Natural Product: NPC476173

Natural Product ID:  NPC476173
Common Name:   Oligandriortholactone
IUPAC Name:  
Synonyms:   Oligandriortholactone
Molecular Formula:   C23H30O9
Standard InCHIKey:  XRNAKPZSMCAUJS-WFDMPSLSSA-N
Standard InCHI:  InChI=1S/C23H30O9/c1-19-13-31-23(29-2)18(26)20(10-16(32-23)21(19,27)12-24)15(8-9-22(19,20)28)11-30-17(25)14-6-4-3-5-7-14/h3-7,15-16,18,24,26-28H,8-13H2,1-2H3/t15-,16+,18+,19+,20+,21-,22-,23+/m0/s1
Canonical SMILES:  CO[C@]12OC[C@@]3([C@]([C@H](O1)C[C@]1([C@H]2O)[C@H](COC(=O)c2ccccc2)CC[C@]31O)(O)CO)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
NPO31423 Illicium oligandrum Species Schisandraceae Eukaryota Stem barks PMID[19496609]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 15.8 % 11678652

  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 NPC476173 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
0.9384 High Similarity NPC471135
0.9257 High Similarity NPC290683
0.9257 High Similarity NPC475548
0.9257 High Similarity NPC475638
0.9195 High Similarity NPC318447
0.9195 High Similarity NPC322048
0.9172 High Similarity NPC327031
0.9133 High Similarity NPC319404
0.9128 High Similarity NPC326235
0.9128 High Similarity NPC323001
0.9103 High Similarity NPC312393
0.9103 High Similarity NPC478263
0.9073 High Similarity NPC309991
0.9073 High Similarity NPC323356
0.9073 High Similarity NPC471138
0.9073 High Similarity NPC326328
0.9034 High Similarity NPC478264
0.9021 High Similarity NPC27377
0.9021 High Similarity NPC97947
0.9021 High Similarity NPC41481
0.9021 High Similarity NPC291599
0.9021 High Similarity NPC472576
0.9021 High Similarity NPC87448
0.9021 High Similarity NPC118080
0.9007 High Similarity NPC476784
0.898 High Similarity NPC76103
0.8973 High Similarity NPC473602
0.8966 High Similarity NPC34943
0.8954 High Similarity NPC478124
0.8951 High Similarity NPC275592
0.8951 High Similarity NPC472547
0.8951 High Similarity NPC97667
0.8951 High Similarity NPC100913
0.8951 High Similarity NPC171207
0.8951 High Similarity NPC90614
0.8933 High Similarity NPC469456
0.8919 High Similarity NPC303429
0.8919 High Similarity NPC222102
0.8904 High Similarity NPC92867
0.8904 High Similarity NPC311825
0.8903 High Similarity NPC475567
0.8903 High Similarity NPC473468
0.8903 High Similarity NPC477491
0.8903 High Similarity NPC473557
0.8896 High Similarity NPC478125
0.8889 High Similarity NPC16912
0.8867 High Similarity NPC133430
0.8867 High Similarity NPC469477
0.8859 High Similarity NPC96308
0.8859 High Similarity NPC469415
0.8846 High Similarity NPC475198
0.8846 High Similarity NPC475175
0.8846 High Similarity NPC475531
0.8844 High Similarity NPC240115
0.8844 High Similarity NPC20255
0.8836 High Similarity NPC475759
0.8836 High Similarity NPC470152
0.8836 High Similarity NPC241951
0.8836 High Similarity NPC471139
0.8828 High Similarity NPC34012
0.8828 High Similarity NPC192658
0.8811 High Similarity NPC39549
0.8808 High Similarity NPC34066
0.8808 High Similarity NPC469422
0.8792 High Similarity NPC469448
0.8784 High Similarity NPC473760
0.8776 High Similarity NPC473088
0.8776 High Similarity NPC125882
0.8776 High Similarity NPC472575
0.8776 High Similarity NPC469349
0.8776 High Similarity NPC158663
0.8776 High Similarity NPC171525
0.8776 High Similarity NPC29704
0.8776 High Similarity NPC174982
0.8776 High Similarity NPC177940
0.8776 High Similarity NPC471104
0.8776 High Similarity NPC472572
0.8776 High Similarity NPC472571
0.8776 High Similarity NPC184817
0.8776 High Similarity NPC472568
0.8776 High Similarity NPC200471
0.8776 High Similarity NPC476973
0.8776 High Similarity NPC470157
0.8776 High Similarity NPC70403
0.8776 High Similarity NPC470159
0.8776 High Similarity NPC96903
0.8767 High Similarity NPC91703
0.8767 High Similarity NPC163087
0.875 High Similarity NPC9905
0.8742 High Similarity NPC472658
