Natural Product: NPC246869

Natural Product ID:  NPC246869
Common Name:   Benzyl-2-O-Cis-P-Coumaroyl-Alpha-L-Rhamnopyranosyl-(1->6)-Beta-D-Glucopyranoside
IUPAC Name:   [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-phenylmethoxyoxan-2-yl]methoxy]oxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C28H34O12
Standard InCHIKey:  ZAROMCHBMXTZEN-MHKFSQCBSA-N
Standard InCHI:  InChI=1S/C28H34O12/c1-15-21(31)24(34)26(40-20(30)12-9-16-7-10-18(29)11-8-16)28(38-15)37-14-19-22(32)23(33)25(35)27(39-19)36-13-17-5-3-2-4-6-17/h2-12,15,19,21-29,31-35H,13-14H2,1H3/b12-9-/t15-,19+,21-,22+,23-,24+,25+,26+,27+,28+/m0/s1
Canonical SMILES:  O=C(O[C@H]1[C@H](OC[C@H]2O[C@@H](OCc3ccccc3)[C@@H]([C@H]([C@@H]2O)O)O)O[C@H]([C@@H]([C@H]1O)O)C)/C=Cc1ccc(cc1)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
NPO32535 dracocephalum ruyschiana Species Lamiaceae Eukaryota Aerial parts Mongolia PMID[23356964]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1 Others Radical scavenging activity IC50 > 200 ug/ml 18955522

