Natural Product: NPC475663

Natural Product ID:  NPC475663
Common Name:   Methoxygaertneroside
IUPAC Name:   methyl (1R,4aS,7R,7aS)-4'-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[4a,7a-dihydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
Synonyms:   Methoxygaertneroside
Molecular Formula:   C27H30O14
Standard InCHIKey:  SERITHPGXJNZPQ-AEWATSOISA-N
Standard InCHI:  InChI=1S/C27H30O14/c1-36-16-7-11(3-4-15(16)29)19(30)13-8-27(41-24(13)35)6-5-12-14(23(34)37-2)10-38-25(18(12)27)40-26-22(33)21(32)20(31)17(9-28)39-26/h3-8,10,12,17-22,25-26,28-33H,9H2,1-2H3/t12-,17-,18-,19?,20-,21+,22-,25-,26+,27-/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](O[C@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)C(c2ccc(c(c2)OC)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)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
NPO22304 Morinda morindoides Species Rubiaceae Eukaryota PMID[12542353]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 1000000 nM PubChem BioAssay data set

  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 NPC475663 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
1.0 High Similarity NPC286919
0.9933 High Similarity NPC469384
0.9613 High Similarity NPC180586
0.9416 High Similarity NPC76211
0.9262 High Similarity NPC475539
0.9262 High Similarity NPC474268
0.9262 High Similarity NPC119773
0.9262 High Similarity NPC143246
0.9195 High Similarity NPC475528
0.9167 High Similarity NPC179914
0.915 High Similarity NPC203664
0.9 High Similarity NPC63304
0.8994 High Similarity NPC476011
0.8981 High Similarity NPC226759
0.8961 High Similarity NPC474620
0.8954 High Similarity NPC478242
0.8917 High Similarity NPC478055
0.8846 High Similarity NPC44730
0.8834 High Similarity NPC21956
0.8827 High Similarity NPC301910
0.8827 High Similarity NPC130730
0.8797 High Similarity NPC471405
0.879 High Similarity NPC191046
0.879 High Similarity NPC194095
0.879 High Similarity NPC327032
0.875 High Similarity NPC474936
0.875 High Similarity NPC44507
0.8742 High Similarity NPC223335
0.8742 High Similarity NPC140502
0.8742 High Similarity NPC472860
0.8742 High Similarity NPC296643
0.8742 High Similarity NPC40920
0.8734 High Similarity NPC38699
0.8734 High Similarity NPC131532
0.8734 High Similarity NPC10205
0.8734 High Similarity NPC475484
0.8726 High Similarity NPC61604
0.8726 High Similarity NPC157898
0.8726 High Similarity NPC245615
0.8726 High Similarity NPC299706
0.8726 High Similarity NPC115466
0.8718 High Similarity NPC269914
0.8718 High Similarity NPC478249
0.8701 High Similarity NPC473149
0.8688 High Similarity NPC469654
0.8679 High Similarity NPC163635
0.8667 High Similarity NPC226005
0.8662 High Similarity NPC36130
0.8662 High Similarity NPC134905
0.8658 High Similarity NPC157554
0.8654 High Similarity NPC69367
