Natural Product: NPC225445

Natural Product ID:  NPC225445
Common Name:   (2S,3R,4S,5S,6R)-2-[[(2S,4R)-4-Hydroxy-6-(Hydroxymethyl)-2-(4-Hydroxyphenyl)-8-Methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-3,4-Dihydro-2H-Chromen-7-Yl]Oxy]-6-(Hydroxymethyl)Oxane-3,4,5-Triol
IUPAC Name:   (2S,3R,4S,5S,6R)-2-[[(2S,4R)-4-hydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenyl)-8-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-chromen-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms:  
Molecular Formula:   C29H38O16
Standard InCHIKey:  WZGAICRUQPMGRL-NEEZJNSISA-N
Standard InCHI:  InChI=1S/C29H38O16/c1-10-25(44-28-23(39)21(37)19(35)16(8-31)42-28)13(7-30)27(45-29-24(40)22(38)20(36)17(9-32)43-29)18-14(34)6-15(41-26(10)18)11-2-4-12(33)5-3-11/h2-5,14-17,19-24,28-40H,6-9H2,1H3/t14-,15+,16-,17-,19-,20-,21+,22+,23-,24-,28+,29+/m1/s1
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2c(C)c3O[C@@H](C[C@H](c3c(c2CO)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)O)c2ccc(cc2)O)[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
NPO16914 Abacopteris penangiana NA NA NA Aerial parts Jiangxi Province, China 2004-JUN PMID[17922550]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 1.17 nM 22850207

  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 NPC225445 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
0.9926 High Similarity NPC116922
0.971 High Similarity NPC177597
0.9565 High Similarity NPC49542
0.9565 High Similarity NPC230718
0.9565 High Similarity NPC5253
0.9565 High Similarity NPC84207
0.9565 High Similarity NPC139976
0.9565 High Similarity NPC128337
0.9559 High Similarity NPC262328
0.9559 High Similarity NPC87777
0.9301 High Similarity NPC280945
0.9296 High Similarity NPC74320
0.9296 High Similarity NPC107120
0.9241 High Similarity NPC259707
0.9241 High Similarity NPC473621
0.9231 High Similarity NPC15538
0.9231 High Similarity NPC473480
0.9214 High Similarity NPC257095
0.9214 High Similarity NPC89686
0.9214 High Similarity NPC273932
0.9161 High Similarity NPC102280
0.9161 High Similarity NPC155564
0.9161 High Similarity NPC248053
0.9149 High Similarity NPC472353
0.9078 High Similarity NPC210192
0.9078 High Similarity NPC108674
0.9065 High Similarity NPC165482
0.9065 High Similarity NPC197723
0.9065 High Similarity NPC3293
0.9065 High Similarity NPC138350
0.9065 High Similarity NPC40664
0.9028 High Similarity NPC125755
0.9021 High Similarity NPC76176
0.9021 High Similarity NPC469313
0.9021 High Similarity NPC168579
0.9021 High Similarity NPC138227
0.8993 High Similarity NPC238243
0.8993 High Similarity NPC79957
0.898 High Similarity NPC471403
0.8978 High Similarity NPC103799
0.8958 High Similarity NPC475096
0.8958 High Similarity NPC277867
0.8958 High Similarity NPC161700
0.8958 High Similarity NPC226722
0.8951 High Similarity NPC37793
0.894 High Similarity NPC185231
0.8929 High Similarity NPC469383
0.8921 High Similarity NPC188555
0.8921 High Similarity NPC130496
0.8919 High Similarity NPC59692
0.8865 High Similarity NPC134260
0.8849 High Similarity NPC294166
0.8849 High Similarity NPC215037
0.8849 High Similarity NPC115022
0.8836 High Similarity NPC227902
0.8811 High Similarity NPC5155
0.8811 High Similarity NPC277331
0.8811 High Similarity NPC100482
0.8803 High Similarity NPC475836
0.8792 High Similarity NPC44192
0.8792 High Similarity NPC469944
0.8792 High Similarity NPC272552