  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 NPC246869 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 NPC138777
1.0 High Similarity NPC225384
0.984 High Similarity NPC46137
0.984 High Similarity NPC235294
0.9535 High Similarity NPC263829
0.952 High Similarity NPC106677
0.952 High Similarity NPC288416
0.9444 High Similarity NPC225307
0.944 High Similarity NPC471157
0.9375 High Similarity NPC478255
0.936 High Similarity NPC83218
0.936 High Similarity NPC126991
0.9323 High Similarity NPC476385
0.9323 High Similarity NPC134405
0.9318 High Similarity NPC68092
0.9318 High Similarity NPC89105
0.9318 High Similarity NPC81515
0.9318 High Similarity NPC64141
0.9318 High Similarity NPC476383
0.9318 High Similarity NPC197316
0.9318 High Similarity NPC472350
0.9274 High Similarity NPC52097
0.9254 High Similarity NPC222433
0.9254 High Similarity NPC265648
0.9242 High Similarity NPC260425
0.9242 High Similarity NPC78363
0.9231 High Similarity NPC28637
0.9213 High Similarity NPC35288
0.9213 High Similarity NPC471882
0.9213 High Similarity NPC156692
0.9213 High Similarity NPC173150
0.9213 High Similarity NPC45224
0.9213 High Similarity NPC471881
0.9194 High Similarity NPC11724
0.9179 High Similarity NPC47471
0.9179 High Similarity NPC476377
0.9173 High Similarity NPC205195
0.9134 High Similarity NPC61181
0.9134 High Similarity NPC252114
0.9113 High Similarity NPC476872
0.9104 High Similarity NPC473799
0.9104 High Similarity NPC475530
0.9098 High Similarity NPC476376
0.9062 High Similarity NPC103533
0.9051 High Similarity NPC100998
0.9051 High Similarity NPC34587
0.9051 High Similarity NPC252292
0.9051 High Similarity NPC34927
0.9051 High Similarity NPC476382
0.9044 High Similarity NPC112
0.9044 High Similarity NPC476397
0.9044 High Similarity NPC205864
0.9044 High Similarity NPC175214
0.9044 High Similarity NPC476380
0.9044 High Similarity NPC476381
0.9044 High Similarity NPC269141
0.9044 High Similarity NPC76406
0.9044 High Similarity NPC119537
0.9044 High Similarity NPC264632
0.9044 High Similarity NPC476384
0.9044 High Similarity NPC247032
0.9044 High Similarity NPC476378
0.9044 High Similarity NPC96795
0.9044 High Similarity NPC298257
0.9044 High Similarity NPC476375
0.9023 High Similarity NPC166180
0.9023 High Similarity NPC471345
0.9015 High Similarity NPC34293
0.9015 High Similarity NPC287597
0.9015 High Similarity NPC886
0.9008 High Similarity NPC473285
0.8978 High Similarity NPC300894
0.8978 High Similarity NPC141455
0.8978 High Similarity NPC196063
0.8978 High Similarity NPC296954
0.8978 High Similarity NPC64195
0.8955 High Similarity NPC65262
0.8955 High Similarity NPC469364
0.8955 High Similarity NPC101686
0.8947 High Similarity NPC476870
0.8923 High Similarity NPC253595
0.8921 High Similarity NPC232992
0.8905 High Similarity NPC105005
0.8889 High Similarity NPC321184
0.8889 High Similarity NPC55608
0.8889 High Similarity NPC328273
0.8889 High Similarity NPC321638
0.8889 High Similarity NPC171134
0.8872 High Similarity NPC169398
0.8849 High Similarity NPC476865
0.8849 High Similarity NPC229505
0.8841 High Similarity NPC476867
0.8841 High Similarity NPC471028
0.8832 High Similarity NPC140502
0.881 High Similarity NPC160854
0.881 High Similarity NPC469704
0.881 High Similarity NPC469703
0.881 High Similarity NPC201402
0.8794 High Similarity NPC473427
0.8794 High Similarity NPC259347
0.8794 High Similarity NPC306890
0.8794 High Similarity NPC476386
0.8794 High Similarity NPC94871
0.8794 High Similarity NPC471062
0.8794 High Similarity NPC470933
0.8794 High Similarity NPC476398
0.8788 High Similarity NPC281798
0.8788 High Similarity NPC254819
0.8779 High Similarity NPC295970
0.8779 High Similarity NPC229784
0.8779 High Similarity NPC477294
0.8779 High Similarity NPC477293
0.8777 High Similarity NPC476866
0.8777 High Similarity NPC476869
0.8777 High Similarity NPC476868
0.8777 High Similarity NPC476864
0.8768 High Similarity NPC204644
0.8768 High Similarity NPC478250
0.8768 High Similarity NPC478239
0.8759 High Similarity NPC186406
0.8741 High Similarity NPC472132
0.874 High Similarity NPC469686
0.8732 High Similarity NPC470934
0.8732 High Similarity NPC182350
0.8732 High Similarity NPC257970
0.8732 High Similarity NPC470927
0.8732 High Similarity NPC188393
0.8731 High Similarity NPC471883
0.8722 High Similarity NPC254275
0.871 High Similarity NPC175771
0.8705 High Similarity NPC110063
0.8702 High Similarity NPC232880
0.8696 High Similarity NPC157816
0.8696 High Similarity NPC145319
0.8672 High Similarity NPC471067
0.8661 High Similarity NPC229600
0.8657 High Similarity NPC254398
0.8657 High Similarity NPC114116
0.8652 High Similarity NPC97240
0.8647 High Similarity NPC219677
0.8643 High Similarity NPC287615
0.8643 High Similarity NPC83743
0.8643 High Similarity NPC226722
0.8643 High Similarity NPC138915
0.8643 High Similarity NPC262182
0.8643 High Similarity NPC216819
0.8633 High Similarity NPC40305
0.8633 High Similarity NPC293154
0.8626 High Similarity NPC476873
0.8613 High Similarity NPC49597
0.8605 High Similarity NPC232454
0.8605 High Similarity NPC178449
0.8605 High Similarity NPC470907
0.8603 High Similarity NPC157554
0.8592 High Similarity NPC210611
0.8592 High Similarity NPC199311
0.8592 High Similarity NPC80732
0.8592 High Similarity NPC192763
0.8592 High Similarity NPC215095
0.8592 High Similarity NPC3460
0.8592 High Similarity NPC261122
0.8592 High Similarity NPC300262
0.8592 High Similarity NPC201148
0.8592 High Similarity NPC28651
0.8583 High Similarity NPC282409
0.8583 High Similarity NPC469702
0.8582 High Similarity NPC473924
0.8582 High Similarity NPC199928
0.8582 High Similarity NPC37838
0.8571 High Similarity NPC232228
0.8571 High Similarity NPC292443
0.8561 High Similarity NPC469623
0.8561 High Similarity NPC148080
0.8561 High Similarity NPC146540
0.856 High Similarity NPC148055
0.8551 High Similarity NPC202700
0.8548 High Similarity NPC313193
0.854 High Similarity NPC124149
0.8531 High Similarity NPC106138
0.8527 High Similarity NPC476142
0.8521 High Similarity NPC175275
0.8516 High Similarity NPC476445
0.8516 High Similarity NPC469548
0.8516 High Similarity NPC476448
0.85 High Similarity NPC237872
0.85 High Similarity NPC469367
0.85 High Similarity NPC263397
0.85 High Similarity NPC88754
0.85 High Similarity NPC302286
0.85 High Similarity NPC116104
0.8496 Intermediate Similarity NPC184092
0.8496 Intermediate Similarity NPC469549
0.8485 Intermediate Similarity NPC148026
0.8483 Intermediate Similarity NPC478268
0.8483 Intermediate Similarity NPC106818
0.8478 Intermediate Similarity NPC226005
0.8478 Intermediate Similarity NPC31745
0.8478 Intermediate Similarity NPC100389
0.8478 Intermediate Similarity NPC220936
0.8472 Intermediate Similarity NPC476871

