Natural Product: NPC474882

Natural Product ID:  NPC474882
Common Name:   (7S,8S)-7-Hydroxy-7,8-Dihydro-Tingenone
IUPAC Name:   (6S,6aS,6aS,6bR,8aS,11R,12aR,14aR)-3,6-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-6,6a,7,8,9,11,12,12a,13,14-decahydropicene-2,10-dione
Synonyms:  
Molecular Formula:   C28H38O4
Standard InCHIKey:  HVRSOVWJUJGHSI-JHGSJXKWSA-N
Standard InCHI:  InChI=1S/C28H38O4/c1-15-11-22-25(3,14-21(15)31)7-9-28(6)24-20(30)12-17-16(2)23(32)19(29)13-18(17)26(24,4)8-10-27(22,28)5/h12-13,15,20,22,24,30,32H,7-11,14H2,1-6H3/t15-,20+,22-,24-,25+,26+,27+,28-/m1/s1
Canonical SMILES:  C[C@@H]1C[C@@H]2[C@@](CC1=O)(C)CC[C@]1([C@@]2(C)CC[C@@]2([C@H]1[C@@H](O)C=C1C2=CC(=O)C(=C1C)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
NPO13212 Maytenus amazonica Species Celastraceae Eukaryota PMID[10096852]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT41 Individual Protein Aldose reductase Homo sapiens IC50 = 25 ug/ml 1336040
NPT168 Cell Line P388 Mus musculus IC50 = 5 ug/ml 23675651
NPT81 Cell Line A549 Homo sapiens IC50 = 5 ug/ml 16499317
NPT2 Others Unspecified IC50 = 5 ug/ml 16499317
NPT139 Cell Line HT-29 Homo sapiens IC50 = 5 ug/ml 16499317