0.8654 High Similarity NPC205054
0.865 High Similarity NPC475738
0.8642 High Similarity NPC206815
0.8642 High Similarity NPC41009
0.8636 High Similarity NPC473867
0.8634 High Similarity NPC203020
0.8634 High Similarity NPC239966
0.8627 High Similarity NPC110063
0.8625 High Similarity NPC133984
0.8625 High Similarity NPC187205
0.8623 High Similarity NPC469438
0.8616 High Similarity NPC186316
0.8608 High Similarity NPC478241
0.8608 High Similarity NPC229548
0.8608 High Similarity NPC137813
0.8608 High Similarity NPC89693
0.859 High Similarity NPC111785
0.8589 High Similarity NPC109990
0.8571 High Similarity NPC289811
0.8571 High Similarity NPC34927
0.8571 High Similarity NPC34587
0.8571 High Similarity NPC252292
0.8571 High Similarity NPC210330
0.8571 High Similarity NPC100998
0.8571 High Similarity NPC476382
0.8571 High Similarity NPC160780
0.8562 High Similarity NPC475378
0.8562 High Similarity NPC478239
0.8562 High Similarity NPC475213
0.8562 High Similarity NPC152796
0.8553 High Similarity NPC136757
0.8553 High Similarity NPC472128
0.8553 High Similarity NPC472127
0.8553 High Similarity NPC477299
0.8545 High Similarity NPC116745
0.8545 High Similarity NPC298847
0.8544 High Similarity NPC478268
0.8544 High Similarity NPC289438
0.8544 High Similarity NPC267091
0.8543 High Similarity NPC100389
0.8543 High Similarity NPC220942
0.8535 High Similarity NPC147224
0.8535 High Similarity NPC158635
0.8535 High Similarity NPC470934
0.8535 High Similarity NPC188393
0.8535 High Similarity NPC229882
0.8528 High Similarity NPC145847
0.8526 High Similarity NPC308178
0.8519 High Similarity NPC239818
0.8519 High Similarity NPC218471
0.8519 High Similarity NPC138993
0.8516 High Similarity NPC98356
0.8509 High Similarity NPC1913
0.8506 High Similarity NPC296659
0.8506 High Similarity NPC202391
0.8506 High Similarity NPC473281
0.8506 High Similarity NPC77922
0.8503 High Similarity NPC235575
0.8497 Intermediate Similarity NPC157816
0.8491 Intermediate Similarity NPC310661
0.8491 Intermediate Similarity NPC105827
0.8487 Intermediate Similarity NPC202700
0.8485 Intermediate Similarity NPC282551
0.8481 Intermediate Similarity NPC289021
0.8481 Intermediate Similarity NPC158546
0.8481 Intermediate Similarity NPC475379
0.8481 Intermediate Similarity NPC243891
0.8476 Intermediate Similarity NPC100420
0.8471 Intermediate Similarity NPC476394
0.8471 Intermediate Similarity NPC98809
0.8466 Intermediate Similarity NPC25389
0.8466 Intermediate Similarity NPC311803
0.8466 Intermediate Similarity NPC472859
0.8462 Intermediate Similarity NPC232992
0.8452 Intermediate Similarity NPC216819
0.8452 Intermediate Similarity NPC83743
0.8452 Intermediate Similarity NPC316539
0.8452 Intermediate Similarity NPC223185
0.8452 Intermediate Similarity NPC287615
0.8452 Intermediate Similarity NPC472993
