved
0.567 Remote Similarity NPD371 Approved
0.5669 Remote Similarity NPD6274 Approved
0.5667 Remote Similarity NPD4754 Approved
0.566 Remote Similarity NPD4195 Approved
0.5659 Remote Similarity NPD7100 Approved
0.5659 Remote Similarity NPD7101 Approved
0.5656 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5644 Remote Similarity NPD2254 Approved
0.5644 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5644 Remote Similarity NPD2686 Approved
0.5644 Remote Similarity NPD7144 Approved
0.5644 Remote Similarity NPD7143 Approved
0.5644 Remote Similarity NPD2687 Approved
0.5644 Remote Similarity NPD4787 Phase 1
0.5636 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5625 Remote Similarity NPD6903 Approved
0.5614 Remote Similarity NPD8034 Phase 2
0.5614 Remote Similarity NPD6411 Approved
0.5614 Remote Similarity NPD8035 Phase 2
0.561 Remote Similarity NPD4729 Approved
0.561 Remote Similarity NPD5128 Approved
0.561 Remote Similarity NPD4730 Approved
0.561 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5603 Remote Similarity NPD5210 Approved
0.5603 Remote Similarity NPD4629 Approved
0.56 Remote Similarity NPD8413 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   73347277
ChEMBL   CHEMBL2375502
ZINC  

Physicochemical Properties

Molecular Weight:  486.33
ALogP:  1.3319
MLogP:  4.21
XLogP:  3.966
# Rotatable Bonds:  10
Polar Surface Area:  68.15
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  35

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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