  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 NPC474882 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
0.9438 High Similarity NPC211230
0.9121 High Similarity NPC474328
0.8913 High Similarity NPC23170
0.8901 High Similarity NPC470036
0.8901 High Similarity NPC174167
0.8889 High Similarity NPC65615
0.8889 High Similarity NPC112454
0.8889 High Similarity NPC68148
0.8851 High Similarity NPC309309
0.8851 High Similarity NPC291999
0.8804 High Similarity NPC263780
0.875 High Similarity NPC53385
0.8667 High Similarity NPC220930
0.8667 High Similarity NPC272039
0.8652 High Similarity NPC274724
0.8636 High Similarity NPC53733
0.8621 High Similarity NPC475863
0.8617 High Similarity NPC777
0.8571 High Similarity NPC230387
0.8506 High Similarity NPC287063
0.8485 Intermediate Similarity NPC213366
0.8478 Intermediate Similarity NPC281524
0.8444 Intermediate Similarity NPC33881
0.8409 Intermediate Similarity NPC121984
0.8409 Intermediate Similarity NPC470034
0.837 Intermediate Similarity NPC53454
0.8333 Intermediate Similarity NPC180834
0.8315 Intermediate Similarity NPC310989
0.8315 Intermediate Similarity NPC103486
0.8295 Intermediate Similarity NPC2482
0.8295 Intermediate Similarity NPC18955
0.828 Intermediate Similarity NPC474918
0.8242 Intermediate Similarity NPC32037
0.8211 Intermediate Similarity NPC472942
0.8202 Intermediate Similarity NPC55869
0.8202 Intermediate Similarity NPC3915
0.8202 Intermediate Similarity NPC6663
0.8202 Intermediate Similarity NPC225515
0.8191 Intermediate Similarity NPC113393
0.8191 Intermediate Similarity NPC48010
0.8191 Intermediate Similarity NPC69622
0.8191 Intermediate Similarity NPC46441
0.8172 Intermediate Similarity NPC307298
0.8163 Intermediate Similarity NPC471717
0.8163 Intermediate Similarity NPC235464
0.8163 Intermediate Similarity NPC478056
0.8163 Intermediate Similarity NPC166745
0.8152 Intermediate Similarity NPC472974
0.8152 Intermediate Similarity NPC470955
0.8152 Intermediate Similarity NPC94666
0.8152 Intermediate Similarity NPC56588
0.8132 Intermediate Similarity NPC227132
0.8132 Intermediate Similarity NPC476412
0.8125 Intermediate Similarity NPC474690
0.8125 Intermediate Similarity NPC80365
0.8125 Intermediate Similarity NPC473162
0.8105 Intermediate Similarity NPC301244
0.8105 Intermediate Similarity NPC474525
0.8105 Intermediate Similarity NPC233455
0.8105 Intermediate Similarity NPC473998
0.8105 Intermediate Similarity NPC65120
0.8105 Intermediate Similarity NPC158030
0.8105 Intermediate Similarity NPC145067
0.8105 Intermediate Similarity NPC4036
0.809 Intermediate Similarity NPC108955
0.8085 Intermediate Similarity NPC473999
0.8085 Intermediate Similarity NPC309603
0.8085 Intermediate Similarity NPC477973
0.8068 Intermediate Similarity NPC30321
0.8065 Intermediate Similarity NPC73064
0.8065 Intermediate Similarity NPC287079
0.8065 Intermediate Similarity NPC470523
0.8065 Intermediate Similarity NPC71507
0.8061 Intermediate Similarity NPC208094
0.8046 Intermediate Similarity NPC92080
0.8043 Intermediate Similarity NPC255174
0.8043 Intermediate Similarity NPC132228
0.8043 Intermediate Similarity NPC133954
0.8043 Intermediate Similarity NPC6185
0.8043 Intermediate Similarity NPC474680
0.8043 Intermediate Similarity NPC469993
0.8043 Intermediate Similarity NPC474083
0.8043 Intermediate Similarity NPC471224
0.8043 Intermediate Similarity NPC241512
0.8043 Intermediate Similarity NPC8518
0.8043 Intermediate Similarity NPC263997
0.8043 Intermediate Similarity NPC476426
0.8041 Intermediate Similarity NPC472932
0.8041 Intermediate Similarity NPC147232
0.8041 Intermediate Similarity NPC280725
0.8039 Intermediate Similarity NPC478052
0.8022 Intermediate Similarity NPC105803
0.8021 Intermediate Similarity NPC214756
0.8021 Intermediate Similarity NPC472930
0.8021 Intermediate Similarity NPC295643
0.8021 Intermediate Similarity NPC272075
0.8021 Intermediate Similarity NPC474736
0.802 Intermediate Similarity NPC111323
0.8 Intermediate Similarity NPC129913
0.8 Intermediate Similarity NPC198818
0.8 Intermediate Similarity NPC252737