0.8452 Intermediate Similarity NPC262182
0.8447 Intermediate Similarity NPC478248
0.8447 Intermediate Similarity NPC228357
0.8447 Intermediate Similarity NPC11411
0.8443 Intermediate Similarity NPC212748
0.8434 Intermediate Similarity NPC128403
0.8434 Intermediate Similarity NPC229729
0.8431 Intermediate Similarity NPC186406
0.8428 Intermediate Similarity NPC106818
0.8428 Intermediate Similarity NPC56184
0.8428 Intermediate Similarity NPC477699
0.8424 Intermediate Similarity NPC311830
0.8424 Intermediate Similarity NPC472131
0.8424 Intermediate Similarity NPC22832
0.8424 Intermediate Similarity NPC472130
0.8421 Intermediate Similarity NPC31745
0.8421 Intermediate Similarity NPC220936
0.8421 Intermediate Similarity NPC188217
0.8418 Intermediate Similarity NPC117346
0.8418 Intermediate Similarity NPC12006
0.8418 Intermediate Similarity NPC227980
0.8418 Intermediate Similarity NPC240592
0.8415 Intermediate Similarity NPC76687
0.8415 Intermediate Similarity NPC33298
0.8415 Intermediate Similarity NPC285108
0.8415 Intermediate Similarity NPC22324
0.8411 Intermediate Similarity NPC472132
0.8411 Intermediate Similarity NPC37468
0.8411 Intermediate Similarity NPC186418
0.8411 Intermediate Similarity NPC470572
0.8408 Intermediate Similarity NPC98009
0.8408 Intermediate Similarity NPC1580
0.8408 Intermediate Similarity NPC23677
0.8408 Intermediate Similarity NPC472969
0.8408 Intermediate Similarity NPC473428
0.8405 Intermediate Similarity NPC166277
0.8405 Intermediate Similarity NPC119125
0.8402 Intermediate Similarity NPC469354
0.84 Intermediate Similarity NPC470881
0.8397 Intermediate Similarity NPC212808
0.8397 Intermediate Similarity NPC199928
0.8395 Intermediate Similarity NPC4747
0.8395 Intermediate Similarity NPC104275
0.8393 Intermediate Similarity NPC153755
0.8393 Intermediate Similarity NPC254540
0.8393 Intermediate Similarity NPC211594
0.8393 Intermediate Similarity NPC172807
0.8387 Intermediate Similarity NPC84181
0.8387 Intermediate Similarity NPC297342
0.8387 Intermediate Similarity NPC232228
0.8387 Intermediate Similarity NPC15743
0.8385 Intermediate Similarity NPC172920
0.8385 Intermediate Similarity NPC156624
0.8377 Intermediate Similarity NPC52664
0.8377 Intermediate Similarity NPC104956
0.8375 Intermediate Similarity NPC87403
0.8375 Intermediate Similarity NPC308555
0.8372 Intermediate Similarity NPC35924
0.8372 Intermediate Similarity NPC199172
0.8365 Intermediate Similarity NPC140151
0.8365 Intermediate Similarity NPC32079
0.8365 Intermediate Similarity NPC477700
0.8365 Intermediate Similarity NPC300329
0.8364 Intermediate Similarity NPC270335
0.8364 Intermediate Similarity NPC243930
0.8364 Intermediate Similarity NPC88023
0.8364 Intermediate Similarity NPC309025
0.8364 Intermediate Similarity NPC94777
0.8364 Intermediate Similarity NPC284960