0.8742 High Similarity NPC472657
0.8741 High Similarity NPC472551
0.8741 High Similarity NPC472545
0.8734 High Similarity NPC477488
0.8733 High Similarity NPC62792
0.8733 High Similarity NPC478123
0.8716 High Similarity NPC48599
0.8716 High Similarity NPC209592
0.8707 High Similarity NPC476974
0.8707 High Similarity NPC472569
0.8707 High Similarity NPC38696
0.8707 High Similarity NPC472570
0.8707 High Similarity NPC475122
0.8707 High Similarity NPC25768
0.8707 High Similarity NPC57628
0.8707 High Similarity NPC163719
0.8707 High Similarity NPC11685
0.8707 High Similarity NPC95265
0.8707 High Similarity NPC70716
0.8707 High Similarity NPC125106
0.8707 High Similarity NPC188865
0.8707 High Similarity NPC472573
0.8707 High Similarity NPC95810
0.869 High Similarity NPC162613
0.869 High Similarity NPC87934
0.8684 High Similarity NPC469398
0.8684 High Similarity NPC469730
0.8684 High Similarity NPC132599
0.8684 High Similarity NPC473632
0.8671 High Similarity NPC291638
0.8671 High Similarity NPC472577
0.8671 High Similarity NPC17877
0.8671 High Similarity NPC195647
0.8671 High Similarity NPC66761
0.8671 High Similarity NPC40138
0.8652 High Similarity NPC72915
0.8649 High Similarity NPC472556
0.8636 High Similarity NPC469399
0.863 High Similarity NPC325078
0.863 High Similarity NPC266374
0.8627 High Similarity NPC70344
0.8609 High Similarity NPC298072
0.8601 High Similarity NPC474608
0.86 High Similarity NPC301556
0.86 High Similarity NPC476975
0.86 High Similarity NPC266265
0.86 High Similarity NPC270590
0.86 High Similarity NPC92293
0.86 High Similarity NPC471101
0.8592 High Similarity NPC239358
0.8591 High Similarity NPC474935
0.859 High Similarity NPC477190
0.859 High Similarity NPC43304
0.859 High Similarity NPC477188
0.8581 High Similarity NPC477623
0.8571 High Similarity NPC472546
0.8562 High Similarity NPC473611
0.8562 High Similarity NPC5115
0.8553 High Similarity NPC469647
0.8553 High Similarity NPC469648
0.8553 High Similarity NPC138641
0.8553 High Similarity NPC145649
0.8553 High Similarity NPC22571
0.8553 High Similarity NPC283875
0.8553 High Similarity NPC233581
0.8544 High Similarity NPC324769
0.8544 High Similarity NPC325732
0.8543 High Similarity NPC31829
0.8543 High Similarity NPC470245
0.8543 High Similarity NPC473214
0.8535 High Similarity NPC66193
0.8533 High Similarity NPC281717
0.8533 High Similarity NPC217918
0.8533 High Similarity NPC132652
0.8531 High Similarity NPC472248
0.8514 High Similarity NPC191387
0.8514 High Similarity NPC477894
0.8514 High Similarity NPC131966
0.8506 High Similarity NPC11410
0.8506 High Similarity NPC154675
0.8503 High Similarity NPC224491
0.8493 Intermediate Similarity NPC473301
0.8487 Intermediate Similarity NPC470153
0.8487 Intermediate Similarity NPC471103
0.8481 Intermediate Similarity NPC471134
0.8477 Intermediate Similarity NPC473215
0.8472 Intermediate Similarity NPC311492
0.8472 Intermediate Similarity NPC48929
0.8472 Intermediate Similarity NPC28836
0.8467 Intermediate Similarity NPC477737
0.8462 Intermediate Similarity NPC233860
0.8462 Intermediate Similarity NPC233692
0.8452 Intermediate Similarity NPC469417
0.8452 Intermediate Similarity NPC181924
0.8442 Intermediate Similarity NPC471176
0.8435 Intermediate Similarity NPC183270
0.8435 Intermediate Similarity NPC473613
0.8435 Intermediate Similarity NPC43241
0.8435 Intermediate Similarity NPC473060
0.8435 Intermediate Similarity NPC473758
0.8435 Intermediate Similarity NPC473112
0.8435 Intermediate Similarity NPC48017
0.8435 Intermediate Similarity NPC473085
0.8435 Intermediate Similarity NPC147880
0.8435 Intermediate Similarity NPC184747
0.8435 Intermediate Similarity NPC473109
0.8435 Intermediate Similarity NPC473081
0.8435 Intermediate Similarity NPC477904
0.8435 Intermediate Similarity NPC4341
0.8435 Intermediate Similarity NPC211137