0.8792 High Similarity NPC134911
0.8792 High Similarity NPC226108
0.8792 High Similarity NPC322899
0.8792 High Similarity NPC46283
0.8784 High Similarity NPC472709
0.8784 High Similarity NPC472710
0.8777 High Similarity NPC85799
0.8777 High Similarity NPC26080
0.8777 High Similarity NPC303422
0.8777 High Similarity NPC165686
0.8776 High Similarity NPC270751
0.8767 High Similarity NPC99515
0.8767 High Similarity NPC190714
0.8766 High Similarity NPC190450
0.8759 High Similarity NPC274717
0.8759 High Similarity NPC475492
0.8759 High Similarity NPC87224
0.8759 High Similarity NPC222572
0.875 High Similarity NPC4809
0.875 High Similarity NPC276212
0.875 High Similarity NPC147743
0.875 High Similarity NPC475084
0.875 High Similarity NPC73517
0.875 High Similarity NPC189115
0.875 High Similarity NPC469559
0.8714 High Similarity NPC92805
0.8707 High Similarity NPC471764
0.8707 High Similarity NPC87950
0.8705 High Similarity NPC121376
0.8705 High Similarity NPC475067
0.8693 High Similarity NPC471404
0.8693 High Similarity NPC212614
0.8693 High Similarity NPC151474
0.8693 High Similarity NPC86630
0.8693 High Similarity NPC159526
0.8693 High Similarity NPC106601
0.8693 High Similarity NPC205613
0.869 High Similarity NPC473044
0.8681 High Similarity NPC469661
0.8676 High Similarity NPC17809
0.8676 High Similarity NPC103420
0.8676 High Similarity NPC188022
0.8676 High Similarity NPC207179
0.8676 High Similarity NPC102540
0.8676 High Similarity NPC278552
0.8676 High Similarity NPC285040
0.8676 High Similarity NPC167571
0.8667 High Similarity NPC233467
0.8667 High Similarity NPC21902
0.8662 High Similarity NPC262585
0.8662 High Similarity NPC20829
0.8662 High Similarity NPC18189
0.8658 High Similarity NPC107197
0.8652 High Similarity NPC124085
0.8652 High Similarity NPC117048
0.8649 High Similarity NPC175976
0.8636 High Similarity NPC271270
0.8636 High Similarity NPC97285
0.8636 High Similarity NPC246469
0.8636 High Similarity NPC142860
0.8633 High Similarity NPC262606
0.863 High Similarity NPC25292
0.863 High Similarity NPC473045
0.8611 High Similarity NPC106944
0.8609 High Similarity NPC20050
0.8609 High Similarity NPC306267
0.8603 High Similarity NPC246648
0.8603 High Similarity NPC197351
0.8603 High Similarity NPC106914
0.8603 High Similarity NPC134195
0.8603 High Similarity NPC86502
0.8601 High Similarity NPC124149
0.8591 High Similarity NPC295573
0.8591 High Similarity NPC470208
0.859 High Similarity NPC257566
0.859 High Similarity NPC124155
0.8582 High Similarity NPC85435
0.8581 High Similarity NPC39657
0.8581 High Similarity NPC15956
0.8581 High Similarity NPC114505
0.8581 High Similarity NPC224674
0.8581 High Similarity NPC213074
0.8581 High Similarity NPC31325
0.8581 High Similarity NPC193473
0.8581 High Similarity NPC275284
0.8571 High Similarity NPC43508
0.8571 High Similarity NPC85624
0.8571 High Similarity NPC476301
0.8562 High Similarity NPC252169
0.8561 High Similarity NPC93962
0.8561 High Similarity NPC218003
0.8551 High Similarity NPC149796
0.8543 High Similarity NPC176186
0.8543 High Similarity NPC169404
0.8543 High Similarity NPC226809
0.8543 High Similarity NPC302610
0.8543 High Similarity NPC279406
0.8543 High Similarity NPC53587
0.8542 High Similarity NPC98777
0.8542 High Similarity NPC212770
0.8533 High Similarity NPC185955
0.8533 High Similarity NPC260781
0.8533 High Similarity NPC214326
0.8533 High Similarity NPC9933