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475663 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
0.8563 High Similarity NPD7685 Pre-registration
0.8333 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD3818 Discontinued
0.8274 Intermediate Similarity NPD7054 Approved
0.8256 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.8225 Intermediate Similarity NPD7472 Approved
0.8187 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8182 Intermediate Similarity NPD7266 Discontinued
0.8125 Intermediate Similarity NPD1653 Approved
0.8121 Intermediate Similarity NPD6234 Discontinued
0.8118 Intermediate Similarity NPD7074 Phase 3
0.8107 Intermediate Similarity NPD7228 Approved
0.807 Intermediate Similarity NPD6797 Phase 2
0.8023 Intermediate Similarity NPD7251 Discontinued
0.8 Intermediate Similarity NPD4967 Phase 2
0.8 Intermediate Similarity NPD4966 Approved
0.8 Intermediate Similarity NPD4965 Approved
0.7977 Intermediate Similarity NPD7808 Phase 3
0.7975 Intermediate Similarity NPD6190 Approved
0.7952 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD37 Approved
0.7917 Intermediate Similarity NPD7199 Phase 2
0.7818 Intermediate Similarity NPD1934 Approved
0.7784 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7725 Intermediate Similarity NPD3817 Phase 2
0.7719 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6166 Phase 2
0.7674 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD2801 Approved
0.7665 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7614 Intermediate Similarity NPD6559 Discontinued
0.7614 Intermediate Similarity NPD7240 Approved
0.759 Intermediate Similarity NPD4380 Phase 2
0.7578 Intermediate Similarity NPD4628 Phase 3
0.7574 Intermediate Similarity NPD3882 Suspended
0.7543 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD230 Phase 1
0.7514 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7457 Intermediate Similarity NPD6232 Discontinued
0.7453 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD5844 Phase 1
0.7439 Intermediate Similarity NPD1511 Approved
0.743 Intermediate Similarity NPD8312 Approved
0.743 Intermediate Similarity NPD8313 Approved
0.7429 Intermediate Similarity NPD7473 Discontinued
0.7427 Intermediate Similarity NPD7075 Discontinued
0.7399 Intermediate Similarity NPD8127 Discontinued
0.7386 Intermediate Similarity NPD3751 Discontinued
0.7375 Intermediate Similarity NPD7033 Discontinued
0.7372 Intermediate Similarity NPD3027 Phase 3
0.736 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD9494 Approved
0.7353 Intermediate Similarity NPD8455 Phase 2
0.7353 Intermediate Similarity NPD1465 Phase 2
0.7349 Intermediate Similarity NPD1512 Approved
0.7341 Intermediate Similarity NPD5494 Approved
0.732 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD3705 Approved
0.7294 Intermediate Similarity NPD6801 Discontinued
0.7287 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7028 Phase 2
0.7257 Intermediate Similarity NPD3787 Discontinued
0.7256 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD4110 Phase 3
0.7256 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7819 Suspended
0.7251 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7680 Approved
0.7209 Intermediate Similarity NPD5402 Approved
0.7198 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD6674 Discontinued
0.7188 Intermediate Similarity NPD447 Suspended
0.7188 Intermediate Similarity NPD1933 Approved
0.7186 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD8166 Discontinued
0.7152 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD7296 Approved
0.7143 Intermediate Similarity NPD6653 Approved
0.7135 Intermediate Similarity NPD7435 Discontinued
0.7126 Intermediate Similarity NPD6799 Approved
0.7125 Intermediate Similarity NPD1613 Approved
0.7125 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD7930 Approved
0.712 Intermediate Similarity NPD8434 Phase 2
0.7118 Intermediate Similarity NPD7458 Discontinued
0.7117 Intermediate Similarity NPD2935 Discontinued
0.711 Intermediate Similarity NPD5353 Approved
0.7105 Intermediate Similarity NPD1357 Approved
0.7101 Intermediate Similarity NPD5403 Approved
0.7083 Intermediate Similarity NPD2532 Approved
0.7083 Intermediate Similarity NPD2534 Approved
0.7083 Intermediate Similarity NPD2533 Approved
0.7081 Intermediate Similarity NPD6355 Discontinued
0.7078 Intermediate Similarity NPD1091 Approved
0.707 Intermediate Similarity NPD5647 Approved
0.7068 Intermediate Similarity NPD6780 Approved
0.7068 Intermediate Similarity NPD6778 Approved
0.7068 Intermediate Similarity NPD6779 Approved