0.7979 Intermediate Similarity NPC470524
0.7979 Intermediate Similarity NPC1753
0.7979 Intermediate Similarity NPC206060
0.7979 Intermediate Similarity NPC472802
0.7979 Intermediate Similarity NPC474511
0.7978 Intermediate Similarity NPC27817
0.7978 Intermediate Similarity NPC474113
0.7978 Intermediate Similarity NPC308038
0.7959 Intermediate Similarity NPC88847
0.7959 Intermediate Similarity NPC62516
0.7959 Intermediate Similarity NPC157113
0.7959 Intermediate Similarity NPC473158
0.7957 Intermediate Similarity NPC472986
0.7957 Intermediate Similarity NPC31564
0.7957 Intermediate Similarity NPC472985
0.7957 Intermediate Similarity NPC322159
0.7957 Intermediate Similarity NPC474733
0.7957 Intermediate Similarity NPC158393
0.7957 Intermediate Similarity NPC327115
0.7957 Intermediate Similarity NPC474732
0.7957 Intermediate Similarity NPC74363
0.7957 Intermediate Similarity NPC474778
0.7957 Intermediate Similarity NPC213412
0.7957 Intermediate Similarity NPC145879
0.7957 Intermediate Similarity NPC51014
0.7957 Intermediate Similarity NPC475862
0.7955 Intermediate Similarity NPC476811
0.7938 Intermediate Similarity NPC472977
0.7938 Intermediate Similarity NPC8993
0.7938 Intermediate Similarity NPC160413
0.7938 Intermediate Similarity NPC299100
0.7938 Intermediate Similarity NPC472976
0.7938 Intermediate Similarity NPC245972
0.7938 Intermediate Similarity NPC196485
0.7938 Intermediate Similarity NPC87095
0.7935 Intermediate Similarity NPC85774
0.7935 Intermediate Similarity NPC237712
0.7935 Intermediate Similarity NPC473246
0.7935 Intermediate Similarity NPC214043
0.7935 Intermediate Similarity NPC96095
0.7921 Intermediate Similarity NPC87351
0.7917 Intermediate Similarity NPC38754
0.7917 Intermediate Similarity NPC73457
0.7917 Intermediate Similarity NPC475806
0.7917 Intermediate Similarity NPC472978
0.7912 Intermediate Similarity NPC48362
0.7912 Intermediate Similarity NPC212083
0.79 Intermediate Similarity NPC327431
0.7895 Intermediate Similarity NPC1015
0.7895 Intermediate Similarity NPC95246
0.7895 Intermediate Similarity NPC31985
0.7895 Intermediate Similarity NPC274330
0.7895 Intermediate Similarity NPC474972
0.7895 Intermediate Similarity NPC198664
0.7895 Intermediate Similarity NPC472973
0.7895 Intermediate Similarity NPC472983
0.7895 Intermediate Similarity NPC143232
0.7895 Intermediate Similarity NPC474245
0.7895 Intermediate Similarity NPC161751
0.7895 Intermediate Similarity NPC474686
0.7895 Intermediate Similarity NPC184663
0.7879 Intermediate Similarity NPC135685
0.7879 Intermediate Similarity NPC474785
0.7879 Intermediate Similarity NPC21728
0.7879 Intermediate Similarity NPC473161
0.7879 Intermediate Similarity NPC474938
0.7879 Intermediate Similarity NPC470522
0.7872 Intermediate Similarity NPC136548
0.7872 Intermediate Similarity NPC93778
0.7872 Intermediate Similarity NPC173089
0.7872 Intermediate Similarity NPC475740
0.7872 Intermediate Similarity NPC158141
0.7872 Intermediate Similarity NPC477228
0.7872 Intermediate Similarity NPC58063
0.7865 Intermediate Similarity NPC189485
0.7865 Intermediate Similarity NPC475994
0.7857 Intermediate Similarity NPC148523
0.7857 Intermediate Similarity NPC295347
0.7857 Intermediate Similarity NPC174948
0.7857 Intermediate Similarity NPC173875
0.7857 Intermediate Similarity NPC139570
0.7857 Intermediate Similarity NPC180950
0.7857 Intermediate Similarity NPC318282
0.7857 Intermediate Similarity NPC476174
0.7857 Intermediate Similarity NPC469995
0.7849 Intermediate Similarity NPC474537
0.7849 Intermediate Similarity NPC133652
0.7849 Intermediate Similarity NPC469948
0.7843 Intermediate Similarity NPC249187
0.7843 Intermediate Similarity NPC247957
0.7843 Intermediate Similarity NPC95899
0.7843 Intermediate Similarity NPC311612
0.7841 Intermediate Similarity NPC112680
0.7841 Intermediate Similarity NPC263582
0.7835 Intermediate Similarity NPC250575
0.7835 Intermediate Similarity NPC474806
0.7835 Intermediate Similarity NPC69454
0.7835 Intermediate Similarity NPC109305
0.7835 Intermediate Similarity NPC271652