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476173 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
0.8158 Intermediate Similarity NPD7236 Approved
0.811 Intermediate Similarity NPD7799 Discontinued
0.8013 Intermediate Similarity NPD7239 Suspended
0.7952 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7823 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7706 Intermediate Similarity NPD8368 Discontinued
0.7674 Intermediate Similarity NPD8407 Phase 2
0.7669 Intermediate Similarity NPD7057 Phase 3
0.7669 Intermediate Similarity NPD7058 Phase 2
0.7619 Intermediate Similarity NPD6007 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD7685 Pre-registration
0.7379 Intermediate Similarity NPD5125 Phase 3
0.7379 Intermediate Similarity NPD5126 Approved
0.7329 Intermediate Similarity NPD6273 Approved
0.732 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD8435 Approved
0.7303 Intermediate Similarity NPD8360 Approved
0.7303 Intermediate Similarity NPD8361 Approved
0.7288 Intermediate Similarity NPD8434 Phase 2
0.7278 Intermediate Similarity NPD8127 Discontinued
0.7241 Intermediate Similarity NPD7741 Discontinued
0.7233 Intermediate Similarity NPD4628 Phase 3
0.7203 Intermediate Similarity NPD2629 Approved
0.7191 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD37 Approved
0.7143 Intermediate Similarity NPD4966 Approved
0.7143 Intermediate Similarity NPD4965 Approved
0.7143 Intermediate Similarity NPD4967 Phase 2
0.7112 Intermediate Similarity NPD7497 Discontinued
0.7102 Intermediate Similarity NPD6765 Approved
0.7102 Intermediate Similarity NPD6764 Approved
0.7095 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7199 Phase 2
0.7059 Intermediate Similarity NPD6234 Discontinued
0.7048 Intermediate Similarity NPD7028 Phase 2
0.7043 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD4198 Discontinued
0.7033 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD7961 Discontinued
0.7029 Intermediate Similarity NPD5844 Phase 1
0.7024 Intermediate Similarity NPD5760 Phase 2
0.7024 Intermediate Similarity NPD5761 Phase 2
0.7013 Intermediate Similarity NPD7008 Discontinued
0.7006 Intermediate Similarity NPD6559 Discontinued
0.6975 Remote Similarity NPD6190 Approved
0.6971 Remote Similarity NPD7228 Approved
0.6944 Remote Similarity NPD6784 Approved
0.6944 Remote Similarity NPD6785 Approved
0.6939 Remote Similarity NPD7516 Approved
0.6937 Remote Similarity NPD7266 Discontinued
0.6937 Remote Similarity NPD5763 Approved
0.6937 Remote Similarity NPD5762 Approved
0.6927 Remote Similarity NPD8312 Approved
0.6927 Remote Similarity NPD8313 Approved
0.6923 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6663 Approved
0.6906 Remote Similarity NPD8150 Discontinued
0.6901 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6897 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6887 Remote Similarity NPD7507 Approved
0.6886 Remote Similarity NPD7458 Discontinued
0.6883 Remote Similarity NPD5736 Approved
0.6882 Remote Similarity NPD8485 Approved
0.6871 Remote Similarity NPD7328 Approved
0.6871 Remote Similarity NPD7327 Approved
0.6863 Remote Similarity NPD7319 Approved
0.6859 Remote Similarity NPD3764 Approved
0.6849 Remote Similarity NPD5951 Approved
0.6848 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6848 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6846 Remote Similarity NPD7503 Approved
0.6845 Remote Similarity NPD4380 Phase 2
0.6842 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6005 Phase 3
0.6832 Remote Similarity NPD6002 Phase 3
0.6832 Remote Similarity NPD6004 Phase 3
0.6828 Remote Similarity NPD7094 Approved
0.6828 Remote Similarity NPD6858 Approved
0.6824 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6824 Remote Similarity NPD8455 Phase 2
0.6824 Remote Similarity NPD7819 Suspended
0.6816 Remote Similarity NPD7240 Approved
0.681 Remote Similarity NPD8166 Discontinued
0.681 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6802 Remote Similarity NPD7075 Discontinued
0.68 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6783 Remote Similarity NPD2182 Approved
0.678 Remote Similarity NPD3818 Discontinued
0.6774 Remote Similarity NPD6535 Approved
0.6774 Remote Similarity NPD6534 Approved
0.6772 Remote Similarity NPD4140 Approved
0.6768 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6766 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6761 Remote Similarity NPD6685 Approved
0.6746 Remote Similarity NPD6599 Discontinued
0.6739 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6735 Remote Similarity NPD8462 Phase 1
0.6711 Remote Similarity NPD7610 Discontinued
0.6704 Remote Similarity NPD7074 Phase 3