0.8533 High Similarity NPC218041
0.8533 High Similarity NPC145979
0.8533 High Similarity NPC469707
0.8533 High Similarity NPC469706
0.8533 High Similarity NPC182368
0.8533 High Similarity NPC225815
0.8531 High Similarity NPC3049
0.8531 High Similarity NPC164857
0.8531 High Similarity NPC166180
0.8531 High Similarity NPC203230
0.8531 High Similarity NPC242028
0.8531 High Similarity NPC470802
0.8529 High Similarity NPC38761
0.8529 High Similarity NPC76465
0.8526 High Similarity NPC44947
0.8526 High Similarity NPC475382
0.8523 High Similarity NPC169510
0.8516 High Similarity NPC100936
0.8516 High Similarity NPC1253
0.8503 High Similarity NPC471667
0.8503 High Similarity NPC79429
0.8503 High Similarity NPC217635
0.85 High Similarity NPC474491
0.8493 Intermediate Similarity NPC472714
0.8493 Intermediate Similarity NPC5262
0.8489 Intermediate Similarity NPC38664
0.8489 Intermediate Similarity NPC53986
0.8487 Intermediate Similarity NPC150442
0.8487 Intermediate Similarity NPC78809
0.8487 Intermediate Similarity NPC224161
0.8472 Intermediate Similarity NPC59324
0.8472 Intermediate Similarity NPC470308
0.8472 Intermediate Similarity NPC470307
0.8472 Intermediate Similarity NPC138738

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC225445 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
0.8382 Intermediate Similarity NPD1091 Approved
0.8375 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8369 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8312 Intermediate Similarity NPD8455 Phase 2
0.8252 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8252 Intermediate Similarity NPD1613 Approved
0.8227 Intermediate Similarity NPD4908 Phase 1
0.821 Intermediate Similarity NPD7074 Phase 3
0.8153 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8098 Intermediate Similarity NPD7472 Approved
0.8037 Intermediate Similarity NPD7054 Approved
0.8 Intermediate Similarity NPD7251 Discontinued
0.7986 Intermediate Similarity NPD1610 Phase 2
0.7972 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7956 Intermediate Similarity NPD1548 Phase 1
0.7952 Intermediate Similarity NPD7808 Phase 3
0.7939 Intermediate Similarity NPD6797 Phase 2
0.7933 Intermediate Similarity NPD6674 Discontinued
0.7917 Intermediate Similarity NPD3027 Phase 3
0.7902 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD1653 Approved
0.7866 Intermediate Similarity NPD7228 Approved
0.7823 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7823 Intermediate Similarity NPD5124 Phase 1
0.78 Intermediate Similarity NPD7266 Discontinued
0.7784 Intermediate Similarity NPD6559 Discontinued
0.7778 Intermediate Similarity NPD5058 Phase 3
0.7771 Intermediate Similarity NPD4380 Phase 2
0.7718 Intermediate Similarity NPD7097 Phase 1
0.7702 Intermediate Similarity NPD7075 Discontinued
0.7671 Intermediate Similarity NPD4625 Phase 3
0.7619 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD7213 Phase 3
0.7613 Intermediate Similarity NPD7212 Phase 2
0.76 Intermediate Similarity NPD4536 Approved
0.76 Intermediate Similarity NPD4538 Approved
0.76 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD1652 Phase 2
0.7574 Intermediate Similarity NPD7240 Approved
0.7569 Intermediate Similarity NPD8651 Approved
0.7564 Intermediate Similarity NPD7447 Phase 1
0.7545 Intermediate Similarity NPD3818 Discontinued
0.7534 Intermediate Similarity NPD2861 Phase 2
0.753 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD6166 Phase 2