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474882 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
0.8889 High Similarity NPD7285 Clinical (unspecified phase)
0.8152 Intermediate Similarity NPD5279 Phase 3
0.8105 Intermediate Similarity NPD7515 Phase 2
0.809 Intermediate Similarity NPD4695 Discontinued
0.7755 Intermediate Similarity NPD7748 Approved
0.7742 Intermediate Similarity NPD3133 Approved
0.7742 Intermediate Similarity NPD3665 Phase 1
0.7742 Intermediate Similarity NPD4786 Approved
0.7742 Intermediate Similarity NPD3666 Approved
0.7717 Intermediate Similarity NPD3667 Approved
0.7708 Intermediate Similarity NPD4753 Phase 2
0.7667 Intermediate Similarity NPD3617 Approved
0.7579 Intermediate Similarity NPD4694 Approved
0.7579 Intermediate Similarity NPD5280 Approved
0.7579 Intermediate Similarity NPD3618 Phase 1
0.7526 Intermediate Similarity NPD5328 Approved
0.7525 Intermediate Similarity NPD7902 Approved
0.75 Intermediate Similarity NPD8259 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD5329 Approved
0.7426 Intermediate Similarity NPD4697 Phase 3
0.7426 Intermediate Similarity NPD5222 Approved
0.7426 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7426 Intermediate Similarity NPD5221 Approved
0.7404 Intermediate Similarity NPD5211 Phase 2
0.7396 Intermediate Similarity NPD4623 Approved
0.7396 Intermediate Similarity NPD4519 Discontinued
0.7374 Intermediate Similarity NPD6079 Approved
0.7368 Intermediate Similarity NPD4197 Approved
0.7353 Intermediate Similarity NPD6083 Phase 2
0.7353 Intermediate Similarity NPD4755 Approved
0.7353 Intermediate Similarity NPD6084 Phase 2
0.7353 Intermediate Similarity NPD5173 Approved
0.7327 Intermediate Similarity NPD4629 Approved
0.7327 Intermediate Similarity NPD5210 Approved
0.7292 Intermediate Similarity NPD1696 Phase 3
0.7264 Intermediate Similarity NPD5141 Approved
0.7255 Intermediate Similarity NPD7614 Phase 1
0.7245 Intermediate Similarity NPD6672 Approved
0.7245 Intermediate Similarity NPD5737 Approved
0.7245 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7228 Intermediate Similarity NPD7900 Approved
0.7228 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7216 Intermediate Similarity NPD5690 Phase 2
0.7212 Intermediate Similarity NPD5286 Approved
0.7212 Intermediate Similarity NPD4700 Approved
0.7212 Intermediate Similarity NPD5285 Approved
0.7212 Intermediate Similarity NPD4696 Approved
0.7188 Intermediate Similarity NPD3668 Phase 3
0.7158 Intermediate Similarity NPD4223 Phase 3
0.7158 Intermediate Similarity NPD4221 Approved
0.7157 Intermediate Similarity NPD5695 Phase 3
0.7143 Intermediate Similarity NPD5223 Approved
0.7129 Intermediate Similarity NPD6399 Phase 3
0.7129 Intermediate Similarity NPD5133 Approved
0.7129 Intermediate Similarity NPD4202 Approved
0.7083 Intermediate Similarity NPD4788 Approved
0.7075 Intermediate Similarity NPD4633 Approved
0.7075 Intermediate Similarity NPD5226 Approved
0.7075 Intermediate Similarity NPD5225 Approved
0.7075 Intermediate Similarity NPD5224 Approved
0.7048 Intermediate Similarity NPD7639 Approved
0.7048 Intermediate Similarity NPD7640 Approved
0.7041 Intermediate Similarity NPD5330 Approved
0.7041 Intermediate Similarity NPD6409 Approved
0.7041 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7146 Approved
0.7041 Intermediate Similarity NPD6684 Approved
0.7041 Intermediate Similarity NPD7521 Approved
0.7041 Intermediate Similarity NPD7334 Approved
0.7037 Intermediate Similarity NPD6402 Approved
0.7037 Intermediate Similarity NPD7128 Approved
0.7037 Intermediate Similarity NPD5739 Approved
0.7037 Intermediate Similarity NPD6675 Approved
0.703 Intermediate Similarity NPD5284 Approved
0.703 Intermediate Similarity NPD6050 Approved
0.703 Intermediate Similarity NPD5281 Approved
0.703 Intermediate Similarity NPD6411 Approved
0.7021 Intermediate Similarity NPD7645 Phase 2
0.7009 Intermediate Similarity NPD4754 Approved
0.7009 Intermediate Similarity NPD5174 Approved
0.7009 Intermediate Similarity NPD5175 Approved
0.6961 Remote Similarity NPD5778 Approved
0.6961 Remote Similarity NPD5779 Approved
0.6957 Remote Similarity NPD8264 Approved
0.6952 Remote Similarity NPD7638 Approved
0.6952 Remote Similarity NPD5696 Approved
0.6931 Remote Similarity NPD5692 Phase 3
0.6923 Remote Similarity NPD7732 Phase 3
0.6909 Remote Similarity NPD6881 Approved
0.6909 Remote Similarity NPD6899 Approved
0.6909 Remote Similarity NPD7320 Approved
0.69 Remote Similarity NPD6903 Approved
0.6881 Remote Similarity NPD4768 Approved
0.6881 Remote Similarity NPD4767 Approved
0.687 Remote Similarity NPD7115 Discovery
0.6869 Remote Similarity NPD4690 Approved
0.6869 Remote Similarity NPD4693 Phase 3