0.669 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6687 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6686 Remote Similarity NPD5402 Approved
0.6686 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6685 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6801 Discontinued
0.6667 Remote Similarity NPD7009 Phase 2
0.6667 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7435 Discontinued
0.6667 Remote Similarity NPD7699 Phase 2
0.6667 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7700 Phase 2
0.6648 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6648 Remote Similarity NPD6232 Discontinued
0.6648 Remote Similarity NPD7054 Approved
0.6645 Remote Similarity NPD3094 Phase 2
0.6632 Remote Similarity NPD8319 Approved
0.6632 Remote Similarity NPD8320 Phase 1
0.6629 Remote Similarity NPD7473 Discontinued
0.6629 Remote Similarity NPD5494 Approved
0.6628 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6626 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6626 Remote Similarity NPD2346 Discontinued
0.6625 Remote Similarity NPD230 Phase 1
0.6625 Remote Similarity NPD6355 Discontinued
0.6623 Remote Similarity NPD8378 Approved
0.6623 Remote Similarity NPD8380 Approved
0.6623 Remote Similarity NPD8335 Approved
0.6623 Remote Similarity NPD8379 Approved
0.6623 Remote Similarity NPD8296 Approved
0.6623 Remote Similarity NPD8033 Approved
0.6622 Remote Similarity NPD690 Clinical (unspecified phase)
0.6611 Remote Similarity NPD7472 Approved
0.6606 Remote Similarity NPD4110 Phase 3
0.6606 Remote Similarity NPD7003 Approved
0.6606 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6606 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6605 Remote Similarity NPD2799 Discontinued
0.6603 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6603 Remote Similarity NPD6085 Phase 2
0.6601 Remote Similarity NPD6287 Discontinued
0.6597 Remote Similarity NPD6782 Approved
0.6597 Remote Similarity NPD6780 Approved
0.6597 Remote Similarity NPD6686 Approved
0.6597 Remote Similarity NPD6781 Approved
0.6597 Remote Similarity NPD6776 Approved
0.6597 Remote Similarity NPD6779 Approved
0.6597 Remote Similarity NPD6778 Approved
0.6597 Remote Similarity NPD6777 Approved
0.6592 Remote Similarity NPD3751 Discontinued
0.659 Remote Similarity NPD3817 Phase 2
0.6584 Remote Similarity NPD6653 Approved
0.6579 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6575 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6575 Remote Similarity NPD6797 Phase 2
0.657 Remote Similarity NPD1934 Approved
0.6568 Remote Similarity NPD5403 Approved
0.6564 Remote Similarity NPD2935 Discontinued
0.6556 Remote Similarity NPD8294 Approved
0.6556 Remote Similarity NPD8377 Approved
0.6554 Remote Similarity NPD3787 Discontinued
0.6549 Remote Similarity NPD5765 Approved
0.6548 Remote Similarity NPD2533 Approved
0.6548 Remote Similarity NPD2534 Approved
0.6548 Remote Similarity NPD2532 Approved
0.6548 Remote Similarity NPD5401 Approved
0.6545 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6543 Remote Similarity NPD7097 Phase 1
0.6538 Remote Similarity NPD7251 Discontinued
0.6531 Remote Similarity NPD6912 Phase 3
0.6529 Remote Similarity NPD1653 Approved
0.6528 Remote Similarity NPD6823 Phase 2
0.6522 Remote Similarity NPD5735 Approved
0.6517 Remote Similarity NPD8404 Phase 2
0.6512 Remote Similarity NPD7411 Suspended
0.6506 Remote Similarity NPD3750 Approved
0.6503 Remote Similarity NPD164 Approved
0.6503 Remote Similarity NPD7305 Phase 1
0.6503 Remote Similarity NPD7808 Phase 3
0.6494 Remote Similarity NPD3092 Approved
0.6491 Remote Similarity NPD3226 Approved
0.6488 Remote Similarity NPD6799 Approved
0.648 Remote Similarity NPD6167 Clinical (unspecified phase)
0.648 Remote Similarity NPD6168 Clinical (unspecified phase)
0.648 Remote Similarity NPD6166 Phase 2
0.6467 Remote Similarity NPD6009 Approved
0.6465 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6465 Remote Similarity NPD7874 Approved
0.6463 Remote Similarity NPD2438 Suspended
0.646 Remote Similarity NPD3619 Clinical (unspecified phase)
0.646 Remote Similarity NPD3620 Phase 2
0.6455 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6212 Phase 3
0.6455 Remote Similarity NPD6213 Phase 3
0.6454 Remote Similarity NPD1238 Approved
0.6447 Remote Similarity NPD9545 Approved
0.6447 Remote Similarity NPD6319 Approved

Structure

External Identifiers

PubChem CID   45271655
ChEMBL   CHEMBL550921
ZINC  

Physicochemical Properties

Molecular Weight:  450.19
ALogP:  -1.9688
MLogP:  3
XLogP:  1.319
# Rotatable Bonds:  12
Polar Surface Area:  134.91
# H-Bond Aceptor:  9
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  32

Download Data

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