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC246869 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
0.9318 High Similarity NPD7266 Discontinued
0.7905 Intermediate Similarity NPD1653 Approved
0.7895 Intermediate Similarity NPD1091 Approved
0.7763 Intermediate Similarity NPD8455 Phase 2
0.774 Intermediate Similarity NPD6190 Approved
0.7727 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD7685 Pre-registration
0.7516 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD7054 Approved
0.75 Intermediate Similarity NPD7097 Phase 1
0.7469 Intermediate Similarity NPD7472 Approved
0.7469 Intermediate Similarity NPD7074 Phase 3
0.7463 Intermediate Similarity NPD9545 Approved
0.7462 Intermediate Similarity NPD969 Suspended
0.7453 Intermediate Similarity NPD7228 Approved
0.7432 Intermediate Similarity NPD4628 Phase 3
0.7422 Intermediate Similarity NPD1358 Approved
0.7378 Intermediate Similarity NPD7251 Discontinued
0.7365 Intermediate Similarity NPD1652 Phase 2
0.7361 Intermediate Similarity NPD4340 Discontinued
0.7353 Intermediate Similarity NPD5126 Approved
0.7353 Intermediate Similarity NPD5125 Phase 3
0.7343 Intermediate Similarity NPD6233 Phase 2
0.7338 Intermediate Similarity NPD4380 Phase 2
0.7333 Intermediate Similarity NPD7808 Phase 3
0.7324 Intermediate Similarity NPD3027 Phase 3
0.7317 Intermediate Similarity NPD6797 Phase 2
0.7289 Intermediate Similarity NPD8312 Approved
0.7289 Intermediate Similarity NPD8313 Approved
0.7285 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7075 Discontinued
0.7273 Intermediate Similarity NPD6559 Discontinued
0.7241 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5124 Phase 1
0.7229 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD5058 Phase 3
0.7215 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD3134 Approved
0.7172 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1613 Approved
0.7153 Intermediate Similarity NPD3764 Approved
0.7153 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD6798 Discontinued
0.7143 Intermediate Similarity NPD5403 Approved
0.7143 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7843 Approved
0.7134 Intermediate Similarity NPD3818 Discontinued
0.7134 Intermediate Similarity NPD37 Approved
0.7133 Intermediate Similarity NPD6674 Discontinued
0.7133 Intermediate Similarity NPD4908 Phase 1
0.7125 Intermediate Similarity NPD6234 Discontinued
0.7123 Intermediate Similarity NPD230 Phase 1
0.7122 Intermediate Similarity NPD422 Phase 1
0.7107 Intermediate Similarity NPD4965 Approved
0.7107 Intermediate Similarity NPD4966 Approved
0.7107 Intermediate Similarity NPD4967 Phase 2
0.7101 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD3225 Approved
0.7089 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD7240 Approved
0.7055 Intermediate Similarity NPD4060 Phase 1
0.7051 Intermediate Similarity NPD7458 Discontinued
0.7034 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD4536 Approved
0.7027 Intermediate Similarity NPD4538 Approved
0.7027 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6801 Discontinued
0.702 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD5535 Approved
0.7013 Intermediate Similarity NPD5401 Approved
0.7007 Intermediate Similarity NPD6355 Discontinued
0.6986 Remote Similarity NPD4062 Phase 3
0.6985 Remote Similarity NPD7157 Approved
0.698 Remote Similarity NPD7033 Discontinued
0.6974 Remote Similarity NPD8166 Discontinued
0.697 Remote Similarity NPD2684 Approved
0.6966 Remote Similarity NPD7095 Approved
0.6962 Remote Similarity NPD7411 Suspended
0.696 Remote Similarity NPD2934 Approved
0.696 Remote Similarity NPD2933 Approved
0.6957 Remote Similarity NPD1548 Phase 1
0.6948 Remote Similarity NPD6799 Approved
0.6944 Remote Similarity NPD2861 Phase 2
0.6937 Remote Similarity NPD5402 Approved
0.6923 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6166 Phase 2
0.6909 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6909 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6906 Remote Similarity NPD1357 Approved
0.6905 Remote Similarity NPD2859 Approved
0.6905 Remote Similarity NPD2860 Approved
0.6905 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6903 Remote Similarity NPD3536 Discontinued
0.6903 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6897 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6894 Remote Similarity NPD290 Approved
0.6892 Remote Similarity NPD1933 Approved
0.6879 Remote Similarity NPD3705 Approved
0.6879 Remote Similarity NPD1610 Phase 2
0.6867 Remote Similarity NPD5588 Approved
0.6867 Remote Similarity NPD5960 Phase 3
0.6863 Remote Similarity NPD3750 Approved
0.6863 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6846 Remote Similarity NPD6653 Approved