0.6869 Remote Similarity NPD5205 Approved
0.6869 Remote Similarity NPD4689 Approved
0.6869 Remote Similarity NPD4138 Approved
0.6869 Remote Similarity NPD4688 Approved
0.6863 Remote Similarity NPD5694 Approved
0.6848 Remote Similarity NPD5733 Approved
0.6847 Remote Similarity NPD6372 Approved
0.6847 Remote Similarity NPD6373 Approved
0.6832 Remote Similarity NPD6673 Approved
0.6832 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6080 Approved
0.6832 Remote Similarity NPD6101 Approved
0.6832 Remote Similarity NPD6904 Approved
0.6818 Remote Similarity NPD6412 Phase 2
0.6818 Remote Similarity NPD5697 Approved
0.6818 Remote Similarity NPD5701 Approved
0.6786 Remote Similarity NPD7102 Approved
0.6786 Remote Similarity NPD7290 Approved
0.6786 Remote Similarity NPD6883 Approved
0.6774 Remote Similarity NPD6942 Approved
0.6774 Remote Similarity NPD7339 Approved
0.6768 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4096 Approved
0.6757 Remote Similarity NPD5168 Approved
0.6757 Remote Similarity NPD4730 Approved
0.6757 Remote Similarity NPD4729 Approved
0.6757 Remote Similarity NPD5128 Approved
0.6757 Remote Similarity NPD6011 Approved
0.6733 Remote Similarity NPD4518 Approved
0.6729 Remote Similarity NPD6404 Discontinued
0.6726 Remote Similarity NPD6869 Approved
0.6726 Remote Similarity NPD6649 Approved
0.6726 Remote Similarity NPD6847 Approved
0.6726 Remote Similarity NPD6617 Approved
0.6726 Remote Similarity NPD6650 Approved
0.6726 Remote Similarity NPD8130 Phase 1
0.6726 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6703 Remote Similarity NPD4789 Approved
0.6702 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6701 Remote Similarity NPD8028 Phase 2
0.6699 Remote Similarity NPD5693 Phase 1
0.6696 Remote Similarity NPD6013 Approved
0.6696 Remote Similarity NPD6014 Approved
0.6696 Remote Similarity NPD6012 Approved
0.6667 Remote Similarity NPD6924 Approved
0.6667 Remote Similarity NPD5654 Approved
0.6667 Remote Similarity NPD8297 Approved
0.6667 Remote Similarity NPD6882 Approved
0.6667 Remote Similarity NPD4687 Approved
0.6667 Remote Similarity NPD6926 Approved
0.6667 Remote Similarity NPD6929 Approved
0.6667 Remote Similarity NPD4058 Approved
0.6637 Remote Similarity NPD5135 Approved
0.6637 Remote Similarity NPD5250 Approved
0.6637 Remote Similarity NPD5248 Approved
0.6637 Remote Similarity NPD5169 Approved
0.6637 Remote Similarity NPD5249 Phase 3
0.6637 Remote Similarity NPD4634 Approved
0.6637 Remote Similarity NPD5247 Approved
0.6637 Remote Similarity NPD5251 Approved
0.6637 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6633 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4756 Discovery
0.663 Remote Similarity NPD5276 Approved
0.6606 Remote Similarity NPD7632 Discontinued
0.6598 Remote Similarity NPD6931 Approved
0.6598 Remote Similarity NPD7525 Registered
0.6598 Remote Similarity NPD6930 Phase 2
0.6593 Remote Similarity NPD4137 Phase 3
0.6579 Remote Similarity NPD5215 Approved
0.6579 Remote Similarity NPD5217 Approved
0.6579 Remote Similarity NPD5216 Approved
0.6579 Remote Similarity NPD5127 Approved
0.6566 Remote Similarity NPD6695 Phase 3
0.6562 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6542 Remote Similarity NPD5959 Approved
0.6538 Remote Similarity NPD7637 Suspended
0.6535 Remote Similarity NPD6098 Approved
0.6531 Remote Similarity NPD4692 Approved
0.6531 Remote Similarity NPD4139 Approved
0.6529 Remote Similarity NPD8328 Phase 3
0.6526 Remote Similarity NPD6933 Approved
0.6522 Remote Similarity NPD4747 Approved
0.6522 Remote Similarity NPD4245 Approved
0.6522 Remote Similarity NPD4244 Approved
0.6522 Remote Similarity NPD4691 Approved
0.65 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6496 Remote Similarity NPD6868 Approved
0.6495 Remote Similarity NPD4195 Approved
0.6481 Remote Similarity NPD4225 Approved
0.6477 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6471 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6471 Remote Similarity NPD3573 Approved
0.6466 Remote Similarity NPD4632 Approved
0.646 Remote Similarity NPD6686 Approved
0.6458 Remote Similarity NPD6925 Approved
0.6458 Remote Similarity NPD5776 Phase 2
0.6455 Remote Similarity NPD5091 Approved
0.6452 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6444 Remote Similarity NPD3704 Approved
0.6442 Remote Similarity NPD5785 Approved

Structure

External Identifiers

PubChem CID   44558965
ChEMBL   CHEMBL486173
ZINC  

Physicochemical Properties

Molecular Weight:  438.28
ALogP:  1.2191
MLogP:  4.1
XLogP:  5.914
# Rotatable Bonds:  8
Polar Surface Area:  74.6
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  32

Download Data

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