0.753 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7518 Intermediate Similarity NPD7843 Approved
0.7516 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD8312 Approved
0.7485 Intermediate Similarity NPD8313 Approved
0.7469 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7453 Intermediate Similarity NPD37 Approved
0.7453 Intermediate Similarity NPD6801 Discontinued
0.7439 Intermediate Similarity NPD6234 Discontinued
0.7434 Intermediate Similarity NPD5588 Approved
0.7434 Intermediate Similarity NPD5960 Phase 3
0.7427 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD4965 Approved
0.7423 Intermediate Similarity NPD4966 Approved
0.7423 Intermediate Similarity NPD4967 Phase 2
0.74 Intermediate Similarity NPD4060 Phase 1
0.7391 Intermediate Similarity NPD7411 Suspended
0.7379 Intermediate Similarity NPD4749 Approved
0.7361 Intermediate Similarity NPD422 Phase 1
0.7357 Intermediate Similarity NPD7157 Approved
0.7353 Intermediate Similarity NPD2684 Approved
0.7349 Intermediate Similarity NPD7199 Phase 2
0.7346 Intermediate Similarity NPD1934 Approved
0.7342 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD1549 Phase 2
0.7279 Intermediate Similarity NPD290 Approved
0.7267 Intermediate Similarity NPD6798 Discontinued
0.725 Intermediate Similarity NPD5403 Approved
0.7246 Intermediate Similarity NPD6959 Discontinued
0.7233 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5126 Approved
0.7222 Intermediate Similarity NPD5125 Phase 3
0.7212 Intermediate Similarity NPD7768 Phase 2
0.7202 Intermediate Similarity NPD3787 Discontinued
0.7195 Intermediate Similarity NPD7819 Suspended
0.7193 Intermediate Similarity NPD5844 Phase 1
0.7191 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD2424 Discontinued
0.716 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD5401 Approved
0.7124 Intermediate Similarity NPD6355 Discontinued
0.7118 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD6671 Approved
0.7105 Intermediate Similarity NPD6233 Phase 2
0.7103 Intermediate Similarity NPD6516 Phase 2
0.7103 Intermediate Similarity NPD5846 Approved
0.7097 Intermediate Similarity NPD7033 Discontinued
0.7089 Intermediate Similarity NPD4535 Phase 3
0.7089 Intermediate Similarity NPD3750 Approved
0.7067 Intermediate Similarity NPD3018 Phase 2
0.7066 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD6799 Approved
0.7059 Intermediate Similarity NPD7584 Approved
0.7055 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5402 Approved
0.7035 Intermediate Similarity NPD3751 Discontinued
0.7025 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD7585 Approved
0.7006 Intermediate Similarity NPD5763 Approved
0.7006 Intermediate Similarity NPD5762 Approved
0.7 Intermediate Similarity NPD7783 Phase 2
0.7 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.6989 Remote Similarity NPD7680 Approved
0.6988 Remote Similarity NPD2801 Approved
0.6987 Remote Similarity NPD4108 Discontinued
0.6984 Remote Similarity NPD8151 Discontinued
0.6982 Remote Similarity NPD5494 Approved
0.6981 Remote Similarity NPD4628 Phase 3
0.6981 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7466 Approved
0.697 Remote Similarity NPD6072 Discontinued
0.6968 Remote Similarity NPD7583 Approved
0.6957 Remote Similarity NPD968 Approved
0.6951 Remote Similarity NPD7458 Discontinued
0.6946 Remote Similarity NPD3817 Phase 2