0.7068 Intermediate Similarity NPD6782 Approved
0.7068 Intermediate Similarity NPD6781 Approved
0.7068 Intermediate Similarity NPD6777 Approved
0.7068 Intermediate Similarity NPD6776 Approved
0.7063 Intermediate Similarity NPD6233 Phase 2
0.7055 Intermediate Similarity NPD1510 Phase 2
0.7039 Intermediate Similarity NPD9545 Approved
0.7035 Intermediate Similarity NPD6386 Approved
0.7035 Intermediate Similarity NPD6385 Approved
0.7035 Intermediate Similarity NPD7411 Suspended
0.7032 Intermediate Similarity NPD1608 Approved
0.703 Intermediate Similarity NPD1549 Phase 2
0.7011 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7097 Phase 1
0.6989 Remote Similarity NPD919 Approved
0.6988 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6982 Remote Similarity NPD5401 Approved
0.6982 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6982 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6599 Discontinued
0.6974 Remote Similarity NPD7999 Approved
0.697 Remote Similarity NPD6006 Clinical (unspecified phase)
0.697 Remote Similarity NPD1550 Clinical (unspecified phase)
0.697 Remote Similarity NPD1552 Clinical (unspecified phase)
0.697 Remote Similarity NPD6004 Phase 3
0.697 Remote Similarity NPD6002 Phase 3
0.697 Remote Similarity NPD6003 Clinical (unspecified phase)
0.697 Remote Similarity NPD6005 Phase 3
0.6954 Remote Similarity NPD8151 Discontinued
0.6935 Remote Similarity NPD8150 Discontinued
0.6927 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6919 Remote Similarity NPD7874 Approved
0.6919 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6914 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6914 Remote Similarity NPD3620 Phase 2
0.6913 Remote Similarity NPD228 Approved
0.6909 Remote Similarity NPD2796 Approved
0.6899 Remote Similarity NPD2797 Approved
0.6894 Remote Similarity NPD3268 Approved
0.6894 Remote Similarity NPD6798 Discontinued
0.6894 Remote Similarity NPD3764 Approved
0.6889 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6886 Remote Similarity NPD1652 Phase 2
0.6884 Remote Similarity NPD7783 Phase 2
0.6884 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7697 Approved
0.6872 Remote Similarity NPD7698 Approved
0.6872 Remote Similarity NPD7696 Phase 3
0.6871 Remote Similarity NPD5124 Phase 1
0.6871 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5536 Phase 2
0.6855 Remote Similarity NPD2798 Approved
0.6848 Remote Similarity NPD7038 Approved
0.6848 Remote Similarity NPD7039 Approved
0.6845 Remote Similarity NPD3750 Approved
0.6842 Remote Similarity NPD6273 Approved
0.6839 Remote Similarity NPD17 Approved
0.6837 Remote Similarity NPD7870 Phase 2
0.6837 Remote Similarity NPD7871 Phase 2
0.6837 Remote Similarity NPD8320 Phase 1
0.6837 Remote Similarity NPD8319 Approved
0.6836 Remote Similarity NPD3749 Approved
0.6833 Remote Similarity NPD5242 Approved
0.6832 Remote Similarity NPD7095 Approved
0.6826 Remote Similarity NPD2424 Discontinued
0.6821 Remote Similarity NPD3226 Approved
0.6821 Remote Similarity NPD6823 Phase 2
0.6821 Remote Similarity NPD3455 Phase 2
0.6818 Remote Similarity NPD7701 Phase 2
0.6816 Remote Similarity NPD6959 Discontinued
0.6815 Remote Similarity NPD9269 Phase 2
0.6813 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6813 Remote Similarity NPD2861 Phase 2
0.6813 Remote Similarity NPD7799 Discontinued
0.681 Remote Similarity NPD4060 Phase 1
0.681 Remote Similarity NPD1240 Approved
0.6807 Remote Similarity NPD6099 Approved
0.6807 Remote Similarity NPD2438 Suspended
0.6807 Remote Similarity NPD6100 Approved
0.6806 Remote Similarity NPD6535 Approved
0.6806 Remote Similarity NPD6534 Approved
0.68 Remote Similarity NPD7801 Approved
0.6788 Remote Similarity NPD4420 Approved
0.6784 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6784 Remote Similarity NPD3146 Approved
0.678 Remote Similarity NPD7768 Phase 2
0.6768 Remote Similarity NPD7584 Approved
0.6766 Remote Similarity NPD1375 Discontinued
0.6765 Remote Similarity NPD5058 Phase 3
0.6763 Remote Similarity NPD3686 Approved
0.6763 Remote Similarity NPD3687 Approved
0.6761 Remote Similarity NPD2978 Approved
0.6761 Remote Similarity NPD2977 Approved
0.6748 Remote Similarity NPD4062 Phase 3
0.6747 Remote Similarity NPD2799 Discontinued

Structure

External Identifiers

PubChem CID   44559441
ChEMBL   CHEMBL510920
ZINC  

Physicochemical Properties

Molecular Weight:  578.16
ALogP:  -3.5625
MLogP:  2.89
XLogP:  -0.325
# Rotatable Bonds:  16
Polar Surface Area:  210.9
# H-Bond Aceptor:  12
# H-Bond Donor:  6
# Rings:  5
# Heavy Atoms:  41

Download Data

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