0.6842 Remote Similarity NPD1549 Phase 2
0.6829 Remote Similarity NPD7199 Phase 2
0.6828 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6824 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6821 Remote Similarity NPD2935 Discontinued
0.6818 Remote Similarity NPD968 Approved
0.6813 Remote Similarity NPD1934 Approved
0.6812 Remote Similarity NPD9493 Approved
0.6809 Remote Similarity NPD3496 Discontinued
0.6809 Remote Similarity NPD3847 Discontinued
0.6806 Remote Similarity NPD2797 Approved
0.6797 Remote Similarity NPD5698 Clinical (unspecified phase)
0.679 Remote Similarity NPD7768 Phase 2
0.6786 Remote Similarity NPD5844 Phase 1
0.6782 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6781 Remote Similarity NPD6832 Phase 2
0.6776 Remote Similarity NPD5763 Approved
0.6776 Remote Similarity NPD5762 Approved
0.6776 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6776 Remote Similarity NPD1552 Clinical (unspecified phase)
0.677 Remote Similarity NPD2393 Clinical (unspecified phase)
0.677 Remote Similarity NPD7819 Suspended
0.6763 Remote Similarity NPD5536 Phase 2
0.6761 Remote Similarity NPD1535 Discovery
0.6758 Remote Similarity NPD8320 Phase 1
0.6758 Remote Similarity NPD8319 Approved
0.6752 Remote Similarity NPD7314 Clinical (unspecified phase)
0.675 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6744 Remote Similarity NPD3020 Approved
0.6739 Remote Similarity NPD4198 Discontinued
0.6738 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6738 Remote Similarity NPD5846 Approved
0.6738 Remote Similarity NPD6516 Phase 2
0.6736 Remote Similarity NPD8651 Approved
0.6735 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6732 Remote Similarity NPD2424 Discontinued
0.673 Remote Similarity NPD3455 Phase 2
0.6728 Remote Similarity NPD3817 Phase 2
0.6728 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6727 Remote Similarity NPD8127 Discontinued
0.6726 Remote Similarity NPD3751 Discontinued
0.6714 Remote Similarity NPD1894 Discontinued
0.6713 Remote Similarity NPD1481 Phase 2
0.6712 Remote Similarity NPD5736 Approved
0.6711 Remote Similarity NPD1551 Phase 2
0.6704 Remote Similarity NPD7700 Phase 2
0.6704 Remote Similarity NPD7699 Phase 2
0.6703 Remote Similarity NPD7435 Discontinued
0.6691 Remote Similarity NPD694 Clinical (unspecified phase)
0.669 Remote Similarity NPD3094 Phase 2
0.669 Remote Similarity NPD1203 Approved
0.6689 Remote Similarity NPD3268 Approved
0.6688 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6687 Remote Similarity NPD6599 Discontinued
0.6667 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3021 Approved
0.6667 Remote Similarity NPD8150 Discontinued
0.6667 Remote Similarity NPD1465 Phase 2
0.6667 Remote Similarity NPD3022 Approved
0.6667 Remote Similarity NPD7440 Discontinued
0.6649 Remote Similarity NPD7585 Approved
0.6647 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6645 Remote Similarity NPD1510 Phase 2
0.6645 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6645 Remote Similarity NPD4108 Discontinued
0.6642 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6629 Remote Similarity NPD6534 Approved
0.6629 Remote Similarity NPD6535 Approved
0.662 Remote Similarity NPD4626 Approved
0.6613 Remote Similarity NPD8151 Discontinued
0.6612 Remote Similarity NPD7680 Approved
0.6607 Remote Similarity NPD7852 Clinical (unspecified phase)
0.66 Remote Similarity NPD4140 Approved
0.66 Remote Similarity NPD1240 Approved
0.6595 Remote Similarity NPD7583 Approved
0.6588 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6587 Remote Similarity NPD3787 Discontinued
0.6582 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6582 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6575 Remote Similarity NPD6362 Approved
0.6569 Remote Similarity NPD228 Approved
0.6565 Remote Similarity NPD1242 Phase 1
0.6564 Remote Similarity NPD2978 Approved
0.6564 Remote Similarity NPD2977 Approved
0.6564 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6564 Remote Similarity NPD2801 Approved
0.6561 Remote Similarity NPD6667 Approved
0.6561 Remote Similarity NPD6666 Approved
0.6557 Remote Similarity NPD6823 Phase 2
0.6552 Remote Similarity NPD2982 Phase 2
0.6552 Remote Similarity NPD3685 Discontinued
0.6552 Remote Similarity NPD6583 Phase 3
0.6552 Remote Similarity NPD6582 Phase 2

Structure

External Identifiers

PubChem CID   71578498
ChEMBL   CHEMBL2336747
ZINC  

Physicochemical Properties

Molecular Weight:  562.21
ALogP:  -3.1725
MLogP:  3.22
XLogP:  2.744
# Rotatable Bonds:  17
Polar Surface Area:  184.6
# H-Bond Aceptor:  11
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  40

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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