0.6943 Remote Similarity NPD6099 Approved
0.6943 Remote Similarity NPD6100 Approved
0.6943 Remote Similarity NPD2796 Approved
0.6914 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6913 Remote Similarity NPD2983 Phase 2
0.6913 Remote Similarity NPD6583 Phase 3
0.6913 Remote Similarity NPD2982 Phase 2
0.6913 Remote Similarity NPD6582 Phase 2
0.6913 Remote Similarity NPD3685 Discontinued
0.6913 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6912 Remote Similarity NPD940 Approved
0.6912 Remote Similarity NPD846 Approved
0.6909 Remote Similarity NPD6599 Discontinued
0.6903 Remote Similarity NPD5735 Approved
0.6903 Remote Similarity NPD4340 Discontinued
0.6901 Remote Similarity NPD5535 Approved
0.6894 Remote Similarity NPD6667 Approved
0.6894 Remote Similarity NPD6666 Approved
0.6892 Remote Similarity NPD3705 Approved
0.6886 Remote Similarity NPD1465 Phase 2
0.6879 Remote Similarity NPD1510 Phase 2
0.6867 Remote Similarity NPD3225 Approved
0.6863 Remote Similarity NPD7095 Approved
0.6852 Remote Similarity NPD1511 Approved
0.6846 Remote Similarity NPD2981 Phase 2
0.6845 Remote Similarity NPD6823 Phase 2
0.6839 Remote Similarity NPD1240 Approved
0.6833 Remote Similarity NPD6843 Phase 3
0.6833 Remote Similarity NPD6842 Approved
0.6833 Remote Similarity NPD6841 Approved
0.6828 Remote Similarity NPD6781 Approved
0.6828 Remote Similarity NPD6782 Approved
0.6828 Remote Similarity NPD6777 Approved
0.6828 Remote Similarity NPD6780 Approved
0.6828 Remote Similarity NPD6778 Approved
0.6828 Remote Similarity NPD6779 Approved
0.6828 Remote Similarity NPD6776 Approved
0.6826 Remote Similarity NPD4433 Discontinued
0.6821 Remote Similarity NPD2797 Approved
0.6816 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5062 Approved
0.6813 Remote Similarity NPD5061 Approved
0.6809 Remote Similarity NPD7697 Approved
0.6809 Remote Similarity NPD7696 Phase 3
0.6809 Remote Similarity NPD7698 Approved
0.6809 Remote Similarity NPD7435 Discontinued
0.6805 Remote Similarity NPD3882 Suspended
0.6803 Remote Similarity NPD1357 Approved
0.6802 Remote Similarity NPD6232 Discontinued
0.6802 Remote Similarity NPD7229 Phase 3
0.6792 Remote Similarity NPD6005 Phase 3
0.6792 Remote Similarity NPD6002 Phase 3
0.6792 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6792 Remote Similarity NPD6004 Phase 3
0.6792 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6782 Remote Similarity NPD7473 Discontinued
0.678 Remote Similarity NPD7685 Pre-registration
0.6776 Remote Similarity NPD3691 Phase 2
0.6776 Remote Similarity NPD3690 Phase 2
0.6776 Remote Similarity NPD6584 Phase 3
0.6774 Remote Similarity NPD4062 Phase 3
0.6772 Remote Similarity NPD3748 Approved
0.677 Remote Similarity NPD1878 Clinical (unspecified phase)
0.677 Remote Similarity NPD3892 Phase 2
0.6768 Remote Similarity NPD1512 Approved
0.676 Remote Similarity NPD8054 Approved
0.676 Remote Similarity NPD8053 Approved
0.6759 Remote Similarity NPD6387 Discontinued
0.6757 Remote Similarity NPD8090 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44445354
ChEMBL   CHEMBL398858
ZINC  

Physicochemical Properties

Molecular Weight:  642.22
ALogP:  -5.6846
MLogP:  2.89
XLogP:  -2.184
# Rotatable Bonds:  20
Polar Surface Area:  268.68
# H-Bond Aceptor:  12
# H-Bond Donor:  11
# Rings:  5
# Heavy Atoms:  45

Download Data

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Biological Activities  
Similar NPs/Drugs